He's your first love. I intend to be your last. However long it takes.

Klaus [to Caroline]

Klaus: What are you afraid of?
Caroline: You. I'm afraid of you.

Klaus: It's a trick, Elijah.
Elijah: No. It's a gift.

Klaus: What an entirely unwelcome surprise.
Elijah: And what an entirely unsurprising welcome.

We evil villains usually use minions to pick up our dry cleaning and that sort of thing.

I've done more than enough. I've shown kindness, forgiveness, pity...because of you, Caroline. It was all for you.

Well, if it isn't Little Orphan Lockwood. Come to show how laughably impotent you are against me?

Klaus: Your brother's lack of communication is infuriating.
Damon: It's one of his trademarks. Like his brooding and his hair.

Klaus: I think you need a lesson in how to dagger a sibling.
Rebekah: Burn in Hell.

Mayor Lockwood: Klaus, please, don't hurt him. He's my son. He's all I have.
Klaus: And you're all he has. There's a beautiful symmetry to that, don't you think?

Stefan: Well, Jeremy is the hunter, and he has to keep killing vampires to complete his mark, but we can't quite figure out how to keep him from killing us.
Klaus: Sounds like quite the chore, which is why I feel perfectly justified doing a little charity work.

Loneliness, Stefan. That's why me and you memorialize the dead.

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