The Evolution of Gossip Girl’s Blair Waldorf: A Character History of Feuds, Scandals, and Hook-Ups

Season 1: From Queen B to Tuscany

In the beginning: Queen of Constance Billard Girls’ School; Serena's ex-bestie; Nate’s girlfriend

Hook-ups: Chuck (Ed Westwick); Nate (Chace Crawford)

Feuds: Serena (jealousy, Nate, etc.), Jenny (protege to pain)

Scandals: She cheats on Nate with Chuck; Lies about breaking up with Nate and is made a social outcast

Biggest Moment: Blair loses her V card to Chuck... in the back of a limo. Classy, B.

Relationship with Serena: Not friends. Then friends after B reads S an old card she never sent her at the end of Ep. 3. Then they feud again when Eleanor replaces B with S as the face of her company. Once the Mean Girls dump B, S tries to help her.

Relationship with Chuck: They do it it. Then they have a secret affair. Then he realizes he “gets butterflies” and gives her a diamond necklace. They are poised to spend the summer together but he realizes he isn’t good enough for her and bails on her.

And in the end?: Realizing he is not yet the person he needs to be for her, Chuck leaves Blair at the heliport and she flies off to Europe alone.