This troper heard a story from a friend about how her very androgynous male friend made a bet with her over... something. She may have mentioned what they bet on, but it really isn't important to the overall story. Anyway, they placed their bets, with the condition being if he lost he had to wear a dress and hit on one other guy at the mall. Of course, with his dignity firmly at stake, he lost. He is also apparently something of a LargeHam, and has a remarkably deep, manly voice. So being himself, he made the most of his loss by immediately skipping (yes, skipping) up to the first mall cop he sees, dropping a doozy of a line if there ever was one:
"Hey, hot stuff!" The cop's response? "You lost a bet, didn't you?" After hearing that anecdote, I'm understandably cautious when she offers to make a bet.