Year: 1999

Darryl Strawberry, while undeniably talented, was also never a stranger to controversy during his playing days with the New York Mets, L.A. Dodgers, San Francisco Giants, and New York Yankees. In the final season of his career—then with the Yankees—Strawberry proved that he still hadn't outgrown his unpredictable behavior when he was arrested in Tampa, FL, for possession of cocaine, and trying to solicit sex from an undercover policewoman. Strawberry earned himself a 140-day suspension from baseball for that one, as well as 21 months of community service and probation from the courts.