J.Crew. As far as polished and preppy looks go, you can’t go wrong with a cashmere tee like this relaxed piece from J.Crew. It has a shorter length that’ll still tuck well into high-waist ...

Preppy girls layer, too — and this is the piece that will carry your look seamlessly from summer storms to crisp fall mornings. Get it now, thank yourself later. GAP $119.99 $48.00.

How 'preppy' has now become a meme. The new "preppy" aesthetic became a viral sensation in late 2023 after a sound bite in a @dearhannahprep video from July became meme fodder.

For a preppy spin on a classic button-down, pick up this light linen number ($90) (with stripes, please). Because of its relaxed fit, it's easy to do a half tuck into some chinos or bermuda shorts.

Preppy is a slang word that means colorful, frilly clothing. Here's how a new generation uses it.

Preppy fashion meets apres-ski chic with this cozy cable knit sweater dress ($50). With a sprawl collar, ribbed trim, and a shallow v-neck, it's a classic wardrobe essential you'll gravitate ...