The modern athlete and jail time go hand-in-hand. Some of our favorite stars have fallen from grace because of various personal problems. Problems like, drug and gambling addiction, rape, murder, even smuggling adult films. There's no limit to what some of these cats are capable of. Guys have seemingly led double lives. By day they're a top-notch athlete, and by night they're career criminals. While some turned to a life of crime after their playing careers, like O.J. Simpson. There are those stars like Lawrence Taylor, Doc Gooden, and Darryl Strawberry that have tarnished their legacies because of drug addiction. Finally, you have people like Lawrence Phillips and Isaiah Rider who have yet to get their shit together and probably never will. Some of these arrest records will blow your mind. Check out the Athletes with the Longest Rap Sheets in Sports History.