Enzo? Remember Thanksgiving in 1953? We were locked up and I told you I was thankful for you through that little hole in the wall. I take that back.

Damon

I need a drink. And a buddy. And right now you are my only buddy available to drink. I’m overlooking the fact that you nearly killed me the last time we hung out.

Bonnie

Damon: Go ahead. Let it all out, Bonnie. I’m a vile cheater. I couldn’t even wait a year.
Bonnie: Are you kidding me? The last thing anyone wants to deal with for the next six decades is a cranky, bitter, sexless Damon Salvatore, okay?

You wanna send me back to Hell? Well let me tell you something, lady. I’m already there.

Damon

I’m not letting you kill an old woman whose cold-blooded, ruthless mission is to eat a gingersnap.

Bonnie [to Mary Louise]

Mary Louise: Since when do you eat disgusting garbage food?
Nora: Since I stopped caring about getting that exact reaction.

Enzo: You missed me! That warms my heart!
Bonnie: I didn’t miss you. I’m curious as to your recent whereabouts. There’s a difference.

You made a wrong turn, brother. This isn’t some hell survivor support group.

Damon

Julian: You’ve driven away every soul who has ever cared for you.
Damon: I guess I’ll have to cuddle up next to the fire with all my rage.

You know, we’re not meant to like each other, you and I, so thank you.

Caroline [to Valerie]

I guess it’s safe to say I lost my soft side.

Matt

What happened to your Hero Hair campaign to protect Mystic Falls?

Damon

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

Damon: You know what they are? Children. Like lighting a candle's going to make everything OK, or even saying a prayer. Or pretending Elena's not going to end up just like the rest of us murdering vampires. Stupid, delusional, exasperating little children. And I know what you're going to say: 'It makes them feel better, Damon.' So what? For how long? A minute, a day? What difference does it make? Because in the end, when you lose somebody, every candle, every prayer is not going to make up for the fact that the only thing you have left is hole in your life where that somebody that you cared about used to be. And a rock with a birthday carved into it that I'm pretty sure is wrong. So thanks, friend. Thanks for leaving me here to babysit. Because I should be long gone by now. I didn't get the girl, remember? I'm just stuck here fighting my brother and taking care of the kids. You owe me big.
Alaric: I miss you too, buddy.