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 ...

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 ...

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.

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 ...

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 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 ...

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 ...

All the pieces of this preppy aesthetics are traditionally classic ... When seen in tailored blazers, scarves, or A-line skirts, it’s already a big step towards nailing the preppy style.

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 ...