I lost a bet to a cheerleader named Cathy at my school I said girls can't beat guys in sports and cheerleading isn't a sport.
If I beat her in basketball she had to be my maid all year, but she beat me, so now she gets to make me into a cheerleader any way she wants.
cheerleader at a football game. Being a guy i was very confident in my ability i naturally took the bet. (And was a bit tipsy) well i lost the game. And for four hours i got railed by 5 guys. I wasnt mad.