Jenny: I mean, how could I have actually thought Chuck Bass just wanted to talk to me?
Dan: Becuase you trust people. Which is normally a good thing.
Jenny: Yeah, except when it involves Chuck.
Dan: Yeah pretty much

Jenny: It's so weird that you're on a team now. Pretty soon you're going to have actual guy friends.
Dan: What are you talking about? I have plenty of guy friends.
Jenny: Dan, I know that you're Mr. Soccer now, but you and I both know you prefer to hang out with girls.

[to Nate] I get it, you and I are friends, you love Serena.

Jenny: I'm a Humphrey, so syrup is a food group.
Nate: Yeah, how are you not like 500 pounds?

Jenny: So, what's step two?
Chuck: Get him drunk. Take advantage of him. Do women really not get this?

Jenny: [looking at designs] It looks like a pilgrim at a funeral. [pauses] I am so, so sorry.
Eleanor: You're absolutely right.
Jenny: I am?
Eleanor: Yes. Don't let it go to your head.

Vanessa: Calling him won't look desperate?
Jenny: It will. It will. It will. But in a cute, romantic way.

Eric: Let it go, Jenny! It's over!
Jenny: That's what Blair thinks.

Blair: [to Jenny] Did you really think this little stunt would help you win back queen?! I will make your life a living hell! I-
Jenny: Blair, I-
Chuck: It wasn't her idea.
Blair: This was you? Did you have any idea how much you humiliated me?
Chuck: You accomplished that with your little teenybopper sleepover.

Do you know how many types of jam they have there?

Rufus: My son, the writer.
Alison: Published writer.
Jenny: Yeah, you got your dream girl and you're star of the New Yorker. Maybe you should just die now.
Dan: It's true. I may have peaked.

Blair: Alright, who's ready for a game of Truth or Dare?
Jenny: Oh, I love Truth or Dare. Once, I had to eat an entire bag of marshmallows.
Blair: That's nice, Little Humphrey. But, um, that's not how we play

Gossip Girl Quotes

Even Blair Waldorf can not bend DNA to her will.

Dan

Hazel: Do you know what you're doing, Little J?
Jenny: I'm not Little J anymore.