By Kinkabella
Archived Here With Her Kind Permission

Wednesday, August 17, 2005

"Is it in the unknown that you want to find your submission? Is it in doing something new and exciting that you get turned on? Do you want to try for me and please someone (orally) without thought of your own pleasure? If I was there with you we might go out and find someone new to play with. I might let you please someone else for me while I watched. Would you like to do this for me?" -- Miss Honey

*FRIDAY*

This first step on the road to this Strange Encounter is a small one, but it is significant nonetheless.

When I first read the task Miss Honey set, I became instantly moist. I read and re-read the task requirements and reveled in the sensation of cold, tingly numbness that held me in thrall. I felt a deep urge to request the task immediately, but (for once) I had to listen to that little voice of caution in my head that warned this isn't the easiest of tasks and that a number of small hurdles needed to be negotiated before I could proceed. So I spent the past few days often returning to read the task. I have now given serious consideration as to whether or not I really want to go down this path again (I do!) and am ready to accept the challenge.

The challenge of finding a complete stranger to pleasure is a popular game played by many D/s couples and my hubby and I are no exception. However, it's been a few years since we played it and he recently vetoed me accepting a similar challenge from my online Master (Master Mike). I won't go into the details of this, but enough to say my husband's main objections were that he was too busy with work and so on to supervise the encounter my online Master wanted me to have. That's always going to be a problem with any task that requires a reconciliation of online fantasy games with reality. It becomes increasingly problematic when any online game requires a third or more real life people to involve, especially since my hubby and I have for all intents and purposes, lost touch with many of our scene friends who might have been willing and able to help with this task to ensure it is safe and consensual for all involved.

One of our friends who we haven't lost touch with is a Pro-Domme who I'll refer to in the story that follows as Ms. E. A couple of years ago when I was undertaking my first serious slave training experiences, she graciously assisted by enabling me to perform some of that training in her dungeon in front of and sometimes with a number of her trusted regular clients. Naturally, her name immediately came to mind when I thought about how I might successfully complete this Strange Encounter task, but first, I had to talk to my husband. I printed out Miss Honey's instructions and rehearsed a little speech about how all he would need to do is give his permission and how Ms. E, if she was agreeable, could supervise everything in his stead. Long story, short - he gave me permission to go ahead with the task. Yay! Arrangements have now been made to visit Ms. E tonight so all the details can be discussed and a date set for completion of the task.

I suppose I should probably mention that, once I had permission, I almost skipped this task and jumped straight to the other more adventurous task you also set. The thought of performing that task (anal sex with a stranger) is very arousing however; Ms. E's dungeon is licensed. As such, the law prohibits sexual intercourse with her clients by her or anybody else in her in her dungeon. Registered prostitutes are allowed to offer Mistress services, but not visa-versa. It's a weird law, but it is the law. In any case, Ms. E isn't a prostitute and she obeys the law to stay in business.

There are a number of other petty regulations I remember her once telling me about and I'll mention them if or when the need arises. I don't anticipate anything now that will affect the completion of my task for you. I'm very, very excited about doing this for you!

*MONDAY*

The weekend turned out to be much busier than I had anticipated (family stuff) and so I don't really have a lot to report for Saturday and Sunday. I also started but have been unable to complete the short report I wanted to write about our meeting at Ms. E's the other night but this is all a bit moot now after what happened today.

Ms. E told me she had a number of clients she could choose to help me complete this assignment. I won't go into the details at this stage of how this immediately made me melt -- the thought that she might choose more than one man! Anyway, she also well and truly tweaked my tantalization button when she also said she intended to have the person she chooses pay me a visit at work. He wouldn't identify himself, she said, and it wouldn't be for me to try and guess. Well, how could I not now be on alert that any man who I see in the shop over the coming days could be him?

This morning began in the way that has become customary since my Strange Encounter task began. It's usually the case I wake before my husband and the kids, but instead of making myself a coffee and making breakfast for everybody, I went into the bathroom. After a quick shower, during which I masturbated as per your instructions, I dried myself off and prepared the three-inch black plastic butt plug I intend using on Wednesday.

In fantasy stories I write, I tend to avoid mentioning the truth about my relationship with butt plugs. The truth is I can't just lube the things and then stick them straight into my ass. Some people might be able to do this, but not me. I especially hate having to do it myself because, aside from the embarrassment I feel when struggling to find my ass hole, if I'm doing it myself I can't concentrate on penetrating myself AND relax enough to make that penetration painless. Once it is fully inserted, I sort of can relax a little bit, but never to the point where I can walk around without being acutely aware of it wedged between my butt cheeks.  My husband is awake by the time I return to the bedroom. He has that wicked, playful look in his eye that I love so much, and I let the towel around my body slip to the floor. There's just a sheet covering him and his erection under it is obvious. Today, instead of letting me crawl up under the sheet to give him his blow job, he tells me to kneel on the floor.

He climbs out of bed and walks over to me. I love kneeling for him, especially to suck his cock. I reach for it but he tells me not to. Instead, he tells me to put my hands behind my back and that today, he'd prefer to have me hold his cock in my mouth while he masturbates it. I've let him do this numerous times in the past and it arouses me a lot. It feels like a more complete form of surrender to him as it removes any control I might have to regulate or control the speed of his ejaculation.

I passively accept the tip of his cock into my mouth and explore it with my tongue while he slowly strokes its shaft. He reminds me of why I'm plugged and kneeling there with his cock in my mouth.

"Not long to go now," he says. "Are you looking forward to sucking a stranger's cock?"

I eventually nod after a moment of coy denial.

"How long do you think it will take before he cums in your mouth?"

I shrug.

"He will cum in your mouth, won't he?"

My body tingles at the thought and I nod.

"And you'll swallow it, won't you?"

Again I nod. My husband's hand is by now rapidly masturbating his cock and I bob my head a little to encourage him.

The first spurt of his cum, as always, catches me by surprise in the way it hits the back of my throat and floods my mouth. I swallow a large mouthful and try not to gag as a second and third volley of his jism follows. He tastes a little stronger than usual, but there's still a hint of sweetness to it.

Under normal circumstances, I'd usually try and keep him hard after this so he could fuck my pussy. But alas, that pleasure will have to wait until after Wednesday.

Throughout the day, I felt a small rush of delight every time any male customer would approach me in the store. It was a wonderful feeling. My pulse would race and my neck and ears would start to burn with what must have been obvious signs of flushed arousal. Nobody actually said anything that indicated they might be the one, and I'm glad nobody did because I'm sure I would have orgasmed instantly if anybody had broken the spell I was under. Needless to say, I am forced to avoid touching myself very much at all in case I break the rules and orgasm before I am allowed to.

*WEDNESDAY*

I arrived at Ms. E's with plenty of time to spare before the time arranged for her client. She was busy with another man but she invited me into the dungeon and told me to undress. The man was tied naked, face down over a narrow padded bench. He was gagged and looked quite distressed as Ms. E paraded around in front of him and threatened to do nasty things to him if he got an erection.

Ms. E clearly meant business, as she invariably did whenever she was working. The tingly feeling of anticipation I felt gave way to a tight knot of nerves in the pit of my stomach. I undressed as instructed and was aware of Ms. E doing something to cause the man even more discomfort to the point where I could hear his muffled screams through his gag, but I avoided making any eye contact or anything else I thought might get him into even more trouble with Ms. E.

After removing all my clothes, Ms. E stopped what she was doing with her client and moved over to me. I rummaged in my handbag to retrieve the metal slave collar I'd been instructed to bring, handed it to her and then held up my hair so she could padlock it around my neck. I then handed her the leather wrist and ankle cuffs that I had also brought with me, and these were secured in place. The only other thing that remained to give Ms. E was my little butt plug.

Ms. E laughed loudly at it and mocked me for being such a baby for having something so small for her to stick in my ass. It was very embarrassing to hear her speak like this, especially in front of her client (whose eyes suddenly widened like he was trying to laugh as well) but I offered it nonetheless along with a small tube of KY jelly I had with it in my handbag. I mumbled a few words of apology and continued to hold out the plug for Ms. E. She eventually took it from me, but she had other ideas.

I watched silently as Ms. E went over to her (large and frightening) collection of dildos and butt plugs. She teased me (read: terrified me) by holding up a gigantic dildo that, she said, she actually used on some of her clients. At this point I had to interrupt and tell Ms. E I seriously didn't want anything in my ass that had been used on any of her clients. We've actually had this conversation in the past and Ms. E knows my feelings and hypersensitivity to hygiene, but she still wasn't going to let me off easily.

Ms. E dialed a number on her cell phone and spoke with John - the man who apparently had been enlisted for my Strange Encounter. She asked him to do her a favor and stop at a sex shop on the way to his session with the instruction to purchase a butt plug. He may well have thought it was for him, but I knew she wanted him to buy it for me. She was specific as to the size and thickness of what she wanted, and the prospect of being plugged with it had me instantly trembling.

After Ms. E completed her call, she ordered me to stand in front of her client, bend over and place my hands on my knees. She approached and stood beside me. Her comments (about how she was now going to fuck my ass with the baby-sized plug) were as much directed toward me as they were to her client. I shivered at the first touch of it against my warm anus and hung my head in an effort to relax as Ms. E slowly worked the plug into my ass.

All the while she did this she chastised her client for his apparent excitement. It was deeply embarrassing for me to just stand there and have my ass fucked with the plug while knowing he was watching so close behind. I think it's the texture and the greasiness of the plug that embarrassed me the most. The sensations of it gliding into and out of my anus made me feel uncomfortable, but it didn't entirely hurt. Ms. E even tormented the man by suggesting he imagine it was his cock that was fucking my ass - a thought that stuck in my head as much as it must have stuck in his.

Ms. E eventually seated the plug fully between my butt cheeks and then told me to stand straight. I then was told to go behind her client and 'milk his cock' with my hands. This proved to be more easily said than done, as the only way I could manage to grab hold of his cock in the position he was in, was to kneel behind him and reach between his legs.

His cock felt greasy to touch (it felt like lubricant) and there was a distinct and unpleasant odor of his ass right near my face. I turned my head away and masturbated him according to the methods Ms. E suggested. This involved caressing his testicles with one hand while using my other hand to slowly and with a tight grip masturbate his cock-shaft from its base right up to its tip and then pay particular attention to massaging the smooth, rounded end.

While I did this, Ms. E removed the man's gag and then told him not to make a sound or to cum until she told him to. Tortures were threatened if he disobeyed her. Naturally, my hands on his cock and balls must have been a torture for him in their own way and when he did finally moan loudly and broadcast his imminent ejaculation, Ms. E told me to make sure I caught all his jism in my hands so as not to have it stain her carpet.

The thick, hot mess soon filled my hands. It felt enormously disgusting to think about what had just happened and I tried to wipe it back off onto his cock shaft. Thus spent, Ms. E had me move around to the front of the man where he was told to lick my hands and fingers clean. Having my fingers sucked is very close to being a limit for me, but the ticklish touch of his tongue in the palms of my hands was pleasant enough for me to ignore the revulsion I felt for his finger-sucking of me. Ms. E continued to make all sorts of vulgar taunts to the man for the way he appeared to be so eager to eat his own cum.

The session finished shortly after that. The man dressed back into his business clothes and happily bid Ms. E thanks for his wonderful session. I had to remain naked and with my ass still plugged while this went on. When he did finally make a move to leave, he winked at me in a way that was suggested he hoped he'd see me again in Ms. E's dungeon. I blushed and smiled as best I could, but was relieved when he eventually left the dungeon.

-=0=-

It occurred to me that the session that had just transpired could have been my Mystery Encounter, but the arrival of John soon after the other client had departed assured me it wasn't.

The man for my Mystery Encounter was a lot more handsome than the man whose cock I had just masturbated. He was very tall, for starters, with short, curly dark hair that had lots of gray through it, and tanned skin that I ultimately discovered covered his entire body and gave his naked body a kind of golden-coffee complexion. He was also very lean and muscular which, on the whole, made him very pleasing to look at. His smile was disarming as well, particularly when he beamed it after he handed Ms. E the large butt plug he'd bought for her.

John's cock remained almost completely limp after he undressed, although even limp, it was easily as large as the first client's cock had been fully erect. I tried not to stare and welcomed the opportunity to assist Ms. E tied him to a pole in her dungeon.

I must admit it felt very strange to see a man like John being tied up. As far as I could tell, he had all the hallmarks of a wonderful Dom so it just didn't seem right to have him bound at all. In fact, I even felt a tingle of delight at the thought of him tying me to the pole, instead of the other way around.

When it comes to tying knots, I'm the first to admit I'm hopeless. Every single one I tied had to be redone by Ms. E (thought she thought this was funny rather than an annoyance) but eventually, we had John's arms bound at his wrists and elbows behind the pole. His ankles were bound together as well and more ropes held him immobilized with his back hard against the pole. By now I noticed his cock had stirred to life and it showed signs of swelling into a large and handsome erection.

After John was tied to the pole, Ms. E handed me a condom and told me to put it on John's cock. My husband and I have never used these and rare has been the time when I have had to use them with other play partners, so this task was more difficult than it might sound. Ms. E talked me through each step of the process and even suggested (based on my ineptness at putting it on John) that she plans to teach me how to put condoms on cocks using nothing more than my mouth! But not today.

The thin, colored sheath of the condom made John's cock look like a big, red Popsicle. Ms. E had me push down on the condom a few times to make sure it was securely in place. Next, she told me to stand and hold onto his cock and to feel it in my hands. It felt large and heavy in my hands. My head filled with thoughts about how nice it would feel to be fucked with it.

Ms. E then told me to drag a low wooden bench over and place it in front of John. When I stood on it, it made me an inch or two taller than John and I was instructed to hug his neck and spread my legs so Ms. E could place his cock with its tip lightly resting against my moist pussy. I had to stand on the tips of my toes to avoid it penetrating me and the temptation to have it do just that was very strong by this stage.

His face felt smooth against mine, and the warmth of his breath close to my ear felt delicious. I squirmed against his chest and nuzzled his neck when Ms. E slowly removed my small butt plug. Ms. E then explained to John how I would soon suck his cock but first, she intended to fill my ass with the large butt plug he'd purchased for her. As she spoke, I could feel her hand between my thighs and John's cock being rubbed along my leaky slit. It had become a strain to continue standing on tiptoe and I relaxed on my heels for just a second. His cock slipped inside me. Ms. E jabbed the tip of the plug against my ass hole and told me to stop trying to fuck John's cock. I immediately jumped back onto the tips of my toes, but the tip of John's cock remained stuck in my pussy.

Ms. E removed her hand from between my legs and, after a moment or two, then used the tip of the plug to press a large amount of lube against my anus. It was really cold at first and it was difficult to relax to the gradual increases of pressure she applied with the plug. I hugged John's neck tightly and gasped once it started penetrating me properly.

The broad tapered shaft of the plug separated my butt cheeks in a way that felt obscene and embarrassing. The deeper Ms. E pushed it, the more it stretched my ass hole and the more I struggled to breathe in any sort of regular fashion. When it came close to feeling like it was nearing it's thickest point, I felt it might split me in two, but it suddenly slipped past this point. It's the moment I hate most about butt plugs - that moment when my sphincter muscles suddenly tighten again and suck the plug fully inside my tortured ass.

Once plugged, Ms. E told me to climb down off the low bench and kneel on it. It wasn't easy to do this and even the slightest movements caused the plug to shift painfully in my ass. I managed to get down on my knees and needed to catch my breath first before I was able to begin the task of sucking John's cock.

I clasped his solid cock between my hands and slowly took the tip into my mouth. The residue of my own juices were evident on the glistening sheen of the thin red condom stretched taut on John's cock and the taste, mixed with a rubbery-strawberry flavor of the condom embarrassed me to swallow. It seemed even more perverse to me to suck his sheathed cock that I think it would have if I had it au natural in my mouth. I wondered whether or not the condom diminished the pleasure I hoped I was giving John. Apparently it didn't, although it did take what felt like an extra long time before that pleasure manifested as a balloon of jism in the tip of the condom.

That has to be the weirdest sensation I have ever experienced -- the feeling of a large amount of his warm jism balled in the tip of the condom and sitting on my tongue. I continued to suck and lick the underside of his cock for a while longer before I eventually looked to Ms. E for permission to stop. She asked John whether or not he was done (he said he was) and I was allowed to stop. I was careful not to rupture the cum-filled condom and sucked hard to contain it all in the swollen tip of it as I withdrew my mouth. When my lips eventually did come free, I sucked the condom and its ball of jism right off his cock and held it in my mouth until Ms. E said I could remove it and dispose of it.

The short walk to the trash bucket and back was torturous. It was impossible to continue with the plug in my ass and so I had to ask Ms. E if she could please remove it again. She promised she would, but not before she untied John from the pole. I stood there and watched while my ass throbbed in pain. My stretched sphincter muscles hurt the most, although I also felt very sore deep inside. The final indignity was when she made me bend over with my hands on my knees so John could remove the plug. He was gentle and slow, but still there wasn't any way to avoid the most horrible sensation of the vacuum suction as the plug started to withdraw. Once it stretched past its thickest point, my ass instantly burned with a hot friction and continued to throb and burn like this for a long while after the plug was completely removed.

My ass still hurts as I sit here typing my report. I'm trying not to think about it because every time I do, I flinch a little bit and this reflex makes my ass hurt even more. I hope I've provided enough detail to explain how I felt in the lead up to and during the Strange Encounter? It was everything I hoped it would be, and more!