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1
The 50 Most Stylish Rappers of All Time

2. Pharrell

Height of Style: In My Mind Tour
Signature Look: Forward-looking streetwear.

Pharrell is your favorite stylish rapper’s favorite stylish rapper. His approach—understated cool, with offbeat and witty accents—influenced EVERYONE; Jay, Kanye, Pusha T, and just about all the new school rappers owe him a debt. Pharrell pioneered nerd couture in opposition to hip-hop fashion hegemony and made it okay to wear high-end, skate park, anime-influenced accessories in fruity colors and still be rap certified. He was onto A Bathing Ape early and established a continuing relationship with Nigo that led to his Billionaire Boys Club and Ice Cream brands. Even in his N.E.R.D. days, Pharrell harnessed the power of the collab, creating limited-edition items with Nike, BAPE, Medicom, and more. To top it all off, he cleans up very well. While he'd be at home in a T-shirt, cut-off jorts, and boat shoes, he's not afraid to dress to the nines in head-to-toe Ralph Lauren.

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