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The 50 Most Stylish Rappers of All Time

9. A$AP Rocky

Height of Style: Too early to tell.
Signature Look: Jeremy Scott adidas Originlas, Black Scale, Alexander Wang, SSUR, Rick Owens, Raf Simons

"Fuck fly / I am fashion." Trill rapper A$AP Rocky and his A$AP Mob came to prominence as a fully formed, thugged-out crew ready to bumrush the catwalk combining '90s era street standards (Timberlands, grills, herringbone gold chains) and a high-end sneaker game and a penchant for the newest crop of fashion designers with darker tendencies like Rick Owens and Alexander Wang. It's no coincidence that his first magazine cover featured him alongside Jeremy Scott. Black Scale peeped game early and have blown up along with the Harlem rapper, who mixes it with Raf Simons sneakers, Alexander Wang outerwear, and SSUR Comme des Fuckdown beanies with ease. This mix of streetwear and high-end fashion with an overall black aesthetic has come to characterize the "street goth" look that we're seeing more and more of both on the runway and in street style shots. Rocky's brilliance doesn't just shine through his knack for marrying streetwear and high-fashion, but also taking runway risks on the street.  Whether you're in NYC's SoHo or Harlem neighborhoods, take a look around: nobody is influencing the kids more than Rocky.

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