Trevor Berbick

Record and Accolades: 49-11-1 (33 KOs); Former WBC Heavyweight Champion
Year: 1992
Crime: Sexual Assault
Sentence / Time Served: 5 years / 15 months
Many people who don't follow boxing may have never heard of Trevor Berbick, but even then there's probably a good chance you've seen his epic fail, which came against a young Mike Tyson. Anyway, nearly a decade after that fight, the Jamaican boxer had another epic fail when he was convicted of sexually assaulting his children's babysitter. Only months after his release, he was deported for violating his parole. SMH, didn't he know that the whole babysitter fantasy only goes down in cheap porn flicks? Or with call girls. Not that we know about that kind of thing...