Jon walked out of the Girl's room looking like any other teenage girl. The only problem was that he was a boy who had no choice but to wear the clothes of the school's Head Cheerleader and Most Popular Girl, Sarah McMillan. And for some reason he had suddenly become more girlish during lunch, and the school's prettiest girl and one of his secret crushes had made him up in the bathroom.
So here he was going about his school day, dressed like a Cheerleader, being treated by the boys and girls alike just like any other girl. His beat friend Karyn seemed to be avoiding him and had done nothing to help him in his more dire time of need, and the meanest girl in school had decided to help him instead... in her own way, of course. The Quarterback of the school's football team had asked him out and he didn't say no, he had agreed to join the other cheerleaders at the game tonight, and he wasn't sure what he would wear on his date with Biff afterward.
Jon's life had taken an odd turn, he was consistently embarrassed and he felt utterly humiliated, and yet everyone in the school seemed to think of him as just another pretty girl, which compounded his humiliation.
It wasn't too long later that he found himself in Sarah's Gym clothes, a pair of baby blue tight short Lycra Shorts with the word Cheer on the Ass, and an equally tight white tank top that clung to his sports bra. Somewhere in the back of his head he felt shame that he couldn't fill the top like he should, and a louder voice screamed out that he was a boy and boys shouldn't be filling sports bras with anything.
He was, of course wearing this outfit so that Lindsey and the other cheerleaders could teach him the cheers before the big game tonight. He had a few hours to fit months of training and hours of cheer routines into his head. He had never been so determined to do anything so perfectly in his entire life. Failure meant total humiliation as the entire school and the neighboring school would see a boy dressed as a cheerleader and looking like a complete idiot, but success meant that no one would know that he was a boy and that they might just think that he WAS Sarah. No one would be the wiser and he wouldn't be humiliated in front of the entire world.
Lindsey was impressed with the effort Jon was putting into learning everything. She had never seen anyone so determined to get everything right and perfect in her life. He was consuming every bit of knowledge the girls gave him. How to more like a girl, how to act like a cheerleader, how to stand, how to walk, how to jump and how to dance. She knew that he would do a good job tonight, and she thought not only was this boy going to pull this off, he might just be a very welcome addition to the team, an asset in fact, just what the team needed to win at the Regionals next week, and secure a place in the National Championships. Jon was going to be the key to getting her scholarship.
Biff practiced on the field nearby and saw Jon and the cheerleaders going through their routines. He watched how Jon moved and he knew that what he felt this morning was true. Jon was no longer a boy, Jon was well on her way to becoming the Girl of his dreams. Smart, Sexy, and unstoppable. Biff was going to make sure that tonight was perfect for both Jon and himself.
Karyn had gone home after seeing Jon exit the girl's locker room in Sarah's gym clothes. She was so utterly ashamed at her inability to help her best friend that she couldn't even bring herself to look at him. He looked more and more like he was becoming the girl he was being forced to dress as, and she knew that she should have helped him. Perhaps tomorrow she would get the nerve to help her friend and repair their friendship, because if she didn't do something soon then she would never be able to forgiver herself.
Sarah sat in her bedroom giggling like a mad woman at what her machinations have wrought. The twerp Jon was turning into the funnest toy ever. Her jerk of a boyfriend was falling for the stupid sissy. That bitch Lindsey was unwittingly going to be eclipsed by the boy she was mentoring. And Jon's best friend was driving herself farther away from him. Soon Sarah would have no obstacles in front of her and then the fun would truly begin.