When you care about someone, you want them to stay. But sometimes showing you care means letting them go.

Uh oh, Chuck. You might need to have your private investigator investigated.

Nate I can't go back to my old life. And I stand no chance of starting a new one with my name in the headlines. Must you keep me here to humiliate me on top of all that?

Diana

Ivy: How do you know this will work?
Blair: Do you think this is the first time I've entrapped someone with prostitutes?

Dan: Where the hell is Blair? If she didn't want to go to Rome with me she should have just said so.
Serena: Something came up.
Dan: Is she with Chuck?
Serena: No, of course not. She's with Eleanor. But she knows how important this is and she really wants to go. So she sent me in her place.
Dan: You're not really helping.
Serena: I don't know. He just said we made an interesting couple.
Dan: Not in a good way.

Looks like S is BSing as B. Let's hope this works. There's no place like Rome.

Ivy: I'll do whatever it takes to help. I'd love to get back in the gang.
Blair: But just to clarify. In order to be back in the gang, you would have had to be in the gang to begin with.

Dan: You don't think this is too much? I mean it's just an interview with one person.
Blair: Well we want to impress him, right?
Dan: I think they're just trying to make sure we're a sane, stable couple. I guess they've had some trouble in the past. Apparently Padma Lakshmi and Salman Rushdie broke up during their stay and it caused all kinds of drama.

Chuck: What have you done?
Serena: Okay, someone has to tell me what's going on here.
Nate: We couldn't let her get away without any consequences. She's done nothing but deceive all of us, including you. It just wasn't right.
Lola: Yeah, we're sorry we messed up your deal but this was beyond business. It was personal.
Chuck: You have no idea how personal. I made that deal with her so she would help get my father out of hiding.
Serena: Your father. You mean Jack.
Chuck: Bart. He's alive.

They say the truth will set you free. But some truth comes at a price.

Serena: What was Dan's big surprise?
Blair: It was more of an ambush. He got into this writing program in Rome and he wants me to go with him the entire summer.
Serena: How dare he! Blair, that's amazing.
Blair: I told him I had to check my calendar to buy some time to think.
Serena: What's there to think about? Rome for the summer sounds like a dream.
Blair: Not for Romans. The whole place will be crawling with Americans.
Serena: And you can be two of them.
Blair: But it's a big decision. And spending last summer at Louis' side I was hoping to do my own thing.
Serena: So your indecision has nothing to do with Chuck?
Blair: Absolutely not. My concern for him at this time is about something entirely unrelated.
Serena: Which you can't tell me about. B, I hate being out of the loop.

Diana: I don't suppose you came here to thank me.
Chuck: Thank you for what? Not telling me my father was alive, pretending to be my mother, or screwing my best friend?
Diana: You mean for keeping your father alive. Pretending to be your mother to protect him and, well, I don't expect you to thank me for Nate. Perhaps I should thank you for that one.
Chuck: Look, I'm not here to hug it out or bond over my father's resurrection. I just need your help in keeping him here.
Diana: I'm afraid that's not possible.
Chuck: I'm afraid it is. You've been helping him hide. I think you know who from. Who tried to kill my father? I know it was one of his competitors, someone powerful enough to scare him into hiding these last few years. I just want a name.

Gossip Girl Season 5 Quotes

Even Blair Waldorf can not bend DNA to her will.

Dan

Dan: Do you really want to spend the entire summer with me in Rome? Chuck's dad is alive. That is going to change his world deeply.
Blair: His, yes. But not mine.