10. COOLIO

Best known for his 1994 debut single "Fantastic Voyage" and 1995 smash Gangster’s Paradise, wildly braided Coolio always kinda looked like a crackhead who'd just gotten a major rush. In fact, before blowing up in rap, he had been blowing crack smoke and struggling with addiction.

Unfortunately, after experiencing career highs and then falling into reality TV obscurity, Coolio relapsed and was arrested for crack possession in 2009. Given that he was appearing on the UK version of Celebrity Big Brother, we kinda can’t blame him.