Kim was at the prom, dressed in a black tuxedo with a royal blue bowtie, and Laura Wetherbee was all over him. She was dressed in a pink backless dress, with a short skirt, and her legs were silky smooth, shiny and beautiful. She led him away from the other smokers who stood outside the dance, around the corner.
Once they were out of sight, she leaned against the railing and lolled her hips, slightly spreading her legs as she reclined.
Kim kissed her, passionately, pressing his body against hers as she lifted her bare leg and wrapped it around him.
Kim put his arm around her and her bare back felt hot on his hand. He reached further, until he was reaching inside the dress, just an inch or two, and gently stroked her skin with his fingertips.
"Take off my panties," Laura said.
"But they're right around the corner-" Kim tried to protest, pointing vaguely in the direction of the rest of the prom-goers.
Laura didn't say anything. She just started to pull up her already-short skirt, wriggling her butt back and forth while she looked up at him with her big blue eyes, biting her puffy lip.
She was a classic blonde, the girl he'd been obsessed with since the sixth grade. She'd never given him the time of day! And here she was. How had they gotten here? Something didn't add up.
Kim decided not to question it. He reached under her skirt and pulled down her panties. She spun around, bending over the railing, her panties still caught on her pink high heels, holding her feet together. Kim reached down with his hand and felt her, hot and wet, and ready. His fingertip slipped inside of her easily. "Please, Kim," she said, "Fuck me."
Kim quickly undid his belt and the fly of his black tuxedo pants. He released his rigid cock and rubbed it length-wise along the hot wet cunt perfect teen blonde. "Oh my god, Kim, yes!" she said, with her head dangling over the railing and her perfectly and expensively styled hair falling down over her face. Kim had never felt so turned on in his life, and he almost instantly felt the tingling sensation of an oncoming orgasm as he slowly rubbed his member against her.
"Mmmmm," she said, in a slightly different voice. A familiar one. "Good morning," she said again, as she smiled back at him. But it wasn't Laura. It was his sister, Diane!
It was a dream! A weird twist in the dream, Laura suddenly turning into his sister, but Kim was on the verge of an orgasm so he shrugged the transformation off. He just gripped her tighter and resumed his slow rub against her backside.
"Okay, then, don't stop..." said Diane, and Kim was starting to get confused, even as he was on the verge of cumming.
He suddenly realized that it wasn't only a dream. It was only mostly a dream. He really was in bed - with his sister - in their shared hotel room - and he was really rubbing his huge boner into the groove of her ass. Through her panties. And through the panties that he was still wearing after from their little drag dress up show last night. He was even still wearing a bra!
He stopped moving, mortified. "I'm sorry!"
"Shhh," Diane said as she backed up against him once again, "It's all right." She arched her back and rubbed her ass along his long, hard, dick, held tight to his own body by the soft, smooth panties. The soft skin of the underside of his dick was tickled by the slow caress of her soft ass-cheeks.
He wrapped his arms around her, and started moving his hips in time with hers. His hands grabbed her breasts, feeling her softness as she gasped and panted. Faster and faster they moved, as he got closer and closer and his dick got even harder and his balls tightened, and he came.
She could feel his semen splash against her back, and his arms relaxed from where he'd been tightly gripping her.
"Well," she said. "You'll have to remember not to do that to your new roommates. That might just give away the fact that you're a boy."
Kim rolled away from Diane. What had he just done? He'd just dry humped his sister, without even thinking about it!
"You must have been having a good dream," Diane said.
"Yeah," said Kim. "I guess I was. I was actually dreaming I was at the prom with Laura Whetherbee..."
"That blonde you were always in love with?" Diane asked. Kim winced at the description.
"Yeah," he said. "But she would never give me the time of day."
"Weren't you friends?"
"Well, yeah," he said, "but only friends. She didn't, I guess, take me seriously as a man."
"Then it's stupid for you to say she wouldn't give you the time of day," Diane smirked. "That expression means that somebody wouldn't even respond if you asked what time it was, like they have total contempt for you and pretend you don't exist. Don't you know that? Aren't you supposed to be smart? How'd a lunkhead like you ever get a scholarship to girls' school anyway? Must be affirmative action run amok."
Kim grimaced. Girls' school. How had it ever slipped his mind for a moment? Here he was, his entire future riding on a valuable scholarship he'd won, but at a school that only allowed female students! Only his stupid name, given to him by parents who had no regard for the idea of growing up without being mocked, had allowed this mistake to happen in the first place - and somehow he'd allowed his sister to talk him into the idea of disguising himself as a girl! Every day, for the entire school year!
She had a point. This was the only way he could afford a college education. If he showed up and revealed he was a boy, they wouldn't even let him into the school, probably! He'd have to drop out and get a job, save up money to go to college next year, maybe, at a state school, with lots of loans. He shook his head just thinking about his miserable other options, all so much worse than getting a full ride to the prestigious Sarah Van Hufferling college. And so he'd let her talk him into dressing in drag.
It was completely insane, and yet Kim had to admit that he'd looked incredibly convincing as a girl once Diane had made him over. A sexy girl, almost as beautiful - no, exactly as beautiful as his sister Diane. Diane was a successful rising television actress, pure glamour, with medium-length brown hair in a stylish cut, sexy dark eyes and full, luscious lips.
Somehow, the excitement of getting dressed up had made him horny as hell, and somehow he had wound up - oh god - giving a blowjob to a dildo. And letting Diane, his own sister, suck his cock.
Kim's face turned red and he held his hands to his face as he thought over his actions.
"What's wrong, Kim?"
"What are we doing? What are we going to say at Christmas?"
