In this challenge, Maddy shops as the preppy contestant while Cilla represents the nerdy side for back to school. They start at Starbucks, where Maddy enjoys iced coffee and Cilla opts for hot coffee.

But this summer, the preppy staple is making a surprisingly chic comeback with an air of feminine flair. The beloved Noughties trend, once a millennial favourite, has found a fresh home in the ...

She then promptly ordered a copy of The Official Preppy Handbook, Lisa Birnbach’s classic 1980s survey of WASP codes and culture, for everyone in her department. They followed its tongue-in ...

After the Indiana Pacers stunned the Oklahoma City Thunder in Game 1 of the 2025 NBA Finals, they look to keep that momentum going in Game 2 on June 6. The Pacers entered Game 1 as 9.5-point ...

The Los Angeles-based sportswear brand puts its streetwear touch on the preppy-chic brand’s game-ready essentials ($18 to $138) — think performance sweater shirts, polo shirts with chunky ...

Wash The Day Away - Refresh your face on the regular with this daily PHA gel cleanser, formulated to wash away pore-clogging dirt and debris without leaving sensitive skin dry and irritated. Made ...

And while the jury is still very much out on this one (we’ll mark it as a hard perhaps), Doechii just made the case for bringing preppy style to the party. On Friday, the Grammy award-winning ...

All products featured on Glamour are independently selected by our editors. However, we may receive compensation from retailers and/or from purchases of products through these links. A new season ...

Mon, May 26, 2025 at 7:00 PM UTC ...

Rowing Blazers and Tracksmith Reunite for Preppy Athletic Capsule: The line features croquet-striped racing singlets, color-blocked rugby shirts, canvas duffel bags, and more. Store Global Location ...