History Main / ComedicSociopathy

* WebVideo/{{React}} Gaming has most episodes running on two sides of how it's fun to watch teens\adults suffer: horror games (bonus if UsefulNotes/OculusRift is employed, as the immersion heightens the JumpScare [[ScreamsLikeALittleGirl effectiveness]]), or NintendoHard stuff (particular mention to ''Videogame/{{Battletoads}}'' and its FriendlyFire).

* ''Film/TheHangover Part II'' puts Alan in this territory by having him give Teddy some roofalin. [[spoiler:Teddy proceeds to sever his own finger while under the influence]].

* ''VideoGame/TeamFortress2''. You can say two very true things about the main cast: 1. They are all funny as hell. 2. They are all highly-paid mercenaries of questionable mental stability, hired to repeatedly kill their alter-egos on the other team (or lately, fight armies of killer robots).

* In ''WesternAnimation/TomAndJerry'', many of Tom's injuries [[CrossesTheLineTwice can be cruel yet funny]], such as [[AnvilOnHead anvils or a heavy blunt object landing on his head]], getting poked in the eyes, stabbed with knives or pitchforks, getting shot with guns, heavy objects dropped onto his feet, getting his teeth smashed or pulled out, mauled by Spike, etc. It's gotten to the point where some viewers end up [[RootingForTheEmpire rooting for Tom over Jerry]]. In fairness, the Comedic Sociopathy was non discriminate at times, with Jerry or some other character getting it even worse whenever Tom became more sympathetic.

"Why everything I love is combustible!

** The entire ''VideoGame/SleepingDogs'' LetsPlay is this. Travis causes more than a ridiculous amount of pain, murder and destruction to the citizens of Hong Kong (innocent and otherwise), and the trio spend the whole time cracking up over it.

See also HeroicComedicSociopath, a character who does this all the time and loves it. This trope is what the SadistShow and BlackComedy live off of. This may result in NoSympathy in situations where the character is clearly deserving of it ([[NoSympathyForGrudgeholders even if it's about vengeance]]), unless if the intended victim is an AssholeVictim and thus having their KarmaHoudiniWarranty expired. TooFunnyToBeEvil coupled with RuleOfFunny is the basic principle that allows this trope to work. Compare to LaughWithMe or CringeComedy. When this trope gets taken to extreme, over-the-top levels, it's CrossesTheLineTwice. See also DisproportionateRetribution, because in comedy this is usually okay. If the example falls short on the "comedic" aspect and just comes off as cruel, it may get the reaction "DudeNotFunny" Conversely, if the butt of the joke is a good sport, they may agree it's ActuallyPrettyFunny.

[[folder:Webcomics]]

* The creepy old claymation guy on ''WesternAnimation/GrizzlyTalesForGruesomeKids'' could barely go a host segment without abusing his pet spider in some morbidly humorous way.

* In ''VideoGame/CallOfDutyModernWarfare2019'', some of the skins for the Operators in multiplayer bring an element of humorous sociopathy to the game. All the executions are pretty brutal, as one would expect from a warfare game. However, there's something funny when you have a BoobsOfSteel soldier wearing cat ears and leggings with a chibi self-characiture [[https://media.giphy.com/media/qoIs8OiPqcfjrbaJk7/giphy.gif getting kneed in her privates and getting her neck snapped.]]

** The pair of Siamese cats (both named Bigglesworth) in "The Party" attempt to lure Mittens into playing a party game with them based on Creator/AlfredHitchcock films which involve likely injury or death to their prospective guest. It's treated as DarkComedy, PlayedForLaughs.

* The ''WebVideo/GameGrumps'' often discuss this and accuse their fans of it, as the videos they make where they're playing terrible games or horror games, or really anything that makes them {{rage|breaking point}}, scream in horror, or otherwise just suffer, get the most views and votes. Among their three most popular videos of all time, alongside ''VideoGame/TheLegendOfZeldaBreathOfTheWild'' which was highly anticipated due to Arin's views on the ''Zelda'' series (namely, how much he criticizes ''[[VideoGame/TheLegendOfZeldaOcarinaOfTime Ocarina of Time]]'' and vocally hates ''[[VideoGame/TheLegendOfZeldaSkywardSword Skyward Sword]]''), are their playthrough of ''VideoGame/{{PT}}'' and when they played [[VideoGame/SuperMarioMaker Ross's sadistic Super Mario Maker levels]].

* ''Manga/BackStreetGirls Gokudolls'': The BadBoss Inugane forces multiple unwilling men into sex change operations to become Japanese idols partly for his own profit and tends to be very abusive towards the Gokudolls. Often seen with a bat, including in the opening. His CatchPhrase is "I'm not a Devil, after all" typically delivered when he's torturing someone.

* ''VideoGame/ManaKhemia2FallOfAlchemy'' has this in spades, especially when the game focuses on Ulrika's workshop. Special mention goes to [[DarkChick Chloe]], who loves to spam her [[strike:curses]] incantations on people around her and is having fun watching how said incantations work (usually [[GoneHorriblyRight goes horribly right]]).

* Happens from time to time in ''Manga/PandoraHearts''. The main protagonist Oz can be kind of a jerk sometimes, but it's always played for laughs. Especially when it's aimed at Gilbert. ''Everyone'' (including -- especially -- the author) seems to delight in tormenting Gilbert.

* ''Literature/BakaAndTestSummonTheBeasts'': It's one of the most extreme examples out there! The two main male characters, Akihisa Yoshi and Yuuji Sakamoto, are abused by their own admirers in just about every episode over the stupidest stuff! Yuuji's admirer Shouko is particularly nasty as she pokes out his eyeballs frequently so he can't look at other girls, tazes him, makes him go to school without his pants, and even drowns him just so she can give him CPR. What's more is that [[ShipperOnDeck Yuuji's friends support the relationship]] and even sometimes encourage Shouko to beat on him.

* A couple of the point of view characters dip into this territory in ''Literature/ASongOfIceAndFire'' novels, namely Cersei and Victarion, who fill the role of VillainProtagonist. They are thoroughly awful people, but there's a little humor in their complete obliviousness that offsets the dark acts they're involved in.

* ''Literature/{{Slayers}}'': Lina Inverse falls somewhere between this and a [[NotInThisForYourRevolution more mercenary attitude]]. While she has a moral code that she abides by, her selfishness frequently causes her to be completely apathetic to issues of those around her (including charging a village to take care of a dragon... that she accidentally released). Her [[HairTriggerTemper multiple berserk buttons]] don't help either, though they are [[PlayedForLaughs done comedically]]

* Roger of ''WesternAnimation/AmericanDad'' dishes this out to ''everybody''. Heck, every one of the main characters exhibits this at multiple points.
* Everyone on ''WesternAnimation/{{Archer}}'', but Archer and Lana deserve special mention.

* Creator/RumikoTakahashi works:
** ''Manga/UruseiYatsura'': We have the perverted LoserProtagonist and his MagicalGirlfriend who electrocutes him regularly. The rest of the cast is more or less similar.
** ''Manga/RanmaOneHalf''. If you can't maintain a sense of humor, you miss the point. Every one of the characters is a grade-A JerkAss at one point or another, even the saintly-seeming Kasumi. It's all for the funny, but analyzing the series seriously puts every single character squarely into DysfunctionJunction.
** ''Manga/MaisonIkkoku'' attempted to use the same formula as ''Manga/RanmaOneHalf'' and ''Manga/UruseiYatsura'' but with a far more sympathetic protagonist, making the cruelty much more apparent and sometimes sparking an entirely different set of reactions.
** Much of the comedy in ''Manga/{{Inuyasha}}'' relies on sociopathy, with Miroku's lechery (including Sango's violent reactions), Shippo's pranks, Kagome's abuse of the "sit" command, and everyone's treatment of Myoga.
* ''Manga/BackStreetGirls Gokudolls'': The BadBoss Inugane forces multiple unwilling men into sex change operations to become Japanese idols partly for his own profit and tends to be very abusive towards the Gokudolls. Often seen with a bat, including in the opening. His CatchPhrase is "I'm not a Devil, after all" typically delivered when he's torturing someone

* ''Manga/AhMyGoddess'' has Belldandy herself, who is a goddess, AllLovingHero, FriendToAllLivingThings (and nonliving things!), and TheEmpath. Belldandy is not omniscient, but she is powerfully sensitive to emotions, and always knows just the right thing to say or do to give everyone else the epiphanies they need to triumph. She is beautiful and compassionate and perfect in every way... except to Keiichi, the man she loves. With Keiichi, she literally cannot distinguish love from the flu. She says exactly the wrong things to cause Keiichi to panic about others finding out her secret, and never notices his fear or flusteration. She embarrasses him, throws unintentional jealous fits that cause earthquakes and paranormal activity, and generally causes as much stress and mayhem for Keiichi as the villains, or at least the other good guys. Belldandy is a perpetrator, however unintentionally, of Comedic Sociopathy of the highest order, and poor Keiichi is her unwitting victim.
* Mostly involving Shinji at the beginning of ''Anime/NeonGenesisEvangelion''. Later on they drop the comedic part.
* ''Manga/LoveHina'': As soon as Keitaro became the house manager, he was the subject of endless hijinks and comic misfortune at the hands of the residents. The most prominent of these is "Naru Punch" Naru.
* ''Webcomic/HetaliaAxisPowers'' has an ever growing array of characters representing various countries and territories from around the world. The number of Tsundere and Kuudere characters that result means the show runs on this trope. Most notable with Russia and the other Eastern European countries as they take DysfunctionJunction to higher levels.

* ''Manga/Reborn2004'': Tsuna is the world's ButtMonkey.
* [[KarmaHoudini Mayuri]] [[MadScientist Kurotsuchi]] from ''Manga/{{Bleach}}'' in his Hueco Mundo appearance. An awkward case, as the fanbase remains divided as to whether it could be considered ''comedy'' or not. One side of the fence found it all very amusing, while the other found it repulsive. The latter because the ButtMonkey in that situation was a former enemy and the grandson of one of Kurotsuchi's many ForScience [[MoralEventHorizon victims]]. The former because not everyone who reads/watches ''Manga/{{Bleach}}'' considers the whole thing SeriousBusiness and finds Mayuri and his [[RefugeInAudacity unapologetic]] [[JerkAss sociopathy]] hilarious. Basically, it comes down to MoodWhiplash; the last time we saw Mayuri, he was [[KnightOfCerebus anything but comedic]], so it was a bit weird seeing this {{sadist}}ic, [[DomesticAbuse abusive]], [[SerialKiller mass-murdering]] [[TheSociopath psychopath]] suddenly PlayedForLaughs.
* ''Manga/TonaGura'': Yuuji's intrusive, often juvenile pursuit of Kazuki and his sister Marie's literally armed response to any and all signs of such lewdness. Possibly also Hatsune tying Marie up to stop her punishment of Yuuji and her ignoring Kazuki's stated desire to stop her extreme efforts at matchmaking.
* ''Manga/DGrayMan'': Cross's emotional and physical abuse of Allen is usually [[DudeNotFunny played for laughs]]. However, this was more in the anime which was a part of Cross' AdaptationalVillainy. In the manga, Allen has only suffered genuine trauma with the amount of debts he's had to pay off due to Cross. Whereas in the anime, Cross abandons Allen to be beaten by thugs, orders Allen to bring him man-eating animals, throws him to legions of Akuma without training him, and had Allen so scarred that he believed that all generals were evil due to his experience with Cross. But WordOfGod says Cross considers Allen to be his son, and he was never portrayed as badly in the manga.
* Combine this with HeroicComedicSociopath and you get Kogurashi from ''Manga/KamenNoMaidGuy''.
* Somehow, ''Manga/SayonaraZetsubouSensei'' manages to pull off the feat of playing Comedic Sociopathy for laughs... and, yes, this statement takes into consideration the fact that Comedic Sociopathy is already playing sociopathy for laughs.
* In ''Manga/ChronoCrusade'', although Rosette is firmly portrayed as a very caring individual, she has several moments where she flies off the handle and doesn't think about how much destruction she's causing (or how much abuse she's putting poor Chrono through). This is {{justified|Trope}}, however -- Rosette's HotBlooded enough that she's probably ''genuinely'' not realizing what she's doing in the heat of the moment, [[GoodThingYouCanHeal Chrono can regenerate]] (and any major use of his powers hurts ''her'' more than him anyway), and whenever someone's shown as being actually hurt by her rambunctiousness, she's always horrified and repentant.
* [[ThoseTwoGuys Pique and Lilie]]'s treatment of Ahiru in ''Anime/PrincessTutu'' is sometimes cruel enough that it swerves into this trope. In fact, by the time the second season rolls around, Lilie's love of drama has her {{flanderiz|ation}}ed into someone so obsessed with causing suffering so she can "comfort" the people who experience it that it's a RunningGag in the fandom that Lilie is actually a sadist.
* ''Manga/BoboboboBobobo'': The way Bo-bobo treats all of his friends but Beauty is harsh.
* ''Manga/{{Gintama}}'' runs heavily on this and ToiletHumour.
* ''Manga/{{Eyeshield 21}}'''s SociopathicHero Hiruma gleefully inflicts this on everyone else.
* Happens from time to time in ''Manga/PandoraHearts''. The main protagonist Oz can be kind of a jerk sometimes, but it's always played for laughs. Especially when it's aimed at Gilbert. ''Everyone'' (including -- especially -- the author) seems to delight in tormenting Gilbert.
* Knuckles' treatment in ''Anime/SonicX'' verged into this trope on occasion as he gradually evolved into the ButtMonkey of the group. It wasn't that unusual to have rivals Sonic and Rouge or even Amy winding him up, it was more so when [[PuritySue Cream and Cosmo]] joined in on it though. He got involved in the final season arc to stop the Meterax after the latter ''physically threatened him''.
* While almost everyone in ''Manga/ExcelSaga'' is a sociopath to some extent, due to varying levels of {{Jerkass}} and indifference, Hyatt is the only one who is actually oblivious to the problems she causes to Watanabe. Even stronger in the manga where Hyatt flat-out just doesn't care about the problems she causes him.
* Yukinari of ''Manga/GirlsBravo'' spends just about every episode of the first season being horribly abused by his 'best friend' for being an AccidentalPervert. On one occasion she kicked him so hard that his head hit the edge of his bathtub and he bled profusely. ''For having the audacity to walk into his own bathroom'' when his friend was borrowing his shower. And yet, it's all PlayedForLaughs. This show also includes instances of other horrible acts of violence and rampant attempted BlackComedyRape. Even in the second season her actions are questionable, like when she emotionally manipulated Yukinari into cross-dressing for an event and allowed him to get molested by [[CasanovaWannabe Fukuyama]] since it meant Fukuyama would pay her. Of course, that was played for comedy as well.

* Some of the comedy in the series comes from ''Manga/{{Naruto}}'' taking Sakura's brutal super-powered punches, with zany music playing in the background. Also, on one occasion when Jiraiya was caught peeping on Tsunade bathing in his younger years, she proceeded to break both of his arms, six of his ribs, and ruptured a number of his organs as punishment. He himself states he came very close to ''dying''. This was also treated as comedy when Yamato warned Naruto if he peeked on Sakura while they were at the onset she would probably do the same to him as punishment and Naruto gets BlankWhiteEyes and stays in the same spot in a HeroicBSOD state for the rest of the day.
* ''Manga/ViolinistOfHameln'' has this in approximately 90% of humor associated with Hamel. [[MoodWhiplash Whenever the mood switches from serious to comedic]], he acts like an absolute asshole towards his companions, ''particularly'' the girl he secretly loves, as well as unfortunate bystanders. And, like everything else in this manga, his Comedic Sociopathy is quite over the top. In other words, which half of his JerkWithAHeartOfGold personality is currently dominant depends on whether the scene is supposed to be humorous or not.

* One of the main reasons for people dropping ''Manga/YourLieInApril'' (as pointed out on one [[http://randomc.net/2014/11/07/shigatsu-wa-kimi-uso-05/ anime review site]] that skipped reviewing between episodes 6-11) is because its [[HeroicBSOD traumatized]] main character, Kousei, is prone to being abused, such as being kicked, slapped, or having stuff thrown at him by [[DoubleStandardAbuseFemaleOnMale the girls, Tsubaki and Kaori]]. [[spoiler:In the end, one of them (Kaori) apologizes to him via her [[DeadManWriting posthumous letter]] for being mean and hitting him all this time.]]
* ''Manga/MyMonsterSecret'' runs on this. Most characters, even those usually nice, have their jerkish or… uncommendable moments and suffer the consequences one way or another, but [[ReallySevenHundredYearsOld Akane]] is both one of the main sources of plot advancement and the main target of karmic justice for all her trolling (mostly from her great-great-granddaughter Akari, her main victim). And then there are Shimada and Ryou, characters whose sole purpose is apparently for the universe to make them pay for their crime of existing. Both of them are selfish, greedy and socially inept... [[ItMakesSenseInContext so of course they end up as a "couple".]] And there's nothing romantic about it.
* The princess from ''Manga/SleepyPrincessInTheDemonCastle'' causes at least one death ''per chapter'' in her quest for a good night's sleep in the Demon Lord's castle, and on several occasions has even committed mass genocide. The only reason the castle isn't completely empty is because DeathIsCheap.

* ''Manga/HappyKanakosKillerLife'': Kanako’s ProtagonistJourneyToVillain and the ease with which she decides MurderIsTheBestSolution are entirely PlayedForLaughs.

* ''ComicStrip/KnightsOfTheDinnerTable'': with how the players and [[GameMaster Hackmasters]] relate to each other. {{Justified|Trope}}, as it's an outgrowth of the KillerGamemaster philosophy that dominated [[TabletopRPG roleplaying games]] during the time period the comic parodies -- Hackmasters were expected to show players no mercy and players were expected to twist the knife if they got even a smidgen of an advantage. This, however, only applies within the game... it's considered in very poor taste between the characters to invoke this trope in RealLife. {{Jerkass}}es like [[SmallNameBigEgo Stevil]] and [[TheRealMan Bob]] still pull it, but they're much more likely to get called on it.

* In ''ComicBook/SamAndMaxFreelancePolice'', Max's most common solution when he's given the reins may as well be "give the problem the coolest death possible."
* ''ComicBook/FunWithMilkAndCheese'': The only reason the comic gets away with beating up senior citizens, stabbing bystanders, and incinerating furries is because it's too comedic to take seriously.
* Bad guy Schlich from one Creator/WilhelmBusch story is made of this. [[RunningGag Several times]], he comments "That's fatal -- heh, heh, but not for me!"
* Calamity James of ''ComicBook/TheBeano'' is the world's unluckiest boy, and gets chewed up by life in every strip; sometimes the punishment comes from his pet lemming or even his mother. This trope makes it funny, though the poor boy wouldn't see it that way.
* ComicBook/JohnnyTheHomicidalManiac, in spades.
* ComicBook/{{Ultimate|Marvel}} ComicBook/{{Hawkeye}}, especially when he's [[ComicBook/TheUltimates written]] by Creator/MarkMillar.
* ''ComicBook/{{Deadpool}}'': "I like shooting people."
* ''ComicBook/{{Iznogoud}}'': Iznogoud's cruelty and MeanBoss tendencies towards Wa'at Alahf are entirely played for laughs.
* ''ComicBook/MortadeloYFilemon'': In "Los mercenarios" the two main characters go so far as throwing their boss from the window when (they think) they are rich.

* Meta-example: Characters that fit this trope are often the subject of bashing by authors who like to file off the "comedic" part of the trope and turn up the "sociopathy" aspect by treating their behavior seriously. Does a girl smack around a guy for [[AccidentalPervert catching her coming out of a bath]] or for being just kind of a [[IdiotHero goofball]]? Treat her as if she's dangerously unhinged or make the slapstick violence cause real injuries. In some fandoms, treatment of this trope as DudeNotFunny is more common than playing it straight.

* Socrates of ''Fanfic/CalvinAndHobbesTheSeries'' specializes in this.
* Darth Maul and Darth Sidious in the ''Fanfic/SithAcademy'' ParodyFic series are neck-deep in it. While Obi-Wan is Maul's favorite target, Sidious sees it as his duty to abuse Maul's position as his apprentice at every opportunity.

* "[[https://www.fanfiction.net/s/3582975/1/Out-to-Lunch Out to Lunch]]", a missing-scene fanfic for ''Literature/TheMagiciansNephew'', plays Jadis' established sociopathy for comedy, as she robs Mr. Smythe of his best jewellery and is a jerk to everyone at the restaurant.
* ''Fanfic/TheBoltChronicles'':
** Applies to Bolt and the other animals in the BlackComedy "The Murder Mystery." They engage in murder, sociopathic behavior, and InsuranceFraud, all PlayedForLaughs.
** The pair of Siamese cats (both named Bigglesworth) in "The Party" attempt to lure Mittens into playing a party game with them based on Creator/AlfredHitchcock films which involve likely injury or death to their prospective guest. It's treated as DarkComedy, PlayedForLaughs.

* ''WesternAnimation/{{Storks}}'': The film derives some dark humor out of fairly likable leads being cruel to each other. Junior ruthlessly mocks Tulip's tearful statement for being unintelligible as he walks away from her. Later, Tulip returns the favor when beating him with a stick to amuse the baby.

* ''Film/{{Goodfellas}}'', in some scenes, reaching disturbing levels.
* ''Film/KindHeartsAndCoronets'' involves several hilarious murders, and even the natural deaths are as funny.
* ''Film/MeetTheParents'': It's so horrible that you start to feel sorry for Greg thirty minutes in.

* Creator/TheCoenBrothers:
** ''Film/ASeriousMan'' is a very good example of this. The premise is very Job-like, but many people have reported that the worse things get for him, the more you laugh out of the sheer ridiculousness of it all.
** ''Film/BurnAfterReading'' plays it more for laughs; the characters all suffer horribly (often due to their own idiocy) and it's ''hilarious''.
** ''Film/TheBigLebowski'' has Walter, whose violent streak comes to embody SeriousBusiness.

* ''Film/HomeAlone'' is a TropeCodifier for recent times. Kids and teenagers might find it funny at the time, but after growing up and watching it as an adult, the FridgeHorror of all that bodily harm sets in. [[http://theweek.com/article/index/238037/diagnosing-the-home-alone-burglars-injuries-a-professional-weighs-in This article]], written by an ER doctor, details the horrific injuries the burglars would sustain from Kevin's traps if they weren't slapstick comedy characters. Although they did choose to break into someone else's house and to not withdraw when they found that the house was occupied by someone prepared to defend it, so YMMV on whether you feel sorry for them.
* ''Film/SkyHigh2005'': Boomer and Medulla partake in this on occasion.
* ''Film/StarTrekGenerations''. Lampshaded then deconstructed. While Worf was getting dropped into the ocean (in the holodeck...) as "reward" for promotion to Lieutenant Commander...
-->'''[[NoSenseOfHumor Data]]:''' I am uncertain as to why someone falling into freezing water is amusing.\\
'''Beverly:''' It's all done in good fun, Data. Get in the spirit of things.\\
'''Data:''' Ah. ''(cue Data pushing Beverly overboard, then wondering why no one is laughing)''
* ''Film/TheHangover Part II'' puts Alan in this territory by having him give Teddy some roofalin. [[spoiler:Teddy proceeds to sever his own finger while under the influence]].

* In ''Film/AChristmasCarolGoesWrong'' Chris says that the only way Robert will get to play Ebenezer Scrooge is if he, Chris, was completely incapacitated. Cue Robert coming up with increasingly bizarre ways to try and injure Chris.
* In ''Film/LostAndFound1999'', protagonist Dylan hatches a scheme to kidnap his pretty neighbor's dog in order to stage a fake dog hunt so that he can get to know her. His behavior only gets more immoral from there.
* ''Film/{{Bean}}'': Deconstructed. David and Bean go to an amusement park in Los Angeles, but he finds the thriller ride simulator so boring that it puts him to sleep. Bean reprograms the ride and disables the safety features so that customers are literally [[AmusementParkOfDoom thrown out of their seats at high speed]]. Unlike the series, the movie attaches realistic consequences to Bean's typical shenanigans: the police promptly arrest him (again!).

* Ignatius Reilly from ''Literature/AConfederacyOfDunces'' has a Master's degree in history and believes life peaked with medieval feudalism and has degenerated ever since. He announces this loudly while bouncing between menial jobs and managing his ''valve''.
* Bubba Rogowski in Dennis Lehane's ''Kenzie/Gennaro'' novels. He's weirdly cute when Angie makes him blush or when he asks Patrick to record all his TV shows (including ''Entertainment Tonight'') while he's [[spoiler:in prison for a year]]. Not so much when he's torturing someone for information or selling weapons to [[spoiler:child molesters]].
* A couple of the point of view characters dip into this territory in ''Literature/ASongOfIceAndFire'' novels, namely Cersei and Victarion, who fill the role of VillainProtagonist. They are thoroughly awful people, but there's a little humor in their complete obliviousness that offsets the dark acts they're involved in.
* Alec in ''Literature/{{Swordspoint}}'' embodies this: he's the DeadpanSnarker and he knows it, but he's always at his most amusing when people are high, dying, or suffering from severe heartache.

* No one is nice to [[Literature/JeevesAndWooster Bertie Wooster]]. The unwritten rule is that if things go wrong, all the other characters (sans [[TheJeeves Jeeves]]) will instantly turn on him, whether or not they're aware of the fact that he [[AFriendInNeed just spent the entire story trying to help them]]. Even Jeeves is a HeroicComedicSociopath who regularly puts Bertie through terrible situations in order to [[StatusQuoIsGod preserve the divine status quo]].
* ''Literature/KillTimeOrDieTrying'' has Nathan, who viciously insults strangers and friends alike.
%%* ''Literature/{{Filth}}'' by Irvine Welsh.
* ''Literature/JourneyToChaos'': Hasina is a MadScientist who wants to dissect Eric. This is a RunningGag.

* The series ''Literature/TheSupervillainySaga'' pretty much runs on this trope. Its protagonist, Gary Karkofsky, is a CardCarryingVillain in a CapePunk world where most supervillains act like their crimes are SeriousBusiness. His BunnyEarsLawyer antics pretty much result in him being constantly underestimated and horrible KarmicDeath for other villains. Gary, himself, is hilarious throughout his evil plans.
* Several scenes in ''Literature/{{Hannibal}}'' fall into this category, among them the scene of Krendler being fed pieces of his own brain by Hannibal, and Hannibal convincing a drug-addled Mason Verger to cut off his own face.

* ''Literature/FullMetalPanic'' -- ''especially'' ''Anime/FullMetalPanicFumoffu''. And, lord, the ''Full Metal Panic: Overload'' manga turns this up thirty notches.
* The titular ''Literature/HaruhiSuzumiya'' frequently engages in this. [[BlackComedyRape Sexual harassment]]? Check. Regularly abuses her best friends? Check. Blackmails people with photos of scandalous events ''she'' orchestrated? Check. Abducts people just because she thinks they're interesting? Check. Treats people as objects and is generally incapable of comprehending the fact that other people possess feelings that differ from her own? Check. However, while the series itself treats these actions as comedic, characters ''within'' the series (especially Kyon) see it as incredibly selfish and annoying... so part of the comedy comes from their reactions to Haruhi's antics.
* The relationship between Louise and Saito in ''Literature/TheFamiliarOfZero'' is distinctly ''unhealthy'' as Louise is, quite frankly, violently abusive towards Saito. She calls him her dog, but if she treated even an ''actual'' dog like that she'd be prosecuted for animal cruelty. At one point in the novels, she beats him with a whip ''after'' viciously beating him the night before. Not a riding crop, an actual ''whip.''

* ''Literature/BakaAndTestSummonTheBeasts'': It's one of the most extreme examples out there! The two main male characters, Akihisa Yoshi and Yuuji Sakamoto, are abused by their own admirers in just about every episode over the stupidest stuff! Yuuji's admirer Shouko is particularly nasty as she pokes out his eyeballs frequently so he can't look at other girls, tazes him, makes him go to school without his pants, and even drowns him just so she can give him CPR! What's more is that Yuuji's friends support the relationship and even sometimes encourage Shouko to beat on him!
* ''Literature/{{Baccano}}'': [[AxCrazy Ladd]] [[PsychoForHire Russo]]. He dances like a maniac on the corpses of people he killed, {{Boom Headshot}}s a little kid, freaking ''skips'' when he hears someone getting killed, and shows his love for his fiancee by regularly threatening to kill her (though to be fair, she's a DeathSeeker, and he really does care for her in his own way). His [[PerpetualSmiler huge, shit-eating grin]] doesn't hurt, either.
* This is the premise for a lot of humor in ''Literature/ACertainMagicalIndex''. Touma's bad luck constantly has him [[AccidentalPervert constantly running into naked or partially-undressed girls]] changing in all manner of weird places -- in a park in broad daylight, an unlocked classroom, a large tent (he rushed in after hearing a scream). The results usually involve titular character Index [[UnprovokedPervertPayback biting him on the head]]. He gets [[DoubleStandardAbuseFemaleOnMale slapped and/or punched]] and has objects thrown at him on a regular basis. Some girl gets pissed at him when ''she'' walks in on him changing. The guy just can't win.

* The description points out that this is just as likely to show up on ''Series/SesameStreet''.
** The blue guy Grover always ends up waiting on ("[[OhNoNotAgain Oh, not you again]]!"). Poor guy usually just wants his lunch -- but if you sympathize with him, the humor is lost. [[https://www.youtube.com/watch?v=1C8nl8eBoq0 Here, watch the poor guy try to explain that he has a fly in his soup]].
** This trope is pretty much the dynamic between Bert and Ernie as well, with the latter completely oblivious to how irritating he can be toward Bert. It's worth noting that Ernie himself is often irritated by the [[ObsessedWithFood gluttonous]], [[HypocriticalHumor equally oblivious]] (if not more) Cookie Monster.
** Kermit the Frog is often a victim of this no matter what {{Muppet}} program he's on. Poor frog can't even get [[https://www.youtube.com/watch?v=fKNJLeVncug a t-shirt]] on Sesame Street.

* Series/{{Merlin|2008}} is one of the most lovable characters ever, but it's still funny as hell when Arthur throws stuff at him -- until Merlin escapes Arthur's presence, and we see him with a character sympathetic to his plight. Suddenly, it isn't funny anymore... until the next time, and then it's hilarious again. It also helps that Merlin [[ServileSnarker spends most of his time making jibes at Arthur's expense]], and semi-frequently uses his magic to get his own back. The fact that it can be very easily interpreted as BelligerentSexualTension doesn't hurt with the funniness, either.
* Absolutely everyone in the world of ''Series/TheWorstWeekOfMyLife'' displays this attitude towards Howard.
* The female cast of ''Series/LasVegas'' frequently acts like this, often having Danny act as the OnlySaneMan. Of course, at least with Sam and Nessa, it was their ''job'' to do this. Still...
* ''Series/KennyVsSpenny''. Specifically Kenny, but the crew engages in it from time to time.
* ''Series/{{Soap}}'''s rich cast of characters routinely, and hilariously, took turns humiliating themselves and each other. The mentally ill elderly war veteran, the guy trying to get out of the Mafia, the suicidal gay character, the ventriloquist convinced his dummy is real, the put-upon African-American butler, the promiscuous Tate daughters, the philandering husbands, the sexually dysfunctional Catholic priest, were all mined for loads and loads of comedy gold. In addition, the first season's storyline was based around the murder of a character's son, which of course, was committed in the most [[ThereIsNoKillLikeOverkill hilariously over-the-top]] fashion possible.
%%* Sock from ''Series/{{Reaper}}''.
* Nearly all the characters in ''Series/That70sShow'', especially in the later seasons, become prone to this in regards to Eric, from his best friends to his girlfriend to even (and sometimes especially) his parents.
** In fact, in one episode, Kelso takes personal offense to the way Hyde treats him after he falls off the water tower and the fact that it all stemmed from Hyde criticizing the way he drew a pot leaf. Hyde then counters with a childhood story of when Kelso laughed as Kelso's dog bit Hyde, causing him to bleed and cry. Lesson learned by Kelso: [[ComicallyMissingThePoint "It's funny when friends get hurt."]]
--->'''Hyde:''' Close enough.

* Similarly, Al Bundy (and the Bundys in general) from ''Series/MarriedWithChildren'', as a fair amount of their grief is either self-inflicted or inflicted on each other, barring the occasional AwLookTheyReallyDoLoveEachOther moment.
* ''Series/{{MASH}}'' mostly used Frank Burns' misfortunes to this end, although he was never a terribly sympathetic character. Henry Blake also suffered a fair amount of comedic misfortune, though he was much more sympathetic than Frank.
* Howard Moon in ''Series/TheMightyBoosh'' gradually became more a victim of cruel humor as the series progressed.
* Neil in ''Series/TheYoungOnes'', gratuitously so, although often subverted absurdly to give him the upper hand (i.e. Vyvyan throwing a petrol into his and Rik's bedrooms, only to have the rather positive side effect of clearing up his sinuses).
** Rik as well, often much more viciously and without any sympathy.
* The entire purpose of ''{{Series/Wipeout|2008}}'' is hearing the hilarious commentary while seeing contestants fail and wipeout on obstacles.
%%* Most [[WidgetSeries Japanese game shows]] have this in spades.
* The hosts of ''Series/MythBusters'', especially Adam, invoke this trope on a regular basis at their own expense.
* Dr. Series/{{House}} has moments of this. He managed to [[spoiler:edit a Jewish doctor's face on a poster to look like Hitler ''in front of said Jewish doctor'', then knock out his girlfriend's nagging mother and his best friend with sedatives on the girlfriend's birthday dinner]] in a single episode. Definitely a [[SociopathicHero Heroic]]/Comedic sociopath.

* While almost everyone in ''Series/ParksAndRecreation'' does quite a number on poor old Jerry, Leslie Knope is by far the most jarring since she is (usually) so upbeat, positive and kind to everyone.
* Fairly common on ''Series/{{Community}}''.
** Pierce deciding to ruin a ''TabletopGame/DungeonsAndDragons'' game the others were holding to ''help a suicidal player'' just because he felt excluded.
** [=LeVar=] Burton's guest appearance, in which his reaction to his host ''breaking down'' over dinner and running away was "More fish for Kunta."
** Also, how everyone in the entire world treats [[http://community-sitcom.wikia.com/wiki/Ben_Chang Chang]].
** And [[http://community-sitcom.wikia.com/wiki/Todd_Jacobson Todd]].
** The ''entire [[TrueCompanions study group]]'' is occasionally guilty of this. The rest of the school will sometimes call them out on how they make every single situation about themselves and don't care about anyone else's problems. One given example is them barricading the study room to search for a lost pen while several people outside are waiting to use it to, well, ''study''. They promptly dismiss them.

** Some of Barney's past exploits should definitely count. He's pretty sure he once sold a woman.
* When Nadia's response to how she deals with stress is "lash out and take it out on [her] loved ones" on ''Series/BitchinKitchen'', you know she isn't the sweetest apple in the cart.
* This became a greater presence in ''Series/{{Scrubs}}'' in season six. Absolutely everyone treated JD horribly for almost no reason and complained when he lamented his crappy situation. What's worse is that we are apparently supposed to agree with the sociopaths that JD should stop whining and grow up, regardless of the fact that he is an incredibly NiceGuy being put through absolute hell.
** The character most at fault would be the Janitor, who was comically merciless towards JD right from the beginning -- and even mocks him about it.
* A prominent part of almost any ''Series/ColgateComedyHour'' episode featuring Creator/JerryLewis or [[Creator/AbbottAndCostello Lou Costello]].
* While generally a ManChild or {{Cloudcuckoolander}}, Series/MrBean is often cruel and vicious, mocking patients at the hospital including a wheelchair bound person in a neck-brace, constantly running a Reliant Regal off the road, and generally being a selfish nuisance with zero concern for others. This balance between lack of understanding and actual malice varies from episode to episode, however.
* Really applies to pretty much every wizard and everything magic on ''Series/WizardsOfWaverlyPlace''. Max shattering Stevie apparently didn't register with anyone as an accidental homicide; no one seems to see anything wrong with Justin creating a Frankenstein-esque monster and setting her loose in school; and Stevie's sending Jeremy from Science down some magical hole to "no idea where" is purely played for laughs even though Harper implied he died. Compared to these offences, even though she's the perennial trouble maker Alex's petty pranks aren't actually all that bad (especially since she invariably ends up punished or apologizing).
* The audience from ''Series/WhoseLineIsItAnyway''. Some of the series' funniest moments include Drew choking on a mint, Ryan accidentally breaking a light bulb with his head (and ''still'' [[TheShowMustGoOn staying in-character]] as Carol Channing), and Chip injuring Ryan when jumping on his back.
-->'''Drew:''' Hey, it's always funny when it happens to somebody else!
* ''Series/DirkGently'': Dirk treats his partner like a dogsbody, refuses to pay his receptionist because that way she'll stop showing up to "work" in order to get her pay, lies to the police with a remarkable degree of enthusiasm, swindles his clients, pickpockets corpses, and gives the wrong address to a pizza business so that it will be late and he won't have to pay... all in one episode.
* ''Series/{{Supernatural}}'' has a 6th Season storyline in which Sam Winchester literally loses his soul. His brother Dean dealing with his once sweet and often guilt-ridden brother's complete lack of morals and/or human emotion is often played for laughs.

* ''Series/TheFerals'': This trope was the engine that made the entire show run. Most of the main characters are capable of an astonishing degree of selfishness and cruelty -- theft, violence, running scams, and vandalism aren't incidental moments of bad behavior, they're the Feral way of life. The plot to an entire episode is based on Rattus stealing everyone's money to bet on himself at a cheese-eating contest, before developing toothache just before the match -- leading to increasingly violent and slapstick-y attempts to get him to visit a dentist, up to and including knocking him unconscious with a baseball bat and tying him up.
-->'''Modi:''' ''(brandishing said bat)'' Do you want me to wake him up? Do you? ''Do you''?
* On ''Series/TheElectricCompany1971'', the Corsican Twins were this -- to each other. HilarityEnsues.
* ''Series/DontTrustTheBInApartment23'': Chloe, the titular Bitch in Apartment 23, is the epitome of comedic sociopathy. The only thing she cares about is [[ItsAllAboutMe herself]] and she has absolutely no qualms to abuse everyone around her to further her agenda. Examples include getting her love interest deported because she felt he didn't appreciate her enough, drugging her roommate to a two-day blackout because she missed having her around and setting said roommate up with her own father to get back at her paraplegic mother. Occasionally she does something genuinely nice, like getting June money to visit her parents on Christmas, but this always includes manipulation and scamming.
* The version of Sherlock Holmes from the BBC's ''Series/{{Sherlock}}'' has more than a few moments of this, being a [[InsistentTerminology self-proclaimed high functioning sociopath.]] A good example is probably when two little girls want Sherlock to help them find their grandma, because they were told that grandma went to a special place and they couldn't see her.
-->'''Sherlock:''' [[NoSocialSkills People don't really go to heaven when they die.]] [[CrossesTheLineTwice They're taken into a special room and burned.]]
* ''Series/AnIdiotAbroad'' could be summed up as two intelligent British comedians send a fairly dim man abroad, make him as uncomfortable as possible, and then laugh in his face about it. Though how much the titular idiot is in on the joke is open to question.
* Pretty much all of Creator/MichelleGomez's comedy roles: Isobel Pickwell in ''Series/BadEducation'', Sue White in ''Series/GreenWing'', and Sally Bobbins in ''Series/FeelTheForce''. It carries over into her role in ''Series/DoctorWho'' [[spoiler:as the Mistress, a female incarnation of long-time villain the Master]].
* ''Series/{{Mom}}'': Bonnie is this trope in a nutshell.

* ''Series/{{Gotham}}'': This trope makes up most of [[MonsterClown Jerome Valeska's]] screen time, unsurprisingly, since he's one of the [[DecompositeCharacter show's two main takes on the Joker.]] His brother, [[ComicBook/TheJoker Jeremiah]], also is prone to this after [[spoiler:being exposed to [[AppliedPhlebotinum two separate types of chemicals]] that drive people insane and]] undergoing serious {{sanity slippage}}. For instance, there's this gem in the finale while he's kidnapping another character's daughter:
--> Jeremiah [[DissonantSerenity (cheerfully)]]: [[BaitAndSwitch She has your eyes! ...For now.]]

* The entire point of ''Series/{{Jackass}}'' is built around this: the guys are all getting hurt, but it's done with so much hilarity and gusto and even the victim ends up laughing their ass off at the end of it that you can't help but laugh along after wincing in pain.

* ''ComicStrip/{{Peanuts}}'': Pretty much anyone who has ever interacted with Charlie Brown. Seriously, there was ''a whole town'' full of people [[IGotARock who gave Charlie Brown rocks when he went trick-or-treating.]]
-->'''Charles Schulz''': The nature of comedy is tragedy. It's funny... it's funny because it's happening to somebody else.

%%* Dogbert from ''ComicStrip/{{Dilbert}}''.

%%* The entire premise of Aristophanes' ''Theatre/{{Lysistrata}}''.

* Most of the Fatalities in the ''VideoGame/MortalKombat'' series are played straight with their violence and brutality, but some characters absolutely find the humor in violently killing their defenseless opponents in an over-the-top manner. Johnny Cage can split the head of a 10,000-year-old warrior-assassin in half and stick a gold trophy in her neck stump that's gushing blood. His daughter, Cassie, can also shoot a princess full of bullets before kicking her in the lady parts so hard that her ''entire skull and spine fly out of her body''.

* ''VideoGame/KnightsOfTheOldRepublic'' features HK-47, an assassination droid that was designed with a love of violence and hatred of anything living.
** This is largely because even though he wants to kill almost everybody he sees, and says so, he cannot act on these desires without your orders.
--->'''HK-47:''' ''[after a harmless Jawa asks for the player's help]'' Translation: 98% probability that members of the miniature organic's tribe are being held by Sand People, master. Doubtless he wishes assistance. [[EitherWorldDominationOrSomethingAboutBananas [There is also a] 2% probability]] that the miniature organic is simply looking for trouble and needs to be blasted. That may be wishful thinking on my part, master.
** This could also describe his maker, [[spoiler:Darth Revan]], since he must have had a pretty [[BlackHumor twisted sense of humor]] to create a droid like that in the first place. According to HK-47, [[spoiler:Revan]] thought it was so funny when HK started calling [[spoiler:his apprentice, Malak]] a meatbag, that he programmed him to refer to all 'organics' that way, but especially [[spoiler:Malak]] [[{{Troll}} since it annoyed him so much]].
* Later in ''VideoGame/StarWarsTheOldRepublic'', the sociopathy belongs to Dark Side Sith. For the Inquisitor, [[LightningCanDoAnything there is literally nothing lightning cannot do]], including shock foes, kill quest givers, and keep mouthy companions in line. Brief example: During a quest to interrogate a prisoner on the tutorial planet, you can shock him to force him to sing, and then shock him again when he doesn't sing to your liking. Yes. It goes that far.

* With ''VideoGame/{{Iji}}'', we have the Komato, to whom "right to bear arms" is a religious tenet[[note]]as long as you pay for them[[/note]] and "public safety"... is not. They play Marco Polo in ''minefields''. {{Rocket Jump}}ing is not only a ''sport'', but they add Rocket '''Juggling'''.
* The ''WesternAnimation/AquaTeenHungerForce'' game features advice during the tutorial such as "Go ahead, break all of [[TheChewToy Carl's]] windows. They're not yours anyway."
* ''VideoGame/MassEffect2'': Renegade Shepard is a [[https://www.youtube.com/watch?v=-PjTuSQNLI4 unfeeling jerkass]] which leads to some damn hilarious moments.
* ''VideoGame/SengokuRance'': Rance. The only thing saving him from being a VillainProtagonist PlayedForLaughs is that the BigBad is even ''worse'' (like [[spoiler:raping his daughter and mutilating her at the same time or having prepubescent Kouhime gang-raped instead of just killing her]]) and, unlike Rance, has no redeeming qualities.
* ''VideoGame/ManaKhemia2FallOfAlchemy'' has this in spades, especially when the game focuses on Ulrika's workshop. Special mention goes to [[DarkChick Chloe]], who loves to spam her [[strike:curses]] incantations on people around her and is having fun watching how said incantations work (usually [[GoneHorriblyRight goes horribly right]]).

* ''VideoGame/SamAndMaxFreelancePolice'': Max and Sam often use this trope, but Max is especially comical and sociopathic, and he gets to be the president of the US for two seasons!
-->'''Max:''' Gratuitous acts of senseless violence are ''my'' forte.\\\
'''Max:''' Either termites are boring through my skull, or one of us is ticking.\\
'''Sam:''' Oh yea! ''[pulls out a time bomb]'' Max, where should I put this, so it won't hurt anyone we know or care about?\\
'''Max:''' Out the window, Sam! There is nothing but strangers out there!\\
''[Sam throws the bomb outside, it promptly explodes]''\\
'''Sam:''' I hope nobody was on that bus!\\
'''Max:''' Nobody we know at least!\\\
'''Sam:''' Geez, I don't know anyone who could firebomb kittens! [[spoiler:''[the kittens are a [[Film/TheThing1982 Thing]]-esque shape-shifting monster]'']]\\
'''Max:''' Here. Let me.
* ''VideoGame/{{Portal}}'' derives much of its BlackComedy from this trope.
** [[VideoGame/Portal1 The first game]] makes an extended joke out of Aperture Science and [=GLaDOS=]'s apparent [[MadScientist total disregard for the sanity and well-being of their test subjects]]. It helps that you don't actually see all the other people that died horribly to bring things to their present state.
** [[VideoGame/Portal2 The sequel]] shows that Aperture Science was practically ''built'' on this, with CEO Cave Johnson being a lunatic with an obsession with pointless and dangerous experiments to the point that he nearly ran his company into the ground.
--->'''Cave Johnson:''' Don't have any tumors? Well, unless you were wearing lead underpants when you sat on the chairs in our lobby, we took care of that too.
** Wheatley makes a point of observing that the [[AdorableEvilMinions turrets]] that you've been disposing of so cavalierly throughout both games are programmed to be able to feel pain. (Worse, there's no reason to create a gun turret that feels pain.)
*** This is doubly disturbing [[FridgeHorror considering]] several of the lines the turrets utter upon "death" such as "Whyyyyyyyy?!" and "I don't hate you." To say nothing when you start making them get rejected in ''Portal 2'' ("Whee... OH NO!", "I did everything you ASKED...!").
** In co-op, the player characters are robots so that when they die due to ineptitude or griefing, the deaths are [[WhatMeasureIsANonHuman funny rather than scary]]. It also helps that DeathIsCheap, due to the fact that, as a robot, they just make you a new body, reload your memories, and drop you back into the action. And when you finish a level, they just take you apart again [[spoiler:or just blow you up where you stand, at the end of a testing series]].
** [=GLaDOS=] even references this trope: She says that Chell's messed up situation of being held captive and asleep for an unknown amount of time is humorous because:
--->'''[=GLaDOS=]:''' Comedy equals tragedy plus time. And you have been asleep for a while. So I guess it's actually pretty funny when you do the math.
* Late-1990s early-2000s ''Creator/InsomniacGames'' absolutely ''loved'' this trope. Probably 50% of all the cutscenes in ''VideoGame/Spyro2RiptosRage'' and the [[VideoGame/RatchetAndClank2002 first]] [[VideoGame/RatchetAndClankGoingCommando two]] ''Franchise/RatchetAndClank'' games involve some poor soul getting eaten, squished, falling into lava or at least smacked around a bit.
* ''Franchise/TheElderScrolls'':
** ''[[VideoGame/TheElderScrollsIVOblivion Oblivion]]'' has an Orc [[MurderInc Dark Brotherhood]] member who recounts his [[WouldHurtAChild murder of a five-year-old]] if you talk to him before your first contract. While this sounds horrible, it's actually quite hilarious in the way that he recounts it:
--->'''Gogron gro-Bolmog:''' The great thing about killing a target up close and personal is you can talk to 'em before you do it! You know, say something scary! For example, this one time I had a contract to kill a little Nord girl at her birthday party. She asked me if I was the jester! So I said to her, "No, I am a messenger of death." You should have seen the look on her face! Ha ha ha ha! Anyway, she won't be seeing age six!
** ''[[VideoGame/TheElderScrollsVSkyrim Skyrim]]'''s ''Dragonborn'' DLC has Master Neloth, a [[TheMagocracy Telvanni]] [[TheArchmage Mage-Lord]] MadScientist and InsufferableGenius. Many of his statements are horrific but also hilarious. To note:
--->''"This won't hurt. But if it does, don't yell too loudly. I have very sensitive ears."\\
"It was fascinating to watch those tentacles grow out of your eyes."''
* Extremely common in ''VideoGame/Borderlands2'', but [[BigBad Handsome Jack]] and [[MegaCorp Hyperion]] easily take the cake for sheer [[ForTheEvulz unnecessary]] cruelty delivered dripping with BlackComedy.
-->'''Handsome Jack:''' This is Handsome Jack, thanking you, loyal test subject for helping bring Pandora into the future. The experiments you'll be put through will help us uncover new uses for Eridium, new cures for medicine and -- seriously? ''[chuckles]'' Why are you having me read this crap? This is freaking hilarious. They know we're gonna [[BodyHorror mutate the hell out of 'em]], why lie to 'em? ''[[[WeAreExperiencingTechnicalDifficulties static]]]''
* In the stages of ''VideoGame/McPixel,'' [=McPixel's=] task is to make sure the bomb doesn't blow up, no one said anything about making sure bystanders don't get hurt or used as battering rams.
* ''VideoGame/PokerNightAtTheInventory'', guest starring The Heavy from ''VideoGame/TeamFortress2'', has him gleefully regale his fellow players with the story of him finding an Engineer who had previously killed the Heavy's whole team, shoving the Engineer's wrench down the man's throat and ripping all his fingers off, while he laughs his head off through the whole story. Even Max the sociopathic bunny is squicked out.
%%* ''VideoGame/HectorBadgeOfCarnage''.
* ''VideoGame/SaintsRow'': [[VideoGame/SaintsRowTheThird The third installment]] ramps up the sociopathy to ludicrous levels. Throwing civilians is a thing. Murdering dozens of innocent cops is a thing. If you do it just right, you can convince the SWAT team to murder police officers -for- you. Then the sequel lectures you for all this nonsense.
* ''VideoGame/Prototype2'' takes place in a CrapsackWorld where New York is run by {{Sociopathic Soldier}}s on one hand and [[ZombieApocalypse zombies]] on the other. Naturally most of the humor comes from this.
-->'''Blackwatch Soldier:''' Dude, I shot this guy yesterday, I swear to God, he looked ''just'' like Creator/JimmyFallon! I mean, it wasn't Fallon, but he looked ''just'' like him!

* ''VisualNovel/FateStayNight'' has cases of this as well, such as when Saber seriously attempted to convince Shirou to let her go with him everywhere, including school, so she can protect him (note that she considers full body armor as casual dress).
** Ironically, from what does happen, this actually would have been a good idea despite the stress it would have caused.
** Shirou sometimes does this as well, as Issei 'did-you-just-tell-me-to-take-off-my-clothes?!' Ryudo can attest.

* A significant portion of the characters created for the BlackComedy Webcomics ''Webcomic/SaturdayMorningBreakfastCereal'' and ''Webcomic/CyanideAndHappiness'' do unimaginably cruel, horrible, and evil things, which is, of course, PlayedForLaughs.
* Yan from ''Webcomic/YingAndYan'' is often unapologetically mean to his conjoined twin brother Ying, insulting him even when he is faced with a problem like [[https://tapastic.com/episode/565957 identity theft]].
* Nearly all of the humor in ''Webcomic/{{Lackadaisy}}'' comes from tragedies and horrific injuries being presented in an amusing light. It helps that the main characters and most of those they tangle with are murderers, arsonists or getting paid blood money so they're endearing in their quirks, but not anyone the reader has to feel too upset about having their lives ruined or ended.
* Richard from ''Webcomic/LookingForGroup'' could very well be [[RhymesOnADime the pope of this trope]]. [[http://www.lfgcomic.com/page/60 Comic #60 pretty much gets the point across]].
* Webcomic/MrSquare uses this as a cornerstone to its comics. The titular Mr. Square is often put through both physical, and existential horrors for laughs. In [[http://revfitz.com/comic/issue374/ this comic]] he stands in absolute desolation and sadness as a "Schadenfreude-hat" salesman sets up shop next to him.
* Belkar Bitterleaf of ''Webcomic/TheOrderOfTheStick'' has both the archetype of the HeroicComedicSociopath and Comedic Sociopathy at the core of his character. There are too many examples of his behavior to chronicle here, but you don't have to read too far into the comic before he starts displaying his hilariously sadistic self full-tilt. In one recent arc, he force-fed a guard in a gladiatorial arena another man's internal organs, which had been neatly sliced out by his cat. [[CrossesTheLineTwice Then he pulled them out the other end]].
** In the early strips, everyone occasionally displayed comedic sociopathy; for example, after Roy was almost killed by poison traps and couldn't move, Elan used the opportunity to scribble obscenities on him. In real life, [[AndThatsTerrible that would be terrible]]. The whole group also saw Durkon as little more than a walking band aid, and left him behind, wounded, only remembering him when they needed healing. This changed, and, so far, only Belkar retained his sociopathy.
* Every iteration of ''Webcomic/{{Homestuck}}'''s Jack Noir starts out as this, particularly Spades Slick and the post-Scratch kid's Jack Noir. A lot of times, it [[MoralEventHorizon becomes a lot less funny later on]].
** Almost all antagonists in Homestuck are prone to humorous actions or dialog at some point. This makes it all the more jarring when they [[MoodWhiplash commit horrific atrocities]]. Case in point: [[spoiler:Caliborn]].
** [[TheHyena Terezi]] exhibits this early in the comic, when many had her chalked up as a LawfulEvil character. Her courtroom FLARP scene did nothing to dispel this impression. Later, it turns out she's not [[LawfulGood anywhere near as bad as she seems]].
** Vriska. Dear god, Vriska.
--->'''AT[[note]][[TheWoobie Tavros]][[/note]]:''' [[http://www.mspaintadventures.com/?s=6&p=004250 sORRY FOR WHAT,]]\\
'''AG[[note]]Vriska[[/note]]:''' For 8eing crippled, you ass!\\
'''AT:''' yOU WANT ME TO APOLOGIZE,\\
'''AT:''' fOR BEING PARALYZED,\\
'''AG:''' [[BluntYes Yes]].\\
'''AG:''' Say you're sorry.\\
'''AT:''' i DON'T MEAN TO BE RUDE, oR bORING,\\
'''AT:''' bUT THAT'S RIDICULOUS, gIVEN,\\
'''AT:''' uH, tHE CIRCUMSTANCES,[[note]]Vriska is ''the one who paralyzed him''.[[/note]]
%%* Mal in ''Webcomic/HeadTrip''.

* ''Webcomic/{{Shortpacked}}'': If it weren't for this and the fact that most of his stunts [[CrossesTheLineTwice Cross The Line Twice]], Mike would be the most heinous of villains. Instead he's one of the strip's most popular characters. [[http://www.shortpacked.com/comic/manfruit See for yourself.]]
* ''Webcomic/{{Punintended}}'''s comics demonstrate this on occasion, as seen [[http://punintended.thecomicseries.com/comics/20/ here]]. [[http://punintended.thecomicseries.com/comics/39/ Vegetable]] and the banter between the authors makes one ask if the authors themselves are somewhat examples of this.
%%* Fuzzy from ''Webcomic/SamAndFuzzy''.
* Wray of ''Webcomic/{{Snowflakes}}'' is a lovably intense bully who fancies herself a Viking warrior. Her arsenal includes the insane amount of devotion she brings to these activities almost always CrossesTheLineTwice, transforming what would normally be [[HilariouslyAbusiveChildhood a traumatizing childhood experience into pure hilarity]].

* Hex from ''Webcomic/CharbyTheVampirate'' tends to horribly and creatively maim and murder over annoyances and perceived slights, Charby also has a habit of dishing out DisproportionateRetribution to humans though he slowly gets better about this after accidentally befriending a human HunterOfMonsters.
* Just about all the humor in ''Webcomic/AnsemRetort'' is this (particularly Axel, Zexion, and Darth Maul, usually to [[ButtMonkey Riku]]). The ''very first strip'' involves Axel burning down an orphanage, then a courthouse.
* The entire premise of ''Webcomic/TwoGuysAndGuy'' revolves around its [[UnsympatheticComedyProtagonist three sociopathic main characters]].
* Nearly all of the characters in ''Webcomic/TheSnailFactory'' are completely apathetic to the suffering and horrible maiming of others.
* After winding up in a TeleporterAccident, CK from ''Webcomic/CommanderKitty'' decides to [[http://www.commanderkitty.com/2009/11/08/failure-is-status-quo/ run the next test]] on his BumblingSidekick, [[TheSlacker Mittens]]. Adding insult to injury, CK has a pair of [[Series/MythBusters shockwatch stickers]] slapped to him.
* Sim in ''Webcomic/CthulhuSlippers'' has no problem sending [[http://cthulhuslippers.com/comic/customer-services-double-update/ lethal products to his customers]] and field testing his only friend's body armor while the friend is still wearing it.
* ''Webcomic/SturgeonsLaw'': Marissa does this but unlike many webcomics, she's called out for it and considered more than just a whimsical DeadpanSnarker.
* ''Webcomic/MuhPhoenix'': Everybody at some point, but the Phoenix Force speaks like this constantly.

* Cannibalism? Abuse to women and children, [[spoiler:whether they are alive or dead]]? Two countdowns including a series of dark jokes, with the latter including HONORABLE MENTIONS? Yeah, [[WebVideo/TheMusicVideoShow The Music Video Show]] has slid into this in season four.
--> "There. NOW you'll have to come back to the [therapy] session." After, she kicks a woman down stairs.
** Season five proves that she has no soul, figuratively.
* ''ARG/ILoveBees'' (a ''VideoGame/Halo2'' ARG): Durga, a vengeful {{AI|IsACrapshoot}}, often humorously decides to punish people (for offenses like doing their jobs and annoying people she likes) by hacking into their accounts and changing details to make it look like they committed various crimes. She also makes a guy lose his job for interrupting her conversation, which he has no way of knowing was happening.
* In [[https://www.youtube.com/watch?v=_aBCEiQBzBk this]] video one of the reviewers basically abandons the other in a pit full of metroids, and even taunts him "suck it in wuss!". Also [[https://www.youtube.com/watch?v=Ml0gNUnDWgc this]] two [[https://www.youtube.com/watch?v=yWPMAhJdCwQ&feature=related part]] parodies.

* Thalia, the Muse of Comedy, in ''Literature/ThaliasMusings'':
-->"I try to help my [worshipers] by providing a series of comic mishaps in their lives. They never seem very appreciative." [[http://thaliasmusingsnovels.wordpress.com/2011/06/27/1-5-let-the-games-begin/]]
* In ''Roleplay/TouhouAGlimmerOfAnOutsideWorld'', this is possibly the most likely response to any situation where a character can get hurt: it's going to end up hilarious.

* More or less the premise of the first five seasons of ''WebAnimation/RedVsBlue''. Wyoming shooting a captive? Cruel. Caboose blowing Church up with a tank? ''Hilarious''. The Beaver Creek Reds and Blues slaughtering each other in a parody of the video game the show is set in? ''One of the best episodes''. Pelican crushes Donut? ''Lulz ensue''. Donut stuck by Tex? ''Still a meme a decade later''.
** Season 17 has a case of [[ReverseCerebusSyndrome a serious moment being twisted into this]]. Donut getting shot in the Season 7 finale was originally a [[WhamShot shocking moment]], specially as for a while it seemed like he actually was killed. Nearly a decade later, Donut's MentalTimeTravel forces him to repeatedly experience this moment again, and it makes for a hysterical RunningGag.

* There's huge amounts of needless violence ''WebAnimation/CampCamp'', much of it directed towards [[ButtMonkey David]]. Examples from the first episode alone include David being run over by the bus (twice!), David being bitten by Nikki, David being assaulted by a guitar-wielding Gwen and Space Kid being used as a HumanShield.
* From ''Podcast/FatFrenchAndFabulous'': "You have probably seriously considered throwing a human child down a storm drain on numerous occasions."
* Near-constant in ''Fanfic/FarceOfTheThreeKingdoms'', given that all the serious violence of the [[Literature/RomanceOfTheThreeKingdoms original novel]] is instead PlayedForLaughs.

* The web series ''WebVideo/UnknownMovies'' deconstructs this trope by playing the "angry, crazy, jerkass reviewer who says he'll hurt people or things that they don't like" trope and leading it to its logical (and [[Main/AxCrazy horrifying]]) conclusion.

* The LetsPlay/HoboBros discuss the concept of schadenfreude while struggling with the levels in one of their ''VideoGame/SuperMarioMaker'' videos.
* WebVideo/JonTron's "Starcade" series involved Darth Vader forcing Jon to review a bunch of ''Star Wars'' games. This was ultimately just to keep him distracted while Emperor Palpatine accomplished his evil plan: [[spoiler:rebuilding ''Star Wars Kinect'']], purely to enjoy the misery it will inflict on everyone else.
-->'''Jon:''' What do you want from me?! Why do this?!\\
'''Palpatine:''' Because I want to see people all around the galaxy [[spoiler:''do the funny Han Solo dance'']]!\\
'''Jon:''' Oh God, no!\\
'''Palpatine:''' And I will be there to watch as ''every last person'' [[spoiler:gets frustrated because the controls ''almost'' work, but ''NEVER QUITE DO WHAT THEY'RE SUPPOSED TO DO'']]!\\
'''Jon:''' Impossible evil! What wretched part of the galaxy did you ''spawn'' from?!\\
'''Palpatine:''' [[spoiler:'''''Los Angeles''''']].\\
'''Jon:''' [[BigNo NOOOOOOOOOOOOOOOOOOOOOO!!]]\\
''[Palpatine shocks Jon with Force Lightning]''\\
'''Palpatine:''' And after this, we will go into my chambers... and I will [[spoiler:watch you try to ''NAVIGATE THE '''MENUS''''']]!
* WebVideo/{{React}} Gaming has most episodes running on two sides of how it's fun to watch teens\adults suffer: horror games (bonus if UsefulNotes/OculusRift is employed, as the immersion heightens the JumpScare [[ScreamsLikeALittleGirl effectiveness]]), or NintendoHard stuff (particular mention to ''Videogame/{{Battletoads}}'' and its FriendlyFire).
* Creator/SamAndMickey's videos get most of their humor from making life for Barbie and/or those around her a living hell.
* BigMooney06 excels in this trope. You'd never think an [[VideoGame/Hitman2016 unstoppable assassin]] walking through an area killing everyone, even defenseless innocents, would be so funny.
* This is ''WebVideo/GrayStillPlays''' brand of comedy. In simulation games, Gray always attempts to make the worst possible choices, and get people killed whenever possible, and boy, does he make it hilarious.
* WebAnimation/{{Hololive}} has plenty of idols who engages in unidol-like behavior, and their sociopathy is often PlayedForLaughs. The prime example however is Suisei Hoshimachi, who gained a notorious reputation of MemeticPsychopath this way when it comes to video games where she can inflict violence on others, especially group collaboration game ''Project Winter'' where she infamously killed five people, one whom she taunts wearing the disguise of one of her friends and imitates her, and finishes off with a golden axe. All PlayedForLaughs of course.
* The ''WebVideo/GameGrumps'' often discuss this and accuse their fans of it, as the videos they make where they're playing terrible games or horror games, or really anything that makes them {{rage|breaking point}}, scream in horror, or otherwise just suffer, get the most views and votes. Among their three most popular videos of all time, alongside ''VideoGame/TheLegendOfZeldaBreathOfTheWild'' which was highly anticipated due to Arin's views on the ''Zelda'' series (namely, how much he criticizes ''[[VideoGame/TheLegendOfZeldaOcarinaOfTime Ocarina of Time]]'' and vocally hates ''[[VideoGame/TheLegendOfZeldaSkywardSword Skyward Sword]]''), are their playthrough of ''VideoGame/{{PT}}'' and when they played [[VideoGame/SuperMarioMaker Ross's sadistic Super Mario Maker levels]].

* Creator/AdultSwim:
** ''WesternAnimation/{{Metalocalypse}}'': Dethklok.
** ''WesternAnimation/{{Superjail}}'''s The Warden.
** ''WesternAnimation/AquaTeenHungerForce'': While we expect [[ButtMonkey Carl]] to suffer his end of abuse, it gets really irritating when even [[OnlySaneMan Frylock]] exhibits this behavior towards [[TheDitz Meatwad]].
*** Averted with [[{{Jerkass}} Master Shake]]; he tries to invoke this trope but most of the time he gets [[WhatTheHellHero called out by the other cast members]] and/or is frequently [[HoistByHisOwnPetard hoisted by his own petard]]. He only gets away with it due to evil karma [[KarmaHoudini constantly smiling upon him]]. [[ButtMonkey Except when]] [[KarmaHoudiniWarranty it doesn't]].
%%** ''WesternAnimation/TheVentureBrothers''.
** ''WesternAnimation/RickAndMorty'': Most characters have their moments, though Rick supplies the most by far. Sociopathy from anyone is almost always played for laughs; most of the show's drama comes from when characters ''don't'' act like sociopaths.
--->'''Morty:''' You sold a gun to a murderer so we can play video games?\\
'''Rick:''' Yeah sure, if you spend all day shuffling words around you can make anything sound bad, Morty.
*** {{Deconstructed|Trope}}. Rick Sanchez certainly comes across as one, but it's implied to be a defense mechanism fostered over decades -- if he ever stopped to empathize with those he's wronged over the years or consider the full consequences of his actions, he just might go completely insane.
* ''WesternAnimation/RobotChicken'' showcased this with Uncle Owen in one of the ''Franchise/StarWars'' specials, with him whispering something to Beru and prompting a laugh. The joke was [[spoiler:"I guess that makes him Comicstrip/LittleOrphanAnnie!"]], with Owen citing the "Tragedy + Time = Comedy" formula (and blithely ignoring [[spoiler:the corpse of Anakin's mother right there]]). [[BrickJoke This comes back to bite him in the ass]] ''hard'' later on, though.
* ''WesternAnimation/DrawnTogether''. Special mention has to go to Captain Hero, whose actions might be better described as Comedic Psychopathy.
-->'''Captain Hero:''' YES! Captain Hero ONE! Billions of innocent Zebulonians... um... dead... oh. Uh... I...''(slinks off)''

* 99% of the time, Goofy in ''WesternAnimation/GoofTroop'' is completely oblivious to how much destruction and pain his clumsiness inflicts, especially to his neighbor Pete.
* ''WesternAnimation/{{Kaeloo}}'': [[VillainProtagonist Mr. Cat]], [[AntiHero Stumpy]] and even Kaeloo herself on occasion. Everybody is this towards Stumpy half the time.
* Of the central characters on ''WesternAnimation/{{Futurama}}'', perhaps only [[{{Jerkass}} Bender]] really qualifies as a true sociopath. Nevertheless, the characters all show tremendous disregard for each other's feelings. And [[MemeticMutation everyone's sociopathic for]] Zoidberg.
** Zapp Brannigan is utterly selfish and narcissistic, and not even in an endearing way like Bender. There's an element of comedic sociopath to his actions, but the humor from his character is mostly drawn from the horrible things that happen ''to'' him.

* Although many characters in ''WesternAnimation/SouthPark'' fit this trope, the most obvious example would have to be Cartman, who freely manipulates and uses everybody around him according to whichever whim has him at the moment. As an example: In the episode "[[http://en.wikipedia.org/wiki/Ginger_Kids Ginger Kids]]", Cartman freely advocates denying all [[RedHeadedStepchild ginger kids]] basic human rights. After Stan and Kyle conspire to turn Cartman into a ginger with makeup, convinced that it is [[TheOnlyWayTheyWillLearn the only way he'll learn]] fairness, Cartman proceeds to instantly convert to the ginger cause and quickly advocates the total ''genocide'' of all ''non''-gingers... especially the gingers who are "faking it" with makeup.
** He ''killed a guy's parents and fed them to him'', then added insult to injury by [[PokeThePoodle making his favorite band laugh at him]]. He was upset with that after learning that was ''his'' father... [[spoiler:making him half-ginger]].
** [[ButtMonkey Butters and Pip]] are frequent victims of Comedic Sociopathy; you would expect a {{Jerkass}} like Cartman to exploit or bully the unfortunate souls, but be less expectant of Stan and Kyle (and sometimes even [[OnlySaneMan Chef]]) acting as {{Manipulative Bastard}}s around them (anti-bigoted Kyle even went into a long-winded rant at "Frenchy little frog" Pip that earned him a broken nose). In later episodes, this treatment was toned down slightly, with closer-to-Earth characters acting more sympathetic towards Butters and Pip being put OutOfFocus until he was squashed by Mecha-Streisand.
--->'''Everyone:''' Shut up, Pip!
* If it weren't for AmusingInjuries, [[spoiler:Eddy's brother]] from ''WesternAnimation/EdEddNEddy'' would step over from this to just plain sociopath, though it stopped being amusing due to how far his ''brother'' took the abuse and how it's implied he's been abusing his brother since he was a kid.
** Just about every kid in the show, from the GirlNextDoor (Nazz) to the AmbiguouslyGay girly boy (Jimmy), beats the crap out of/brutally mauls another kid. With most of it happening to the Eds. [[AbhorrentAdmirer The Kanker Sisters]] supply the [[BlackComedyRape sexual harassment]] part in regards to the Eds. Of course, it's PlayedForLaughs.

* ''WesternAnimation/TotalDrama'' engages in this very regularly, thanks to being a spoof of reality TV that is hosted by a literal sociopath. Literally every character in the show has been hurt or humiliated in some manner for the purposes of comedy.

* As one of the series' resident {{Butt Monkey}}s, Bill is on the receiving end of a fair bit of this on ''WesternAnimation/KingOfTheHill''.
* Random!Blitzwing of ''WesternAnimation/TransformersAnimated''. He rips off Ratchet's hand at one point. And it is ''hilarious''.
* The creepy old claymation guy on ''WesternAnimation/GrizzlyTalesForGruesomeKids'' could barely go a host segment without abusing his pet spider in some morbidly humorous way.
* Roger of ''WesternAnimation/AmericanDad'' dishes this out to ''everybody''. Heck, every one of the main characters exhibits this at multiple points.
* [[CreepyChild Gaz]] in ''WesternAnimation/InvaderZim'' is something of a Comedic Sociopath. The entire show is essentially this.
* Louise from ''WesternAnimation/BobsBurgers'' definitely qualifies. In the first episode alone, she convinces the town that their restaurant uses [[ImAHumanitarian human flesh]] in their burgers and at the point where Bob is close to defusing the situation, convinces the crowd to turn on him.
* Everyone on ''WesternAnimation/{{Archer}}'', but Archer and Lana deserve special mention.
* ''WesternAnimation/SpongeBobSquarePants'' became this after the movie. All characters have had shades of this (excluding Sandy), especially Mr. Krabs; after his marked Flanderization following the movie, he's actually a Comedic Sociopath, insensitive and immoral, arguably the kid's show equivalent of Cartman. Even to the extent that gets to have very disturbing moments, including "One Coarse Meal", where he nearly ''[[DrivenToSuicide drives Plankton to suicide]]''.
** And in fact, the most frequent victims of Comedic Sociopathy are Squidward, Plankton and Gary, who are often injured or humiliated by most other characters.
** DependingOnTheWriter, Squidward can have a playful sociopathic side himself. As a result, it's hard not to enjoy it with him.

* And ''then'' there's WesternAnimation/DaffyDuck, especially in ''WesternAnimation/TheLooneyTunesShow''. He can get downright dethpicable.
* The Urpneys are regularly beaten, squashed, fried and otherwise comically decimated by everyone from their BadBoss, their MadScientist rival, to the messianic Dream Maker, his Noop {{Kid Sidekick}}s and their pet dog fish in ''WesternAnimation/TheDreamstone'', largely for being shanghaied into a villainous mission they don't even want to be part of. Played (at least partially) less comedically in the opening of the pilot episode, [[YouHaveFailedMe where it is shown clearly that an Urpney can ultimately be killed]].
* Dan of ''WesternAnimation/DanVs''. The whole show is built around Dan going to great lengths to exact revenge on anyone and anything he feels has wronged him. He even maintains a [[EnemiesList list]].
* This fuels both ''WesternAnimation/BeavisAndButtHead'' and the audience watching them.

* ''WesternAnimation/{{Shrek}}'' has a few minor examples, which would be quite throwaway if they didn't [[BrokenAesop undermine the movies' central Aesop]]. "It's what inside that counts" is all fine and good -- except that Shrek and Fiona will behave like [[TheHedonist hedonistic]] {{sociopath|icHero}}s whenever it doesn't affect the plot. (They get better.)
** In the first movie, the couple have a cutesy scene where they're falling in love. They display their affections by blowing up a toad and a snake into balloons. It's [[RuleofFunny funny as heck]], but they just let the creatures float away, with little chance of deflating. And there's also that scene with the bird that popped.

* ''Webcomic/{{Blazen}}'''s AlternativeCharacterInterpretation of Litchi definitely qualifies. She's an [[FauxAffablyEvil Bad]] [[GoodBadGirl Bad Girl]] {{Magnificent B|astard}}itch who [[spoiler:tricked Tao into carving up the body of a dead hooker and then ''[[ImAHumanitarian made meat-buns out of her before feeding them to Tao and Ragna]]'']]. Although, Comedic Sociopathy pretty much sums most of the comedy in Blazen. Just look at Jin and Hazama...

** Much of the comedy in ''Manga/InuYasha'' relies on sociopathy, with Miroku's lechery (including Sango's violent reactions), Shippo's pranks, Kagome's abuse of the "sit" command, and everyone's treatment of Myoga.

* The relationship between Louise and Saito in ''LightNovel/TheFamiliarOfZero'' is distinctly ''unhealthy'' as Louise is, quite frankly, violently abusive towards Saito. She calls him her dog, but if she treated even an ''actual'' dog like that she'd be prosecuted for animal cruelty. At one point in the novels, she beats him with a whip ''after'' viciously beating him the night before. Not a riding crop, an actual ''whip.''

* Comicbook/JohnnyTheHomicidalManiac, in spades.
* ComicBook/{{Ultimate|Marvel}} Comicbook/{{Hawkeye}}, especially when he's [[ComicBook/TheUltimates written]] by Creator/MarkMillar.

* The Series/{{Highlander|TheSeries}} fic ''What's a Little Homicide Between Friends'' is built on this. Duncan and Methos, immortals who can't be killed permanently unless someone cuts their heads off, get into a hilariously in-character game of one-upmanship that involves assassinating each other over and over again in increasingly outlandish ways.

* ''Film/GuardiansOfTheGalaxy'' has ComicBook/RocketRaccoon and ComicBook/DraxTheDestroyer, one of whom is an amoral mercenary and one of whom is a vengeance-driven {{Human Alien|s}} from a warrior culture. The best example is probably at the end of the movie, when they both try to get pardoned for any future crimes they might commit after just being given a clean slate for their old ones:

* ''LightNovel/{{Durarara}}'': Shizuo is always throwing heavy things ([[MemeticMutation vending machines]], trash cans...) at anyone that made him angry, especially Izaya. However, Izaya doesn't seem to have any damage from it, and gives back as much in the form of fast moving cars, knife assaults, and hits on Shizuo's life. (It's a strange relationship.)

* This is the premise for a lot of humor in ''LightNovel/ACertainMagicalIndex''. Touma's bad luck constantly has him [[AccidentalPervert constantly running into naked or partially-undressed girls]] changing in all manner of weird places -- in a park in broad daylight, an unlocked classroom, a large tent (he rushed in after hearing a scream). The results usually involve titular character Index [[UnprovokedPervertPayback biting him on the head]]. He gets [[DoubleStandardAbuseFemaleOnMale slapped and/or punched]] and has objects thrown at him on a regular basis. Some girl gets pissed at him when ''she'' walks in on him changing. The guy just can't win.

* Wonderella in ''WebComic/TheNonAdventuresOfWonderella'', despite nominally being a superhero, only really cares about her own needs and desires and doesn't particularly care about collateral damage if it gets the job done quickly. Just to hammer the point home, when she and Wonderita encounter the MirrorUniverse Wonderella, she's ''exactly the same'' as Wonderella Prime.

* The ''WebVideo/GameGrumps'' often discuss this and accuse their fans of it, as the videos they make where they're playing terrible games or horror games, or really anything that makes them {{rage|breaking point}}, scream in horror, or otherwise just suffer, get the most views and votes. Among their three most popular videos of all time, alongside ''VideoGame/TheLegendOfZeldaBreathOfTheWild'' which was highly anticipated due to Arin's views on the Zelda series (namely, how much he criticizes [[VideoGame/TheLegendOfZeldaOcarinaOfTime Ocarina of Time]] and vocally hates [[VideoGame/TheLegendOfZeldaSkywardSword Skyward Sword]]), are their playthrough of ''VideoGame/{{PT}}'' and when they played [[VideoGame/SuperMarioMaker Ross's sadistic Super Mario Maker levels]].

Creator/JohnCleese once noted, when talking about ''Series/FawltyTowers'', that comedy is very much like {{tragedy}}, the only difference being that comedy lacks sympathy towards the character. This is often because the character in question [[AssholeVictim ususlly doesn't deserve sympathy]]; for example, Basil Fawlty lives a life full of hardships, annoyances and general misery, but because he is [[{{Jerkass}} antisocial and offensive]] towards his guests [[MeanBoss and staff]], often [[DisproportionateRetribution with little provocation]], and most of his misery is caused by [[LaserGuidedKarma his own actions]], you find yourself laughing at him rather than mourning his misfortune. If Basil Fawlty were a decent person rather than an UnsympatheticComedyProtagonist, ''Series/FawltyTowers'' would be a depressing exercise in watching a man being tortured undeservedly -- a KafkaKomedy.

Creator/JohnCleese once noted, when talking about ''Series/FawltyTowers'', that comedy is very much like {{tragedy}}, the only difference being that comedy lacks sympathy towards the character. This is often because the character in question [[AssholeVictim doesn't exactly merit sympathy]]; for example, Basil Fawlty lives a life full of hardships, annoyances and general misery, but because he is [[{{Jerkass}} antisocial and offensive]] towards his guests [[MeanBoss and staff]], often [[DisproportionateRetribution with little provocation]], and most of his misery is caused by [[LaserGuidedKarma his own actions]], you find yourself laughing at him rather than mourning his misfortune. If Basil Fawlty were a decent person rather than an UnsympatheticComedyProtagonist, ''Series/FawltyTowers'' would be a depressing exercise in watching a man being tortured undeservedly -- a KafkaKomedy.

* LetsPlay/{{Pwnage}} Both of the men qualify for this, but Damian more so. Best seen in their ''VideoGame/WhackYour'' Let's Play, as Damian imagines the teacher as someone from the 2nd grade, and constantly laughs maniacally while killing him.
--> '''Kyle''': Why are you laughing so manically?
--> '''Damian''': [[PsychopathicManchild Drink his blood!!]] [[LargeHam Drink HIS BLOOD!!!]]