1x01-Pilot
Serena: You asked me out on a date and you didn't think I was nice?
Dan: No, I just thought you were hot. And, technically, you asked me out.
Dan: You'll really go out with some guy you don't know?
Serena: Well, you can't be worse than the guys I do know.
Serena: So you took me to meet your dad on the first date?
Dan: So, this is a date? Ah, maybe I shouldn't have worn my loafers then. Dressed down a bit.
1x02 - The wild brunchDan: Hey, how you doing? I was in yesterday with Serena.
Dexter: How could I forget.
Dan: Yeah, well. Um. Is she in?
Dexter: Just missed her actually, but you're welcome to wait.
Dan: Yeah, okay. Maybe I will. She probably won't be that long, right?
Dexter: Once she went out and didn't come back for six months, but feel free to sit. Over there.
1x03 - Poison Ivy
Serena: Please don't tell me it's over.
Dan: What? You were there. I-I would say it's pretty over.
Serena: I meant the assembly.
Dan: Oh, right!
Dan: If you ever need anybody to talk to, or not talk to, I'd be happy to do either.
Serena: I'll keep that in mind.
1x04 - Bad news, Blair!Serena: Uh uh. (laughs) So I should probably get back.
Dan: Yeah, sure.
Serena: But call me sometimes. So we can get together and do that thing you didn't ask me to do.
Dan: She's best friends with this girl, Blair Waldorf. Who is basically everything I hate about the Upper East Side distilled into one 95-pound, doe-eyed, bon mots tossing, label-whoring package of girly evil.
Serena: Hey, how about you ask me out again?
Dan: How about you actually show up?
Serena: Okay. No drama, no disruptions. I promise.
Dan: You promise? Oh no! That means it's never going to happen now!
Serena: Okay, quick, I take it back! I un-promise.
Dan: Friday. 8 o'clock.
Blair: I think we can agree to those terms. But you can't wear those shoes. Or that hair.
1x05 - Dare devilDan (to Serena): If it's a real Dan Humphrey date that you want, then it's a real Dan Humphrey date that you're gonna get.
Serena (to Dan): Ahem. There's something vibrating in your pocket, and I really hope it's your phone.
1x06-The handmaiden's taleDan: Serena, hey.
Serena: What are you really doing here, Dan?
Dan: What am I doing here? I ran across the city, I rent a tuxedo, I stole this mask from some drunken kid only to look like Robin, I conned my way in here all to see you. I care.
Serena: Well, you didn't seem to care this morning when you were with another girl and lied about it.
Jenny (to Serena, about Dan): I think he'd go anywhere with you. Except for maybe the ice capades 'cause that really freaked him out when he was five.
Dan: Let me say...for the record... I like you. Only you.
Serena: Well, that's good, because I feel the same about you.
Serena: I hear the Ice Capades are coming to town.
Dan: If you're there, so am I.
1x07 - Victor VictrolaSerena: You think, all the money we spend on private school, they could at least give us a comfortable spot to make out.
Dan: Or better chemistry teachers. Mr. Pizer is a little weird.
Dan: (about what he did to his room for Serena) I know it may not compare to a suite at the Ritz in Paris or a chalet in Aspen, and it might be a fire hazard, but...
Serena: It's perfect.
Serena: Wait.
Dan: What? What? Did I do something wrong?
Serena: No.
Dan: I knew the hair thing was too much.
Serena: No, actually, um...
Dan: Um? Um is never good. What?
Serena: I, I'm scared.
Dan: Of me?
Serena: No! Well, yes. But, it's just...I've never...
Dan: You've never? You're not a...
Serena: No. No, I wish. It's just...nobody's ever looked at the way you just did. In fact, I don't think they looked at me at all. (covers her face with her hand) You think I'm crazy, don't you?
Dan: No. No, I don't.
1x08Seventeen candlesSerena: Blair says in a relationship the best friend is—
Dan: Serena. Are you really taking relationship advice from Blair?
Serena: Good point. Look, I just don't wanna have to compete with Vanessa. You know with Guitar Hero, okay. I'm way more awesome if you didn't happen to notice. But not with you.
Dan: That's fair.