Blair: I hope never giving up on people isn't going to be my downfall.
Chuck: That's why you're going to be an amazing mother. You're always there for the people you love. Even when they don't deserve it.
Blair: You know that's never going to change.
Chuck: It's okay if it has to. Starting tonight I'm going to take care of myself.
Blair: Is that all?
Chuck: Yeah.

Chuck: I'm sorry for losing my temper the night you told me Louis proposed to you. I'm sorry for not waiting longer at the Empire State Building. I'm sorry for treating you like property. I'm sorry I didn't tell you I loved you when I knew I did. Most of all I'm sorry I gave up on us when you never did.
Blair: Thank you.

Blair: Then what are you here to apologize for?
Chuck: Everything else.

Blair: What are you doing here? I don't have the energy to rehash tonight's hysterics. I think you should leave.
Chuck: I'm not here to apologize about what happened tonight.

Diana: Aren't you tired of swimming in Gossip Girl's fishbowl?
Serena: Well I'd have to do it my own way.
Diana: I'd expect nothing less.

Gossip Girl: Spotted: Chuck Bass, standing at the crossroads. Looks like we're going to have to watch his every step.

Dr. Barnes: You chose to let go. Continue down that road and I'll bet you find some peace.
Chuck: I've always wondered what that's like.

Dr. Barnes: I understand you're angry. I don't expect you to ever forgive me. I just thought you should know Louis wasn't paying me for information alone. He wanted me to drive you into a rage. To turn you into this monster you apparently used to be. Louis is so threatened by you that he wanted to remind Blair—
Chuck: Why she chose him. Maybe Louis' right.
Dr. Barnes: He doesn't have to be. You can change.

Nate: What, so you used me to get a story?
Charlie: The girl you're seeing is your boss?

Louis: The paternity test showed me that some part of you thought you might still have a choice to make, and I needed you to see that Chuck would always be the wrong one.
Blair: Louis, I don't now how many more times I can say this, but Chuck and I can never work.
Louis: You know that for certain?
Blair: I do. So does he. And so should you. Chuck destroys everything and everybody in his life. And he'll never change. But what's scaring me is that you're changing into him.

Don't worry, B. You're still marrying a Prince. Of Fools.

Dan: I was hoping we could talk more about the movie.
Jane: What movie. It's dead. If you want to know why, talk to your friend Serena.

Gossip Girl Season 5 Quotes

Dan: It's Blair's Save the Date.
Rufus: You're not happy. You guys are still friends, right?
Dan: Yeah. Friends. I wonder if she invited Chuck.
Rufus: If he's anywhere that FedEx can reach.

Dan: Dad! What are you doing here? I thought you'd still be in London helping Jenny set up St. Martin's.
Rufus: She and Eric kicked me out when I didn't know who Sierra Burton was, so I came back here early and thought I'd spend some time with you.