Damon: My brother is sort of running his own show right now.
Elena: My brother just chopped of someone's head.

Damon: Take it from me: Strange is bad, dead is worse.

If I'm gonna feel guilty about something, I'm gonna feel guilty about this. [KISSES ELENA]

I can't drink all this by myself. I mean, I can. But then someone is getting naked.

Damon: What the hell’s wrong with you? You’re not supposed to witchy migraine me.
Bonnie: You’re not supposed to kill Tyler.

Damon: We're never getting Elena back, yo uknow that, don't you?
Elena: Then we'll have to let him go.

I'd offer you a drink, but Katherine tells me you're more of a vampire-on-the-rocks kind of guy.

Damon: Do you trust me?
Elena: Yes.

Damon: It's very Katherine of you.
Elena: Not the way to make me feel better about myself.
Damon: It was a compliment. Sort of.

Damon: I am forming a secret contingency plan.
Elena: What is it?
Damon: If I told you, it wouldn't a secret.

I went behind your back. I freed Stefan. And you know what? It backfired. He’s an even bigger dick than ever. It’s just, now, he’s a dick that’s on our side.

Stefan: It’s precision born out of tragic boredom.
Damon: All that effort wasted trying to tell you how boring you were and you finally agree with me?

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

Hey, Blondie. Today isn't the worst day of your life. Today and tomorrow, it's a cakewalk. There'll be people around you day in and day out like they're afraid to leave you alone. The worst day? That's next week when there's nothing but quiet. Just a heads up.

Damon