Nate: Two years ago at the masquerade ball, I tried to tell you I loved you. But I told Jenny Humphrey. She was wearing your mask.
Serena: You loved me?
Nate: Of course I did. You were the most beautiful, alive person I’ve ever known.
Vanessa: I don’t believe this. I kept telling myself you were different than Blair and all the others, but you’re just as bad!
Nate: It’s not that simple, okay?
Vanessa: Are you sleeping with that woman?
Nate: Yes.
Vanessa: Is that the reason you keep canceling on me?
Nate: Yes, but…
Vanessa: No, Nate, there are no buts. You lied to me and you’re sleeping with some Mrs. Robinson. And while on the Upper East Side that might be totally normal, I didn’t sign up for some love triangle with you and somebody’s mom!
Blair: My, my. If it isn’t Little J, risen from the ashes?
Jenny: I came to tell you in person. You win.
Blair: Oh sweetie, we just started to play.
Jenny: No, you don’t understand. I’m done. With you, with them, all of it.
Blair: Just like that, you wave the white flag.
Jenny: I lied. And I stole and I lost the respect for my family. For what, so I can be like you? You asked me before if it was all worth it. And my answer is, it’s not.
Blair: I tried to warn you. There’s a price to pay. I always knew a girl like you couldn’t afford it.
Jenny: Well you were right.
Episode 1.16 “All About My Brother”
Chuck: Please don’t leave with him.
Blair: Why? Give me a reason… and “I’m Chuck Bass” doesn’t count.
Chuck: ‘Cause you don’t want to.
Blair: That’s not enough.
Chuck: ‘Cause I don’t want you to.
Blair: That’s not enough.
Chuck: What else is there?
The true reason I should stay right where I am and not get in the car. Three words. Eight letters. Say it… that I’m yours.
Chuck: I… I … [pause]
Blair: Thank you. That’s all I needed here.
Chuck: I thought you said you were going home?
Blair: Changed my mind.
Chuck: Well if i’d known, I would have come sooner. Did you ever find Brandeis?
Blair: Yes. We’re not friends anymore.
But that’s okay, I have you. That’s all I need.
Episode 3.1 “Reversals of Fortune”
Episode 2.1 “Summer Kind Of Wonderful”
Episode 2.23 “The Wrath of Con”
Season 1