Are you up on the latest and greatest? If not, don't worry, because Complex TV has got you covered with our new series the C-List. Whether it's music, sports or movies, we highlight everything you need to know in pop culture. The series is hosted by the lovely and talented Dariany Santana, who delivers a play-by-play on the biggest stories of today.

The worlds of style and hip-hop have always overlapped, but only a few rappers have mastered both arenas. In this episode of the C-List, Dariany Santana looks back at the top five greatest of all time. Whether they flipped the entire hip-hop style game on its head, broke down sartorial barriers, or influenced entire generations to follow suit, these artists transcended the mic to become modern-day style icons. See who grabbed the top spot, and don't be afraid to sound off if you disagree.