Katherine: I'm the one who taught you how to love.
Damon: I'll see you in Hell, Katherine.

What's up, Doc?

Tyler: You're a joke, Damon.
Damon: Says the guy pining for the girl who slept with Klaus.

Bonnie: She would kill you.
Damon: Cool and then me and all her dopplegangers can start a baseball team on the other side.

Stefan: Come on Damon, you're better than this.
Damon: On the contrary brother, I'm better like this.

I happen to like my old sadistic self?

You are literally the best person I've ever known. And for me to think I could ever change you was giving me way too much credit and you way not enough… you're the good. And I need a little good in my life.

Enzo: Do you wanna kill him or should I?
Damon: I hate deadlines.

Damon: You once told me that calling me "Satan" was an insult to Satan.
Caroline: Well... no one's perfect.

The nicest thing that Katherine Pierce will ever do is feed the maggots that feast upon her flesh.

Stefan: Define "out."
Damon: One who hovers and sticks his nose in other people's business. Wait... I was defining "annoying."

Alaric: You honestly think I'd leave Damon in charge and not look back?
Damon: He's talking about me, isn't he?
Jeremy: He says you're a dick.

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

The best revenge is patient, cultivated. Nobody sees it coming until it's too late.

Enzo