Andie: So why can't you have her? She's with another man I assume.
Damon: Yeah, but that's not the point. The point it, I'm in love with her. It's driving me crazy. I'm out of control.

Damon: I'm in love with a woman I can never have.
Andie: I knew it. I know how to pick them.

Andie: I can't believe you called me. I thought I was being way to forward when I had Jenna give you my number.
Damon: I like a woman who knows what she wants.

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.

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.

Andie: What do you want, Mr. Tall, Dark and Handsome?
Damon: I'm not that tall.

Since Stefan got here earlier, I'll let him try it his way before I try it my way, which is a lot bloodier.

He's a werefolf. He needs to die. I'm willing to do it. It's a win-win.

I'm steering clear of all women at the moment... trust me, it's in the best interests of women everywhere.

John: You guys are drinking vervain.
Damon: It's an acquired taste.

Elena: We just need answers. Try not to do anything stupid.
Damon: Yeah, but stupid's so much more fun.

I'm a good guy now, remember?

Vampire Diaries Quotes

Break out the popcorn, Blondie. Elena’s little sex romp isn’t over yet.

Enzo

You want a love that consumes you. You want passion and adventure, and even a little danger... I want you to get everything you're looking for. But for right now, I want you to forget that this happened. Can't have people knowing I'm in town yet. Goodnight, Elena.

Damon