Charlie: I'm starting to feel like I'm not Nate's type.
Penelope: Hello. Nate doesn't have a type. He's like Derek Jeter.

Diana: Jane and I have history. She doesn't always like to be reminded of it, but it's been awhile since I did.
Serena: What kind of history?
Diana: Some things are best left to the imagination. So, how bad do you want your problem to go away?

Serena: I gave Dan my word that I would protect him. He's one of my best friends. Please, don't do this to him.
Jane: It's already done. And you know what? I'm taking you off this project. Effective immediately. Like Dan you're just too close to it.

Jane: Did you already tell him we got Sorkin to write movie?
Dan: What? No. That's incredible.
Jane: I know. Now your character will talk even faster than you do.

Louis: How was your day?
Blair: Just what I needed. Old habits die hard.
Louis: If they die at all.

When you drive Chuck over the edge, it's you who will wind up road kill.

Gossip Girl: Spotted: S trying to navigate a slippery slope. But she's not the only accident waiting to happen.

Jane: Inside will be the next Social Network. We're gonna Zuckerberg him.
Serena: Jane, this is unfair.
Jane: I prefer to let the audience decide what's fair or not.
Serena: Dan is not like that. Why don't I put a dinner on the books for all of us and this way you'll see.
Jane: The next time I see Dan will be at Cannes when I'm shaking his grateful hand on the dais.

Dan: But how can I guarantee that she's not just going to screw it up?
Serena: Because I won't let her. She may not know this world, but I do. And I will protect your story and you.
Gossip Girl: Careful, S.
Dan: I have your word?
Serena: You have my word.
Gossip Girl: Everybody knows the road to hell is paved with good intentions. And shady bosses.

Dan: Whatever Jane sent you here to say, why don't you just say it.
Serena: Well we both think that you should waive your right to write the script.
Dan: Why would I do that?
Serena: Because if you write it your project will be stuck in development hell.

Blair: Dressing me for my wedding day means attending to my every need, no matter how big or small. Adjust for reception! Cinch that train! Penelope! She has to pee!
Dorota: Where secret wedding location?!
Penelope: We don't know!
Dorota: Who designed Miss Blair dress?!
Jessica: We can't tell you that!
Blair: Good one Jessica. Now block that baby bump!

Another thought that occurred to me was to Glee this up. Music. Maybe originals. Or covers.

Jane

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.