You can never really know someone until you walk a mile in their shoes, at first it might not seem like the most natural fit, but walk around in those shoes long enough and you'll discover you might like it, just don't get too comfortable kids because you never know when the other shoe is going to drop.

Gossip Girl

Charlie: I know from experience what it's like to watch from the outside as someone else walks away with the person you want.
Dan: Yeah, I just never thought the person I want would be Blair Waldorf.
Charlie: Neither did Serena.

Charlie: I saw the kiss. I think you really like her.
Dan: You might be right. I've been trying to convince myself that I could handle being friends with her, but I realized tonight that I can't.

Blair: I've just stood up in front of everyone that matters in New York society and said I was dating Dan Humphrey. I committed social suicide for you.
Louis: Serena told me you've been having an affair with him.
Blair: She misunderstood. We've been friends. That's all. You have to believe me, you're the only man in my life now. The only man I want there anyway.
Louis: I believe you.

PI: Your dad gave me these security tapes after the huilding burned down and asked me to lock them away. This one is from 8 p.m. the night of the fire.
Chuck: What's on it?
PI: Bart. having an argument with a woman. Avery Thorpe. Then Avery goes into the building and Bart hurries away.
Chuck: Okay. So?
PI: Moments later the building goes up in flames. And Avery Thorpe is never heard from again.

My apartment is teeming with women throwing back champagne cocktails and toasting my misfortune. Honestly, it's worth risking an orange jumpsuit not to have to face another Botox bitch and a pink cocktail dress.

Lily

Serena: Yeah, I'm sure you and Dan had a really deep connection. That is until a prince came along.
Blair: Of course. Because that would be an even bigger threat to you.
Serena: What's that supposed to mean?
Blair: You prefer when you're the one in the spotlight. But it's my turn now. You can have a taste of what it's like to be in my shadow for once. Now if you'll excuse me, my prince awaits.

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.
Serena: Well I'm really glad you two found each other because you sure lost me.

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.
Dan: To make sure nothing else was going on to complicate us or hurt you.
Serena: And?
Blair: Biggest regret of my life.
Dan: I mean that's a little bit of an overstatement, but yeah, it was not a good kiss.

Serena: I don't understand. How did you end up in a kiss in the first place? Any kiss?
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!

Nate: How do you know he's even telling the truth?
Chuck: I don't. But today when that woman wasn't Raina's mother I realized how desperately I wanted her to be. So maybe I do believe it.
Nate: What are you going to do?
Chuck: Try to find out the truth.

Chuck: Russell's parting gift to me was a story about my father. You remember how I told you my dad was responsible for that fire in his old building?
Nate: Uh huh.
Chuck: Russell owned it too. They were partners. He says his wife was there that night. And she died in the fire.

Gossip Girl Season 4 Episode 19 Quotes

Well, because if Vanessa is lying and it isn't true, then I'm a horrible friend for believing her. But if it is true, then they're horrible friends for not telling me.

Serena

I'm sorry, I'm still new at this, how is this better than just asking them?

Charlie