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 ...

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 ...

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 ...

Today’s collection was a natural continuation of the July runway show, as if the previous event was a chapter that had no concrete end, but rather a slow summer interlude—something that the designer ...

In the winter of 2020, my neighbor in Sing Sing told me that there was a true crime documentary on TV about Robert Chambers. The Preppy Murder: Death in Central Park was an AMC limited docuseries that ...

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 ...

"Hearst Magazines and Yahoo may earn commission or revenue on some items through these links." Preppies have bestridden the earth with their very own specific swagger, even sprezzatura, doubtless in ...

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 ...