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?

I don't speak crazy person Jer, you're gonna have to translate that for me.

You took one philosophy class and now you're the queen of nature versus nurture?

Stefan: Katherine took the Cure?
Damon: You have a lot to catch up on, Stefan.

Play nice. Or I'm gonna revisit the deep, dark well idea.

Vampire Diaries Quotes

Break out the popcorn, Blondie. Elena’s little sex romp isn’t over yet.

Enzo

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