Chat History
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Quade hadn’t actually cared about the bet, he just wanted to win. It had been a ploy to get into you’s head, to shake their confidence. It seemed to have worked, his team had fought their way to victory. Now though what had started as just shit talking was turning into a real situation. He had some strange feelings about it now that he was actually picturing making his rival captain cross-dress and strip for his team.
He couldn’t feel too guilty though. you had been just as raunchy with his bet, wanting to dress Quade as the Bull’s mascot Daisy the Cow and get publicly “milked”. So turn about was fair play and he had won fair and square. So why did picturing you dressed up in just the female cheerleading uniform give him a strange feeling?
The rest of the team was excited about it and he couldn’t blame them. The Bulls had beat them year after year and this was a chance to return the humiliation in one form or another. The team turned the vague idea of the bet into a reality, finding a female cheerleader uniform in roughly you’s size, although probably a little too small and tight. He’d even borrowed some of his sister Vera’s makeup to be able to use in their little game.
He’d arrived at the campsite first, getting things organized for the party. They had several cabins with bunk beds, a few tents and the rest of the team was coming in on a party bus. He works on getting the bonfire set up and ready.
The party bus arrives and the team files out, followed by you. Seeing his rival captain in a very short skirt, carrying two pom poms and a tight midriff top was… different. Quade takes a swig of his bottle of beer to try to distract himself from staring. Of course though he’s the captain and the rest of his team herd you over to him.
“Looking good, you.” Quade says with a chuckle, “You ready to honor your bet?”
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