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

Season 4: Saving Private Serena, Breaking Up... Baby?

In the beginning: B has met Prince Louis Grimaldi (Hugo Becker) in Paris, leaves him her shoe. She returns to NYC. She is not stoked about Chuck.

Hook-ups: Louis, Dan (sorta), Chuck

Feuds: Chuck (those crazy kids), Juliet (that whole drug OD thing...), Dan (at W Magazine)

Scandals: B discovers that S’s “drug overdose” was a set up and seeks out the background story; B breaks Chuck and his girlfriend Eva up.

Biggest Moment: Louis proposes to B — will she finally be a princess?

Relationship with Serena: Friends, mostly. B helps S try and find the truth of what happened to her. At the end of the season, B asks S to be her maid of honor.

Relationship with Chuck: Breaks him and his girlfriend Eva up, which doesn’t make Chuck all that thrilled. But they have hate sex about it, so there’s that...

And in the end?: Louis proposes to B. There’s a positive pregnancy test but is it S or B who is with child?