When it comes to the modern preppy aesthetic, Gen Z loves the look of sleek, midi skirts like this J.Crew number. Perhaps it’s because the pencil skirt is the ultimate workwear staple ...

In need of summer outfit ideas? You can't go wrong with a midi skirt and one of these shoe and sandal pairings for a failsafe ...

Jennifer Connelly just wore a country chic outfit with a streetwear style twist. The standout of Connelly's look was her ...

If you're nervous about your 'fit looking busy, opt for a skirt that features several plaids instead. Thanks to the punk, grunge, and preppy aesthetics of the '90s and aughts, we're used to seeing ...

PureWow editors select every item that appears on this page, and some items may be gifted to us. Additionally, PureWow may ...

The preppy aesthetic is inspired by a student’s style at prep school — think plaid skirts, collared shirts peaking out from argyle sweaters, headbands, and pearl necklaces. A preppy vibe also ...

For more than 50 years, Ralph Lauren has been delivering his clean, all-American, preppy aesthetic ... your top into a pair of jeans or a maxi skirt to make it stylish rather than schoolboy.

If you thought it still looked like Blair Waldorf’s pleated skirts and plaid ... to argue that the new preppy looks a bit like Summer Roberts’ low-key beach aesthetic, Regina George’s ...

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.

Dating back to the 1900s, preppy dressing is notoriously associated with Ivy League college apparel and comes typically polished. In other words, it’s a neat aesthetic usually characterized by ...

Don’t forget to layer: One of Gen Z’s favorite ways to amp up the preppy aesthetic? Strategic layering ... trousers or a pleated skirt, a belt ties it all together. With this trend, nothing ...