Well, Matt lives to hate vampires another day, Stefan's on Caroline duty, and I just introduced Mom to Uber. I'm taking bets on which one goes South first.

Damon: You get a night, Stefan. A night to beat yourself up, do your shame spiral, and then you have to go after Caroline.
Stefan: I don't need a night. I'll find her.

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.

Lily: I took your advice and I've been dabbling on Stefan's computer. What a wondrous invention -- all that knowledge.
Damon: And videos of cats riding robot vacuum cleaners.

[to Elena] You're lucky you're adorable because your eternal optimism is super annoying.

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.

Lily: Damon?
Damon: Hello, mother.

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.

Listen, we go in, we grab my mom, she flips Stefan's switch, he triggers Caroline, emotional dominoes, heyyyyyyy! Everybody wins.

Damon: You don't have to pretend, Bon. I'm like a fever you can't shake.
Bonnie: Yeah, yeah, like a disease.

Damon: So Saint Caroline keeps her halo even with no humanity.
Stefan: Yeah, until she snaps and strangles somebody with it.

Stefan: I think you were wrong about Caroline. I realize that I may not be able to explain what I feel for her, but it is something, and yeah, maybe all love isn't true love in the messed up way that you and I have experienced it, but I think this could turn into something even better.
Damon: Well then, brother, stop wasting your time sitting here with me.

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: Damon!
Damon: I'm not gonna hurt him, Elena. I'm the good guy now, remember?
Elena: What does that mean?
Damon: I'm gonna have a civil conversation with your father.