38. Darryl Henley
Criminal History: Drug trafficking, conspiracy to commit murder
Time Behind Bars: Currently serving a 41-year sentence
Rams cornerback Darryl Henley stood to do 20 years in prison for drug trafficking when it was discovered that he'd attempted to hire a contract killer to murder the presiding judge and a witness. Oops. Since judges tend to frown on having their lives threatened, the former All-American at UCLA had another 21 years tacked on to his already dire sentence and isn't scheduled for release until 2031.