Well, glad to see you boarding this train to Crazytown, Bonnie Bennett. I was getting lonely all by myself.

Damon

Bonnie: Guess the apple doesn't fall far from the tree...
Damon: Hey! I do not go behind people's backs and torture them. I like my enemies to look me in the eye and see the depth of my rage.

It's funny how one event can change the outcome of your entire life.

Valerie

Guess it ain't a party until the mean girls show up.

Damon

Enzo: This house no longer has an open door policy for the local riff raff.
Bonnie: You're living here, aren't you?

Everything is coming up Salvatore, so much so that I have decided to turn over a new leaf.

Damon

Alaric: She's been sleeping for 12 hours. That's normal, right?
Bonnie: Yesterday she was dead. Today she's alive. I'm not sure normal applies.

Dear Elena, yes you heard that correctly. Hell has frozen over. I'm writing it all down. Granted, I'm half a bottle in thanks to my 1950 Chateau Cheval Blanc, a bottle I waited 65 years to open. I used to spend nights sitting in my wine cellar convincing myself I could hear it age, tannins growing, fermenting, but appreciating its beauty didn't make time go by any faster. The bottle just laid there on its shelf, torturing me while I waited for Katherine and time stood still. Eventually I convinced myself that no sip of that wine could ever taste as good as I dreamt it would. And that is the story of why I drink bourbon. I don't know who I am without you, but I know that as long as I'm with you, time will stand still. So who is Damon Salvatore without Elena Gilbert? A selfish friend, a jealous brother, a horrible son? Or maybe with a little luck, I'll do right by you. Because you may be a thousand miles away or a hundred years away, but you're still here with me and my heart is right there in that coffin with you. Until you come back to me.

Damon

These people didn't deserve to be killed by one of your free range children. Stefan's up to his hero hair in Heretic drama and I'm worried that Matt Donovan's funeral is going to cut into my social schedule.

Damon [to Lily]

Now I get it. Your favorite sons are the ones with the ripper problems. I highly recommend a detox and an intervention.

Damon [to Lily]

Donovan, that badge does not take away the fact that you are human. Please don't commit suicide by Heretic tonight.

Damon

Bonnie, you are officially the most terrifying person I know.

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.