Dapper Dan

Fashion designer, 76

The man who helped define early hip-hop style is still at it, outfitting celebs in his Harlem atelier (run in collaboration with Gucci) while looking just as good as—and, let’s face it, sometimes even better than—his A-list clientele. If you want to see what dressing for the occasion while maintaining your signature swagger looks like, look no further than Dap.