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 ...

Style Points is a weekly column about how fashion intersects with the wider world.. Lisa Birnbach has seen this all before. The author of The Official Preppy Handbook, which went old-world viral ...

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

The preppy style of the '50s, '80s, and '90s is timeless. Here, take a look at preppy style evolution and get tips on how to wear it today.

The newest variant of "preppy," led mostly by Gen Alpha over the last year, refers to bright clothing, lots of pink, and specific accessories like ribbons, bowties, and Stanley water bottles.

According to today’s tweens and teens, the new definition of preppy is now more similar to 2019’s “VSCO girl,” except the Stanley Cup has dethroned the Hydroflask. It’s all about casual ...

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 ...

Matthew Hertgen, 31, is accused of using a knife and a golf club to slash and beat his 26-year-old brother, Joseph Hertgen, to death in a Princeton, New Jersey apartment late last month — bef… ...

Robert Chambers, known as the “Preppy Killer” for murdering a teenager in Central Park in 1986, was released again this week from prison after serving time for unrelated drug crimes.

You could also opt for more minimal takes on the preppy nail trend, like with vanilla chrome nails (a classic) or French tips painted in rich shades of red. Here, find 12 nail art ideas that match ...