The Joker
Ed Westwick's drunken, disturbed Chuck Bass has drawn comparison's to The Dark Knight and Heath Ledger's final performance. Interestingly, there was an episode of Gossip Girl season called The Dark Night!

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Gossip Girl
Gossip Girl Season 2 Episode 13: "O Brother, Where Bart Thou?"
Chuck Bass
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Gossip Girl Season 2 Episode 13 Quotes

Serena: I don't know if I can go away right now. My family is a disaster. My brother is lonely, my mother is losing it, and Chuck has publicly disowned our family.
Aaron: Are you sure it's your family you don't want to leave, or someone else?

Lily: We're doing comfort food: nobody is comforted by a tuna tower.