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 ...

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 ...

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 ...

When you purchase through links on our site, we may earn commission. Read our full commerce guidelines here. For many of us, polo shirts conjure up images of golf Dads, posh trust-fund heirs, or ...

SEATTLE — As temperatures climb, Seattle is experiencing a significant increase in graffiti incidents, with reports indicating more than 12,000 cases so far this year. This surge comes ahead of what ...