Gossip Girl: Too bad no one told him: you can't save a damsel if she loves her distress.

Gossip Girl: Here's a little tip, Jenny: the faster you rise, the harder you fall. Hope that Hello Kitty sleeping bag doubles as a parachute.

It makes jokes. Cute.

Lily

I'm not a stop along the way. I'm a destination. And if you refuse to come, I'm gonna need to find a replacement... girls, the waiting list?

Blair

The Humphrey men do casual Friday everyday.

Jenny

I don't think mom is a big fan of surprises. Remember her 30th birthday, with the clown and his llama?

Dan

Rufus: So, what did you think about it?
Lillian: I thought. (Pause) It was extraordinary

This just then, S and B committing a crime of fashion. Who doesn't love a five fingers discount, especially if one of those fingers is the middle one... Everyone knows you can't choose your family but you can choose you friends. And in a world ruled by bloodlines and bank accounts, it pays to have a pal. As much as a BFF can make you go WTF, there's no denying we'd all be a little less less rich without them. And Serena and Blair? They do best things better than anyone. No, that's not a tear in my eye, it's just allergies. Without you, I'm nothing. Gossip Girl

Rufus: I dated a girl like Serena, once. Actually a lot like Serena. And girls like that might be challenging. That's true. And they're complicated, and enigmatic. And usually worth it. And the only way you know for sure is to jump it with both feet.
Dan: What happened with you?
Rufus: I swam for a while. Till I drowned.
Dan: Oh. Well, thanks dad. That's a great story.

Dan: Isn't that the girl who told the entire school and, oh, several colleges, that you had a drug problem?
Serena: Yeah. But, you know, Blair can be a little... Blair. (they chuckle) We are actually trying to work things out. Today is our first day hanging out together. Alone.
Dan: Uh uh.
Serena: Uh uh. (laughs) So I should probably get back.
Dan: Yeah, sure.
Serena: But call me sometimes. So we can get together and do that thing you didn't ask me to do

Eleanor: Now, get some sleep. And I will see you in the morning. We're going to the photo shoot together.
(Eleanor tucks in Blair and caresses her hair)
Blair: You haven't done this since I was little.
Eleanor: You haven't been in bed by ten since you were little

Serena: How was the movie? Did I miss something amazing?
Dan: Even without the movie.
Serena: (laughs) Don't be cocky!

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.