Hindsight is almost a bigger bitch than you.

Damon: That girl is gonna thank me for what I did to her.
Elena: Did you thank Katherine?

Jeremy: Let go of me before I cause a scene.
Damon: You'd be unconscious before you got a word out.

Elena: Sound like you guys already have it all planned out.
Damon: Yup, we're awesome!

Caroline: Cocky much?
Damon: VERY much.

I'm better at being the bad guy anyway.

Can we not do the whole road trip bonding thing? The cliche of it all makes me itch.

Damon: You probably ingest vervain, right
John: Why don't you take a bite? Find out.

Katherine wants you dead, there's zero you can do about it. You will be dead.

Death happens. We come. We go. The sooner she dies, the better. It's gloomy as hell in here.

How long are you gonna blame me for turning your birth mother into a vampire?

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

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.