Sports figure(s) involved: Mark Chmura
Year: 2000

As soon as you leave high school, you're officially too old to be going to any post-prom parties. You never want to be that guy who already graduated but still finds himself hanging out with high schoolers a la Matthew McCounaghy in Dazed and Confused. And you especially don't want to be like Mark Chmura, the former Green Bay Packers tight end who was charged with allegations of sexual assault by the 17-year-old babysitter of his kids.

According to his accuser, Chmura showed up to a post-prom party hosted by the son of his close friend, and was getting a little too friendly with all the kids in attendance. Chmura played drinking games and hung out in the hot tub with them before taking the babysitter to the bathroom and sexually assaulting her. Though he was acquitted of all charges in court, Chmura admitted afterward that his conduct at the party, "wasn't something a married man should do." Yeah, duh.