"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 ...

Add Yahoo as a preferred source to see more of our stories on Google. According to TikToker Alexandra Ballard, preppy is officially back—but it’s not just a revival of collegiate sweaters and boat ...

Add Yahoo as a preferred source to see more of our stories on Google. Getty Images Preppy style is having a moment, but it’s not quite what you might remember from your school days. With designers ...

Preppy interiors are currently having a bit of a revival. But truly, they never really went away. One of the most timeless, all-American interior design styles out there, the preppy interior design ...

While preppy styling never really goes out of fashion, the aesthetic is staging a takeover as one of spring’s most prominent trends, thanks largely to Ralph Lauren’s now-viral SS25 show. Set at a ...

The intersection of hip-hop and haute couture has found its most compelling ambassador in Doechii, the rapper whose sartorial evolution reflects a broader cultural shift within the genre. Born Jaylah ...

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

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 ...

The "Challengers" actress is continuing her tennis era. Zendaya is continuing her tennis style era. The actress was spotted in London attending Wimbledon this past weekend in not one, but two preppy, ...