Drop Preview: The Prepster

Dropping September 15 at 10 a.m. ET

Classic prep is back (was it ever really gone?)—and just got a lot more comfortable. This season, we've taken everything we love about old-school collegiate style—argyle, stripes, gold buttons and a very poppable collar—and spun it into the fleece you actually want to live in.

This is The Prepster, a collection of new classics that trade the dress code for pure Dudley comfort. Here's how we're styling it.

The Kelly Puff Sleeve Cardigan

A cardigan that does it all—and makes it look easy. Button it all the way up for heritage-prep polish with straight-leg denim and loafers. Or layer it open over our Bay Street Button Down for a done-in-two-minutes weekend look.

The Vanderbilt V-Neck

A collared throwback with varsity roots. Tuck it into corduroys with a streamlined boot for polished-prep ease, or leave it loose with a cropped chino, collar popped (of course), for an effortless-cool vibe.

The Camilla Puff Sleeve Turtleneck

Old-school polish in its most flattering form. Belt it with a denim midi for that dressed-up-without-trying look. Or front-tuck it into a tailored trouser for style that lasts from desk to dinner.