26. Grand Puba
Height of Style: "What's the 411" on Yo! MTV Raps
Signature Look: Polo everything, Tommy Hilfiger shirts, Girbaud jeans, shades
Polo, Tommy Hilfiger, and Girbauds became standard issue in rap circles thanks to Puba constantly name-checking the labels. His crew, Brand Nubian, would become the cornerstone for a conscious-yet-cool movement that would influence fans like young Kanye West to make backpack rap.