Serena: I thought you wanted to wait. I thought you wanted to make it special.
Blair: Oh, so Nate gets a free pass and I'm the slut?
Serena: Tell me you didn't sleep with Chuck for revenge.
Blair: Well, it wasn't because I liked his natural musk. And, besides, nothing hurts more than sleeping with the best friend. Right, S?

[to Dan, drunk, in flashback] Bye, Dave!

Serena: What's Chuck doing today?
Blair: Why are you asking me?
Serena: Well, you guys are friends. And, Blair, you know you can tell me anything. I'd be the last person to judge anyone.
Blair: With good reason.
Serena: Blair, I saw you with Chuck.
Blair: [pauses] I don't know what I was thinking. I mean, sleeping with him once, maybe I could understand. But twice?
Serena: Wait, you slept with him!?
Blair: Shhh.
Serena: Blair!

Serena: You and Nate get back together?
Blair: You mean, since Gossip Girl published pictures of him and some skank?

Blair: I can't believe he told her you guys were going to do it.
Serena: Well, I told you.
Blair: That's different, I'm a girl.
Serena: Yeah, well, so is she.
Blair: Exactly my point. But even if she wasn't, when you get a boyfriend, you become the best friend and the best friend becomes the second best friend. That's just how it has to be, if it's ever going to work.

Vanessa: I know nothing. But, if you guys did this thing that I know nothing about, then I would totally support that.
Dan: Thanks, Vanessa. Good to know in the event that that should happen.
Vanessa: Oh, you mean it didn't happen?
Dan: Meaning I don't even know what we're talking about, right now.
Serena: I know I'm lost.
Vanessa: And I should get lost.

Vanessa: Vanessa, hi! It's nice to see you.
Serena: This time you're seeing less of me.
Vanessa: Sorry about walking in when you were, you know...
Serena: Yeah.
Vanessa: You guys are up early. What did you do last night? Oh, my God. I totally didn't mean to pry.
Dan: You're not prying.
Serena: Why would you think you're prying?
Dan and Vanessa: No reason.
Serena: Did you tell her?
Dan: What? No. What's to tell?

Serena: You know, we should talk about this though. About us. About eventually.
Dan: Definitely, yes. Yes.
Serena: Or we can just get it over with in a broom closet. (they both laugh)
Dan: In a broom closet? That is...that is rich, Serena.

Blair: So, I heard on Gossip Girl that you were having sex with Dan out here...in streaming video.
Serena: Oh, God. Kati and Is filmed us?
Blair: Well, it's not very high school musical scandalous. And no, they haven't streamed it...yet. But, I heard it was aggressive.
Serena: I must say, Dan has been surprisingly good at everything we've done.
Blair: Which is? Everything?
Serena: No! But, feel free to ask any personal questions.

Serena: So, do you think we should talk about it?
Dan: Abo--You mean, about, about Vanessa? No, you know what? She's like family, it feels comfortable. So, therefore, she often shows up without calling.
Serena: No, I mean, about what almost, maybe, might have just happened.
Dan: Oh, you mean if Vanessa hadn't entered and we...
Serena: Or we can not talk about it.

Dan: (about what he did to his room for Serena) I know it may not compare to a suite at the Ritz in Paris or a chalet in Aspen, and it might be a fire hazard, but...
Serena: It's perfect.

Serena: Wait.
Dan: What? What? Did I do something wrong?
Serena: No.
Dan: I knew the hair thing was too much.
Serena: No, actually, um...
Dan: Um? Um is never good. What?
Serena: (voice breaking) I, I'm scared.
Dan: Of me?
Serena: No! Well, yes. But, it's just...I've never...
Dan: You've never? You're not a...
Serena: No. No, I wish. It's just...nobody's ever looked at the way you just did. In fact, I don't think they looked at me at all. (covers her face with her hand) You think I'm crazy, don't you?
Dan: No. No, I don't.
Serena: Are you mad?
Dan: (smiles) Come here.

Gossip Girl Quotes

Even Blair Waldorf can not bend DNA to her will.

Dan

Hazel: Do you know what you're doing, Little J?
Jenny: I'm not Little J anymore.