That's my brother Stefan. But I'd watch your tone with him because he's kind in the middle of a psychotic break.

Damon: I'm gonna barf.
Katherine: Great. Then my work here is done.

Listen, how I got this amazing body has nothing to do with science.

Hang on. I only count two doppelgangers. Where's Crazy Pants?

You want Doppleganger blood?!? I've got Dopplegangers coming out of my ears!

Elena: We have a situation.
Damon: Of the Doppleganger variety.

Elena, meet Crazy Pants. Crazy Pants, meet Elena.

It's called being secure. I can tell you believe in that by the way you wear your hair.

Put the damn crossbow down, Pocahontas.

Tessa: Buy you an I'm sorry drink?
Damon: More like an I'm sorry keg.

Guilt. Don't know it, but I've heard it can be a royal bitch.

Why do you suck so badly at killing yourself?

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

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.

Damon