With gingham skirts, polo dresses, and itty-bitty polka-dot prints running amok among fashion people, we compiled a list of ...

The look and meaning of preppy fashion have shifted multiple times over the decades. A new variant of preppy has gone viral online. And it involves pink clothing, cartoons, ribbons, and bowties. Many ...

Preppy style isn’t just an aesthetic; it’s an entire visual universe with a popped collar. We hardly have to mention “prep” for you to assemble the preppie look in your mind’s eye: a pearl choker worn ...

A tried-and-true pattern in preppy style. Ella Balinska is sporting it here, and doesn't she already look prepared for lunch with The Plastics? I love Victoria Beckham's here. Buy a similar collared ...

Some bastions of preppydom such as Brooks Brothers and J. Press believe the aesthetic will always be at the core of menswear.

Of course, little about this is really new. Ivy style came to the fore almost a century ago, and you can probably already picture the look: soft-shouldered sack suits, hardy oxford-cloth button-downs, ...

On a recent Tuesday afternoon, a student of mine wore an attention-grabbing baseball cap to class. The brim was frayed and worn, and the word COCKS was stitched in block letters across the front. I ...

FOR A RECENT dinner party, New York stylist Rachael Wang layered a little black dress over one of the roomy blue-and-white striped “banker” shirts that she’s lately been wearing more days than not.

The intersection of hip-hop and haute couture has found its most compelling ambassador in Doechii, the rapper whose sartorial evolution reflects a broader cultural shift within the genre. Born Jaylah ...