Blair: I have an itch that only Chuck can scratch and he won't oblige unless I tell him I love him.
Dan: You need help getting Chuck to sleep with you? Really?
Blair: [to Serena] You hear the judgment in his voice right now right?
Serena: He's working on that.

When Prince Charming found Cinderella's slipper, they didn't accuse him of having a foot fetish.

(as Serena covers his eyes and kisses him) Oh, Chuck, I had no idea you felt that way about me.

Chuck: This isn't over.
Dan: Any time. That one black eye looks a little lonely.

Blair: I was thinking I'd just disappear for awhile. Give him a taste of life without me.
Dan: No, that's a terrible idea. Don't disappear. Become unavoidable. Chuck may be a deviant but he's still a man. Drive him crazy. Wear him down. You should be good at that.
Blair: Look who finally got a little interesting.
Dan: I'm sure it's a fluke.

Dan: I've come to the conclusion that I need to get out of my comfort zone. To experience some new things.
Chuck: Are you gay?

Rufus: You used to cry when I didn't walk you to school.
Jenny: That wasn't me, that was Dan.
Dan: I was six. It was a very emotional time for me, post-tee ball.

Charlie: I know from experience what it's like to watch from the outside as someone else walks away with the person you want.
Dan: Yeah, I just never thought the person I want would be Blair Waldorf.
Charlie: Neither did Serena.

Dan: Do you really want to spend the entire summer with me in Rome? Chuck's dad is alive. That is going to change his world deeply.
Blair: His, yes. But not mine.

Blair: I feel like I got off on the wrong foot here and I'd like to start again. So, thanks for bringing me Humphrey.
Dan: Yeah, well, I'd like to think that if I needed it, someone would do the same for me, although let's be honest, we both know it wouldn't be you. Oh ... no headbands in college.

Listen ... as much as I enjoy my current girlfriend talking to my ex-girlfriend about her ... fake boyfriend, who is also my current girlfriend's ex, you could probably get us a copy of that Fallon interview, right?

Dan: I understand why you did what you did today, but I need to know for me — for us — what is really happening here.
Blair: There is nothing I want more than to spend the summer right by your side.

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.