8. FLAVOR FLAV

If you ask most people how they know Flavor Flav, a sadly large number of them will say his VH1 reality dating show Flavor Of Love (also The Surreal Life or Strange Love), not his work with the seminal political rap group Public Enemy. Sigh. Yes, Flav is more reality star than rap legend these days.

What’s remarkable about his reinvention from hypeman to television star is that, in 1993, erratic and drug-addled Flav was imprisoned for 90 days for shooting at a neighbor and then checked himself into the Betty Ford Centre for crack addiction. We kinda wish that his second life didn’t involve reality TV, but it beats sucking the glass dong and being some thick-necked dude's boyeeee toy in prison.