Star Men of Style

From dapper Usher to chic Brad Pitt, check out Hollywood's most stylish guys, as selected by PEOPLE fashion expert Susan Kaufman. By Serena Kappes

ANDRE 3000

Rapper Andre 3000's "playfulness with clothes" helps him "go the distance with whatever look he's picking for that moment," says Kaufman. The OutKast frontman (from left: at a Bel Air charity event in April; in Beverly Hills in May; shopping on Rodeo Drive in March) has been sporting a "Southern gentleman" look lately, but his ever-changing look is like a "performance-art fashion piece."