Year Arrested: 1988

Crime: Drugs and weapon charges, high-speed chase.

1988 was not a great year for James Brown. In May, he was arrested for a drugs and weapon charge. And in September, he led cops on a high-speed chase. Normally the Godfather of Soul was draped in over-the-top glamorous outfits, but in this mugshot he's in a classic, simple white t-shirt that evokes Brando. This is one kit that'll never go out of style or look out of place.