Oversized fits will also add a more fashion-forward silhouette ... Extra-large stripes are a surefire way to achieve the collegiate aesthetic, especially if they’re on a rugby shirt or polo ...

Think Doc Martens, cute skirts, plaids, pinstripes, houndstooth and gingham prints. Our Bollywood babes embrace it in quirky ways.

Every item on this page was chosen by a Town & Country editor. We may earn commission on some of the items you choose to buy. JW Anderson and Uniqlo are giving the preppy aesthetic a fresh twist ...

When I think of “preppy” fashion, Lilly Pulitzer and pearls come ... have given a whole new meaning to the aesthetic formerly associated with country clubs and the Kennedys: To them ...

Contrary to popular opinion you don't have to have the budget of Kate Middleton to dress like a princess. In fact, with her ...

Jenna Ortega sat front row at Dior's Haute Couture Week 2025 show in a plunging black suit with itty-bitty shorts.

There were, after all, two cooks working on this fashion broth ... Nigo’s contribution added his signature preppy streetwear edge, balancing meticulous detail with playful touches that echoed his ...