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The 50 Most Stylish Rappers of All Time

48. Raekwon

Height of Style: "C.R.E.A.M." video
Signature Look: Polo, Buttersoft leathers and sheepskins, Wallabees

In the grimy 90s, Rae’s eye for detail made him a style leader in the Wu. The Buttersoft leather king kept his hair waves precise and took his sartorial cues from the NYC drug lords.

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