Girlfriend's Gambit Sian's Revenge (Crossdressing)
Girlfriend's Gambit, Part 1: I. Sian.
Suzi opened the door with a smile. She was dressed casually in tight jeans cut low across her waist and a pretty black crop-top, which had the word 'angel' written across the front. Between the top and the jeans was an inviting band of flesh. "Hi sweetie, you made it. Journey OK?" she stretched on tiptoe to kiss me on the cheek. I nodded. "No real problems. I sat in the seat directly behind the cabdriver so he didn't spot my make-up, but I couldn't hide my painted nails when I gave him the money and I got a funny look then." I showed her my long nails, carefully painted in my favorite 'black cherry' polish, and of which I was very proud. "Mmm very good taste," she smiled. "I couldn't have picked out a better color myself!" I looked down as she presented me with a delicate foot. Her toenails were adorned in a very similar shade. "I doubt that was the first thing that tipped him off though honey", she continued. "You reek of Coco Chanel. I doubt he mistook that for an aftershave." She grinned before looking at my face for a couple of seconds, studying my handiwork.
"You're becoming quite the little artist aren't you? Your foundation's pretty good, and the blusher, better than I expected." She paused, "but the eyes could use some work. I'll show you a couple of things later if you like, we have lots of time. How much else have you prepared already?" "I'm already wearing my corset and dance tights under these..." I indicated my drab boy jeans and t-shirt, "other than that only a little underwear and the make-up you've seen. I brought the rest, shoes, 'hair' and a couple of outfits". I held up my hold all. "Well come on in then Sean," she stopped herself "well, that name will not do tonight will it? What would you like me to call you?" She smiled at me directly, challenging. "Umm, I've not thought about it". I said. "Well you have 30 seconds" she flashed me a smile, "or I'll think of something myself, OK? Now why don't you put your bag in the spare room for now and then join me in the living room.
I've a surprise for you." "I guess" I said, thinking quickly for some girls names I might try. I followed her as she padded down the hall in her bare feet. They looked pretty with the dark nail polish... but my attention was soon captured instead by her pert denim-covered ass. The low slung jeans allowed a glimpse of the top of a white lace g-string and I was captivated. I couldn't deny I was still attracted to her even though it was over two years since we'd been an item. She paused at the door to the living room and looked back at me. "Time's up, Trixie," she laughed. "Trixie it is, I hope you like it". "What? Trixie?" I protested. "You had your chance" she retorted. "Now go dump your bag, I've something to show you". She disappeared into the living room. I sighed and carried along the corridor to the spare room. She was still always one step ahead. I thought to myself. I never quite could catch up. And here I am again. I certainly shouldn't be doing this I have a new girlfriend, I'm moving on, I need to be over her. But then again it's a chance to dress with no fear of discovery.
My new girlfriend would freak if I told her about being a tranny, and here's a chance to dress, have someone see how I look, someone who knows and won't judge me, not now we've gone our separate ways. I dumped the bag in the room and returned to the living room. Suzi had put some classical music on in the background. "Drink?" she asked, offering me a tumbler full of ice and greenish liquid. "I made Margaritas!" "Thanks" I took the drink and took a sip. It was nice, and strong, I felt the alcohol hit me. "Nice" I said. "Present!" she exclaimed, handing me a box tied with a ribbon. "Open it now, then we can get started". I knew I was invited to come round and dress at her flat, but beyond that, we hadn't really made a plan. I needed a private place and she wanted to see. At our last lunch she'd asked me about my dressing and I'd boasted that I was getting pretty good, so she'd called my bluff, told me she wanted to see.
At first I'd dismissed it as crazy, but she seemed serious, and that part of every tranny that wants an audience took over. It made sense. A place to dress, no risk of discovery, I could show off how much better I'd got since we dated. All she'd seen was the effects of a little make-up - I could show her the full thing. Of course it isn't cheating on my girlfriend, I'd thought to myself. It's not sex with someone else, just dressing up. I wouldn't tell her of course, she wouldn't understand, but it's not cheating. It's amazing how good we are at lying to ourselves. "Well are you going to take it Trixie, or what?" She held out the box. "Sorry" I mumbled. "I was miles away". I took the box. "What's the plan? You sound as if you know more about what's happening than I do." "Well I am the hostess" she gave a little curtsey and laughed. "Here's what I thought: You open your present and gush for a while about how much you love it and how divine I am. Then we can do a little make-up lesson fix that eyeliner and pick a lipstick out for you.
Then I can change while you're getting dressed for your grand entrance." "You're going to change?" I asked. "Well of course silly!" she pouted. "You don't think I'm going to stay all dull and drab when my guest is going to so much effort to look nice for dinner?" "I didn't realize," I said. "It's not all about you, you know." Again the pout, but it was clear she was teasing me. "My my, Trixie, you're so caught up with your own thing." She finished her drink. "You're already just like a girl, everything revolves around you." Now she was laughing again. "Well what are you planning to wear?" I asked. "I don't know yet, it's your evening, but I'm not about to be out- vamped! I'll pick something suitable for the occasion. Now are you going to open that or am I going to have to do it for you?" I untied the ribbon and opened the box. Inside was a fantastic black bob wig. It was gorgeous, chin-length and perfectly styled.
My own wig was nothing to compare to it, a cheap costume style affair, and a poor fit. This was the hair I'd dreamed about. "It's lovely" I managed to say. "I can barely believe it, it's perfect. Did you know I loved this style?" "You mentioned that you had a thing for the short bob look way back when we were dating, remember how you wouldn't shut up when my roommate Sasha had her hair done that way? I didn't realize until later that it was more than just an idle interest. Did I do well?" There was the little pout and the curtsey again. Was she flirting with me? "It's perfect.
That's all I can say. I can't wait to try it out". "Well don't wait then. I'll get us another drink and join you in the spare room". She grabbed the glass and was off to the kitchen. I called her back. "Listen, about the 'Trixie' thing." "You thought of something you prefer?" "Sian" I said. "Sian. How predictable. Do all trannies just pick a girl's version of their boy name?" "I don't know, I've not thought about it, but I think want you to call me Sian". "Sian it is." She disappeared into the kitchen.
II.
Makeover She joined me in the spare room. Though I was nervous, the effect of the first Margarita was kicking in and I had shed my jeans and t-shirt, and was sitting at the vanity table. My corset did not fully cover my chest, so I wore a black satin camisole over it, and a matching pair of French knickers kept me decent. The dance tights were flesh-colored with a sheen, and did a good job to covering the hair on my legs, but they were not opaque. I'd got my make-up bag out on the dresser and I'd picked out a pink lipstick. She planted her drink down next to mine and perched on the edge of the table. "Pretty camisole", she said, "I'm looking forward to seeing the whole effect. Have you decided what to wear yet?" I nodded over to the bed where my black lycra dress mini-dress lay. "It's a little tarty", I said, "but it's one of my favorites. and the new hair will look fabulous with it." "Right, tarty it is then" she said. "I can do tarty" she flashed another smile and grabbed an eyeliner. "Let's fix that make-up," she said, "and you'd better pick out a darker lipstick, honestly", she tutted to herself, "I think I've got a good one that will go with the nail polish."
She deftly removed the make-up that I had made such a mess with when doing my left eye and set to work. She re-did the left eye, and now unhappy with the comparison, did the right eye too. I sipped my drink when I had a chance, and just reveled in the intoxicating experience of having her make me up. Her face was a picture of concentration as she worked, and I could smell her perfume mingling with my own. She would steady herself by holding my arm as she leaned forward, and as she did I had nowhere to look except directly at her modest but pretty cleavage in her tight low cut top. As she moved to work on the right eye she had contrived to balance herself by putting a foot on the stool on which I perched, right between my legs. There was not initially much contact, but I was aware of the pressure of her leg against my thigh, thorough the sheen of my dance tights, and though I pushed back in my seat, before long I became aware of her toes right against the satin of my knickers. She did not seem to know, but moved her foot as she leaned in to work and then back to check the look.
I had been turned on before I sat down, and the combination of the smell of the perfume, the sight of her cleavage and the slight movements of her leg caused me to grow hard within my satin panties. Knowing her, I did not assume she was unaware, but I prayed that my hardness would not attract her attention. "Right, we're done here," she said suddenly. "I'll get you that lipstick and you can get dressed. What do you think of your new eyes?" I looked in the mirror. She'd done a great job. They were so much more dramatic than I'd ever managed, and seemingly with less make-up. "Fabulous" I said, "thank you very much". "Right, stand up", she said, "what about up here?" she placed a hand directly on my chest above my corset "brought any help in that department?" "Umm, I have a padded bra" I stammered, taken aback. I hadn't expected that. I could feel my nipple reacting under her palm but if she noticed, she gave no reaction. "Good job for Sian you never worked out too much" she said, with a flash of her eyes that was familiar. My lack of toning had been one of the things she threw at me when we split, how it made her feel to have hard muscle under her hand, how she felt alive touching her new man's body. What she said now she said as a joke but her eyes flashed the challenge:
I have a real man now. I was out of my depth, from flirting to intimate contact to a stark reminder of my inadequacies. Where was this going? But she was back to business. "You have a little flesh up here to work with, I can give you a couple of enhancers to put in your bra and that should give you a pretty little cleavage." The smile was back "Honestly, I'm giving all our secrets away, soon you'll have more to offer the boys than me! Don't move - I'll be back in a tick". She spun out of the room. My hardness had subsided enough for me to stand up and I had maneuvered into my bra by the time she was back with the lipstick and enhancers. I stood while she tucked them into the corners of the cups and arranged my 'cleavage'. I knew that the tease was well and truly back when without warning she suddenly grabbed an ice cube from her drink and pushed it into one of the bra cups right against my nipple, giggling at the reaction and my angry squeal of protest. "Looked to me like some part of Sian liked it" she pouted prettily, looking at my erect nipple.
"But your boyfriend and my girlfriend wouldn't" I snapped, realizing at once how stupid it sounded. "Oh is Sian going to tell on me?" she laughed, but not unkindly. "Because of course it was when I iced your nipple that we crossed the line right? Before that your girlfriend wouldn't have batted an eyelid at tonight, right? I'm sure you told her about where you were going tonight, what your plans were?" The sarcasm was cutting, but she laughed with it, and I couldn't help but laugh as well at my ridiculous protest. "Come on honey, your tits are done. Now here's that lipstick. You can finish up from here. I'm off to change. Can't let the 'real girl' side down can I?" She stopped and turned at the door. "Oh by the way, I ordered some food while I was getting the lipstick for you. Once we're ready we can eat and watch a movie, OK?" "What movie?" I asked, but she was already gone. I finished getting ready. I replaced the satin French knickers with a pair of black satin thong panties, and carefully rolled sheer back hold-ups onto my legs. They had a sheen to them that caught the light in a delightful way, and I admired the look of my legs and ass in the wardrobe mirror for a while before continuing. I felt the hardness returning in my panties, but I was held reasonably well by the dance tights and thong. I pulled long fingerless gloves up my arms and added my bracelets. Next came the little black dress. It was a killer. It was short, sleek, stretchy, sexy.
The black material had a slightly shiny snakeskin effect to it. It clung to my 'curves' and I loved the way it rode up slightly as I wore it. It covered my stocking tops, but I'd have to be careful. The dress looked good, but it was always better with heels, so without delay I slipped into my 6 inch strappy platform sandals and fastened them at the ankle. I noticed the effect they had on my legs as I teetered over to the dresser for the final touches. It always took me a few steps to adjust to walking in high heels. I also noticed my cleavage properly for the first time, more impressive than I had had before and it took me aback slightly. I was going to be hot! God I was so turned on. Could I sit through a movie? I hadn't really thought this through. Oh well. The last items were my clip on silver hoop earrings and matching silver necklace. Having fixed them, and applied one layer of Suzi's dark red lipstick, I removed the new wig from the box and pulled it on. The hair fell beautifully and naturally into place, no wrestling with a brush to tame it. It was a great wig. Until that moment the transformation was never really complete, but with the wig, Sian had appeared. "Hi Sian!" I applied a second coat of lipstick, blew myself a kiss into the mirror, took a deep breath, and headed for the living room.
III.
Delivery I heard the shower running in the suite in the master bedroom so I knew Suzi wasn't ready yet. In my state of heightened eroticism I tried not to think of her in the shower, or what outfit she'd wear. I wandered into the living room and fixed us both another drink. I loved the way my heels clicked on the tiled kitchen floor. The doorbell went. Shit, where was Suzi? I headed for the master bedroom. "Food's here!" I called from the door. "Be a sweetie and get it!" came the reply from the shower. "I'm not ready yet. There's twenty quid on the table in the hall". "I can't go like this!" I protested. "Why the hell not?" she demanded, "at least you've got some fucking clothes on! He'll only think you're a guy if you carry on shouting like one. Just give him the money and take the food.
If you smile prettily he'll probably jerk himself off thinking about you tonight". To the point as ever, I thought, but I had no choice, so I walked, heart in mouth, to the door, picking up the money on the way. The bell went again just as I got there. Well here goes. I took a deep breath and pulled the door open. "Chinese food?" the guy queried. I was amazed at the way his eyes flashed over my body so quickly, taking me in. Tits, ass, legs, then finally up to my face. "Ma'm..?" he finished a little lamely, maybe a little hesitantly. Had he read me? Christ, what does it matter? I flashed him a smile. "Yes, thanks, how much?" my mouth was so dry my voice had kind of given way, coming out cracked and husky, but overall the effect was better than I'd thought it would be. I'm hot! I thought. "It's twenty-two fifty". He said, looking at the twenty pound note.
"You're a little short". Crap! I tried to stay calm and looked down at him. In my heels I was easily eight inches taller than him. You're a little short! I thought, cheeky bastard. "You must know how I feel", I flashed him another smile. "Wait here a second." I turned on my heel and headed back to the bedroom, putting a little extra sway into my hips. God that felt good. Get a good look honey, I thought to myself, remembering Suzi's words. Think about this when you're lying in bed tonight. I suddenly realized I was mentally encouraging another guy to jerk off. Had I gone crazy? "We're two-fifty short" I called into the bedroom, "I've got no other money". "Just stall him, I'll be there in a second" she replied. As I walked back down the hall towards him I was able to get a better look at him. He was pretty geeky looking, so he probably really did think I was hot. I got a burst of adrenaline from that thought and it inspired my confidence.
I held one finger up to indicate I would be a minute, and swept into the living room to get my drink. I drained it and then headed back to the front door, heels clicking and ass swaying. "My friend has all the money," I breathed, leaning against the door, "she'll be out of the shower in a second. Do you mind waiting?" I tipped forward slightly to give him a glance at my cleavage. "Umm no", he said, looking uncomfortable "but I've got another delivery to make." "Mmm... well I'm sure she's being as quick as she can". I looked at him over long lashes, "she can hardly come out here all naked well can she?" I pouted. His eyes widened. What was I fucking doing? I was dressed like a hooker in my ex-girlfriend's flat flirting with a delivery boy. And my cock was as hard as I could ever remember it, straining against the material of my tights and panties. I knew that if I just leaned back a little, thrust my hips forward slightly, the bulge would be visible through my dress. God what was I thinking? "Umm we don't have any more money sweetie" called Suzi as she approached from the end of the corridor. She wore a short purple dress... tight-ish in the right places but not spray-on like mine. It was silky in texture and hung close to her body to just below her ass. The top was quite low cut, with spaghetti straps, and as she got closer it became clear that it had no back. More prominent than that was the fact that she clearly wore no bra, her nipples standing defined against the material as she approached. Her short auburn hair allowed a good view of her elegant neck and sparkly hoop earrings. I didn't doubt that other than her shoes-- mules with a high wooden heel and platform-- she wore nothing other than those earrings and the silk dress. She slipped an elegant arm around my waist as she reached me, leaving a hand on my ass.
"What can I tell you?" she asked the delivery guy, flashing him a smile "Anything we can do to earn the rest of our dinner?" She can't be serious, I thought to myself as the delivery boy stammered for a second. "Bearing in mind of course that we are not whores", she continued. "So you can forget any thoughts of actually touching us. But what if I kissed my girlfriend here for 30 seconds before closing the door? Will that do it for you?" Relief swept over me. Flirting was one thing, but selling my body for a couple of quid was another matter. The deliver boy just nodded, his hand moving to the front of his jeans, grasping the button. Suzi pulled me a little closer, pushing her hips against mine.
She surely could feel my hard-on pushing against her? If she did she didn't react, but looked over at the delivery boy. "If you get it out, don't make a fucking mess", she snapped, before reaching up to kiss me full on the lips. Her touch was gentle rather than lustful. I had caught a glance in her eyes before she closed them that told me this was for show, but it didn't stop my body reacting. I allowed her lips to caress mine, her tongue to flick over them and away. I relished the taste of her lipstick mingled with mine and though I parted my own lips to allow my tongue to meet hers a little. I didn't kiss her back, just let our lips and tongues touch gently. Her look had been warning enough that things were not straightforward. I felt the silk of her dress between us as she moved her hips slightly against mine, sending shivers of pleasure through my rock hard erection. I needed to breath quickly to keep control. God I was about to cum in my panties. I was suddenly aware of a groan from the doorway, and Suzi broke the kiss, just in time.
I caught a glimpse of the delivery boy hunched forward, trying to push his cock back into his pants, his hands sticky and slick with semen, before the door slammed between us. "Nice kiss" said Suzi, patting me on the ass. "It actually felt like kissing a girl", she paused, "well your lips did anyway". Again there was the teasing smile, as she glanced down pointedly at the bulge still somewhat evident in the front of my dress. "Come on, it's getting cold, let's eat". She picked up the food and headed for the living room.
IV.
Photos The food was good. Despite my misgivings about some of the events of the evening so far I was relaxed enough to enjoy the food. A large glass of white wine had added further to my intoxication, however, which given my need to be on guard, was pretty dumb. The alcohol was seeping through me, highlighting my reactions to my own outfit. This reaction came mainly to the way it felt on my body, though occasionally I was able to catch a glimpse of the way I looked in the glass-fronted cabinet in the room.
It didn't help that Suzi had decided on such a vampy outfit, when she sat on her sofa eating the dress rode up a considerable way on her thigh, and try as I might, my gaze constantly returned there. Fortunately, with the angle at which I sat, my renewed hard-on was invisible, and I allowed myself to relish the various contributions to my erotically charged state. Throughout dinner I had been desperate to apply some pressure to my cock through the front of my dress, and despite my uninhibited state, I had managed to resist, knowing that Suzi would surely notice.
When she left to clear the plates and cartons away however, it was too tempting an opportunity, and looking over at my image in the cabinet door, I began to draw my polished nails slowly over the satin snakeskin effect surface of the dress where my erection pressed through from beneath. Unlike when Suzi had kissed me, I was in control of the movement, and I knew I would be able to caress myself without any danger of an accident. I allowed this motion of my fingers to gently pull the hem of the dress up a little, allowing me a glance of my stocking tops.
Not too far of course, Suzi would not be gone long, and the last thing I needed was for her walk in on me openly masturbating - but far enough to relish in the sight. Adjusting the angle of my legs slightly allowed me to get a better look up my dress, and the surge of excitement provoked me to apply a little more pressure, now using the underside of my palm to slide the material of the dress against the underside of my cock, which was held tight against my abdomen by the dance tights. "So are you ready to watch the movie?" Suzi was standing in the kitchen doorway.
How long had she been there? If she'd seen me she gave no sign. "Sure, what did you get?" I asked, quickly pulling my hand out of my lap. "It's a movie called Bound" she looked at me directly. "A girlfriend of mine recommended it to me, said I'd like it, have you seen it?" "Yes, but I wouldn't mind seeing it again, it's very good." I tried to keep a straight face. It was a favorite movie of mine because of a great lesbian sex scene. Surely she knew - this was deliberate wasn't it? "Is it erotic?" asked Suzi, again looking at me directly. "I got drunk with this girlfriend, Naomi, we talked about all kinds of stuff. She said I should watch it, but I realize now it might be a bit naughty, given the conversation we had". How she was able to look so innocent I did not know. "I like it" I said. "There are a couple of lesbian scenes".
She MUST know, I thought at the same time. I had heard a rumor a couple of months back form a mutual friend that Suzi had had a fling with a girl. I couldn't remember the name she'd said though, was this all planned? The kiss, a lesbian movie, the killer dress, was she going to make a pass? Part of my brain knew that this would be trouble, I liked my new girlfriend, I was better off without Suzi. With Suzi I was always insecure, unsure. But another part of me thrilled at the prospect.
Was Suzi bi? Did she find me attractive dressed? Would she try and seduce me? God I hoped so. Sex while dressed, it would blow my mind. All these thoughts came and went in a flash. "Let's put it on then," said Suzi, putting the tape into the VCR. I marveled at her sleek smooth back as she squatted to reach the machine. I wished then I could wear a backless dress, but my need for a corset made it impossible. "Shove over" she said. God, she's moving to sit next to me. Again I smelt her perfume, and admired the way her silky mini-dress hugged her pretty figure.
With her sitting this close I could get a better look at her delicate feet in the wooden mules, and while she reached for the remote I took the chance to check her breasts, noticing at once that her nipples stood proud against the material. It's not cold in here, I thought, was she horny? We watched the opening of the film in silence. I managed through the opening scenes to cope with my aroused state, despite Suzi's proximity, but knowing what was to come my erection was constant, and I hoped it was not obvious pushing against the material of my dress.
Before long, Gina Gershon was kissing and touching Jennifer Tilly, and it got harder still. Suddenly the image froze on the screen. "I know that your dressing is a sexual thing", she said directly, shifting to kneel on the couch next to me. "I know you must be very horny right now, but don't worry about hiding it from me, just do what you want." Her look was earnest. "I don't know what to say". This felt so uncomfortable, here with my ex-girlfriend, the one who'd devastated me with her infidelity. But horny as hell, and being invited to, well what? I can't masturbate in front of her! What was she saying? "I'm horny too," she said urgently, still looking at me.
"I can't explain it, it's so confusing but I find myself so turned on by seeing you dressed that way, seeing how horny it makes you, surely you can tell how sexy I find this whole thing?" "I didn't know. Well I hoped, but the signals weren't clear" "I want to watch you", she took my hand and placed it deliberately on my lap, where my hardness pushed against the material. "I know you want t, I saw you before from the kitchen and it made me so hot. I want to see Sian excited, touch herself, and well then we'll see." She ran her hands slowly over her breasts, pinching her erect nipples through the dress, looking at me all the while. "Go on," she urged, "touch yourself".
I was confused, thoughts of my current girlfriend flashed into my head, but quickly were dispelled. I began to press the palm of my hand down, moving the material of the dress over the silkiness of my dance tights where it encased my hardness. Somehow the fact that it was in full view of Suzi, at her urging and no longer illicit, increased the excitement.
My cock responded beneath my dress, becoming harder at my touch and straining against my tights. I looked at Suzi as I moved my hand, watched her as she watched me. "I love you in that wig, it's sensational," she said, eyes fixed on the movement of my hand. "You look so hot as a girl, much sexier than when you're a boy. How often do you get to dress? I bet it's not as much as you want". "Every month or so", I breathed, still moving my hand gently against my cock, delighting in the sensations coursing through my body. "I share an apartment so opportunities don't come along very often". I couldn't really concentrate on her questions. "You can move the hem of the dress up," she breathed, "I'd like to see your panties." She was still staring intently at my lap, gently teasing her nipples with her fingers.
"Do you take pictures when you're dressed? Have you got pictures of different outfits? I'd love to see them." "I don't have a camera," I said, following her instructions and shifting down on the sofa to pull the hem of the dress further up my thighs, until it was stretched right across the bulge of my cock. I placed a hand on the sheen of my thigh, just below the hem, and drew it up slowly, exposing my hardness bulging against the satin of the g- sting. "Go on," she said, looking at me intently, "do what you would do if I wasn't here. Don't be shy." Her eyes were locked on mine, and as I looked back up at her, I did as she told me, hardly believing I was really doing it.
I moved the fingers of my left hand from the hem of the dress and pressed them onto the area of bulging satin between my legs. I began to breath in slight gasps as I moved my hand gently back and forth, with enough friction to slide the satin of my panties against the dance tights which encased my erection, all the while watching Suzi's eyes flick between my eyes and the motion of my hand. "I don't know why but it gets me so hot," she murmured, "I really don't understand it, but it does." Her words were so exciting, and I stopped the motion of my fingers to prevent my imminent orgasm from overtaking me. I didn't want this to end yet. I kept a firm pressure on my cock but allowed myself to recover, though this was not easy because my eyes came to rest on the outline of Suzi's breasts against her dress, her nipples prominent. "You didn't answer my question," she said. "I can't believe that you don't have any photos of you dressed. Surely you want to capture the moment when you get dressed, keep you going until the next time?" "I've thought about it a lot," I said.
"But I don't have a camera". She smiled wickedly. "But I do. I could take some for you." I realized what she was saying, how eager she sounded. Is this a good idea? I thought. It wasn't so long ago I could barely stand to think about Suzi and her betrayal of me. Now I was about to let her photograph me in such a compromising position? There must be some reason she's so keen, the cynical part of me thought, she never does anything just to be nice. But what could she gain? Her arousal was real enough, I glanced again at her breasts, her flushed face, heard her quick breathing. I had started moving my hand slowly again, excited by the prospect of taking pictures, but I hadn't replied. "Well what do you think pretty?" she said, leaning forward to place a hand on my thigh, sending shivers of pleasure through me.
"You know you want to, and I think you deserve a treat, don't you?" her look was enticing. "I love watching you so excited, and I think a photo shoot would be fun - in case we can't do this again as soon as we want." I could barely concentrate with her hand on my thigh. "I don't know, I'm a little nervous about it", I said. "You know, pictures, negatives." "Don't be silly," she laughed. "It's a digital camera! You can take a disk with you and we can destroy the originals, there won't be any negatives. They'll be just for you - promise". She was running her hand up and down my thigh almost absent-mindedly as she spoke, and she leaned closer as she whispered "though there may be another price that I'll ask you to pay before I let you have them". Her look was intense, and screamed sexuality. I was not in doubt about her intent.
"Pretty please?" she cocked her head on one side, looking suddenly so cute and girly. "OK", I sighed, and inside I was as thrilled as I could be. "Don't go anywhere!" she commanded, getting up quickly. "And save that for later!" she smacked me sharply across my hand as it still moved against my aching erection, and turning on her heels, she headed out of the room. I watched her go, delighting at the shape of her ass in the short dress, her smooth elegant back, and her sleek legs. I was almost bursting with pent up sexual energy, and longed for a release, but I resisted the urge to continue masturbating through my panties and forced my hands to be still on the sofa beside me.
Moments later, Suzi was back. She carried a camera case and a smallish tripod. As I watched, she quickly set up the tripod and mounted the camera on top. It pointed at the couch where I sat. "So we should probably start with something a little less porno, yes?" Suzi said from behind the tripod. I realized that I was still sitting with the hem of my dress hitched up around my hips, my satin g-string bulging obviously and in a rather unfeminine manner. "Umm yes, sorry" I giggled, pulling the hem of my dress down to a respectable position, or at least as respectable as possible given how short my dress was. "So how do you want me?" "I want you to start sophisticated and sensual, and get sexy and slutty," Suzi replied. "Make me want you. Make me hot, and wet. Make me want to come right over and do you right there." Her look was challenging. Her nipples stood firm and her face was flushed, her pupils dilated.
She wants to fuck me, my mind screamed. She wants to fuck me while I'm dressed as a girl. The thought made me hot, and I could feel the hardness of my cock pressed firmly against the material of my dress as I began to strike poses on the couch, with Suzi encouraging me from behind the tripod. "Blow me a kiss, stick your ass out, hitch your skirt up some more, show me your stocking tops," the suggestions came from behind the camera and I followed them as best I could. "More slutty, pull your skirt up, show me your panties, now put your hands inside them". The commands became more insistent and explicit, but I did not baulk at them, gradually exposing more as the shoot went on. "Show me your clitty Sian," continued Suzi, "I want to see you touch it". The words sent thrills through me.
My dress was up around my waist and the satin material of my panties stretched tightly over my hand as I moved it deliberately over the hardness encased in my dance tights. It was easy to take the next step, pulling my panties down to my knees to reveal the clear outline of my cock beneath the sheen of the semi opaque material. The camera flashed and clicked again. Now I pushed my painted fingers against the underside of my erection, breathing in sharply at the intensity of the sensation. Flash! My orgasm was not far away and I prepared for the rush of sensations, my fingers stroking the underside of my cock, my painted nails occasionally grazing my balls. Flash, click! "I'm going to cum", I managed to gasp, looking urgently at Suzi. "Sure honey," she met me gaze, encouragingly "there's a good girl". Suddenly I snapped back to reality... Had I heard the front door open? My heart leaped into my mouth. A male voice called out. "Hey Suzi, I'm back!" There was no mistaking the voice. It was Jason, her new boyfriend.
V.
The Sting "There in a minute!" called Suzi, unfazed, as I just kneeled there dumbfounded. She looked at me and breathed quickly "I will stall him, get into the spare room when you get a chance". She headed for the door, arriving just as it began to open, and went through smiling and laughing. "Hey Sweetie, are you back early from your night out?" I heard her heels clicking down the corridor. My mind was blur, I could not quite take in my predicament. But my gut was cold with horror and fear. Jason, the guy who Suzi had left me for, had been about two feet from walking in on me dressed as a girl - a slut - dress hitched up around my waist and panties around my knees, masturbating myself through my tights while his girlfriend took photos.
He was still next door - I could hear him and Suzi talking and laughing - and I was still nowhere near out of the predicament. I tried to pull myself together and act. I pulled my satin thong panties up over my rapidly shrinking cock, and my dress down over my ass, and began to make my way as quietly as I could in my heeled sandals across to the door. I peeked round the corner to see that Suzi had maneuvered Jason to face away from the door.
She was standing with her arms draped around his shoulders, looking up at him and laughing. I took my chance and tip- toed carefully into the hall and along the corridor to the spare room where I'd dressed. Surely this was just delaying things. I was never going to get out of this was I? I didn't know how Suzi was possibly going to arrange my escape. I was in the spare room, but what now? My mind was quickly made up by the sound of footsteps along the corridor. "No, not in there honey", it was Suzi, "I want you to wait for me in bed". "You bet". Jason sounded as drunk as I was. I dived for the closet as the door opened, but too late. Luckily it was only Suzi. "Don't just hide!" She snapped at me, as I stood among the hangers. "I'll keep him occupied, and you get changed. We don't want Jason to see you here". She looked urgent, but a warning was chiming in my brain. She hadn't seemed that surprised when the door opened.
But before I could properly form the thought there was more trouble. "Hey honey," Jason was pushing through the door and I retreated into the closet. "You ready to give up on that bet yet, please don't tell me you are hiding another of your lezzie girls back here?" I caught a smile as it flashed across Suzi's face, but she pulled the closet door across and turned to face him. "You don't think I would stick to our agreement?" She said. "I know you," replied Jason, advancing across the room. The closet door was not quite shut, and I could see into the room. I prayed that I could not be seen though the gap.
"But right now I don't care. I want you wearing what you're wearing right now, and I want you right here, right now" he continued. "I'm sure that can be arranged," replied Suzi, meeting him as he approached, and taking him by the hand, she lead him to the dresser where she'd made me up a couple of hours before. "I'm all yours". She stood in front of him at the dresser, and I could see her look directly at me in the mirror. The backless dress hung beautifully on her body, her elegant back and neck looked smooth and tanned, and her nipples stood firm against the silk material.
Despite my predicament, I began to get turned on once again. My mind flashed back to college and the times I had heard them having sex in the room next door, shortly after we had split. I should have wanted to get miles away but something made me listen, imagining how she looked, perversely getting turned on and jerking off at the thought of her writhing underneath him or on top of him. Now Jason stood close behind her and I watched as he grasped her breasts in his hands, as she breathed in excitement, arching her back and thrusting her ass back into his crotch, leaning with both hands on the dresser as she did so. I slipped my hand beneath the hem of my dress again and grazed my fingers gently over my balls as I moved them up to grip my satin clad cock. The thin spaghetti straps of Suzi's dress soon slipped off her shoulders as he caressed her breasts through the silk material.
Her nipples were both visibly prominent beneath her dress and he gripped them delicately between the fingers of each hand. As he squeezed them gently Suzi's ragged breathing became moaning. She reached back with her hands and smoothed the short skirt of the dress up over her hips, exposing her smooth ass, which as I has suspected earlier, was not burdened by even a shred of underwear. She began to grind her ass against Jason's hips, still moaning, and again her eyes looked into the mirror, directly at where I stood in the closet, a smile playing over her lips. Her smooth ass looked so hot that I could not help but begin to masturbate myself as I watched, my fingers sliding the satin panties over the sheen of the dance tights stretched over my erection. This is crazy, I thought to myself, as the feelings intensified in my cock, I'm going to jerk off now? But I was in for another surprise. "So how is your evening progressing?" asked Jason suddenly, "it's the last night for you to come through with your little scheme.
But I don't see any sign, so have you set it up or what?" His hands still caressed her nipples through her dress. Again I had the sensation of my heart dropping into my stomach, or leaping into my mouth. What had he said? Suzi had not replied, but her smile spoke volumes. She was looking still into the mirror, directly at where I was hidden. She continued to hold the skirt of her dress around her hips as she gyrated against him. Jason went on. "Well did you pull it off sweetness, or was it all just talk? Do I have you all to myself from now on?" He began to unzip his jeans. What was this about? Suzi still did not reply, but instead twisted from Jason's grip and spun to face him, lifting herself to perch on the dresser. She laughed as she pushed him away. "Well you'd like me to have failed I know," she said smugly, "but I'm terribly sorry to have to report, success!" Again her laugh rang out. "You are not going to believe your eyes." She looked directly at me in the closet, "but I'm proud to present, Sian!" Oh my god! I stood motionless as Suzie motioned toward my hiding place. Jason had turned around with hands on hips, and looked over toward me. I was still frozen in place.
"That's your cue!" giggled Suzi at me, jumping down and skipping over to the closet, "God this is so cool!" She slid the door right open and grabbing me by the wrist pulled me out into the light. I stumbled in the heels but kept my balance, face burning with embarrassment as Jason looked me up and down, clearly stunned. Whether he was stunned because he recognized me, which surely he did, or at the effect of my transformation, which was spectacular, or for some other reason at which I could only guess, I did not know. But this all surely had to do with their cryptic conversation moments before. I was simply mortified, standing clad as I was in a short mini- dress, teetering in a pair of strappy 6 inch stiletto sandals, in full make up, in front of my ex-girlfriend and the guy for whom she'd left me. I felt sick, and like I wanted to cry.
This was so cruel. I made to leave but Suzi's grip was vice like around my wrist and my body seemed sapped of all strength. "Jason, I'd like you to meet Sian" said Suzi calmly, clearly very proud. "I don't think you've met her before, though you may have met her best friend Sean, who I dated back in college. They look quite alike don't you think?" Suzi was clearly having a ball. She held my hand out for Jason, who was looking me up and down, a smile on his face. I could not meet his eye. Having checked me out head to toe (or in my head, from burning cheeks to polished toenails - I just prayed that there was no sign of any bulge in the front of my dress from where I'd been caressing myself minutes beforehand) he let out a long breath, puffing out his cheeks and looking at Suzi. "You're unbelievable" he said. "I really have to hand it to you. I never thought you'd even try and pull it off. Using your ex boyfriend too, that's an unexpected twist.
What a piece of work you are." He blew out another long breath. "How very rude" scolded Suzi. "Here's Sian gone to all this trouble and you can't even greet her? Tell her how nice she looks?" She continued to hold my hand out for Jason. "Sian, please excuse Jason, he gets flustered by a pretty girl". Now Jason addressed me, looking me up and down again. I met his eye only briefly, my cheeks still burning, before casting my gaze down again. "I can't believe what I'm seeing dude," he said. "I had no respect for you before, man, when she was going out with you, but you must be well under her spell to let her do this to you!" He laughed at me while I just stood there, saying nothing. "Look at you! Have you SEEN yourself?" Again the sharp breath, "but I gotta' say she's done a good job.
She's got you looking sluttier than a ten quid hooker!" "Wash your mouth out!" giggled Suzi, slapping Jason playfully across the cheek. "That's no way to talk to a pretty girl like Sian. And after she's dressed up so sexily too". She proffered my hand "Now be a good boy and be nice to Sian. You can kiss her on the hand like a gentleman for a start." Smiling in disbelief, Jason took my hand and bowing from the waist, planted a dry kiss on the back of my hand. "You're a complete sap for letting her do this to you man," he said, looking up at me "you should have forgotten about her when I took her off you before. Now look where your puppy dog love has gotten you." "I told you to be nice", said Suzi. "Besides, you're giving me all the credit... when you should really be directing some of your compliments to Sian.
You think that I could have made Sian from just any raw material? Sure, it helps that he was a devoted love sick ex, but you think this is the product of mere devotion to me?" Suzi patted me on the ass, as I continued to look down. "Go on Sian, tell Jason how long you've wanted to look like a pretty girl." "Oh god... you're INTO it!" exclaimed Jason suddenly. "You're a transvestite!" he laughed to himself. "You must have been thinking that getting dressed in that get up might be a way into her panties! That's wishful thinking! Oh god if only you knew what she has planned for you". "That's right Jason honey, little Sean here is so persuasive as Sian because he's been dressing like a girl for years.
Go on Sian, tell him about how you used to 'borrow' my make up, how you liked to squeeze your little butt into my swimsuits and skirts and jerk off over them when I was out, how my pantyhose and lingerie would strangely go missing from the washing pile for a day or so before 'magically' reappearing." "Jesus! You never said anything about all that" said Jason. "I'm amazed, how did you find out about him?" "The poor sweetie opened his heart to me. He told me how much he'd enjoyed it one time when I'd put make-up on him 'for a laugh'" Her look was satisfied, smug. "But you'll love this - you too Sian sweetie - it is hilarious. I set it up! I knew about his little secret and so I thought I'd have some fun. I suggested we play with my make-up one boring Sunday afternoon and he absolutely fell over himself to get me to do it. All the while he pretended to be nonchalant. I gave him the full works, foundation, eyeliner, shadow and mascara, blusher and lipstick.
He was continuously stealing little touches of the front of his jeans, his little cock was bulging so hard in his pants by the time I had finished I was almost tempted to make use of it right then and there." Her voice became contemptuous, "I'm sure he was never that excited when we were actually fucking. He did look quite pretty made up, to be fair, and of course he was so reluctant to wipe it off afterwards. Kept needing the bathroom that afternoon, didn't you sweetie?" She patted my ass again, laughing to herself. "Incredible" said Jason. "You are incredible". "Anyway, I maneuvered the conversation around to the topic a week or so later, and it all came flooding out. 'I liked it when you made me up.
I like to dress as a girl. I'm not gay.' He begged me to 'understand', which of course I did." She laughed again, "while I started looking for real man!" The memories came flooding back to me at her words, and I felt terrible. I hadn't known that she already knew, and though she had been supportive when I told her, it hadn't been the same afterwards and I knew it was over. We'd split a few months later, after she told me she had already started seeing someone else. "Well in the circumstances that's beautifully ironic", said Jason "but I have to take my hat off to you.
You look to have delivered on the part of your promise. The fact that the guy is your ex-boyfriend is in some ways a little creepy, but in other ways adds to the interest." He turned to me again "You make one hot girl to look at, I'll give you that" he said, "but how good are you at the rest of it? In my experience girls don't dress like that unless they mean business." Oh god, where is this going? Having stood dumbfounded during the foregoing conversation, stunned at the turn of events, I began to get a sense that something more was going on here. "I don't understand" I managed to say.
"Of course you don't" said Jason, walking to the door. "If I were you I'd get Suzi to give you another drink. Once you realize what's going on you'll need to be even drunker than you already are". VI. Can you handle the truth? I sipped at the drink, though I did not want it. I couldn't really believe what I was being asked to do. Though 'asked' was a stretch - it was more like blackmail. I was being blackmailed by my ex-girlfriend into sleeping with her current boyfriend. So that she could win a crazy bet. Basically, Jason had come home to find Suzi in bed with her best friend, Naomi, and had freaked out. Suzi had stayed clam and told him she was bi, and that it didn't affect her wanting to be with him. But she wanted to keep doing it, and he'd told her that his price was that he should be able to sleep around too. She'd agreed, but noted that her indiscretion was with another girl. This meant that the rule should be that he was allowed to sleep with any boy he liked. He'd freaked out again, and that was when the deal was struck.
If Suzi could find him a boy he'd happily have sex with, then he would allow her to continue sleeping with girls once the month was up. "I won't do it", I said, voice trembling. "I'm not into guys. I won't be part of this stupid bet." "You don't have a choice sweetie", replied Suzi, "you came over here and got yourself into this.
You dressed up like a girl and I have photos to prove it. I promise I will not hesitate to send them to your friends, your girlfriend... your classmates, who else? Oh I know, how about your mother?" She was sitting on the couch opposite me, next to Jason, her hand on his thigh rubbing it gently. "You can't be serious", I stammered. "Listen honey," her voice was low and very serious, "I am going to win this bet so that I can have what I want, and I'm afraid that the price for that is that you must do this thing for me." She continued to stroke Jason's leg, leaning forward "and how do you know you won't enjoy it Sian sweetie? You've always wanted to be a girl.
What better than a chance to go the whole way? I can show you the photos of you stripping and strutting on the couch, showing off your pretty little ass and legs, and more. You can't tell me you haven't thought of what it might be like?" It was her most seductive look, her nipples pushed again through the material of her dress. The memory of the photo shoot was clear in my mind. I had felt so sexy. But I was straight, I didn't want to be with a man. I looked over at Jason. "You can't want this" I said, "why did you agree to this?" "Hey I'm a realist." He sipped his beer. "I could have said no, and we'd have been through.
But I figured that since she wouldn't be able to pull it off I could just enjoy watching her have sex with girls for a month and then have her back to myself." Suzi continued to stroke his thigh through his jeans, but I noticed her other hand had found it's way to her own thigh, and she was slowly moving it further up, sliding the material of her dress with it toward her pussy. "And now?" I said, horrified, watching as her hand began to move over the front of his pants, where a considerable bulge was now evident. "Well I must admit it's been tempting to tell her that it's not going to happen, and that she has lost." Suzi looked up at him, her hand still moving on his erection as it pushed against his pants. "But against that, there're a few things. First, the last month has been pretty fucking amazing viewing.
Girl on girl action is hot, and one of the girls being your girlfriend does not make it any worse I can tell you." Suzi's fingers now worked at his belt and momentarily it was unbuckled. "Second," continued Jason, "knowing Suzi, I have a feeling that if I tried to stop her doing what she wanted it would backfire. I don't want to win the bet and lose the girl." Suzi's fingers had now unfastened each of the buttons on Jason's fly, and reaching inside, she freed his cock, which jutted rock hard between his legs. Her other hand was beneath the silky material of her short gown, where I could just discern it moving gently between her legs. My body responded despite itself, and I felt the hardness begin to stir in my panties. At the same time I began to feel lightheaded. Was it the drink?
This seemed different to drunkenness. "And third?" Suzi asked, her delicate fingers with painted nails holding Jason's erection at its base. She was looking directly at me. "Well third," said Jason, breathing in sharply "I really do think that it would be a chance too good to be missed to see how it feels to have my cock sucked by my girlfriend's sissy ex-boyfriend." The words jarred at me, but somehow failed to change the serene mental state that gripped me. An overwhelming excitement was building inside me. I was getting harder in my panties, watching Suzi touching herself beneath her dress. She slid her other hand up over the length of Jason's cock and pausing briefly to grip the head tightly, forcing a long sigh to escape from his lips, she beckoned me with a painted fingernail. My head was spinning as I got up from the couch, and I wobbled slightly on my heels as I took my first steps toward them. But I was burning with energy inside and felt incredibly sexy as I swayed my ass on the way over, the clicking of my heels sounding faint as my head turned over on itself.
My cock felt so hard that I imagined that my dress was bulging like a tent in front of me, but as I smoothed my hands over the front of my tight dress I could feel that it was held firmly against my abdomen by my panties and dance tights. "You drugged me." I managed to say, as I knelt on the couch next to Jason.
Whatever it was it felt exhilarating, "But why?" "Well the bet was to get Jason to admit he wanted to have sex with you", said Suzi, taking my hand in hers, "which we've done." She guided my fingers down toward Jason's erection, which twitched in anticipation. "It would have been a real shame to have him get all excited about it and find you unwilling, so that last drink had a little something to help you get in the mood". My hand, clasped in Suzi's, now encountered another guy's cock for the first time. My fingers wrapped around the shaft almost automatically and I looked down to see my black cherry painted nails against his smooth hard flesh.
I could feel it pulsing in my grip, against my palm and fingers. It was so alive. My other hand was pressed against the front of my dress smoothing the satin material against my own straining hard on. I licked my lips. "Jesus he's become a fucking nympho!" gasped Jason as I moved my fingers experimentally on his cock. "What did you give him?" "It's Sian, baby" chided Suzi playfully, watching me manipulate Jason's cock uncertainly. "You must start calling her by her proper name, let her get used to being a girl for you." She leaned over to kiss him on the cheek "I think she's going to be a wonderful little cocksucker you lucky boy". The drugs continued to kick in, and in a daze of ecstasy I leaned down to take Jason's cock in my mouth. He had arched his back to allow me better access and I gripped him firmly around the base of his shaft with thumb and finger, allowing my other fingers to slip underneath his balls. The entire length of his hardness seemed to stretch up toward me and I ran my tongue over my lips again before allowing them to part slightly over the head of his cock. I seemed to know what I was doing, though I knew I hadn't done anything like it before, and my own cock strained even harder against the material of my tights and the satin of my panties at the smooth warm alive feeling filling my mouth.
I was suddenly on autopilot. I felt my tongue dart over the underside of the head of Jason's cock, exploring and I relished the sharp intake of breath this caused. I slid my mouth back up off his cock and watched it quiver for a moment, the head glistening with my saliva and traces of my dark red lipstick, before leaning back down to draw my tongue along the length of the underside of his shaft, from base to tip. Then, after a swirl of my tongue over the tip of his cock, and the resulting gasp from Jason, I took it back in my mouth and began to bob my head rhythmically back and forth, allowing my lips to slide over the head and my tongue to tease the underside, on each motion allowing my lips to slide further down the shaft. "My god she's a pro!" squealed Suzi in delight from somewhere behind me.
I had not noticed her get up from the couch, and I hardly registered her words as I continued working on Jason's cock. I was now using my hand in tandem with my mouth, sliding it up the shaft to just beneath the head as I withdrew my mouth over the tip, and back down to the base as my mouth enclosed the head and beyond again. I needed this grip to control the motions of Jason's hips, which he had begun to buck up against me in an effort to fuck my mouth. I was so horny that I had begun to masturbate myself, rubbing the palm of my left hand over my cock encased as it was in my satin panties and dance tights. I was able to create an incredible sensation by rubbing the two materials over one another, and against my erection.
The image of my black bobbed hair framing my prettily made up face, and my dark red lips slipping rhythmically up and down on a huge cock flashed through my mind. "Oh god she's making me cum!" exclaimed Jason, twisting suddenly on the couch. I felt his balls convulsing in my palm and tried to close my mouth fully over his cock to capture the orgasm, but he had grabbed my shoulder and I couldn't get my head down far enough before the upstroke of my fingers caused him to explode. The first jet of hot cum splashed into and over my open mouth, and I felt my own orgasm hitting me. As further spurts of cum from Jason's cock erupted over my face and chin, I emptied surge after surge of pent up excitement into my tights and panties. I gripped the shaft of Jason's cock tightly and gasped aloud in pleasure.
My orgasm was so intense that within seconds the front of my groin was slick with my own cum, my palm and wrist covered. I could taste the hot saltiness of his cum in my mouth, feel the wetness over the rest of my face, and after a time that gradual transition from hot to warm to cool wetness as the cum dribbled down my face. I leaned back onto my ass, kneeling on the couch, sighing contentedly to myself. I was still in a drug induced state of euphoria, and relishing the aftermath of the most intense orgasm I had ever had.
The front of my dress was hitched up over my hips, and the slick patch of cum was obvious where my dance tights clung to my abdomen. "Fucking hell," breathed Jason, lying back on the couch, his cock shrinking limply, "that was fucking incredible". "Sian sweetie, it appears you have a talent," said Suzi, with a mischievous smile. "If I'm not careful I'll lose my boy to you." Too lightheaded to react, I flopped back onto the couch, stretching my legs out and then curling them under me. I felt like I could sleep for a week. Jason had zipped himself up and headed for the kitchen for another drink. "You got you deal, Suzi", he said over his shoulder on the way, "you arrange for sex with boys who look like this and you can sleep with as many girls as you like." "And that was just a blow job", Suzi called out, "you're going to have a lot more fun than just that, trust me." She sat down next to me. "At the moment you look OK with a lot of work, don't you sweetie, but underneath you're all hairy and male. Not nice to look at without all your gear on are you?"
I was still only half following what she was saying, but the serene euphoric feeling was subsiding. I was becoming more aware of the unpleasant wet stickiness that had resulted from my exploits, especially the feeling of cold sperm on my face slowly rolling down my cheeks and chin. The effects of whatever they put in my drink were wearing off for sure. "But we can fix all that can't we," Suzi said, patting me on my leg, "we can make you really nice and smooth, good for more than just sucking cock." Jason was back with his beer. "You relax here," Suzi told him, I'm going to start working on your new playmate." she grabbed my arm "No sleep yet honey, we're going to get you cleaned and prettied up." VII. Smooth We were a couple of hours in the bathroom. I became gradually more aware of what was going on as the effects of my spiked drink wore off. I remembered having my clothes peeled off and Suzi running a bath. She had roughly wiped off my make-up and nail polish as it ran, and before I got in she had had me smooth a sharp smelling cream over my legs and genitals. "You're going to be lovely and smooth soon honey, none of that nasty boy hair to make Jason all turned off. He'll have such a lovely time with that cute little ass of yours when we're done."
After soaking in the bath and washing, Suzi had me stand up so she could spray me with the showerhead. As the water cascaded off me my skin was left totally smooth and hairless. The water tingled off my skin and woke me more from my wooziness. My muscles were still kind of floppy and I felt weak, but I was much more conscious now. She handed me a fluffy white towel and allowed me to dry off. "What are we doing now?" I asked, "I thought you'd won your bet." "I have" she replied, "but since I have control over your life now I figured that I can get some more use out of you. Your performance back there made me think that maybe Jason would like you around for longer, and we could sure use some help around the home." "You've got to be kidding", I protested, "I have a life, school, commitments". "I have photos," she said evenly, "you have none of those things if I decide to take them away. Besides, I'll let you carry on with that stuff, as best you can. We'll work out a schedule. Provided you meet your obligations to me you can do what you want." I was hardly able to process it, "but what about all this? Look at my legs - I have a girlfriend. I play soccer." "I'm sure she'll understand," laughed Suzi unsympathetically, "she might even like you all smooth like that". She took back the towel, "I know I prefer it". She ran her hands over my smooth ass, making my skin tingle, "you might even ending up looking enough like a real girl to get an invite to one of my sleepover parties!" she giggled, "I know Naomi likes to experiment, she's going to love this". I blushed.
The thought of Naomi and Suzi together had flashed through my mind. Lesbian fantasies are a common male pre-occupation, as is the idea of taking part in one, though of course the typical male fantasy is not to imagine taking part as a girl. "Come on" said Suzi, handing me a silky robe, "we're going to fix up that hair - then we can make you pretty again." She sat me down and began to work on my hair, cutting it first with a buzzing razor and then with scissors (she'd worked her way through college in a hair salon). She cut it very close and short, into a pixie look cut. "We need to get it nice and short so that we can choose any wigs we like".
The cut was obviously feminine, but I knew I couldn't do anything about it. Even if she had no way of blackmailing me my body was too weak to resist. Worse than that, Suzi's hands on my head and shoulders as she worked, in combination with my smooth shaven body and the feel of the silky robe against it began to cause me to react. The hardness between my legs grew gradually and soon my cock began to push against the silk material.
Despite my predicament, the sensations were intense and I could not stop myself resting my arm against the hardness and caress myself ever so gently. I'm pathetic I thought to myself. In a situation like this and all I can do is jerk off. To my horror, Suzi dyed my hair light pink. I protested loudly but she just told me that she wanted me to look girly even without a wig - didn't want Jason to be reminded that I was a boy.
I complained that I would be a laughing stock in classes, but she just shrugged and told me that the reaction to my hair would not really compare to the reaction the photos would cause. I stopped protesting. My toenails were still painted in the black cherry polish, and Suzi left them that way. However, she applied some false glue on-nails to my fingertips. They were a French manicure style which I had never had before and I couldn't help but love them. Suzie had me shave my face closely again and allowed me to put on foundation while she went to get refreshments. "We are going 'ultimate boy-girly' for the rest of the evening", she announced as she began applying my make up.
She recreated my dramatic eyes from before, but the color scheme was all light pinks. She used a beautiful frosted pink lipstick to finish off, and once again I was rock hard beneath my robe by the end of the process. Despite the severe short hair I was so pretty and girly. Suzi caught sight of my erection as she led me to the closet to dress. "Already excited to see Jason again Sian?" she teased me, "I'm sure he'll love your new outfit". I felt the heat rise to my cheeks. I was hardly dressed at all for my entrance back into the living room. Suzi fastened a waist cincher around me to bring my curves out a little, but apart from that and some clip on hoop earrings, all I was dressed in was a sheer white baby doll dress edged in faux fur. It came down to just below my silky hairless ass. I was still hard with excitement, my cock standing out and visible beneath the sheer material of the dress. As I stood regarding my attire in a mixture of arousal and horror, Suzi came back in with my strappy sandals from earlier. "I didn't find any matching shoes in your size," she said, "so these will have to do instead. Slip them on and I think you're ready to start work sweetie!".
"No panties?" I said, "I can't just wear this!" "Well I got you some very pretty ones Sian", said Suzi, walking over to a drawer, "but I didn't get them out because they'll never fit over your clitty." She turned around holding a tiny sheer mesh thong. I looked down at my bulging cock - my clitty - the thought sprang into my mind, and blushed even more furiously. "Tell you what, since you've been such a darling about all this I'll let you sort yourself out." She brought the shoes over and kneeled in front of me, guiding my foot into the sandal, "I'm sure you'd like these on first though right? I nodded. "Now hold up your dress and wait for me". I did as I was told and stood there, in front of the mirror, relishing the sight of the beautiful girl-boy looking back at me. The feeling of excitement intensified as I concentrated too on how the baby doll dress grazed my smooth skin on my chest, and the faux fur hem caressed my bottom as I held the front up over my straining cock, and at the feel of the high heels pushing me on to tip toes.
Suzi walked over to the bathroom, returning momentarily carrying a small plastic bottle containing a clear liquid. "I got you an extra treat sweetie," she said, popping the lid on the bottle, "baby oil!" I began to breath quickly in anticipation, holding my baby doll dress up as Suzi began to tip the bottle, and barely suppressed a gasp as the first cold drop of oil landed on the head of my 'clit'. Suzi drizzled a gleaming line along the shaft of the cock, and I shivered with pleasure as it began to trail down over my balls. Suzi popped the lid back n the bottle. "Make it quick sugar," she said, "which if memory serves, will be no problem for you". Her eyes met mine in the mirror and flashed me a cruel smile, before she turned out of the room. I grasped my clitty with my manicured fingers and drew in a sharp breath in at the intense feeling, relishing the slickness with which my grip slid along my shaft, from tip to base, over my hairless balls and back to the tip. I knew I would not last long. I continued masturbating myself and within just a few strokes my cock began to glisten all over with the shine of the baby oil, My orgasm began to well in me and sensing it coming I gripped myself at the base of my cock with thumb and finger, allowing my other fingers to cup my smooth balls.
I convulsed, gasping aloud as I spurted several jets of cum onto the mirror. I had expended so much sperm before I could hardly believe I had any left in me, but the strings of cum beginning to drip down the mirror showed otherwise. Suzi lowered her camcorder with another smile. I had not even heard her come back in. "Short and sweet!" she said, "you should be able to fit into your thong now." Tossing me the tiny panties, she headed for the door. "Now don't forget to clean yourself off. The mirror you can leave for later... I'll expect you in the living room as soon as you're ready." I felt ridiculous standing there, waiting for my erection to subside, embarrassed at how weak I had been over the course of the evening. But my knees still trembled after my intense orgasm, and I was acutely aware that I would probably fail to resist again during the rest of the evening. The panties barely covered my cock, now flaccid,
VIII.
Service My duties were simple. Obey every single command I was given by either Jason or Suzi, to the letter, and without question. The first time I had complained Jason had simply grabbed me roughly by the wrist and pulled me down toward him until I was bending over the back of the couch, my ass in the air.
I had to stand astride to keep my balance, and as he held me in that compromising position he explained in a calm but threatening voice that I would not speak unless spoken to. My train of thought was interrupted suddenly by a sharp cracking sound and a searing pain across my ass. I looked back to see Suzi standing behind me with a wooden spoon from the kitchen. They had made their point. They mostly used me just for household chores while they relaxed on the couch in each other's arms. I tried to ignore the way that they stroked and caressed each other as they watched the rest of the movie. They had me wash up the dinnerware and clean the kitchen, laughing as I clipped around the kitchen awkwardly in my heels, and true to her word, Suzi had me clean and polish the mirror I had soiled.
Most of the time, however, I was required to stand demurely in the corner of the living room and serve them periodically with drinks. They made me curtsey to them when I served them, and Jason would slap my ass as I walked by him, refreshing the stinging soreness from where Suzi had spanked me earlier. Suzi would tell Jason playfully not to be so mean, and would smooth her hand gently over my ass when I was at her side of the couch. I was made to work for a couple of hours, and despite the hard work I was constantly aware of the feel of my outfit on my body. I was aware of the tapping of my heels on the floor as I went about my tasks, the feel of the fur hem of my dress grazing the front of my thighs and the base of my ass as I clipped about, the taste and smell of my make-up, the heaviness of my mascara-ed eyes and the sight of my painted toenails in my strappy sandals. The work was too hard and distracting, and the slaps across my ass too stinging for me to become fully aroused, and I was grateful that my semi erect member stayed secure within my miniscule thong panties.
Despite everything I had been through, and this new humiliation, I found opportunities to thrill in my reflected appearance in mirrors or the glass of cabinets that I passed, and almost absently I would maintain my semi-aroused state with surreptitious stroking of the front of my panties with my painted fingernails. Subtle as I tried to be, Jason nevertheless caught sight of one of these stolen caresses, as he wandered to the bathroom, and he regarded me carefully for a while, intent on my panties, before reacting with a contemptuous laugh, as my blushes heated my cheeks. He slapped me again on the ass as he passed me. "Even enjoying this, sissy boy? Incredible".
I couldn't meet his eye - I was hardly giving out signals that I was in distress. On my next visit to the living room it was clear that Jason had discussed my secretive touching with Suzi. "Sian you really must try to keep your mind on your work" she said as she placed her empty glass on the tray I held, "of course I'm delighted that you are relishing your role so much, but on the other hand I really don't want you making a sticky mess all over your dress.
Do you understand?" I nodded. "Good girl. Now come straight back when you've washed those. We have one more chore for you" When I returned to the room I realized what kind of chore it would be. Jason was stripping off his pants while Suzi arranged some cushions on the floor, near the couch. "Lie down over there," said Suzi, indicating the floor, "rest your head on the cushions. I'll be back in a second. In the meantime, take your shoes off". I did as I was told, unsure what was about to happen. Jason sat down on the couch above me, naked from the waist down, flicking through channels on the remote. I could just make out his cock, which he played with a little with his other hand. It was a relief to have the shoes off. I was used to a couple of hours or more of high heels, when I dressed on my own, but I was not usually walking or working. I stretched my toes out and felt the muscles in my feet protest as they un-cramped and became accustomed to their new posture. Suzi returned with a plastic bag, the contents of which I could not see.
She removed one item and popped it into the VCR, and then sat next to Jason. "It's late, so we'll only have time for a few scenes," she said to him, "but with your new little friend you should be just fine. Sian, stretch your legs out and put your feet in Jason's lap. You've shown us what a great little cocksucker you are - let's see whether you can do foot jobs too. They're one of Jason's favorite things, but frankly I can't bear the feeling of cum all over my feet." I lifted my feet into Jason's lap as the movie started behind me. I couldn't see it at all, but the soundtrack was immediately identifiable as porn. There were only female voices, so I guessed it was a lesbian movie.
Jason sat forward on the couch, and I had a better view of what I was doing. His cock was firm but not yet erect, and so I began by simply placing the sole of my foot against his growing erection. He moved forward and backward a little, increasing the pressure and friction against his cock, and I could feel it becoming harder and harder against my foot. It felt incredibly strange, the warm hardness yielding only a little against my skin as I moved my foot slowly in time to his movements. I was totally turned off by his maleness, the hair and his grunting, but began to become captivated by my power, by the look of my toes against his cock. I pushed my other foot below the other and rested my toes just underneath his balls. The hair felt unpleasant against the top of my foot, but I moved my foot nevertheless, provoking more moans. Jason watched them movie intently never glancing down to look at me.
It was a girl-girl film and I could not see it at all. Instead, I watched out of the corner of my eye as Suzi retrieved a sleek thin object from the bag. I watched as she pulled her dress up to her hips, exposing smooth thigh. She too was intent on the film as she spread her legs enough to allow her access to her pussy. She started with a finger, caressing herself gently, and as I glanced over a few seconds later I saw that she was glistening between her legs, moaning softly.
Jason now took hold of my other foot and placed it next to the first one. I got the idea, and maneuvered my feet so that his cock was clamped between them, its head exposed just above my painted toenails. I was again torn between a sense of disgust at having sex with a man and exhilaration at my ability to cause him to lose control. He had showed utter contempt for me, dressed as I was, his girlfriend's sissy ex-boyfriend. But I was the one with the power. I felt contempt for him, as he sat there being jerked off by that same sissy boy while his girlfriend fucked herself with a dildo next to him. I was able to grip his cock the way he wanted and move my feet up and down a little, pushing his foreskin up over the tip of his cock and down again, a motion that I repeated slowly and surely as the sounds from the video intensified.
My own cock began to respond more strongly to the sight, sounds and sensations around me. Suzi was sliding her sleek shiny dildo an inch or so into her pussy, controlling the motions and breathing with gentle moans. These moans mingled with the video soundtrack, and Jason's occasional deeper groans and vocalizations. He was more actively sliding his cock in rhythm with the motions of my feet. His erection was rock hard now, and felt hot and alive against my feet. The idea of stroking a guy's cock with my feet still did nothing for me, but I loved the way my toes looked, and through my mind I played out an alternative scenario, where the pulsing cock between my feet was smooth and sleek, and the balls beneath it were hairless. I imagined beautiful stocking-ed legs instead of Jason's hairy ones and pretty painted toes framed by the straps of high-heeled sandals. This image transformed to one where the toes in my mind's eye were clasped around my own smooth hairless cock, and I shuddered with excitement.
Jason was holding one of my feet against himself, stroking my foot to time the movements. I closed my eyes to imagine the hand as a delicate, long fingered, adorned with deep cherry nail polish. Glancing up ruined my fantasy, but I did I now notice that his attention was no longer on the movie, but was focused firmly on his own crotch, my feet on his cock, and that he shot occasional surreptitious glances along my legs to my ass. There was a thrill inside me as I observed this. I was powerful - not the one deserving contempt. I was preferred over the lesbian flick, and the feeling that infused me was excitement and triumph. The position of my legs had forced the baby doll dress to slide up my thigh, exposing my ass and leaving the hem ruffled against my tiny panties and my rapidly growing 'clitty'.
As I moved my feet the faux fur moved against my panty clad member, sending shivers of pleasure through my entire body. I glanced between Suzi's pussy and exposed breasts, watching as the dildo slid still further inside and the fingers of her other hand manipulated her erect nipples, then to Jason's erection jutting between my toes, which quivered as his orgasm approached.
My own cock-clitty was now so hard that it had sprung free from the constraints of my micro thong, and stood rigid in the folds of my babydoll dress. I moved my hips to increase the motion of the fur and sheer gauze of the dress over myself, my hands gripping the back of my thighs to help support the continued motion of my feet on Jason's cock. Suzi was first to cum, her moaning increasing in intensity as she did so. I saw her arch her back as the ripples of pleasure shook her body. The sight was so erotic, I desperately wanted to grip my own aching erection, but I was fearful of Suzi's earlier threat. I concentrated hard on resisting the temptation to touch myself, as sexual tension buzzed through me.
Suzi's orgasm began to subside, but I could sense even through my feet that Jason was not far away from his own orgasm, and I continued to watch him intently as he watched me caressing his cock, my look challenging and confident. I had power over him, despite his physical advantage, and I played to it, writhing on the floor to rub myself against the material of my dress, showing off my cock quivering against the chiffon. There was no doubt he was getting off on more than just the sensations, and the feeling of triumph flashed through me again. Triumph? What was I thinking? Did I want him to want me? No, but I wanted him to be turned on by the way I looked, desperate for more.
His orgasm overtook him, and his cock spewed thick strings of cum over my toes and feet. The viscous hot spunk seeped over the black cherry nail polish on my toes, and trailed over my instep and ankle. The sight was so exciting I almost came myself right then, without even touching myself. Jason pushed my feet away, as he recovered, lying back on the couch and moaning to himself. I lay there intoxicated with erotic charge, my cock straining and senses tingling. I reached for my straining clitty. "No!" snapped Suzi, with a sharp smack on my hand.
I've not given you permission for that." She was kneeling next to me. I hadn't seen her move. "Oh god I've got to cum" I gasped, shifting my hips again to move the chiffon of the dress against myself again. Suzi reached into the plastic bag. "I have plans for that," she said, withdrawing another thin sleek dildo from her bag, this one thinner than the one she had used, "but you are going to have to ask me nicely." She shot me a wicked smile as she toyed with the pointed end of the smooth shiny cylinder. The thought of being fucked had not crossed my mind, and my head told me straight away that I didn't want that. "No, please," I said, "just let me stroke myself."
My erection was still quivering beneath my dress. "How do you know you don't like it until you've tried it?" Suzi said sweetly. "You liked sucking Jason now didn't you?" I did not know how to reply. I had been drugged when I sucked Jason, but I had cum harder than ever before with his cock in my mouth. It was because of the drugs, because of how I imagined I looked. But I didn't say anything. "And giving him a footjob was clearly not a turn off for you", Suzi looked pointedly at my straining erection, "you're so excited you've burst right out of your pretty panties!" How could I explain that I was turned on at how I looked myself, how I imagined it might feel to have pretty painted toes rubbing across my own cock.
"Why don't you ask me nicely to slide my smooth little cock into your ass?" Suzi said, holding it for me to observe. "Trust me, this will be a nice gentle introduction." She began to smooth some lubricant gel over the sleek dildo. "But it will hurt" I whimpered, my head still resisting in the face of my body's excitement. The strings of Jason's cum were cooling and trickling over my feet and toes, reminding me of the sight of him exploding over them. My head was not winning this battle. "Not as much as if the first time is with Jason," Suzi said in a level voice. "He's a lot bigger than this, and unless you ask me nicely, right now, to do you with my little cock, I'll let him have you in the morning."
My cock still quivered, hard against the chiffon of my babydoll as my head capitulated. I desperately needed to cum, and Suzi's threat had put paid to the last resistance. Though the thought of being fucked scared me, the slim dildo was a much more comfortable prospect than Jason's thick member, and easier to fantasize as a smooth hairless extension of Suzi. "Please fuck me". It was almost a whisper. "Tell me again", commanded Suzi, "tell me exactly what you want". "I want you to slide your cock into me. I want you to fuck me like a girl". This time louder, the words themselves turned me on even more. "Like a girl? Are you a girl?" Gripping the dildo, Suzi moved her hand toward my ass. I folded my legs up against my chest, holding them behind my thighs exposing my tight asshole to her, and forcing my cock against my abdomen, nestled in the folds of the chiffon. "I'm a slutty little girl. I want you to fuck me please.
I want you to slide your cock into my ass". "Keep telling me", Suzi said, as she pressed the head of the thin dildo against me. The touch of the cool lubricated tip against my asshole sent a shiver down my spine. I was a mixture of anticipation and apprehension. My cock felt like it was going to explode. "Please fuck me," I said. "Please slide your cock into me, push it in, make me cum. I want to feel you inside me. Make me feel like a girl." "More", she demanded. "Make me cum. Fuck me. Please fuck me." I lost track of what I was saying as Suzi pushed the dildo a little way into me, my tight asshole stretching to accommodate it. There was a sharp, intense pain, and I gasped aloud in mid sentence. "There's a good girl," said Suzi, soothingly, "just let yourself relax and it will feel good." I breathed deeply, getting used to the sensation of my ass, filled with just the tip of the dildo. It felt like the whole thing was inside me, and a warm sensation began to replace the pain. I could feel a tightness building in my balls, and I pushed my ass just a little forward to caress the underside of my cock against the gauze dress and bring the faux fur hem into contact with my balls.
With this motion the dildo slid a little further inside me, and again there was a little pain, quickly replaced by the pleasurable filled sensation. "Oh sweetie likes being fucked does she?" gushed Suzi. What a little slut she is." She moved the dildo out a little, then quickly back in to where it had been, and a little further. I gasped aloud. "Oh God please fuck me. Fuck me like a girl". Again Suzi repeated the movement, and again. I felt myself, almost involuntarily, shifting back a little to meet her thrusts, and suddenly I knew that I was going to cum within a few seconds, without even touching my clit - unless you counted the constant caressing of the chiffon and fur of my dress. "I'm cumming!" It was a moaning gasp. With one more thrust it was done. My body seemed to explode inside, and I writhed on the floor, arching my back and pulling my legs harder against my chest as my orgasm erupted. There was less cum than before, but a substantial jet gushed out and soaked the gauze of the baby doll dress. The spurts continued for a few seconds, as I tried to breath through the intensity of the release. I've been fucked, I just got fucked like a girl! I hugged my knees to my chest as the last waves of pleasure racked my body, and became aware of the emptiness in my ass, as Suzi withdrew the dildo. I rolled onto my side with a murmur, sighing contentedly. "Sian's not a virgin anymore", cooed Suzi. IX. Morning.
The alarm bell brought me crashing back to consciousness. Still half asleep, I hit the snooze button to shut it off and squirmed down into the bedding. I became aware of the sensations of the silk pajamas rubbing between my smooth body and the duvet, and in that drowsy state between sleep and awake, I delighted in the feel of the material against my usual morning hardness. It was not unusual for me to sleep in girls' nightwear and this contributed to the delay before I recalled my situation - where I was sleeping - and the tasks I had been set. I sat upright in the bed, now totally awake. There must be some way out of this, I thought to myself, sitting with the duvet wrapped around me. Some of the previous evening's events began to play through my mind as I sat there, and I felt again the turmoil of emotions. The thrill of dressing with Suzi, our show at the door for the delivery guy, and the erotic flirting that followed. The astonishment at Suzi's advances and the excitement of the photo shoot, these thoughts giving way to my guilty pleasure as a voyeur, watching Jason and Suzi from the closet, then the horrible realization of betrayal, and the whirlwind events that followed.
Those events were a blur, my state of drunkenness at the time had dulled my memory. All I could bring to mind was a vague recollection that I had been forced into some humiliating acts, serving, curtseying, bringing them drinks, what else? Had I done more? Had they used me for sex? Had I given Jason a blow job? Had he screwed me? The details were locked away. I remembered being in the shower, my body hair falling away, I quickly ran my hand over my calf and ankle to confirm the smoothness. Then what? All else was impossible to bring to mind, except a vague recollection of sleepily trying to wash my make-up off, slipping into a pair of silky pajamas, sleep.
Did I masturbate last night? The guilty thought occurred suddenly, and as my fingers encountered the stiff patch of dried cum in the front of the silk pajamas my face flushed with embarrassment. Like a flashbulb the memory was restored: my gasping moan as the silk became slick under my moving fingers; my mind filled with images of my deep red lips parting to glide over the head of a cock, of creamy cum spurting onto dark cherry toes. God had I really sucked off Jason, had he cum on my face, my feet? I didn't remember it, but the guilt and embarrassment remained - Even if I didn't do it I was jerking off thinking about it, I thought, suddenly disgusted. Shit what's wrong with me? The alarm went off again, bringing me back to my senses. As I reached over to hit the snooze again, I caught sight of my French manicured nails, still fastened firmly to my fingers. I could not help the rush of excitement this sent through me, and the reaction in my pajama pants. I noticed the time was now 6:35 AM and I now remembered that there was time pressure.
Suzi's voice came back to me, listing my instructions for the morning. I had until 7:30 to get coffee to Suzi and Jason. Was I really going to go through with this? But the thought had barely formed before I remembered again the photos. I couldn't have my classmates or parents see them, let alone any record of what might have happened afterwards. I'd be finished. I got up and headed for the bathroom. Getting up reminded me quickly of how much I'd had to drink. I also became aware of the tenderness in my ass, quickly putting the thoughts that followed out of my head. I started as I caught sight of my reflection in the mirrored closet door, my short cropped pixie haircut and my arched eyebrows as well as my dark cherry painted toenails and the total absence of hair on my ankles and feet rendered me quite girly looking in the cream silk pajamas. Again there was a thrilled reaction inside me, despite my predicament. I found some headache pills in the bathroom cabinet, and having quickly scrubbed off the remaining make-up from the night before, I showered.
Traces of eyeliner and mascara had escaped my attentions, but given how wasted I must have been it was a miracle I'd gotten any make-up off at all. During the shower I enjoyed the sensation of the foamy water running over my hairless body, and I fought hard against the urge to stroke myself. My cock had become aroused again as I soaped my smooth body with my prettily painted fingers, but I dared not touch myself for fear of what thoughts might rush into my mind. My wash bag and make-up had appeared in the bathroom, and I shaved closely, though since the hair removal treatment there had been next to no new growth. I then used the make-up I had brought the night before to prepare for my morning duties. What the two of them expected I didn't quite know, but I knew that appearing in my male guise, even to the limited extent that my maleness was really evident, would be greeted harshly.
If I can just get through this morning and get them to give me the pictures, I thought. Did I really think it would be that easy? No, I knew it wouldn't, but I had better try and make it easier. I didn't have time for anything elaborate, but I was surprised at how quickly I was able to effect the transformation of my face from effeminate male to pretty girl. A light foundation, liner, shadow and mascara quickly combined with my newly shaped eyebrows to pleasing effect. As I worked, my predicament slipped from my mind and the pleasure of my make-up took over. Again I became erect as the transformation unfolded, and I allowed myself occasional touches that sent thrills right through me.
The craziness of the whole thing was not lost on me. I was sitting in my ex-girlfriend's spare room, on a school day, calmly applying make-up so that I would look acceptable when I presented her and her new lover with morning coffee. Not to mention that the two of them had within the last twelve hours teased me, trapped me and humiliated me as their sexual plaything. And all the while I was doing nothing to object, nothing to resist, but merely doing as I was told, stealing caresses of my rock hard cock as I did so. What is wrong with me? I ignored the voice screaming at me to resist, and considered the final touches I needed. A little blusher and lipstick and I'm nearly ready, I thought, but first some clothes. Still naked, I went to find the rest of my stuff. In the bedroom I checked the clock.
I had still 30 minutes, but there was no so sign of my hold-all from last night. The chiffon baby-doll dress I had been forced to wear the night before lay in a crumpled heap in the corner, along with my other discarded femme gear, the strappy sandals and the page-boy wig. I picked up the dress, but I soon found a couple of stiff dried stains and quickly dismissed it, investigating the closet instead. Here I found a number of pairs of Suzi's jeans and a few crop-tops that I quickly determined would not fit, but also an above-the-knee length black satin camisole-cum-gown that looked big enough. It had spaghetti straps and tied at the back. There was no underwear, but there was a black two-piece bikini, and I was able to squeeze my butt into the briefs, the tight lycra holding my cock against my abdomen. I slipped into the satin gown and once I had checked that my wig was free of unpleasant substances, I pulled it on.
Back in the bathroom I swirled some blusher onto my cheeks and painted my lips. The only color I had was a deep red, hardly appropriate for the time of day, but the tranny within still delighted at the transforming effect that vampy lipstick always has. I retrieved the sandals delicately from beneath the baby doll and stepped into them. It was 7.15, just enough time for me to admire my efforts in the closet door before heading to the kitchen. I walked though into the kitchen, heels clicking on the wood floors, and aware of the satin camisole-gown floating against my thighs.
I quickly got the coffee on, and as it bubbled through the machine I hunted out a tray and some mugs. I felt slightly surreal going about this morning routine, dressed as I was, but I felt my best option was to play along and try and get out of the situation as best I could. Or am I becoming comfortable with this role? Pushing the thought away, I poured the coffee and made my way to the bedroom, stopping briefly to check my appearance in the hallway mirror. Satisfied, I clipped the rest of the way down the hall and balancing the tray in one hand, I took a deep breath and knocked at Suzi and Jason's door. It was 7.30am. "Enter!" Suzi'a voice was clear and bright.
Had she been waiting for me? I pushed open the door and walked inside. "You're on time", said Suzi, sitting up in bed, "I never doubted you of course". She smiled at me. "Nice dress", she looked me up and down "I'm glad that you've decided to make the effort as we agreed last night. Put the tray down over here", she motioned to the side-table. I did as she asked, unable not to notice the outline of her breasts against her flimsy nightgown. Jason was an indistinguishable mound under the duvet, only the top of his hair on the pillow was visible. "Of course we'll get you a proper uniform," Suzi said as she picked up her mug, "we'll arrange it for tonight. For now, fix us some breakfast. There's croissants and preserve in the kitchen".
She looked at the clock, "fifteen minutes." "You'll get me a uniform?" I stammered, "What do you mean?" "Fifteen minutes Sian!" barked Suzi, "you know what will happen for any disobedience, don't you?" I thought about the photos, and the recollection of a sharp stinging smack across my ass. "Yes, sorry" I said looking down. "Good girl". I went to fix the breakfast. I had returned to the room to clear up the breakfast things to find Suzi astride Jason, facing away from me, bobbing up and down on his cock. I turned to leave them, but was brought back by a command to clear away the breakfast. I tried to look at anything but the ongoing sex act as I put the stuff on the tray, but I was unable to avoid meeting Jason's eye as I did so. He looked guiltily at me, up and down, lingering on my groin area, and I became aware of the tenderness in my ass and a guilty blush heated my face.
Christ had he fucked me? I would have remembered him fucking me wouldn't I? More disturbing than that thought was the stirring in my bikini bottoms, which I tried to put down to the sight of Suzi's breasts, bouncing gently with her gyrations on Jason's cock. She caught my glance at her breasts and met my eye, still moving up and down. "Don't be jealous Sian sweetie," she said, "maybe one day you'll have some lovely tits of your own." I looked away, continuing to clear up the breakfast. "Or maybe you're jealous of me fucking your new friend?" she went on. "Well you'll be glad to know that before you know it his cock will be all yours.
Honestly, he's so smitten that I couldn't get him hard without a long discussion of your pretty little feet and pretty little lips", she sneered. I dropped one of the coffee cups, averting my eyes and blushing. "I bet he's imagining his cock in your ass right now, wishing he could just reach round and grab your little boy clit." With that, Jason suddenly groaned and bucked under her, as his orgasm took him over.
Suzi rode his arching body for a second or two, before getting off him and pulling the duvet up over herself. Jason, dick shrinking rapidly, shuffled out of bed and to the bathroom. "Sure looks like he's found his true desire," said Suzi, reaching into the bedside table, and bringing out a shiny gold vibrator. "Now if you'll excuse me I need to take care of some unfinished business. Clear up this mess quietly and wait for me in the hall." She turned over on her front, drawing the arm holding the vibrator beneath the covers. I quietly cleared up the cup and the remaining breakfast things, and left to the soft moans of an approaching orgasm. X.
The unbelievable truth "Follow me Sian," Suzi commanded and headed for the study. I obeyed, and was soon standing demurely by her as she sat at her computer. She had connected the digital camera to the machine via a cable, and I watched as a succession of small images appeared in a window displaying the photo software. I was in turmoil, both excited knowing that the images depicted me dressed, and yearning to see them, but also anxious and apprehensive at knowing the extent to which I was vulnerable if the wrong people saw them. My recollection of the details of the previous evening's events was still shrouded by the veil of my intoxication at the time.
But details of the photo shoot before Jason had returned came back to me. My sultry posing and provocative caresses, how much of my body had I been displaying? The pictures of me dressed alone would ruin me if they were sent to my girlfriend, my graduate school classmates, my soccer teammates. But it wasn't just pictures of me dressed, it was also pictures of me teasing and undressing, pictures of me writhing like a porn star, pictures displaying my arousal and my enjoyment of it. My unease grew as each new thumbnail image appeared in the window.
I did not remember the camera being used later in the evening, either during my feminization or during the humiliations that followed, but I wasn't sure. "Right, that's it," said Suzi suddenly, once the images stopped appearing. "Come closer," she said, "I think you'll want to see this." I stepped forward to stand by her chair and she put her arm around my thighs, just beneath my ass, resting her hand gently on my left hip. "Now I'm no expert honey," she said, double clicking on one of the thumbnails, "but I'd say Sian is pretty photogenic, wouldn't you?" The full size image nearly filled the screen. Looking at it I was stunned. It was an electrifyingly sexy picture, and my body responded within seconds.
The photo was of a vampy girl - me! The girl was kneeling on the couch, facing the camera, with a look that can only be described as 'pure slut'. My short black bob hair framed my perfectly made up face with dramatic eyeliner, eyeshadow and deep red lipstick. The black snakeskin effect mini dress hugged my fake curves from my shoulders to my hips, but no further, because the hem was hitched up around my waist. My right hand, black cherry nails and all, reached down in front of me holding the elasticated waistband of the satin thong panties, pulling them down far enough to allow my left hand access between my legs.
Despite the sheen of the dance tights my cock was clearly visible, encased in the material, the head bulging above the polished fingernails of my left hand as they pressed against the underside of my hardness. Not a girl, a transvestite - me! "So demure, our Sian!" laughed Suzi, stroking my thigh with her hand, "so sophisticated and elegant. Would you like to see another?" Despite the shock of the image I was captivated, it was a sexy image and I loved it. "Yes please," I said. Suzi began to cycle through the images in the photo shoot. At the outset the shots really were pretty and sexy without being at all explicit. I loved the look of my hair, make-up and dress, and more often than not my expression and pose were fantastic and erotic. Suzi was quick to murmur praise at those pictures, but equally quick to heap scorn on the less flattering poses. "Ugh, bloke in a dress!" she exclaimed at one particularly ugly pose, where I had inadvertently showed the maleness of my underarm hair and struck an awkward stance.
Despite the odd failure, the cumulative effect of the shoot was fantastic, and as we reached the more explicit and revealing poses I felt myself growing harder and harder underneath the short satin gown. Suzi had been absent-mindedly caressing my hip and upper thigh underneath the satin of my dress, and I longed to grasp my erection within the folds of the dress and relieve the built up tension, but I dared not.
Suzi glanced over and noticed my hard-on, which though contained in the bikini panties, was clearly defined against the front of the satin gown. "Oh, where are my manners!" she said, "is Sian all hot and bothered again? She'll be wanting to take care of that won't she?" She looked up at me with a mischievous look, at the same time moving her hand to stroke my panty clad ass. "Please be my guest," she said, "I'll control the slide show for you." With that she began the show at the beginning again, bringing a new shot up every several seconds. Mercifully, she skipped quickly through the unflattering ones, and despite her taunting manner, I could not resist the temptation to act on the array of intensely erotic images appearing on the screen. First I hitched up the gown, before sliding the bikini bottoms down my thighs.
Combined with the sensations provided by my feminine attire, my wig and make up, the high heeled mules showing a glimpse of pretty painted toenail, not to mention Suzi's delicate hand which had begun to slide rhythmically over my ass, the slide show of Sian the slut would surely take me over the edge. I reached down with a manicured hand and grasped my hardness through a loose fold of the satin of the gown. I carefully began to masturbate myself using the folds of the material against one another so that they slipped enticingly over my rock hard cock.
Suzi's hand dropped from my ass now, and slid toward the insides of my thighs, and I quickly adjusted my feet further apart in the hope that her hand might find its way between my legs. All the while Suzi cycled through the pictures of me from the night before. I was desperately turned on, and ready to explode, but the feel of Suzi's hand on my inner thigh conveyed such promise that I held myself back in the hope that she might move her hand further and touch my smooth balls. Her hand was only inches away, and I knew that just one touch, one caress in that delicate place would send me into my orgasm. I was breathing raggedly, and moving my hips subtly backwards to try and bring about the desired contact, but Suzi must have been aware of my intent, because her hand would move as I backed against her.
She looked up with a wicked grin after one such attempt, and said teasingly "Does baby want me to do the hard work then?" I couldn't reply, desperately trying to prolong the experience before my orgasm took over. Suddenly the screen was filled with a new image. This was not part of the cycle of shots I'd been watching, but new, and moving. It was a movie. At first I did not make the link, and the movement of my hand stopped as I took in the new image. It was shot from behind, a girl and a guy on a couch, the girl kneeling, leaning over, sucking him, her head moving rhythmically in time with the thrusts of his hips. Her smooth ass was barely covered by her short black dress, her smooth long legs folded beneath her, feet clad in high-heeled patent sandals. Now came a closer image, shot from the side.
Holding the base of his erect member in one hand, and cupping his balls with the other, her head moved gently up and down over the head of the cock, her tongue flicking over its underside as it left her lips temporarily. Her fingers were beautifully long, with dark pretty nails, and they gripped the base of his shaft tightly. Her black bobbed hair pushed behind one ear, a delicate diamante earring glinting in the light. And suddenly it dawned on me, the couch was the same one I had been posing on last night, the guy was Jason and the 'porn star' was none other than Sian - me! "Oh my god", I said, the words coming out more as a gasp. But something inside refused to let my initial horror win out, my hand was somehow still moving on my cock, within the folds of satin, and I pushed my hips back again in search of the elusive feel of Suzi's fingers on my balls. I was going to cum, watching myself dressed as a girl, sucking off a guy, my ex-girlfriend's new lover and I didn't care.
This time Suzi's hand did not evade me, and the final stimulus was the feel of her delicate fingers cupping my smooth shaven balls. As Jason's stiff cock exploded in my face on the screen so my own orgasm overwhelmed me as I stood there watching it. Spurt after spurt of thick cum gushed from my cock, quickly seeping through the satin gown to create an enormous slick patch. I groaned and gasped as wave after wave of intense pleasure racked my body, scarcely aware of my surroundings except for the sound of Suzi's encouragement: "Ooh good girl, good girl, Sian likes so much to suck cock, good little Sian". XI. Facing the music "You're free to do as you please today.
Get on with your life, go to class, study, or just stay here, play dress-up and jerk off, whatever you like. Just a couple of things," she held a bin liner up. "These are your boy clothes, which I've decided not to return for now. Feel free to borrow anything of mine for the day. Our room is locked, so don't even bother trying to get in there, but there's a trunk of stuff in the attic - some of it might fit.
Your train pass and cash card are on the table in the study, in case you want to go anywhere." She went through the door. "But be back at 7pm or the email will be sent." "But wait," I called after her. "I have class." She stood in the hallway, looking me up and down. "Then you'll have to change quickly," she smiled, "or your classmates will think you're a total slut. Bye!" The door slammed shut. Shit, what now? I stood stunned for second in the doorway. I had assumed that after they had their fun I would be released from this, despite the references to future work, uniforms and the like. But it appeared that it was to go on. I felt sick inside, knowing that the damning email was there in Suzi's outbox, poised to be sent to my girlfriend and others. My life would be over if it was sent.
Speaking of life, what about class? I had already missed a couple of classes in this course, and I was struggling to keep up. If I didn't pass it I would be kicked out of graduate school. What time was it? I turned to go to the living room and stumbled in my heels. I had almost forgotten I had them on. Angrily I pulled them off, along with my wig, and in the living room discovered that I had about ninety minutes before class started - across town. I would have to make myself presentable, hail a cab, and get to the class. But did I have enough money? Shit! Not enough money for a cab. I'd have to get the underground home, get changed, and to class. But look at me! I'll be a laughing stock! But there was no time. I found the trunk in the attic and surveyed my options. It was not good.
Most of the clothes were way too feminine. Summer dresses and floaty skirts, vest tops and halter necks. But it was not all bad. There was an old baseball cap which I could pull down over my pink cropped hair, and some jeans which looked big enough. There was a large sweatshirt also - feminine but good enough. Shoes? There my luck ran out. The only option coming remotely close was a pair of chunky heeled mules with a diamante strip running across the wide strap. It got worse. Closer inspection of the jeans revealed them in fact to be denim Capri pants, coming only to just below my knees.
There were no socks. I calculated quickly but it was no good. With my painted toenails (there was of course no sign of any polish remover) and smooth calves, my French manicured fingernails and arched eyebrows, I was going to cut a bizarre figure on the streets and on public transport. I would be lucky if I didn't get beaten up, and even if I did make it, I would be hard pushed to get to class in time. I felt defeated, and I sank to my knees in despair. I was going to get screwed. I had an hour and a quarter, but there was no way I could get to class without appearing in public looking like a guy who wanted to be beaten up for being queer and flaunting it.
Unless... It hit me. Unless I didn't try and look like a boy at all. I had fooled the delivery boy hadn't I? Before I could talk myself out of it I grabbed the stuff I needed from the trunk and headed back to the spare room. I pulled off the satin gown and quickly donned my corset from the night before. I slid the enhancers into the front and created a smallish cleavage, over which I pulled a vest top. I pulled up the Capri pants over the tight bikini briefs and slid my feet into the flat sandals, I checked my make-up from the morning, which passed muster, despite the slightly vampy lips, and retrieved the black bob wig from the hallway. Pulling it on, I straightened it in front of the mirror and was pleasantly surprised at the effectiveness of the look I'd created. My chest was a little suspicious looking, so I found a chiffon shirt from the truck and completed the outfit with that, tying it at the front. I could have picked the sweatshirt to be completely safe of course, but the tranny in me had taken over and the shirt did enough to hide my chest, while looking considerably cuter. I stuffed the money in the front pocket of the Capri pants, pulled the baseball cap onto my head and was headed home. It would have been a stretch to get home, change and get back to class on time.
However, I was pretty sure I could do it if the trains ran OK. I'm not sure at what point the realization hit me, but it was soon clear that I wasn't going to even try. I had started out so nervous that my disguise would be obvious, and people would stare and laugh, but if people noticed they said or did nothing. I received a few odd looks, but nothing devastating, and my confidence skyrocketed. I tried hard to walk demurely, taking small steps, and swaying my ass a little, though not too much to attract attention. I'm out dressed like a girl! My excitement was so intense. I sat on the train looking down at my smooth calves and painted toenails. With manicured fingers, I flipped the pages of the new fashion magazine I had bought with my last coins, dwelling over the elegant models and sexy outfits. My cock bulged in the bikini briefs at the combination of sensations, and I became aware that I had stayed on the train beyond my stop.
I was going straight to class! My euphoria was soon replaced by dread as I walked up the stairs of the University train station. I had been unable to keep my mind off my excitement before the stop and I was painfully aware of my hardness in the front of the Capri pants as I rose to get off the train. The bikini held my cock tightly to my abdomen but I prayed that my arousal was not visible. To make matters worse there were several of my classmates around me now, though luckily not close friends or colleagues, and apparently oblivious as to my identity, but for how long? Was I going to go through with this? I was in turmoil as I approached the University building. I was still walking among classmates I knew vaguely, and I had made it with about 5 minutes to spare. As I prepared to climb the stairs to the lecture block, I baulked. On the steps were two of my teammates from the soccer team.
There was no way I could walk right by them, they would surely make me. I turned back down the steps and kept walking along the street. "Hey sweetie, got the wrong building?" It was Mark, the team goalkeeper, calling to me amiably. I kept walking. I did not trust my voice. "Hey what's your problem? I was just having a joke!" he called again. I kept walking and just made out his parting "Stuck up bitch!" OK, so class was out. What had I been thinking? I had no chance of getting changed and back in time, so I would surely fail the upcoming exams, and my graduate school career was looking bleak. My current girlfriend, Tanya, might at any moment receive an email containing photos of me dressed as a girl, masturbating, and sucking off my ex- girlfriend's new boyfriend. And those were only the pictures I knew about. I had about eight hours before I'd have to start making my way back to Jason and Suzi's, to face who knew what new indignations.
What was I going to do? At home there were two messages waiting. I had managed to get home without further incident, and also managed to get into my shared flat without being seen. All my roommates were out at class. I was looking forward to getting out of these clothes, making myself look male again. At least, that's what I told myself. The excitement at being out dressed as a girl had been intensely erotic and I'd been hard in the bikini bottoms all the way home. I would get changed, but not just yet. I flopped onto my bed and pushed the button on my machine. The first was from my girlfriend. "Hi it's me. Where were you last night? Weren't we going to meet for a drink? Or was that tonight? Well I was there for a while. I may have screwed up, but in any case, tonight's free too. See you at the union at about eight okay?" "Shit!" I thought to myself. I'd been supposed to meet Tanya. And now I had a new conflict tonight. My thought train was interrupted by the second message. "Hi Sian! Suzi here. Just checking you got home okay.
I wanted to let you know that you should probably check email. See you at seven. Don't forget to be ready to get dressed. Bye!" I got up to go to the computer, catching a glimpse of myself in the mirrored closet door. I should probably change, I thought, but something told me to check email first. I was still looking pretty good, and seeing my image caused an increase in the excitement that had been pending throughout my journey. I imagined again being out dressed this way - and I hadn't even had all my gear to choose from! It was a cobbled together outfit. I can do better than that. Before I knew it I was hunting through my suitcase of clothes. I had mainly clothes that one might find in a hooker's closet, very slutty, short skirts and mini dresses, hot pants and very high heels, fishnet, Lycra and PVC, fetish costumes etc. but I also had a few more demure items, which frankly didn't get much use. I pulled out my brown suede skirt, which came to just above the knee, though a split front and back might offer a glimpse of stocking top if one chose to sit the wrong way. I also grabbed a beige peasant top and a couple of wigs. I shed the sandals and the Capri pants and unbuttoned the blouse.
My enhancers needed a quick bit of realignment, but other than that they were fine. I slipped off the bikini bottoms, my newly enhanced erection springing free. As usual, I took time out to caress and stroke myself as I changed. I slipped on a pair of mesh panties, black but completely see through (my demure items did not extend to any sensible panties), and rolled some extremely sheer nude stay up stockings onto my legs. This was the first time I'd donned hosiery since my transformation in Suzi's bathroom last night, and the intensely erotic feel of the material against my shaven legs took my breath away. I was so excited that my caresses almost went too far, and after the near orgasm had subsided my cock-clitty had oozed a few drops of pre-cum that dripped onto my thigh above the stocking tops. Calming myself down, and after quickly removing the offending drops from my smooth silky thigh with a tissue, I resumed my dressing. The top was a little of a problem. It was filmy enough to allow my underwear, the tightly laced corset, to show a little.
Deciding that I didn't want to look like a complete frump, it was acceptably sexy, rather than slutty, and I pulled the skirt on. It felt good, slightly tight around my butt and slightly restraining of my leg movements, despite the slits. I wasn't really used to this, of course, was because I was far more used to the minimal constraints of micro length skirts and hot pants; this was about the longest thing I had to wear. My 'slightly slutty' mood continued as I considered footwear. The sandals were just too low, and so I went with my favorite knee length boots. I adjusted quickly to walking in heels again.
My feet protested (they were a little sore from last night's extended session), but it appeared that another outcome was that my balance had improved. Cool. The boots had six-inch heels, but were quite comfortable because they had a platform, and fitted me better then all my other pairs. I had taken off the black bob wig in getting dressed, and now chose another. The blond-brown blunt cut bob with no bangs won the vote, because with my dramatic new shaped eyebrows, instead of the thicker dark ones I had left the house with the night before, it looked better than it ever had. I had surpassed myself. My new smooth body went so well with these clothes. I had a new look, and of course my hardness burned in my panties and pushed against the front of the suede skirt. In my aroused state the bulge did not bother me.
It was partly that subtle 'sense' of boy beneath the pretty girl that now excited me so much when I dressed, but it would have to be seen to when I went back out. I knew there were ways to deal with it, learned from the occasional browsing of 'how to' tranny sites. Maybe I would take a look and remind myself? But since when had I decided I would be going out again like this? The thought occurred suddenly. I had come home to change out of all this, be my male self again and think of an escape. But now I found myself newly dolled up, planning my next trip? Nevertheless, some minutes later I found myself sitting at my console, the suede skirt slightly hitched up, reading up on how to hide that tell-tale sign. My connection was pretty slow, being dial-up, and so I had managed to resist clicking to my favorite tranny sites.
These were mainly sites listing links to other 'girls', a few favorite individual trannies with amazing photos, ranging from the sedate to the sexy, from the pretty to the provocative, and from g- through r- to x-rated. The slow connection made the process frustrating, and I would often surf for hours in search of my excitement. I recalled Suzi's message, and checked email. Her message was short and to the point:
Sian, Remember not to be late tonight. We're expecting guests at 7.30pm, so make sure that you are ready to serve by then. I won't have time to help you with your make-up, so make sure you practice before then. We've found you a lovely uniform, but were unable to find suitable shoes. Please bring something appropriate. Jason loves high heels, and you wouldn't want him to lose interest in you now would you? I've attached a picture of the kind of thing you'll need. till later, Suzi x P.S. I'm sure you are no stranger to tranny porn, but I thought you might want to take a look at this new site I found - it's pay per view - but each 'girl' has a preview pic: don't say I never do anything for you! S x There was a link at the bottom of her message, and an attachment. I opened the attachment to behold a picture of a sexy 'latex maid'. The shoes were pure fetish - regular stiletto heels in patent black leather. The heels must have been six inches and they had no platform, which would make them almost impossible to walk in, let alone do the kind of chores I had been doing last night. Oh well, I thought, at least I get to buy new shoes. The link was to a site called "Sexy amateur trannies".
I had not heard of it before, though I was a veteran surfer, and my curiosity was piqued. I clicked on the link. I barely had time to take in the site - it was laid out in the usual kind of format - when my attention flew to a thumbnail next to a link called 'new girl previews'. The image was small, but terrifyingly familiar. With my stomach doing flips, but with excitement and anticipation, and blood rushing to my face and stirring me between my legs once again, I clicked on the image, already knowing what I would be seeing. It was a shot from last night, again taken during my posing on the couch, and featured my coquettish smile, head slightly tilted, as I pushed my hands against my thighs, accentuating the way the material of the shiny dance tights displayed the outline of my bulging cock.
The title of the page announced that "New girl Sian wants you to see what she's hiding in her pantyhose! Click her clitty to see more!" A moan escaped my lips, responding almost involuntarily to the erotic image. But as well as the sexual rush that ran through me, so my mind began racing. I'm featured on a tranny porn site! Who might see? How explicit were the photos that Suzi had sent? How many more were there? And were there pics from later that night, when I had been dressed much more explicitly as a sissy boy-girl? Someone might surely recognize me! With my skirt hitched up, and because of the middle split, I had easy access to my bulging member, now straining visibly within the see- through mesh of my panties. My fingers had begun unconsciously caressing its tip and underside as I looked at the picture, mind still racing with horror stories. The rush of possible discovery, as happens when one is dressed and the door latch sounds, raced around my body, intensifying the feelings between my legs.
I continued to touch myself, staring at my own provocative smile as the sensations increased, and prepared for my next orgasm to overtake me. A sudden, loud, rapping at the door crashed into my world. "Hey! Mister!" The slightly accented voice was my landlord. "Are you at home, Mr. Sean?" The banging was louder, and not friendly. "You owe me two months rent you little shit". Definitely not friendly. II. Proposition I was still a little stunned, had looked quickly over my shoulder and then for a second thought about just staying quiet and waiting. But within seconds I realized that would not do.
He had a key. As the sound of keys on a chain came rattling though the door, I fumbled with the mouse to close the browser down, as if being caught looking at porn was my only worry, before half standing to try and tuck my receding erection, nestled in my mesh panties, back beneath my skirt. Pulling the skirt down over my hips, I was in the process of smoothing it over the slight bulge in my abdomen as the door swung open. "You gonna pay your," Mr. Carovic stopped in his tracks, clearly not having expected the sight that greeted him. His surprise did not stop him checking me out, however, and his eyes lingered on my legs and chest as he regarded me. My stomach was back to doing flips, but this time with disgust. Mr. Carovic was over fifty, fat and balding, with incredibly bad personal hygiene. The fact that I owed him money was not the only reason to avoid him. Cracking a grin, displaying crooked and yellow teeth, he looked me up and down again. "So you Mr. Sean's girlfriend pretty? Funny, I had him pegged as a faggot".
Keeping my voice quiet and hoping it would come out vaguely female, I nodded "He's not here". My voice cracked, but I was able to recreate the slightly whispery sound I had managed with the pizza boy last night. "Well you see him you tell him he gotta pay his rent this week or he's out of here. It's two months now, he knows". "I'll tell him". Looking me up and down, his grin turned into a leer. "I'll take 50 quid off for him if you put those pretty hands of yours to good use and twice that if you use your lips." He grabbed his crotch suggestively.
"I won't tell him. It'll be our little secret". I felt like I was going to throw up. "I don't think so", I managed; this time my voice did not need any control to come out as a squeak. "Hmm, shame." He looked genuinely disappointed, as if her thought I might go for it. "Oh well, tell him the end of the week. That's tomorrow!" He stalked out. Sinking back to the chair I had been in, I breathed out heavily. I had passed again! I tried not to think about how I had done so clearly by assuming a look that suggested I would be prepared to blow a guy for money - 'slightly slutty' indeed - and tried to make sense of my situation. It was nearly lunchtime, and far from undressing and trying to think of a way out of my predicament, I had spent my time at home merely changing outfits and getting hot and bothered by a picture of myself that had been posted to a tranny porn site. At some point in the process I had clearly decided that I was going back out dressed - but where to? It was nearly lunchtime and so I had only about 6 hours to get back to Suzi and Jason's.
Not only that, but I had to get 'appropriate' shoes for my new uniform, and somehow figure out what to do about my newly arranged date with Tanya at the student union. III. White lies I would have to get out of the date of course, and somehow I doubted that Tanya would understand that I would not be able to meet her because I would instead be busy serving drinks and who knows what else at my ex-girlfriend and her new boyfriend's dinner party, tottering around on high heels and dressed in a maid's uniform. And why would I choose to do that instead of meet Tanya for a drink? Well, because if I didn't, then that same ex-girlfriend would be sending Tanya some very interesting pictures. Perhaps she would choose one of me dressed in a little black number, kneeling in front of her boyfriend with his cum dripping down my face.
Or perhaps one of me standing in front of a mirror in a white chiffon faux fur trimmed baby doll dress, with short cropped pink pixie girl hair, gripping my erect baby-oil smothered cock. Yeah, that would explain it. The phone rang. I picked it up before thinking, my earring clacking on the receiver. "Hello?" There was a pause. "Uh, maybe I have the wrong number. Is Sean there?" It was Tanya. I suddenly realized I had answered in my girl voice. Shit, idiot. "Hi Tanya, it's me." I replied, back in Sean mode.
"Didn't sound like you at all for a minute!" She laughed, "so I missed you yesterday, what were you up to?" "Oh, had an exam today. I was studying till late. Totally forgot about meeting up, sorry." I hated lying to her. She laughed, "Aww, never mind, It's okay. But you're done now - great! I'll come over and we can celebrate". "No!" I looked over at myself in the mirror. If she saw me like this it would be no celebration. "Sorry, no, I have some chores.
I owe a ton of rent and I have to get a job today." Please buy it, please. "Oh, okay." She sounded disappointed - I felt so bad about lying, and the whole dressing with my ex-girlfriend thing. Shit, in some ways I deserved what I was getting. But right then I realized that I would have to do more - having been shaved I would not be able to see Tanya for a while, until I got myself out of this mess. I steeled myself. "I have to get my life sorted out", I began, "I don't think I did well on the test today". That was an understatement. "I need to get my shit together and get my studies back on track.
Can I call you when I'm in better shape?" "Sean, are you breaking up with me?" She was always direct. "No. I just need to sort a few things out. I promise I'll call you." Would I? I didn't know when I would make it out of this mess. "Okay, take care". The phone clicked. I felt terrible. I knew she was upset - but how could I face her, dressed this way, after what had happened? I hadn't been able to tell her about my dressing - mostly because of how things had turned out with Suzi, I was terrified that she would just leave me - and now I was stuck between a rock and a hard place. The only way out from under Suzi's thumb was to come clean to Tanya, and possibly everyone else. My mother! God, no! But in doing so I would be risking it all. Tanya would surely freak out to think of me as a girl. I needed therapy, and despite everything else the lure of shopping for new shoes had its own special excitement.
IV.
New Shoes I loved shopping. And I really loved shopping for shoes. Usually, however, the experience was fraught with worry. Where could I go and be sure I'd not meet someone I knew, where might I be able to pluck up the courage to try them on rather than just buy what I thought was my size and hope for the best. Regular shoe shops were out, because my feet were just a little too big for the girls' sizes they stocked, so I usually headed for the fetish shops in Soho and Camden and browsed there. Of course, in male mode, this easily could result in me meeting people I knew hanging out at the various coffee bars and sandwich shops in the area, and I always ended up with this kind of hunted feeling every time I walked in or out of the shops. Today I was liberated.
I began to forget the worry about whether I would be read in my girly outfit. I attracted looks that were quizzical and initially these worried me - what were people thinking? But after a while the worry just faded away. So some people looked at me twice, wondering. Perhaps others read me straight off, knew I was a tranny? So what? I knew I looked good, and I knew that even if I was clocked as a guy, I would very likely not be recognized as Sean. The confidence in my appearance built to a point where I had quite a strut by the time I arrived at my favorite shoe shop, 'Stiletto Heels'. I would often browse here, but being on a graduate student budget I could rarely entertain buying.
I knew one or two of the staff who usually worked the store, and they tolerantly allowed me to try on shoes that they knew I probably wouldn't buy, and never appeared to judge me at all, even though they must have wondered at the awkward nervous guy who had browsed the store for weeks before ever trying on a shoe, and that only when a kindly staff member had suggested a style that might look good on him. I recalled that time fondly, how the stress had just melted away at not having to ask myself, at not having to let them know I was browsing for me, at not having realized that they already knew, and at the fact that they did not immediately laugh in my face or think me disgusting. I had even bought some boots that day - the knee-high pair I wore as I walked into the store today, all girly-and-proud-of-it. I did not know the girl who was working today, though I wished I did. She was stunning.
She wore a punky Goth plaid mini skirt with fishnet pantyhose and knee-boots just like mine. On her top she wore a mesh top over a pretty uplift bra that created the most wonderful cleavage. Her hair was fair and longish, but gathered up in a sort of topknot held by a scrunchie so that it fell back to her neck. Pretty tendrils fell to frame her face on each side, a face that was so pretty and made up in a dramatic but not overbearing gothic style, with dark eyes and lips (a little like my current color), incredibly long mascara-ed lashes and hints of blush on her high cheekbones. "Hi," she said, smiling prettily, "I'm Faith. How can I help you?" "I'm Sian," I tried to speak in the same breathy voice that had appeared to fool my landlord, and felt that I failed terribly, the best I could hope for was that she thought I had a cold. "I'm going to take a look round for something special".
She paused slightly, looking at me again; had she read me? If she had she gave no sign. "Well let me know if you need anything okay?" she said. "Thanks", I replied, and began to survey the racks of fabulous shoes. I knew that I was going to buy some today - I had no choice. "Nice boots by the way" Faith's voice carried a hint of amusement, and she motioned to her own pair with a smile when I turned. "Thanks," I smiled back, "you too, of course".
"Well I'll let you get on, unless there's anything specific in mind?" I could hardly tell her that I needed a pair of black shoes to offset a new maid's uniform, and that though I would probably be better of with low heels since I would be serving my ex-girlfriend's dinner party all night, I was under strict instructions that the shoes should be 'appropriate', and that meant at least 5 and a half inches of heel. Instead, I just shook my head, "just browsing" I smiled again. "Okay" she returned to the counter where she sat thumbing through a magazine.
Though I had not seen the title when I walked past, I could see that its pages contained glossy pictures of women in shiny latex. I guessed it might be "Skin Two", and thinking of her in such an outfit just made my attraction to her intensify. But I had a task at hand, and meandering between the two walls of exotic heels was erotic enough in itself. Not only would I buy a pair of shoes, but I would also be able to try them on, practice walking - the whole deal. I was so excited. I soon found some shoes that looked the part, and part of me was quite disappointed that I had been constrained in my choice - there were so many other styles that I would likely have picked instead.
My eye was taken with a pair of heels with gladiator straps entwined up the leg to the knee, and a pair of white go-go boots a little like the ones I was wearing had my heart racing as I imagined myself strutting and swinging round a pole in a tiny white wedding lingerie ensemble, complete with virginal veil. Enough - I thought to myself as I felt myself harden in my panties at the thought. I had instructions. I picked a 'standard' pair of black heeled pumps, with a heel just shy of 6 inches, and turned to Faith. "Have you got this in a nine?" I said, trying to keep my voice breathy and high. "I'll look", she said, flashing me with another dazzling smile. She was so hot, and the stirring in my panties continued and intensified as I watched her swaying ass as she went through the curtain into the storeroom.
I licked my lips unconsciously, and in doing so managed to obtain an erotic taste of my own lipstick - I had almost forgotten my own dressed state, and catching a glance at my suede skirt and booted legs, my pretty blunt blonde-brown bob wig framing my face. No matter what I did I was getting harder and more aroused, and if it carried on, I would have a bulge in the front of my skirt just in time to be trying on shoes in front of Faith. "Here they are, Sian" Faith said as she emerged from the store, "and I hope you don't mind but I picked another couple of options out for you.
The ones you picked are nice, but a little boring don't you think?" her pout was gorgeous. "Ummm, okay." I did not know what else to say. "Well sit down then," she said, motioning toward a low bench, and putting the three boxes she was carrying in a stack next to herself as she kneeled in front of it. I sat, nervously smoothing my skirt over my hips and thighs to stop it riding up. My hard clitty was held tightly against my abdomen by my panties, but I was worried nevertheless that it would be obvious to someone kneeling as close as Faith was.
She could literally reach out and put her hand on it from that close, and I felt exposed as I was sitting there, while Faith opened the first box, and kept my thighs clamped tightly together. "If you don't mind me asking", Faith looked a little nervous as she looked up at me, the patent shoes in the box next to her reflecting the electric light above, "but are you a dancer at the GAS Chamber?" "Umm, no," I said, feeling nervous inside, I doubted that I had been mistaken for a regular lap dancer or showgirl. "What is the Gas chamber?" She looked more nervous "sorry, I didn't mean to offend," she said, "but you do look so convincing. The GAS chamber is a new tranny fetish night held at the Hades club- GAS stands for 'girls all sexes'. Do you maybe waitress there? I'm sure I remember seeing you before." So I had been read after all, but it had been in such a flattering way.
She had mistaken me for a tranny club dancer "Umm, no, I've never been there." "I'm so sorry," she looked so sweet and adorable as she looked up at me with big eyes, "I didn't mean to embarrass you". "I'm not", I said, "I can't have done a bad job if you thought I was a club dancer, so thanks for the compliment". "You're welcome," she replied, "me and my big mouth. But you know, if you haven't been yet, you should think about trying the club - you could easily get work as a waitress there if you wanted, needed some extra cash.
But what am I saying, it's none of my business. I'm sorry. Let me help you with these boots and I'll shut up." She started unlacing my boots. "It's quite all right" I said, "I don't mind at all. I'd like to hear more", I thought of my failing graduate studies, my owed rent, my current predicament. "I might be looking for a new job sometime soon." I tried not to think about the feel of Faith unlacing me, the sight of her beautiful pert breasts held together under the mesh top by her uplift bra. Knowing that she knew I was a tranny made it somehow more erotic to me, and again the blood rushed to harden my cock as it nestled against my abdomen in my panties.
"Do you go to the GAS lounge?" Her confidence was back now; "yes, I love it", she said. "I like latex and costumes and I've started to go occasionally with my girlfriend. It's only been open a couple of months." My boots were off now, and Faith slipped my choice of shoes onto my feet, as I tried not to let the images of her and her girlfriend in latex, combined with the feel of her strong but supple hands guiding my foot into the shapely stiletto shoe, make me cum right then and there. "Sounds fun," was all I could manage. "Well that's when I can steal her away from her boyfriend that is!" She laughed wickedly, reaching for the second shoe.
"She's bi?" I asked, "does her boyfriend know about you both?" "We're both bi" she looked at me levelly, smoothing the second shoe onto my foot, "though I prefer girls." I was sure that my erection must be visible by now, my cock was aching so hard at our conversation, the feel of her hands on my feet and stockings, the sight of her cleavage and legs kneeling before me, and the sensations from my own outfit, tendrils of hair, smell of perfume, new heels pushing at the arches of my feet.
"Do you have a boyfriend as well?" I could barely manage to ask the question. "No," she looked at me levelly again, "like I said, I prefer girls". The smile was spectacular and flirty, full of meaning but possibly quite innocent at the same time. "Now," she said, pushing herself up with the help of a hand on my knee that sent tingles buzzing to my groin, "let's see you walk in these. Then we can ditch them and try something better." I got to my feet, a little unsteady at first. Though the heels on these were a little shorter than my boots, there was no platform, and this made them considerably harder to manage. I felt a complete amateur for the first few steps, but I adjusted surprisingly quickly, and soon was admiring them in the mirror. "Not bad," said Faith, but what's the occasion such that you need such a standard boring shoe? Are all trannies so fixated on regular high- heeled pumps?" "No," I protested, "it's just that they are for a specific outfit."
"What outfit has to have these shoes?" I paused, but what was there to lose? "Well, I'm trying a new outfit tonight, a French maid dress." "Ooooh!" Faith trilled. "Very kinky, honey. I love uniforms too. But French maids can wear any kind of black shoes sweetie, as long as they have high heels!" She opened one of the other boxes she had brought from the store to reveal a beautiful pair of heeled slingbacks. They were the same height as the heels I currently was trying, but looked much more elegant, and somehow a less obvious choice. "Surely these would work just as well for your outfit," Faith smiled up at me. "And they are a little different to the standard tranny look, no?" "They're gorgeous!" I said, already excited to try them on. "What are the other pair like?"
"Well they are a more retro style," said Faith, opening the third box. "They have a chunky heel, a one inch platform and a rounded toe. Sort of Betty Page style." These too, were fantastic shoes. Indeed the latter pair I had spotted while looking for the pair I had on now. I had rejected them because I worried that buying shoes with a platform would get me in trouble with Suzi. On the other hand, the key thing, I recalled from Suzi's message, and as Faith had inadvertently commented, was that the heels were high. Both of these pairs qualified on that score.
"Okay," I said quickly, perching on the bench again, which first?" "Up to you sugar," replied Faith. When had she started flirting with me so openly, I thought to myself as I let her slip the stilettos off. Whatever, it was delightful. "The slingbacks first!" I decided, and proffered my stocking-ed foot. Faith's touch was somehow even more electric as she took my foot in her hand. Was she caressing it, stroking it as she placed it in position in the exotic slingback shoe? My cock was still pressing insistently against my abdomen, trapped in my panties but quivering in delight. With the second show on, I again rose to strut a little and admire the shoe.
It was somehow twice as sexy as the other - different and more exotic, and I loved it. "They're perfect!" I exclaimed. "I told you!" Faith's voice was also excited. "But wait until you've tried the others too. I have a pair like this that I wore to the GAS Chamber the first night it opened. It was an S&M night and I wore skin tight latex all over!" "I bet you looked fabulous!" I said, doing my best be as flirty as Faith was, "that thought is almost enough to make me buy them without trying them!" "You are sweet," she said, looking at me intently, with big sexy eyes. "Okay let me put them on you". Again I perched, one foot pushed forward, narrow heel along the floor with my toe pointing upward so that she could remove the shoe. But as she kneeled, she did so right over my ankle, with one leg either side of my foot.
My calf was suddenly between her legs, her panties pushing slightly against the filmy material stretched over my shin. She let out a slight moan as she settled forward against me, and I could feel the sensation of the friction as her fishnet pantyhose covered thighs slid a little more against each side of my ankle. She looked up at me, eyes still smoldering. "I'll do this one first," she said. I just nodded as she took my other foot, lifted it carefully and removed my shoe, gently caressing my feet and then calves after it had been set aside. She moved her hips gently forward looked intently at my feet, then up at me again, "I hope you don't mind," she said, "but the look and the feel of your feet and the sexiness of the shoes has made me all crazy. Do you mind?" My erection was burning in my panties, I was so turned on by the feel of her against my leg, that I could barely talk. I was beginning to feel the wetness between her legs, through her panties and fishnets.
"I don't mind at all," I managed to breath at her. She continued to move a little, back and forth, rubbing her pussy gently but insistently against my leg, then back and up a little so that the toe of my slingback heel was positioned against her and she could settle just slightly against it, murmuring and breathing in pleasure as she did so. She combined this with running her hands over the thin stockings that encased my smooth legs, caressing first my calves and knees, and then my thighs, pushing my suede skirt up and apart in order to do so. I parted my legs slightly to ease the process and began to murmur in appreciation myself as her hands reached the tops of my hold up stockings, and her fingernails traced delicate lines over my hairless thighs. "I've always wanted a tranny", she looked up at me, that intent look back on her face. "Can I touch it?' she asked, almost demurely. "Yes, I'd like that".
I said, parting my legs a little further bracing myself for the intensity of the feeling. Her hand pushed between my thighs and her fingers found my balls, encased in the mesh material of my panties. She slipped her palm beneath them, pushing the heel of it against the base of my straining cock, and sighed contentedly. I gasped in pleasure, trying to control the sensations in my head, dizzied by the exotic pleasure that thrilled from my core.
Then, she drew her hand upwards, trailing her nails across my balls as she did so, and grasping the shaft of my cock around the base, through the transparent panties. This pushed my skirt far enough up to reveal my straining member as it protruded through the slit in the front of my skirt. "So hard," sighed Faith, squeezing me experimentally. "You're so lovely and hard." She settled back onto my foot, the toe of my slingback wedged firmly between her legs, and moaned gently as she continued to grip me that way, fingernails of three fingers moved gently over my balls. I felt I was about to explode. "Will you fuck me with your clitty, Sian sweetie?" Faith's look was urgent. "Mmmm I want to." I said, moving my leg more firmly between hers, relishing the slight moistness that remained on my ankle.
"But what if someone comes in?" And with that, the shop door began to open, with a ring of the bell. Fortunately, though we were in the main part of the store where the door was, I had my back to the door and the details of our liaison were not immediately apparent to a person coming in. It hopefully looked like a simple case of a customer trying on some shoes. Faith slipped back from my toe, and let go of my quivering boy clitty, rising smoothly to her feet to greet the newcomer, while I delicately shifted back to allow my skirt to restore my decency, albeit a decency involving a considerable amount of displayed thigh and stocking tops. "I thought I told you to call me if I had a customer?" the newcomer spoke in a clipped voice, sounding annoyed. "I know I'm sorry," replied Faith, "but you'd just left and I know how much you wanted to take that break. I thought I'd do you a favor and try and sell some shoes for you." I turned to see that the newcomer was another girl dressed Goth-style, this one in a long 'witch' gown with a tightly laced bodice. Her make- up was so heavy it was impossible to see if she was pretty or not, but she was a good deal plumper than Faith and her sour expression did not help.
"Well if my boss had come in I'd be fired for letting you do that," the plump witch said. "You'd better go." "Okay." Faith looked unfazed. "I hope you find some shoes to your taste ma'am," I realized she was addressing me, "Jennifer will help you from now. But I think that the chunky heeled shoes you were about to try are the ones for your new outfit. Maybe I'll see you wearing them in some club?" She gave me a little pout and quick smile as she grabbed a small bag from the counter and was away through the door before I could say anything, and leaving me with dozens of unanswered questions, an erection that was still buzzing in my panties, not to mention the small moist patch on the bottom of my ankle.
Jennifer helped me try the other shoes, though I insisted on putting them on myself so as to avoid her getting close enough to see the evidence of faith's exertions against my leg. At one point she asked me directly what my 'girl name' was, so I knew I had not fooled her, but despite the turn of events I was delighted with the look of the retro platform heels, just as Faith had predicted. I tried to hurry the process and see if I could catch up to Faith, but there was no way of telling where she might have gone when I eventually got out of the shop, new heels bobbing against my knee, boxed up in their plastic bag. All I had to go on was her cryptic reference to a club - she must have meant the GAS Chamber - and I was determined to see if I could find her there when I got a chance.
It was getting late now, so after having a coffee in a gay bar nearby, where I attracted attention and was read, but where it was never threatening or unpleasant, I headed, stomach beginning to flip, to Suzi's. V. Uniform I had more than two hours before the guests arrived, and having had Suzi's seal of approval on the shoes, albeit with raised eyebrows at my disobedience in not getting regular stiletto pumps, I was ordered to get ready. I would have to redo my make-up and dress from scratch, and having stripped, showered, freshly shaved and toweled off, I was back in 'my room' at Suzi's, ready to dress as her French maid. I began to get hard just looking at the uniform, and despite apprehension about what lay in store later in the evening, I was delighted that I would get to dress as a maid for the first time.
For my make-up I was required to have dramatic dark eyeliner and mascara as ever. I was delighted that I would be getting to wear a new wig - Suzi had bought another for me in soft blond ringlets that she said I must have piled sexily on top of my head to offset my white lace headdress. The theme of the make-up was very light foundation, soft pink blush and frosted almond lips, with shimmery gold-almond eyeshadow.
My body was squeezed into my corset, to which I attached four garters which in turn held up my back sheer stockings, a smart seam running down the back of each. Lacy white panties struggled to contain my erect clitty, but fortunately my excitement would not show because the springy white petticoat forced my flared black maid dress to stand out from my waist, angled slightly, but short enough so that bending over would give an ample glimpse of ass and stocking tops to all around. The dress was tightly laced around my chest and the enhancing bra forced my little chest flesh into a pair of pert titties, framed by the white lace trim of the low cut neckline. Short black sleeves were also trimmed in white lace, and the ensemble was completed with a delicate lacy white apron tied around my waist.
I had dangly long clip earrings and was sprayed again in CoCo Chanel, and though my role for the evening was the humiliated ex-boyfriend, sissified and dressed as a maid to wait hand and foot on my ex- girlfriend and her new boyfriend's dinner party, as I looked in the mirror I felt a million dollars. I felt bold, confident and sexy after my day dressed, and I felt ready for anything. "Nice tits darling", said Jason in my ear, neatly flipping my skirt up and slapping me smartly on my exposed ass. "Looking more like a real girl every day," he leered at me.
Well maybe not ready for anything, I shuddered inside to myself. Avoiding allowing Jason to have his way with me was a priority for the evening. I could handle the humiliation and the hard work, but Suzi's promise to let Jason have me if I screwed up even once was a big concern.
I'd seen his captivation when I had been forced into giving him a blowjob and then a foot job the night before, and his premature ejaculation fucking Suzi when she mentioned him screwing me, and I was pretty sure I'd not get away with just a blowjob if I made a mistake and was given to him for the rest of the night. "Don't slap Sian darling", said Suzi tartly as she walked in, "she's got lots of work to do and she's made herself look so pretty for you and the rest of the guests.
Haven't you Sian my sweet?" "Yes Madame", I curtsied the way I had been shown after presenting myself to Suzi in my uniform. "There's a good girl," said Suzi, "now go and fix Jason and me a drink before the guests arrive." "Yes Madame," and with another curtsey, I clipped into the kitchen on my new platform heels, just unable to stop the sway of my hips as I did so. "I can see you are rather hoping that she makes a mistake," Suzi smiled at Jason, as she watched him watch me retreat, "well no tricks allowed, Okay? I might actually want you for myself tonight if you could just stop thinking about HIS pretty ass." "Okay, no tricks," said Jason, licking his lips and staring after my retreating behind.
VI.
Guess who's coming to dinner The guests arrived just after I returned with the drinks. I had been instructed to wait by the door, curtsey to each guest prettily and take whatever coat they had. Suzi had also told me that she had told her guests to expect a surprise at the party, and I was to be it.
She would be showing off her feminized sissy ex-boyfriend to her friends. I was flushed with embarrassment almost immediately, as the first guests were a couple that Suzi and I had known at University. Monica and Ronan really had been friends of Suzi's, but we had hung out a lot with them when Suzi and I dated. Suzi greeted them with a kiss each, before introducing the 'surprise guest of honor', her new maid Sean. She emphasized my male name and waved at me with a flourish. Monica exploded in peals of laughter, a high melodic sound, while Ronan just looked at me in amused disbelief. When she got over her amusement, Monica began to marvel at my transformation, and how Suzi had ever got me to agree. I had curtseyed politely to them and had all the coats, and was instructed to hang them in the closet, and so I missed Suzi's reply.
The peals of disbelieving laughter that I could hear before re- entering the room confirmed my fear that Suzi had revealed something of the truth - my passion for dressing in her underwear when we were dating, how I had lost her interest sexually and all the sordid details of her having to deal with a 'pervert' for a boyfriend. The key thing she managed to convey to them though, was how much I was into the whole thing, how easy it had been to get me to come back.
She left out the blackmail, and how she had drugged me and forced me to suck Jason's cock, knowing that any word from me would be deemed a failure in my role as maid, and what that entailed. Ronan, being a sporty rugby player, just looked appalled at it all, and had a pitiful, contemptuous look on his face whenever I served him or came into his field of view. Monica fussed over my looks and asked me all about my make-up and hair, all about my uniform and how it made me feel. I had been instructed to tell her the truth, within some limits, and she delighted in provoking me to describe how excited I was by how I looked. She would periodically collapse into peals of laughter again as each answer increased my humiliation - as I described my excitement at being dressed, the taste of lipstick on my lips, the feel of satin and silk clothes on my new smooth body. The next two guests just made matters worse for me.
The girl I knew only vaguely - Naomi, who was the friend I now suspected had had a lesbian fling with Suzi, and who now worked with her. To my horror, she had brought with her one of my teammates from my soccer team - Mark. I had walked straight past class earlier in the day to avoid walking past him, and he had called me a stuck up bitch for ignoring his catcall. Now I was just four feet away from him dressed like a slutty French maid and I had just been introduced to both of them under my male name.
The girl, Naomi, just handed me her coat and having looked me up and down snorted contemptuously and muttered "always told you he was a faggot, Suzi." Mark, however, had about four reactions in quick succession, following one after another across his face. He started out amused, saying that he knew a Sean too, before stopping and looking puzzled, hints of recognition from two different sources flashing across his face. He now must have realized this WAS the Sean he knew, but he must also have been remembering the stuck up girl with a black bob who'd ignored him earlier in the day. Finally the confusion was replaced by mixed expressions that conveyed amusement, contempt, and amazement. "Bloody hell Sean", was all he could manage when it all resolved itself in his head.
Suzi was of course quite delighted at this unintended consequence, and having taken the newcomers' coats to the closet the humiliation continued, now with two more voices pressing Suzi for details of when she first suspected, how it made her feel to find that her boyfriend was a transvestite, and pressing me for more details of my dressing. They asked if my girlfriend knew (there was much disapproval that I hadn't told her), asked if I wanted to be a woman? Was I gay? Had I slept with men? The doorbell rang, and almost relieved at the respite I once again took my station at the door on Suzi's instruction. Peals of laughter followed us out into the hallway. Suzi flung the door open to reveal the last guest, who was a gorgeous blond in a stunning white mini dress, glimpses of which were revealed through the open front of a white faux fur coat. She also wore some sexy white over-the-knee socks and a pair of clear Perspex platform heels. "Late as ever Faith!" squealed Suzi, kissing her full on the lips, as she came through the door.
"I've such a surprise for you!" Stepping back, she gave her flourish and introduced me. "May I present my very own transvestite maid, Sean!" Faith regarded me, her eyes flashing recognition and confusion for just a second, before sending me a most lovely smoldering look, which melted me inside.
"Very nice Suzi," Faith said calmly, "but why on earth?" "Well you are always dragging me to that tranny bar!" Suzi slipped an arm round Faith's waist, "thought you'd get a kick out of having your own private boy-girl to wait on you at dinner!" "Honestly Suzi," Faith said, "I go to the tranny bar because it's a good place to wear my fetish stuff, and more importantly to see you in fetish stuff too, silly! But thanks for the thought. Wherever did you find him?" "Oh you are going to love this sweet!" Suzi said excitedly, "he's an ex-boyfriend who confessed it all to me after getting off one time when I made him up! I'll make him tell you all about it - but first a drink.
Sian, take Faith's coat and come back with a vodka tonic for her". "Yes Madame," I said, and curtseyed prettily, before accepting Faith's coat. "Thank you Sian," she said absently as she let go of the coat, "and may I say that I think you have the most fabulous shoes?" "Thank you Madame," I said, thrilling inside again, looking down at how the shoes shaped my calves and feeling how they made my ass stick out sexily, remembering the events of the afternoon in the shoe shop. "I'd have preferred stiletto heels on him myself," said Suzi, as they went to the living room, "and in fact I instructed him to get stilettos this very morning. I do so love watching him struggle to keep his balance!" "Sounds like she has a little spirit,' said Faith, as they disappeared, "you might not be punishing her enough!" And they fell into giggling. I noticed that each had her hand on the others' ass as they went in to the living room, and it all fell into place.
Suzi was Faith's girlfriend, the one she had mentioned in the shop - who she stole away from her boyfriend to go the TV club. The boyfriend was Jason - and Faith was the girl that Suzi wanted to continue sleeping with - for whom Suzi must have set up this whole thing. And of course I was a quivering jelly inside at the memory of Faith's pretty hand gripping my rock hard cock through my mesh panties as I sat in the shoe store, at feeling her moistness against my foot and ankles as she rubbed her pussy against my leg and shoe.
God, if Suzi found out I had almost had sex with her girlfriend while I was supposed to buying my uniform for tonight I would be in serious trouble. But there was no panic. I somehow felt the balance of things had shifted. Jason was obsessed with me, and now I had learned that Suzi's lesbian lover had made a pass at me too. I had been betrayed, drugged, feminized, photographed and forced into sex with my ex-girlfriend's new boyfriend, explicit pictures of me had been exhibited on the internet, and now I'd been dressed as a French maid and humiliated in front of college friend and a current classmate. I was surely to face more indignation and embarrassment as the evening progressed, if what had transpired so far was anything to go by, but inside me I felt Sian was getting stronger and stronger, and I knew that the power was no longer all in Suzi's hands. VII. Maid to serve My prediction about further humiliation proved correct. No sooner had I returned with Faith's drink than the questioning continued. I was the centerpiece of the conversation, and as I moved through the room fixing drinks and refilling bowls of snacks, I was peppered with questions from all angles.
At first it was just the girls, who delighted in asking me about my wardrobe at home and how I usually dressed. Of course, Suzi could not resist produced some of the less explicit photos from the night before, which she'd had printed to pass around. I concentrated on my tasks, aware of my outfit and drawing strength from the glances in the glass of the cabinet that revealed me in my pretty uniform, my long legs and my killer shoes.
They delighted in making me bend over to serve them, flashing those on the other side of the room with my stocking tops and a little smooth silky thigh and ass. They made me describe what I did when I dressed, in intricate detail, with much high pitched "ewww-ing" when inevitably they forced me to describe, face burning, how I would masturbate in front of a mirror in my apartment, and expressed hilarity at how nasty and hairy I must have looked and how much better it must be to look smooth now. This pattern of harassment continued through the evening, as I went about my tasks. I served drinks, and dinner, cleared up after the various courses and was subjected to searching questions that became more and more provocative as the guests got drunker.
Jason fondled my ass lewdly every time I was near him, while the others mostly took Suzi's lead and smacked my smartly to speed me up or to just get a laugh from the others. Mark begged to take photos that he could share with the other members of my soccer team, and Suzi obliged by loaning him the camera and having me strike poses for him as he clicked away. She promised to send him the files the next day.
The worst thing about this was how intoxicated I became at my own look, and striking poses made me feel sexy as well as embarrassed. My face flushed at the thought of the pictures circulating through the soccer team. I wasn't serving the entire time, and in quieter moments they had me stand in the corner, facing the wall, holding my skirt up to reveal my ass. They enjoyed seeing the evidence from their various slaps, which despite being quite light individually, soon built up to leave a redness which would subside over the course of the time I was allowed to stand there.
Most embarrassing of all was when they had me stand facing them, skirt pulled up, eyes closed, and recount an episode where I had dressed. I had to include all the details, what underwear I had chosen, what make- up I wore, and the entire experience of getting dressed. My own voice, breathy and girly, and the details of the dressing, in combination with the sensations caused by my current attire, had the effect of arousing me in my white panties, and as my story continued so they encouraged me, trying not to distract me with their obvious fascination at the process of my arousal. "Ohhh! it looks like he's really getting into this!" shouted Mark, leering intently, "Suzi, why don't you let him play with himself?" It was Faith who saved me, whispering loudly to Naomi "Mark seems awfully keen on the whole thing hon, you're not worried are you?" before bursting into a fit of giggles. Mark flushed red, as Faith continued "I wonder if those pictures are really for the football team at all? Come on Sian, stop showing off and go get us another bottle of wine." Pulling my skirt down gratefully over my semi erect lace clad member, I quickly obeyed.
As I came back into the room, swaying on my heels, carrying a new bottle of wine, I realized something was going on. Suzi was giggling at Faith, who was standing with open mouth, gasping a little drunkenly, though clearly amused at the situation. The front of her dress was soaked through, the jug in which the water had been on its side on the table in front of her. "I'm such a clumsy bitch!" she squealed to the room, her words greeted with much laughter, "I'll have to change. Can I borrow something of yours sweetie?" she turned to Suzi. "Sure, I'll find you something," Suzi giggled, beginning to rise from her place. "Don't be silly!" Faith said, "Stay where you are and look after your other guests".
She flashing me a quick look, "I can be a proper lady and have your maid dress me!" Again the room was filled with laughter, and before Suzi could object, Faith was across the room to me. "Put that tray down Sian, I need you to help me change". Grabbing my wrist once the tray was on the coffee table. She pulled me from the room. Looking over my shoulder on the way out, I saw Suzi's smile, but perhaps there was something else there - was she wary? Inside I was all butterflies, recalling my shopping trip, the feeling of Faith's delicate hands on my feet, caressing and massaging, the sight of her kneeling in front of me, holding my erect member and caressing my balls. We were soon in Suzi's bedroom, and with Faith still holding onto my wrist, she made for the closet and threw open the door. She turned to me, releasing my wrist. "So will you pick a new outfit for me Sian?" Her smoky eyes were huge, and my insides turned to jelly. This was first class flirting. "Umm, sure" I said, looking into the closet "would you like a dress, or a top and skirt or shorts?" I wanted so much to see her in something tight and revealing, and I was hoping that Suzi had a pair of tiny hotpants somewhere.
"You pick out something hot sugar" said Faith, "I need to get out of this wet dress". I heard the sound of her peeling the soaking material over her head. Barely able to concentrate, my cock straining in my satin panties, I tried to concentrate on finding something. Then I found what I wanted, a pair of silver metallic hotpants, which would go fantastically with a shimmery white backless halter neck top I spied a second later. Grabbing both items, I turned back to Faith. "These!" I said, holding them out to her "they'll look fabulous with your knee socks". The words almost caught in my mouth at the sight that greeted me. She still wore her shoes, but with the dress gone she stood in only her white lacy thong panties and her over-the-knee socks. I could tell even when she was wearing the dress that Faith had fantastic breasts, and she made no effort to hide them now. Seeing them in the flesh, nipples prominent and aroused, I was speechless.
My erection still strained in my panties, but fortunately did not show thanks to the way my petticoats flared from my hips. Giving me a pretty and wicked smile, she turned and raised her arms up high "So dress me like a lady, my sweet little sissy maid". "Yes Madame" I cast my eyes down, playing the part. Standing behind her, I gathered the halter top in my hands and slipped it over her head, before reaching around her to grasp it on either side. I pulled it down over her breasts, smoothing it down to her hips. Suddenly, my wrists were caught in her hands and she placed them under the bottom of the tight material, sliding them up until they reached her breasts. I felt her pert nipples under my hands, hard with excitement.
"Caress me Sian. Do not stop or take your hands from my tits until you are told." Faith's voice was firm, but her breathing shaky. "Yes Madame", I replied, smoothing my hands over her perfect breasts. I took her hard nipples in my fingers and squeezed them gently, delighting in the small gasps of pleasure this provoked from Faith. As I played with her, she gripped the hem of my flared maid dress and the stiff petticoat beneath, pulling it up to my waist so that she could nestle her smooth ass against my lace clad cock. I felt my hardness quiver as it pressed between the smooth globes of her buttocks, sighing in pleasure as she began to move her ass slowly in time to my caresses on her nipples. "Oh Sian," she said, "I've wanted this since this afternoon.
It was such a pleasure to see that Suzi's new little sissy slut maid was my favorite 'customer'". She turned her head back to me. "Kiss me my sweet Sian". "But what about Suzi?" I asked. She could come in at any time. I'd seen her look when we'd left the dining room. "Do not disobey me Sian", she breathed, turning her head to meet me. I leaned forward to feel our lips meet, my frosted almond lips meeting her mouth, which was painted in a beautiful dark red. Her tongue pushed into my mouth, flicked at mine, and she murmured as I continued touching her nipples, her hand finding its way inside the front of her thong. The sensations flushed through me, my cock becoming yet harder as her ass continued swaying against me, in rhythm with her hands movement between her legs.
The friction was too much for my tiny panties, and my hard-on ceased to be trapped by them, pushing past the material and against the smoothness of her skin. I relished the delicious feeling as the underside of my cock slid back and forth between her buttocks, gliding effortlessly as if across silk. I was lost, delighting in the sound of her moans as I played with her hard nipples and felt her tongue probing against mine. Suddenly, almost without warning I felt an orgasm begin to grip me. A flash of panic took me. "I'm cumming," I gasped, pulling away from our kiss. "I want you to", she breathed, pushing her ass back harder against me, "cum on my ass and back. I'm so wet thinking about your hard clitty". Her mouth clasped back on mine, her tongue flicking back against mine. Her words were enough to send me over the edge.
The pent-up excitement of the day finally exploded, and I moaned louder than I intended as streams of cum shot from my rock hard cock, spurt after spurt splashing onto the top of her buttocks and lower back. Some was caught in the frills of my petticoat, which had folded up between my abdomen and her back, and the remaining strings adorned the top of Faith's smooth ass. My knees were weak as the orgasm subsided, and I sighed contentedly as Faith continued to kiss me, gyrating her ass against me and moving her hand in her panties with excited moans.
"You not done yet?" The voice was from the hallway, approaching fast. It was Suzi's, and we became aware of the click of her heels outside, just as the door began to open. Faith stepped smartly forwards, pulling her hand from her panties as the door swung round. My petticoat and maid's dress sprang back into place, hiding my cock, which was still engorged and only just beginning to shrink. My knees were weak, but I had the presence of mind to turn and grab the silver hotpants from the dresser where they had fell at out embrace. "Still not finished?" Suzi stood in the doorway, a quizzical expression on her face. "Your maid is a hopeless assistant!" Faith flashed Suzi a smile. "She takes forever to do anything. Too busy looking at her own appearance in the mirror I think." "Here are the hotpants Madame", I held them out demurely. She pulled them quickly on, pulling the top down over the evidence of my orgasm, before turning to face me. "And I'm sure he was looking at my tits when I put the top on too! Faith did an excellent job of looking indignant. "I think the little slut boy might have been touching himself too." As she said this, she at the same time blew me a sly little kiss, eyes flashing a smile. I tried to look demure, casting my eyes down.
I could feel the cold wetness of my cum on my abdomen and clitty, felt a drop rolling slowly down my inner thigh. "Well I'll certainly punish him." Suzi looked at me meaningfully. "I'll let Jason have him for tonight," she flashed a smile which did not touch her eyes, "he's been dying for a piece of sissy ass ever since last night". "And does that mean I get you all to myself tonight?" Faith turned back to Suzi, stalking sexily toward her, "nobody watching us play?" I watched her ass, hypnotized as it swayed. The silver metallic hot pants were like a second skin, stretching snugly over her buttocks as she walked. I had picked her outfit well. "I can't wait", said Suzi, leaning forward to kiss Faith, who expertly turned to catch it on her cheek to avoid the risk of Suzi tasting my frosted almond lipstick, of which traces surely remained on Faith's lips. "But it's time for desert first," Suzi continued, "Sian, go and fetch it".
Snaking an arm around Faith's waist, they headed for the dining room. Breathing a sigh, and quickly guiding my now flaccid member back into my panties, I followed, a whole mix of emotions rushing through me. I was at the same time relieved that my encounter with Faith had not been discovered, thrilled at the power that being Sian gave me, and finally shaky from the lingering effects of the intense orgasm I had just experienced. I knew I now had to contend with Jason, but somehow the thought did not worry me as it would have done before. I recalled his eyes intently fixed on my hard-on as I writhed on the floor in front of him the night before, and I felt that I might just have more of the upper hand with him than he knew.
VIII.
Jason Still in my maid's uniform, on all fours, I crawled slinkily over toward where Jason stood, my big brown eyes looking up seductively at him through my long false and heavily mascara-ed lashes as I got closer. I watched the evidence of his reaction to my approach, his rock hard erection standing proudly out in front of him as he stood there waiting for me. He gripped himself with the finger and thumb of one hand around the base, his other fingers cupping his balls. He had been holding himself that way through my entire performance, masturbating himself slowly, keeping himself hard, as I swayed and sashayed on my heels, bent over to display my stocking tops and ass, held my skirt up to reveal the tell tale bulge in my panties. The power my look had over him was one reason for the stirring arousal in my satin panties, the other was the sound of Suzi and Faith's lovemaking in the adjoining room, Faith's high pitched gasps reminding me of our brief liaison earlier in the evening. I could see from Jason's look that he had taken my arousal to be caused by the prospect of sex with him and I didn't care. I was no longer the weak one in this relationship.
I reached Jason, and kneeling up and then back so that my ass sat comfortably on my heels, still looking up at the desire intent on his face. I reached to take his erection from him, gripping it as he had between thumb and painted finger, resting my other fingers on his heavy balls. I moved those fingers gently, caressing his balls through the tightly stretched denier of his pantyhose, and at the same time pulling the thin material tightly round his shaft so that it was totally encased. "Do you like how that feels Jason?" I asked breathily. "Would you like me to suck you through your pantyhose now?" "Please, Sian". His voice was almost a whisper until a groan escaped his lips as I closed my frosted lips over the tip of his pantyhose-clad penis. No, it was not I who was the weak one now.
True to her word, after the party had drawn to a close Suzi handed me into Jason's care, citing my failure to look after her guests as the reason I had failed. Of the dinner guests only Faith remained - the others having left in various states of drunkenness - including a very pleased looking Mark grasping his CD-ROM of Sean the sexy boy-girl maid, which showed me in a number of sexy poses, showing off my ass, stockings and even my bulging panties. Once those pictures were shown to my teammates in the soccer team I might as well never show my face in college again. As soon as she had pronounced her verdict on my failure, immediately after Mark and Naomi had left, Suzi entwined herself around Faith while a leering Jason grabbed me by my wrist and pulled me stumbling into the next room. But it soon became clear that he was not about to just force himself on me. Moving to the table he held up a small bottle of baby oil and a pair of the sheerest nude pantyhose, still in their package. He had a plan, and he wanted my cooperation.
It had started as a suggestion that I undress for him and wear nothing but the pantyhose. But inspired by the experience with Faith before, and recalling the look that Jason had on his face the night before, as I writhed in front of him with my feet caressing his cock, I wondered if I could exert more influence here. "You don't like me in this outfit?" I pouted, grasping the hem of my dress and looking submissive, blinking heavily mascara-ed lashes at him for good measure. "But I feel pretty, and sexy, and I like my stockings, don't you?" I pulled the hem of the dress up a little further to expose more of my smooth thighs above the black stocking tops, and allowed him a little glimpse of my white panties, back in place now, but still not quite hiding the bump of my 'clitty'.
"They are nice, you look nice", Jason breathed in hard, his eyes focused on my groin, "but these pantyhose are nice too - very thin - you'll like how they feel." "I know how nice they feel and look Jason; I'm the tranny, remember." I looked him in the eye, "but I feel fine dressed the way I am, thanks." I needed to assert some authority, I felt like I was gaining control. "Maybe another time - unless -" "Unless?" Jason looked up at me. "Well unless you'd like to try them Jason?" I met his gaze. "You see how nice they feel and still have me look like your pretty maid." One look into his eyes and I knew I had him. So that's how I came to be kneeling in front of him, looking up at the bizarre sight of his thickset muscular body clad only in the sheerest pair of nude pantyhose, his thick rod standing proudly out in front of him, stretching the material. And the only thing it had taken was a single suggestion from me.
This was going better than I had feared, but I knew I had to make my power over him complete - make him realize that he was at my command, rather than the other way around. "Did you like my dance Jason? Was it good for you?" the ministrations of my tongue had left the material encasing Jason's cock even wet and therefore more transparent than before. I made it more so by trailing a line of babyoil from the small bottle over the top of his dick as I clasped it around the base with one hand. Discarding the bottle, I used my other hand to smooth the oil along and around him. "Oh you are so hard, Jason," I said in my best girly voice, looking up at him through the thin tendrils of my blonde wig that hung either side of my face. He only moaned incoherently once more as my hand completed another trek down his member and back again. "I think you might prefer boy-girls to real girls Jason," I murmured under my breath, as if to myself.
"What did you say?" He was alert now, and did not look pleased, though his eyes flickered closed as my hand continued caressing his tool. "It's just that you are so hard right now." I said innocently, "and you seem so much to like looking at my clitty - I just wondered." "I'm NOTHING like you, you little fag", he sneered down at me. "This whole thing was arranged so that I could keep Suzi, nothing more. I can't believe that you just take it, that you actually will kneel there and suck a guy, stroke a guy, let him fuck you", Jason was snarling now. "Really Jason? To keep Suzi?" I asked, pausing for a moment to allow a loud sensual moan from Suzi in the adjoining room hang in the air between us. "Well you sure have nothing to worry about honey, it seems that Faith's keeping her warmed up for you."
"You're on dangerous ground." Jason's voice was becoming icy. "I know, sweetie," I continued to massage his erection, which showed no sign that Jason was having second thoughts, "but doesn't it strike you as a little weird that your efforts to keep Suzi from leaving you have ended with her in bed with her girlfriend while you are in here wearing pantyhose with a boy caressing your dick?" He just looked at me, silent. "And enjoying yourself too!" I giggled, giving his balls a little stroke with the tips of my painted nails. I slid my fingers again over his cock, slick as it was with the baby oil. "Have you thought to wonder why you seem to want it so much?" I met his gaze squarely.
"This wasn't MY idea was it? It was something that Suzi and you dreamed up. And as I recall, it was actually YOU who suggested that she find a boy pretty enough for you to sleep with no?" "You've not resisted us at all," his eyes burned into me, "you've just gone along with everything. You like it. One time you were drugged for sure, but I saw your erection when you were dancing for me just now, and yesterday when you rubbed your feet on my cock - you can't deny that." "I like the way I look, and the way I feel when I'm dressed like this. That's what being a tranny is". I met his gaze, still kneeling in front of him, hand grasping the base of his shaft. "I don't find you sexually attractive - but seeing the way YOU look at ME, Jason, well the power is a turn on." "What do you mean?" He was getting angry. "You didn't just SEE my erection those times, Jason, you STARED at it. You could not take your eyes off it could you?" I continued to move my fingers along his rock hard shaft as I spoke. "When I was dancing just now you moaned when I flashed it - not when I looked demure and girly, but when I showed it to you."
My fingers continued their dance along his rigid penis. "And yesterday, when Suzi was fucking you and told you to imagine touching me - you just came there and then didn't you? You could not control it." "Shut the fuck up you little faggot" Jason's frown was turning uglier. "What's the matter Jason, am I too girly for you? Is that it? Or have you finally admitted to yourself that you actually want to do the sucking?" I pressed on. "Would you like ME to be the boy? Is that it? You like wearing pantyhose like a girl don't you? It took just one suggestion from me for you to put them on your hairy legs yourself. Maybe you want ME to be the boy tonight?" I reached down and pulled one of my breast enhancers from the front of my corset in the maid's dress. "I can make myself look more like a boy for you, if that's what will get you going?" As I reached for the other breast enhancer, Jason grabbed my wrist, pulling me to my feet.
"Say one more word you little shit and I'll hit you so hard." His voice was a hiss. The second breast enhancer fell to the floor between us, leaving my chest smooth and flat and boyish. As I stumbled for balance on my heels, our bodies came together briefly. "Still so hard Jason?" I pushed my bare thigh against his cock, still erect and straining against the thin material of the slick pantyhose, "but now I look so much less like a girl. You must want a boy really no? Or is it something in between male and female that really does it for you?" With my free hand I pulled my blond curls from my head, revealing my pink pixie cut hair. "Is this better? You like me to be a little boy- girl for you, like last night?" I pushed my thigh harder against his slippery erection, feeling it pulse against me. "I SAID SHUT UP!" Jason suddenly pushed me hard by the shoulders, and I stumbled backwards, losing my balance and falling. Fortunately the couch was behind me to catch my fall, and I sprawled onto it, the wind slightly knocked out of me. Jason stood, shoulders heaving, anger across his face.
But his stiff cock belied him, and I knew I was winning. Pushing that thought from my mind, I looked up at him seductively again, through long lashes. "Oh you DO want to be the cocksucker now?" I said coquettishly, raising the hem of my maid dress and petticoats, revealing myself to him. My cock was semi hard in my panties, my arousal at the power I had had while dancing for him and stroking him through the pantyhose had ebbed during the confrontation, and that suited me fine. "I'm sorry that I don't find you as exciting as you find me Jason," I said, indicating the modest bump in the front of my panties, "I really do prefer girls you know. But maybe you'll be a natural and be able to excite me anyway.
Shall I try and get myself hard for you - I'm sure that's what you want no?" I reached for my panties. "I'm not gay you little fucker!" Jason hissed as he stepped forward, and leaning down to grab my arm again he spun me around, twisting my arm behind my back and pushing my head forward onto the couch. I was kneeling on the floor, bent over the couch from my waist, head pushed into the cushions, ass raised into the air. I felt the pull of my stockings on the garters of my corset as I bent over, the grip of my corset around my waist, my clip-on earrings dangled against my neck. I gasped as he jerked my arm suddenly behind my back. "You are going to pay for saying all that shit", he growled as he positioned himself behind me. I knew what was coming, and I knew it would not be gentle.
I had managed Suzi's slim dildo the night before, but this would be a different proposition. It happened quickly. He pushed my maid dress up over my ass, and ripped my satin panties off with a jerk of his hand. I heard the pantyhose ripping as he tore an opening for his cock, and within seconds his cock slid over my ass, between my cheeks so his balls rested against me. "You going to fuck your girlfriend's tranny ex-boyfriend to prove to him you aren't into boy-girls?" I taunted him, and I was rewarded with a sharp twist of my arm, but I pressed on "Are you sure you don't want me to turn over so you can see my cock while you are pumping my ass?" "SHUT, the fuck UP!" his voice was venomous, and releasing my arm he positioned the tip of his cock against my entrance. His member felt smooth and slick against me, and internally I breathed a sigh of relief that I'd smothered him in oil earlier. He pushed forward and I tried to relax, his tip suddenly pushing inside my asshole with a sharp explosion of pain that made me moan involuntarily. He was so much wider than the dildo.
He held me there, breathing hard, not moving for the moment and as the pain subsided I began to feel the strange mixture of fulfillment and pain as with the dildo the night before. My ass felt so much fuller though, and when he thrust it was going to hurt like hell. But I needed to do this to win, and I sensed that he was already close, had stopped because he was already about to cum. "Get it over with then" I gasped at him, and pushed back at him. "I bet you cum with excitement before you get it all in". With another explosion of pain I felt him push forward - his cock was now half buried in my ass. He felt twice as wide as the dildo had the night before and I felt I would split in two if he entered anymore.
I could not prevent another moan, deeper this time, escaping my lips. He pulled his cock out to the tip, ready for another thrust, and I felt him quivering on the verge of his orgasm. My ass was still painful and I couldn't imagine taking another thrust - not if I wanted to walk again. I had to make him cum quicker. So before he'd recovered his composure from his first push I anticipated and reached between my legs with one hand to catch him around the shaft and enclose his oil-smothered balls with my fingers. I edged my thighs forward, so that the tip of his cock slipped out of me, and then slid my ass back against him, smoothing the underside of his cock with my hairless ass, caressing and stroking his balls with my fingernails. I felt him tense at the feeling of my fingers on him - I needed to finish it quickly. I released his cock and balls, allowing them to slide, slick with the oil, over my smooth butt, grinding it against him. Hearing his sharp breaths, I knew he was close and I grasped my own semi-erect cock and pushed it back between my stocking-clad thighs.
Now as he pushed against me his balls grazed my 'clitty'. I was becoming harder despite myself and I needed to end it. "Do you feel your cock against mine Jason? Don't try and tell me that's not good for you?" I switched back to my girlish voice. "Oh God!" was all he could manage. Knowing that his cock was against mine had done it. I felt the orgasm pulse in his balls, and his low moan came momentarily before the first spurts of his load streamed over my ass and back. I reached back to caress and milk his sac with my fingers and pushed my ass and my boy- clitty against his rigid cock as jet after jet of hot jism splashed over me. His groans continued, gradually becoming quieter as his orgasm was spent. He released my arm, sitting back on his heels, panting from his exertion.
I pushed myself up from my bent over position and turned to sit on the floor, back against the seat of the coach. I drew my knees up to my chest and hugged them with my arms to keep them together and my modesty intact. My ass was tender from Jason's semi penetration, but not nearly as bad as it would have been had his second thrust hit home. I felt the wetness of Jason's cum cooling on my back and ass. I looked at him. "You're more turned on by me as a boy girl than any girl, admit it." He regarded me warily, still breathing in fits and starts, but still said nothing. "Well I don't fancy boys," I said, "so don't you think you'd be better off exploring that with a boy who actually wants to fuck you?" I raised my eyebrows. "There're lots of boys who would love a man like you. I'm sure a lot of them will dress up for you if you ask nice". "I guess." He said weakly. "Goodnight Jason", I said. "You should sleep here.
Don't come into my room alright?" "Alright," he nodded. I left him kneeling there, flaccid cock protruding from oil slicked pantyhose. My ass was sore, and Jason's cum was wet and cold, sliding down my back and rear cheeks. I teetered delicately from the room on my heels, heading for the spare room. Despite my bedraggled state I felt elated inside. I had really turned the corner now. Things were not going to be the same for Jason ever again, and Suzi's humiliation of me was going to cost her her boyfriend. But I wanted the cost to be more than that for her - I was going to make sure that Faith left her too. IX. You gotta' have Faith I kicked the heels off my feet in the spare room, and felt the muscles in my feet protest as they were forced back into their typical position. I felt grubby and so I decided to clean up and shower before getting some sleep. I took a long last look at my cute, though slightly bedraggled French maid appearance in the mirror of the dresser before shuffling out of the black satin and white lace trimmed garment, peeling my stockings and underwear off, and finally standing in my black corset alone, cleaning the bulk of my make-up off with a little cleanser.
Traces of my heavy eye-make up clung afterwards to make my appearance remain quite feminine, and I enjoyed my ambiguous appearance for a moment - not fully Sian but a long way from Sean. The rest would come off in the shower I thought, running my manicured nails through my short cropped pink hair, and my nails would be good for another day. It only occurred to me later, as I smoothed my hands over my hairless naked body in the shower, that with that last thought I had mentally signed up to remaining Sian for the following day too.
The realization did not trouble me - this was me now, my decision. Besides, to lure Faith away from Suzi I'd need to be at my girlish best - I was never going to get anywhere as Sean. Feeling human again, wrapped in a huge fluffy towel, I began to rummage through the spare room drawers in search of something for bed. "You could try wearing this," a voice said quietly behind me. I turned round to see Faith, framed in the doorway, light from behind, wearing only a translucent cream short nightie, with spaghetti straps. Her lithe body was obvious beneath it as the light shone through. I looked but could not make out her face, nor what clothes she was referring to - only her divine silhouette.
"Wearing what?" I said, my heart beginning to race a little. She looked so sexy, that I felt myself begin to respond beneath the towel. She stepped forward and closed the door behind her, allowing the light in the room to take over and reveal her pert breasts, nipples hard against the thin material, and her wicked grin. "This," she said, shrugging her shoulders to allow the nightie itself to fall to the ground around her feet. "I think it will look a lot better on you than that big fluffy towel that hides all the interesting bits". She dipped quickly to scoop up the delicate garment and tossed it quickly over. "I'll be waiting in bed sugar," she said, stalking over to the big bed, "slip it on and join me if you want, but don't be too long". "I just took my make-up off", I said weakly, "I look like a boy" "Not so much," she giggled, sliding between the sheets, "but if you want why don't you pick out a nice pink lipstick to match your hair. I like the taste of it." "What about Suzi?" I said. "She's sleeping. She always drops off way quick after I fuck her pussy with the strap on. I faked it while she was doing me before that because I decided I want your cute clitty in me when I cum tonight.
Hope you are getting nice and hard." I dropped the towel to the floor, thrilling at Faith's cooing admiration at my rigid clitty. I slipped the cream camisole over my head delighting at its divine silky feel, falling just low enough to cover my butt behind, and standing out over my hardness in front. Almost unconsciously I grasped my hardness through the material as I would tend to when dressing alone, sliding the silkiness of the garment against me and closing my eyes at the intensity of the pleasure. Faith was sitting up in the sheets now, and I could see that her hand was moving between her legs. "Hey cutie, quit teasing me and come over here", she flashed a wicked grin in my direction. I quickly picked out a pink lipstick and leaned forward on tiptoes over the dresser to get close enough to the mirror so that I could apply it. The flimsy nightie rode up over my ass, revealing the smooth globes of my buttocks to Faith.
I smoothed the color over my lips, delighting at how even that small addition enhanced the femininity of my face, and pouted experimentally in the mirror once or twice to enjoy it. Suddenly another face appeared in the mirror, just behind my shoulder and delicate slim arms snaked round my middle. Faith pressed her lithe body up against mine from behind, placing her hands firmly on my chest, flatter now that I was without the assistance of a corset. Her palms pressed against my nipples through the slippery material of the camisole, and tingling sensations shot through my body to my groin. Faith began to nuzzle my neck, still pushing her abdomen against my ass, her tits pushed up against my back, moving her body rhythmically against me. "Trouble with you tranny girls is that you're so obsessed with looking pretty that you forget you have company" Faith giggled in between butterfly kissing my neck. "What does this real girl have to do to get your attention huh?" She pushed against me some more, and now I could feel her hard nipples on my back.
I turned to face her, allowing her to continue to grip me around my middle, and met her pretty mouth, painted dark red, with my freshly colored pink lips. My rigid clit was pressed against her tummy, and her nipples were hard against mine as her breasts were crushed between us. She allowed my tongue to probe her mouth, flicking her tongue in turn, over and round mine. Linking her arms behind my neck, a sigh escaped her lips as our mouths parted briefly, and suddenly urgent, I reached down to lift her, my hands under her thighs.
She jumped easily into my hold, wrapping her legs around me behind my ass, and bringing her wet pussy into contact with my cock. She was light as a feather, or I was high on adrenaline, and I quickly stepped over toward the bed, allowing her down to sit on the edge, legs astride. "Mmmmm my beautiful boygirl," she purred, "soft lips but strong arms, smooth legs and smooth ass, small tits but big eyes!" She put her hands on my sides, just above my hips, pushing the nightie up and away from my cock, which stood out rigidly from my groin. "Slim waist and slim hard clitty", she said, before leaning forward and deftly catching the tip of my cock between her lips. I gasped at the intense sensations as she allowed the head of me to slip into her soft warm mouth, watched her deliberately slide her head forward, my erection disappearing gradually inside her mouth. I could feel her tongue playing on the underside of my cock, and I could not imagine that she would be able to take me all. Though I am not huge, there did not seem to be room in Faith's delicate mouth for my swollen clitty, but somehow she managed to do it, her lips gripping me at the base of my shaft.
She looked up at me through long lashes as she slid her head slowly back, leaving my hard-on glistening with her saliva as she retreated. "That's just a preview" she said, looking up at me, "and to get you all wet and ready to come inside me". I said nothing, and simply fell to my knees in between her legs.
Putting a hand on each of her thighs, I pushed her legs further apart to reveal her pretty delicate pussy. Knowing my intention, she began to moan even before my soft mouth met her wetness. I pushed my painted lips against her, pushing for her clitty with my tongue, and finding it quickly I began to lick and caress it carefully, delighting at her musky aroma and the gasps of pleasure. I knew that I was not a bad pussy-eater as a guy, but I had always treated it more as a means to and end. After all, how could I expect a girl to go down on me if I would not reciprocate? But this was different. I had never had the chance to be a lipstick lesbian pussy- eater before and it changed everything. I was suddenly a pussy hungry slut, and I wanted the taste more than ever before.
I probed and lapped and pushed my tongue inside her, delighting at her moans and heavy breathing, feeling the quivering through her body as I brought her closer and closer to orgasm. Her taste was divine, and her pleasured moaning kept my own boy clit rock hard beneath the silky camisole. Though I held her thighs apart as I ate at her, she contrived to add to my excitement by bringing her feet together on the floor beneath me. I shifted my knees apart to allow myself to rest on her feet - and was rewarded with her moving and grazing her toes and arches over my balls beneath the camisole. As she I looked up at her occasionally to see her face, eyes closed in delight, and her pretty fingers which gripped and pinched at her own nipples. She tried to be quiet but her orgasm gripped her so intensely that she cried out, muffling the sound by clamping the back of her arm to her mouth as she arched backwards onto the bed. I continued to lick gently at her clitty, not ready to stop yet, and pushing my own hardness against her feet to maximize the tingling sensations running through me. Soon she sat up again, grabbing my arm and guiding me up onto the bed next to her.
She kissed at my face, licking at her own juices which covered my lips and chin, pushing her tongue into my mouth urgently. "I've never been eaten like that", she confessed, still breathing in sharp breaths, "not by a guy or a girl. You're my angel tranny boy". "I want more", I said. "Me too," she replied, reaching down to grasp my quivering erection in the folds of my camisole, "but let's wait until there's a nice treat for you to lick out of me, yeah?" I didn't need to be asked again, and we quickly wriggled into position, her sliding onto me, pushing my camisole up round my hips to reveal my rock hard cock, which she gripped around the base while she shifted up and above me, guiding me against the wetness of her pussy lips. She was so slick from her orgasm that I slipped easily inside her as she settled down onto me, her muscles immediately rippling as they encased and gripped me, and a low moan escaping her lips as the full length of me pushed inside her.
I was in heaven. "Slowly," I gasped, my pent up excitement bringing me to the edge of an immediate orgasm. I breathed deeply, allowing the intensity to subside, wanting this to last. "Of course doll," she murmured, "whatever you say". And we were still for several minutes, our only movements confined to the pulsing of blood through my engorged clitty, and her occasional squeezing of her pussy muscles.
She slowly leaned forward and we kissed intensely, tongues entwined, soft painted lips alternately pressing together and brushing over one another, the taste of our lipsticks mixing, and merging with the lingering flavor of Faith's musky juices. My cock pulsed inside her pussy, which encased me and gripped me as we kissed, and I still didn't move except to run my hands over her shoulders and back, over her ass and thighs, occasionally turning my fingers to graze my long nails on her skin. "Ready, sweetheart?" She broke her kiss to whisper to me, eyes locked on mine, "I want to feel your cum explode in me". I nodded as she returned to sitting up astride me, and I reached up to take her breasts in my hands, gripping her hard nipples firmly between my fingers.
The sight of my painted fingernails on her breasts amplified the feelings in my groin, and I delighted to see her begin to gasp and moan once again. "Pinch them harder honey", she demanded, beginning to shift her weight up and then down again, sliding her pussy up over my cock before settling back down again, lifting herself a little further each time. "Harder", she insisted, "make me feel it in my pussy". I did as she told me, sure that my tight grip must already be hurting her. "More"? I asked. "Yes, harder you bitch", she almost hissed at me, moving her hips still higher each time she raised them and plunged onto me. Her face was flushed, and I realized that I might make her cum again, which excited me more. I was arching and writhing beneath her now, raising my hips as she moved up, maximizing the time my cock was inside her slick pussy, relishing the tight grip of her pussy muscles as she squeezed them around me. I was rapidly approaching a climax, and I so wanted her to cum again. "I'm going to cum," I breathed, barely able to get the words out. "Give it to me now, I'm so close" her reply was more a moaning rasp. I gripped her nipples with my long painted nails instead the flats of my fingers, and was rewarded by an exhilarated gasp as her second orgasm began to consume her, again muffled as she clapped her arm to her mouth.
She bucked on me as she came, reaching behind her with her other arm to enclose my balls in her fingers, caressing their smoothness with her fingers and nails. It was enough to send me over the edge, and I writhed under her, my hips pushing me off the bed, back arched, as I pumped my hot cum into her pussy. Pulse after pulse I shot into her, the intensity of the release spreading from its center in my abdomen right through my body, and I could not prevent the high pitched moan escape my lips, thrilled still in the midst of my climax at how girlish I sounded, and remembering too late to stifle it. Eventually we were both spent, and our movement stopped, Faith collapsing forward to press her mouth once more on mine in a sensuous, slow kiss. I lay there letting her touch her lips to mine with gentle pressure, flicking my tongue with hers. I slowly shrank within her, but was reluctant to end our joined state.
We lay there for several minutes, perhaps longer, recovering from the intensity of what had just passed. When the quivering subsided, Faith slowly moved off me, rolling gently to one side, allowing me to ease from her. We lay facing each other for a time, she with her hand on my side, mine on her ass. "Tired honey," she whispered, "or are you ready to clean me out like you promised before?" Her eyes were still bright with excitement. I was tired, but at her words a pulse of excitement tingled in my groin - I craved her pussy again. "I never break a promise," I said. "I kept my legs tight shut, to save it all for you," she whispered urgently, "lick it out of me baby." "Mmmmmm, I can't wait," I said, beginning to adjust my position. "Do it slowly, hon." And then I was back in heaven, nuzzling her legs apart and deliberately and slowly licking at her pussy lips, her clit and pushing my tongue in her to taste her sweetness, mixed with traces of my own salty jism.
She murmured contentedly as I worked, gently moving her hips to a rhythm, savoring the experience. We were in 69 position, and it was not long before my own little clit began to harden, whereupon Faith quickly enclosed it in her mouth. Initially I was only semi erect, and the feeling of growing and hardening in her mouth was exquisite. Soon she was bobbing gently and carefully on me, tonguing the tip and underside of me, as slowly and deliberately as I was licking her. It was gentle, sensuous and slow, building gradually in intensity over what seemed ages, until we both climaxed again, her a little before me. I was sure I had spent myself before, but I managed to jet several more streams of hot cum between her soft lips as my orgasm took me. How long Suzi had been standing there neither of us knew.
We noticed her only when we kneeled up so that Faith could share my cum with me in a long kiss. I was enjoying the taste of it, mixed as it was with Faith's and my lipstick, and warmer than the portion I had just licked from her pussy. Suddenly we were both staring at the open door, Suzi standing looking at us, expression unreadable with the light behind her. We were caught, both kneeling, asses back on our feet, embrace half broken, each with a share of my ejaculation in our mouths. Faith looked ashamed, but defiant. I was exhilarated. I couldn't see her face, but I didn't need to. Faith was Suzi's lover, the girl that she had gone to great lengths to keep. When she discovered that I had gotten to Jason and turned him onto trannies instead of girls she would likely not care, but seeing her lover Faith sucking on her transvestite ex-boyfriend's dick had to hurt. A lot. She had caused the whole thing.
She had exploited her knowledge of her ex-boyfriends secret dressing habit, tricked him and drugged him into servicing her current boyfriend to win a bet, all to keep Faith. But she didn't stop there, and had blackmailed and humiliated him, forced him to dress as a maid and serve at her party, all the while threatening him with outing his dirty little secret to his friends and family. Now the consequences of those extra cruel steps were hitting her. Hitting her hard. Her actions had freed him, turned him into himself, and had made him stronger than her.
Chance had had a lot to do with it, but he had taken Faith from her. Saying nothing, Suzi walked out. The door slammed behind her. "Suzi, wait", Faith called, but she did not follow her. "I'm guessing that my family and friends are about to get one of the more interesting emails that they've had before", I said quietly. Faith looked at me, gazing intently at my face. "You don't care, do you?" she asked. I was calm inside, "well there would have been better ways for them to find out, but at least it is done," I sighed, "I'm not Sean anymore.
Suzi has given me that, and despite everything, that is good. I won't be facing people for a long while, but my direction is clear now." "What about me?" she asked. It was impossible to read her expression. "I don't know. Do you? I just had the best sex of my life, but who knows? We were both horny, a little drunk. Do you know you don't want to be with Suzi? Are you sure that you want to be with me? Maybe there's someone else out there?" It all seemed so much clearer when I said it than I was feeling, but it seemed right to me. How could I be in love with Faith? Maybe I would be, maybe not. "We don't know yet do we?" "You are right, we can't know", Faith agreed, "but for the record yes, best sex ever!" she giggled, and the confident, sexy, wicked Faith was back. "I'm sleeping here tonight, okay?" "I'd like that", I said. "And in the morning I know I'll be horny again" her eyes were bright and inviting. "Me too!" I giggled. We kissed a little, lips only this time, and curled up together to sleep. X. What goes around comes around. It was a packed night at the GAS Chamber, the tranny club had really taken off in the months since I'd first heard about it from Faith.
Camp 'easy listening' lounge tunes floating through the PA above the hubbub of the 'quiet' bar, upstairs from the main dance floor. The girls working tonight had decided it would be 'Barbarella night', basically an excuse for lots of tight silver Lycra and PVC, and a big dose of seventies glam. I had splashed out, having made big savings over the recent month in rent by moving into a new apartment. It had taken me a while to find a roommate who I felt comfortable with - and who would be okay with my dressing - and I had finally answered an AD in the local pink pages to room with Stefan, a gay guy just a little older than me. The rent savings were huge, and I had splurged on lots of new gear for my wardrobe. Though I did not dress full time, I now spent a LOT of time as Sian, and only a little as Sean, and most of my spare cash went on clothes and make-up. For Barbarella night at the GAS Chamber I wore my new silver platform heeled boots, which were skintight and reached to the thigh, leaving several inches of smooth tanned leg on display between their tops and my shiny silver Lycra hotpants.
My arms were also clad in shiny metallic silver, Lycra 'gauntlets' that hooked around one finger reached to just below my shoulders. A sequined sparkly halter-top completed the ensemble, stretching over my slim waist and modest cleavage, created by my tightly laced corset. I had been working out to flatten my tummy over the six months since the events at Suzi's, and pretty soon I'd be ready to go without my corset and show off my tight abdomen - I had bought a couple of new sexy crop tops for the occasion. In the spirit of seventies space glam, I had over-the-top make up, featuring metallic blue nail polish on my long and shaped fingernails (my own!), which matched my lipstick. My eye shadow was dramatic dark purple and gray, and I had the usual thick eyeliner. Silver glitter blusher made my cheeks sparkle subtly, and framing my face was a crisp short blue bob wig. I felt a million dollars, (and I thought I looked it too).
I was excited, as I always was when dressed, but the excitement manifested only as a warm feeling in my groin - my maleness was safely 'tucked', as I always kept it for work. Though initially the GAS Chamber was fetish TV night where anything used to go, it gained such popularity it had become a popular and respectable 'alternative scene' club night, and was often the venue for 'straight' hen nights and stag parties, as well as continuing to cater for the gay and transgender crowd. The 'girls' were mostly still not really girls, but the illusion needed to be complete, and that meant no bulging panties. "Your order for table two, Sian sweetie", said Maggie, the pretty drag queen who was the assistant manager, and who had given me the job four months ago "and when you're done there can you cover table seven for Simone? Her ex-boyfriend just showed up with another guy and she's out the back in floods of tears.
She'll look like a panda when she comes back so you might need to cover that table the rest of the night". "Sure," I said, looking over at the big party at Table seven, and trying not to curse my luck - the table was easily twice as much work as the others. "No problem at all," I picked up the tray, smiling sweetly, and reminding myself I was lucky to have the job at all, I headed to table two. Table two was a group of four - two couples celebrating something or other.
One of the guys had felt up my ass when I took their order, making a big joke of it to his girlfriend. I knew the type though, and I had a bet on with Cindy the DJ that he'd find an excuse to leave the table and corner me at some point of the evening. I'd got used to fending off that kind of attention, and the silver lining was that it usually meant I'd get a good tip. I served the drinks and this time escaped with nothing more than a hand smoothed over my thigh - secretly done this time (I knew it! Cindy would have to pay up) - and headed over to Table seven, a rowdy mixed group celebrating a birthday. "Hi all, sorry for the wait," I announced through my best smile, "I'm Sian and I'll be serving you from now on" Balancing expertly on my heels, I batted my false eyelashes at them. The orders started to come in, as I turned to each one and I prayed I'd remember them all (there were at least ten of them there, and I was still quite new to this).
I was just thinking I'd lucked out when four of them decided on a bottle of champagne to share, when my mind blanked, and my stomach flipped into my mouth. "Sean is that you?" it was the girl next to order who spoke, and she was the reason my mind had blanked. It was Tanya, my ex- from what I now thought of as my past life. How had I not noticed? I realized that I had already taken orders from friends of hers that I had known before. They had not read me, but Tanya had. Now their eyes turned back to me, their looks more searching. But my eyes were fixed on Tanya's even stare. "Sean?" Tanya asked again. Her tone was even, impossible to read.
"God it IS him!" a voice said from somewhere, "unbelievable!" "Who?" said another. "Shhhh," hissed a third, "it's her ex!" "Oh God, really!?!" the second voice again. A couple of other people began to speak, but were hushed quickly. The table was silent. "Tanya," I murmured. "It's you." I did not know what else to say. She looked at me still. "You look," there was a pause, still I could not read her mood, "different." Her eyes flashed a challenge as she said it.
The tension was broken and some of her friends exploded with laughter and astonished gasps. "I guess I do," I replied, my girly voice had become second nature over the last months, but it was huskier than usual now. "Well, Si-an," her eyes met mine, as she let the female pronunciation hang in the air for a second, "I will have a vodka and tonic please." There was more laughter. "Of course." I nodded. "And maybe if you have time an explanation?" She looked at me evenly again. "I guess I owe you that," I said meekly. "I would say so, Si-an, yes," she said, still holding my eyes with hers, "though I suspect that I can guess at least some of it" Her eyes traveled up and down my body.
Once again barely suppressed giggles rose from her companions. "But first I think you should bring the drinks." I quickly took the remaining drink orders, my face beginning to flush a little at the giggles and searching looks, my heart thumping from the adrenaline rush. It had been a long time since I had seen most of the people I had known as Sean, and I was not used to being scrutinized. I clipped away, acutely aware of the eyes on me as I left. "Did you hear Tanya?" a voice was saying, in amazed tones, "she was SO cool." I had to agree, Tanya had looked totally unfazed. Which was more than could be said for me. My stomach was still churning after the flips it had done, and I was confused. She didn't know. I had thought she must know because Suzi had sent the email all those months ago.
Suzi had been as mad as hell, I had just assumed all my previous friends (and my mother, cringe!) had received that shocking news through a graphic email a little after the events the night of the dinner party. She clearly hadn't known, which meant Suzi couldn't have sent the email. I was confused all right. "You look like you've seen a ghost hon," said Maggie, as I arrived at the bar, "everything all right?" "Fine," I said distracted, "just ran into an old friend."
"Well I can't afford to lose another girl tonight," she fired quickly back, "so I hope you aren't planning to do a Simone on me!" "No Maggie," I said, "I'll be fine." "Good, because Simone has gone for the evening, and that means we need someone to fill her slot for Miss Coco. Are you up for it? I know you know the moves, sweet, I've seen you practicing them." I was thrilled, the recent events pushed from my mind. "Of course!" I cooed, "thanks so much Maggie!" "S'okay girl," she smiled, "you'll be fab." So I did my lip-synching, swaying, wiggling best as part of a troupe of backing 'girls' to the fabulous Miss Coco's cabaret. Maggie was right that I knew the moves -
I'd wanted to be chosen as one of the dancers as well as serve ever since starting the job - but this was my first show and I was especially nervous because of the unexpected guest in the audience. I could see her watching me intently throughout the two numbers I was in, and I was thrilled to see her laughing and clapping as much as anyone in the room at the end. I was on cloud nine as we came off the stage to tremendous applause, wolf-whistles and some cheering. "Sian!" As I headed to take a breather out back before going back to my tables, I heard Tanya's voice behind me.
I turned to face her, she was smiling, but her eyes were serious. "Hi Tanya, just getting some fresh air" I said. "I'm getting huge brownie points for knowing one of the dolls in the show!" she said warmly. "You guys were great," she paused, "no pun intended - I mean 'guys' in the general plural sense!" she laughed. I laughed too. She always made me laugh. "Thanks, it was my first time!" I was so proud. "No way! I would never have guessed." Still the serious eyes, despite the joking "seems I'm not so good at guessing with you." She looked at me directly, and I knew this was the conversation I thought I would not have to have. "Tanya I," I began, but she cut me off. "I just didn't realize you were gay Sean.
I understand it must have been hard to tell me - but just cutting out and saying nothing?" She looked hurt. "I'm not gay," I said, "I just like to dress up." "You're not gay?" she looked surprised. "No. Most trannies aren't. I still like girls." I laughed weakly, "so much that I spend half my time looking like this." I suddenly became acutely aware of my outfit, the tightness of my hot pants, my corset, the way the back of my bob brushed my neck and the smell of my make-up, the taste of my lipstick. "And you couldn't tell me?" "I didn't know how." I sighed, "I didn't want to lose you, and so I kept it secret. I'm sorry, I should have told you." "But why disappear, leave school?" she insisted. I sighed again; this was going to be hard. "It's a long story". "Well I think you owe me," she said firmly, "when are you done here?" "At one" I said. "I'll be here," she said. As she turned to leave, two of her friends appeared from the bar. "Tanya!" the girl shouted, "there you are! You have to come and see. Lee's getting screamed at by Meghan because he said your ex has better legs than she does!" Tanya turned to me. "I told you you were a hit with my friends," she said "looks like you have another fan in Lee!" I grabbed her arm before she left, "what about you? You haven't said what you think of it." "You have a lot of explaining to do," she said, "but I still see the sweet guy I was with under all that, so I'm going to at least hear what you have to say." And she was gone.
We met for a drink once my shift was done, and the whole story of those two evenings came out. Hard though it was to tell it, I left nothing out. From my arrival at Suzi's ready for an evening of cross dressing, through her betrayal and blackmail, to serving at her dinner party dressed as a pretty French maid, and finally my discovery of myself in Sian, my taking control of my life. Tanya pressed me, and I was unable to meet her gaze as I described how I knew from the outset that what I did was a betrayal of her.
She needed to hear that I knew it, but most of all seemed angry that I did not bring myself to tell her in the first place. It became clear that despite Suzi's threat and bluster, she had never sent any emails of my humiliation. I guessed that the fight must have gone out of her once she realized that Jason had been turned to boy girls and that she might lose Faith. Though I had accepted my new guise with relish, I had lived the last months afraid to call home, avoiding all my previous ties, and now I knew that my secret had actually not escaped as far as I thought (I realized that Mark's little video of me must have remained for his personal use only, rather than being shown around, and I wondered whether he might be headed the same way Jason had, or dressing up himself by now).
Her most close questioning was about Faith. She'd spared me the embarrassment of describing my encounters with Jason, and forced me into just a little more detail when describing the times that Suzi had kissed me, jerked me off. Her reaction to this had mostly been indelicate comments about Suzi's character. But her reaction to hearing about Faith was different. Her eyes were intent as I began to describe our encounter in the coffee shop, and when I moved to skip ahead she stopped me and made me tell her everything. I blushed and protested, but she just insisted that I owed her, and I couldn't dispute it, so the details came out, nothing missed.
Describing it again began to arouse me, despite myself, and inside me I knew it was arousing Tanya too. Her wide eyes had a burning anger in them, but also envy and desire. I knew that she was getting turned as I talked. She pressed me just as closely in describing our encounter in Suzi's bedroom while the party was going on, and flushed red though I was in being forced to describe it, a similar flush was taking hold of Suzi. Not embarrassment, but excitement. I was not doing well, my cock was struggling in its restrained state, blood rushing to it but having no outlet. Finally I had to describe our night together, and though Faith's eyes still burned, it was not obvious that it was anger that was heating them from within. The heat in my face was also less from embarrassment and more from arousal at my tale.
I lingered describing how I had enjoyed eating her, relishing Tanya's open desire at hearing me describe myself as a lipstick lesbian pussy-eating slut. "Well you were good when you did me, but I don't recall you asking for more", she laughed, but the door was open. "Sean was good, Sian is better. Sian cannot get enough." I told her evenly. "I see" she looked at me directly, "but your story is not done." She was moving on, but everything had been in her eyes. I knew I had registered with her. She wanted Sian to lick her pussy, and she wanted me to know.
The realization hit me, and my stomach flipped over. I so wanted her. I described the rest of the night for Tanya, she continued to prompt me for more details, but this was more an elaborate form of foreplay. Tanya had contrived to rest her hand on my upper thigh, just below the hem of my hotpants, and as I talked she stroked it gently back and forth. We were in a quiet corner of the club, behind a table, and so it was discreet. As she pressed me for more and more details, so her other hand began slowly to undo the buttons that kept her long denim skirt together in the front.
With each button undone, more of her smooth creamy thigh became visible, above her black knee length boots. Soon, she was unbuttoned to a point where she had easy access to her panties, and as I described Faith's orgasm, bucking on top of my writhing body, Tanya's hand began to massage the front of her skimpy briefs. Taking her hand off my thigh for a moment, she grasped my wrist and placed my own hand directly between her legs. "Feel me, I'm so wet," she said urgently, before returning her hand to my hotpants, this time directly between my legs.
She registered a moment of confusion, "you not excited?" "I'm tucked," I said, laughing, "and so excited that it's uncomfortable!" She laughed too. "Can I 'untuck' you?" "Not here," I said, "I work here, and they don't approve of the waitresses making public displays". "You're a showgirl now Sian", Tanya giggled. "Even more reason to go somewhere private," I paused, "if you want that is?" "Yes, but I need to know some more things". "Yes?" I replied. "I need to know you're not with Faith, or anyone else right now." She looked suddenly serious. "I'm not. Faith and I slept together a few times over the last few months, but she has a new girlfriend now. They had me serve their party one time recently, and the three of us ended up in bed, but I'm not with anyone." This was the real test, despite all the petting up to now. I hoped that my new lifestyle would not freak her out. She considered for a moment. "Cool. Maybe I can come next time?" she had a wicked glint in her eye, a cute smile on her face. Suddenly I realized why Faith had been so attractive to me.
"Let's go then." Tanya could not wait for somewhere private. She deftly 'untucked' me in the taxi on the way back to her place, and caressed me gently through my hotpants while we kissed on the back seat, oblivious to whether or not the driver could see. My hand stayed in her panties through that time too, slipping one finger in and out of her wet pussy, massaging her clit for the whole ride. We were barely through her front door before I asked to lick her pussy, but she insisted on having me do it after I'd cum in her first. She kneeled in front of me in her hallway, while I teetered on the heels of my white go-go boots, my hotpants pulled down around my thighs.
She had to kneel up to reach my rigid cock, which she just loved to call my clitty once she realized I liked it so much. She licked and kissed my shaven balls, smoothed her lips over me, caressed the tip and head and slathered me with saliva, not letting me cum, and all the while one of her hands worked at her own pussy. Then she kneeled an all fours right there and had me enter her from behind, shunting back against me urgently, still touching and massaging her own clit with her delicate fingers. She always liked to masturbate herself when being fucked, and I loved it too because she would extend her fingers to caress my cock and balls as I stroked in and out of her tight slit.
She came in just a few minutes, her orgasm crashing over her like a wave. She was loud, arching her back, clenching her pussy on me as the climax hit her, and combined with her fingers on my balls, this brought me off too. I pumped jet after jet into her, and with each spurt I knew that I had more to lick out and I loved it. Tanya turned quickly onto her back, looking up at me with her pretty eyes, which were fired with challenge. "Now let's see if Sian is as good as she claims. I want it all licked out of me". It had been a while since I'd been with Faith last, and I needed no second invitation. Tanya's pussy was like honey, and I kissed licked and ate it as if I would never get another chance.
She came three times more, the last time a delightful combination of my tongue on her pussy and clitty, her fingers on her clitty, and my tongue and lips sucking her fingers. Only then did she concede I had not bragged, and we retired to her room where she let me lie behind her and spoon her smooth tight ass until I shot another load over her back. It had been one of my favorite ways to cum when we'd been together before. We slept soundly, and in the morning we were 'together' again. XI. Epilogue I was truly happy. Tanya and I had moved in, and we had established a solid relationship. I was Sian most of the time, but Sean made appearances on those occasions where Tanya needed her man to be a boy. Like Sunday lunch with her parents. And our abilities meshed well. Tanya was a high-flyer, part of her totally ambitious and competitive. She pursued her career intently, had finished law-school and was working her first real job.
It was pressured and competitive, and she liked that there was nothing competitive at home. I was devoted to making her life at home as easy as she needed it, and as very much not a high flyer I relished my new easier life. I learned to cook, did the chores around the home, and was on hand to pamper Tanya when she came in. She earned most of the money, which plaid our rent and food, and I kept my job as a waitress and occasional dancer at the GAS lounge to make myself a little to keep me in the essentials: panties, hosiery, make- up, nails and lashes, as well as a reasonable clothes budget. After an early morning to make Tanya coffee and something to eat (yuk, especially after a shift on my feet at the club), I was able to sleep in a couple more hours, before finishing my chores before lunch.
My afternoons were my own, and I sometimes shopped, sometimes worked on building my adult pay website. I did photo shoots (some to 'special' order for my special admirers), little movie shoots, and hosted live web chat sessions every few days. We used the money for my share of luxuries like eating out, nice stuff for the apartment and for little 'I love you' presents. The revenue had started as a mere trickle, but now was building to such an extent that we had a vacation fund and I was even contributing to our savings.
Did Tanya approve of my excursion into the porn industry? Well, the site had actually been her idea. She had asked why I didn't put my 'hobby' to good use, since it was surely easier to make money that way than by serving drinks, and if I was home all day hot and bothered dressing, then why not let people see and charge them for it? I had protested that we'd make no money, but she insisted and she was right. Tanya worked very hard (I didn't count what I did as work, I enjoyed it so much), and she needed to unwind a lot in her free time. I was at her beck and call every night, sometimes providing a meal and pampering her with a relaxing bath for her to melt into, followed by a massage. Other times she needed me to stick my tongue in her pussy in the hallway, before impaling herself on my cock or reaming me with her sleek strap- on; venting the frustration of her day surrounded by sexist male chauvinists. I would await her return in anticipation, mostly hoping inside that it would be the latter scenario, and excited to service her.
Sometimes I knew ahead what to expect from a call demanding a particular outfit or to get the bath running, and some of the most erotic times were spent just in knowing I would be getting serious fucking. Other times she just wanted to be hugged and cuddled, and that was all right too. Tanya had discovered her wildness through me, and she played at least as hard as she worked. She would make occasional guest appearances in my little movies or picture shoots, usually as an anonymous svelte domme, and we played in front of the web cam to order a few times, on nights when I wasn't out at the GAS chamber. Weekends we partied hard, going to clubs and to friends for dinner and often, sex. We had several regular 'guests' who played with us, including Faith and her girlfriend, and a cute tgirl I had met online, and who featured every now and then on my site. There was also a guy, semi attached to our t-girl, who Tanya particularly liked to party with. She liked to have us t-girls play with him to get him ready and then enjoy each other while he gave her the benefit of his substantial cock. He was a lot bigger than me, and I loved that she took full advantage of it, her passionate cries speeding me in getting off with my own pretty boy-girl. Tanya was hoping that she'd see her big man do me sometime soon, and was getting me ready by increasing the size of the dildos she used on me at home.
So as well as continuing to be a devoted pussy eater (I had not lost my talents) and improving my cocksucking, I was finding that I more and more relished a hard dildo or vibrator in my ass, and that I could cum quickly and intensely from that alone. Tanya liked to be the one who pleasured me that way most of the time, but she'd insisted I feel the pleasure of being fully fucked by a real cock at least once (Jason's half penetration didn't count, in her book), and had let my t-girl friend do the honors. I had cum so hard as her smallish and slim firm cock had unloaded inside me, and cried out so loud that Tanya had cum on the spot herself while masturbating watching us. She decided right then that I deserved a real fucking once in a while. Our times with Faith were more sensuous and sexy, just girls and toys allowed. Faith had us both 'serve' at her parties, which were becoming legendary, and we were the perfect pair of French maids, schoolgirls, nurses or cheerleaders, as Faith demanded. These parties were becoming legendary on the TG scene, and in fact we ran into Jason at one of them just recently. He had found himself.
The cutest of pretty boys was on his muscled arm: she was very androgynous with short hair and totally flat chest, but dramatic make-up and the slimmest hips and ass, long legs tightly adorned in PVC leggings, and teetering on strappy platform sandals revealing toenails painted a deep red. She was hot, and Jason beamed because he knew it. I was sure the girl was checking me out, she kept looking over at me as I served drinks with Tanya, until I realized that she was in fact Mark from the soccer team. I giggled inside, flashing her my sweetest smile, which she returned with a sparkle in her eye. So where was it all going? I was deliriously happy with my new life, but I realized that there was a lot that could go wrong. I had met the parents (in boy mode of course), but was Tanya really going to commit long term to a guy who was a girl most of the time? As a lawyer her family life was possibly subject to scrutiny, and though the firm she worked with was liberal, there had been a little consternation the one time she had taken me as her 'date' to an office function. She had spun it that we were just good girlfriends (I could pass pretty easily now) but her colleague had seen us canoodling in the ladies' room and a rumor had started, that got her a lecture about tolerance of alternative lifestyles, but not in front of potential clients. A lot of her social time would become devoted to schmoozing as she climbed the ladder, and if a lesbian partner would possibly hold her back, I could not imagine the effect of a transvestite boy-girl. And though I'd met the parents, it was not obviously as a steady 'boyfriend'. I hadn't pushed things because I was happy the way they were, but there were doubts.
Deep down I guess I hoped that we'd commit someday, preferably both dressed as girls (I had no intention of actually changing anything more permanent about my sex - we both liked my 'clit' just as it was, and got by fine with just the one pair of real tits). But that was a long way off, if ever. I doubted her parents would approve of their beautiful daughter hooked up with a freak, and so they couldn't know. Perhaps we would be able to keep it from them, and live our lives. But how it would eventually turn out was anyone's guess. And that's where we are right now. At least as far as this story goes. But to those of sweet enough to be rooting for me, I'll let you into a secret. There will be a happy ending, even through everything that will happen before that. We will end up having that wedding, and her parents won't find out what we both wore, despite Tanya's younger brother finding out and blackmailing just before the bog day.
How does he find out? Well it turns out that he was a member of my website, all along! I'm sure I'll find the time to tell you all about it one day. And some of you must be wondering what ever happened to Suzi. Well of course Faith left her in the end, as did Jason. I heard every now and then about her hooking up with various people, some boys, some girls, but the relationships never seemed to last. She moved away a few months ago, and I've not heard anything about her since. Though it's easy to want to be pleased that she lost, and may still be lonely I try not to. She was cruel, yes, mean and self-centered and a total bitch. But without her little devious plan, and a little luck, Sian would probably have never bloomed the way she did - the way I did - and for that I'll always have Suzi to thank. I hope she's happy somewhere, with someone.
The end.