Damon: You need to stop doing that.
Elena: Doing what?
Damon: Assuming that I'll play the good guy, because it's you who's asking.

Elena: You totally blew her off.
Damon: I'm staying clear of all women at the moment.
Elena: You don't have to be rude.
Damon: Trust me, it's in the best interest of women everywhere.

You better start talking or I will kill you in your sleep.

Damon

Elena: Be the better man.
Damon: Ok then.

Elena: We just need answers, please don't do anything stupid.
Damon: Yeah, but stupid so much more fun.

Elena: Damon!
Damon: I'm not gonna hurt him, Elena. I'm the good guy now, remember?
Elena: What does that mean?
Damon: I'm gonna have a civil conversation with your father.

Elena: What are we gonna do?
Damon: Kill him.
Elena: Damon...
Damon: I'm joking. Ok, I'm a little serious.

Elena: He just blew in, announced to Jenna that he's my dad and then took off.
Damon: That's public knowledge now?
Elena: Apparently.

Great work, Stefan. Top notch. As if I didn't have enough problems.

Damon

Stefan: I'm sorry about Rose.
Damon: Whatever, I knew the woman for...five minutes.
Stefan: Well, you cared about her after five minutes though. I wonder what that means?
Damon: It means I care, Stefan. It means I'm changing and evolving into a man capable of greatness.

Still waiting for the part where John Gilbert's the answer.

Damon

You brought back John Gilbert? That was your big save Elena move?

Damon

Vampire Diaries Quotes

Oooh, you know I don't know. Every time we try and go on a date you get kidnapped, I get sent to a prison world, or your feelings get compelled away...

Damon

Damon: My new girlfriend. Andie Starr. Action News.
Alaric: It's not called Action News.
Damon: I know. I like just saying it.