7. Tupac Shakur
Why He Made The Cut: He was a true original who helped define hip-hop style even today.
Front-knot bandanas. Stomach rocker tattoos. Dickies chore jackets. Timberland boots. Tupac embodied the thug life beyond his lyrics, he looked the part too. His lasting impact on hip-hop style can be seen on everyone from 50 Cent to Kanye West. Even when they digitally resurrected him at Coachella, he was rocking a bandanna, baggy jeans, and 6-inch wheat boots. Looks like Thugz Mansion has a minimal wardrobe.