Jack: Come out with me tonight.
Blair: I told you I'm not interested.
Jack: Didn't seem that way on New Years.
Blair: Whatever may have transpired between us, what's important is what it means to me. Which is nothing.

Blair: Seriously? You think flowers make up for the fact that you're engaged?
Louis: I'm not engaged yet. This is what I wanted to tell you. The royal court feels I should be married before taking my rightful place as Albert's heir.
Blair: What? Well that's outdated and old-fashioned and just... idiotic.
Louis: Well so is monarchy.

Dan: Wait, don't you all hate each other?
Blair: Yes.
Nate: Absolutely.
Chuck: No.

I made friends with a family of squirrels, and had lots of time to think.

This is a homeless shelter. A. gross, and B. really?

I thought you were just a callow social-climbing former swimsuit model who married above her station and was enslaved by her own insecurities.

Georgina: So you're just going to go back to Serena like nothing happened and just leave me all alone?
Blair: Oh, you're not alone Georgina. I'm here now. And I brought some people who really really want to see you. I think you remember your parents.

It's true what they say about diamonds. They cut not only glass but porcelain as well.

Blair: Your transformation really is astounding. Case to share how you gave up your bad Bass ways. How you went from Charlie Sheen to Charlie Brown? Bar to mitzvah?
Chuck: There really is no answer to that question. It's an evolution.

You can't show up at a masked ball and not expect at least one social climbing doppelganger to try and impersonate you.

Olivia: Being a movie star has a certain cachet.
Blair: I may have read that at the dentist.

Gossip Girl: But in a land where the best castles come with a view of the park, it's important to remember—
Blair: Mom? I'm sorry to wake you, but I have some news. I'm engaged.
Gossip Girl: Where most fairytales end, ours merely starts. XOXO —Gossip Girl.

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.