Damon: I was wrong.
Elena: Are you drunk?

Elena: It's an old family recipe, okay?
Damon: I knew your old family. They made sucky chili.

Elena: Stefan could have lived anywhere in Chicago and he chose this?
Damon: There used to be an all-girls high school around the corner but it shut down for attendance issues. Weird.

Damon: It's very Katherine of you.
Elena: Not the way to make me feel better about myself.
Damon: It was a compliment. Sort of.

Elena: How does he look?
Damon: Pasty and pouty.
Elena: He'll have to get over it.

Elena: Jeremy can't live with me, Stefan wants to fix me, and Caroline flat out admitted that she doesn't like me this way. Think it's safe to say that I'm not so great at this vampire thing.
Damon: You want to know what I think? I don't think I've ever seen you more alive.

Elena: Dear Diary: Today will be different. It has to be. I will smile and it will be believable. My smile will say, 'I'm fine. Thank you. Yes. Much better.' I will no longer be the girl who lost her parents. I will start fresh. Be someone new. It's the only way I'll make it through.

Elena: My brother wants to kill me.
Damon: Welcome to the club.

Elena: You're the one who told me I can handle things on my own now.
Alaric: I meant like frozen dinners and SATs.

Alaric: Dr. Jekyll and Mr. Hyde?
Elena: What? Damon. He thinks he's hilarious.

When he looks at me, all he see is a broken toy.

Elena: I'm sorry. And how are you helping?
Rebekah: I'm stronger than you. I'm faster than you. And I'm quite certain I can charm the islanders a lot easier than you.
Elena: Not disagreeing on the easy part.
Stefan: All right. We get it. You two hate each other. Can we just keep going, please?

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

Hey, Blondie. Today isn't the worst day of your life. Today and tomorrow, it's a cakewalk. There'll be people around you day in and day out like they're afraid to leave you alone. The worst day? That's next week when there's nothing but quiet. Just a heads up.

Damon