YEAR: 1992
SENTENCE / TIME SERVED: 6 years / 3 years
COMPLEX SAYS: Iron Mike held a record of 41-1 when he was convicted of raping 18-year-old Desiree Washington in an Indianapolis hotel room. The former Miss Black Rhode Island claims the boxer forced himself on her early on the morning of July 19, 1991. Tyson was released from prison in March 1995 and would take the WBA Heavyweight title in 1996. Tyson would later lose his title to Evander Holyfield and become known for the infamous "Bite Fight." Now homie dances and makes Hangover cameos for a living. Hate him or love him, dude is one of the most fascinating personalities in sports history.

Also Watch