The Bet That Changed Everything (w/ Dreamfox)

[Erotica]

Jessie Fox was an 18 year old nobody, essentially. His sister, Sara, on the other hand - his younger sister at that - was already the most popular girl in the entire school. With her modeling looks, flirty charm and athletic prowess, the guys (and girls for that matter) just couldn’t stay away from her vortex.

And it drove Jessie insane. It was bad enough they shared similar looks, so much so that he was deemed the “prettiest boy” two years running in some joke lists passed around the school. But he had to hear the other students talk about how hot she was, how lucky he was to be her brother, on and on.

The bet was supposed to give him... something. It was nothing to her, surely. Just a race around their block, winner getting to pick the loser’s Halloween costume for a party Jessie didn’t even want to go to, but he got an invite because of her. He was on the swim team, was decently fast at running - he figured he could pull out a win at just this over her. And she was going to hate her costume - it was going to be baggy, oversized clothes that wouldn’t let her show off her body like she so loved to do. And even a mask so she’d get to see what it was like to not be Sara Fox for an evening.

The race was going well for the first couple turns. He knew she was close, but he made the final turn and could see their mailbox. He sprinted, giving everything he had, but soon her longer legs sped by. He felt a lump in his throat as she crossed first, him a few seconds behind.

He leaned down, hands on his knees as his chest heaved. “Fuck!” he hissed, more upset about losing to her once more than even thinking about the bet. He figured she’d make him wear some kind of loser outfit so she could poke fun at him all evening. They’d even used their mother as a neutral party, to make sure the loser went through with it - and that was his idea, thinking he’d win and she’d snake out of the bet somehow. Now he was in a bad spot. “Fine... what’ll it be then?” he huffed as he started to catch his breath.

 

[Dreamfox]

What was funny, was that Jessie actually thought he had a chance.

Oh he was a decent little sprinter, sure enough, with that lithe little athletic body of his that was conditioned well enough with all the swimming he did. He made Sarah work a bit to keep up with him for the first 3/4 of the race.

But once they turned the corner, it was over. She giggled a bit when he started to Sprint with those short little legs, and turned on her full speed as well. The difference was that she was 5'9 and all legs, while he was a few inches shorter and simply not as strong as she was.

Sarah Fox was a sophomore in high school, two years behind her "big" brother, but just looking at the two of them might lead one to assume the opposite was true. Sarah was tall, model-height which she used to her advantage as a teen model, while her brother was average woman height. She was athletic and toned, though still thin, and sported a lovely pair of D's on her rack that she loved to show off. Her hair was long, wavey, and a delicious red that drew everyone's eyes, all for the right reasons. At that moment she wore a black bikini top a matching skirt wrap, not having bothered to change when she came home and was immediately challenged to a race by Jessie.

Apparently he thought he'd be able to catch her after she was already worn out from a day at the pool.

Sarah flew past him and did a cartwheel over their mail box with even a second to spare. Not even out of breath, she turned and beamed at her older, yet littler brother heaving and breathing hard, all for nothing.

"Oh, you'll find out later," she said, and strutting past him with an evil grin on her face. "Don't worry, I make you wear anything ugly or filthy like I'm sure you thought you were going to make me wear. In fact, you'll probably be the best looking one at the party!"

She threw her head back and laughed as she went in the front door to their house.

 

[Erotica]

“The best looking one at the party.” The words repeated over and over in his head, as if it were a code to decipher. Somehow, he didn’t feel like it meant she’d be having him dress up in a tuxedo. Foolishly he hadn’t even contemplated what she would do to him should he lose, figuring that he couldn’t afford to think like that. He’d put all his focus into winning, only to watch her nonchalantly pull away and then do a little cartwheel at the end. Bitch.

It was already a few hours into the afternoon, and now Jessie needed to get cleaned up. He wasn’t sure Sarah had even broken a sweat, but he definitely needed a shower. He sighed as he walked in and up to his room, directly across from hers with a bathroom they shared at the end of the hall.

He stripped down and wrapped a towel around his slender midsection, walking shirtless towards the shower. Like most of the other guys on the swim team, he’d followed the tradition of shaving his body during the season. He wasn’t entirely sure it helped, but he didn’t want to be the odd one and besides, his body hair was quite faint anyhow. As for facial hair, it always came in patchy and just looked awful, so he had always been clean shaven.

“I’m hopping in the shower” he called out to her, mostly as a warning so she wouldn’t barge in and also wouldn’t turn on any of the faucets to send a surge of cold water through the pipes.

The party wasn’t far away, so they had a couple hours yet. Jessie already contemplating the easiest way to legitimately fake being sick and get out of it all as he stepped into the hot shower.