17. Karl Kani
If you didn't own any Karl Kani in the '90s, you were simply a sucker. The designer was one of the first to recognize the star power of rappers, and started seeding his clothes out to some of the biggest names in hip-hop. Tupac told Kani that he was down to support any black-owned enterprise, and soon any fan of hip-hop was seeing Karl Kani on stars like Nas, Biggie, and Puff Daddy. So of course everyone had to cop.