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.

Dan: Number nine. Inside by Daniel Humphrey. What did Lincoln Hawk's first single debut at?
Rufus: Eight.

Diana: Nate. Can I add one more thing to your to do list?
Nate: Definitely.

Gossip Girl Season 5 Quotes

Chuck: Dad?
Bart: Oh my god.

Don't bother lying. Or hanging up. We met this morning when you were Charlie Rhodes.

Diana