10. Tony Ayala Jr.
Criminal History: Burglary, rape
Time Behind Bars: 26+ years
Boxing is a sport that pays its top performers millions of dollars to punch people in the face until they're unconscious. Then, when the match ends, they go out in to the real world and things get weird.
Tony Ayala Jr.'s promising boxing career came to an end when he sexually assaulted a woman and received a 35-year prison sentence. After 16 years, he was released and made the most of his second lease on life by getting arrested again for possession of drug paraphernalia in '04. He's current serving a 10-year sentence for parole violation.