Some who associate preppy with argyle sweaters and tennis skirts are confused by the shift to pink outfits and colorful ribbons.

Get the Look: Preppy in Pink—and Yellow Bethesda interior designer Kelley Proxmire turns a Rhode Island summer home into an unabashedly preppy slice of paradise.

Preppy is a slang word that means colorful, frilly clothing. Here's how a new generation uses it.

Explore the history behind prep as well as where to find the most iconic preppy clothing for men online from polos to chinos to Repp ties and more. You don’t need to be an Ivy League alum to ...

Pink is a bestseller this season among shirtmakers that outfit men for the office and dressier occasions.

A Pink Parade at the End of the World The rise of LoveShackFancy. Rebecca Hessel Cohen, the founder of LoveShackFancy, at her store in Manhattan. Celeste Sloman for The New York Times ...

On the 35th anniversary of the preppy style bible, a writer reminisces about how it helped launch her career.

Natalie Portman is leaning into her preppy era. On June 8, the actor was photographed in Paris as she attended Day 15 of the French Open tennis tournament. For the occasion, Portman channeled her ...

Lucky for you, we rounded up 14 fashion bloggers who are preppy and polished, providing foolproof outfit inspiration every time we refresh our Instagram feeds.

High school sweethearts Linleigh Hawk and Charles Cononie looked to the golf greens for inspiration for their preppy autumn wedding at the Congressional Country Club. Guests took home balls, tees, and ...

Preppy is a slang word that means colorful, frilly clothing. Here's how a new generation uses it.