Brighten it all up with a red pop for a fun take on the classic preppy aesthetic. Preppy style is also about tailoring, which is why a collar detail is key to achieving the look. Whether it's a ...

“This new generation seems really self-aware, and the old money look ... It’s a style that, say, 10 or 20 years ago, we would’ve just called preppy—but to Gen Z that word now means ...

Think of rowing clubs and tennis courts on campuses with old, ivy-covered buildings. Over time, the preppy style evolved, ...

It embodies a subculture, upper-class students with a taste for exclusivity and old-school elegance ... For menswear, the preppy look has much in common with the "Ivy" style, taking its name ...

There’s a knack to pulling off old-timey classics. Tips for younger guys and boomers about the items worth embracing—and what’s best left in the past.

Serena Williams ‘s latest retirement project is bringing her back to her roots in an unexpected way — and bringing a whole ...

Giving style tips, the brand added: "Wear it with the Keeler skirt, sheer tights and a pair of loafers, for a preppy autumnal look." Fans can get their hands on similar styles, including a pink ...

Preppy style is having a moment, but it’s not quite what you might remember from your school days. With designers like Thom Browne, Simone Rocha, and Giorgio Armani putting their spin on the cla ...