Damon: Now I know why Stefan digs you. You're a take charge kind of girl.
Valerie: And you're a self-serving narcissist.

Hashtag, you're welcome. Are hashtags still a thing? It's been three years.

Damon

Are we friends? I know why you wanted to do this in a letter. So you could desiccate in peace imagining whatever reaction you wanted. Me reading it and thinking “huh, I’m really gonna miss him.” Well too bad. That’s not my reaction. This is. I'm not okay with this decision. I’m not okay with you choosing yourself. And I’m not okay with never seeing you, my best friend, ever again. This hurts me. This hurts.

Bonnie [to Damon]

Stefan: If there is even a fraction of you that cares about me, do not walk out that door.
Damon: Save a bottle of that good bourbon for me, brother. We’re gonna need to sort all this out in about sixty years.

I’m not a good brother when I’m not with Elena and when I’m not a good brother people get hurt.

Damon

Damon: Look, I’m selfish, narcissistic, prone to unnecessary bouts of violence...
Rayna: Tell me again why I shouldn’t be killing you.

Rayna: You want me to go against my very nature because he’s your family?
Damon: Pretty much.

Rayna: What’s next? It puts the lotion in the basket?
Damon: It wouldn’t have to if it just stayed dead.

Doubtful. We only go to New Orleans for crappy booze and Klaus blood.

Damon

So she carried two lives in her womb. She gave birth to them. And now she plans to turn those cooing little faces over to Alaric without so much as a hiccup of hesitation. You’re right. That sounds like the Caroline I remember.

Klaus [to Stefan]

Once whatever crap Enzo gave you is out of your system and magic works on you again I’m going to give you my blood and heal you. Okay? But in the meantime, there’s something Iw ant you to know. You are a terrible friend, you know that? Do you have any idea what I’d have to go through if you’d died today? Years of guilt. Crippling, self-loathing guilt. Not to mention the resentment I’d feel if I was forced to break in a new drinking buddy. You’re not supposed to die for me, Bon. Neither is my brother. But no matter what I say or how hard I drill it into your skulls, you’re not gonna stop trying, which is why I have to take myself out of the equation. It all ends tomorrow. You’ll never have to worry about me again.

Damon

Caroline: One, these babies aren’t mine. They’re Ric’s.
Klaus: Yes, that’s been made abundantly clear to me by your boyfriend.
Caroline: Two, I didn’t call you. I called Stefan. Yes, my boyfriend. Who is currently running for his life while I sit here playing worst case scenario. Except these babies, who aren’t mine, won’t stop crying, and now this entire diner hates me, so if you could stop gloating in the face of my misery, that would be very much appreciated.

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.