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, ...

From Miu Miu's '90s take on the trend (see all of the Miu Miu girls) to Rabanne's mini skirt and checkered XL blazer combination. The drama is in the details when it comes to preppy fashion as it ...

Of course, certain styles have changed a bit, so consider these preppy picks to be perfect for a modern-day Gossip Girl. Don’t worry — Blair would still 100% approve. Shop some top preppy ...

Now that supermodel Bella Hadid has fully embraced the rodeo lifestyle, even bringing it to the streets of New York City. The ...

No matter what she’s wearing, Chloë Sevigny can’t help but infuse her looks with an effortlessly cool feel. Miu Miu’s preppy pieces are the latest to receive her It-girl treatment. Sevigny, arm in arm ...

Nicole Kidman’s daughter Sunday Rose is the latest Miu Miu girl. She made her runway debut by opening the label’s spring 2025 ...

Taylor Swift and Gigi Hadid Step Out in Stylish Fall Looks for Girls' Night Out in N.Y.C. With tones of brown, light blue and beige, it pairs perfectly well with neutrals ranging from the black ...

From pairing them with socks and straight-leg jeans to micro-mini dresses, this is how the cool girls are styling chunky ...

Gossip Girl may have ended over a decade ago, but there's no denying the hold it continues to have on pop culture and society ...

Related: Taylor Swift and Gigi Hadid Step Out in Stylish Fall Looks for Girls' Night Out in N.Y.C. With tones of brown, light ...