Penn Badgley credited as playing...
Dan Humphrey
- Dan Humphrey: You and Chuck have been toying with each other forever so, you didn't win this one. You ever think maybe you should just let it go?
- Blair Waldorf: This is different.
- Dan Humphrey: Why?
- [Dan looks at Blair]
- Dan Humphrey: Do, do you love him?
- [Blair gives him an approving look]
- Dan Humphrey: Wow, someone loves Chuck Bass.
- Blair Waldorf: I don't know, I just... I don't understand how it got to this place.
- Dan Humphrey: Ya know the first time that I told Serena I loved her, it was terrifying. I've never felt so exposed. But the feeling I got when she said it back to me was probably the single greatest moment of my life.
- Blair Waldorf: But you broke up.
- Dan Humphrey: Doesn't mean I wouldn't do it all over again.
- Blair Waldorf: If I say it, he wins and if he wins, then I'll just... be another girl to him.
- Dan Humphrey: You don't know that's true. You have to decide whats most important to you. Keeping your pride and getting nothing or taking a risk and maybe, maybe having everything.
- Serena van der Woodsen: Hey, hey, do you know what happened? Why is Blair so upset?
- Dan Humphrey: Look, Blair and Chuck were gonna self-destruct at some point, so I just may have helped it along.
- Serena van der Woodsen: Wait, you intentionally sabotaged Blair?
- Dan Humphrey: I know you're upset and that was not my intention, but I just found out they completely screwed over Vanessa.
- Serena van der Woodsen: No, whatever they did to Vanessa is different. This is about two people who love each other.
- Dan Humphrey: Blair and Chuck? Come on.
- Serena van der Woodsen: I don't understand, I thought you wanted to help Blair.
- Dan Humphrey: No, I did this for you because you wanted me to help her. I don't care about Blair Waldorf, all of this is a game to her.
- Serena van der Woodsen: No, in this case it's not. Blair loves Chuck, she's just been to scared to admit it.
- Blair Waldorf: You have to help me destroy Chuck Bass.
- Dan Humphrey: All right, I'll take that as my cue to leave.
- Blair Waldorf: Oh, you're very perceptive.
- [Dan starts to leave but Serena stops him]
- Serena van der Woodsen: Dan, wait.
- [starts talking to Blair]
- Serena van der Woodsen: If you're having a problem with Chuck, then a man's perspective could be helpful.
- Blair Waldorf: Ya know just because you two are making a doomed attempt to being friends doesn't mean I have to play the enabler.
- Serena van der Woodsen: Blair, come on.
- Dan Humphrey: Well, if you're plotting against Chuck Bass then I'm sure I can think of something.
- Blair Waldorf: Fine. I have an itch that only Chuck can scratch and he won't oblige unless I tell him I love him.
- Dan Humphrey: You need help getting Chuck to sleep with you, really?
- Dan Humphrey: Blair Waldorf in Brooklyn. Are you two lost?
- Serena van der Woodsen: Will you talk to her please?
- Blair Waldorf: There's nothing to talk about, I told you it's over.
- Serena van der Woodsen: She stopped listening to me, maybe she'll listen to you
- Dan Humphrey: Um, sure.
- Serena van der Woodsen: I'm gonna go check out the art - in the art gallery. Talk.
- [Serena walks off]