What’d you do? Couldn’t be worse than whatever was wearing that jean skirt.

Bonnie [to Damon]

Enzo? Remember Thanksgiving in 1953? We were locked up and I told you I was thankful for you through that little hole in the wall. I take that back.

Damon

Huh. You know? You look a lot like my girlfriend and her three doppelgängers.

Damon [to Rayna]

You wanna send me back to Hell? Well let me tell you something, lady. I’m already there.

Damon

Stefan: This is the only way I could stop her.
Caroline: I know. I just wish it didn’t always have to be you.

You lost the right to my attention when you decided to leave without saying goodbye.

Bonnie

Woah, cosy. It's a big step moving in with someone.

Damon

Enzo: You're not a prisoner, Bonnie. I'm trying to keep you safe.
Bonnie: Yeah? Well, you've got a funny way of showing it. Secluded cabin? Sedatives?

Damon and I are on a time out.

Stefan

I just pictured your face as the target.

Bonnie

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.

Caroline: Is this a bad time?
Ric: No, I'm just getting used to the millennial work ethic.

Vampire Diaries Quotes

Oooh, you know I don't know. Every time we try and go on a date you get kidnapped, I get sent to a prison world, or your feelings get compelled away...

Damon

Damon: My new girlfriend. Andie Starr. Action News.
Alaric: It's not called Action News.
Damon: I know. I like just saying it.