Notable partners: Mariah Carey, Kim Kardashian, Christina Millian, Selita Ebanks

Nick Cannon has been wearing plenty of suits as of late, perhaps trying to put forth a more mature look. Unfortunately, it's not going too well for the comedian and actor. His formal wear is loud, like he is, and there are too many accessories (read: He wears fedoras). We're starting to think he gets his style inspiration from P. Diddy's former righthand man, Fonzworth Bentley. When he's not in a suit, he comes through looking like he just hit up the mall food court.