Jane: We'd love if you could open up the world of the Upper East Side a little bit more.
Natalie: Rich people are so hard to like. Maybe you could add someone more relatable.
Dan: I thought I did that already.
Serena: I think Dan is referring to his main character, Dylan Hunter. He'll appeal to everyone. He starts off as an innocent from Brooklyn.
Jane: Who quotes Hawthorne and screens Fellini films? I don't think so.

Serena: So Mr. Screenwriter, are you ready for your first development meeting?
Dan: I think so. As long as you guys don't want to change the ending. Or the beginning. Or all the stuff in the middle.

Dr. Barnes: You have to face that you didn't let Blair go, you lost her. To someone else.
Chuck: You don't know what I did. But yes, maybe there is something I need to do if I'm ever going to move on. I don't want to lie to you, I don't want to lie to myself. {he retrieves the Harry Winston engagement ring} If I've really let Blair go, I don't need this anymore.
Dr. Barnes: It's beautiful.
Chuck: I bought it to give to her. I've been keeping hold of it ever since. When really what I should do is just return it.

Looks like Louis is about to make Young Bass' road to recovery a very bumpy ride. Better buckle up, Chuck.

Dr. Barnes: What's this?
Louis: The rest of what I owe you. I told you it'd be worth your while. Now you can settle all of your father's debts.
Dr. Barnes: What do you want me to do?
Louis: Just make sure my fiancée will never ever fall for him again.
Dr. Barnes: Louis, that's up to Blair.
Louis: No. It's up to you. To turn Chuck back into the monster he was for the first twenty years of his life. He's time bomb. Find his fuse and light it.

Blair: Where's Nelly Yuki?
Penelope: Yale. Where she got in and you didn't. Plus she hates you, remember?

As faithful minions through the years, you've each earned a chance to be immortalized as a bridesmaid in my royal wedding. But legally I must warn you not everyone will survive the tryouts.

Blair

Don't worry, my love. Nobody will get hurt. Not badly.

Blair

Louis: Why do I feel there's a request coming?
Blair: Not a request. A special dispensation.
Louis: For what?
Dorota: Scheming and manipulating.
Blair: Who do you work for? Louis, can't you just turn a blind eye for... let's say twenty-four hours.
Louis: Blair—
Blair: All I'd be doing is spending the day with my former minions. Maybe some light water boarding involved.

Chuck: How can you be so sure I'm hiding something?
Dr. Barnes: Maybe I'm wrong, but I feel there's a piece of the puzzle still missing. It's not your mother or your father. It's someone you're not telling me about.

Chuck: The dream starts the same every time.
Dr. Barnes: They have a habit of doing that.

Dr. Eliza Barnes: So how are you feeling today?
Chuck: Fit as a fiddle.

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.