Nate: Don't go with Tripp.
Serena: Nate ...
Nate: Look, I know what I did was wrong. But I did it because ... ever since last week, ever since three years ago when you left ... please don't go. Please stay here with me. Please give me a chance.

Nate: No offense, but don't you think you're a little outmatched?
Chuck: At squash? I've been playing my father since 8th grade, how good can Marcus be?
Nate: No, I mean as a guy. Blair wants to be a princess and your greatest achievement is owning PART of a burlesque club.
Chuck: Which is why I have to get to know him. No one is that perfect. Once I get him outta the way, I'll have a clear shot with Blair.
Nate: You know it's love when you start talking like an assassin.
Chuck: I think you're jealous of my new best friend!

Chuck: You're a good friend.
Nate: One of us has to be.

Nate: I know you're there, I can hear you breathing on the other side of the door.
Chuck: [opens door] Nathaniel!
Nate: Where's the girl?
Chuck: In my dreams. I was trying to get some shut eye. What's on your mind?
Nate: Just my mom.
Chuck: Sounds Freudian.

Chuck: You guys have been dating since kindergarten and you haven't sealed the deal.
Nate: Who says 'seal the deal?'

Nate: You know, why do I get the feeling you're actually enjoying this?
Chuck: Call me sentimental.

Nate: But Bart told you your mother died in childbirth!
Chuck: He also told me kids wear suits to kindergarten and blue-chip stocks are great for birthday gifts.

Juliet: Nate, this isn't me. You know that.
Nate: How would I ever believe anything you say again?
Blair: Well you can believe the part where she does her own hair.

Nate: What are Blair and Serena fighting about this time?
Chuck: Basically about how each one loves the other more than the other loves her.
Nate: Can you even fight about that?

Nate: Dan, do you really think if you went toe-to-toe with Paul Hoffman that you couldn't take him? You're using him as an excuse.
Dan: No. He's a handsome guy. He's a sophomore. He and Vanessa have a lot in common.
Nate: He's a douche.

Nate: You must really be hurting.
Chuck: How can you tell?
Nate: You're not drinking.

Blair: Hello?
Nate: Hey, I only have a second. I'm on my way to Queens.
Blair: Gross. Why?
Nate: To meet Vanessa at a concert.
Blair: It got grosser.

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.