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Pharrell, becuase of that rich rapper guy look.
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Kelis, because she mixed it up early on with her ghetto lux style. We do no care what she did in that guy's tape.
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Morris Day and the Time, for matching and wearing suits always that only a black man could get away with.
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Joy Bryant, because she is so quiet but fierce on the red carpet always.
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Diana Ross, because she rocked every style possible effortlessly.
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Andre Leon Talley, because he is co-running Vogue duh. But really he should take Anna's place. Damn that glass ceiling.