Sport: Football
Team(s): New York Giants
Champion: Super Bowl XXI (1987) & Super Bowl XXV (1991)
Offense(s): Leaving the scene of an accident, statutory rape, patronizing a prostitute, attempted drug possession
Sentence: Six years probation

The O.G. L.T. will be remembered as arguably the greatest linebacker in NFL history, leading the Giants to two Super Bowls. Unfortunately, he'll also be remembered for a number of off the field incidents. Lawrence Taylor had a handful of arrests during his playing days but nothing that compared to his post-retirement shame spiral.

In 2010, Taylor was arrested in New York for paying $300 to have sex with a 16 year-old girl. The Giant legend ducked jail time but must now register as a sex offender. What was L.T.'s explanation for picking up an underage prostitute? "I don't card 'em." Stay classy, L.T.