Find out more about the best men’s preppy clothing brands to turn to on the internet. The History of Preppy Clothing Preppy fashion ...

Nicole Kidman put a preppy twist on power dressing while stepping out at the Wimbledon on Sunday, July 13. The Australian actress appeared to take inspiration from her Babygirl character as she showed ...

THE OXFORD SHIRT is synonymous with preppy style, but you don’t have to be an Ivy League grad to rock one. That’s because nowadays, the best oxford shirts come in a variety of fabrics and fits ...

Most of the best Kentucky Derby outfits for men have had their roots in preppy style. A single or double-breasted navy suit or sports jacket paired with a light-colored shirt is a smart choice.

Zendaya is continuing her tennis style era. The actress was spotted in London attending Wimbledon this past weekend in not one, but two preppy, suited looks. On Sunday, she was photographed ...

Preppy style is back. From tennis-core sets to timeless trench coats, discover must-have pieces that blend classic charm with a modern twist.

The street-style photographer Mordechai Shlomo Rubinstein, a.k.a. Mister Mort, is known for his mash-up riffs on preppy style. Clara Vannucci for The New York Times ...

So preppy indeed. Preppy style, or “prep,” was once the domain of affluent, white students, whose natural habitats were the leafy campuses of East Coast private schools until they ascended to ...

Most of the best Kentucky Derby outfits for men have had their roots in preppy style. A great way to channel a bit of that style is to incorporate a preppy pattern.

As a Black student at a boarding school, I felt locked out of the world of pleated skirts and polo shirts. Now, it's a different story.

Here are the best preppy clothing brands on the market. Shop the preppy aesthetic from popular brands like Ralph Lauren, J.Crew, Lands' End, and more.

The best boat shoes for men are made from quality materials, with a comfortable construction and endless styling possibilities. Here are our top picks.