10. The Denim Jacket — Dean, James Dean. The jean coat never goes out of style, and for spring we're donning versions fabricated in a lighter color. We dare you to put that chambray shirt on and go for the denim-on-denim look.

Topman Oversized Denim Western Jacket, $90, available at Topman; J Brand Owen Denim Jacket, $295, available at J Brand.