Eric Liebowitz/ The CW
Season One, "Blair Waldorf Must Pie"
In the show's first Thanksgiving episode, Blair's battle with bulimia is revealed.
Patrick Harbron/The CW
Season One, "Victor/Victrola"
Some say it's when the CW hit truly became a show, and we're part of that collective "some." After ending her relationship with Nate, Blair finds comfort in the back of a limo...with Chuck, his best friend. The hookup (Blair's first time), perfectly set to Sum41's "Without You," launches one of TV's most beloved relationships.

