Skip Nav
Photo 2 of 5


The Cool Prepster

You Say: “Forget madras and polos. I like my classic blues with a dash of subversion — it’s Connecticut by way of SoHo.”

The Muses: Alexa Chung, Jenna Lyons, and Olivia Palermo incorporate unexpected details like frayed seams or embellishment to bring a twist to tried-and-true staples.

The Outfit: Striped Ts, crisp oxford shirts, and a rainbow of knits make up the bulk of your closet. But this clean look is about symmetry with color and prints — you’d never be caught dead in a cutesy lobster or whale print.

The Fantasy Accessories: Heels and fussy jewelry would feel out of place; you’re more into androgynous extras like Adidas Stan Smiths or a men’s-style silver watch. You’re not into the It bag — you gravitate toward an all-seasons leather tote by the likes of Mansur Gavriel.

Gap 1969 Patch & Repair Sexy Boyfriend Jeans ($75)