If you know the difference between wide wales and Nantucket reds, between the “right” dog (an English setter) and the “wrong” one (a standard poodle), and can distinguish between a Muffy and a Buffy, ...

If there were a Hall of Fame for classic preppy essentials, the J.Press Shaggy Dog would undoubtedly be the first inductee. The brand recently teamed up with Alex Mill for a collaboration that ...

Every so often, a fashion show triggers a zeitgeist shift. More than any breathless praise or armchair analysis, it is a gut feeling that these clothes are going to change the way we dress. While ...

Rihanna is one A-lister who knows how to marry posh and sporty pieces together. This fall, one of her most casual cool-girl looks is trending, and we can’t stop swooning over it. Enter: rugby shirts.

“It’s not about copying a style; it’s about making it your own, interpreting it through your own sensibility,” says Octobre Éditions brand director Arthur Person, citing a Gallic passion for brighter ...

In October 1980, Lisa Birnbach—along with Jonathan Roberts, Carol McD. Wallace, and Mason Wiley—released The Official Preppy Handbook, a satirical guide that, to this day, is considered a bible in all ...

Gen Alpha may throw 'preppy' around as an insult, but little do they know, it's making a major comeback as a stylish fashion trend this fall. These Mary Jane flats are the ultimate preppy chic fall. I ...

Oxford shirts, penny loafers and crisp chinos are just some of the staples that make up preppy style, an esthetic originally associated with prep schoolers and the Ivy League and closely tied to ...

Preppies have bestridden the earth with their very own specific swagger, even sprezzatura, doubtless in variants of the Sperry Top-Sider deck shoe, for many decades and probably centuries. The ...

Satiate the hard-to-shake craving of new duds for a new school year by keeping your eyes on your own paper this season and ignoring copycat trends; focus instead on building out core school ...

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 ...

You'll want to study up on these looks. Sometimes getting dressed up in the summer can be such a hassle. Thankfully, a shirtdress is a one-and-done style that eliminates the guesswork from your ...