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?

Better watch your back. Because I might need to get a hero hairdo of my own and steal your thunder.

Vampire Diaries Quotes

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

You are literally the best person I've ever known. And for me to think I could ever change you was giving me way too much credit and you way not enough… you're the good. And I need a little good in my life.

Damon [to Elena]