Nate: You still thinking about your mom?
Raina: Yes. But not for the reason you think. My dad always said she never tried to contact us. But I can't help but wonder, since he lied about so much stuff...
Nate: Maybe he lied about her too. You could find out for sure, you know. You can look for her.
Gossip Girl: Walking down the primrose path, you risk finding hell instead of happily ever after.

Nate: You okay?
Raina: It's surreal. Everything happening to Lily is because of my dad, and I kind of feel like it's all my fault.
Nate: Look. It probably woulda happened sooner or later anyway.

Nate: Finding out your father isn't the person you grew up idolizing sucks, but it doesn't mean he loves you any less.
Raina: Then what does it mean?
Nate: It means that he's human.

Chuck: I guess the old Archibald charm wasn't as rusty as you thought. Unlike the knife in my back.
Nate: I talked you up to her like you asked me to. She wanted nothing to do with you.
Chuck: Don't sugar coat it.
Nate: I like Raina. All right? And she likes me. I didn't mean for it to happen this way but it did. I'm sorry.

Raina: In the spirit of full disclosure, there's something you need to know about me. My dad and I... we're Notre Dame fans.
Nate: Oh no. No, you can't be. What are you talking about?
Raina: Uh huh. I guess kids are out of the question.

Raina: I like you. But I don't want to come between you and your best friend. Even if that best friend is Chuck Bass. But we haven't done anything yet, so you're free to pull the chute and walk away if that's what you want.
Nate: That's not what I want. So I'll talk to Chuck tonight.

Raina: Have you told Chuck about us yet?
Nate: We're an us?

You should just move on. You can get every girl you want in New York. Not to mention Europe, Australia and probably several parts of Asia.

Nate: Gloat all you want to, just... don't tell anyone I danced to Tik Tok.
Raina: I wouldn't call that dancing.

Nate: The best way to get anywhere right now, is through the park.
Raina: You mean walk?
Nate: I'll escort you. That way you won't wander off into Sheep's Meadow. Come on, trust me. It'll be fast and it's fun.
Raina: Okay then. Escort away. There aren't really sheep there, right?
Nate: No. Just a lot of grass.

Nate: You realize you're the worst wingman ever.
The Captain: That may be so, but I hope you'll realize I'm trying to be a good father. I came here tonight to find Russell, say hello, and hand him my resignation.

Chuck: Russell didn't become a billionaire by making money-losing decisions.
Nate: Look, you told me he had an issue with Bart, right? So maybe it isn't a business decision. Maybe it's personal.

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.