The Ray-Ban Clubmaster

A pair of Ray-Ban Clubmaster sunglasses will instantly bring out your inner Don Draper, your talented (and stylish) Mr. Ripley, and your iconic Malcolm X. The best part about these retro-looking shades is that their throwback cool works on everyone, making you the movie star, the heartthrob, the rebel. Ray-Ban is best known for bringing back its notoriously hip Wayfarer style; now it's reissued the Clubmaster. Wear yours en route to the office to complement your trimmed-down business suit, or on the weekend to shade your distressed jeans. Either way, they'll make you the master of your own club.—Jim Moore

Ray-Ban
$145

Bottega Veneta
$475

Dolce & Gabbana
$580

I Ski
$22

Moscot
$255

Paul Smith
$400