Dan & Blair: 1x04, 2x08, 3x18
1x04 "Bad News Blair"
2x08 "Pret-A-Poor-J"
3x18 "The Unblairable Lightness Of Being"
Blair: Serena sent you here to talk to me?
Dan: No, believe it or not I actually came here myself.
Serena: Will you talk to her, please?
Blair: There's nothing to talk about! I told you it's over.
Serena: She stopped listening to me, maybe she'll listen to you.
Dan: Um...sure.
Dan: Hey. Are you okay?
Blair: No. I'm not. Why do you even care?
Dan: You and Chuck have been toying with each other forever so, you didn't win this one.
You ever think maybe you should just, I don't know, let it go?
Dan: I'm sorry, I'm not following. What's going on? Did Chuck do something?
Blair: This is different!
Blair: No, it's not just what he did!
Dan: My mom kind of left us a couple of months ago. Only my...my dad and my sister
don't really see that, 'cause she told us she had to go away for the summer to, uh... to follow
her dreams of being an artist. But it's not summer anymore and she's still up there.
And that's all she seems to care about right now.
Dan: You 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: But you broke up.
Dan: Yeah, but that doesn't mean I wouldn't do it all over again.
Blair: If I say it, he wins and if he wins, then I'll just...be another girl to him.
Blair: It's what I did.This whole time I was blaming him but
it was me too. I've become the person you always thought I was.
Dan: Every time I go to see her, I tell myself this time I'm gonna tell her what I think.
This time I'm gonna to look her in the eye, and say... either come home or leave for good.
And so there I was, just the other day; I was sitting across the table from her,
looking her straight in the eye and I didn't say anything.
Blair: Why not?
Dan: I don't know. But I wish I had. 'Cause, even if it didn't change anything, she'd know how I felt.
Dan: You don't know that's true. You have to decide what’s most important to you.
Keeping your pride and getting nothing or taking a risk and maybe, maybe having everything.
Dan: Look Blair, you're not- I don't think you're that bad of a person.
Maybe not my type but you're not terrible. And whatever it is that
happened between you and Chuck I'm sure you can fix it. Because
if there's a pair meant for one another, you know, it's you two.