From Miu Miu's polished cotton polo to Burberry's cropped iteration, preppy polo shirts are in our fashion forecast for summer – shop our favourites.

17. Massimo Dutti Nappa Leather Woven Bucket Bag Massimo Dutti When it comes to ‘preppy’ accessories, handbags that are less on-the-nose and more elevated or refined are the way to go.

Much of the new interpretation of the preppy aesthetic takes inspo from the ‘90s, and no surprise here, but Agolde’s 90’s pinch-waist jeans were practically made for it.

Livvy Dunne goes preppy schoolgirl, Paul Skenes rocks middle-aged gym teacher fit in GQ The sports power couple shares a look into their relationship during recent GQ photoshoot.

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.

US News Princeton preppy murder victim received eerie warning text from other brother right before gruesome slaying By Emily Crane Published March 7, 2025, 7:39 a.m. ET ...

Preppy Fashion Is Back (With a Twist) This season, classic staples like argyle sweaters and trench coats pair up with recycled leather, edgy hardware and other unexpected flourishes.

Seven preppy pieces you’ll want to dress your New England best in 2025 From New England to regular England, we’re seeing an edgier twist on Ivy League style across the pond By Tamara Southward ...

Guides The Return of the Preppy Honeymoon From Palm Beach to Nantucket, the mid-20th-century WASP aesthetic is making a resurgence. By Jonathan Soroff · 1/9/2025, 12:33 p.m.

'It is very much wash and wear.' The preppy bob takes confidence, real or fake, as you can’t hide behind styling options and you’re very limited in being able to put it up in a ponytail.

The "Preppy Predator" dresses the way he does — seen wearing white sneakers, a green zip-up jacket and khaki shorts — in order to "blend in with everybody," according to Savino.

Morgan Riddle, the girlfriend of U.S. tennis star Taylor Fritz, has dropped another great fit. She is currently in Turin, Italy for the ATP Finals and broke out a stunning preppy schoolgirl look ...