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

We may earn commission from links on this page, but we only recommend products we love. Promise. Scroll on to see a list of 25 preppy clothing brands that deserve a spot in your closet. Whatever ...

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 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 ...

APT PUPILS At left, a teenage student epitomizing preppy style in the 1950s and, at right, a prep-inspired look from London designer Molly Goddard’s fall line. Photo: Matt Chase.