Stefan: How can I play if I don't know the rules?
Katherine: No rules, Stefan. Don't you remember? No rules.

Bonnie: When we're alone, I'm gonna take you out.
Damon: You need to stop with the witch's brew. You're starting to believe your own press.

Mason: In my mind, you're 12 years old.
Tyler: That's two years older than the last time you saw me.

Elena: What happened?
Damon: Katherine happened.

Jeremy: I don't need a babysitter.
Elena: Yes, you do.

She's Katherine. She loves to play games.

Damon

He kissed Katherine, not me. I wouldn't do that.

Elena [to Stefan]

Katherine wants you dead, there's zero you can do about it. You will be dead.

Damon

Damon: Somewhere along the way, you decided I was worth saving. I wanted to thank you for that.
Elena: You're welcome.

Damon: I'm not a hero, Elena. I don't do good. It's not in me.
Elena: Maybe it is.

You saw what I was able to do tonight. I know who I am now. If Damon spills one drop of human blood, I'll take him down.

Bonnie

Life sucks either way, Jeremy. At least if you're a vampire, you don't have to feel bad about it if you don't want to.

Damon

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.