If you ever saw the original "Gossip Girl" on The CW, you know exactly what we mean when we say a preppy headband look. Leighton Meester's "Blair Waldorf" was pretty much the queen of this style, ...

The “Bad Guy” singer stole the show in a see-thru sweater vest, layered atop a crisp white button-up top and a black necktie ...

We may be well past back to school season, but Lisa is still dressing like it’s the first day of class. The Blackpink star just showed off a pair of bookish schoolgirl outfits that went all in on ...

Lisa, a member of the South Korean girl group BLACKPINK, is much more than a music star. With her innate sense of style, she has become a true fashion icon, and preppy style is her favorite medium.

Plaid skirts, loafers, and polo shirts are trending TheImageDirect.com; Amazon Preppy clothes are taking the fashion world by storm this fall, with everyone from Blake Lively to Gigi Hadid taking ...

Anytime you want to radiate a classic, youthful energy, the preppy style has got your back. The style’s roots can be traced back to the old-school Ivy League and other classic collegiate looks.

This particular outfit serves as a reminder that, by the end of the summer, "tenniscore" should give way to "school girl" style, which, in the end, is just another variation on the preppy aesthetic.

While that exact piece is currently sold out (though you can sign up for the waitlist if you wish), I'll be shopping a few similar styles to get Swift's school girl-inspired look—including the ...

She is currently in Turin, Italy for the ATP Finals and broke out a stunning preppy schoolgirl look to root on Fritz ahead of Tuesday's match. Fritz is facing off against No. 1 seed Jannik Sinner.

As if! At least that seems to be the sentiment of the stylish tastemakers behind the “sweater vest” trend — a revival of the 1990s preppy top arising as the hottest fashion movement this ...