Serena: Woah. Usually when you smile like this you look like a creepy Cheshire Cat. But this one is real. What is your secret and if it's legal I want some.
Chuck: It's not a substance. It's a state of mind. A word.
Serena: Let me guess, a dirty word.
Chuck: "Yes".

Serena: How did you guys end up here? And who's boat is this?
Nate: This is Allegra Versace's. Chuck won it in a poker game in Chiang Mai. He won Allegra too, but that's another story.

Blair: How did you know just what I was missing. Shall I wear it to your uncle's speech at the General Assembly tomorrow?
Louis: Unfortunately you will not be allowed inside until you are an official member of the royal family. Consider yourself lucky. [?] speeches are stronger than Ambien.

Louis: How does it feel to be home?
Blair: Oh, it's going to be tough reacclimating after living in a palace. How will the penthouse do? But maybe we should skip the wedding planning and pull the blinds and just spend the day in bed.
Louis: We did that all summer. But we can't put off our parents any longer. Would a present help motivate you downstairs?

Chuck: Anything for me?
Nate: Nope.
Chuck: Well if you hear anything crazy it means I'm doing something right.

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.

Gossip Girl Season 5 Quotes

Maybe it's not blood bonds that make us a family. Perhaps it's the people that know us and love us anyway. So we can finally be ourselves. XOXO —Gossip Girl.

Gossip Girl

Yom Kippur at the Waldorfs will truly be a high holy day, now that Her Royal Highness Princess Sophie has jetted in from Monaco for a bagel and a schmear.

Gossip Girl