Nate: My best friend was right. Saying yes makes everything better.
Jane: Well based on my own recent experience I'd have to agree.

Okay. I know I don't know you at all and you probably could give a damn about what I have to say. Most of the people in my business are in it because they're thrill seekers or adrenaline junkies. But for some of them, there's something dark going on. I think you need help.

Often all it takes to find a new path is to make a sharp turn and see what you find. But beware. Sometimes what you're faced with is a dead end.

Blair: I am about to call off my engagement. I can't marry someone who doesn't stand up for me. Not even to his own mother. And when I tell him it's over, I'll need to get away. To clear my head. You were in the Hamptons?
Dan: Ah, Ammagansett. Cece's house.
Blair: Is it empty? Take me there.
Dan: Okay.

Dan: Blair. What are you doing here? Did Louis—
Blair: I didn't know where else to go. I wasn't going to come here. I haven't talked to you all summer and you're the only person I know in New York right now. And I really need a friend. If you're still...
Dan: Of course I am. What's going on?

Diana: So you collect?
Nate: Yes.
Diana: A Helmut Newton, right?
Nate: Yes.
Diana: Is that Lauren Hutton?
Nate: Yes.
Diana: Or is it Lisa Taylor?
Nate: Yes. How'd you know?
Diana: I have a good eye. And good taste. Is this the master bedroom? Let's destroy it.

Blair: I can't even believe I'm answering this call.
Louis: I'm so sorry, Blair. Something's come up that's taking me longer than anticipated. It looks like I won't make it to the gala at all.
Blair: You're going vague on this one? Something's come up? Why don't you admit that you're already at the UN with your mother instead of lying.
Louis: I'm not. I wish I could tell you where I am, but I made a promise.
Blair: And we know how you honor the promises you make. As long as they're not to me. Tell your mother congratulations. She won.
Louis: What are you talking about?

Girl: Oh my god. Are you that guy? That guy from that movie?
Nate: Ah... yes.
Girl: I love that guy. Can we have your autograph?
Nate: YES.
Diana Payne: How about a tour?
Nate: Ah... yes. Absolutely.
Diana: This is a private tour.

Sticks and stones may just break bones, but the wounds from words never heal. Especially when they're words we hoped we'd never read.

Blair is the one this story's about. I swear to you, if the story ever sees the light of day, you are not going to be happy.

Dan

Blair: Louis told me he would stand up to his mother tonight. So if he does, everything can continue the way it's meant to. And if he doesn't, he and his mother will have a lovely wedding in November without a bride. Or she can just take my place, which seems to be what she wants. Wish me luck.
Eleanor: Darling, is the stress of the wedding getting to you? Testing a good man who loves you never ends well.

Serena: Oh! I forgot to ask you, how was the audition?
Nate: Well after I told them I wasn't an actor, they said that's too bad because you'd be perfect as a kid from an East Coast political family who's constantly manipulated while trying to keep everyone around him happy. They told me that.

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.