Diana: Once you know how to control information you can do anything with it. Politics, banking. Whatever.
Nate: While that sounds great, I would have to get my family to approve me pulling out on this other thing.
Diana: Well just remind them what George did for JFK, Jr.

Chuck: That's what you don't understand. I feel nothing when I see her and Louis. Or when I jump off a building or when I crash a motorcycle. Even you don't irritate me.
Dan: Well having these guys beat you up isn't the way to fix anything. You could have died.
Chuck: Is being dead that much worse than being nothing?

Chuck: I wasn't trying to kill myself.
Dan: Then what the hell were you doing?
Chuck: I was hoping it would hurt.
Dan: What, to dull the pain of losing Blair?

Dan: Hey! I'm not part of his payment plan.
Chuck: Sorry. Mr. Bass said nothing should stop us except his safe word.
Dan: Well his is serious. He could die.
Chuck: All this be madness, yet there is some method in it. [gets kicked again] Guess that wasn't the safe word.
Dan: Chuck. Chuck. Tell them to stop.
Chuck: Okay. Fine. "Stop."
Dan: Stop? Really? That's it?

Gossip Girl: Spotted: Chuck on the wrong side of town. Looks like Bassman doesn't have enough of a dark side. He has to take a walk on one too.

Blair: Beatrice. You have to understand, it's still so early. I didn't want to get Louis' hopes up if things weren't okay. I was going to tell him.
Louis: What were you going to tell me?
Beatrice: About her wonderful idea, Louis.
Blair: I have so many.
Dan: Mmm.

While one mother's life leads her to Heaven, another's is going straight to Hell in a Moses basket.

Gossip Girl

Dan: Blair, this isn't a joke. We are not leaving this room until you agree to get help.
Blair: I don't need help. I'm not bulimic. I'm pregnant.

Blair: Now you're going to be sorry you didn't guard.
Dan: Woah. You're gonna go? With me in here? I'm not sure our friendship can handle that.
Blair: Friendship is a tenuous term. Now be a gentleman and run the water.

Dan: I can't believe that I thought you changed last year. And since you didn't, Chuck is now going off the deep end trying to get your attention. Again.
Blair: No. Now that's where you're wrong. Whatever he's doing isn't about me. He was the who told me to marry Louis. And he meant it.

Dan: Blair, hey. Listen, I know you don't want to see me now, probably not ever. But I'm not here to cause problems. I can't say the same about Chuck. Have you seen him?
Blair: Walk with me.

Gossip Girl: A kiss is just a kiss.
Chuck: That hurt? Wish I could feel it.
Gossip Girl: Poor Lonely Boy. Even on the outer boroughs of love.

Gossip Girl Season 5 Episode 2 Quotes

Maybe it's not blood bonds that make us a family. Perhaps it's the people that know us and love us anyway. So we can finally be ourselves. XOXO —Gossip Girl.

Gossip Girl

They say blood is thicker than water. But it's also a lot harder to clean up when it spills.

Gossip Girl