For decades, Ray-Ban Clubmasters have been the clean, cool, and classy go-to sunglasses for men from East L.A. to, well, East Egg. Today that retro appeal has never been bigger, as these simple but richly accented shades fit right in with the current Mad Men-era obsession. We like that Clubmasters – available in matte black or tortoise – are meant to whisper, not shout, and look as suave with jeans and a tee (think James Dean) as they do atop a gorgeously tailored suit (again, can you beat Don Draper?). [$145; ray-ban.com]
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