Damon: You're choosing that woman over me?
Stefan: No, I'm choosing myself over everyone else.

Damon: Clarity over cleverness. That's what I always say.
Stefan: You've literally never said that before.

Damon: I see you decided to join us. I was just asking Peter what's the worst thing he's ever done.
Alaric: Well, mine was not making sure you were permanently dead.

Damon: They buried me, Stefan, in a shallow grave. Not even in the family plot.
Stefan: Well, it's hard to be sympathetic about your death when you're standing right in front of me.

Damon: Merry Christmas, Ric.
Alaric: I killed you.
Caroline: WHAT?
Alaric: He deserved it.

Get the kids out of the car seats. Let's go summon the Devil.

Matt Donovan, the last living boy in Mystic Falls. You know, it's shocking you managed to stay human this long.

Whatever desire you have to save me, I kind of need that right now.

Damon: So I'm thinking of a person. He's reasonably good looking, charming accent, and he would be the most amazing wingman if he just got rid of his martyr complex.
Enzo: That's not how you play 20 questions. Regardless, your answer is either Jesus Christ, or me.

Enzo: Wanna watch some TV?
Damon: Nah, I was just going to read for a little while.
Enzo: Alright. Night then.

My life is over, Stefan. My life has been over for a century and a half. Ever since you took it from me.

Stefan. Hello, brother.

Vampire Diaries Quotes

Dear Diary, a chipmunk asked me my name today. I told him it was Joe. That lie, will haunt me, forever.

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