20. Tim Allen
Year Arrested: 1978
Crime: Possession of 1.4 pounds of cocaine.
Yeah, Tim Allen was toting Scarface amounts of yayo when he was busted at the Kalamazoo airport in Michigan. He proceeded to violate the golden rule of the 10 Crack Commandments and gave up the names of his bosses and peers to shorten his prison sentence. And during the two years and four months that he was in prison, Allen developed his stand-up comedy routine for his fellow prisoners and the rest is history. Quite possibly the most bizarre path to super stardom anyone has ever taken. But the style story here is that classic 'stache that is so '70s it might as well have a white disco suit on.