Fashion from the 2000s has had a major resurgence, with everything from butterfly tops to capri pants making their way back ...

The 'preppy' aesthetic simply comes from the term 'preparatory,' which refers to nostalgic elements referencing school uniforms. Think pleated skirts, rugby-style tops, blazers, and loafers.

The “Bad Guy” singer stole the show in a see-thru sweater vest, layered atop a crisp white button-up top and a black necktie ...

It was only fitting for Lisa’s first outfit to come from a master of twisted preppy style: Thom Browne. The singer slipped into a graphic cardigan and matching t-shirt, both printed with a navy ...

Thanks to the kids, preppy style is having a major moment. Miu Miu kicked it off last spring on the catwalk. Now, Polo by Ralph Lauren is huge among 15-year-olds. Pleated skirts are everywhere ...

It became globally popular in the early 20th century, known for its distinctive stranded colourwork patterns and intricate ...

In the weeks since Robbie welcomed her first child with Tom Ackerly, Robbie has served multiple elevated, preppy takes on ...

The trend is a blend of the classic preppy style with a beach aesthetic ... Saddle Bag originally released in the brand’s spring 2000 collection. The “It” of the aughts was re-created ...

This is a judge-free zone. Meaning you can judge people freely. In fact, I want you to share your juiciest judgments.

Plaid skirts, loafers, and polo shirts are trending TheImageDirect.com; Amazon Preppy clothes are taking the fashion world by storm this fall, with everyone from Blake Lively to Gigi Hadid taking ...

But if there's one sport where style is particularly important, and has been for decades, it's tennis, with its mix of preppy style, high-class chic and technical performance. It's an inspiration ...