Alessandra: If it makes you feel better, there's a Twitter called HumphreyLove too.
Dan: That's me.
Alessandra: Sorry. I should have recognized your scalpel-sharp self-deprecation.
Dan: I have over a thousand followers.
Alessandra: Let's hope they bought books.

Chaka Khan might have been every woman, but it looks like Charlie Rhodes is about to have trouble being two.

Chuck: I let go of you, Blair.
Blair: Then prove it by telling me how!
Chuck: I can't. But if you don't believe me, call on Harry Winston. The night of the Spectator launch, I left the engagement ring I bought you on the doorstep. And walked away.

Doctor: Are you saying that you want your fiance to be more like Chuck?
Blair: No! More like the man Chuck's become. Like Louis used to be when Chuck was like Louis is now.
Doctor: If you don't mind my saying so, you seem confused.

Doctor: And what is it you're searching for, Blair?
Blair: Nice try on the bait-and-switch, but I was a teenage bulimic and my father came out when I was 15. This isn't my first analysis.

Nate: Listen, I'm sorry I had to be the one to tell you.
Tripp: Yeah, I doubt that. I'm sorry you're enjoying every second of this.
Nate: I know our history isn't exactly pristine, Tripp, but we're still family.

If you ever find yourself sick with Saturday Night Fever, the last thing you want is someone to turn up the heat.

Chuck: What's really going on Blair?
Blair: Okay, if you must know I'm trying to pinpoint the source of your light so I can pull Louis out of the darkness. You changed, so can he. I have all day.

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.

Namaste. I'm sorry to interrupt you getting into someone's yoga pants.

Blair

Looks like I'm not the only one doing the hustle.

Carol: Hi. We have a problem.
Charlie: Well add this one to the list. Max is dating Serena. If you don't want me to leave or get caught we have to pay him off immediately.
Carol: Except we don't have the money. I just came from the bank. Turns out my mother's added a security measure to the account—probably to punish me. Any withdrawal over $50,000 requires her signature.

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.