Photo SpecialPEOPLE's Style Awards

Our style director, Susan Kaufman, reveals the stars who most deserve a fall fashion trophy. By Serena Kappes

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SINGULAR SENSE OF STYLE (MALE): ANDRE 3000

A fashion chameleon, the OutKast frontman can go from '60s-looking Jimi Hendrix-esque garb to funky prepster wear (left) and still be true to his daring sense of style. "He loves to switch it up and shock people," says Kaufman of the MTV Video Music Award-winning rapper. The secret to his appeal? "Confidence. That's the most important thing."

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