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 ...

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 ...

Forbes contributors publish independent expert analyses and insights. Brett F. Braley-Palko is a novelist and journalist covering menswear.

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 ...

Limit Hub Script is a keyless, lightweight automation hub for Grow a Garden with auto-plant, auto-water, auto-harvest, auto-sell, speed boost, and frequent updates—built for smooth multi‑game suppo… ...

Us Weekly has affiliate partnerships. We receive compensation when you click on a link and make a purchase. Learn more! Everyone wants to look like they belong to a Nantucket country club. Luckily, ...

"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 ...