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

So, you're not technically avoiding, you're just waiting for Damon to raise the dead. Okay.

Caroline [to Stefan]

Stefan: Three. That's the number of people Caroline and I have saved. Barely.
Damon: So, did you call just to brag, or...?

There's an abandoned music shop down the way. I'll let you steal a tiny fiddle.

Matt [to Enzo]

Nora: You reek of blood.
Damon: Well...I've been binging.
Stefan: And I've been judging.

Lily: Damon, if you have harmed Oscar in any way--
Damon: Yeah, yeah, yeah. It's not my first hostage swap.

Lily: I was supposed to be dead.
Damon: And I was supposed to be your son.

I just spent my day reliving Stefan's first time. I really don't feel like talking about my dead mother with my hostage taker. But thanks.

Caroline

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

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