Elena: Why don't you ever let anyone see the good in you?
Damon: When people see good they expect good. And I don't wanna live up to anyone's expectations.

We met and we talked and it was epic. But the sun came up and reality set in.

I wanna say thank you for giving me everything I always wanted. A love to consume me, and passion, and adventure. There's nothing more I could ever want than for it to last forever, but it can't. This is the last time I'm gonna see you. This is goodbye, Damon.

Elena: I saved your life.
Damon: I know.
Elena: And don't you forget it.

I'm human. I have to do human stuff. Otherwise, I'm going to go crazy.

Maybe you're not the right person to be teaching Stefan about self control.

Right. I forgot I was speaking to a psychotic mind that snaps and kills people impulsively.

Elena: It sounds like you were a monster.
Stefan: I was.

Stefan: I try so hard to hate him, I guess it's just pointless.
Elena: You care about him, so do I. But I love, Stefan.

Elena: Damon gets what he wants, no matter who he hurts in the process.
Damon: Well, you don't need to be snarky about it.

Elena: You look very dapper.
Stefan: You look very beautiful.

It's an antique, Damon. Like you.

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