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* The Comedian in ''Series/AmazingExtraordinaryFriends'' could be considered a sane version of ComicBook/TheJoker. While he is ActuallyPrettyFunny some of the time, his favourite jokes always result in people being injured or killed.

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* The Comedian in ''Series/AmazingExtraordinaryFriends'' ''Series/TheAmazingExtraordinaryFriends'' could be considered a sane version of ComicBook/TheJoker. While he is ActuallyPrettyFunny some of the time, his favourite jokes always result in people being injured or killed.

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* The Comedian in ''Series/AmazingExtraordinaryFriends'' could be considered a sane version of ComicBook/TheJoker. While he is ActuallyPrettyFunny some of the time, his favourite jokes always result in people being injured or killed.


* ''ComicBook/WonderWoman1942'': Making jokes that are or can be misconstrued to be at [[ComicBook/{{Cheetah}} Priscilla Rich's]] expense tends to result in immediate homicide and/or torture. She is quite good at taking everything she hears personally so even people just laughing at a joke that wasn't at her expense but was said by someone else is the kind of thing she can decide is an offense worth killing over.

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* ''ComicBook/WonderWoman1942'': ''Franchise/WonderWoman'' [[ComicBook/WonderWoman1942 Vol 1]]: Making jokes that are or can be misconstrued to be at [[ComicBook/{{Cheetah}} Priscilla Rich's]] expense tends to result in immediate homicide and/or torture. She is quite good at taking everything she hears personally so even people just laughing at a joke that wasn't at her expense but was said by someone else is the kind of thing she can decide is an offense worth killing over.


* ''[[Comicbook/ArchieComicsSonicTheHedgehog Sonic the Hedgehog]]'': When [[BigBad Eggman]] reveals to the [[CoDragons Grandmasters]] that he's [[spoiler: roboticized Princess Sally]], they all react with various levels of shock... except [[JerkAss Drago Wolf]], who's shown ''laughing his ass off.''

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* ''[[Comicbook/ArchieComicsSonicTheHedgehog Sonic the Hedgehog]]'': ''Comicbook/SonicTheHedgehogArchieComics'': When [[BigBad Eggman]] reveals to the [[CoDragons Grandmasters]] that he's [[spoiler: roboticized Princess Sally]], they all react with various levels of shock... except [[JerkAss Drago Wolf]], who's shown ''laughing his ass off.''


** Then there's Jeremiah's quip to [[spoiler: Barbara Kean]] in the finale, when he's about to kidnap her daughter, the future Comicbook/Batgirl.

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** Then there's Jeremiah's quip to [[spoiler: Barbara Kean]] in the finale, when he's about to kidnap her daughter, the future Comicbook/Batgirl.ComicBook/Batgirl.


** Then there's Jeremiah's quip to [[spoiler: Barbara Kean]] in the finale, when he's about to kidnap a little girl.

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** Then there's Jeremiah's quip to [[spoiler: Barbara Kean]] in the finale, when he's about to kidnap a little girl.her daughter, the future Comicbook/Batgirl.

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* Xom, God of Chaos, from ''VideoGame/DungeonCrawl''. Though canonically just "chaotic" and not "evil" for mechanical purposes, as far as gods go, he's far more of a BadBoss than the [[AffablyEvil actually evil gods]]. Xom's idea of a great gift is to take the calculation other gods use to determine appropriate gifts and ''reverse it'', e.g. giving a wizard [[ArmorAndMagicDontMix who can't use armor]] a set of powerfully enchanted plate mail. And even when he's pleased with the player, he'll sometimes randomy curse or harm them [[ItAmusedMe for some excitement]].

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* ''ComicBook/UltimateXMen'': Magneto is not a man given to laughs, to put it mildly. And when he tries, it is always quite sadistic and mean-spirited.


* Clarence in ''VideoGame/{{Penumbra}}: Black {Plague'', being Philip [=LaFresque's=] personal manifestation of [[TheVirus the Tuurngait virus]], is this, particularly when [[spoiler: he [[InterfaceScrew makes Philip hallucinate]] and kill a monster that was actually a friendly character Philip had tried to reach for most of the game. And ''then'' Clarence tries to pass the event off as a joke.]] Needless to say, Philip spends most of the endgame working to get Clarence out of his head once and for all.

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* Clarence in ''VideoGame/{{Penumbra}}: Black {Plague'', Plague'', being Philip [=LaFresque's=] personal manifestation of [[TheVirus the Tuurngait virus]], is this, particularly when [[spoiler: he [[InterfaceScrew makes Philip hallucinate]] and kill a monster that was actually a friendly character Philip had tried to reach for most of the game. And ''then'' Clarence tries to pass the event off as a joke.]] Needless to say, Philip spends most of the endgame working to get Clarence out of his head once and for all.

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* ''ComicBook/WonderWoman1942'': Making jokes that are or can be misconstrued to be at [[ComicBook/{{Cheetah}} Priscilla Rich's]] expense tends to result in immediate homicide and/or torture. She is quite good at taking everything she hears personally so even people just laughing at a joke that wasn't at her expense but was said by someone else is the kind of thing she can decide is an offense worth killing over.


* ''WesternAnimation/OliverAndCompany'': Hinted with [[BigBad Sykes]] and his vicious Dobermans [[ThoseTwoBadGuys Roscoe and DeSoto]].

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* ''WesternAnimation/OliverAndCompany'': Hinted with [[BigBad Sykes]] and his vicious Dobermans [[ThoseTwoBadGuys Roscoe and DeSoto]].DeSoto.


* ''WesternAnimation/TotalDrama'''s one and only Chris [=McLean=] has a notoriously sadistic sense of humor, finding the pain, suffering, and misery of the contestants (and others) hilarious, as well as actively trying to anger or annoy them for his own cheap laughs. This became especially pronounced in later seasons as his {{jerkass}} and PsychopathicManchild qualities were massively {{flanderiz|ation}}ed.
* [[{{Satan}} Lucius Heinous VII]] from ''WesternAnimation/JimmyTwoShoes'' is frequently shown to have a mean sense of humor, laughing gleefully at his subjects' misery, playing mean-spirited pranks for fun, and find amusement in hurting or humiliating others (particularly [[BeleagueredAssistant Samy]]). However, he's also a gargantuan ButtMonkey, so it all works out.



* ''Westernanimation/TheSimpsons'': Mr. Burns, [[ScrewTherulesIHaveMoney being an obsecenely wealthy]], [[EvilOldFolks evil old man]], gets a kick out of watching people suffer.

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* ''Westernanimation/TheSimpsons'': Mr. Burns, [[ScrewTherulesIHaveMoney [[ScrewTheRulesIHaveMoney being an obsecenely obscenely wealthy]], [[EvilOldFolks evil old man]], gets a kick out of watching people suffer.


* SelfDemonstrating/{{Deadpool}} tends to run into this as well; some will play along at first but get sick of it when they realize he a) isn't going to shut up. Ever. and b) has no intention at all of taking anything seriously (unless he's using ObfuscatingInsanity, but it's hard to tell). Comicbook/{{Taskmaster}} was not at all amused when Deadpool defeated him by doing the Macarena.

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* SelfDemonstrating/{{Deadpool}} ComicBook/{{Deadpool}} tends to run into this as well; some will play along at first but get sick of it when they realize he a) isn't going to shut up. Ever. and b) has no intention at all of taking anything seriously (unless he's using ObfuscatingInsanity, but it's hard to tell). Comicbook/{{Taskmaster}} was not at all amused when Deadpool defeated him by doing the Macarena.


* ''Westernanimation/TheSimpsons'': Mr. Burns, being an evil old man gets a kick out of watching people.
** In "Last Exit to Springfield," a window cleaner is dangling outside of his office after the scaffolding broke an fell from under him, and Mr. Burns, rather than call for help, laughs loudly. He soon gets bored and closes the blinds, while the man screams as he falls.
** In "$pringfield," while touring the delapidated boardwalk where he plans to build his casino, Burns remebers when he was young child he would go and play in the bumper cars. His happiest memory was of him crippling an Irish maintance worker, a memory that causes him to laugh uncontrolably for several days.
** In "Homer vs. Dignity," needing money, Homer is hired as Burn's "prank monkey," a position in which Homer does something for Burn's amusement, and Mr. Burns would give him a few bucks. First, he throws puding at Lenny, then he eats a rare first edition ''ComicBook/SpiderMan'' comic in front of a distraught Comic Book Guy, which Burns finds humorous. Homer then begins to question his new position when getting run over by a ciclist causes Mr. Burns to start laughing, and when he puts on a diaper and acts like a baby in a stadium bathroom, but Homer decides to quit his position, after talking to Lisa, when he gets dressed up as a panda, he gets shocked with cattle prods, and when homer is esentially raped by the resident male panda, Mr. Burns just laughs like a madman. When Homer gets hired as Santa Claus in the Thanks Giving Parade, Mr. Burns offers him a million dollars to throw fish guts at the audience, but when Homer refuses, Mr. Burns does the deed himself.

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* ''Westernanimation/TheSimpsons'': Mr. Burns, [[ScrewTherulesIHaveMoney being an obsecenely wealthy]], [[EvilOldFolks evil old man man]], gets a kick out of watching people.
people suffer.
** In "Last Exit to Springfield," a window cleaner is dangling outside of his office after the scaffolding broke an and fell from under him, and Mr. Burns, rather than call for help, laughs loudly. He soon gets bored and closes the blinds, while the man screams as he falls.
** In "$pringfield," while touring the delapidated boardwalk where he plans to build his casino, Burns remebers remembers when he was young child he would go and play in the bumper cars. His happiest memory was of him bumping into and crippling an Irish maintance worker, a memory that causes him to laugh uncontrolably for several days.
** In "Homer vs. Dignity," needing money, Homer is hired as Burn's "prank monkey," a position in which Homer does something for Burn's amusement, and Mr. Burns would give him a few bucks. First, he throws puding at Lenny, then he eats a rare first edition ''ComicBook/SpiderMan'' comic in front of a distraught Comic Book Guy, which Burns finds humorous. Homer then begins to question his new position when getting run over by a ciclist causes Mr. Burns to start laughing, and when he puts on a diaper and acts like a baby in a stadium bathroom, but bathroom. When Mr. Burns pays Homer decides to quit his position, after talking to Lisa, when he gets dressed dress up as a panda, he under the guise that someone donated a female to the zoo, Homer gets shocked with cattle prods, and when homer is esentially raped by to the resident joy of Mr. Burns. When the male panda, panda assaults Homer, Mr. Burns just stands by and laughs like a madman. madman while Homer is ultimately raped by the male panda and it's only after talking to Lisa that Homer decides to quit his new position. When Homer gets hired as to play Santa Claus in the Thanks Giving Parade, Mr. Burns offers him a million dollars to throw fish guts at the audience, but when Homer refuses, Mr. Burns merrily does the deed himself.

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* ''Westernanimation/TheSimpsons'': Mr. Burns, being an evil old man gets a kick out of watching people.
** In "Last Exit to Springfield," a window cleaner is dangling outside of his office after the scaffolding broke an fell from under him, and Mr. Burns, rather than call for help, laughs loudly. He soon gets bored and closes the blinds, while the man screams as he falls.
** In "$pringfield," while touring the delapidated boardwalk where he plans to build his casino, Burns remebers when he was young child he would go and play in the bumper cars. His happiest memory was of him crippling an Irish maintance worker, a memory that causes him to laugh uncontrolably for several days.
** In "Homer vs. Dignity," needing money, Homer is hired as Burn's "prank monkey," a position in which Homer does something for Burn's amusement, and Mr. Burns would give him a few bucks. First, he throws puding at Lenny, then he eats a rare first edition ''ComicBook/SpiderMan'' comic in front of a distraught Comic Book Guy, which Burns finds humorous. Homer then begins to question his new position when getting run over by a ciclist causes Mr. Burns to start laughing, and when he puts on a diaper and acts like a baby in a stadium bathroom, but Homer decides to quit his position, after talking to Lisa, when he gets dressed up as a panda, he gets shocked with cattle prods, and when homer is esentially raped by the resident male panda, Mr. Burns just laughs like a madman. When Homer gets hired as Santa Claus in the Thanks Giving Parade, Mr. Burns offers him a million dollars to throw fish guts at the audience, but when Homer refuses, Mr. Burns does the deed himself.

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