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.

I finally got Elena to a good place about being a vampire and you two idiots can't stand that she's happy because of me.

Can't we just let ourselves enjoy one secret selfish day before we destroy his?

Elena: Jeremy can't live with me, Stefan wants to fix me, and Caroline flat out admitted that she doesn't like me this way. Think it's safe to say that I'm not so great at this vampire thing.
Damon: You want to know what I think? I don't think I've ever seen you more alive.

Elena: My brother wants to kill me.
Damon: Welcome to the club.

Vampire Diaries Quotes

We met and we talked and it was epic. But the sun came up and reality set in.

Elena

Damon: I'm not a hero, Elena. I don't do good. It's not in me.
Elena: Maybe it is.