You have no idea how long I wanted to hear you breathe.

Well you didn't think I was gone gone, I promised you an eternity of misery.

Me. I say. Because I will kill Kai and anyone who comes in the way of me going home.

Damon: I'm not trying to screw up your dumb new life!
Stefan: You don't have to try Damon. All you have to do is exist. Because no matter what I do or where I go, you will be with me forever, trying to destroy every single thing that I build.

I would tell Elena how much I love her. And then apologize for killing you.

First of all, don't nickname. That's my thing.

Damon [to Bonnie]: Did you ever think for one second that it's you being negative reacting to my natural self negatively?
Bonnie: You're ridiculous.
Damon: No I'm consistent.

Why isn't there any booze in this empty retro-ville?

I definitely blew that up about an hour ago.

Can't Luke whip up a batch of herbs with Bonnie flavor?

Elena Gilbert is the epitome of a fulfilled life.

You are by far the greatest thing that ever happened to me in my 173 years on this earth.

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