20. Lamar Odom

Sport (Years Played): Basketball (1997-present)
Accolades: 2x NBA Champion (2009-2010), 2011 NBA Sixth Man of the year

Years before he became a Kardashian and the Sixth Man of the Year, Lamar Odom had a couple off-the-court scandals. While at UNLV he was caught up in a pay-for-play controversy that led to him transferring to the University of Rhode Island. Then once he made the league he was suspended for violating the NBA's drug policy twice within eight months--he reportedly tested positive for marijuana. Odom admitted to his use of the drug but says he was just "experimenting." C'mon, fam don't come at us with that cliche "experimenting" line. You are the "Candy Man" known for munching on tons of snacks at game time there's no shame in your game. After all, you married Khloe.