A High School Bet

Jesse Sinclair's cousin Julie was ten minutes late, but that didn't matter at all to Brock when he saw her. Looking even sexier than in her photo Julie walked over with a sexy sway of her hips. She was dressed in a sexy red leather dress which showed off her stocking tops and kinky leather boots and gloves. They both ordered burgers and sat in a secluded booth to eat them. Brock couldn't take his eyes off Julie's curvy body, long legs and deep blue eyes the same as Jessie's. He was completely absorbed in Julie and could barely pay attention to what she was saying in her deep sensual voice, so absorbed he was in staring at her.

Embarrasingly he felt his cock grow hard as she placed her leather gloved hand on his knee and began to feel up his thigh. Stopping where there was now an obvious bulge in his pants she caressed his crotch. Julie leaned in towards him and Brock expected her dark lips to plant a kiss on his, instead she whispered in his ear in her throaty sexy voice:

"Why don't we go somewhere a little more private."

Brock could only nod and follow as Julie led him by the hand from the diner and back to the house where she was staying with Jessie and Jesse. Brock knew their parents were away and thought about what Jesse had told him about his cousin giving head on first dates, he smiled at the thought as Julie led him up to a bedroom.

Instantly inside the room Julie instantly grabbed Brock in a passionate embrace, locking their lips together she caressed his tongue with hers as Brock could feel his increased erection straining against his pants. Seeming to feel or realise this too Julie dropped to her knees and unzipped Brock's pants allowing his hard, erect cock to spring free.

Slowly at first Julie began to jerk him off with her gloved hand, Brock enjoyed the sensual feel of the leather glove against his skin as Julie began to kiss and lick the head of his firm cock before gradually taking it into her mouth and beginning to bob up and down on it whilst her leather gloved hands played with his balls and ass.

A man's man, Brock usually liked to be in control with a woman however he was totally in awe of Julie and her cock sucking and just let her get on with it as she eagerly and ever more quickly bobbed on his erect beast. Brock could feel himself nearing a climax as Julie reached to brush her black curls from her eyes . . .

. . . And brushed them right off her head, to reveal blonde hair beneath! But this wasn't half as shocking as what Brock saw when he looked down, noticing the impressive bulge in the front of "Julie's" skirt he suddenly realised she wasn't Jesse's cousin at all but Jesse himself. However he was now so far gone he couldn't stop himself and he felt his cock explode inside "her" mouth, covering "her" face and dress with his creamy juices. Brock felt shocked and embarrased by the whole situation and even more devastated when he heard a victorious feminine laugh.

He turned to see Jessie emerging from the wardrobe laughing, with her best friend Lizzie. Jessie was brandishing a video camera.

"Won't everyone at school be pleased to see the kind of girls you go for Brock," she laughed wielding the video camera.

Brock went red with shame, looking away from "Julie's" body, covered in his cum, the fact that he still found her sexy of even greater embarrasment to him.

"But, we can make your little secret disappear and give you the tape," Jessie continued, as Brock audibly breathed a sigh of relief, "All you have to do is take our Julie here as a date to the prom."

"What?!?" said Brock and Jesse simultaneously.

Brock thought for a moment. His reputation at school would be ruined if this tape got out, however nobody would suspect anything if he went to the prom with sexy Julie. Besides, even though he struggled to admit it to himself he was still kind of turned on by her, even knowing her secret, "I'll do it," he said.

Jesse thought for a moment. He'd fulfilled the terms of the bet and was free now. But if that tape got out then he'd be even more humiliated. Also he was beginning to enjoy the sensual pleasures that being a woman was giving him and felt perhaps he'd like to explore this further, "I'll do it," he said.

"Great," said Jessie, "Brock, you'll pick Julie up from here at seven thirty."

***

Later that evening and Brock had left, Jesse had gone to bed, exhausted after his big night. Jessie and Lizzie sat alone on Jessie's bed in silence. Lizzie was struggling to strike up the nerve to ask Jessie a very important question. She knew that Jessie still cared a lot about her popularity and reputation and that everyone else thought they were just best friends. Still Lizzie managed to steel herself up to ask the question:

"Jessie, would you be my prom date?"

For a while Jessie just sat in silence, Lizzie could see her beautiful blue eyes glazed over, deep in thought. Jessie stayed like this, thinking things over, for some time before finally her eyes lit up as if she'd made a decision. She turned to Lizzie and her beautiful mouth spread in a perfect smile that made Lizzie's heart jump before she'd even said anything.

"I can't think of anyone I'd rather go with or be seen with," she said smiling and, taking Lizzie in her arms, kissed her full on the lips, as Lizzie's mind slipped to her dreams of their future together . . .

Part Three - Jessie and Lizzie's Prom

The prom was the event of the senior year at River Falls High School where eighteen year old twins Jessie and Jesse Sinclair and Jessie's best friend Lizzie Nichols went shopping for prom dresses. Nobody at school knew it yet, but because of the strange events of the past few weeks Jessie would be taking Lizzie as her prom date, whilst Jesse was going as his female alter-ego Julie with Brock, captain of the football team. It was for these two faintly odd dates that the three of them picked out prom dresses the week before the big event.

A week later and "Julie" waited anxiously for her date to arrive, biting her perfectly manicured red finger nails with nerves at the thought that Brock might, knowing her secret, pull out of the date all together. She was dressed in a long powder blue dress with complex spaghetti straps. Beneath this a tight lace corset stuffed with fake silicone breasts turned Jesse's masculine body into Julie's hourglass figure, her cock was strapped down and hidden beneath her panties, stockings and garter belt. With Jessie's help she had worn her black curly wig up in a fancy, attractive style and had applied rather more understated make-up. Looking in the mirror Julie flattered herself that she was a deeply attractive woman and Brock would have to be mad to turn her down.

Still despite this Julie still sat there anxiously waiting for her date to show up. Seeing this Jessie knocked her gently over the head:
"What are you so nervy about Julie?" she said, "You know what'll happen to him if he doesn't show," she waved a video at him. It was the one on which they had recorded an obviously endowed Julie sucking Brock's cock. They were now using it as a safeguard to make sure Brock showed up on his date.

At that moment the door bell rang and in came Brock himself. Dressed in an immaculate white tuxedo Brock cut quite a charmingly attractive figure and Julie was very proud to be turning up on the arm of such a gorgeous gentleman. Brock handed her a fancy blue corsage, and, taking her by the arm, escorted her out to a white stretch limo. Brock had really gone all out to make an entrance and Julie really appreciated this.

As Brock and Julie drove off in their limo Jessie went up stairs to finish getting herself ready and helping her date Lizzie.
Lizzie sat in front of the mirror, wrapped in just a small white towel her smooth legs dangled seductively from her stool. Her shoulder length dark hair was in curlers and she was applying some mascara as Jessie walked in. Looking up Lizzie was delighted by the sexy appearance of her friend and date. Jessie was dressed in a strapless pink silk dress which pushed up and enhanced her already massive breasts. She was also wearing elbow high pink silk gloves and high pink pumps. A silver necklace pointed down to her impressive cleavage and Lizzie felt a desire to bury her face in it, the sight of her sexy friend was making her quite worryingly wet. Jessie's already long blonde hair had been given hair extensions so it fell sexily all over her shoulders and her blue eyes sparkled with pleasure.

Lizzie's own eyes lit up with love, she couldn't think of anyone she'd rather share this special evening with than her gorgeous best friend. Thus far the only sex that the two girls had managed involved Jessie eating her friend out. Lizzie knew Jessie wanted more and she felt tonight she might finally be ready for it.

"You look gorgeous," Lizzie said to her friend.

"I know," Jessie said, giggling and giving Lizzie a little model-type pose, "Now it's time to get you ready for our big entrance."

***

Jake Leeds watched as a huge white limo pulled up outside the school, out stepped Brock Stewart, captain of the football team, dressed in a show offy white tux. Brock walked around to the other door and opened it, holding out a hand to help his date get out of the car. Emerging from the limo was one of the most gorgeous girls Jake had ever seen. A tall leggy girl with gorgeously extravagant black curls in a sexy powder blue dress.

Jake walked over to introduce himself, feeling himself a little abashed and tongue tied in the presence of such a beauty, finally he held out his hand and managed to speak:
"Hi I'm Jake,"

"Hi," she replied in a deep, sensual voice, giving him her hand daintily.

At that moment Brock stepped in:
"This is Julie, Jessie Sinclair's cousin," he said. That would explain why she looked a bit familiar.

"Ah," said Jake, a beaming smile on his face, "So your the blow-job girl."

Julie blushed a crimson colour that made her look even sexier. Brock gave Jake a quick frown as he took Julie by the arm and escorted her in.

Upon entering into the dance hall Brock, in his bright white tux, and his gorgeous date certainly turned many heads as they began to slow dance close together. Julie felt safe and happy in Brock's strong arms as she pressed her fake breasts against his chest. She could already feel his semi-erect cock pressing against her thighs, at the same time she could feel her cock straining against its restraint. As she leant her head on his shoulder she whispered seductively in his ear:
"If we go somewhere more private I can help you sort that out."

Jake watched Brock and Julie quickly leave the dance floor and go out the door, he guessed what they were doing and walked over to a couple of other friends on the football team to talk to them.

***

Meanwhile whilst all the attention had been on Brock and his sexy date another limo pulled up outside and out stepped Jessie Sinclair, gorgeous popular blonde and favourite for prom queen. Her entrance slightly usurped by her sexy cousin, now all eyes turned to Jessie as she stepped out the car in her pink dress. Everyone had to admit she looked gorgeous and they all strained to see her date, about which there was a lot of mystery.

Jessie walked around to the other door and opened it. There was a hushed moment of anticipation before out of the car stepped Jessie's best friend Lizzie Nichols. Lizzie looked great dressed in a black halterneck dress that showed off her cleavage with her whole small body looking sexy and enticing, if anyone was going to challenge Jessie for prom-queen it would be Lizzie. The crowd waited for the sexy girl's dates to step out of the car but nobody did. Jessie and Lizzie linked arms and walked into the dance hall whilst everyone looked on a little confused.

For a moment Lizzie stood on her own and she was approached by Steve Cooper, a jerk who thought all women wanted him.
"Flying solo tonight Lizzie?" He leered, not attempting to hide the fact that he was staring right down her dress, "Well, we can take care of that."

Steve reached out to her and Lizzie was for a moment struck dumb. She'd come with such confidence as Jessie's date but now she couldn't bring herself to say it and just backed away from Steve's outstretched arm. Steve was about to say something more when Jessie reached in and grabbed his arm.

"Back off jerk, she's with me,"

"All the better," Steve grinned uglily, "You two gorgeous girls shouldn't be dateless on prom night."

"We're not dateless," said Jessie, loud enough for everyone to hear, "Lizzie is my date, and I couldn't think of a better one."

There was a hushed shocked silence around the hall as Jessie took Lizzie's hand and they walked into the centre of the dance floor to slow dance together. The rest of the room barely moved, staring open mouthed at the couple. As she danced in Jessie's arms, her body pressed against Jessie's curves, Lizzie felt happier than ever before. She looked up with admiration into Jessie's blue eyes and, in full view of the whole school, pulled Jessie's face towards her and planted a kiss on her full red lips.

As the two girls locked in a lengthy, sexy kiss the whole hall stood in stunned silence. A couple of guys drooled with lust but mostly they looked on disapprovingly. However Lizzie was oblivious to it all, she didn't care who knew how much she loved and cared about Jessie, and here, wrapped in her lover's arms she felt nothing could harm her.

***

Julie and Brock found themselves now in a deserted dimly lit corridor of the school, nobody would come here, they were all too busy at the prom, staring at Jessie and Lizzie. Brock pushed Julie against the wall and started to kiss her, his hands on her pert girly ass, Julie could feel her own hard cock straining against its strapping, she was really turned on as Brock pushed her to her knees and unzipped his pants allowing his own hard erect cock to spring forth.

Julie needed no further invitation as she began to go down on the well hung football star, taking the length of his cock in her mouth and sucking him off. Soon Brock felt his knees buckle and huge streams of cum burst from his dick, filling Julie's gaping awaiting mouth as she swallowed it all, desperate not to stain her sexy blue dress.

Brock was about to put his pants back on when they heard a voice:
"I thought I'd find you two here," it was Jake accompanied by a couple of other members of the football team. "Now's the time to see if Julie's really the cock sucker you said she was."

Julie was taken back at this suggestion that she would like to suck Jake's cock. She still clung on to vestiges of her straight identity as Jesse and the thought of doing this to another man than Brock made her slightly sickened. She looked up at Brock who had reddened with embarrasment.

"Come on Brock, you know that's how it is on the team," Jake was saying, unzipping his pants, "Remember how I let you screw Kelly and Sarah, well now it's my turn."

Brock turned pleadingly to Julie, "Please, Julie, just do this for me this once."

Julie saw she was stuck, there was nothing she could do so she resigned herself to the situation, secretly a little curious about what cocks other than Brock's would be like. As Jake dropped his pants Julie couldn't help but laugh at the size of the little four inch fully erect cock that emerged.

"Suck it bitch," said Jake slapping Julie across the face with his little dick.

"Don't speak to my date that way," Brock was saying as Jake backed down a little.

Julie easily took Jake's little dick right inside her mouth and began to suck him off, clearly from the moans and groans of pleasure Jake was enjoying this and Julie felt her hard cock telling her she was too although she didn't enjoy the emptiness given by the fact that Jake's cock was much smaller than Brock's.

Julie could see the other two guys had dropped their pants and were beginning to jerk themselves off. Instinctively Julie reached up her extravagantly manicured hands and began to jerk off the other two cocks whilst continuing to suck on Jake's.

Very quickly Jake came to a climax and blew his load into Julie's mouth, it didn't taste nearly as great as Brock's cum but Julie still savoured it and swallowed making sure none of it stained her beautiful dress. She let Jake's little, further shrunken, cock slide from her mouth and took the heads of the other two in instead as she jerked them off to a climax, the two guys almost simultaneously cumming into her eagerly waiting mouth as she struggled to swallow two loads at once.

Finally she had finished with all three of them and they efficiently put their pants back on and walked off back to the main hall whilst Julie stood up with Brock's help and straightened out her blue dress.

***

Lizzie held Jessie in the kiss for what seemed like forever, savouring every moment of her perfect happiness before finally having to come up for air. She stared lovingly into her friend's eyes for ages, Jessie's blue eyes sparkled back with love and happiness reflected from Lizzie's own.

Their moment together was broken when they were pulled apart by Kelly Simmons:
"Don't you think that's a bit much," Kelly said obnoxiously, "I mean, what are you trying to say here. Lesbianisms a bit last season isn't it?"

Lizzie could feel the anger boiling up within her as she desperately just wanted to reach out and slap Kelly. Jessie, noticing Lizzie's anger, held out a hand to stop her and spoke calmly to Kelly:
"I'm not saying anything, this is who I want to be at the prom with, this is who I care about and I wouldn't have it any other way."