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

Season 5: Like Three Seasons In One

In the beginning: Blair is preggers... and it’s a secret only her gown-fitter knows (well, mostly).

Hook-ups: Dan, Chuck

Feuds: Beatrice Grimaldi (and everyone who comes along with Louis’s sister...), Georgina (that back-stabbing...)

Scandals: Oh, so so many. Who is the baby’s father — Chuck or Prince Louis? Chuck and B decide to run off together... until there’s an unexplained car accident that ends her pregnancy and could end Chuck’s life. Blair is held hostage in her marriage and various things are tried to get out of it — who pays her dowry?

Biggest Moment: The car accident aftermath: Blair realizes that she loves Chuck so much, she’ll make a deal with God to marry Louis if Chuck lives. C does, so B keeps up her end of the bargain. B realizes, repeatedly, that she should be with Chuck. Or Dan. But probably Chuck.

Relationship with Serena: Not great. She finds out S still likes Dan, but when she sets them up, B realizes her own feelings for him and gets caught kissing him... twice.

Relationship with Chuck: Complicated doesn’t even begin to describe it. She learns a lot about him that leads her to believe that he is both the love of her life and the one person she can’t or shouldn’t be with... unless she can and should?

And in the end?: Blair follows Chuck to Monte Carlo, where she tells him she’s “all in.”