Stefan: It's time for you to go.
Damon: That's not a problem. Because I've been invited in. And I'll come back tomorrow... and the following night.

I made a lot of choices that have gotten me here. I deserve to die.

Stefan has built himself a delusional wagon that he repeatedly fallen off of.

Damon: All this over one girl.
Stefan: She's a pretty special girl.
Damon: Yeah, she is.

Stefan: She's better off without me? She's sure as Hell better off without you.
Damon: Fine. Neither one of us gets her.

Damon: It is a whole new world.
Stefan: We can explore it together.

You have no idea what came I'm about to play.

Listen, how I got this amazing body has nothing to do with science.

[to Elena] You're lucky you're adorable because your eternal optimism is super annoying.

Elena: We have a situation.
Damon: Of the Doppleganger variety.

Elena: What do they want with him?
Damon: Revenge.

Why isn't there any booze in this empty retro-ville?

Vampire Diaries Quotes

Oooh, you know I don't know. Every time we try and go on a date you get kidnapped, I get sent to a prison world, or your feelings get compelled away...

Damon

Damon: My new girlfriend. Andie Starr. Action News.
Alaric: It's not called Action News.
Damon: I know. I like just saying it.