We both know the closest you'll ever get to humanity is when you rip it open and feed on it.

Damon: We're never getting Elena back, yo uknow that, don't you?
Elena: Then we'll have to let him go.

Shane: I'll stay here to make sure she's safe.
Damon: I'll stay here to make sure you're not lying.

Elena: The oldest vampire in the history of time is coming after me?
Damon: We're looking at a solid... maybe.

If she's related to Elena maybe she's related to Katherine and Katherine sent her to me. It can't be a coincidence that Isobel sought me out.

Alaric: You think John knew Isobel?
Damon: I think John knows a lot of things.

Hey, Blondie. Today isn't the worst day of your life. Today and tomorrow, it's a cakewalk. There'll be people around you day in and day out like they're afraid to leave you alone. The worst day? That's next week when there's nothing but quiet. Just a heads up.

If you're gonna be maudlin, I'm gonna kill you myself. Just to put me out of your misery.

Stefan: There's a lot of people here.
Damon: Damn. There goes my plan to rip her spleen through her back.

Stefan: They are people, Damon. She's not a puppet, she doesn't exist for your amusement, for you to feed on whenever you want to.
Damon: Sure she does. They all do. They're whatever I want them to be.

Slow down brother. Control. Remember. Doesn’t matter whether it’s a blonde or blood bags, the same principles apply.

Logan: I'm inflicted.
Damon: Welcome to the club.

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.