Damon: Somehow you're the only one that wins. How'd that happen?
Katherine: I didn't let love get in the way.
Damon: Enjoy an eternity alone, Katherine.

Damon: So let me guess--in addition to the moonstone, the doppelganger, the lion, the witch, and the wardrobe, you need to find this witch burial ground.
Elijah: Because I feel that we've grown so close, Damon, I'll tell you "yes."

It was her or me, I chose her.

Katherine

Great, I was just thinking about getting a bite to eat.

Damon: What if it doesn't work, Elena?
Elena: Then I guess I'll just be dead.

Stefan: Elena made her decision. She's choosing to trust Elijah. I'm going to put my faith in her.
Damon: Why? She's going to end up dead.
Stefan: Because she put her faith in me. She chose to trust me in spite of what I am. I'm going to bet on somebody's instincts, it's going to be hers.
Damon: Well, then, that makes you the biggest idiot of them all.
Stefan: She chose to trust you, too.
Damon: Then maybe you shouldn't be so sure about her instincts.

Damon: And you're going to die, Elena.
Elena: And then I'll come back to life.
Damon: That is not a risk I am willing to take.
Elena: But I am. It's my life, Damon. My choice.
Damon: I can't lose you.
Elena: You won't.

Damon: Wow, I'd love to lend you a hand, but, you know, you wouldn't want me doing anything stupid.
Stefan: You're seriously gonna be like this?
Damon: You and your girlfriend are calling the shots. I'm just... backing off, Stefan.

Damon: You should be thankful she’s here. She’s keeping me from going for what I really want.
Stefan: You’re right. Thank you for being in love with my girlfriend.

You see, that's why I didn't tell you. Cause you would have never been able to do it. Don't get me wrong, Stefan. I don't mind being a bad guy. I'll make all the life and death desicions, while you're busy worrying about collateral damage. I'll even let her hate me for it. But at the end of the day, I'll be the one to keep her alive.

Great, we’ll have to put that on our list of things to do today. “Harness dead witch power."

Don't mistake the fact that we haven't set you on fire in your sleep for trust.

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