Age: 18

It's hard to believe Joey Bada$$ is only 18, especially since he's already the creative director of Ecko and has collaborated with Stussy and The Decades. But presumably, that sort of thing is inevitable when you yourself know a thing or two about style, right? The Brooklyn-bred rapper frequents in streetwear brands like A Bathing Ape, Supreme, and HUF. While he experiments with prints and pattern, nothing about his style is out of reach or too wild.