tagTranssexuals & CrossdressersThe Invitation Ch. 06

The Invitation Ch. 06

byJustPeekin©

"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.

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byJustPeekin© 1 comments/ 11270 views/ 1 favorites

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