Damon: Eh, a hundred and fifty years is a long time to care.
Elena: Says the guy who pined for Katherine Pierce for a century and a half.

Elena: [to Lily] You've been in here for over a century.
Damon: Yeah, I would've come by sooner but I thought you were safe and sound in the family crypt. My bad.

Elena: Is this presentable attire by 1903 standards?
Damon: Whoa, who said you were coming?
Elena: To meet the woman who gave birth to the two epic loves of my life? Me.

Damon: No, I'm not done. And I will never be done. I am not a nice person. I should not have to stand in front of the entire town and pretend to be a nice person. This is Liz having a last laugh from the great beyond.
Elena: Hey, you are nice...
Damon...Ish.

Jeremy: I can't leave now, no way. Not with the sheriff sick and Enzo on a rampage. It's not the right time.
Elena: No kidding because the right time was a couple of eyars ago. Enzo could have killed you today and the other day Liv threw you across a room. And let's not forget the time that you actually died.
Alaric: She's right. Time to get the hell out of here.
Elena: You deserve a normal life, Jer. You deserve the life of a kid whose only baggage is that he lost his parents.

Elena: Our lives are so weird.
Jeremy: That's the understatement of the century.

Just get out of here, don't look back.

So was Kai right about me? By turning into a vampire, I completely changed?

I don't care. Life's too short. Immortal or not, I don't wanna waste another minute.

I've never felt more alive.

[to Damon] So look, I don't know what we were, or are, or are supposed to be. All I know is I want to see you.

Elena: Everything you've been doing for Bonnie...thank you.
Damon: She'd do it for us.

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.