Year Arrested: 1954; 1959

Crime: Murder; Manslaughter

After he was freed from prison in 1971, Don King became one of the most infuential boxing promoters and best dressed kings of all time. But pre-boxing fame, he was a sharp-dressed criminal in Cleveland who committed a shitload of crimes. Before the limelight was on him and his luxurious wardrobe, his mugshots highlighted King keeping it fresh in bold patterned sportcoats and shirts.