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.

It's an antique, Damon. Like you.

You're not a lost cause, Ric. You're just...lost. But so is Jeremy. And so am I. Our family is gone. We don't have anybody. I'm sorry, but you don't have anybody either, so...we're kind of it for each other.

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

Elena: Can you just appreciate the fact that you're not dead?
Damon: I'll give you 10 seconds. 9... 8...

You're not a lost cause, Ric. You're just... Ric.

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

He would never give up on me. I'm not gonna give up on hime.

Elena: You've been dodging my calls.
Damon: Busy day. Dead fake girlfriend and all.

I love you Stefan. Hold on to that. Never let that go.

Damon: I know you love Stefan. And it will always be Stefan. But I love you. You should know that..
Elena: I do.

Damon: You should have met me in 1864. You'd have liked me.
Elena: I like you now. Just the way you are.

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

Elena: Why don't you ever let anyone see the good in you?
Damon: When people see good they expect good. And I don't wanna live up to anyone's expectations.