27. Big Sean
Height of Style: Finally Famous
Signature Look: Gold accessories, denim jackets, snapbacks, Jordans
Sean’s style emphasizes accessories and details: Don C custom snakeskin snapbacks, denim jackets, and Jordans to match. In 2009 and 2010, Sean had fans copying his bright color-blocked looks and his signature triple “Pow” chains. These days, he's taken a liking to Balenciaga jackets, blazers, Cartier frames, and Jesus pieces. When it comes to style, ain't nobody messing with Sean or his clique.