Chuck: I know you're not a geography wiz, but you are aware that Providence is in Rhode Island.
Serena: I don't have time to explain. I've been invited to the Dean's house tonight, I have to get ready.

Chuck: The Dean's house? Nice. What's your answer to his question?
Serena: ... Yes?
Chuck: No, no, no. What person, real or imagined, living or dead, would you most like to have dinner with? Rumor is, if your answer impresses the Dean enough, it gets you on the short list for early admission. So says Blair.
Serena: I should have given my spot to her.
Chuck: You got invited and she didn't? You're lucky to be alive!
Serena: Well I won't be for much longer if I don't get an answer fast.
Chuck: Steal Blair's! She won't have a use for it anymore.

Serena: I did not want to know that. How do YOU even know that? Why does Blair want to go to dinner with some guy named George San...
Chuck: A hot girl. Named George. Just like a man. And apparently, it's the Dean's favorite writer. And I know this because talking to Blair about how she's gonna get into Yale gets her really ...
Serena: Chuck! No! You just told me two things I never wanted to hear! And one is gonna haunt me for the rest of my life.

Nate: I thought we were gonna do something. What happened to your master plan of finding the Skull & Bones?
Chuck: You don't find them. They find you.

[to Chuck] Good luck sitting on your ass.

Nate

Since we're not friends anymore, let me speak frankly. You're not that smart. You lack focus and discipline. Charm is all well and good, but in the real world, knowledge is power. You wouldn't make it past the first round of admissions at Yale no matter how hard you tried.

Blair

Serena: I know you may find this hard to believe, but not everyone wants to go to Yale because not everyone wants to be Blair Waldorf.
Blair: Not everyone can be.

Serena: Brown is an Ivy League school.
Blair: Everyone knows that the only REAL Ivies are the holy trinity: Harvard, Yale and Princeton.

Serena: So you're off to Yale?
Blair: Your deductive reasoning skills are perfect for a place like Brown.
Serena: A place like Brown?
Blair: You know, an enclave of trustafarians and children of celebrities who major in drum circles and semiotics, whatever that is.

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