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It's difficult to explain to your brother that you just broke up with the former love of his life and then broke the bed.
I killed him to convince myself that you were right, that I was the type of person who could kill in cold blood and I was never gonna change.
Damon: The second we're cured of this and don't wanna rip each other's heads off, I am gonna hunt you down and give you the most mind blowing night of your life.
Elena: I think I can schedule you in.
- Permalink: I think I can schedule you in.
Katherine: I'm the one who taught you how to love.
Damon: I'll see you in Hell, Katherine.
- Permalink: I'll see you in Hell, Katherine.
What's up, Doc?
- Permalink: What's up, Doc?
Tyler: You're a joke, Damon.
Damon: Says the guy pining for the girl who slept with Klaus.
- Permalink: Says the guy pining for the girl who slept with Klaus.
Bonnie: She would kill you.
Damon: Cool and then me and all her dopplegangers can start a baseball team on the other side.
Stefan: Come on Damon, you're better than this.
Damon: On the contrary brother, I'm better like this.
- Permalink: On the contrary brother, I'm better like this.
I happen to like my old sadistic self?
- Permalink: I happen to like my old sadistic self?
You are literally the best person I've ever known. And for me to think I could ever change you was giving me way too much credit and you way not enough… you're the good. And I need a little good in my life.
Enzo: Do you wanna kill him or should I?
Damon: I hate deadlines.
- Permalink: I hate deadlines.
Damon: You once told me that calling me "Satan" was an insult to Satan.
Caroline: Well... no one's perfect.
- Permalink: Well… no one's perfect.