Sports figure(s) involved: Eugene Robinson
Year: 1999

On the night before Super Bowl XXXIII, Falcons cornerback Eugene Robinson was given the Bart Starr Award for his "high moral character." And he celebrated by trying to pickup a prostitute later that evening. True story. Unfortunately for Robinson, the woman was an undercover police officer who was probably incensed by his low ball offer of $40 for oral sex. With his wife asleep in the hotel room, Robinson was arrested and, as you'd expect, played like shit in the Super Bowl. The Falcons fell to the Broncos 34-19.