Toss a pleated skirt into the mix, and you've got a 'fit that captures the effortless coolness that makes preppy fashion such a standout. Pair the look with edgy accessories like snake print boots ...

With roots to the British countryside, the barn jacket is a practical, weather-proof canvas or waxed jacket with a ...

Some fashion trends occupy a fleeting existence ... The trend's origins are rooted in the early 1900s. For menswear, the preppy look has much in common with the "Ivy" style, taking its name ...

On Sunday, Nicola Peltz Beckham debuted a brand new look that effortlessly leaned into this zeitgeisty trend. The actress ...

While we would say all Sporty & Rich collections come with a distinct preppy-inspired style, this latest collection, in ...

A mini skirt will play up the schoolcore aesthetic while a longer hemline will lend a hint of sophistication to this preppy style. If you're fresh out of outfit ideas, make your blazer the main ...

I, for instance, will drink my morning coffee out of an inconveniently small mug because it looks like something ... spotted on the streets of NYC in a preppy, but casual ensemble.