This is a story Lily told me when we first started dating.
In one of her college classes there were five guys who were always loud and a bit obnoxious. Constantly bragging about their accomplishments, women they had fucked, etc. They also would make rude comments about the ladies in the class. And after our team's football games, they would put down the team and talk about what lousy players they were. Our team was actually not that bad, and although never making it to playoffs or anything like that, they won a few more games than they lost each season.
Well, Lily had some school spirit and after hearing these jerks and their disparaging remarks week after week, she decided to see if they would put their money where their mouths were. The upcoming weekend our team had a game they were predicted to win. But, of course, these guys were loudly saying that we would lose again.
After hearing them say shit about the game, Lily approached them after class. She proclaimed our team would win and they said "No way." So they decided to make a bet. Twenty bucks each - so if our team won Lily would make $100. Unfortunately she also realized that she didn't have $100 to pay them if our team lost.
She told me she didn't know what made her think of it, but she suddenly found herself telling the guys that she was broke, but if they upped their stake to $50 a piece, if she lost the bet she would do a striptease for them.
They huddled together and talked about it. They said only if she agreed to get totally naked and spread her legs so they could see everything she had to offer. She agreed and walked away thinking about the $250 she was about to earn from these jerks.
Our team started well and were a couple of touchdowns ahead at half time.
But they screwed up several plays in the second half and ended up losing by a lousy three points. Lily was devastated - she couldn't believe she would have to take off her clothes and let those guys ogle her naked body. She imagined them hooting and hollering and high fiving each other after the game.
The next day, before the class started, the guys surrounded Lily and reminded her of the bet. Three of the guys lived in dorm rooms and Lily told them no way would she do it there. The other two lived in an off campus apartment they shared with two other guys. So it was agreed that Lily would do her striptease in the living room of the apartment where there was more space and privacy than a dorm room.
Over the next few days, Lily said she was both anxious and excited about the upcoming event. She picked out a bit of a slutty outfit for the evening. A take on a Catholic school girls uniform with short skirt and button down blouse. And sexy lingerie underneath. She also told me she became more excited about it and masturbated while fantasizing about it in bed the night before.