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 ...

“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 ...

Preppy style may not have ever fully left—we’d argue it’s one of the few truly evergreen menswear aesthetics, and one that almost every guy has dipped a (loafer-clad) toe into at some point—but it’s ...

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 ...

Words are a funny thing. Every now and then, for reasons unclear, they’ll undergo a total semantic transformation. “Nice” once meant “dumb.” “Clue” was once a term for “a ball of yarn.” (Greek ...

Pinterest is one of my most-used social media apps, and by far the one I go to the most for outfit inspiration. So when I saw that the platform dropped its 2025 fall trend report, I knew I had to take ...

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 ...

Microsoft’s iconic Office Assistant, Clippy, is taking over profile pictures across YouTube, X, and other platforms, and it’s no nostalgia trip. The trend began after YouTuber and consumer rights ...

Simply sign up to the Fashion myFT Digest -- delivered directly to your inbox. Boat shoes, cable-knit sweaters and rugby shirts marked with a tiny mallet-wielding man on a horse: preppy style is going ...

Zendaya and the ‘Tenniscore’ trend took hold last year following the release of the film Challengers, but fashion types assumed the look would be game, set and match by autumn. Little did they know: ...