Vanessa: You're sick!
Chuck: You're welcome!

Spotted - Lonely Boy learning that when the punishment fits the crime, there's no reason you can't serve your sentence in style.

There's a weak link in every chain. And it's just a matter of time before this one snaps.

On the Upper East Side, it's easy to think that the world is exactly as it appears. Refined, elegant, imposing... But sometimes, all it takes is a little key to open the door to the wild side.

Can we just move into the punishment portion of this meeting?

Nate (to Ms.Queller)

I've already talked to your parents, at least those I could reach, and look forward to reading your personal essays. 10,000 words describing how you came to be on school property after hours, with alcohol and drugs, where a fellow student almost died. In other words what the hell is wrong with you?

Ms. Queller

Well, if you wanted to get the perfect shot of me feeling like an outsider, I'm ready for my close-up.

Dan (to Vanessa)

What's that? Your stripper money?

Vanessa (to Chuck)

Chuck: Poor little Humphrey Dumpty. Look, let me clarify something for you. Regardless of who you're currently sleeping with, you and I come from different worlds. In my world, if I'm suspended or expelled, a wing is donated in the Bass name.
Dan: That sounds like quite a world.
Chuck: It's not perfect, I'll admit.

You are so naive. Michael Moore over there is obviously just using this film to get close to Dan.

Blair (to Serena)

[to Dan] What do the Humphreys have to offer? Your dad's cassingle?


Serena: "What are you up to besides missing me?"
Dan: "Just wondering whether you were missing me."

Gossip Girl Season 1 Quotes

And who am I? That's one secret I'll never tell ... You know you love me. XOXO, Gossip Girl

Gossip Girl

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?