A privileged but dysfunctional group of prep-school students searches for happiness. (Learn more)
Starring: Blake Lively, Leighton Meester, Chace Crawford (View All)
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- 26Clips & Other Videos
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Devastated by the recent plot twist in her life, Blair turns her back on her predictable Waldorf existence in favor of a more wild and unpredictable lifestyle, causing Serena and Chuck to have serious concerns about their friend. Vanessa convinces Nate that it may be time to forgive and forget when it comes to his mother's Kennedyesque family, The Vanderbilt’s, who abandoned Nate and his mother when they needed them most. In a misguided effort to be completely honest with each other, Lily and Rufus agree to share lists of their past lovers.
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James Naughton
as Grandfather William
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Jill Flint
as Bex Simon
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Holley Fain
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Karen Culp
as Upper Crust #2
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Marlene O'Haire
as Upper Crust #1
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Emily Fletcher
as Society Matron
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Robert Emmet Lunney
as Dean Wheeler
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Aaron Tveit
as Tripp Vanderbilt
- Episode 25: The Goodbye Gossip Girl
- Episode 24: Valley Girls
- Episode 23: The Wrath of Con
- Episode 22: Southern Gentlemen Prefer Blondes
- Episode 21: Seder Anything
- Episode 20: Remains of the J
- Episode 19: The Grandfather
- Episode 18: The Age of Dissonance
- Episode 17: Carnal Knowledge
- Episode 16: You’ve Got Yale!






