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JESS
What makes you think I care about you?
 
RORY
I don’t mean care care, like care. I mean if you like me at all – not like like – I just meant that if, if you think of me remotely as the sort of person that you could occasionally stand to talk to... 
///

JESS
Why did you come here?
 
RORY
What?
 
JESS
I said, why did you come here?
 
RORY
Well–
 
JESS
I mean, you ditched school and everything. That's so not you. Why'd you do it?
 
RORY
Because you didn't say goodbye.
 
JESS
Oh. Bye, Rory.
 
RORY
Bye, Jess.

2x21

///

PARIS
How do you know if a guy is right for you?
 
RORY
You just have to feel it.
 
PARIS
All I feel is my back breaking out.
 
RORY
You’ll know, okay? You just have to let it happen. And then, probably when you’re not looking, you’ll find someone who complements you.
 
PARIS
Meaning?
 
RORY
Someone who likes what you like, someone who reads the same books or listens to the same music or likes to trash the same movies. Someone compatible.
 
PARIS
Okay.
 
RORY
But not so compatible that they’re boring.
 
PARIS
Someone who’s compatible but not compatible.
 
RORY
Yeah, kind of. I mean, you respect each other’s opinions and you can laugh at the same jokes, but I don’t know – there’s just something about not quite knowing what the other person’s gonna do at all times that’s just really exciting.

3x01

///

RORY
No, he’s not. He’s right. Everything he said. All those things about you and me, all those things about me lying to him, and messing with his head. He was right. Well, wasn’t he? Fine, he was right about me, then. Now go away.
 
JESS
He was right... about all of it.
 
RORY
So, what now?

3x07

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RORY
I'm so sorry that I came here.
 
JESS
I'm not. It's what it is, you, me. 

6x18

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DAN
You have to decide what’s more important to you, keeping your pride and getting nothing, or taking a risk and maybe having everything.

2x18

///

BLAIR
Who else could love me after what I've become?

3x18

/

DAN
And just to clarify, I do think you deserve to be with someone who makes you happy.

3x18


///

DAN
What's wrong? It's not the coat.

BLAIR
I'm sorry, are we friends?

DAN
Of course not.

/

DAN
You're an evil dictator of taste, Blair.

/

ELEANOR
You are a, um…

BLAIR

A dictator of taste.

ELEANOR
Exactly! I love that. Who said that?

BLAIR
A friend of mine.

4x12

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BLAIR
I wanted to tell you... that you were right... about that thing.
 
DAN
And now which thing is that?
 
BLAIR
I, Blair Waldorf, need Dan Humphrey's help.
 
DAN
As a friend and peer, not an underling.
 
BLAIR
As... my friend and peer, not my underling.

4x16

///
 
BLAIR
Okay. I arrive first, survey the location in case there’s anyone I know, and scout out an exit strategy. You arrive at least fifteen minutes later. Plausible deniability. We just ran into each other.

DAN
You’re really big on plausible deniability. Has anyone ever told you that?

/

RUFUS
Friendship can be an excuse – a cover when there’s something more you don’t want to admit, or you’re too scared to explore.

DAN
No... no. No. I mean, there’s no way. I mean even the thought of that is –

RUFUS
Scary.

DAN
No, I mean we’re not even friends. I swear... we’re not.

/

BLAIR
And not “us.” Dan and Blair. Individual entities. Two nouns separated by a conjunction.

DAN
Or a comma, if mentioned in a list.

BLAIR
Which is rare. Since we have nothing in common and are in fact, opposites.

DAN
The kind of opposites who do not attract.

BLAIR
Most definitely not.

DAN
No.

BLAIR
The world just wasn’t ready for a Humphrey-Waldorf friendship. It’s been nice not being friends with you.

DAN
Let’s not do it again some time.

4x17

/
//

DAN
We both were alone over Christmas break.

BLAIR
And we ran into each other at the movies.

DAN
And then it kept happening after the break, only we started making plans to meet.

BLAIR
And even worse. Enjoying it!

SERENA
But you guys are my two closest friends. Why couldn’t you just tell me that?

DAN
I was hoping it would go away.

BLAIR
I was humiliated. Which is why we kissed.

/

SERENA
So you guys have been lying to me and sneaking around for months so you could hang out as friends?

BLAIR
Exactly. Friends.

DAN
Yeah, I swear. Just friends.

4x19

/
//

BLAIR
And what if I lose everything?

DAN
You'll still have me.

5x02

///

BLAIR
Look, I'm telling you, just be your charming, wonderful self like you've been with me all year.

DAN
You think I've been wonderful?

BLAIR
Are you kidding me? Look at everything we've been through together. [...] So if you're that guy with Serena, how could she not love you? ...You gonna make your move or what? 

5x15
 
///

BLAIR
I have hit rock bottom. What is going on?

DAN
I thought you should get to feel like a princess one last time.

5x19

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