Vanessa: When are you gonna realize that you were a better person until the day you asked Serena out four years ago?
Dan: When are you going to realize that I had a better life before you climbed up my fire escape four years ago?

[on the polo match] I'm sure Blair and Chuck will be there, if the murder-suicide I've predicted hasn't happened yet.

Blair: Generations of breeding and wealth had to come together to produce me. I have more in common with Marie Antoinette than with you. You may be popular at some step-Ivy safety school, but the fact is the rabblers still rabble and they need a queen.
Vanessa: You stole the toast.
Blair: I was willing to do what was necessary. Including lying to Chuck, the one person who trusts me more than anyone. Now if you'll excuse me, I have to go give my toast.
Vanessa: Actually Blair? Congratulations, you just did.

Juliet: Don't you see? They're all protecting each other.
Vanessa: This is what they always do.
Dean Reuther: I'm sorry. Who are you?

We're talking about Georgina Sparks. Her hair lies!

Olivia: Vanessa, you're in love with Dan, and everyone here knows it.
Dan: Olivia, that's ... that's crazy. Come on.
Olivia: You know what, I don't have to put up with any of this. I quit.
Vanessa: Oh no you don't. I quit!
Blair: What's going on? Did you bozos have a threesome or something? [pause] Oh God! How stupid can you be? The third person's always supposed to be a stranger!

Dan: I can't believe Nate Archibald is a gigolo.
Vanessa: You can't tell anyone!
Dan: Who? Who would I tell? Except everyone I've ever met. [pauses] I won't.

Vanessa: You really think you're better than me?
Blair: I think we both know the answer to that.

Dan: I had Charlie but she slipped away.
Vanessa: She's gotta be around here somewhere.
Georgina: I'm sorry. She's a part of the gang but I'm not?

Blair: Let's make it clear from the start. We don't know each other here.
Dan: [pauses] Works for me.
Vanessa: Me too.

Even Frodo eventually gave in to the power of the Ring.

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!

Gossip Girl Quotes

Better lock it down with Nate, B. Clock is ticking.

Gossip Girl

Mrs. Waldorf: If you're gonna wear one of my designs, at least tell me so we can have it fitted.
Blair: Thanks, mom.