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.

Liz Forbes was my friend. In her last moments she asked me to pass along a message to her daughter, but I cut her off before she could say too much, told her she could tell Caroline herself. She didn't get that chance. Your mom wanted you to know how proud of you she was, and she should be. You're a beautiful, strong woman, a generous friend, and a bright light in a sea of dark. She said you were extraordinary, and you are, and so was she. Liz was a hero to this town, she was a hero to all of you, and she was a hero to me. Goodbye, Sheriff. You will be missed.

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.

Stefan: Look, something happened between Caroline and me.
Damon: Oooh, finally.

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.

Liz: I did everyhting right, Damon. I lived a good life. I took care of my family. I just...
Damon: I know. Sometimes really terrible things happen to amazing people.

[to Liz] Not to be blunt, but I think dying gets you a ticket out of work. Just sayin'.

Damon: Look who graduated!
Jeremy: He was fine with it?
Damon: I mean, you're practicaly flunking, missed 100 days of school, and you can barely spell the word "cat," but sure. He was fine with it.

In Bonnie-land that means there's an island off of Nova Scotia with a big magical battery waiting to be tapped.

I could kiss you right now you beautiful moron.

Vampire Diaries Quotes

There's no such thing as a bad idea. Only poorly executed awesome ones.

Damon

I do believe in killing the messenger. Know why? It sends a message.

Damon