Gossip Girl: A kiss is just a kiss.
Chuck: That hurt? Wish I could feel it.
Gossip Girl: Poor Lonely Boy. Even on the outer boroughs of love.

Nate: I just can't stop thinking about that woman from LA.
Chuck: It's understandable, given your mother issues.

Chuck: You must have very been relieved when you realized you weren't carrying my offspring. It certainly would have derailed your fairytale.
Blair: This fairytale is complicated.
Chuck: Blair. Meet my dog, Monkey.

Chuck: If this is another misguided attempt by Dan to make me feel something...
Blair: I'm pregnant. It's Louis's. I didn't want you to find out from someone else and wonder if the baby was yours.
Chuck: That's very considerate.
Blair: Yes. Well. If I know anything about Chuck Bass, it's that fatherhood isn't part of the lifestyle.

Blair: I need to talk to you.
Chuck: I thought we said everything we needed to say last time we saw each other.

There's nothing more boring than a sense of morality, Humphrey.

You do know this is not the kind of job you should get at a chick from a Hollywood party.

Chuck: I suffer through mediocre sex with an editor's assistant to find out who's publishing your book and this is how you thank me?
Dan: Chuck, you felt nothing after Field of Dreams. So I'm taking it to the next level. If that movie can't make you feel, maybe this little guy can.

Dan: Treatment involves trying to make the patient feel again.
Chuck: That's what I was doing before you showed up.
Dan: Well, how about instead of pain, you try to feel good things? I could tickle you.

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