"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 ...

From canonical novels to top-drawer jewelry to the roots of Ralph Lauren’s empire, test your knowledge of all things prep ...

On a recent Tuesday afternoon, a student of mine wore an attention-grabbing baseball cap to class. The brim was frayed and worn, and the word COCKS was stitched in block letters across the front. I ...

Started by It Girl Sofia Richie-Grainge, the "old money" fashion aesthetic is still going strong, the hashtag having garnered over 258k views on TikTok. One subset of the trend we can’t seem to get ...

Explore the history behind prep as well as where to find the most iconic preppy clothing for men online from polos to chinos ...

A while ago I walked into Target and the first thing I saw was this giant display of ultra preppy clothes and accessories from a brand that I was unfamiliar with, Rowing Blazers. I'm talking green and ...

“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 ...

Us Weekly has affiliate partnerships. We receive compensation when you click on a link and make a purchase. Learn more! It’s been 30 years since Clueless hit theaters. Yes, 30! And somehow, the ...

India, Jan. 13 -- After the performative man was exposed on Instagram, he knew his days of tote bags, baggy jeans, and matcha ...