[to Elena] If you're going to dump me, I figure you should at least know who you're dumping. Let's start with Katherine. She had this perfect olive skin. She had this perfect laugh. She was also impatient, impulsive. Enter Damon. He claims he was with her first. I don't know. I do know I did some things I'm not proud of. My biggest regret is not being able to make things right before she died. I miss her, but I'm not crippled.

Stefan

Damon: You won. Now nothing can come between you and Elena. Except the truth. The lies catch up to you, the longer you keep lying to yourself about who you are.
Stefan: The beauty of you in there and me out here ... is that I can walk away.

[to Stefan] I'm saying this because of Elena. She's big on trust. The more you try to hide whatever it is you're hiding, the more determined she's gonna be to figure it out.

Matt

I don't know what's happening to me.

Bonnie

[to Stefan] What are you?!

Elena

I'm not gonna be one of those pathetic girls whose world stops just because of some guy.

Elena

I want so much to make things right but every instinct in my body is telling me to be careful. What you don't know can hurt you.

Elena

Jeremy: Why don't we choose not to get high?
Vicki: I hope you're not one of those guys who now that we're together tries to change everything about me.

Zach: You don't visit, Damon... You appear. Periodically. Reminding me that this isn't my house, that you're only allowing me to live here ... allowing me to live.
Damon: Someone had to mow the lawn.

Damon: I'm stronger than you think.
Stefan: You always have been. But you're not stronger than verveine. And you know it. I'm sorry. It didn't have to be this way.

Damon: Where's my ring?
Stefan: You won't be needing it anymore.

Caroline, help me.

Damon

The Vampire Diaries Season 1 Episode 5 Quotes

Caroline, help me.

Damon

Elena: I think there's something he doesn't want me to know, which makes me wanna know all the more.
Matt: Like he's a serial killer and keeps a clown suit in his trunk?