Explore Preppy Fashion, Preppy Outfits, and more!

The original Blair Waldorf look.

Picture: Leighton Meester in 'Gossip Girl.' Pic is in a photo gallery for Leighton Meester featuring 67 pictures.

Queen B donning a cloche on Gossip Girl

Goodbye, Columbia - Part 2 of 3, The (Almost) Best Friends

GOSSIP GIRL-- "Portrait of a Lady Alexander"-- image Leighton Meester as Blair Waldorf - Photo: Giovanni Rufino

18 Signs You're In a Preppy Relationship  - TownandCountryMag.com

18 Signs You're In a Preppy Relationship

classy red - navy - white

Blair Waldorf - Preppy school outfit- kind of looking all American with the color ensemble as well.

brown jacket, black tights, brown knee high socks, black boots

Classics Will Always Be in Style

blair waldorf > floral dress > classic shape > straight dress > grace

Louis Vuitton 2011 Resort floral bustier dress, modeled by the ever amazing Leighton Meester.

One of my fave Blair Waldorf outfits. I've wanted this Alice + Olivia dress forever.

What Would Blair Waldorf Do? 37 Style Tips From Queen Bee: It's been a year and a half since we last heard the famous phrase, "You know you love me.