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Sanity is for the weak!
Chaos Space Marine, Warhammer 40,000
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The only sensible way to live in this world is without rules. And tonight, you're gonna break your one rule.
The Joker, The Dark Knight
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Do you know what I noticed? Nobody panics when things go according to plan, even if the plan is horrifying. If tomorrow I tell the press that a gangbanger will get shot, or a truckload of soldiers will be blown up, nobody panics, because it's all part of the plan. But when I say that one little old mayor will die, well then everyone loses their minds!
The Joker, The Dark Knight
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Alfred Pennyworth: A long time ago, I was in Burma, my friends and I were working for the local government. They were trying to buy the loyalty of tribal leaders by bribing them with precious stones. But their caravans were being raided in a forest north of Rangoon by a bandit. So we went looking for the stones. But in six months, we never found anyone who traded with him. One day I saw a child playing with a ruby the size of a tangerine. The bandit had been throwing them away.
Bruce Wayne: Then why steal them?

Alfred Pennyworth: Because he thought it was good sport. Because some men aren't looking for anything logical, like money. They can't be bought, bullied, reasoned or negotiated with. Some men just want to watch the world burn.
Alfred Pennyworth on The Joker, The Dark Knight
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"Kid. I'm the Joker. I don't just randomly kill people. I kill people when it's funny. What would conceivably be funny about killing you?"
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I do what I do, when I choose, why I wish. I answer to no one.
Richard, Looking for Group
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I would fight only for myself and love only myself. If all other people exist out there to magnify that love, then there is no more splendid world than this one. They allow me to experience the joy of living... for as long as there are people out there to kill... then I will not cease to exist.
Gaara, Naruto
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You see gentlemen, greed is for amateurs. Disorder, chaos, anarchy. Now that's fun!

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"What you touch, you don't feel
Do not know, what you steal
Destroy everything you touch, today

Please destroy me, this way."
"Destroy Everything You Touch," Ladytron
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I just want to have a little fun. Maybe jump to a village in world A, kill a few people, upset the order, move on to world B, start some fires and send everyone in a terror, then on to world C where I manipulate a dictator or a crime lord for a while…and repeat ad infinitum until I die. Really, why would I ever want to conquer or rule? Ruling is such a messy business. With this, I can have as much fun as I like, doing whatever I like, wherever I like, and the sky's the limit.
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Life...dreams...hope. Where do they come from, and where do they go? Such meaningless things...I'll destroy them all!
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Ladies and gentlemen, we are about to make history...end.
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Destruction isn't supposed to make sense! It's only fun when it's senseless!
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"Tear down creation, just to see if you can."
Jephton the Unholy, The Order of the Stick
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"Why not?"
Johan Liebert, on his reasons for, well, everything, Monster
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"To hold in my hand a capsule that contained such power. To know that life and death on such a scale was my choice. To know that the tiny pressure of my thumb, enough to break the glass, would end...everything. Yes! I would do it! That power would set me up above the Gods! And through the Daleks, I! SHALL! HAVE! THAT! POWER!"
Davros, Doctor Who, "Genesis of the Daleks"
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Liquid Snake: "What the fuck are you doing?"
Psycho Mantis: "What does it look like, ass? I'm torching everything that moves and almost everything that doesn't."
Liquid Snake: "Why?"
Psycho Mantis: "Why not?"

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This man Makarov is fighting his own war and he has no rules. No boundaries. He doesn't flinch at torture, human trafficking, or genocide. He's not loyal to a flag or country or any set of ideals.
General Shepherd, Modern Warfare 2
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MAIM! KILL! BURN!
The Masterfully Eloquent Kharn The Betrayer, Warhammer 40,000
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Food Mart Security Guard: Pretend like I ain't talking to you. Pretend like I ain't even on this Earth. I know what you are. Now, I ain't steppin' to, but I am a man - and you just clipped that shit and act like you don't even know I'm there!

Marlo: I don't.
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Make sense? Oh, what fun is there in making sense?'
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"Kill everyone now! Condone first degree murder! Advocate cannibalism! Eat shit! Filth are my politics! Filth is my life!"
Divine, Pink Flamingos
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