Stefan: Caroline did a little bit of math.
Damon: Caroline?
Stefan: Relax, she had a calculator.

You're my brother. I'm not gonna give up on you. I never will.

Come on, Damon. You think I'm afraid of a Ripper? I invented the word.

I mean I've seen Damon at his worst Caroline and I actually think he enjoys the way it makes him feel. It's like the more pain he can cause, the more reasons there are for people to hate him. He wants to confirm everyone's lowest expectations of him.

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

So Elena breaks up with you and your first instinct is to go on a killing spree. Could you be any more predictable?

Elena/Katherine: Isn't this weird for you?
Stefan: It's incredibly weird. But I know my brother, and I know he's better with you than without you.

This is my "you're being a dick" face."

Katherine: I don't deserve to be loved.
Stefan: You deserve to feel peace.

Katherine Pierce's chickens come home to roost in the form of chickens. That's kind of brilliant.

Stefan: Aren’t you a drama major? What do you know about PTSD.
Caroline: Well I know that you tried to deal with it your own way and you failed so now, we’re gonna try it my way.

Silas needs to die. And I need to be the one to kill him. End of story.

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.