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

It’s a diaper, not a bomb. Though I could dismantle a bomb blindfolded if I needed to.

Alaric

Here’s the thing, Damon. Hell messes with you, but post-Hell is much worse.

Stefan

I have no desire to kill Caroline. I mean, not since the last time I tried. I think we can all agree that was a huge misunderstanding.

Damon

Well, it’s not like I was expecting a parade, but where’s my parade?

Damon

Overall I’d give Hell one star for horror and two very disappointed thumbs down for clever use of parable.

Damon

Damon: You telling me my brother is still stuck in here and you brought me out first?
Bonnie: That didn’t sound like even a glimmer of a thank you…

This isn’t about what you do in her name, Damon. It’s about what you do in her absence.

Stefan

This PTSD puppet show wouldn’t happen to be, by chance, a ploy to get me to feel remorse for your pointless death, would it? Because it ain’t working, Mama.

Damon

Mom, I’m so sorry. I’m so sorry. Give me a chance to make it right. Give me a chance to let you love me. Okay?

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.