Nate: Listen, I'm sorry I had to be the one to tell you.
Tripp: Yeah, I doubt that. I'm sorry you're enjoying every second of this.
Nate: I know our history isn't exactly pristine, Tripp, but we're still family.

Doctor: And what is it you're searching for, Blair?
Blair: Nice try on the bait-and-switch, but I was a teenage bulimic and my father came out when I was 15. This isn't my first analysis.

Doctor: Are you saying that you want your fiance to be more like Chuck?
Blair: No! More like the man Chuck's become. Like Louis used to be when Chuck was like Louis is now.
Doctor: If you don't mind my saying so, you seem confused.

[to Chuck] Just because we can't be together doesn't mean I don't love you.

Blair

You say I always bet against you. Not this time. I'm all in.

Blair

I don't want to be Mr. Blair Waldorf. I'm Chuck Bass.

Chuck

Blair: "I'll never love Chuck again after what he did tonight. He's a monster. He deserves to be alone forever." I was waiting for that one. You happy now? Now that I'm as alone as you are?
Serena: I'm only alone because of you. You had your prince and you had Chuck. You didn't need to take Dan too.
Blair: I didn't take Dan. That's not how relationships work. You would know that if you'd grown up at all since high school.
Serena: Oh come on, Blair. You're the one that can't move on. You're still in love with Chuck and you still won't admit it.
Blair: Get out! I mean it. I want you gone for good. Pack your things.
Serena: You can't hold me responsible for everything bad in your life.
Blair: I can. Because you are. The best time I ever had was when you were gone six years ago. Leave your key with Dorota.

Carol: Well it's about time William gave you my money. I was starting to worry he'd made some secret alliance with Lily.
Lola: I guess it just took awhile to arrange everything.

Go move in with Nate. Don't turn your back on the life that I almost screwed up for you.

Lola

Bart: I am proud of you, son. Lily told me you stepped up but I had no idea how much you'd accomplished.
Chuck: Thank you. How was seeing Lily after all this time?
Bart: I never dealt with such a formidable woman. Made me regret not treating her better.
Chuck: They require dedication.
Bart: I assume you're talking about Blair Waldorf. But you two aren't back together?
Chuck: I made a lot of mistakes after you left. I lost my temper. I lost myself. When I finally realized what I'd done and I had the ring to propose it was too late.

Chuck: What are you doing here?
Blair: I came to check on you. Gossip Girl's been putting a bunch of stuff up and I wanted to make sure that you weren't hurt—
Chuck: Why would I be hurt about something that was in your diary a year ago? We've been through so much since then. talked about everything, made amends. Or is there some other reason you're here? Maybe to tell me you and Dan broke up?
Blair: No. We haven't.
Chuck: I can't play this game anymore, Blair. I spent a whole year waiting for you. I need to move forward.
Blair: No, you're right.

Serena: Blair's dirty work can wait.
Penelope: She fired me. I'm on the way to meet everyone at Michael Jordan's Steak House for the Shepherd's divorce party.
Serena: Alright, well there's been a change of plans. You're not going to that. And neither is Blair. And you and your friends are going to see to it.
Gossip Girl: That's the problem with hired help. They'll work for anyone.

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.