Klaus: Your brother's lack of communication is infuriating.
Damon: It's one of his trademarks. Like his brooding and his hair.

You do bad things for no reason. You do them to be a dick... if you're gonna be bad, be bad with purpose.

Do you know how hard it is to get these XBox brains to focus?

We're not gonna back off the cure because you were told one too man scary stories, idiot.

Now I know why those hybrids hated you. You are annoying.

Damon [to Jeremy]: I'm updated our relationship status to: It's Complicated.

I'm setting you free, Elena. This is what I want. This is what will make me happy.

Elena: So what do you want to do?
Damon: I want to throw you back in my bed and never let you leave.
Elena: So do it.

You're not allowed to feel this sorry for yourself, unless you're sitting on a bar stool. Fortunately, I travel with a bar.

Try the sock drawer. People leave the sketchiest things in the sock drawer.

What the Hell is Professor Shady Pants doing here?

This would be so much more fun if we were naked.

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