Opposites Attract

Sporty basics like ball caps, letterman's jackets, and trainers get spiffed up when paired with ladylike staples like pencil skirts, jeweled necklaces, and killer heels.

Clockwise, from top L: The Sartorialist, All The Pretty Birds, Refinery29, Karla's Closet

Clockwise, from top L: The Sartorialist, All The Pretty Birds, Vanessa Jackman, All The Pretty Birds

Top image: Jak & Jil

Bottom, L to R: Vanessa Jackman, Garance Doré, The Cut