Damon, I work for the Devil. I don't have to play fair.

Damon: Clarity over cleverness. That's what I always say.
Stefan: You've literally never said that before.

Damon: They buried me, Stefan, in a shallow grave. Not even in the family plot.
Stefan: Well, it's hard to be sympathetic about your death when you're standing right in front of me.

Caroline: You have no right to cut me out of this. Those are my kids!
Stefan: And you're going to be my wife, and Ric is my friend, and Damon is my brother. I have the chance to fix this for all of us so that's what I'm gonna do.

Look, we don't know what'll happen next to any of us. But we can't let that haunt us. We can't let that make us forget what we mean to one another.

Stefan: I'm at a loss with Damon. I don't know what to do with him anymore.
Caroline: Maybe the best thing to do is to mourn Tyler. We all owe him that.

Stefan: An all-powerful Siren, imprisoned by a fork.
Sybil: Says the man who can be killed with a stick.

Caroline: The throne is empty.
Stefan: Right, no, yeah, I was...child-proofing.

Stefan: My brother's a lot stronger than you think.
Sybil: No, he's not.

Stefan: Please don't give up.
Bonnie: Of course. But please don't ask me to have hope. Hope hurts, and I don't want to hurt anymore.

Stefan: Well, this looks promising.
Damon: Eh. I’ve seen worse.

Don't think I'm not noticing all the good you've been doing. Keep it up. It means something.

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.