Mike Tyson — Just as he was descending from the apex of his fame and glory, taking a battery of punches on the chin from Buster Douglass, the accusations of rape during the Indiana Black Expo in Indianapolis in the 1990s made him tumble down the hill of infamy. He was indicted and convicted of the rape of Desiree Washington, despite his pleas of innocence, and spent three years in prison. Tyson was never the same after that.