This is Part 6 of the continuing story of Jack and Sally, and their appearance at a party.

Story codes:  TG, CD, FDom, 1st, and maybe more!

I hope you like it.  If you do, please feel free to drop me a line at justpeekin@hotmail.com.  Hell, even if you don't like it!
 
_________

"You see, we have to come up with something that would be so embarrassing for you that there is no way that you would ever show those pictures of me to anyone, regardless of how drunk you got, or how horny you got or how pissed off at me you were," Sally went on. "Something that would be so bad for your image as a red blooded male that you would never even be tempted in a thousand years. You see what I mean? It's tricky."

Jack swallowed. It was true - he had shown Mark a picture of Sally masturbating. In fact he had sent it to Mark's phone, which probably wasn't wise, but he'd been pretty drunk at the time. He had known he wasn't supposed to but he felt compelled to share them with someone. He couldn't explain why - he was proud of them and loved her so much that he had just felt that he had too. He had chosen Mark because he was Jack's best friend, and that he knew that he fancied Sally, at least a little bit. He also thought that Mark could be trusted not to show them to anyone else when Jack had sent them to Mark's phone. Obviously he had been wrong! And so Jack had shown Lucy, and Lucy had told Sally, and now he was standing in the middle of their lounge in a dress. And lingerie. With no pubes. And they had it on tape. This was bad. Really bad.

"So you see my dilemma sweetie? I simply can't take the risk that at some point in the future you might have another moment of weakness and decide to post the pictures somewhere, or send them to another one of our friends and so I need to get myself an insurance policy. I'm sure you understand," Sally said to him, smiling sweetly. "What do you think?" she asked, turning to Lucy.

"Well it's really not on that he betrayed you like that, after you let him take the pics in the first place," Lucy replied who clearly had her part of the script off pat. "So whatever it is, it is going to have to be bad, as well as embarrassing! It's a shame you didn't get the little incidents in Oxford Street on film. The one of him cuming in his knickers would have been useful ammunition!" she laughed.

"Yeah," Sally giggled. "If only they had cameras in the changing rooms!" Jack was thanking his lucky stars that they did not.

"He does look good in that dress though, and his tits look great!" Lucy went on. "It would be a shame not to preserve it for posterity! And his hair looks lovely like that - it must have taken you ages to sort it all out. And who would have thought that his legs were so great or that he would suit stockings so well!"

"You know, that's what I think," Sally replied. "It would be a real shame to lose this whole scene and not have a historical record of it all. He does look great - and little black dresses clearly look good on him. And you haven't even seen the whole look yet." She turned to Jack. "Sweetie, show Lucy your knickers," she said.

"What?" Jack protested. The knickers in question were sheer black panties with lace trim - they were absolutely stunning, and they felt great on, but they were entirely see through. If Jack showed Lucy his knickers she would be able to see his shaved cock and balls too, and that would be just too humiliating. "Look, you've got to be joking! I can't do that - and anyway Lucy is a girl and so has seen plenty of pairs of knickers before."

"Well, that's true, she is a girl, I can vouch for that, and she has seen loads of pairs of knickers before, but she hasn't seen them on you," Sally replied. "But we can ask her if you like. She might say no, after all."

"Not likely," replied Lucy, smiling. "I've seen you on video and in the pictures that Sally took, and now I want to see you in the flesh, so to speak! Don't worry Jack - there's no need to be shy. I've already seen everything after all!" she laughed.

"No way!" Jack protested. "It's OK when it's just you and me sweetheart, but I'm not showing our friends too, and that's final!"

"Oh, I think you will, honey. Because if you don't then it's just possible that some of these pictures might just find their way onto your Facebook page!" Sally replied with a lovely smile. "And maybe onto fliers left all over the Department at college as well. That would be a shame, wouldn't it?"

"You wouldn't!" Jack exclaimed.

"I would, honey. I was really quite cross when you gave that picture to Mark, but fair exchange is no robbery, as they say, and if you are a good boy and do as you are told then I will forgive you. Now show Lucy your knickers!" 

Jack heard the steel in her voice and knew that further argument with her was futile. He could walk out, but he was a mile from home and dressed as a not unattractive young woman and he didn't fancy the walk. And in any case, he realised, he didn't even have a door key! Alternatively, he could show Lucy his knickers and appease his girlfriend. Maybe then they could put all this aside and get on an enjoy the party. And if he did it now, before any of the other guests arrived...

And then it struck him. Sally had said that he was the party. There was no-one else - just him. The whole thing was a set-up. Sally and Lucy had contrived the whole thing just to get him to dress up so that he could be made to look an idiot, and so that pictures could be taken to blackmail him into never showing anyone the pictures of Sally again. He had been had.

"There isn't anyone else coming, is there?" he asked.

"No sweetie. It's just us," Sally replied. "I'm sure that we'll have fun though!"

"But your birthday..."

"Oh, it really is my birthday on Tuesday, but the party is next weekend. And Mark hasn't really popped out - he's having dinner with his parents. They did invite me as well, but as you can see I had other plans," Lucy explained with a smile. "You see I had to help a friend with this little problem that she's having. It seems that she let her boyfriend, whom she loves to death, take some pictures of her naked and masturbating and things like that, and he went and showed them to someone else. Now she needs to take steps to make sure that it never happens again. But she might need a hand. That's what friends are for, after all. Now," she went on. "I think that you should be a good boy and do as you are told. Who knows - you might even enjoy it! And of course if you try hard enough then she will forgive your little betrayal. After all, she is very forgiving and she loves you very much! Now," Lucy said. "Show me your knickers."

Jack swallowed. He could feel himself starting to blush, the heat rising in his face. He knew that it was a fair cop - that there was no way that he should have shown Mark the picture and that he was lucky not to have been dumped on the spot. "OK," he said. "I'll show you my knickers but then that's enough, OK? After that I get changed."

"Oh, I doubt it," Sally said with a bit grin on her face. "Not until we have done with you! Now get on with it. And put on a show!"

Reluctantly, Jack stood in the middle of the room, acutely aware of the feminine clothes that he was wearing. His whole sense of himself was somehow thrown out by it all - not least by the completely different stance that wearing the high heels made him adopt. He could feel the swish of the dress around his legs as he moved and the way that it swept against his shaved and stocking clad legs. He could feel the straps of his bra as they gently dug into his shoulders and the subtle way in which his breasts pulled against his shoulders and altered his balance slightly. He could feel the suspender belt gently gripping him around his waist and the straps that went down to the lace tops of the stockings brushing against his thighs, but most of all he could feel the way in which his cock and his balls were held by the sheer knickers that he was wearing. The knickers whose lace and elastic he could feel pressing into his flesh and rubbing against his shaved crotch. The knickers that Sally had picked for him in a shop in Oxford Street. The knickers that Sally now wanted him to show Lucy.

His hands went to the hem of his black dress and he swallowed as his fingers took a light grip on the material. Maybe if he did this, he thought to himself, they would let him off the hook. Maybe then he could get changed - borrow something of Mark's perhaps. And then they could forget all about it and he would never have to dress like a woman again.

Slowly he started to raise the hem of the dress. He could see himself reflected in the mirror in the hallway and he had to admit that he looked pretty good. As he watched, he saw the first hint of the lace from his stockings come into view. The black lace band expanded as Jack lifted the hem still further until he could see the fastenings of the suspender belt's straps in the mirror. He paused, watching his reflection.

"That's good Jack," he heard Lucy say. "A little more."

Jack glanced over at the girls. Lucy had moved a little closer and was now standing just behind and slightly to the side of Sally. Looking his girlfriend in the eye, Jack raised the hem some more, revealing the top of the lace band and the whole of the fastening on each smooth hairless leg. He switched his attention back to the mirror as the smooth expanse of skin was revealed, a little at a time.

Finally he paused just below the line of his knickers. He licked his lips and glanced again at the girls who were motionless and almost breathless, staring intently at the hemline of his dress. 

Swallowing hard, Jack raised the hem a little more and the knickers came into view. In the mirror Jack could see the indistinct image of his hairless cock through the sheer black material of his knickers. The dress climbed steadily higher until the whole front panel of the knickers was on view, Jacks sleeping cock clearly visible nestling within the confines of the sheer lacy garment.

"Wow, that is lovely," he heard Lucy say. "So much better than watching on the webcam."

Jack expected Sally to say something about her friend lusting after her boyfriend, but she simply said "Yes, isn't it? Jack, stroke it a bit for Lucy so she can see it growing."

Jack couldn't believe his ears. "You want me to play with myself in front of Lucy?" he asked, incredulous at the suggestion. But while his mind was struggling with this latest revelation he held the dress up around his waist.

"Well, when you think about it you already have. It's just this time you will know she's watching!"

She had a point. Lucy had already watched him masturbating, but it had been over a video link that he hadn't know about. This wasn't really all that much different, was it?

"Go on, for me. Please?" Lucy said as she stepped up behind Sally and then, just as Jack's hand closed over the shape of his cock within the knickers, Lucy slid her hands under Sally's arms and gently held Sally's small breasts through her cotton jumper. As Jack watched, Lucy squeezed Sally's nipples through the material. Sally smiled, arching her back a little.

Jack felt his cock start to swell in the sheer knickers. He gave the shaft a squeeze and then ran his fingernail down its length, luxuriating in the sensation as he watched his best friend's girlfriend playing with Sally's small but perfect tits.

"I think he likes it," said Lucy, with a huge grin. "There is definitely activity in those knickers! He is definitely enjoying this."

"Mmmmmmm!" replied Sally, closing her eyes and savouring the feeling of her friend's hands on her breasts. "I think you're right. So am I," she laughed.

"Well don't go getting too carried away," her friend admonished her with a smile. "The night is young!"

As she spoke Lucy slid her hands down the front of Lucy's cotton jumper and, reaching its hem, made the return journey inside the garment. Jack could clearly see when her hands reached their goal as Sally jerked a little as her friend squeezed her very sensitive nipples again. Sally opened her eyes and looked over at Jack who, by now, had a rock hard erection which was straining against the sheer knickers.

"You like?" she asked, leaning back against Lucy and allowing her friend's red hair to cascade over her shoulder and down onto the modest swell of her breast as Lucy bent her head down to kiss her on the neck

Jack said nothing, but nodded.

"Me too!" she said, smiling.

"Oh, he definitely likes," said Lucy, looking up from Sally's neck and studying Jack's cock. "No doubt about that. I think it excites him. Would you like to see more?" she asked Jack.

He nodded. Sally twisted around to face Lucy and the girls' lips met. This was certainly no kiss of friends - even really good friends. The two girls were exchanging a kiss between lovers, their hands roaming over the clothes on each other's backs. Jack could feel his cock strain against the confines of the lace and sheer knickers as it reached its full size. After a few moments the girls broke their kiss and both turned their heads to look at him.

"Well, that's enough for now, but anything could happen if you are good!" said Lucy. "Now take off your dress for me - I want to see the whole ensemble." 

By this time Jack had pretty much lost not only any remaining shreds of self respect that he had arrived with, but also anything resembling self control. All he could think of was that his fabulously attractive blonde girlfriend was going to make out with her best friend who was herself a stunningly good looking redhead, and that he was going to be allowed to watch.

He turned away from the girls and, looking over his shoulder said "unzip me please?"

Sally straightened up and allowed Lucy's hands to fall from her breasts and out from the bottom of her jumper. She stepped over to him and reached for the zip in the back of the dress. Jack held his hair out of the way as she did so, unconsciously mimicking every woman asking for help with a zip. He felt the zip descend until it stopped in the small of his back. He knew that Sally and Lucy would now be able to see the horizontal strap of his bra and the lace of his suspender belt. Still facing away from them both the drew the dress forward so that it came away from his shoulders, revealing the bra straps. He turned back towards the girls and lowered the front of the dress slowly, revealing the black lace of the cups of the bra holding his false breasts. Finally Jack pushed the dress down across his flat tummy, past the suspender belt and finally past the sheer knickers now straining against his engorged cock. Jack let the dress go as it passed his hips and it pooled in a circle at his feet. He stepped from the circle and stood before Sally and Lucy with his arms at his sides.

"Satisfied?"he asked.

"Very!"replied Lucy. "You look great - that outfit really suits you, and the heels do wonders for the shape of your legs."

"Look-he's really getting quite excited by all of this," said Sally, looking at his the tent in his knickers.

Jack looked down. There, past his breasts and past the suspender belt he could clearly see his cock straining against the material of his sheer black knickers and although he could of course feel it and knew it was there, somehow seeing it framed by the breasts, by the cups of the bra, by the suspender belt and by the sheer black knickers served only to increase his excitement, his feeling of naughtiness and his arousal. Definitely the arousal. Because he realised that he was leaking. Down there past all the lace and straps and lovely soft material Jack could clearly see a damp spot on the front of his knickers from the pre-cum that was oozing from his rock hard engorged cock.

"So I see," replied Lucy. "What do you think we should do with him?"

"I think she is a very horny girl who wants more than anything to be fucked," said Sally with a mischievous smile. "And I think we should oblige her."

Jack was speechless. He did not want to be fucked. He was not gay, and all this dressing up wasn't going to change that. And besides which he wasn't a 'she!' Anyway, he reasoned, given that he was the only man in the house there was thankfully little danger of him having to defend his anal virtue.

"That's a great idea! Perfect - let's do it!" exclaimed Lucy.

"Yeah, very funny," Jack interjected. "First of all I am not, in fact, a girl, horny or otherwise. Secondly have no wish to be fucked, even dressed like this. And thirdly I don't think either of you are equipped for the job, so I feel pretty safe," he finished, just a little smugly.

"Oh, I wouldn't be too sure about that," said Lucy. "I have a funny feeling that we might just be able to manage it between us! What do you say Sal?"

"Definitely and I thought you might say that, so hang on here a minute! And what happened to that drink you promised us?"

Sally shot out of the room and up the stairs while Lucy stepped into the kitchen and peered into the fridge.

"Red or white, Jack?" she asked.

"What?" Jack replied. "You are calmly going to offer me a drink with all this going on?"

"It'll help you relax," she replied. "You look like you need it and God knows I do!" laughed the pretty redhead.

"White please," Jack replied. Although it suddenly struck him that white was an unusual choice as he only usually drank red.

Lucy smiled and poured three large glasses of white wine. She came back into the lounge and handed one to him. As he took a sip she suddenly reached out her hand and squeezed his now wilted but still definitely chubby cock through his black knickers making him spill some of the cold liquid on his chest. For an instant he was confused that he didn't feel it. God, he thought to himself. For a second there I thought the boobs were real!

"Very nice cock," Lucy murmured. "Not as big as Mark's, but not bad."

Jack jumped."Hey, don't do that. I'm not sure Sally would see the funny side."

"Oh don't you worry about that," she replied. I'm sure that Sally won't mind at all. In fact, I think she'll be fine with it"

"No way!" replied Jack with a note of determination in his voice."Anyway, I could never be unfaithful to her."

"I know. And she knows that too. Don't worry, OK? You look great so just relax and enjoy whatever happens." And with that Lucy stepped towards him, rose on the tips of her toes and kissed him on the cheek.

Jack was pondering this strange advice and startling development when he heard Sally coming down the stairs. He turned his head towards the door. There in the doorway stood his gorgeous girlfriend. The denim skirt was gone leaving just the suspender belt and stockings as she hadn't been wearing any knickers. The jumper was gone leaving her small breasts exposed. But it was neither of those things that seized Jack's attention. What seized his attention was the bright red phallus - a good 8 or 9 inches long - that was protruding from an equally bright red harness that was nestled against her hairless pubis and held in place around her slim waist and hips by black ribbon straps.

"Surprise!" she said with a big grin.

For a few seconds Jack was speechless, staring at the scarlet monstrosity. It couldn't really be described as a cock as it wasn't very lifelike but it did have what could only be described as a knob - a glans which must have been an inch and a half across and which at its obscene tip had a tiny little dent - clearly the urethral opening in the mind of whatever deviant individual had designed this thing. The whole 9 inch phallus curved upwards from a sort of red base plate that nestled above Sally's pussy so that beneath the cock and its harness Jack could clearly see her hairless pussy with its obviously swollen clitoris. It seemed like he wasn't the only one who was enjoying this.

Movement caught Jack's eye as Lucy walk over to her near naked friend. She placed each of her hands on Sally's face and, tilting her friend's head slightly to one side, kissed her passionately on the lips. Jack just stood and stared. Somewhere in his mind the incongruity was apparent to him. Three college students standing in the middle of this perfectly ordinary student house. One - the redhead - was wearing a pretty blue and white cocktail dress, although now without shoes. One, a boy, was standing slack jawed in the middle of the room wearing lace topped black stockings, sheer black lacy knickers and matching bra and suspender belt. The boy seemed to have breasts. The final member of the group - the blonde - was also wearing black stockings and suspenders. She was obviously a girl but there was an enormous bright red phallus protruding from her groin. The two girls were engaged in a passionate kiss. As Jack watched the girls Sally's hands rose from her sides to cup the cheeks of her friends arse through the material of her dress while Lucy's right hand left Sally's cheek and moved to cup her breast. Jack could see Lucy's thumb stroking his girlfriend's nipple, something that he knew drove Sally wild. He could feel his cock begin to swell once again, pressing against the sheer material of his knickers.

For what seemed like an eternity but which was in reality probably no more than half a minute the three students maintained the scene. Lucy and Sally locked in a tight and passionate embrace with Sally kneading and stroking Lucy's bum through her dress and Lucy stroking Sally's ever-so-sensitive nipple with one hand while holding her friend tight with the other. The bright red cock stuck out past Lucy's hip to point accusingly at Jack whose right hand was by now in his sheer knickers and squeezing his cock. Looking down at himself again past his breasts he could see that the damp spot on the front panel of his knickers caused by the steady leaking of his pre-cum was now much wider than before.

Finally the girls broke apart.

"God this is making me horny!" laughed Lucy. "I wish that Mark was here!"

Sally laughed. "You always were ready for it, weren't you! In need of some cock?"

"Cock would be perfect but right now I would settle for anything that resulted in orgasm."

Sally laughed again. "Want me to use this thing on you again then?" she asked.

"Hmm. Maybe later. In fact, definitely later! Right now I need real flesh and blood, not silicone or whatever that thing is made of!"

"Borrow Jack if you like," Sally replied. Jack's heart nearly stopped.

"What?" he managed to ask.

Sally ignored him and went on. "He'll fuck you if you want him too. Or he is great with his tongue. I mean really fantastic. Would you like to try him?"

"I love being eaten! You sure you wouldn't mind?" asked Lucy. 

"Not at all honey - that's what friends are for!" It seemed to Jack that they were talking about him as if Lucy had asked to borrow Sally's bike, not have sex with her boyfriend. Well, oral sex, but the distinction was a pretty fine one. In fact, Jack wasn't sure if the oral act wasn't more intimate that full on sex.

"Oh sweetie that would be so good of you," said Lucy and with that she leant forward and briefly kissed Sally again. "Are you sure it's OK? Because it would be just what the doctor ordered!"

"Of course it's OK silly," Sally replied, smiling. "After all it's my fault you are horny -I know what having you bum stroked does to you!"

"That's so good of you - thanks. I love you guys so much!"

"And while he sees to you, I will see to him. With this." As she spoke, Sally stroked her and down the 9 or so inches of the phallus protruding from her groin.

"No way,"Jack protested. You're not sticking that in me!"

"Oh, but I am darling. I've decided that this will be the forfeit that you pay for showing those pictures. I'm going to fuck you while you lick Lucy's pussy, and we are going to film the whole thing." As she spoke she nodded towards a video camera that was sitting on top of the bookcase against the wall and which Jack hadn't until that point noticed. The little red light on the front of it was on.

"What? No way!," Jack exclaimed. "I don't want to be fucked, thank you. Anyway, it's way too big! You'd never get it in."

"Oh, it's not as scary as it looks. See - it's squidgy." Sally replied, and to illustrate her point she squeezed the centre of the scarlet shaft in her petite hand. Sure enough, the material of the shaft compressed in her grip. "And of course we've been practicing, haven't we? The butt plug? Remember? And my fingers?"

"But..."Jack began.

"No buts. That's the deal. That's what's going to happen and if it doesn't then the pictures we already have will go on a wider distribution than me, Lucy and that old lady. She says you looked great, by the way."

Jack realised that she had planned this all along. She had known that she was going to drag him around here and then fuck him dressed like this. Well, one thing was for certain. He wasn't going to show anyone pictures of her masturbating again in a hurry.

He looked again at the monstrous projection. No way that would go up his arse. It would rip him apart!

"I can't sweetie - please!" Jack pleaded. "It's too big for me!" Hang on, that wasn't what he had meant to say. He had meant to say how it wasn't right and that she shouldn't try to force him to do something against his will, but all that had come out was a whine that the cock that his girlfriend wanted to fuck him with was too big. What on Earth was happening to him?

"Don't worry sweetie. It's not as bad as it looks, and I'll use plenty of lube. And I've taken it!" Another revelation crashed wave-like against Jacks storm batter consciousness. "You remember when I really wanted to try anal sex with you but was afraid that it would hurt and that I wouldn't be able to do it? Darling Lucy here showed me that I could do it by putting this up my bum. Didn't you?" she asked her friend. Lucy nodded enthusiastically.

"Oh yes. What a night that was. And then you did me," she laughed. "And then we took it in turns fucking each other in the pussy. What a night that was!"

Jack was again wide eyed and slack jawed.

"Don't worry honey. We washed it between the bums and the pussies!"

"Hey," exclaimed Lucy. "I've just realised that the only hole in the room that it hasn't been in is Jacks!"

"Well that settles it then. We have to fuck him with it now!"

"Well, there's no time like the present," quipped Lucy. "And I really do need my pussy to be licked!"

As she spoke Lucy slowly raised her hand up her thighs under her skirt and, grasping her knickers firmly at each side of the waistband, slowly began to pull them. Jack stood mesmerised in the middle of the room in his black lingerie, his eyes glued to Lucy's dress and what was going on underneath. Lucy's eyes were glued on Jack's. Jack had all but forgotten what Sally was about to do to him, all but forgotten about the huge red cock and all but forgotten that he was dressed as a woman and being filmed. All he could see was a pair of white cotton microfiber panties slowly appearing from under the hem of Lucy's cocktail dress. This was a dream come true! Jack had long fancied Lucy and here she was wanting him to go down on her - and with Sally not only not objecting, but standing right there watching! OK, so he was wearing women's clothing, but what the hell!

Jack's view of Lucy's knickers continued to improve as she slowly pulled them down her thighs. They were nothing particularly sexy - just plain white full back briefs with a waist band about a quarter of an inch across. Strange, though Jack to himself. I always had Lucy down as a thong girl. As Lucy's thumbs reached her knees she unhooked them from the knickers and, straightening up, allowed the garment to fall to the ground, forming a little halo around her feet. She stepped out of the knickers, never breaking eye contact with Jack.

"Jack, why don't you lie down on the sofa. I prefer to be on top when I'm getting my pussy licked," Lucy giggled.

"And that will put him in the best position for me to slip this in!" said Sally, stoking her new toy obscenely. "Lie down honey."

Jack lay down on the sofa as ordered. He was torn between being excited at the thought of being allowed to lick Lucy's pussy and terrified at the thought of being fucked up the bum but his now almost instant submission to whatever Sally wanted and his desire for the forbidden fruit of being allowed - no - told to lick Lucy's pussy overcame the fear. Lucy was fabulous. Whereas Sally was a gorgeous slim and petite blonde with a bob, Lucy was much taller - about 5 feet 10 inches - with red hair and a very nice looking set of boobs which were anything but small. Jack had often idly wondered what they would be like in the flesh, trying to catch the odd peek out of the corner of his eye when Lucy was wearing a sleeveless top when the four of them were together. Now it looked as though he might finally find out!

"OK," said Sally. "This is going to work better if you lie squint on the couch so that your feet are on the ground. Then you can look after Lucy properly while I see to you!"

Jack was done protesting by now. If there was a reasoning part of his brain left, it was telling him that she had all the cards, all the evidence, all the pictures and the only thing he could do to get out of this was to allow the girls their fun and then hope that they kept their end of the deal and didn't show anyone. Maybe when they had calmed down a bit and got their sense of perspective back he might even get Sally to delete all the pictures and video that she had taken. So Jack slid his stocking-clad legs over the side of the couch and placed his feet flat on the floor, as instructed. Sally smiled down at him.

"I think you're going to enjoy this," she said as she slowly stroked the bright red cock protruding from her crotch. "Now then. Let's get you ready."

As Jack watched from his prone position on the couch Jack watched as his girlfriend took the two steps that separated them and knelt down on the ground beside his legs.

She reached down and removed the court shoes that he was wearing. "Don't want you ripping the couch with these, now do we?" she said.

"That's a good point," said Lucy, stepping out of her own shoes.

Sally ran the backs of her fingernails up the insides of Jack's stocking-clad thighs from his knees to the tops of the stockings, making him jump a little. "You know what honey?" she said to him, looking down at his knicker-encased crotch. "You actually look pretty hot in this. I think we might need to make a habit of it!" She moved one hand to the front panel of the sheer black knickers and rubbed his balls gently through the material. "Maybe I should dress you like this all the time. What do you think?"

Before Jack could open his mouth to protest that there was no way that he was going to go around dressed in women's underwear and sporting a pair of fake (but rather realistic looking) breasts she gently squeezed his semi-tumescent cock and the sensation caused the words to die on his lips. He could feel the pre-cum leaking from his penis again and looking down between his breasts Jack watched as Sally milked his cock, making the damp spot grow.

"He does seem to be enjoying it quite a lot, doesn't he?" chipped in Lucy.

"Yes he does," Sally agreed.

"May I?" asked Lucy.

"Be my guest," Sally replied, making room for her friend. As Sally slid out of the way Lucy leaned over and squeezed Jack's now once again rock hard cock through his knickers.

"Nice. You're really hard, Jack. And wet." As she spoke Lucy slipped on finder under the tented waist band of the sheer black knickers and rubbed the tip of his cock with the tip of her finger, spreading the pre-cum around his partly retracted foreskin. Jack shuddered at her touch. Lucy withdrew her finger and popped it in her mouth.

"Nice," she commented. "Very tasty."

Sally leaned forward again and hooked her fingers into the waistband of the knickers. She began to slowly pull them down, causing Jack's cock to slap against his stomach as it was pulled down by the knickers and then suddenly released. Lower and lower Sally pulled the knickers, sliding them across the sheer nylon of Jack's stockings and driving him nearly wild with sensation. Finally they reached his ankles and he felt Sally raise his left foot, leaving the wispy garment still on his right ankle.

"OK. Now I think we had better make sure that we use plenty of lube, it being your first time and everything,"Sally said. As she spoke she produced a pump action bottle of lube that must have been hidden somewhere in the room, as she certainly hadn't been carrying it when she came down the stairs.

Pumping some of the lubricant onto the fingers of one hand, she opened Jack's legs with the other. Lucy watched the whole process intently. Jack felt the warmth of Lucy's hand on his balls as she lifted them out of the way, presumably so that she could get a better view of his arse.

"Here, let me," said Lucy.

"Oh thanks," her friend replied and Jack felt a Sally's hand leave his scrotum and be quickly replaced by another. He squirmed a bit as Lucy lifted his balls. Her other hand took a firm and, as far as Jack was concerned, completely unnecessary grasp around the shaft of his cock.

Jack started again as he felt something cold against the sensitive skin of his arsehole and realised that it must be the cool lube on Sally's finger. He felt her circle around his hole a few times and then alight on the centre of this most private and sensitive of spots. Involuntarily he tensed.

"Relax, honey," he heard Sally say. "Just like I have to when you lube me up!"

Jack made a conscious effort to relax, but that was no easy thing with his girlfriend about to violate his arsehole and her best friend with his balls in one hand and his cock in the other. He felt the pressure on his arse increase steadily as Lucy pushed her finger against its resistance until suddenly that resistance ceased and suddenly her finger was inside. Sally rested for a moment, her finger in his arse up to the second knuckle.

Jack's eyes were closed. He heard Lucy say "See, that wasn't so bad, was it?" and he jumped a little as he felt her hands very gently squeeze his cock and balls.

"No, I guess not," he managed to say.

Lucy's finger slowly started to move around inside him. He felt pressure against the front wall of his back passage, just at the point she had rubbed the previous night. The sensation was again not at all unpleasant. Then Jack felt additional pressure against his sphincter. She was trying to put two fingers in! His eyes opened and he stared unseeing at the ceiling as he felt his anus being stretched by the tip of the second finger as it sought to join its colleague. Again Jack tensed, inadvertently clamping down on Sally's finger and making his back rise a little from the couch.

"He needs to relax," he heard Sally say.

"Let me try this," Lucy replied.

Jack felt Lucy's hand release his balls suddenly, allowing them to fall not against his buttocks, but rather onto the hand that Lucy was using to violate his arsehole. An odd sensation!

"I know you like knickers, Jack," he heard Lucy say. "Sally told me you play with hers all the time. You wear them, and you wank in them and you smell them." As she spoke, Lucy gently masturbated Jack's bald cock with her hand. "Is it just Sally's knickers Jack? Or do you like all girls' knickers?"

Jack was unable to answer. In truth it was all knickers. It was a weird fetish-type thing that he had had as long as he could remember and he had always taken the opportunity to indulge it whenever the chance came up.

"How about these?" he heard her say.

As she spoke Jack's eyes were drawn to movement at the lower edge of his vision and when he focussed on the source of that movement he saw that Lucy was holding in her hand - the one that wasn't wrapped around his cock - a crumpled white mass of cotton. She was holding the knickers that Jack had just a few minutes ago watched her take off.

"Do you want to smell my knickers Jack? A little pre-taste of what you're going to get in a minute!"

Slowly Lucy offered up the crumpled white mass so that Jack could see them properly and then lowered the little delicate garment over his mouth and nose, gently holding it so that he could inhale the aroma of her knickers without his breathing in any way smothered. The scent was divine.

Jack's eyes closed again as he savoured the scent of the woman whose pussy he was apparently about to lick. As his eyes closed, Lucy once again started to gently masturbate his cock.

"That's good, honey," he heard Sally say. "Relax." And as she said it Jack felt Sally push slightly harder and felt her second finger pop into his arse.

Sally held still for a few minutes to let Jack get used to being stretched like that. Occasionally she would stroke the insides of his arse with the tips of her fingers, and all the while Lucy gently masturbated him while holding her own knickers - that until a few minutes previously had been covering her own pussy - gently over his mouth and nose.

After a few minutes Jack felt the fingers disappear from his bum. He heard the noise of the pump dispenser and then once again was stretched as the fingers returned - both together this time.

"Got to make sure you're properly lubed up!" he heard Sally say as she gently worked her fingers in and out of his arse and round and round.

"OK," she said after a few more seconds. "It's time for you to loose your virginity, Jack."

Jack swallowed, still very uncertain that he wanted to go where she was leading, but resigned to the fact that he could do nothing at all about it.

Lucy removed the knickers that had been obstructing his view down his body, and as she did his eyes were drawn to Lucy. She was kneeling up between his stocking-clad legs, naked except for her own stockings and for the obscene bright red cock protruding from her bare pubis. As Jack watch, Sally pumped some of the lube onto her hand and then, grasping the phallus firmly, began to masturbate it, spreading the lube all over its bright shiny red surface as she did so. Jack's mouth was suddenly dry. Excited as he was at the prospect of being able to not only see but also to luck Lucy's pussy, he was frankly terrified at the prospect of his virginity being taken by Sally with that thing she was stroking.

He was aware that Lucy had moved up onto the sofa and was now kneeling next to him, watching Sally as she got ready.

Finally satisfied with the lubrication job she had done on the fake cock, Sally shuffled towards Jack's stockinged and spread legs. Her hands grasped his lower thighs through the black nylon and moved his legs a little further apart, allowing her to move in between them. Then releasing his legs, Sally gently cupped his balls and lifted them clear of his crotch to allow herself a view of the target. The video camera on top of the bookcase caught the whole scene.

Taking the shaft of the fake cock in her right hand, Sally directed the tip to Jack's virgin hole. Having found her mark she paused and smiled at him. "Don't worry, sweetie. You'll love it, but it might be a bit uncomfortable at first."

As Jack watched she leaned forward a little and began to apply pressure.

"Remember to relax," she said.

Fat chance of that, Jack thought to himself. He could feel the intruder press against his hole. As the pressure increased he could feel the resistance begin to give and his arse begin to stretch to accommodate the seemingly huge knob. Sally increased the pressure little by little, and Jack could feel his arse spreading wider and wider. More and more Sally pressed, her right hand on her fake shaft and her left still cupping Jack's balls. He felt something take his own hand and, glancing across saw that Lucy was now holding his hand, her eyes glued to his crotch as she watched her friend take his virginity.

More and more Sally pressed and Jack could feel the end of the phallus move further and further in, his arse stretching wider and wider until he thought he was going to tear and then ever so suddenly the resistance stopped, the pain was reduced and the end of the bright red cock slid into his body. Sally had done it. She had taken his virginity. Jack could feel the shaft of the cock gripped firmly by the muscle of his anus and could feel the sense of stretching in his back passage where the wider head of the cock now rested.

"Well done, sweetheart. You've done it and I am so proud of you," Sally said, looking down at him. Jack looked downwards. There, past the black lace bra covering the firm round breasts and past the lace and elastic of the suspender belt; past the smooth hairlessness of his crotch and the now deflated and smooth shaved cock he could see the bright red shaft disappearing between his legs.  Sally was fucking him.

She remained still for a few seconds more, allowing him to become used to the strange sensation of having something inside his body, and then, very slowly, she began to move.  Sally was very gentle, slowly sliding the red monster in and out of Jack's hole but being careful not to draw out too far and allow the knob to emerge.  She had by now let go of the shaft and as she settled into a slow and steady rhythm she took his cock in her little hand and began to masturbate Jack in time with the gentle thrusting in his arse.  Her other hand still cupped his balls.

In response to the by no means unpleasant sensations in his arse, the gentle cupping of his balls and the slow and rhythmic massaging of his cock, Jack once again started to get hard.  As Sally began to fuck him a little harder, he could again feel the subtle tug of his breasts as they moved around on his chest, and became more conscious of the straps and lace of the bra and suspender belt as he moved on the couch.

After a few minutes he heard Sally say "why don't you climb on now."

Jack wondered for a split second what she was driving at, and then he remembered.  Lucy.

"Are you sure you don't mind?" he heard her say, and he was pretty sure that she wasn't addressing him!

"Not at all," Sally replied.  You deserve it for being such a good friend!"

Jack felt Lucy's weight shift on the couch and then saw her knee go past his nose as she positioned herself to sit astride his face, facing Sally, the skirt of her dress held around her waist.  As she knelt down astride his head, Jack looked up and saw her pussy.  A neatly trimmed red bush with coral pink lips and a hint of something redder within.  Jack inhaled deeply, savouring the smell of her pussy, now mere inches from his nose, and adding that sensation to the ones he was receiving from Sally.

Lucy's pussy started to descend towards his face and then stopped.  Lucy raised herself up again and held her dress out of the way so that she could look him in the eye.

"Oh, one more thing. Poor old Mark got so horny earlier on that he begged me to let him fuck me, and I can never say no to him! You see, he knows that he won't see me tonight because he's at his folks' house, and he knows that we both need to do it every day! So I let him fuck me earlier on, but that was hours ago and so his cum should have all gone by now, well, at least as far as my knickers!" she laughed. "So it will be a bit messy maybe, but we already know that you don't mind a bit of cleaning up. Don't we Jack?"

Sally laughed again at that, remembering how Jack had cleaned his cum out of her pussy the previous evening.

"No, he doesn't mind. In fact it seemed to add a certain something, but that might just have been my imagination!"

Jack opened his mouth to protest, but at that precise moment Lucy let go of the skirt of her dress, which fell around Jack's head like curtains, cutting him off visually from the rest of the room.  All he could see now were Lucy's creamy white thighs, the inside of her dress and her wet pussy.  But he couldn't see any of that for long as Lucy immediately lowered her pussy onto his mouth, choking off whatever protest Jack might have been about to make.

Suddenly Lucy's pussy was covering Jack's mouth and he could feel its wetness against his lips.  Her thighs were either side of his head and directly before his eyes was the pink puckered rose bud of her anus.

Part of Jack wanted to recoil from the revelation that this pussy he was about to lick had that very same day been filled with his best friend's cum but Jack had nowhere to move to and absolutely no self respect left.  So he parted his lips, stuck his tongue out a little way, and tasted Lucy's pussy for the first time.

Her taste was stronger than Sally's and a little saltier.  He could also taste the earthy tang of cum, just as he had the previous night when Sally had made him go down on her after he had ejaculated in her.  Oh God, he thought.  That's Mark's cum.  He was eating his friend's cum from his friend's girlfriend's pussy while he was being fucked by his own girlfriend.

As these thoughts raced through his mind a glob of thick creamy fluid fell from Lucy's pussy into his mouth.  The taste was earthy and salty and a little bitter and he knew beyond doubt that it had been a part of the deposit that Mark had left there earlier.  Meanwhile Lucy was warming to his attentions.  With his tongue firmly inserted in her vagina, she was rubbing her clitoris on his chin and bringing herself closer to orgasm, making her juices flow and releasing the residue of Mark's earlier visit.  At the same time Lucy remained busy at the other end, rhythmically fucking him and stroking his now once again rock hard and leaking cock.

Lucy's gyrations became steadily stronger and Jack could hear her pant and begin to moan a little until she reached her climax and came to a shuddering halt on his face, juice almost running from her vagina and her clitoris now greatly enlarged.

Jack imagined that Lucy would now dismount, so to speak, but after a few seconds' rest she began to move once again.  At the same time Lucy began to thrust harder and less rhythmically - it was apparent to Jack that she was going to cum too.

With his tongue now once again fully engaged in drawing the nectar from Lucy's gorgeous pussy, Jack could only lie there and experience the incredible sensations of the underwear pressing into his flesh, Lucy's body on his face, Sally's hand on his cock and her bright red strap on dildo buried deep within him.  He could hear Lucy offering quiet words of encouragement, helping her friend towards her climax and he could hear Sally's soft pre-orgasm moans.  The volume of the moans increased even as their pitch rose and they became closer together.  Harder and harder she fucked Jack with the strap on until she was giving him roughly what he was used to giving her.  His arse was getting used to the unfamiliar sensations.

And then she came.  He could hear her moans and felt the jerking of her perfect body even as she fucked him senseless, squeezing and tugging on his cock.  He felt her hand squeeze his stocking-clad thigh as her orgasm overcame her and as she jerked the cock in and out of his arse.  Lucy rubbed herself against his face as she watched her friend cum.  Finally Sally went rigid and then relaxed.

After a few seconds the pressure in his arse increased and changed - Sally was pulling the cock from his arse and the bulbous head was once again going through his hole, but this time from the inside.  For a few seconds she was gone - her hand gone from his cock, nothing touching his thigh and no cock touching his arse.

But she wasn't gone for long.  After a couple of seconds Jack felt the tip of the strap on dildo once again probing his opening and felt a hand once again close around his cock.  The entry this time was much easier and Jack even managed to enjoy the sensation as the knob of the dildo overcame the resistance in his arse and slipped in.  

Lucy slid backwards a little and Jack felt her clitoris, now very prominent, touch his lips.  He sucked the morsel into his mouth, determined to wring another orgasm from Lucy as Sally fucked him again.

He ran the underside of the tip of his tongue underneath Lucy's foreskin, luxuriating in the sensation of his tongue on the bare surface of the sensitive organ.  He could feel the orgasm growing in the woman sat astride his face, and this growing excitement was mirrored in the increased urgency of the fucking that Jack was getting, and in the faster and firmer stroking of his cock.  He could feel Sally's free hand stroking the tops of his stockings and playing with the straps of his suspender belt, occasionally pausing to touch his bra and squeeze the silicone breasts within.  Jack's own excitement was rising to match that of the two women in whose complete control he was.

Faster and faster Sally fucked Jack's arse.  Harder and harder she wanked his cock.  Deeper and deeper he sucked Lucy's clitoris into his mouth, treating it almost like a little cock.  Jack could feel his orgasm rising from the base of his spine.  Higher and higher it rose until it broke over him  and he arched his back as the feeling swept though his body.  He felt spurt after spurt of cum gush from the end of his cock and land all over his chest and stomach and even felt some splash on his chin.  As he came he felt his two companions reach their own crises so that they became one great orgasming animal, grunting and moaning as they each became lost in the sensations.

Finally, they returned to reality.  Jack relaxed back onto the couch with Sally's fake cock still in his arse, but feeling smaller now.  Jack supposed he must be getting used to it being there.  Lucy stirred, having flopped forward after her own orgasm and at the same time he felt Sally pull out of his arse.  Jack felt some of the lubricant running down the crack between his cheeks.

As Lucy lifted herself off his face and her cocktail dress fell back down to hide her soaking wet pussy Jack was able to see once again. He looked down towards Sally, eager to make eye contact with his beloved girlfriend and show her that, even though she had just taken his virginity and - even worse - made him cum all over himself in the process and even though he had just performed that most intimate of acts on her best friend and at her insistence, she was still number one. As Lucy's leg crossed his face and she returned to her earlier position, kneeling on the couch next to Jack's head, Jack could see once again.  Immediately, his eyes sought out his girlfriend. But looking back at him was his best friend Mark.

Jack jerked up slightly, unable to believe what his senses were telling him. The change of position allowed him a better view of Mark and his eyes were unconsciously drawn to his best friend's crotch. There in a nest of light brown pubic hair he saw a wilting cock, still glistening with lube and leaking the final drips of the cum which he had clearly just left in Jack's arse. His hands were still on Jack's stocking clad knees, and on Mark's right hand there were traces of the cum that he had just enticed from Jack's own cock. As Jack stared open mouthed at his friend he could feel that cum that Mark had just left in him trickle down between his smooth cheeks to pool on the sofa beneath him.

And there, kneeling on the floor next to Mark and with a video camera in her hand and the strap on still rising threateningly from her beautiful bare crotch, was Sally.

"What the fuck..." Jack stammered.

"Surprise!" Lucy quipped.  "But the last one, this time.  I promise."

"No this is too far. What the fuck have you done?" he asked his friend and his girlfriend.  Before Sally could speak, Mark answered for her.

"Sorry dude. Always really wanted to do that to you and when this little opportunity came along I just couldn't resist!"

"You fucked me?" Jack demanded incredulously.

"So it seems man," Mark replied, absent mindedly squeezing his cock as he spoke, causing a little more cum to leak out. "You catch on quick!"

"Look, it's not so bad," explained Sally. "We had this little problem, and Lucy knew that Mark really desperately wanted to fuck you, and so we just put two and two together..."

"You're gay?" asked Jack, looking at Mark and barely hearing what Sally had said.

"Nah! I'm bisexual. Always have been. I guess you are too now," he smiled.

"Yeah not fucking likely!" Jack shot back.

"Really? Well, when I came in the room you were dressed as a girl and lying on your back with your panties round one ankle while eating out my girlfriend. Meanwhile your own girlfriend was pegging you with a strap on - one, which I might add, has been up my bum more than a few times. It was quite a sight to see, I can tell you. All I did was to take over from Sally and you fucking loved it, as the rock hard erection that you threw up demonstrated. And it didn't take much to make you cum, now did it? Now you have my cum dripping out of your arse as well as drying on your face, because you have also just cleaned Lucy's pussy of the little deposit I left there earlier. Sounds pretty bisexual to me! By the way, you look fucking hot in that underwear!"

 

 

 

 

 

 
 