These kicks have been around since 1923—and for good reason. Worn by basketball players, skateboarders, rock stars, and everyone in between, Chucks sport a canvas upper, rubber soles, and a vintage look that’ll never go out of style. ($55; converse.com)
From casual to formal and everything in between, expert stylists break down the essential men's footwear you need in your closet.
Best Classic Sneaker
Converse Chuck Taylor All Star
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