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9[[quoteright:330:[[WesternAnimation/BatmanBeyondReturnOfTheJoker https://static.tvtropes.org/pmwiki/pub/images/Bang_9072.jpg]]]]
10[[caption-width-right:330:[[Characters/DCAUJoker His]] [[BangFlagGun act]]'s a real ''[[{{Pun}} killer]]''.[[note]][[BewareTheSillyOnes This is right before he actually shoots someone with the flagpole]].[[/note]]]]
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12->''"He's an absolutely awful human being. The strange thing about comedy is that if an awful character makes people laugh, people feel affectionate towards him. It's insane because if they had to sit next to him for five minutes at a dinner, they would absolutely not be able to cope with him. They would loathe him. But because he makes them laugh, they think, deep down, he's alright."''
13-->-- '''Creator/JohnCleese''', on [[Series/FawltyTowers Basil Fawlty]]
14
15Villains can be many things... {{magnificent|Bastard}}, [[CompleteMonster horrific]], [[ItsAllAboutMe self-obsessed]], [[WhatIsEvil philosophical]] and even [[AntiVillain sympathetic]]... but special attention goes to the villain that makes you laugh. It might be because they’re [[HarmlessVillain an idiot]], it might be that you [[IneffectualSympatheticVillain empathize with them]], it might be because they’re [[DeadpanSnarker quick with a quip]], or it might be simply that their actions are so unexpected. In any case, some villains will always be funny.
16
17Of course, funny does not always equal weak. Praise be to the villain who can cause a chuckle from the audience, right before viciously thwarting the hero's best efforts. In fact, if done correctly, the very things that make a villain qualify can make them downright disturbing once they begin crossing the MoralEventHorizon. Villain laughing at faking someone out with [[BangFlagGun a gun with a "BANG!" flag coming out]]? Funny. Same villain doing the exact same laugh when shooting them for real a few seconds later? ''Creepy.'' A truly well written one can manage to pull off both at once. See the trope picture for [[Characters/BatmanTheJoker an excellent example]] of this subtype. Just because a character qualifies, it does not prevent them from being [[CompleteMonster completely evil and there are many villains that manage to be both]] (again, see the page image). In these cases, what makes them funny also makes them ''very'' unsettling because of how much fun they have committing the most horrific acts possible.
18
19Often overlaps with the HarmlessVillain (Harmless Villains are inherently funny, but funny villains are not inherently harmless), AffablyEvil, FauxAffablyEvil (who are often funny), LoveToHate, the IneffectualSympatheticVillain and MagnificentBastard. And with EvilIsHammy (playing a villain seems to be very fun). It's also a prerequisite for the BumblingHenchmenDuo, the TerribleTrio and the QuirkyMinibossSquad. Interestingly, this either subverts or complements EvilHasABadSenseOfHumor, as does TooFunnyToBeEvil, a closely related sister trope. Tends to be the sort who CrossesTheLineTwice. See also LaughWithMe and BewareTheSillyOnes. A villain who is laughably evil need not have an EvilLaugh, though it can help. Alternatively, they may have an UnevilLaugh. A particularly CardCarryingVillain with emphasis put on the comical aspects of their "BadIsGoodAndGoodIsBad" morality can very easily turn into a Laughably Evil villain. Can go with GodwinsLawOfFacialHair, where the toothbrush mustache is used to mock Hitler and evil authoritarians.
20
21----
22!!Examples:
23[[foldercontrol]]
24
25[[folder:Anime and Manga]]
26* Jason Beck from ''Anime/TheBigO''. When he's not being an egotistical fop, he's actually frighteningly competent. Too bad this is overshadowed by his over the top hubris, which pushes him firmly into the "Laughably" part of this trope.
27* ''Franchise/DragonBall'':
28** Most of the villains of early ''Manga/DragonBall'' are like this. Such villains include General Blue, who is utterly hilarious in personality (and also CampGay) but also a very deadly opponent, and Emperor Pilaf, who has no idea what he's doing.
29** The Ginyu Force from ''Anime/DragonBallZ'' are Frieza's top soldiers, and regularly lay waste to entire planets, and give the heroes the beating of their lives. They're also the definitive QuirkyMinibossSquad, who punctuate their beatdowns with well-rehearsed Super Sentai poses and play RockPaperScissors to decide who gets to fight when.
30** Majin Buu, especially in his Fat Buu form, where his antics and are so childish, goofy, and cartoonish that you almost forget that his "games" are killing millions of people, at least until the EstablishingShot of the barren wasteland where a thriving city used to be. Unlike others, he honestly ''doesn't'' know what he's doing is wrong (at least as Fat Buu), and Mr Satan manages to single-handedly convert him to good.
31** Beerus from ''Anime/DragonBallZBattleOfGods'', for a [[BlueAndOrangeMorality certain value of "evil"]]. He's a goofy cat-god who loves gorging on food, and also happens to want to blow up Earth for petty reasons.
32* The [[TerribleTrio Team Rocket]] trio from ''Anime/PokemonTheSeries'' are this, which is the reason why they are so popular. At least until ''[[TookALevelInBadass Best Wishes]]'', when their boss gives them an actual serious assignment. Once that season was concluded, they soon reverted to their original goofy antics.
33* Tobi from ''Manga/{{Naruto}}'' was this at first. [[spoiler:Then [[BigBad he]] [[TheChessmaster decided]] [[TheManBehindTheMan to stop]] [[ObfuscatingStupidity fucking around]].]]
34** Then we got [[SirSwearsALot Hidan]]. A psycho priest who laughs every time he kills his opponents. How he does it is gruesome but it's his [[PsychopathicManchild interactions with everyone tend to be hilarious]] [[BlackComedy despite the situations of some of them]].
35** And to an ever so slightly less milder version of this trope, we got [[MadBomber Dei]][[MadArtist dara]]. He is also a bit crude in his methods as well, but he has his entertaining moments generously sprinkled in the series.
36* Dedede in ''Anime/KirbyRightBackAtYa''. He's more evil than his game counterpart, but also one of the most entertaining characters on the show.
37* ''Manga/OnePiece'':
38** A number of villains are various shades of doof, such as Buggy the Clown, a VillainousHarlequin who's [[LawOfDisproportionateResponse (violently) sensitive about his nose]], Spandam, who alternately [[KickTheDog kicks the dog in new and horrible ways]] and makes himself look like an idiot, and Doflamingo, a vicious crime lord who likes wearing a pink feathery cape and is nicknamed "Doffy".
39** On the opposite side of the power spectrum is Kaku. The second most powerful member of Cipher Pol 9, he can transform into a giraffe. No, you didn't misread that. He can transform into an actual giraffe. Even better, he can transform into a half-man/half-giraffe. One that keeps his trademark square nose. He sincerely believes giraffes to be powerful creatures and during his fight with Zoro was prone to defending them by saying such things as "Witness the power of a giraffe!". Though that ''could'' be part-denial since everyone keeps mocking him for his powers. Oh, and he uses his nose as a weapon. Any animal that can kick a full-grown lion ass-over-appetite ''is'' powerful, even if their goofy build and lack of vocalizations in the range of human hearing obscures that fact. What makes the fight even funnier is that Kaku has just eaten his Devil Fruit, and is figuring its powers out as he goes along (bear in mind that many Devil Fruit users have to spend ''years'' learning their powers; for example, flashbacks show that when [[TheHero Luffy]] ate the [[RubberMan Gum Gum Fruit]], he had to go through quite a bit of training before he could even throw a proper punch). The funny moment comes when he discovers the aforementioned "shorten neck to extend arms and legs" move, reasons that it works on the same principle as a pasta machine, then names the move "Pasta Machine." Also in his favor is that, despite being a government agent, [[AffablyEvil he's a pretty chill guy,]] even giving a good-natured laugh to a post-battle quip from one of the heroes.
40** Blackbeard introduces himself getting into an eating contest with Luffy, before becoming one of the Four Emperors.
41** Big Mom is a real threat and most of her problems are played for drama, but the lengths her SweetTooth goes (she even named most of her children after various confections) often add levity to her arc.
42** The final emperor, Kaido, is mostly a KnightOfCerebus... but he's also TheAlcoholic and a hilariously destructive drunk.
43** Kaido's subordinate [[GenderBlenderName Queen]] engineers biological weapons and is actively abusive to his underlings, but is also a [[BigFun round]] and [[LargeHam hammy]] man who describes himself as "funky" and is introduced with a dance number.
44* Mara from ''Manga/AhMyGoddess''. She takes time out of her busy day tormenting goddesses and attempting world conquest in order to ''knock a child's ice cream cone'' out of his hands to fulfill a snide wish by his sister. A truly admirable commitment to evil on any scale. For those who are wondering this happens in the first season of the TV series -- if not in Mara's first episode, then in her first or second appearance after that. The scene in question actually makes her seem oddly like a ''Franchise/{{Disgaea}}'' character, laughing maniacally at her "evil deed" and resulting in both of the kids kicking her in the shin simultaneously and high-tailing it, to her angry surprise.
45* Baki and Minki from ''Manga/HellTeacherNube''. They're (nominally) evil, powerful, hugely destructive Oni, but the former ''adores'' ice cream, toys, and riding around on the little kids' train in the park, and the latter has some ''bizarre'' notions of what a good big brother/little sister relationship should be like.
46* Gates of ''Literature/FullMetalPanic: The Second Raid'' is so over-the-top with his ChaoticEvil antics that everything he does is completely random. Despite the sadistic violence, this makes him even funnier.
47%%* Wester from ''Anime/FreshPrettyCure''.
48* UsefulNotes/OdaNobunaga from the ''VideoGame/SengokuBasara'' anime. It's not because he's dumb. Or incompetent. Or even snarky, for that matter. It's just that he's so [[ObviouslyEvil mind-bogglingly, skull-stompingly, baby-eatingly evil]] that he becomes hilariously awesome just through his very existence.
49* The various teens of ''Manga/RanmaOneHalf'' could conceivably come off as this, as opposed to ComedicSociopathy. Not one of them (except for Kasumi, and even she made mischief on some occasions in the early manga) has done something that doesn't make them look at least partially villainous, yet these same deeds (and the regulars who generally are villains) still manage to be funny because of their attempts at evil.
50%%* Prince Walter from ''Anime/TheBraveOfGoldGoldran'' fits this trope.
51* Almost all of the Order of the Glittering Star from ''Anime/StarDriver''. Their everyday personas are so over the top that you can't fully take their villain sides seriously - all of them being [[EvilIsHammy hammy]] certainly helps too.
52* ''Anime/ElHazardTheMagnificentWorld'': Katsuhiko Jinnai is an EvilGenius, whose antics are constantly over-the-top and the delivery of his dialog ranges [[DeadpanSnarker from snark]], to [[LargeHam bombastic.]]
53* ''Franchise/{{Patlabor}}'': Richard Wong initially comes across as [[AffablyEvil a happy-go-lucky]] {{Manchild}}, to the point that it'd be hard to believe he's a villain, if the series didn't remind you of it [[ScaryShinyGlasses by having his glasses glint]] every so often... except it doesn't have the usual effect, since [[{{Troll}} his mannerisms]] don't change in the slightest.
54%%* Pixy Misa from ''Anime/PrettySammy''. She is a parody of DarkMagicalGirl.
55* The Golden Witch [[BigBad Beatrice]] in ''VisualNovel/UminekoWhenTheyCry'' [[NoFourthWall is aware that she is the villain of the series]], and is just adoring the role. She's a LargeHam and she loves to chew the scenery, just listen to it when she talks to Battler. However, this is only in the anime, since in the original sound novels she's later revealed to be a good deal more tragic, [[spoiler:and [[DiscOneFinalBoss she isn't even the main villain]] in the first place]].
56* Blastmon from ''Anime/DigimonFusion'' is said to be immensely powerful, but has the mind of a 5-year-old and calls the other generals by nicknames. Then he's defeated by the heroes and is reduced to a hopping head for the rest of the series. Before him, there was [[Anime/DigimonAdventure Etemon]], an [[LargeHam over the top]] rockstar monkey who's both silly, and far stronger then the last BigBad.
57* Prince Eccentro of ''Anime/MonColleKnights''. He's the comedian of the anime, often accompanied by a FieryRedhead and a CloudCuckooLander as two of his followers, thus why he's so popular with fans of the show. The aforementioned [[FieryRedhead Batch]] and [[CloudCuckooLander Gluko]] are also quite comedic. Quite often at the end of many episodes, Gluko often happily stands by and adores the scenery while Batch and Eccentro get [[HumiliationConga rather embarrassing moments]]. They even get into rather comedic situations involving Ms. Loon.
58* Laharl in ''Anime/MakaiSenkiDisgaea'' has quite the reputation for having some rather funny moments. Also, in Episode 3, Vulcanus becomes this when he accidentally almost falls off a statue and causes it to fall, which leads to Flonne and Etna's clothing & personality swaps. When he finds Flonne sleeping with Laharl and Etna, he flips out and hits her with a ThisIsUnforgivable and attempts to kill all three but accidentally falls into a clam exhibit and is unable to get out for the rest of the episode. Later, while he's still trying to get out, he knocks over the same statue again, causing clothing swaps again, this time for Laharl, Etna, Flonne, and one of the Prinnies.
59* ''Manga/FullMetalAlchemist'':
60** Barry the Chopper is an unrepentant SerialKiller whose lunacy, [[LargeHam hamminess]], and total inability to understand normal human morality is PlayedForLaughs. He ends up becoming Laughably Anti-Heroic later on post HeelFaceTurn, becoming a HeroicComedicSociopath.
61** Before he went all OneWingedAngel, [[BigBad Father]] had a tendency to make small, sardonic quips while horrendous battle raged all around him - usually along the lines of "Why does everybody feel the need to demolish my home?"
62** Envy is a disgusting, malignant sadist to be certain. But they're so comically inept and mindlessly hateful that they're able to make you laugh at their [[TheChewToy absurd physical abuse]] and comically self-superior behavior before horrifying you by gloating about another unspeakable atrocity. And Envy has [[FashionVictimVillain godawful fashion sense]] and, according to Ed, looks like a palm tree with his hair.
63* In a similar case to Barry, Ladd Russo from ''Literature/{{Baccano}}'' is a complete nutjob who loves killing just for the sake of killing. While it can be argued whether or not his actions are ''intentionally'' PlayedForLaughs, it's hard not to enjoy watching the guy have so much fun.
64* Macine Baron from ''Manga/SteamDetectives''. A bumbling collector and inventor of steam-powered robots with a hilariously overblown Austrian accent; willing to steal the robots if he feels like it. Certain robots he's got his eye on are more-or-less SteamPunk Roombas. Upon being defeated by [[RobotBuddy Goriki]], he develops a deep affection towards "him".
65* ''Literature/SwordArtOnline'': For a psychopathic player killer, Vassago Casals can be somewhat humorous when interacting with his allies. He has a tendency to make Gabriel uncomfortable by calling him "bro," constantly butts heads with Critter, shows [[PsychopathicManchild childish glee]] in logging into the Underworld and joining the front lines, confuses his Underworld allies with MMO terminology, and frequently makes random tension-breaking comments. In a dark twist, his goofiness is just an [[FauxAffablyEvil act]] to hide his monstrous nature from his fellow Glowgen mercenaries. Once he logs into the Underworld as [=PoH=] and abandons the act, his physical and psychological violence against enemies and allies alike is played for horror.
66* Jan Valentine of the Valentine Brothers assassination team from ''Manga/{{Hellsing}}'', he's very {{sadist}}ic and cruel and he's also hilarious, he's [[SirSwearsALot very foulmouthed]] and loves to tell disgusting stories, he also treats the assignment like a game, and in the manga long after he's been killed he shows up from time to time to break the fourth wall.
67* Jake Martinez from ''Anime/TigerAndBunny'' is basically the T&B universe's Joker. He's a Fantastically Racist terrorist, a serial killer, a kidnapper, a mercenary and an all around egotistical asshole who's threatening despite his... questionable wardrobe. And yet he somehow manages to say and do terrible things like murder an underling who failed him (& brag about it to people who had captured said underling), threaten to destroy a city if its heroes couldn't beat him, & force one of the heroes to help draw out his allies in ways that make them hilarious as they are horrid.
68* ''Anime/TransformersRobotsInDisguise'':
69** Skybite is the IneffectualSympatheticVillain version.
70** Any Predacon who isn't Megatron/Galvatron is prone to making silly remarks and screwing up missions in absurd ways.
71* ''Literature/UndefeatedBahamutChronicle'' has Yoruka Kirihime, who attempts to convince Lux to join the ArcVillain of Volumes 3 to 5. However, she lacks any sense of personal space or tact, causing her to create all sorts of awkward situations. This includes interrupting his math class, helping him mow a lawn with a katana, and washing his back in the school's bathhouse. This gets inverted after her HeelFaceTurn, where her lack of social skills and her inability to connect with others are played for drama.
72* While ''Manga/{{Berserk}}'' has always been a dark and edgy series, there are a few villains that stand out who are kind of hard to take serious.
73** [[MilesGloriosus Adon Corbolwitz]], the big bragging leader of the Blue Whale Heavy Assault Knights of Chuder. While the other two villains of the Hundred-Year War Mini-Arc are not very funny (Governor Gennon is a DepravedHomosexual and a pederast wishing to make [[MagnificentBastard Griffith]] his lover, and [[FourStarBadass General Boscone]] is a scary, no-nonsense [[GeniusBruiser military mastermind]]), Adon seems to go out of his way just to make the situation as laughably [[LargeHam hammy]] as possible. Though he has nasty qualities as both a DirtyCoward and a StrawMisogynist [[StayInTheKitchen who resents]] [[ActionGirl Casca]] a great deal, he's still just ''so'' over-the-top that you can't help but laugh. He brags about his great love for battle, as well as [[MemeticMutation boasting about his family's secret techniques, passed down for over 1,000 years]], and his dramatic entrances. It helps that Mike Pollock, the guy who voices Doctor Eggman, voices him, too.
74** While Griffith shaves all of this after becoming [[MoralEventHorizon Femto]], he still manages to be a pretty damn silly goof during the Golden Age, as seen during the water fighting scene and the scene were he shows Guts a pornographic book. While he’s not a villain at this point, he’s still [[NominalHero rather evil]], as shown when he [[spoiler: smiles after Adonis is accidentally murdered]].
75** SinisterMinister [[TheFundamentalist Bishop Mozgus]] straddles the line between hilarious and horrifying. He's an ObliviouslyEvil LargeHam with exaggerated facial expressions and mannerisms that make the numerous atrocities he's committed slightly harder to take seriously.
76* The BigBad of ''Manga/{{Inuyashiki}}'', Hiro Shishigami, is a PsychopathicManchild SerialKiller whose naïve outlook and BlueAndOrangeMorality make him as amusing as he is terrifying. One of the series' most infamous moments is him brutally murdering a girl's entire family, then trying to hold a conversation about ''Manga/OnePiece'' with her while she's in fear for her life.
77* ''Manga/JujutsuKaisen'': Suguro Geto and the disaster [[ThePowerOfHate curses]] are sadistic monsters trying to wipe out humanity and for most of them, there are no lows they wouldn't step down to in order to win. Still, their VillainsOutShopping antics and frequent bickering makes them quite enjoyable to watch, e.g. playing football with a severed curse head, [[InvisibleToNormals lounging around]] in a restaurant or in their tropical beach-located base of operations. Special mentions goes to [[PsychopathicManchild Mahito]], the [[BodyHorror most]] sadistic of the group, with his cheerful behavior and occasional lapses in judgement that lead to even more satisfying moments of getting his ass kicked.
78* ''Anime/ProjectAKo'''s villains, with the exception of Gail and his CoDragons, are all comedic or have funny moments.
79** [[AcademicAlphaBitch B-ko Daitokuji]] and her GirlPosse are the antagonists for much of the series, but B-ko's attempts to claim C-ko Kotobuki for herself tend to utterly fail more often than they come close to succeeding, and her rivalry and bickering with A-ko Magami is the main source of comedy. Her GirlPosse are a bumbling QuirkyMinibossSquad who get easily beaten by A-ko, even Mari, a female {{Expy}} of [[Manga/FistOfTheNorthStar Kenshiro]] who is herself played for much laughs.
80** Captain Napolipolia and Agent D are two members of the alien Lepton Kingdom who launch an AlienInvasion halfway through the first film. Despite this, D is a joke- the first film's RunningGag is D getting run over by A-ko while she is [[SuperSpeed speeding off]] to school and carrying C-ko with her; and while the Captain is intially portrayed as a legitimate threat, this lessens once [[spoiler:[[SamusIsAGirl she and D are revealed as manly-looking women]], with D wearing a BattleBikini and the Captain having a massive drinking problem that manifests in anger if she is sober]]. From the second film onward, they are purely comedic characters and represent no threat.
81** Mr. Hikaru Daitokuji, B-ko's father, is a CorruptCorporateExecutive who wants to steal the Lepton ship for himself and get even richer with its technology, and tries to force Kei into an ArrangedMarriage in ''Final''. But his mannerisms are so goofy that it's no wonder where his daughter gets it from.
82** In ''Uncivil Wars/The VS'', Lady Xena, unlike the others, is a legitimately dangerous and vile villain. But she gets some scenes of comedy, mainly the ones where she throws childish tantrums because [[TheDragon Gail]] doesn't want to let her destroy planets (he would rather they stick to their plan to head to the Talho Sector), and when A-ko and B-ko start arguing with each other ''in the middle of the final battle'', she stands there with an amusing look of "are you serious" on her face.
83[[/folder]]
84
85[[folder:Asian Animation]]
86* Wolffy, the primary antagonist of ''Animation/PleasantGoatAndBigBigWolf'', is comedically incompetent at capturing the goats for him and his wife Wolnie to consume and has a [[EvilIsHammy hammy voice]].
87[[/folder]]
88
89[[folder:Comic Books]]
90* ''ComicBook/AtomicRobo'': Recurring villain Dr. Dinosaur manages to be funny in all of his appearances, being a sapient dinosaur who considers himself an evil genius when his grasp of science qualifies more as technobabble gibberish at best.
91* ''ComicBook/{{Batman}}'': [[Characters/BatmanTheJoker The Joker]] is a sterling example of the trope, even inspiring [[PracticallyJoker another]]. The trick in writing the Joker is to make his actions such that you can laugh one moment, and be horrified the next. Brilliantly brought out by many of the actors to portray him in other media, most prominently [[Film/Batman1989 Jack Nicholson]], [[WesternAnimation/BatmanTheAnimatedSeries Mark Hamill]], [[Film/TheDarkKnight Heath Ledger]] and [[WesternAnimation/YoungJustice Brent Spiner]]. Whether it's electrocuting a gangster while singing showtunes, casually (and cheerfully) stalking an everyday accountant in the middle of rush-hour traffic, or doing a magic trick by making a pencil [[EyeScream disappear]], you can always find it either way with the Joker. Even Creator/CesarRomero qualifies, although because [[Series/Batman1966 the show]] was such high {{Camp}}, he focused more on the "laughable" than the "evil".
92-->'''Creator/PaulDini on the Joker:''' Joker's that perfect combination of schoolyard bully and class clown. The kind of sicko who will make you laugh just before he sticks the knife in and twists it.
93** Part of what makes the Joker so terrifying is his special mixture of being funny as all get out but also [[BewareTheSillyOnes incredibly vile]] in most stories. While other villains have managed to pull off this combination, the Joker is probably one of the best examples in fiction.
94** The Joker even [[EvenEvilHasStandards has certain caveats on killing people]]: [[http://1.bp.blogspot.com/-N7V8dzMGtUE/TpPQ8Owu_EI/AAAAAAAAA1w/Sfg4rOBdkOw/s1600/Joker+-+Batman+686.jpg he only does it when it's funny.]] Of course, that doesn't mean [[MalevolentMutilation mutilation]] [[ColdBloodedTorture and torture]] [[DrivenToMadness to drive you batshit crazy]] are off the plate, he IS The Joker, after all.
95** Everyone's favorite VillainousHarlequin CanonImmigrant, Characters/{{Harley Quinn|TheCharacter}}.
96* ''ComicBook/CreatureTech'': Jameson is a power-hungry undead MadScientist and demonologist. He's also the MetaGuy of Creature Tech, and as such spends most of his time making [[PungeonMaster awful puns]], [[ShoutOut references to other media]], ChewingTheScenery, and [[LampshadeHanging hanging lampshades]] anywhere they'll fit.
97* ''ComicBook/{{Deadpool}}'':
98** [[Characters/MarvelComicsDeadpool Deadpool]], when he's the antagonist. Except for [[ComicBook/DeadpoolKillsTheMarvelUniverse that one time]]...
99** Madcap is a ChaoticNeutral who acts deliberately silly, and whose power is simply to make people act uninhibited.
100* ''ComicBook/DoomPatrol'': One-shot villain the Beard Hunter chews the scenery constantly and has a ridiculously intense hatred of beards, to the extent that he wears a belt made of the beards of men he has killed.
101* ''ComicBook/GreenLantern'': [[Characters/GLOrangeLanternCorps Larfleeze]] can be accurately described as the WesternAnimation/DaffyDuck of the DCU. He's a greedy and short-tempered PsychopathicManchild who constantly whines that everything he desires is his and is consistently shown to have a most unorthodox thought process.
102* ''ComicBook/{{Hawkeye}}'': ''ComicBook/Hawkeye2012'' introduces the Tracksuit Mafia. If the name isn't enough indicative, they [[VerbalTic add "bro" to every sentence]] to drive their comedic nature home.
103* ''ComicBook/{{Lobo}}'': Lobo might count DependingOnTheAuthor, especially if the ultraviolence gets cartoonish.
104* ''ComicBook/TheMask'': Big Head, depending on the wearer (the mask itself travels from host to host). Stanley Ipkiss was this for sure, while Ray Tuttle from the "Hunt for Green October" arc [[AntiVillain had somewhat more heroic motivations.]] Most of the people affected by Big Head's actions are considerably less amused.
105-->'''Lt. Kellaway''': Saving ''lives?'' With a ''chainsaw''? You think that's ''funny?''
106--> (Big Head just looks at him with an ashamed expression)
107* ''ComicBook/PaperinikNewAdventures'': The average low-caste Evronian is a bureaucratic, uptight goon who is easy to confuse and fool without someone from the higher castes around to explain the situation, leading to some amusing misunderstandings and hijinks. But [[BewareTheSillyOnes when they get their orders]], they demonstrate just why they're PlanetLooters feared around the universe.
108* ''ComicBook/{{Preacher}}'': Herr Starr.
109** Every time he shows up he has a smartass line, but he scares some poor old lady for blocking the moving walkway by yelling at her to step on it.
110-->"Moving walkway, Granny Fuck! Not moving fucking '''standway!!'''"
111** By this point in the series he's had to deal with "an angel, a whore, an eunuch, several dozen idiots, an unkillable mick, a one-man holocaust in a duster coat, the occasional twenty-course banquet for the mother of all fat fuckers, inbreeding, family feuds, bulimia, a retarded child (always good for a laugh), and the utter destruction of our most sacred shrine and secret retreat in the detonation of a fifty-ton bomb." And there's "having my head carved into a giant gleaming dong", so it's understandable that he'd be a mite testy.
112* ''ComicBook/{{Nnewts}}'': Despite their murderous tendencies and wicked plans being taken seriously, both the Lizzarks and the Snake Lord have surprisingly frequent funny moments. For example, the Snake Lord spends most of Book 2 and part of Book 3 trapped in the form of a ''turnip''.
113* ''ComicBook/SpiderMan'': The [[Characters/MarvelComicsNormanOsborn Green Goblin]], who, just like the Joker, can make someone laugh one moment, and horrified the next.
114* ''ComicBook/{{Superman}}'': [[Characters/SupermanSuperboyPrime Superboy-Prime]] can come off as humorous when he's not terrifying, since a lot of his rambles make him come off as an arrogant, childish lunatic with little tolerance for not getting his way and having such wonderful bits of dialogue such as "[[ComicBook/CountdownToFinalCrisis I'll kill you! I'll kill you]] '''[[ShapedLikeItself to death]]'''!"
115* ''ComicBook/TeenageMutantNinjaTurtlesIDW'': The series tends to have fairly serious villains, but a few of them do fit the trope...
116** The IDW-verse's incarnation of The Rat King is an immortal trickster god who causes widespread chaos, death and destruction for fun and has taken over as the series' overall BigBad but still gets all the best quips and one-liners.
117** Bebop and Rocksteady are just as stupid as they were in the 1987 cartoon...while also being ''incredibly'' dangerous and ultra-violent monsters capable of leveling whole city blocks. Wherever they go, BlackComedy ensues.
118* ''ComicBook/TeenTitans'': In the comic of the 1980s, the alien despot Lord Damyn (High of Highs and Best of Best) played a supporting role to recurring villain Blackfire for all of two issues... but in that time, he managed to be both a relentlessly brutish, murderous dictator and bizarrely funny in [[https://2.bp.blogspot.com/rJCrKJfZ5TDrObRhDoDBj2zJUDfp-Vl40P9Ha3Y2TiHJddvdyYVhYorPpmIGJokvO1DmZ1KkW5n5=s1600 every]] [[https://2.bp.blogspot.com/RsB2R8_gzLgRe6S0Kul80BSCCiqD7PhJ2qaVTlyGIsymg5fcZxmCEufnT1Yinh6uqvOKE274qCb5=s1600 other]] [[http://www.herosandwich.net/wp-content/uploads/2012/12/FNF-Blackfire1.jpg panel]].
119* ''ComicBook/TheWalkingDead'': Negan is a wonderful example of this trope, with his constant one liners, non-sequiturs, and profanity-ridden speech.
120[[/folder]]
121
122[[folder:Fan Works]]
123* ''Fanfic/AllForLuz'': Surprisingly, [[EnemyWithin All For One]] can be this with his chats with Luz, sometimes being NotSoAboveItAll and engages in CasualDangerDialogue with snarky remarks during her life or death struggles.
124* ''Fanfic/TheBoysRealJustice'': The Joker makes his Earth-7 debut by hacking into Vought's security feed and learned about one of Homelander's...gross habits involving milk. He takes over a broadcasting station where he releases this footage publicly. While most of the League are stoic (or confused/disgusted), Green Lantern Guy Gardner [[ActuallyPrettyFunny bursts out laughing]]. [[note]] His humiliation of Homelander is so perfect that it actually ''is'' pretty chuckle-worthy [[/note]] After a few photoshopped pictures of Homelander dressed like a baby, he then tricks the "hero" into setting off a bomb in Times Square that kills sixty people. That's when the chapter stops being funny.
125* Fanfic/DungeonKeeperAmi: The enormously popular character Mukrezar seems to engage in {{zany scheme}}s mostly for the [[GeniusDitz entertainment value]]. Included in his exploits is a long, long line of failed plans involving [[RingOfPower rings of power]] and bad baking. He tortures, he pillages, and he does it all as half of a [[BumblingHenchmenDuo two-man comedy act]].
126* [[spoiler: Chaos]] from the ''FanFic/TamersForeverSeries''. While [[AntiHero he's not technically evil]] there's no denying that he's one of the most ruthless and hilarious characters in the series.
127* Loki from ''[[FanFic/BloomingMoonChronicles Hecate's Orphanage]] speaks with a friendly, often humorous tone. He frequently cracks jokes and makes wisecracks at the protagonists. But when he truly gets angry, he doesn't hesitate to slam his opponents into the dust.
128* ''FanFic/FallOfStarfleetRebirthOfFriendship'' has [[BigBad Dark Conquest]], who achieves this status by [[CrossesTheLineTwice being so over the top about his villainy you can't help but laugh]]. This speech explains everything one needs to know about him:
129-->“And you think I am the bad guy in all of this! I mean, yeah, [[CardCarryingVillain I rape, murder, commit genocide, rape, devastate worlds]], [[ArsonMurderAndJaywalking write bad fanfiction]] [[TakeThat about a show I hate]], steal, rape, blow up planets on a whim, kill, murder children, cause wanton murder on a global scale, and rape animals,” he then looked down to the ground in tears, “poor Bambi’s mom, but [[AtLeastIAdmitIt at least I am]] '''[[AtLeastIAdmitIt honest]]''' [[AtLeastIAdmitIt about my evil]]!”
130[[/folder]]
131
132[[folder:Film — Animated]]
133* ''WesternAnimation/TheThiefAndTheCobbler:'' Zigzag, the EvilChancellor, is usually amusing, but is introduced by a scene where he condemns a cobbler to death for spilling tacks he happened to step on, and [[FromBadToWorse only gets worse]]. It might also have something to do with the fact that he's voiced by ''Creator/VincentPrice''.
134* The Franchise/DisneyAnimatedCanon provides us lots of Laughably Evil villains:
135** Willie the Giant from the "[[WesternAnimation/ClassicDisneyShorts Mickey and the Beanstalk]]" segment of ''WesternAnimation/FunAndFancyFree''. Great giant, can't pronounce the word "pistachio", also likes to be a cute, pink bunny rabbit. [[NotSoHarmlessVillain But he is also a violent kleptomaniac who wields a morning star the size of a two-story house]].
136** ''WesternAnimation/PeterPan'': Captain Hook is a vicious pirate who's eager to murder a group of children in cold blood, but he's also a foppish LargeHam whose battles against Peter always end with him on the receiving end of a HumiliationConga, and he often [[TheChase ends up being comically chased by the crocodile]].
137** Cruella de Vil from ''WesternAnimation/OneHundredAndOneDalmatians''. As ruthless as she and her goons are in stealing (and attempted murder of) the puppies, their overblown whimsy and bumbling make up a lot of the movie's humor.
138** The magnificent, marvelous, mad Madam Mim from ''WesternAnimation/TheSwordInTheStone'', who embodies BadIsGoodAndGoodIsBad, and is defeated by Merlin in a hilarious wizard's duel.
139** Kaa from ''WesternAnimation/{{The Jungle Book|1967}}'', a silly, cowardly snake with a lisp, whose attempts to eat Mowgli always fail.
140** Edgar from ''WesternAnimation/TheAristocats'', a stupid HarmlessVillain who plots against the cats but ends up being the ButtMonkey all the time.
141** Prince John from ''WesternAnimation/RobinHood1973'', a DirtyCoward who [[StillSucksThumb will suck his thumb whenever his mother is mentioned]]. The Sheriff of Nottingham is a cruel bastard, but gets a good number of amusing one-liners over the course of the film. Plus having the yokel voice of Pat Buttram adds extra entertainment value.
142** Madame Medusa from ''WesternAnimation/TheRescuers'' is basically a redheaded [[WesternAnimation/OneHundredAndOneDalmatians Cruella]], an overly vain, hammy and over-the-top woman who DrivesLikeCrazy and is always yelling at her BumblingSidekick.
143** ''WesternAnimation/TheGreatMouseDetective'': Ratigan, the world's greatest criminal mind, is an incredibly [[EvilIsHammy hammy]] FauxAffablyEvil villain. It also helps that he's voiced by a [[Creator/VincentPrice man who plays laughably evil characters]].
144** [[FatBitch Ursula]] from ''WesternAnimation/{{The Little Mermaid|1989}}'' is rather goofy. She's an over-the-top LargeHam (her appearance was based on a DragQueen after all), complains about [[BlatantLies "wasting away to practically nothing"]] in a direct inverse to WeightWoe, spends the majority of her VillainSong providing endless FanDisservice (or FanService, depending on the viewer) by playing up her sexuality in a very ChewingTheScenery style way. This is meant to encourage Ariel to take her deal and use those tactics herself (she doesn't). She later goes through a large number of AmusingInjuries when the heroes crash her wedding. She also calls her pet eels her [[InherentlyFunnyWords "poopsies"]]. Ultimately subverted at the very end when she gets serious and goes OneWingedAngel, and actually tries to kill the protagonists.
145** Gaston, the vain, self-obsessed, BookDumb suitor with TestosteronePoisoning in ''WesternAnimation/BeautyAndTheBeast''. [[MemeticMutation No one makes you laugh like Gaston!]] Until he pursues the Beast, that is.
146** Hades from Disney's ''WesternAnimation/{{Hercules}}''. Thanks to Creator/JamesWoods, he changed from being a stereotypical chilling villain to [[MotorMouth fast-talking]], tempestuous and absolutely awesome. Easily the best part of the movie.
147---> '''Hades:''' ''Er, guys? [[TheExitIsThatWay Olympus would be that way...]]''
148*** He manages to carry on this trait to [[WesternAnimation/HerculesTheAnimatedSeries the TV series]], ''WesternAnimation/HouseOfMouse'', and even ''video games''... really, ''Franchise/KingdomHearts'' cutscene featuring Hades are generally hilarious.
149** Yzma and her minion Kronk from ''WesternAnimation/TheEmperorsNewGroove'' are both marvelous examples. Yzma (voiced by Eartha Kitt) is a CardCarryingVillain who's always ChewingTheScenery; Kronk combines MinionWithAnFInEvil with plenty of ham.
150** The hyenas from ''WesternAnimation/{{The Lion King|1994}}'' are a constantly laughing and not too bright TerribleTrio. Despite this they are shown to be a menacing threat to a young Simba and Nala, and at the end of the movie they turn [[BewareTheSillyOnes incredibly menacing]] [[spoiler: as they attack and kill their former master Scar]].
151** Bowler Hat Guy from ''WesternAnimation/MeetTheRobinsons'' has a decent number of humorous moments. For starters, his initial revenge plan before meeting Doris amounted only to egging and T.P.-ing the sign to Robinson Industries. Also, keeps all his evil plans written in a [[RealMenWearPink binder with the picture of a rainbow unicorn]]. At another point, he considers turning his hated nemesis into a duck, only to quickly realize a few holes in this idea.
152--->'''Bowler Hat Guy''': Oh...but I don't know how to do that...and I...I don't really ''need'' a duck.
153** King Candy from ''WesternAnimation/WreckItRalph''. He's a complete bastard but he's just so entertaining to watch. [[spoiler: Until [[NightmareFuel/WreckItRalph the climax at least]]...]]
154** ''WesternAnimation/{{Moana}}'': While Tamatoa the [[GiantEnemyCrab giant coconut crab monster]] is a very eerie and threatening character that gives [[PhysicalGod Maui]] a run for his money, he's also very goofy, quirky, loves to crack jokes and has a ''very'' catchy VillainSong.
155--->'''Tamatoa:''' ''(stuck on his back as he watches the heroes flee)'' Did you like the song?
156** Any sidekick to the BigBad (except maybe [[WesternAnimation/SleepingBeauty Diablo]], [[WesternAnimation/TheLittleMermaid1989 Flotsam and Jetsam]], [[WesternAnimation/OliverAndCompany Roscoe and [=DeSoto=]]], and [[WesternAnimation/{{Mulan}} Hayabusa]]) is guaranteed to be in here, [[VileVillainLaughableLackey regardless whether or not their master is threatening]].
157* Creator/{{Pixar}} also often uses this trope just like their mother studio:
158** Sid and Al from ''WesternAnimation/ToyStory1'' and ''WesternAnimation/ToyStory2'' respectively. The former is a [[KidsAreCruel child with a knack for destroying toys]] and some pretty weird habits, while the latter is a FatIdiot who's even shown sleeping with cheese puffs scattered on the floor in one scene.
159** In ''WesternAnimation/TheIncredibles1'', Syndrome is another Disney villain who is both humorous and unnerving. Many of his lines will sound ''very'' familiar to anyone who is a comicbook fanboy or knows one, and his goofy, hammy demeanour can almost make you forget that the guy is guilty of mass murder, would knowingly kill children, and is essentially plotting to start killing hundreds of innocent people and get hero-worshipped for ''stopping''. Just as an example:
160---> ''Elastigirl? You married Elastigirl? (notices the children) And got '''bizzaaaay!'''''
161** Chef Skinner in ''WesternAnimation/{{Ratatouille}}'', a FunnyForeigner whose ProperlyParanoid tendencies are PlayedForLaughs.
162* The Storm King from ''WesternAnimation/MyLittlePonyTheMovie2017'', he's laid back, charismatic, childish, quirky, switches between BuffySpeak and being unable to find the right direction to look at his subordinates but he's also a dangerous warlord who's capable of calling down giant thunderstorms and destroying Canterlot Castle.
163* Baron Ruber of ''WesternAnimation/QuestForCamelot'' twitches, talks to himself, and does silly little dances during his VillainSong.
164* Creator/DreamWorksAnimation is no slouch either:
165** Megamind and later [[spoiler:Titan aka Hal]] from the film ''WesternAnimation/{{Megamind}}''. [[spoiler: Titan]] is as hilarious as you would expect a dorky, idiotic supervillain, who can't tell apart a piranha in a fishbowl from a piranha in a fishbowl with a fake moustache, to be. Megamind, meanwhile, is best described as The Joker [[spoiler: if he ''[[JerkWithAHeartOfGold wasn't]]'' a sociopathic murderer]].
166** The ''Franchise/KungFuPanda'' films have an interesting take on this. The first two [[BigBad Big Bads]] are very tragic and complex and [[KnightOfCerebus Lord Shen]], despite being considered the scariest villain of the three, has moments of levity that can make him fun to watch, but the bulk of the comedy still comes from the heroes. However, General Kai - the BigBad of ''WesternAnimation/KungFuPanda3'' - is considered the funniest and most outwardly entertaining of the three, yet he's also the most vile of the three and lacks any of the previous two's depth and redeeming traits, so his only saving grace as a character is his sense of humour.
167** Lord Farquaad from ''WesternAnimation/Shrek1'' is a very cruel and [[FantasticRacism bigoted]] villain, but his height angst, CardCarryingVillain tendencies and his NotSoAboveItAll moments make him hilarious to watch. A prime example of how he can be so cruel and menacing yet also very silly and downright comedic is his interrogation of Gingy. [[https://www.youtube.com/watch?v=mFl8nzZuExE&t=106s&pp=ygUgZG8geW91IGtub3cgdGhlIG11ZmZpbiBtYW4gc2hyZWs%3D See for yourself.]]
168** Little (or, rather, "Big") Jack Horner from ''WesternAnimation/PussInBootsTheLastWish'' is a [[LargeHam hammy]] and cartoonishly evil would-be ruler of the world who wants it all and [[CardCarryingVillain and absolutely REVELS in it]] (to the point that his only response to the Ethical Bug declaring him "an irredeemable monster" is to mockingly tell the bug "what took you so long, idiot?!"), and it makes him an absolute joy to watch from start to finish.
169* Most villains from ''Animation/CatCity'': Mr. Teufel is a FauxAffablyEvil DeadpanSnarker, Safranek is the ButtMonkey, and the four rats are a bumbling QuirkyMinibossSquad.
170* [[EnfantTerrible Darla Dimple]] and her butler [[TheComicallySerious Max]] from ''WesternAnimation/CatsDontDance''. Darla is a little girl with a fiery temper whose tantrums are both scary and funny. She's also very unhinged and even has a TwitchyEye, but this just makes her more fun to watch. Her butler Max is a giant of a man much more reliant on brawn than brains, yet every word that comes out from his mouth is so hilariously deadpan it comes off as this. Even his dancing is enough to produce laughs.
171* Hunch from ''WesternAnimation/RockADoodle'' is more aggressive than the usual example, but is far too stupid to pose any real threat. Patou even calls him "more of a hoot than he was horrible".
172[[/folder]]
173
174[[folder:Film — Live-Action]]
175* [[AxCrazy Patrick]] [[TheSociopath Bateman]] from ''Film/AmericanPsycho''. Creator/ChristianBale is clearly having an absolute ''blast'' playing the character. While Bateman is written (both in film and the original novel) to be as [[CompleteMonster irredeemable]] as possible, Patrick's LargeHam tendencies, awkward interactions with people, his overreactions to anything he doesn't like, his childish and downright ''alien'' approach to the world around him (and his now iconic facial expressions and inner monologues) make him a master of BlackComedy.
176* Pennywise the Dancing Clown in ''Film/It1990'' is hilariously wacky when he's not sadistically killing children. Being played by Creator/TimCurry will do that for you.
177* The Joker in ''Film/Batman1989'', best demonstrated when he lethally gases almost everyone in an art museum...so he and his goons can graffiti the place to the music of Music/{{Prince}}.
178-->'''Joker:''' Gentlemen! [[https://www.youtube.com/watch?v=yjD9X2mPIXY Let's broaden our minds!]]
179* The Joker in the ''Film/TheDarkKnight'' is one of the most sadistic takes on the character, but still gets in his share of zingers at the expense of mob bosses and Batman himself.
180-->'''Batman:''' [[UnhandThemVillain Let her go!]]\
181'''Joker:''' ''[[ExactWords Very]]'' [[ExactWords poor choice of words.]]
182* Creator/AlanRickman as the Sheriff of Nottingham in ''Film/RobinHoodPrinceOfThieves''
183-->'''Guy of Gisborne:''' Why a [[CutHisHeartOutWithASpoon spoon]], cousin? Why not an axe, or...\
184'''Sherriff of Nottingham:''' Because it's ''dull,'' you twit. It'll [[PunctuatedForEmphasis HURT. MORE.]]
185** Rickman's Hans Gruber from ''Franchise/DieHard'' also occasionally slips into this.
186* ''Film/AustinPowers'': Dr. Evil, Number Two, Frau Farbissina and the rest of the gang. Dr. Evil's utter incompetence and sinister pinkie make him one of the prime examples of this. Then there's his hilariously traumatic childhood.
187* [[ComicBook/NormanOsborn The Green Goblin]] is partially one of these in ''Film/SpiderMan1'', mostly because the character itself is supposed to be that way, but also because he is so [[LargeHam hammy]].
188* In ''Extremities'', the rapist gets all the funny lines.
189* Any film that's SoBadItsGood. Particular examples are [[Film/PrinceOfSpace The Phantom of Krankor]], [[Film/ThePumaman Kobras]], [[Film/ManosTheHandsOfFate Torgo and The Master]], [[Film/Plan9FromOuterSpace Eros]], and [[Film/{{Troll2}} CrEEEEEdence Leeeeonorrre Gieeeellllgud.]]
190* ''Film/FourLions'' centers around four [[VillainProtagonist aspiring British jihadists (suicide bombers)]] Omar, Faisal, Waj and [[TokenWhite Barry]] (a fifth named Hassan later joins them). While what they are ''trying'' to do is portrayed as dangerous and deluded as it actually is, their constant blunders, ridiculous schemes, continuous setbacks and [[StupidEvil general incompetence]] makes them endlessly fun to watch. In fact, all four of them have their own quirks that make them hilarious:
191** Omar has a tendency to rant and rave in Urdu, which often translates into some ''very'' colorful insults. He also uses ''WesternAnimation/{{The Lion King|1994}}'' to indoctrinate his young son with some very inappropriate "true" versions of the Disney films. He's also the OnlySaneMan and is clearly the most competent of them and even that leads to some moments of hilarity.
192** Barry is so AxCrazy and blatantly racist that [[CrossesTheLineTwice it's impossible not to laugh.]] While he can occasionally act as the OnlySaneMan when Omar isn't around, he's also the first one to concoct some utterly ridiculous plans to further the cause and his use of InsaneTrollLogic utterly hysterical to watch.
193** Waj is a gigantic {{Manchild}} who equates suicide bombing with "Rubber Dinghy Rapids" and is often too stupid to realize what he's doing half the time.
194** Faisal is also very dim-witted, but he's also very delusional and has some very strange quirks and some hilarious "disguises" he uses to protect his identity.
195** Hassan loves GratuitousRap, records illegal behavior on purpose and blatantly fails his own security checks.
196* Adenoid Hynkel from Creator/CharlieChaplin's ''Film/TheGreatDictator''. He is portrayed as [[ManChild infantile]] and [[DrunkWithPower crazy from power]]. Some consider this version of reality to be too humorous.
197* Ray "Bones" Barboni in ''Film/GetShorty''. He can spin on a dime between being menacingly brutal, intentionally funny, and humorously incompetent. In one scene, he beats a character half to death and almost gets his balls blown off in the process. When Dennis Farina plays villains, they are usually both funny and nasty at the same time.
198** The same can be said of Farina's Jimmy Serrano in ''Film/MidnightRun''. Most of his lines are quite funny.
199* Not sure if that was intentional, but [[https://www.youtube.com/watch?v=0i99ovxEGVU Komodo]] of ''Film/WarriorsOfVirtue'' IS the missing {{WesternAnimation/Looney Tune|s}}.
200* Tuco in ''Film/TheGoodTheBadAndTheUgly'' - it's debatable whether he's actually evil, because some consider him the most sympathetic and relatable character in the film, but he's far from a good guy and is absolutely hilarious.
201* Biff Tannen (and his relatives) from the ''Franchise/BackToTheFuture'' trilogy. He's a jerk and a bully, but his stupidity leads to hilarious moments.
202* Freddy Krueger in ''Franchise/ANightmareOnElmStreet'' sequels. Which is quite a feat from a rapist child-killer.
203* LargeHam KillerDoll Chucky in the ''Franchise/ChildsPlay'' films, mostly the sequels, especially the [[Film/BrideOfChucky fourth]] and [[Film/SeedOfChucky fifth]] films.
204* Not exactly evil, but the title characters in ''Film/TheUsualSuspects'' have an empathic moment where they spontaneously burst out laughing in a police line-up-- in fact, Creator/BryanSinger lampshades this in an interview by saying that there's a certain humanity in a bunch of guys getting along and laughing together, even if they're horrible criminals. ([[ThrowItIn The reality is that the actors themselves just couldn't get through the scene without]] [[{{Corpsing}} breaking character and cracking up.]])
205* [[BigRedDevil Duamerthrax]] in the Dead Gentlemen's ''Demon Hunter'' movies. The films as a whole are [[NarmCharm pretty goofy]].
206* The Octopus in ''Film/TheSpirit''. Gems include the line "I'm gonna kill you all kinds of dead!" and accidentally making a clone that was only a head and a foot.
207* Pam Ferris as [[DeanBitterman The]] [[SadistTeacher Trunchbull]] in ''Film/{{Matilda}}''. While ''still'' managing to keep the character ''scary'', no less.
208* Brick Top from ''Film/{{Snatch}}'', a murderous gangster who feeds people to pigs and drops hilariously snarky lines.
209* ''Franchise/MarvelCinematicUniverse'':
210** Justin Hammer's particular flavor of LargeHam in ''Film/IronMan2''.
211** Loki in ''Film/{{The Avengers|2012}}''. There's something very amusing in the way he [[XanatosSpeedChess dances circles around the heroes]], while gleefully mocking them at the same time.
212** [[Creator/BenKingsley Trevor Slattery]] isn't really ''evil'', but he is an actor ([[LargeHam or "Ac-Torr" as he calls it]]) working for the Ten Rings [[spoiler: except not really]]. But from his [[AffablyEvil weird yet charming approach to crime,]] his constant allusion to his drug addiction (and the [[AmbiguouslyBi questionable things he did to get his next fix]]) and his utter cluelessness makes him endless fun to watch.
213** Ultron from ''Film/AvengersAgeOfUltron.'' His snark is comparable to his "fathers" Tony and J.A.R.V.I.S., so he's frequently spouting out hilarious one-liners.
214** While the Grandmaster from ''Film/ThorRagnarok'' is an insane tyrant who delights in having his gladiator slaves fight to the death, he's also an eccentric and oddly affable goofball who utterly hams it up Creator/JeffGoldblum-style every time he's onscreen. Also, he prefers that you refer to his slaves as "prisoners with jobs".
215** Ulysses Klaue from ''Film/AvengersAgeOfUltron'' and ''Film/{{Black Panther|2018}}'' might be a hardened, ruthless mercenary and arms dealer, but he's also a jovial LargeHam with an almost juvenile sense of humor, and delights in [[{{Troll}} messing with]] enemies and allies alike.
216** Mysterio from ''Film/SpiderManFarFromHome'' is an asshole [[EngineeredHeroics endangering and killing lots of people to]] [[FakeUltimateHero pass for a hero]]. And between Creator/JakeGyllenhaal becoming a LargeHam once he embraces the villainy and how laughably [[EvilIsPetty petty]] he is, those atrocities are quite entertaining.
217* Shooter [=McGavin=] from ''Film/HappyGilmore''. True, he's more of a massive {{Jerkass}} than outright evil, but seeing him constantly get humiliated on the golf course and outside of it with [[InsultBackfire his poor]] [[ThatCameOutWrong choice of words]] when he tries to insult Happy is too funny.
218* Given EvilIsHammy with Film/JamesBond villains, most end up providing laughs (including ones made deliberately funny such as [[TheEvilGenius Boris Grishenko]], played by Creator/AlanCumming, in ''Film/GoldenEye'' or Professor Joe Butcher in ''Film/LicenceToKill'') - but one that's both over-the-top comedic ''and'' [[KnightOfCerebus downright threatening]] is Silva from ''Film/{{Skyfall}}''.
219* Tommy [=Devito=] from ''Film/GoodFellas''. Though he's a complete [[AxCrazy psychopath]] who kills for the slightest offense, [[HairTriggerTemper whether real or imagined]], he's still a very funny guy. Just don't tell him that to his face. [[spoiler:Not unless you want him to {{Troll}} you by pretending he's about to kill you for it.]]
220-->'''Tommy [=DeVito=]:''' I'm funny how? Funny like I'm a clown? I amuse you? I make you laugh? I'm here to fucking amuse you? What do you mean funny? Funny how? How am I funny?
221* Nicky Santoro from ''Film/{{Casino}}'' (another mob movie by Scorsese). Despite being your typical ill-tempered, foul-mouthed mobster played by Pesci much like [=DeVito=] ([[EvenEvilHasStandards albeit with more standards]]) he has quite a few funny moments which usually are firmly in the ClusterFBomb territory when it comes to his insults.
222* Zartan has his moments in ''Film/GIJoeRetaliation'' while disguised as [[spoiler: the President]]. Including one scene where [[spoiler: he plays ''VideoGame/AngryBirds'' on his phone... after launching every single nuclear missile in America's arsenal.]].
223* Norman Stansfield in ''Film/TheProfessional'' is a ruthless and psychotic [[NaughtyNarcs DEA agent]] who has no qualms about murdering children but it's not hard to laugh or be amused at some of his deranged outbursts. Creator/LucBesson confirms that this was intentional since they wanted to give it some humor to keep it from being too bleak.
224* Another Besson example is Jean-Baptise Emmanuel Zorg from ''Film/TheFifthElement'' who is also played by the same actor as Stansfield (Creator/GaryOldman). Every moment with him veneers into ChewingTheScenery, especially with his highly exaggerated Southern accent.
225* ''Film/{{Gamer}}'' includes the appropriately named [[NamesToRunAwayFromReallyFast Rick Rape]], who ends up being almost impossibly over-the-top until he feels like a living cartoon.
226* Lloyd Hansen from ''Film/TheGrayMan2022'' is a cheerfully sociopathic mercenary who never lets up on the wisecracking even when he's torturing and murdering people.
227* Jack Frost from the [[Film/{{JackFrost 1997}} the horror-comedy film]] is a twisted and sadistic monster who can be funny in his lines.
228* Danny [=McBride=] in ''Film/ThisIsTheEnd'' has shades of this, especially after [[spoiler:his FaceHeelTurn]]. Some of the comments from [[spoiler:Possessed!Jonah]] aren't far behind as well.
229* In ''Film/ExMachina'', Nathan eventually turns out to be villainous or at least very morally dark, but he definitely has a sense of humour and continues to do some hilarious things even after he starts [[KickTheDog kicking dogs]].
230* [[Creator/JohnLithgow Lord John Whorfin/Dr. Emilio Lizardo]] in ''Film/TheAdventuresOfBuckarooBanzaiAcrossTheEighthDimension''. "Laugh-a while you can, monkey boy!"
231%% * David Lo Pan in ''Film/BigTroubleInLittleChina''. - ZCE
232%% ->- Oh, this really pisses me off to no end!
233* Hannibal Lecter in ''Film/TheSilenceOfTheLambs'' is utterly horrifying every second that he's on screen, but he sometimes takes DissonantSerenity so far that he becomes TheComicallySerious.
234-->''I'd love to stay and talk... but I'm having an old friend for dinner.''
235* Just like the source material, Creator/JimCarrey's [[BigBad Dr. Eggman]] in ''Film/SonicTheHedgehog2020'' is a manic LargeHam who HATES that hedgehog. The films dial it up by making him a [[SmugSnake smug]] InsufferableGenius who insults everyone he comes across.
236* Ivan Ooze in ''Film/MightyMorphinPowerRangersTheMovie'' brainwashes the parents of Angel Grove into being slave labour and orders them to [[PsychicAssistedSuicide commit mass suicide]] when they're done. He's also a gigantic ham who gets the best lines in the movie.
237-->'''Tommy:''' We're the Power Rangers!\
238'''Ivan:''' [[SarcasmMode Whooo! Where's mah autograph book?!]]
239* ''Film/FunnyMan'': The Funny Man is essentially a British [[Franchise/ANightmareOnElmStreet Freddy Krueger]]. He warps the environment to kill people in inventive ways while treating the whole thing as a joke.
240* ''Film/TheSilenceOfTheHams'': As befits a parody. Dr. Animal Cannibal Pizza is an amiable psychopath played by Dom Deluise, and a practical jokester.
241* ''Film/LordOfWar'': There's something alarmingly disarming about Andre Baptiste, an African warlord who might casually shoot one of his soldiers one moment then seconds later comment how Creator/{{MTV}} is setting a bad example for the new generation.
242* In ''Film/{{Scream}}'', there are typically [[TwoDunIt two killers]]. The more dominant one is typically an utter HateSink. By contrast, their accomplice is typically so psychotic and [[EvilIsHammy hammy]] that they're hysterical and PracticallyJoker. [[spoiler:Stu]] from ''Film/Scream1996'' and [[spoiler:Mickey]] from ''Film/Scream2'' are standout examples.
243* ''Film/NoEscape1994'': Marek, a brutal gang leader, loves to joke and often does. His gang the Outsiders even laugh at all of these, though it could at least partly be from fear.
244* ''Film/{{M3gan}}'' has its titular robot. She is vicious and cold-blooded, but she responds to Gemma's accusations of killing people with an irritated retort. When she is preparing to kill David, she does a goofy dance with little explanation.
245* ''Film/MuppetTreasureIsland'': Long John Silver, also played by Creator/TimCurry, is hilariously evil in this adaptation, [[MediumAwareness and also well-aware about what sort of movie he's in]] ("Upstage, lads! [[VillainSong This is my only number!"]]).
246[[/folder]]
247
248[[folder:Literature]]
249* The title devil from ''Literature/TheScrewtapeLetters'', who [[EvilHasABadSenseOfHumor has no sense of humor himself.]] {{Lampshade|Hanging}}d at one point where he complains that the girl the Patient is falling in love with is "the sort who would find ''me'' funny."
250* The ''Literature/CiaphasCain'' series tends to draw from this trope for its humor, only instead of the source being an individual villain, it is the DarkerAndEdgier nature of the ''TabletopGame/Warhammer40000'' setting itself that provides the source.
251* The pigs from ''Literature/AnimalFarm'' can be this, especially [[TheDragon Squealer]]. A case in point would be the morning after the pigs get wasted on booze and it is [[LargeHam mawkishly announced]] that Napoleon (now suffering a hangover) is dying. Then: Great news! Our dear leader is going to be making a complete recovery. Anyway, I'm off to procure some books on brewing. Oink!
252* Croup and Vandemar from {{Literature/Neverwhere}}. Croup is a LargeHam who [[SesquipedalianLoquaciousness likes words far too much]] and Vandemar is a {{Big Eater}} who's very literal-minded and at one point pins his own hand to wall with a knife. They're entertaining, but they're also ruthless murderers who kill the heroine's family, play mind games with the main characters, and torture people to death for fun. Lampshaded by Croup himself.
253--> "Just because something is funny, doesn't mean it is not dangerous."
254* A MagnificentBastard Shadowthrone from ''Literature/MalazanBookOfTheFallen'' might be, but his quirks also make him a pretty funny one. Like the fact that he has a very dry sense of humor concerning his mommy-issues and crippling fear of women.
255* Humbert Humbert in ''Literature/{{Lolita}}'' is a classic example. The book deals with topics that should by all rights be utterly horrifying, but the constant absurdity and pretentiousness of the narrative Humbert concocts in order to convince the reader that he's NotEvilJustMisunderstood turns the whole thing into a BlackComedy instead.
256* ''Literature/ASongOfIceAndFire'', features the utterly AxCrazy Vargo Hoat. He's known as "The Crippler" due to his tendency to dismember his victims. He leads the Brave Companions, a [[PrivateMilitaryContractors Sellsword Company]] that seemingly are hired specifically to terrorize the smallfolk, with their flagrant love of rape, torture, and murder. He also has a [[SpeechImpediment slobbery lisp]] caused by a swollen tongue, leading to any time he speaks being amusing. In-universe even, he's mocked for both his lisp and slobbering behind his back. As if to emphasize the "evil" part of this however, this swollen tongue is due to STD...that he got from raping someone.
257* Mammon in ''Literature/MagikOnline'' is a far sillier foe than Shroud's previous villains with his LargeHam nature, ShamelessSelfPromoter antics, along with his dynamic with his GirlFriday, Ace.
258[[/folder]]
259
260[[folder:Live-Action TV]]
261* The BigBad of ''Series/AgentsOfSHIELD'' Season 1, [[spoiler:John Garrett, is actually pretty hysterical. He's an unrepentant monster with no redeeming qualities whatsoever, but he has a pretty spot-on sense of humor]].
262-->'''Agents:''' How did they [[spoiler: (Hydra)]] know you were coming?\
263'''[[spoiler:John Garrett]]:''' We told 'em!\
264''[[[spoiler:Grant Ward]] shoots the two agents in the head]''
265* The Comedian in ''Series/TheAmazingExtraordinaryFriends'' is essentially a sane version of [[Characters/BatmanTheJoker The Joker]]. Many of his jokes are actually pretty funny. It is a shame that he is also one of the most ruthless villains in the series, and doesn't care who gets hurt in his schemes, so long as the payoff is funny (to him).
266* ''Series/{{Arrow}}'': Damien Darhk is a CardCarryingVillain and a highly dangerous EvilSorcerer whose EvilPlan is [[spoiler:to destroy the world]], and his murder of [[spoiler:Laurel]] makes him the first true HeroKiller of the show. He's also highly entertaining, largely due to the fact that he's [[EvilIsHammy visibly enjoying himself]] and various lines where he openly admits how evil he is.
267** Due to a gradual RoguesGalleryTransplant, he ended up being the ArchEnemy to the ''Series/LegendsOfTomorrow''. Darhk constantly popping up was a major factor in the show becoming more comedic, and towards the end of his arc he was more funny than menacing.
268* ''Series/{{Barry}}'': Fuches is an immoral, manipulative bottom feeder, but his relentless incompetence and Creator/StephenRoot's performance makes him a riot to watch.
269* All of the villains in the Creator/AdamWest ''Series/{{Batman|1966}}'' show fit, but the best examples are all of the one-shot villains that are unique to the show. And the Riddler, whose infamous riddles would continuously be solved by a [[TheLoad Boy Wonder]] who was otherwise only good for getting kidnapped.
270* ''Series/{{Blackadder}}:'' The titular character [[Creator/RowanAtkinson Edmund Blackadder]] is a selfish, manipulative and Machiavellian figure, but his [[HoistByHisOwnPetard tendency to screw up,]] his DeadpanSnarker attitude, misadventures in the chaotic times he [[LegacyCharacter (or rather they)]] live(s) in and MagnificentBastard moments make him one of the most iconic comedic characters in British television.
271** The Witchsmeller Persuivant from Season One is a LargeHam who is constantly twisting the words of others to incriminate them so he can burn them at the stake.
272** Elizabeth I from Season Two is a PsychopathicManchild who has people executed for trivial reasons and can be a MoodSwinger to hilarious degrees. Her girly crush on Blackadder also hypes up how she's essentially an inexperienced teen girl in a grown woman's body.
273** Many incarnations of Melchett are scheming and lying (or just flat out LethallyStupid), but his CloudCuckoolander tendencies make him endlessly fun to watch.
274* ''Franchise/{{Buffyverse}}'':
275** Spike could be quite funny, such as when he passed out in Angel's backyard and woke up when the sun made his hand catch fire in the episode "Lovers' Walk". Also in the episode "In the Dark" where he watches from a roof-top while Angel saves a girl and provides sarcastic voice-over narration.
276---> '''As Victim:''' Oh, how can I thank you, you mysterious black-clad hunk of a night thing?\
277'''As Angel:''' No need, little lady, your tears of gratitude are enough for me. [[HilariousInHindsight You see I was once a badass vampire, but love and a pesky curse defanged me]], and now I'm just a biiiiiig fluffy puppy with bad teeth. No, not the hair, never the hair.\
278'''As Victim:''' But there must be some way I can... show my appreciation.\
279'''As Angel:''' No! Helping those in need's my job, and working up a load of sexual tension and prancing away like a magnificent poof is truly thanks enough.\
280'''As Victim:''' I understand. I have a nephew who's gay, so--\
281'''As Angel:''' Say no more. Evil's still afoot. And I'm almost out of that nancy-boy hair-gel I like so much. Quickly, to the Angel-mobile! Away!
282*** This little exchange was actually on the ''Buffy'' spin-off ''Angel'' and when we next see him on that show four seasons later, he's reformed his ways.
283----> '''Cordelia:''' Heard you weren't evil anymore. Which kinda makes the hair silly.
284** Angelus is even funny sometimes, in a sick sort of way. ("Othello and Desdemona! My favorite couple. Only Desdemona didn't love the other guy.")
285** [[PhysicalGod Glory]] is the AlphaBitch with apocalyptic plans.
286** The Trio start out as a mix between this and HarmlessVillain. [[spoiler: Then one of the subjects of their wacky hijinks points out that their BlackComedyRape plan wasn't quite as funny or as hot to her, retroactively pointing out the MoralEventHorizon was crossed much earlier in the ostensibly funny episode. The Trio reacts differently: Warren goes monster, Andrew becomes an IneffectualSympatheticVillain, and Jonathan tries desperately to do a HeelFaceTurn but is prevented by the other two.]]
287** Before The Trio and Glory, there was the one and only chaos-worshipping Ethan Rayne. The guy is very cool and efficient in causing complete chaos, but his methods are downright ''hilarious.'' His grand entrance was in the episode "Halloween", where he opens up a costume shop. Anyone who puts on his costume ''actually becomes the thing that they were dressing up as.'' As Spike put it, was just plain neat. In "Band Candy", he spikes school band fund-raiser chocolate so that any adult that eats it turns into a stupid teenager. Best of all though, was turning [[BadassBookworm Giles]] into a [[TheBrute Fyarl]] [[DumbMuscle demon]]. Ethan Rayne at best is a DeadpanSnarker, but his methods easily place him squarely into this territory.
288** Mayor Wilkins, due to how completely consistent he is in his [[AffablyEvil affable evilness]] to the point where [[spoiler:his last words when he realizes he's about to be blown up are "[[GoshDangItToHeck well gosh...]]"]]
289* Basically all the villains in ''Series/ElChapulinColorado'' are of this variety; even their names normally have puns or funny meanings. From the ScoobyDooHoax villains that dress as monsters to scare people away for some reason to the parodies of Gangsters, Pirates and Gunslingers. Also Kiko from sister series ''Series/ElChavoDelOcho''.
290* ''Series/{{Dexter}}'' combines social awkwardness and constantly overthinking everything with the decidedly less relatable flaws of sociopathy and serial murder to create a character as hilarious as he is horrifying.
291* ''Series/DoctorWho'': TheMaster has been like this since the '70s. A well-written Master has the exact same wit and charisma as the Doctor — while regularly killing people for fun.
292* Like [[VideoGame/FinalFantasyVI Kefka]] and [[Characters/BatmanTheJoker The Joker]], [[MagnificentBastard Alpha]] from ''Series/{{Dollhouse}}'' can make you laugh and cross the MoralEventHorizon at the same time.
293* Basil Fawlty of ''Series/FawltyTowers'' is occasionally a VillainProtagonist with his haughty, high-and-mighty attitude. Basil desires to move up in social standing and attract a better class of customer to his hotel, but he's also verbally abusive to the help, only superficially nice to his guests, and his HairTriggerTemper and [[FawltyTowersPlot persistent zany schemes built on webs of lies]] keep getting him into all kinds of trouble. And when he's not the bad guy, he's a JerkWithAHeartOfJerk who shows that he really is a nasty human being deep down. In some episodes, Basil's jerkass behaviour makes him out to be the episode's villain, such as when he begins to antagonize an American tourist because he's an American, or tells his staff to not mention "[[UsefulNotes/WorldWarII the war]]" when German guests are coming, only to fall into Nazi salutes and German stereotypes. All of this is PlayedForLaughs, as the slapstick done to Basil is because [[UnsympatheticComedyProtagonist he's getting his comeuppance for being such a jerk]].
294* ''Series/GameOfThrones'':
295** [[BastardBastard Ramsay Snow/Bolton]]. In the books he's a humorless psychopath who flays people alive and is portrayed like a real-life SerialKiller in medieval times. The show version keeps all of the book character's nightmarish deeds, but adds a heaping dose of FauxAffablyEvil and BlackComedy to them. During his season-long torture of [[spoiler:Theon Greyjoy]], he alternates between deeds like [[{{Fingore}} peeling the skin off his finger]] and [[EvilIsPetty blowing a horn to wake him up...]] which is actually a form of sleep deprivation torture, and bad enough it becomes a ptsd trigger for Theon. Another point has him castrating his victim then eating a suggestively shaped sausage in front of him.
296** Bronn being a colossal asshole only serves to make him that much more entertaining, per contrast to most other evil characters on the show. Bronn wholeheartedly enjoys being a dick, and the victims of his harsher abuse generally tend to be even worse people than he is.
297** Euron Greyjoy can come across as rather over-the-top when he's not trying to intimidate anyone, to the point of cracking macabre jokes and even bluntly asking Jaime for sex tips. It's eminent how Euron doesn't take anyone, including himself, too seriously.
298* ''Series/{{Gotham}}'': Jerome Valeska, unsurprisingly, considering [[Characters/BatmanTheJoker who he is based on]]. Most of the things he finds funny are [[CrossesTheLineTwice horrifying]], like the time he doused cheerleaders in gasoline and then asked them if they had a lighter. Sometimes his sense of humor is (a little) more harmless, though, and he's also prone to making quips, even (rarely) self-deprecating ones. For example, he once characterized his identical twin brother, Jeremiah, as their mother's favorite because [[BreadEggsMilkSquick he cleaned his room, did his homework, and didn't try to kill everyone.]]
299* ''Series/{{Graceland}}'' gives us Ari Adamian, a sociopathic Armenian gangster who does absolutely deplorable things while making hilarious deadpan quips.
300* Mason Verger in ''Series/{{Hannibal}}'' is a truly monstrous human being who ''literally drinks the tears of children'', but is incredibly [[LargeHam entertaining to watch]].
301* Quite a bit of the criminals on ''Series/HomicideLifeOnTheStreet'' tend to be humorously incompetent StupidCrooks. Most of them are guilty of murder, but they're so dumb about it it's hard not to laugh.
302* ''Series/ItsAlwaysSunnyInPhiladelphia'': The Gang are a loathsome and despicable bunch, but their crazy antics are always hilarious to watch.
303* ''Series/KamenRider'':
304** ''Series/KamenRiderFourze'' has the [[GiantEnemyCrab Cancer Zodiarts]], who was the head of the high school's [[http://en.wikipedia.org/wiki/Rakugo Rakugo]] club when he was recruited by the villains, and it still shows in his tendency to make puns mid-battle. Sometimes Cancer gets into CrossesTheLineTwice territory, as with his "Open Mic from Hell", where he challenges people to make him laugh or lose their souls. When the LovableAlphaBitch starts a long joke, he [[KilledMidSentence zaps her mid-sentence]] and says "I never liked her anyway"; when TheStoic challenges him to a funny face contest, he [[NoJustNoReaction gives a flat "no"]] and zaps him.
305** ''Series/KamenRiderOOO'': Dr. Maki truly is a dangerous villain, [[NotSoHarmlessVillain especially as the series goes on]]. His callous stoicism is underscored, however, by a bizarrely persistent RunningGag involving his protectiveness over his CreepyDoll. Anyone who touches, looks at, or so much as breathes near the doll has to endure Dr. Maki's hysterical, hammy freak-outs, which is a ''complete'' 180 from the emotionless bastard Maki usually is. Even as the doll is treated to a CerebusRetcon, they keep getting comedy out of it and Dr. Maki in increasingly weirder ways.
306* Lord Fear in ''Series/{{Knightmare}}'' was a hilariously snarky villain.
307* ''Series/LazyTown'': Robbie is the show's BigBad, but his antics and dialogue are ''hilarious''.
308* All of the villains on ''Series/TheLeagueOfGentlemen''. There are very few shows that could make a pair of [[BrotherSisterIncest incestuous]] corrupt hick {{Serial Killer}}s hilarious.
309* ''Series/{{Lost}}'': Benjamin Linus is one ruthless, manipulative, and downright creepy motherfucker. [[DeadpanSnarker He also has some of the best lines in the series.]]
310* El Ecoloco from ''Series/OdiseaBurbujas'', his name means “Eco-Crazy” and he is basically like a homeless man made villain, his main goal is to pollute the world. He even has his own song, pretty catchy: ''Amo el ruido y el smog'' [I love nois and smog].
311* ''Series/OnlyFoolsAndHorses'' has a number of villains who have funny moments, but oddly enough, many of them are treated [[VileVillainSaccharineShow with surprising seriousness.]] However, the robber who traps Del, Rodney and Uncle Albert in the supermarket overnight, who calls himself "the Shadow" [[spoiler: aka Lennox Gilby]] from ''The Longest Night'' is the standout example. He's treated with the same respect as other villains (such as Roy Slater), but that doesn't stop him from being quite possibly ''the funniest one-shot character in the entire series.'' His [[{{Troll}} debonair attitude,]] his jumbling over his words and flat out [[StupidEvil stupidity and incompetence]] make for an unforgettable villain. [[spoiler: Justified, as it turns out he's not really evil and only did what he did out of desperation. Doesn't make him any less funny.]] The fact that this is [[OneEpisodeWonder his only appearance in the whole show]] makes him all the more memorable.
312** The Driscoll Brothers (an obvious parody of the Cray Twins) are also played with surprising seriousness, but that doesn't stop them from coming out with something stupid or attempt to maintain their sinister persona after something dumb happens. [[TheComicallySerious In fact, it works better than it should.]]
313* Franchise/PowerRangers has a lot of these guys, really - ranging from Squatt and Baboo the TagalongKid monster henchmen of Rita Repulsa to Flit the {{fly|Crazy}} CombatCommentator.
314* Paulie "Walnuts" Gualtieri from ''Series/TheSopranos''. A ridiculously rapacious and cheap bastard. Comically absurd like many of his shenanigans.
315* ''Series/{{Supernatural}}'':
316** The Trickster/[[spoiler:Gabriel]] always manages to deliver some sick and twisted poetic justice in a way that will make you laugh--maybe because it's [[RefugeInAudacity completely ridiculous]], extremely clever, or just funny.
317** The main reason Cowley was around for as long as he was: He was always funny enough to pick up the same kind of PopularityPower Castiel had. He did lots of awful things, but he always managed to remain likable with his DeadpanSnarker attitude, the [[TheNicknamer nicknames he gave everyone]] and unorthodox management methods like in "The Man Who Would Be King" which shows that after becoming King of Hell, he got rid of all the torture and turned it into an eternal DMV line. A lot of the people who were coming in were masochists who enjoyed being tormented, but ''nobody'' likes waiting in line. He also gets a great EvenEvilHasStandards rant in the otherwise-godawful "Season 7, Time For a Wedding":
318--->''This isn't Wall Street, this is'' Hell! ''We have a little something called'' integrity!
319** While Lucifer himself averts this, [[spoiler:Sam's hallucination of Lucifer in S7 finds some rather amusing ways to torment Sam, like singing "Stairway to Heaven" 50 times in a row and yelling in his ear with a megaphone]].
320--->''Pay attention to me, [[spoiler:Sam]]! I'm'' bored!
321** [[spoiler:Soulless Sam's]] complete LackOfEmpathy led to some [[ComedicSociopathy pretty hilarious moments]] in Season 6. Take, for instance, "Clap Your Hands If You Believe", when an unnamed woman tells him it must have been horrible to have his brother abducted by aliens.
322--->'''[[spoiler:Sam]]''': No! I mean, I've had time to adjust.\
323'''Unnamed woman''': Did it happen when you were kids?\
324'''[[spoiler:Sam]]''': No. [[DissonantSerenity Half an hour ago.]]
325** Meg also got some pretty dark laughs. See her taunting Jo in "[[spoiler:Born Under A Bad Sign]]" ''My Daddy shot your daddy in the head~'' Also, after she's exorcised, Dean tells [[spoiler:Sam]] "Dude, you full-on had a girl inside you for a whole ''week''. That's pretty dirty."
326** [[spoiler:Madge and Edward Carrigan]], the [[spoiler:pagan gods]] from "A Very Supernatural Christmas", are another example.
327--->'''Dean''': *as they're preparing him to be sacrificed* Aaah! You bitch!\
328'''[[spoiler:Madge]]''': [[AffablyEvil Oh my goodness me! Somebody owes a nickel to the swear jar!]] Oh, do you know what I say when I feel like swearing? [[GoshDangItToHeck Fudge.]]\
329'''Dean''': [[SarcasmMode I'll try and remember that]].\
330''*a few minutes later*''\
331'''Dean''': You fudging touch me again and I'll fudging kill you!\
332'''[[spoiler:Madge]]''' Very good!
333** The [[spoiler:shapeshifter]] in "Monster Movie" also gets some pretty great moments. Particularly the bit with the delivery guy.
334--->'''[[spoiler:Shapeshifter]]/"Dracula"''': Is there... ''garlic'' on this pizza?\
335'''Delivery Guy''': I don't know. Did you ''order'' garlic?\
336'''[[spoiler:Shapeshifter]]/"Dracula"''': ''*horrified*'' No!\
337'''Delivery Guy''': ''*bored*'' Then no, there isn't any garlic on it.
338** Although his very presence on the screen was NightmareFuel, [[TortureTechnician Alastair]] still had a bit of this.
339--->''*after Uriel calls him a "pussing sore*'' Name-calling. That hurt my feelings, you ''[[HypocriticalHumor sanctimonious, fanatical prick.]]''
340** [[spoiler:Zachariah]] at times due to being such an over-the-top asshole. This side of him shows most in "Dark Side of the Moon", from [[DirtyOldMan calling Mary a MILF]] to retorting to Dean's mocking his baldness with "in heaven I have six wings and four faces, one of which is a LION".
341** Balthazar was also often this. A good example in "My Heart Will Go On" when he explains to Sam and Dean that he [[spoiler:changed history to stop the ''Titanic'' from sinking, which [[BeyondTheimpossible isn't supposed to be possible]], just because he hated [[Film/Titanic1997 "that movie"]].]]. He was lying.
342--->'''Dean:''' What movie?\
343'''Balthazar:''' Exactly!
344** The series' original BigBad the Yellow-Eyed Demon/Azazel is often viewed as one of (if not ''the'') most evil demons on the show. However, the fact that he never fails to [[DeadpanSnarker mock]] the heroes also makes him highly entertaining.
345--->'''John:''' Hey. ''[aims the Colt at Azazel]'' How stupid do you think I am?\
346'''Azazel:''' ''[grins]'' You really want an honest answer to that?
347* ''Franchise/SuperSentai'':
348%%** Yogostein, Kitaneidas, and Kegalesia in ''Series/EngineSentaiGoOnger''.
349** [[Series/KaizokuSentaiGokaiger Warz Gill]] is a ManChild GeneralFailure who throws tantrum and gets into hijinx that makes him the butt of jokes and generally act like a SpoiledBrat. He still has some nasty tendencies of plots that makes even his more serious [[TheDragon Dragon]] [[EvenEvilHasStandards horrified enough]].
350* ''Series/TheVampireDiaries'':
351** Even when he's balls-to-the-wall evil and murdering innocent people, Damon still makes you laugh.
352** Klaus. Being a SmugSnake, a ManipulativeBastard and one of the most [[ItsAllAboutMe selfish]] vampires in the world never get in the way of him being hilarious.
353* ''Series/WandaVision'' has [[spoiler: Agnes a.k.a. Agatha Harkness]], who gets lots of snarky one liners and, after the reveal, absolutely revels in how evil she is. She even hijacks the 'sitcom' of Westview to play her own VillainSong! She's absolutely awful, having steadily insinuated herself into Wanda's life while causing her more and more pain, all to get at Wanda's power... but she is great fun to watch.
354[[/folder]]
355
356[[folder:Music]]
357* Music/{{Eminem}}'s Slim Shady persona is this. He raps about doing awful things, but plays them for laughs with [[MetaGuy snide comments about how scandalised the audience must be]], [[ActingForTwo quoting other characters in the scene with silly voices]], cartoon sound effects made with his mouth, deliberately {{Painful Rhyme}}s, using enjambment and end-line multirhymes for comic timing, and being [[SelfDeprecation willing to be the butt of his own jokes]].
358[[/folder]]
359
360[[folder:Podcasts]]
361* Quite a few of the villains from ''Podcast/TheAdventureZoneBalance'', but especially Magic Brian, the villain of the ''Here There Be Gerblins'' arc, who has a ridiculous accent (similar to Taako's) and is ultimately disposed of when Magnus [[spoiler: simply kicks him off of a ledge]].
362[[/folder]]
363
364[[folder:Professional Wrestling]]
365* Wrestling/ChrisJericho was one of these in Wrestling/{{WCW}} and in his early days in Wrestling/{{WWE}} as a dumb blonde muscle headed prima donna who thought he was a lot better than he really was. He beat Wrestling/{{Goldberg}}...or rather, a pale imitation in "Gilberg", and he ''almost'' lost to that! He knew 1004 holds and they were almost all ARMBAR!
366* Wrestling/{{Rikishi}} during his "bad man" phase. Yes, he tried to run over Wrestling/StoneColdSteveAustin with a motor vehicle but he was still the man whose most prominent feature was his ass. In fact, this little stretch of his WWF career is considered one of the worst {{heel}} runs ever because people weren't laughing in any way intended.
367* When the Knights of the UK were put on edge, bad things happened. In [[Wrestling/{{Paige}} Britani]]'s case though, it was almost adorable. She's tried to use unwilling wrestlers such as Wrestling/CheerleaderMelissa as ventriloquist dummies, for example.
368* Since no one has kicked out of Wrestling/BryanDanielson's inside cradle all year, you may now refer to him as "'''Mr.''' Small Package!" Why are you laughing? What's so funny? You're all just jealous because you'll never rate on his manliness meter!
369* After Wrestling/SantinoMarella failed to get over as the "Milan Miracle", he got over this way, typically throwing silly insults at his opponents. Usually he's a weak character who gets whipped on, to get the audience cheering for a big, strong hero.
370* "Broken Wrestling/MattHardy" is an amalgamation of insane rambling in fake accents, piano-playing, and flying drones (among other things, it's difficult to package his gimmick properly in a few words). The segments involving him have hit MemeticMutation levels in the pro wrestling community due to their gloriously cheese execution that involves so many out-of-context moments.
371[[/folder]]
372
373[[folder:Radio]]
374* ''Radio/OldHarrysGame'': The main cast includes Thomas Crimp, a demented murder-rapist; Gary, a demon obsessed with torturing people; and {{Satan}} himself. It's a comedy.
375* The Whisperer, from the ''Radio/AdventuresInOdyssey'' episode "Accidental Dilemma", is treated as if he were incompetent, but between the lines, he ''has'' formidable equipment, tricks, and overall villainous cunning on his side. However, he is so consistently played for laughs that it turns out to be one of the funniest episodes (of what was ostensibly a comedy-drama) in a while.
376[[/folder]]
377
378[[folder:Tabletop Games]]
379* ''TabletopGame/InNomine'': Kobal, the Demon Prince of Dark Humor, makes a point of playing this up. His jokes and comedy make it seem like he's not that bad a guy -- which is entirely his plan. His sense of humour is monstrous -- one of his favorite "pranks" was the Children's Crusade -- he's just good at making it seem affable. There is also his "blood brother" Haagenti, the Demon Prince of Gluttony, who also holds purview over torture and sight gags (which many consider to be a form of torture).
380* ''TabletopGame/MagicTheGathering'': Goblins in any given setting tend to be psychopathic, destructive, homicidal, genocidal, suicidal and absolutely hilarious.
381* ''TabletopGame/{{Pathfinder}}'' goblins, bless their psychopathic little hearts. Their culture honors pyromania, kleptomania, illiteracy, random slaughter and suicidal courage.
382* ''Franchise/{{Warhammer}}'':
383** ''TabletopGame/Warhammer40000'': The Orks are a species of {{Psychopathic Manchild}}ren who fill in as the ''comic relief'' of the setting, in no small part due to [[CrossesTheLineTwice crossing the line twice]]. Among other things, they're deliberately written as talking like FootballHooligans. Most factions in will wage genocidal war on you because they hate you with the burning fire of a thousand suns just because you exist. The Orks will wage genocidal war on you because they want a ''larf!'' This is contrast to their Orc and Orruk counterparts in ''Fantasy'' and ''Age of Sigmar'', which share the violent mayhem but are played much less humorously.
384** ''TabletopGame/WarhammerFantasy'': The [[RatMen Skaven]] are, objectively, perhaps the most loathsome faction in the entire setting (and that's saying a lot), with nary a redeeming trait. They're vicious mass-murdering death-worshippers. Yet, between their [[SmallNameBigEgo omnipresent narcissism]], [[TooDumbToLive often-fatal incompetence]] and [[DirtyCoward sheer cowardice]], they tend to come off as more of an UnsympatheticComedyProtagonist instead. Special points go to [[Literature/GotrekAndFelix Grey Seer Thanqquol]], who is not unlike "Series/{{Blackadder}} meets [[WesternAnimation/PinkyAndTheBrain The Brain]]".
385[[/folder]]
386
387[[folder:Theatre]]
388* The Shredder in ''Theatre/ComingOutOfTheirShells'' will typically punctuate his monologuing with boats and hearty laughter.
389* Creator/WilliamShakespeare's villains tend toward this, since their extreme self-awareness and cynicism render them hilarious {{Deadpan Snarker}}s. Especially [[ManipulativeBastard Iago]] in ''Theatre/{{Othello}}'' and [[BastardAngst Edmund]] in ''Theatre/KingLear''.
390* The Thenardiers in the musical version of ''Theatre/LesMiserables'', like in the book, are pimps, cheats, swindlers, thieves, grave robbers, extortionists and AbusiveParents and spouses. They're also the only source of anything approaching comic relief in the entire musical, with "Master of the House" standing out as the only genuinely upbeat song. Yeah, this is that kind of work.... This contrasts with the source material, where Mr. Thenardier is far from laughable, being an absolute ogre whom even Mme. Thenardier is scared of.
391%% * Fagin in ''Theatre/{{Oliver}}'' - ZCE
392* In ''Theatre/{{Hamilton}}'', King George III is hilariously malevolent every single time he appears. His sole functions in the story are to provide commentary for ongoing events in America at three points, each time to the exact same British music hall-style tune; witness America's devolution into partisanism under President John Adams (good luck!), and help pass out copies of the Reynolds pamphlet.
393[[/folder]]
394
395[[folder:Video Games]]
396* Zorbak in ''VideoGame/AdventureQuest'' has transcended evil. He's Ebil! Mwahahah!
397** Escherion, the very first Lord of Chaos in ''VideoGame/AdventureQuestWorlds'', becomes this trope at the end of the Chiral Valley saga when the hero reflects his inversion spell right back at him, inverting him and causing him to suffer the HumiliationConga of ending up casting every spell he tries to cast on him/her on himself, and eventually turn himself into a harmless frog, which is a rather funny scene, to say the least.
398---> '''Hero:''' (after Escherion turns into a frog) Huh... I guess you inverted your powers. Every spell you try to cast on me, you actually cast on yourself.\
399'''Escherion:''' *ribbit ribbit*\
400'''Hero:''' ...I'm sure you just said something very rude in froggy.
401* ''VideoGame/AlanWake'': While [[DarkIsEvil the Dark Presence]] itself is a terrifying EldritchAbomination from beyond perceivable reality, "[[TheDragon Mr. Scratch]]," the EvilTwin of the titular protagonist that it creates to help it escape from its prison and who serves as the BigBad of the SpinOff ''Alan Wake's American Nightmare'' is an utter riot from beginning to end, what with being a megalomaniacal, [[LargeHam absurdly flamboyant]], and sadistic SerialKiller. Really, one only needs to listen to less than five seconds of Mr. Scratch's VillainSong "The Happy Song" to tell that both Ilkka Villi (his live-action actor) and Matthew Porretta (his in-game voice actor) are having ''[[ChewingTheScenery the time of their lives]]'' playing him.
402-->'''Mr. Scratch:''' ''[[https://youtu.be/BAh6ay9QDtE?list=PLjACqN5i5sDUEienDV52g85W6J7chzLXV I told you I'm a psycho, psycho, PSYCHO, yeah!]]''
403* ''VideoGame/AtlasReactor'' has Isadora, a hamster [[EvilGenius with an IQ of 6,000]] and ambitions to TakeOverTheWorld. Unlike Veigar, she's fully aware of [[CutenessProximity her adorableness]], and [[ExploitedTrope takes advantage of it every chance she gets]].
404* ''Franchise/BaldursGate'':
405** TokenEvilTeammate Edwin from ''VideoGame/BaldursGate'' and ''VideoGame/BaldursGateII'' is a sociopathic, irritable EvilSorcerer with [[InsufferableGenius a massive ego]] but is genuinely cranky to the point of amusement and bumbling enough to be this trope as his storyline in the sequel involves him getting himself [[GenderBender turned into a woman]]. Half the laughter comes from him being sulky.
406** TokenEvilTeammate Astarion from ''VideoGame/BaldursGateIII'' is a LovableRogue vampire who's a [[CampGay flamboyant]] LargeHam and LovableSexManiac. There's also drow companion Minthara, who's TheComicallySerious and will often fondly reminisce about her horrific, AlwaysChaoticEvil culture.
407* The Joker again in the ''[[VideoGame/BatmanArkhamSeries Batman: Arkham]]'' series. His plans are always horrific, he kills many innocent people, [[KicktheDog kicks every dog he can]], and indulges in EvilGloating. He's also still very funny, even some of his GameOverMan taunts are funny. His VillainSong "Can't Stop Laughing" in ''VideoGame/BatmanArkhamKnight'' is a highlight of this, as he's taunting Batman over the grim events of the series, the DarkestHour he's in, [[spoiler: the deaths of Barbara and Talia, and how he's going to [[SplitPersonalityTakeover become a new Joker]]]], and its ''hysterical''.
408** This is notably averted in ''VideoGame/BatmanArkhamOrigins'' where is his psychopathy is cranked up and he isn't funny ''at all'', making him [[KnightOfCerebus considerably more threatening and terrifying]].
409* Yuuki Terumi of ''Franchise/BlazBlue'': most of the fun from watching him comes just from how he enjoys crossing the MoralEventHorizon at every given opportunity. Combine that with being an exceptional LargeHam, and a very efficient ManipulativeBastard, you have one villain you just can't help but laugh with even as he commits atrocity after atrocity.
410* Handsome Jack in ''VideoGame/{{Borderlands 2}}''. He is ''evil''. Absolutely, totally evil. And he is such an epic asshole that every conversation with him is side-splittingly hilarious.
411** Many, many other antagonists and enemy mooks also fit the bill. Face [=McShooty=], a Psycho who desperately ''begs'' to get shot in the face (seriously) comes to mind. His mission even gets listed as "Shoot This Guy in the Face".
412* ''VideoGame/{{Bulletstorm}}'': General Sarrano is an evil, manipulative, foul-mouthed bastard who delights in the suffering of others, gleefully betrays everyone around him, and is generally an all-around un-fun guy to be around. At the same time, he's a hilariously over-the-top jackass with a never-ending stream of creative invective to toss at anyone and everyone around him.
413* Foxbat from ''VideoGame/ChampionsOnline''. He's been described as an evil version of Adam West-era Batman.
414* ''VideoGame/CityOfHeroes'''s Dr. Aeon. While he's one of the non-harmless examples of the trope, it's more because he's [[GeniusDitz such a scatter-brained moron]] that he ends up posing as much of a danger to the world [[TheChewToy as to himself]].
415* Every villain in the ''VideoGame/CrashBandicoot'' series.
416** Dr. N. Gin, the SycophanticServant is portrayed as this in ''VideoGame/CrashTagTeamRacing'', ''VideoGame/CrashOfTheTitans'', and ''VideoGame/CrashMindOverMutant'' as a {{Cloudcuckoolander}} with NoIndoorVoice who has a tendency to scream ridiculous things and go on bizarre rants.
417--->'''N. Gin''': And when Cortex is triumphant, I will be rewarded! With glories and showers of presents like a million Kwanzaas! Ahha! And I, N. Gin, will be made King of Wumpa Island! Imma be like Serpentor!
418** Dr. Cortex himself is also ''very'' funny. For the best examples, look no further than ''VideoGame/CrashTwinsanity'' or ''VideoGame/CrashBandicoot3Warped''. The way he switches between CardCarryingVillain to SissyVillain scaredy-cat in a split second (usually becuase he's run out of ammo) is endlessly entertaining to watch.
419** Tiny - when he's voiced, or even when he's not - is usually the entertainingly [[DumbMuscle simple]] minion of Dr. Cortex.
420** Some [[VideoGame/CrashOfTheTitans versions]] portray [[BigBad Uka Uka]] as this. It works surprisingly well.
421* Caulder of ''[[VideoGame/NintendoWars Days of Ruin]]'' fame is a fascinating example. Among other things, he [[spoiler:releases a biological weapon and attacks civilians]] [[ForScience for the lulz.]] And he makes it funny.
422** There's also Waylon, a greedy coward whose [[AtLeastIAdmitIt honesty about his selfishness]] gives him all of the game's best lines.
423* ''VideoGame/{{Deltarune}}'' has Queen, an egomaniacle whackjob who uses LeetSpeak while leaving CapsLock on and completely foregoing punctuation Just Like This As If She Were Emphasizing Every Word As Its Own Sentence, but she can still prove terrifying when the moment calls for it, [[ItMakesSenseInContext even while offering a battery acid pie]].
424* Many of the demons in the ''Franchise/{{Disgaea}}'' series (except the psychopaths like [[VideoGame/Disgaea2CursedMemories fake/real Zenon, evil Adell]], super evil [[VideoGame/Disgaea3AbsenceOfJustice Mao]], etc) qualify for this trope.
425%% * Jester from ''VideoGame/DevilMayCry3DantesAwakening'' is funny as [[{{Pun}} Hell]]. - ZCE
426* ''VideoGame/DyztopiaPostHumanRPG'': Sho Sharker is a goofy show host who is introduced abruptly cutting to commercial because he accidentally mentioned Prime Minister Morgalia's age. However, he's also a ruthless advocate for Zetacorp and is willing to have dissidents killed on his show, all while cracking jokes at their expense. Even his VillainousBreakdown is humorous due to him declaring himself "uncancellable" while watching his anti-Akira campaign fall apart. In-universe, many viewers find him more obnoxious and gaudy than funny.
427%% * Ditto for the entire RoguesGallery of ''VideoGame/EarthwormJim'' (even more so in the [[WesternAnimation/EarthwormJim cartoon]]). - ZCE
428* ''Franchise/TheElderScrolls'':
429** This is a trait of the Dark Brotherhood, an illegal [[MurderInc organization of assassins]] whose membership mostly takes a [[PsychoForHire sadistic glee]] in killing and who practice a ReligionOfEvil. Though horrifying in their occupation, the Dark Brotherhood is at times downright ''hilarious'', in large part due to their EqualOpportunityEvil RagtagBunchOfMisfits approach to recruiting which brings a lot of distinct personalities together. Special mentions include Gogron gro-Bolmog, a [[MightyGlacier heavy armor wearing]] and axe-wielding [[OurOrcsAreDifferent Orc]] who has a decidedly ''[[LeeroyJenkins non-stealthy]]'' approach to assassination, and Festus Krex, an elderly [[PlayingWithFire pyromaniac]] mage assassin who ''strongly'' believes that ThereIsNoKillLikeOverkill.
430** ''[[VideoGame/TheElderScrollsVSkyrim Skyrim]]'' adds Cicero, a jester who is a touch unstable, and who also happens to be [[spoiler:the [[OneBadMother Night Mother]]'s keeper, an important position in the Dark Brotherhood]].
431* The player in ''VideoGame/EvilGenius''. Think [[Film/AustinPowers Dr. Evil]].
432* Reaver from ''VideoGame/FableII'' and ''[[VideoGame/FableIII III]]'' also qualifies. He's a hedonistic DepravedBisexual who achieved immortality [[ImmortalityImmorality through some very unpleasant means]] and is out purely to serve his own interests. But he's also so incredibly {{Camp}} you can't help but like him. And he's voiced by Creator/StephenFry.
433* ''VideoGame/{{Fallout}}'':
434** ''VideoGame/FalloutNewVegas' Old World Blues'' [=DLC=] gave us the [[DysfunctionJunction Think Tank]], [[spoiler: the ''true'' antagonists of the [=DLC=]]], although [[LargeHam Dr. Klein]] and [[EvilutionaryBiologist Dr. Borous]] are the most obvious examples therein. Despite them all being amoral {{Mad Scientist}}s who parted ways [[LackOfEmpathy with ethics]] and {{sanity|Slippage}} a ''loooong'' time ago, they're also all completely hilarious due to them being both [[ComedicSociopathy cheerfully oblivious to right and wrong]] and [[{{Cloudcuckoolander}} batshit insane]].
435** ''[[VideoGame/Fallout4 Fallout 4]]'''s ''Vault-Tec Workshop'' DLC gives us [[MadScientist Overseer]] [[TheSociopath Valery Barstow]] of Vault 88, who the [[PlayerCharacter Sole Survivor]] assists in creating a [[UndergroundCity Vault]] to test on hapless Wastelanders [[ForScience For Science!]] (read: whatever completely pointless and often needlessly dangerous experiment that [[IncompetenceInc Vault]]-[[EvilInc Tec]] saw as the most entertaining to do at the moment). Despite some of her experiments actually being quite dangerous, the Sole Survivor can choose to [[ScrewTheRulesImDoingWhatsRight alter them to make them actually beneficial]], which irritates her to no end ([[HarmlessVillain but as she's no fighter, she can't respond with violence towards your actions]]). Combine her ComedicSociopathy with her InsaneTrollLogic (one of her experiments involves drugging the Vault's ''soda fountains'' to make people [[GettingSmiliesPaintedOnYourSoul absurdly cheerful]] [[ForTheEvulz for no real reason]]) and utter LackOfEmpathy towards the sweet ButtMonkey [[ThePollyanna Clem]] that she tests all her experiments on (like giving him an electricity-producing exercise bike that gives him shocks that can [[BlownAcrossTheRoom throw halfway across the room]]), and she turns out to be quite hilarious. In fact, her last scene in the DLC (if the Survivor chooses only the positive options for her experiments) is for her to throw up her hands in disgust and [[ScrewThisImOuttaHere leave your "cheery Purgatory."]]
436* ''Franchise/FinalFantasy'':
437** ''VideoGame/FinalFantasyVI'':
438*** [[VideoGame/FinalFantasyVI Kefka]], a rare example of a villain who can make you laugh, even when he's gleefully crossing the MoralEventHorizon. It also doesn't help that he's the ''Final Fantasy'' equivalent of [[Characters/BatmanTheJoker The Joker]]. Until he ends the world and becomes the God of Magic.
439*** Another example from that game might be the octopus Ultros. Ultros isn't really that threatening, truth be told, but he's a [[FountainOfMemes goldmine of hilarious one-liners]]. Even his cameos in other games are this trope.
440** ''VideoGame/FinalFantasyXV'' gives us Ardyn Izunia, a fabulous, scene-stealing villain modeled after Kefka by the developers. Noctis even calls him "Jester" on one occasion.
441** Recurring villain Gilgamesh, a LargeHam prone to hilariously bizarre proclamations mid-battle.
442* It seems ''VideoGame/GrandTheftAuto'' has a thing for this, so of course ''VideoGame/GrandTheftAutoV'' upped the ante with player character Trevor. Abusive, psychopathic, and hilarious.
443** In ''VideoGame/GrandTheftAutoSanAndreas'', you have Mike Toreno, the paranoid government agent. Disrespecting dead women to a monologue on how all modern conspiracy theories are nowhere near the truth. There's also Ryder, who provides enough humor in almost every cutscene/mission he appears in in spite of his [[{{Jerkass}} rude attitude]].
444%% ** Jerry Martinez and Lance Vance from ''VideoGame/GrandTheftAutoViceCityStories''. - ZCE
445* ''VideoGame/GuildWars: Nightfall'':
446** The Lich Palawa Joko once terrorised the ''entirety'' of the continent of Elona, whose forces were the greatest threat said continent faced until the Charr invasion many centuries later. Being unable to die or be killed, he had to be [[SealedEvilInACan sealed away]] at the location of his defeat, and there he would have remained... if the plot hadn't required that you release him from his imprisonment for several ''very good'' reasons. But that's okay, all Joko wants is to reform his undead Army Of Darkness, which you've got to help him with as well. Astoundingly, he fails to be a threat for the remainder of the game, and while you're dealing with the BigBad he's spending the rest of the time [[HilarityEnsues hilariously failing to get any sort of organisation from his mindless minions]]. What a guy. [[spoiler:By the second game, he has gotten his act together, and how.]]
447** Mad King Thorn is generally loved by players and seen as wacky and amusing. The fact that he and his minions will happily recall the horrors they inflicted on their subjects, such as once having ''an entire village flayed alive'', makes this somewhat inexcusable.
448* King Bohan and Flying Fox from ''VideoGame/HeavenlySword''. King Bohan is voiced by Creator/AndySerkis and is funny even when being a total bastard. Flying Fox has a very shrill voice and is even hammier than Bohan.
449* Deconstructed in ''VideoGame/Injustice2''. While he's capable of cracking jokes, it's also shown that [[Characters/BatmanTheJoker The Joker]]'s evil side far exceeds it, given that he's [[VillainousLegacy responsible]] for Superman's FaceHeelTurn by tricking Big Blue into murdering his own family and nuking Metropolis just ForTheEvulz, and that it's entirely possible for one aspect of this trope to be so horrific to cancel the other out. His attempts at BlackComedy are used to call attention on why tormenting people would be funny. His belief that [[StrawNihilist life is just a "joke"]] also reveals how insane he is.
450* [[spoiler:Hades]] from ''VideoGame/KidIcarusUprising''. [[OOCIsSeriousBusiness The few times]] when they get dead serious, however, it's actually pretty terrifying.
451* Several members of Organization XIII from ''Franchise/KingdomHearts'' are this, especially Xigbar. Xigbar is there, casually tossing out surfer slang, wearing an eye patch, explaining (badly) what love is to Roxas, and is a lot of fun to watch. Until you play ''Birth By Sleep'' and ''Kingdom Hearts 3D''. [[spoiler: Where it's revealed that he caused a lot of the problems in ''Birth By Sleep'' and ''[=KH3D=]'' because he willingly let himself become "Half Xehanort" and it's implied that -unlike several other members of the New Organization who were either forced, brainwashed, or a part of the original Xehanort (ItMakesSenseInContext)- knew what would happen if Master Xehanort succeeds and went along with it anyway.]] Demyx is funnier, but [[MinionWithAnFInEvil he isn't evil enough to completely pull this off]].
452* King Dedede from the ''Franchise/{{Kirby}}'' series. He is the villian of the first game and spin-offs, yet he is rarely taken seriously. As a silly penguin-like BigEater with an egostical deposition, he's certainly played less of a threat than [[Franchise/SuperMarioBros Bowser]] or [[Franchise/TheLegendOfZelda Ganondorf]].
453* Razurou in ''[[Manga/KishinDoujiZenki Kishin Douji Zenki: Vajura Fight]]'' has multiple appearances that are mostly provided for comic relief. In his first appearance, he's blasted away by Shoukouga before he can fight Zenki/Chiaki. His second appearance has him falling out of the train, dizzy, and you can jump on him as many times as you want, especially if you're planning on getting the maximum amount of lives. His third appearance has him attempt to fight the heroic duo again only to be knocked away by Tetuhewreki, who survived the falling debris that crushed him. And to top it off, [[LargeHam he's even known for having some bombastic lines]]. [[spoiler: Of course, his fourth and final encounter is [[ThatOneBoss a good reason why]] you should BewareTheSillyOnes, even if [[DemonicPossession he was just being possessed and mutated by Fushushoku]].]]
454* In ''VideoGame/LeagueOfLegends'', a game notorious for its already enormous and ever-expanding playable roster, with villains included, running into at least a few of these is to be expected.
455** [[HarmlessVillain Veigar, the Tiny Master of Evil]], is a self-proclaimed EvilOverlord trying to follow in the footsteps of his ''actual'' EvilOverlord master. He is also [[RidiculouslyCuteCritter a yordle]], i.e. less physically imposing than a Hobbit, has a high-pitched voice, is [[EvilIsHammy endearingly hammy]], and [[IneffectualSympatheticVillain ultimately has a hard time being taken seriously as a villain]].
456--->'''Veigar''': I am evil! Stop laughing!
457** [[MadDoctor Dr. Mundo]], [[CombatSadomasochist the Madman of Zaun]] is such a goofy and [[ObliviouslyEvil obliviously thick-headed]] [[DumbMuscle lunkhead]] that you almost forget the fact that [[BewareTheSillyOnes he possesses the backstory]] [[AxCrazy and actions of a horror villain]].
458** [[MadBomber Jinx, the Loose Canon]] was described by her creator as [[Film/TheDarkKnightTrilogy the Dark Knight saga's]] [[Characters/BatmanTheJoker Joker]] if he was played by Creator/HelenaBonhamCarter, and it shows. [[PsychopathicWomanchild Psychopathic]] and [[TerroristWithoutACause pointlessly anarchic]] as she may be, she's also one of the game's most straight-up entertaining personalities.
459** [[JackassGenie Tahm Kench, the River King]], BeneathTheMask, is an utterly monstrous being who will [[DealWithTheDevil give you retroactively terrible deals]], [[EmotionEater feast on your despair]], [[BreakThemByTalking and cruelly taunt you as you lose everything.]] That being said, the fact his ''[[IShallTauntYou many]]'' [[IShallTauntYou taunts]] are as hilarious as they are [[KickTheDog savage]] does significantly lighten the mood.
460--->'''Tahm Kench''': ''(taunting an ally [[MsFanservice Ahri]])'' [[StealthInsult I am enthralled by your class and refinement! I must offer you a token of my admirations]][[note]]If that wasn't clear enough for you, in a taunt to an ''enemy'' Ahri, he straight-up calls her a prostitute[[/note]].
461** [[SatanicArchetype Aatrox, the Darkin Blade]] flips between being this and [[OmnicidalManiac horrifyingly evil]]. For the most part, he's a [[UnstoppableRage very wrathful]] and [[HiddenDepths occasionally introspective]] nightmare demon warrior who wants to kill everyone and destroy the world... [[NotSoAboveItAll and he's also]] [[ComedicSociopathy ridiculously sassy at those he challenges to the death]]. When you've [[FallenHero been through]] [[SealedEvilInACan what he's]] [[AndIMustScream been through]], you gotta get your catharsis whenever you can.
462* In ''VideoGame/TheLegendOfZeldaSkywardSword'', Ghirahim manages to be both this ''and'' a KnightOfCerebus. His flamboyant tendencies, disturbing threats, and lack of a sense of personal space leave many players unable to decide whether to laugh or to shudder. [[spoiler:He stops being funny near the end, though.]]
463* ''VideoGame/LoserReborn'': Nya (as in [[Literature/CthulhuMythos that Nyarlathotep]]) is a [[JerkassGods cruel god]] who erases anyone who points out the world's contradictions [[spoiler:and later sends Gla'aki to the real world to start a zombie apocalypse there]]. She also has her share of sarcastic, fourth-wall breaking lines, especially in the fourth ending.
464* ''Franchise/MassEffect'': "Evil" may be pushing it, but playing Commander Shepard as a Renegade can result in some truly hilarious moments and bouts of InsaneTrollLogic.
465* The Roborobo/Rubberrobo Gang from ''VideoGame/{{Medabots}}'' are an organization of total goofballs who dress in full-body rubber costumes with antennae sticking out of the head portion and shades covering their eyes. While their leaders tend to be competent (sometimes), their rank and file are such [[MinionWithAnFInEvil complete and total nitwits]] that it can be hard to take them seriously ''at all''. In fact, the first time we see one of their members in the first game in the series, he's just stolen a rare medal (the heart and soul of the series' robotic {{Mon}}s)... Only to lose it after being clocked in the head with a stray frisbee thrown by the protagonist and subsequently sent fleeing in panic when said protagonist's dog came to fetch it.
466* Dr. Wily, from the ''VideoGame/{{Mega Man|Classic}}'' series. He pulls off evil plots like holding a Russian scientist's daughter hostage and [[TheVirus spreading a robot virus]], yet tends to use silly-looking robots, frequently [[FascinatingEyebrow wiggle his eyebrows]], and [[PoseOfSupplication beg for mercy]] upon his defeat. [[OverusedRunningGag Every single time]]. The guy is a living paradox. The best example of this, is the time he stole the world's strongest robots, while wearing a rather [[PaperThinDisguise flimsy disguise]]. This is quite subject to a CerebusRetcon when you find out that [[spoiler: the horrible, horrible robot war that took up most of ''VideoGame/MegaManX''[='=]s story was his fault]].
467* The Bonne family in ''VideoGame/MegamanLegends'', while they're tearing apart buildings, looting, and generally making nuisances of themselves they do it in an utterly hilarious way. Besides the accidents the servebots get into, Tiesel Bonne screaming at the servebots to close the hatch on his dangerous HumongousMecha or even just the way Tronne Bonne gets chased up a lamppost by a small dog. It's perfectly summed up by one of the citizens on Saul Kada island which the Bonnes have taken over.
468-->'''Citizen''': I don't know whether to laugh at the bonnes or run away from them!
469* ''VideoGame/MetalWolfChaos'' has the evil Vice President Richard Hawk, who is hilarious when he melodramatically calls out the protagonist's name, makes [[{{Dissimile}} bad similes]], pronounces "darjeeling tea", and speaks with a smug and sarcastic tone. [[spoiler:Even his worst act in the game is portrayed as BlackComedy, where he attempts to nuke America with a missile that's branded "Merry Christmas."]]
470* Murray, the demonic skele- errrr, the Mighty Demonic Skull from the ''VideoGame/MonkeyIsland'' series. In this case, much of his laughableness derives from how [[CardCarryingVillain over-the-top evil]] and [[LargeHam hammy]] he acts despite being [[HarmlessVillain a disembodied skull]] incapable of harming anyone except through (very, very ineffectual) verbal abuse.
471* In the first ''VideoGame/{{Mother}}'' game, Hippies will try to attack Ninten with rulers. They'll also try to shout into a bullhorn that Ninten's mother was looking for him.
472* Among the villainous characters in ''VideoGame/{{Overwatch}}'', Jamison "Junkrat" Fawks holds the title. A MadBomber and international criminal, Junkrat is always laughing and comes off as very jovial. Many of his in-game emotes are comedic (dancing on his RIP Tire, accidentally giving himself a GroinAttack, etc.) but doesn't distract from the fact that he's murdered, stolen and caused perhaps ''billions'' of dollars worth of property damage via arson.
473* ''VideoGame/PathfinderKingmaker'': Per [[TabletopGame/{{Pathfinder}} the setting]], the smaller Evil monsters, mainly mites, kobolds, and goblins, are generally PlayedForLaughs: tribes of small, idiosyncratic critters that talk in YouNoTakeCandle and think they're a lot tougher than they actually are.
474** There's a war between tribes of kobolds and mites in the first chapter in which you can intervene. The kobolds in particular are dupes of the StarterVillain Tartuccio, and if you treat them with mercy you gain the ability to construct a special "Kobold Quarter" building in any Town or City you own, which offers some nice boosts to your barony's Espionage stat.
475** There's an entire subplot in the "Season of Bloom" chapter involving the local goblin tribes. They think the plague of magical parasites turning humanoids into monsters is a sign from [[MotherOfAThousandYoung Lamashtu]] and keep trying to domesticate the monsters--usually getting eaten for their troubles. One of them, Nok-Nok, can actually join your party and be a pretty effective Rogue, and you can get an achievement for partying with a tribe in a storybook event. At the same time, they ''are'' kidnapping villagers and trying to force-feed the monster seeds to them, and unlike with the kobolds they got the idea in their heads all on their own.
476* Most of the minor villains from the ''VideoGame/PokemonMysteryDungeon'' series. However, they are often [[ShooOutTheClowns phased out]] when the not-so-hilarious BigBad shows up.
477* [=GLaDOS=] from ''VideoGame/{{Portal}}'', [[spoiler: Wheatley]] and Cave Johnson in the sequel. Completely lacking in any sort of ethics, whether business or moral, but certainly quick with a quip.
478* ''VideoGame/RatchetAndClankUpYourArsenal'' introduces us to Dr. Nefarious, who outright became a BreakoutVillain because of this trope.
479-->"QWAAAAAAARRRRR-" *KRZT* [[SoapWithinAShow "I don't have the capacity for love, Janice. I was cursed by a tribe of gypsy ninjas when I was a kid!" "I know, Lance... I was in that tribe of gypsy ninjas!"]] [[PercussiveMaintenance *THWACK*]] "-RRRRK!"
480%% * ''VideoGame/{{Rayman}}'': The VideoGame/RavingRabbids. DAAAAAAAAAAAAAAAAAHHHHHHHH! - ZCE
481* Lucas Baker from ''VideoGame/ResidentEvil7Biohazard'' is a sociopathic [[Franchise/{{Saw}} Jigsaw]]-style SerialKiller... with a cheerful, chatty, and showmanly FauxAffablyEvil streak and tendency to tease and lethally "prank" his victims as they navigate his trap-filled stomping grounds and deadly rigged games in a manner that comes off as equal parts horror bastardry and pitch-dark BlackComedy. He's as much the comic relief character as a major villain, outside of the ''Not a Hero'' DLC chapter, in which he's the BigBad of the scenario and has dropped most of the antics in a fit of pique after being outwitted in the main game.
482* Dokurubo from ''VideoGame/SakuraWarsSoLongMyLove'' is a perfect example of this. When the New York Combat Revue challenge him the second time after comforting Rikaritta Aries, he responds to their appearance with "You guys!". But then, he ask who they are, much to the frustration of the team. Sagitta calls him out for stupidity as Rikaritta just announced who they are. In the boss battle, Dokurobu will also try to trick the team into doing a Victory Pose. Despite being dumbfounded at first, Shinjiro see though it and insults him for it. When Shinjiro also insulted Dokurobu's armour, he get angry and gives it a different name: "The Star Division is Stupid!" armour.
483* Kaos, the BigBad of ''VideoGame/{{Skylanders}}''. He's got the personality [[Creator/RichardStevenHorvitz and voice]] of WesternAnimation/InvaderZim, LargeHam and all. Though it should be noted he's actually [[BewareTheSillyOnes far more competent than his personality would imply.]] Doesn't make him any less fun to watch, however.
484--> '''Kaos:''' My [[HugeHolographicHead head]] is awesome, I tell you! Fear it! Fear my ''GIANT FLOATING HEAD!''
485* ''Franchise/SonicTheHedgehog'' has Dr. Ivo "Eggman" Robotnik. While it varies DependingOnTheWriter, he is generally shown to be rather buffoonish and quite immature, often throwing comically-exaggerated tantrums when things aren't working out his way. His classic counterpart is more consistently depicted as laughable, with much more emphasis on his showmanship (building extravagant casinos and carnivals) and lack of competence (with some of his boss fights has him using rather questionable tactic to counter the heroes alongside ''Sonic CD'' showing his robots broken down and malfunctioning in the bad futures); at least in ''Generations'', though, [[FutureMeScaresMe even he is disturbed by his modern counterpart's crazed behavior.]]
486* ''Franchise/SuperMarioBros'':
487** From Bowser's kidnapping of the princess turning out to be lovesickness, [[VideoGame/SuperMarioBros2 Wart]] being the tyrant of a dream world while [[WeaksauceWeakness critically weak to vegetables]] (he hates the taste), to even the names of many of the stage bosses (King Caliente's Spicy Return!). And some characters who are antagonists in an RPG or spinoff (*[[VideoGame/SuperPaperMario Chunks Awaaaay!]]* ) ([[VideoGame/MarioAndLuigi I HAVE FURY!]]).
488** Special mention also goes to [[MonsterClown Dimentio]], who often has rather quirky behaviors that count as somewhat comical, and yet commits genuinely horrific actions while cracking jokes.
489** However, Bowser is portrayed in a more serious manner in the main series platform games. Especially ''VideoGame/SuperMario64'' and ''VideoGame/SuperMarioGalaxy''. He's a more serious threat in terms of malice in said games, but is still a comical [[LargeHam ham]] of the highest order personality wise, so fits this trope to a tee.
490--->'''Bowser:''' I'm HUUUUUUUUGE!!!!
491** Bowser in ''VideoGame/MarioParty''. Especially in ''VideoGame/MarioParty7'', where he'll take a picture of the characters and make you pay for it.
492* ''VideoGame/KnightsOfTheOldRepublic'':
493** Many of the player character's evil options in the games are hilarious. And then there's [[RoboticPsychopath a certain over-eager assassin droid.]]
494--->"Definition: Love is making a shot to the knees of a target 120 kilometres away using an Aratech sniper rifle with a tri-light scope."
495** HK-47's creator, [[spoiler: Darth Revan,]] who programmed him to refer to all organic lifeforms as meatbags because he thought the [[RoboticPsychopath robotic Psychopathy]] was hilarious and it annoyed one of his allies when HK called him that.
496* The dark sided Sith Inquisitor from ''VideoGame/StarWarsTheOldRepublic'' is quite a comedian. They seem to get the most opportunities to either crack jokes or outright mock their enemies (especially the Jedi) in the funniest way possible. This extends to photo-bombing victory speeches on the Holonet, wagging fingers at Jedi Knights for losing their cool during a battle, and even impersonating Republic officers.
497--> Inquisitor: "Master Ramos needs to brush up on his Jedi teachings. <3"
498* [[PsychoForHire Hasta]] in ''VideoGame/TalesOfInnocence'', though more so in the Vita remake. His strange speech pattern and laid-back manner make it hard to take him seriously, even after he murders some innocents for the sake of getting the party's attention and stabs Luca [[ISurrenderSuckers after getting him to let his guard down.]]
499* Every evil deed done by the Mercs in ''VideoGame/TeamFortress2'' counts. They're the RagtagBunchOfMisfits of hired killers.
500* Soren van Wyk and Colonel Hanse Castillo from ''VideoGame/TerraInvicta'' are two of the most ruthless faction leaders in the game, but they also get some of the funniest lines from their personalities:
501** Soren is a CorruptCorporateExecutive leading a faction whose response to an AlienInvasion is "how can we use this to profit and accumulate control over Earth?" He brags that he could "set a puppy on fire on live TV" and [[VillainWithGoodPublicity get away with it]], and even any seeming "good" acts he does are pure PragmaticVillainy. He's also [[AtLeastIAdmitIt upfront about what he wants in life]], and his [[BadBoss callous treatment of employees]] is PlayedForLaughs.
502---> "Unless you too want to be showered in liquid lead, make damn sure the coolant circuit doesn't break again. Oh, and see to it that these... statues of your predecessors are removed."
503** Colonel Hanse Castillo is a fascist war criminal whose only redeeming aspect is that he's turned his ruthless methods against the invading aliens. His preferred method of interrogating aliens is ColdBloodedTorture, and even then, he'd much rather annihilate them with MoreDakka and only bothers to bring back anything more than a pile of meaty chunks when his scientists ''insist'' they need something to work with. He also has amiable, down-to-earth quotes emphasizing his CombatPragmatist nature.
504* ''VideoGame/ViewFromBelow'': Bell is a snarky {{Jerkass}} thief who comes off as a comic relief character compared to the more menacing Crimson Skull cult. He introduces himself by stealing Ash's lighter and he has the audacity to set up a stall to try to sell it back to the latter for the money cap. He's also incredibly narcissistic, as shown when he locks Ash in a room where the only way out is to solve a tile puzzle in his image.
505* Uncle Jack of ''VideoGame/WeHappyFew'' is just meant to be a NonIronicClown, but his tendency towards BlackComedy (especially jokes involving murdering [[DefectorFromDecadence Downers]]) means that he comes across more as this.
506* Sho Minamimoto from ''VideoGame/TheWorldEndsWithYou'', if only for how bizarre he is. Even when he's planning genocide and [[spoiler:planning to KillTheGod]], he's somehow hilarious. A language or math certainly helps in that.
507* ''VideoGame/WorldOfWarcraft'' has Fandral Staghelm. While many bosses have some funny lines (often puns or pop culture references) Staghelm is such a LargeHam that it's nearly impossible to take him seriously. When you fight him, you've interrupted him at the end of a ritual which will grant him a very powerful firey form. He turns into a flaming cat, and does indeed proceed to almost murderize your raid: but his attacks have inherently silly names (because they are just standard druid abilities with the word "fire" added to the front), and he keeps yelling out the names as he casts. The firey cat form also looks kind of stupid (because of how low-rez the cat models are). He's a [[WellIntentionedExtremist well-intentioned extremist]] with a bit of a Messiah Complex trying to get back the immortality for the Night Elves. But by the time the players go to kill him, they know he's been screwed over by Ragnaros the Firelord already: except he doesn't seem to realize that. Although very powerful, Staghelm is generally regarded as a joke by the players.
508* Kano in ''VideoGame/MortalKombat11'' is a CardCarryingVillain, but compared to the other villains, he acts incredibly nonchalant and is [[TheBogan hilariously crude]]. He seems to take delight in being told how evil he is and most of his intros have him making small talk or [[CasanovaWannabe even attempting to flirt with other fighters]]. [[NotSoHarmlessVillain Though he’s still a ruthless and dangerous criminal]], his [[FauxAffablyEvil false charm]] makes him much more laughable then the other villains, who are often TheComicallySerious/KnightOfCerebus.
509[[/folder]]
510
511[[folder:Visual Novels]]
512* ''Franchise/AceAttorney'' is a series known for having eccentric and hilarious characters. Given that it revolves around murder cases, the zaniness also extends to most of the culprits, especially for the ones who either maintain or exaggerate their quirks after being exposed. A good example is the phantom, a sociopathic master-of-disguise who is capable of doing darkly amusing impressions of other characters, to the point of imitating Phoenix in order to screw with the latter.
513* In ''Franchise/{{Danganronpa}}'' we have Monokuma, the self-proclaimed headmaster of the Despair Academy. His funny antics and quirks never quite manage to make up for the way he gleefully sets up the murders, watches everyone with cameras and his ability to violently self-destruct. [[spoiler:His controller/true identity, Junko Enoshima, is an AxCrazy psychopath who experiences mood swings so violently that they might as well be different personalities. Her shifting her behaviour from a high and mighty EvilOverlord, to a {{Kawaiiko}} complete with ArtShift might seem amusing, if she didn't talk about how she randomly killed her sister [[ForTheEvulz out of boredom]] and her part in causing the collapse of human society ''at the same time''.]]
514* Being a MonsterClown, this defines the title character of ''VisualNovel/GoreScreamingShow''. He will commit all kinds of atrocities while cracking all manner of jokes and [[DeadpanSnarker sarcastic quips]] while engaging in pitch black comedy skits mixed in with his already [[PungeonMaster pun laden dialogue]]. [[spoiler:He is eventually revealed to be an embodiment of the series ArcWords "I wanna be happy", he is her desire for happiness twisted with her desire for revenge on those that wronged her. He exists solely to, in his own warped way, make the CuteGhostGirl Yuka happy again. And in the true route she finally lets go of her bitterness and Gore cracks one final joke that is genuinly heartfelt before disappearing, his purpose fulfilled.]]
515[[/folder]]
516
517[[folder:Webcomics]]
518* Most villains in ''Webcomic/SluggyFreelance'' are funny at some point, since the comic is so frequently toeing the line between serious stories and crazy comedy.
519** [[DemonLordsAndArchdevils Lord Horribus]]: One moment he's begging for his teddy bear (making him vice president to his empire, no less) and getting hit in the head with anvils in the middle of his Dramatic Entrance, the next he's killing off significant characters.
520** Darksoul in the "Oceans Unmoving" storyline is a borderline example, whose humor mostly comes after you find out the plot twist; [[spoiler: He is actually the present day Bun-bun, while the Bun-bun shown is from the past; present day Bun-bun (Darksoul) has Laser Guided Amnesia, and his pseudo-deadpan snarking is actually him ticked off on the fact that he has no idea what's going on; everything his past self is involved in is ridiculously random ("Leaf people?"), and he knows he should know what's going on]].
521%%* Lord Attez seems this way in ''Webcomic/CwensQuest''. Although we only see [[http://www.drunkduck.com/Cwens_Quest/index.php?p=314161 very little of him]], it seems pretty clear he is a hysterical & horrible person from his [[http://www.drunkduck.com/Cwens_Quest/index.php?p=432637 various traumatized children]].
522* Black Mage in ''Webcomic/EightBitTheater'' could be downright hilarious, whether plotting against his teammates or [[ButtMonkey while suffering]].
523* Richard from ''Webcomic/LookingForGroup'' is an evil undead warlock whose ComedicSociopathy provides a lot of BlackComedy.
524* ''Webcomic/TheOrderOfTheStick'', being a humorous webcomic (even with its CerebusSyndrome taken into account), provides a large number of hilarious evil characters.
525** [[BigBad Lord Xykon]] may be a horrible threat to the safety of the world along with being a merciless sociopath, but he also gets some of the funniest lines and best comedic moments.
526** The Monster in the Darkness is an all-powerful monster... and a MinionWithAnFInEvil at the same time.
527** [[invoked]] [[MagnificentBastard General Tarquin]], a man of [[DeadpanSnarker remarkably dry wit]] and a [[GenreSavvy love of heroic tropes]], celebrated his reunion with his heroic son [[NiceGuy Elan]] with a festival of lights... ''[[MoralEventHorizon made out of immolated prisoners]]''.
528** Among the [[EvilCounterpart Linear Guild]]. there's both [[EvilTwin Nale]] and [[TheBrute Thog]]. The former is an overdramatic DeadpanSnarker who often acts like a petty dick ForTheEvulz and whose bread and butter is coming up with absurdly overcomplicated {{Evil Plan}}s. Meanwhile, the latter is a brutal and ruthless barbarian [[PsychopathicManchild with the mind of a child]], being afraid of both pretty girls (because GirlsHaveCooties) and Teletubbies. Thog's case is even {{Lampshade|Hanging}}d [[http://www.giantitp.com/comics/oots0788.html by Tarquin]]:
529---> '''Tarquin:''' But once he won the first two or three bouts I threw his way, I couldn't just slit his throat in the night, you know? [[LeaningOnTheFourthWall He's a crowd favourite.]] It's weird, [[TakeThatAudience no matter how many people he kills, the audience still think he's lovable.]]
530** And among the heroes we have the TokenEvilTeammate [[ItsAllAboutMe Belkar Bitterleaf]], who is a DeadpanSnarker and TheNapoleon who often engages in ComedicSociopathy and loves to kill anyone who even potentially slights him.
531* [[BigBad Zenith]] from ''Webcomic/CommanderKitty''. She constantly forgets why her [[MixAndMatchCritters Mix-and-Match Critter]] boyfriend has [[http://www.commanderkitty.com/2010/04/25/plot/ elephant feet]], mistakes [[TheUnintelligible unintelligible ferret speak]] [[http://www.commanderkitty.com/2010/09/12/table-for-blue/ for a language her target uses only to think with]], and gets [[http://www.commanderkitty.com/2010/12/12/nothing-to-see-here/ chased out of a restaurant by its overly eager staff]].
532* Being a {{Gaslamp Fantasy}} based in a world where {{Mad Scientist}}s rule the world ([[TheChainsOfCommanding ...terribly, mind you]]), ''Webcomic/GirlGenius'' is naturally '''full''' of examples.
533** First and foremost, we have [[DarkActionGirl Bangladesh DuPree]], an AxCrazy [[SkyPirate pirate queen]] in the pay of [[WellIntentionedExtremist Baron Klaus Wulfenbach]]. She's shown to be completely psychotic, enjoying murder to a level approaching fetishistic...and yet is an absolute riot, due in part to her [[PsychopathicManchild rather childish demeanor]] and [[PerkyFemaleMinion gleefully perky way]] in which she dispatches her enemies. As she herself points out, why should she play down what she does when she's ''proud'' of what she does?
534** Next in line is [[TheOathBreaker Captain Vole]], the only [[SuperSoldier Jäeger]] to ever be discharged from their order, as he tried killing [[WhiteSheep the Heterodyne Boys]] for not being enough like their villainous ancestors. Suffice to say, he's a massive BloodKnight, verging to the point of OmnicidalManiac (wanting to "burn Europa to the ground and gnaw the ashes"). However, he's still ''very'' funny, in part due to his [[DeadpanSnarker sarcastic]] [[SmarterThanYouLook intellect]] and habit of [[TheChewToy getting the crud kicked out of him]] whenever his more antagonistic qualities are highlighted.
535** Then we have [[AIIsACrapshoot Castle Heterodyne]], an AxCrazy [[MadScientistLaboratory Mad Scientist's Laboratory]] and {{Big Fancy Castle}} that has GoneHorriblyRight, being the ancestral home of the Heterodyne family. Castle Heterodyne is presented as being psychotic even for the standards of the setting, smugly thinking of itself having a sense of humor as it horribly kills people in various booby traps or just acts like a massive {{Troll}} towards them. Of course, the Castle is one of the funniest characters in the entire comic, being in part that we (the readers) have the benefit of the fourth wall to understand the Castle's [[BlackComedy sense of humor]].
536** Both Dr. Mittlemind and Dr. Mezzasalma (two of the crazy Sparks imprisoned inside of the Castle by the Baron trying to repair it) count as this. Both are incredibly dangerous and crazy (even by Spark standards), but their (comparatively) [[HarmlessVillain low overall threat level]] and the fact that they act mostly like raving loons (especially the former, who was a nutty-enough social scientist to trap entire towns in order to turn them into mazes) puts them on this list.
537** As of Volume 1 of Book 2, we can add the [[ExtremeOmnivore Beast of the Rails]] to this list. The Beast is an AxCrazy [[CoolTrain sapient train]] invented by the Heterodynes for the [[BadassPreacher Corbettite Order]] (who operate a passenger rail line throughout Europa). Unfortunately, the Beast acts like a {{Spoiled Brat}} that [[VillainousGlutton simply devours all in sight]], and is [[EvilIsPetty hilariously petty & childish]] when it is accidentally released from the Corbettite's prison. It helps that when the Beast is defeated, [[spoiler:[[SealedEvilInACan it is sealed into a small Dingbot]] and [[HeelFaceTurn assists]] [[PragmaticAntiHero Agatha]] in her adventures, now having a role closer to that of a BackseatDriver than the omnicidal engine it used to be]].
538* End from ''Webcomic/EndAndSave'' manages to be completely hilarious and unpredictable, all while murdering his way through obstacles.
539* In ''Webcomic/ElGoonishShive'', the comically over-the-top thief results from wanting an unsympathetic target for [[spoiler: an army of Abominations]] and deciding to double down. He [[https://www.egscomics.com/comic/2017-08-21 concocts a plan]] to burn down an orphanage as a distraction while he robs an ATM, use the money to buy a shotgun and ammo, use ''that'' to rob the gun shop he buys it from, and then [[KickTheDog steal puppies]], but ''specifically puppies loved and owned by children'' [[CrossesTheLineTwice to create a personal army of attack dogs]].
540[[/folder]]
541
542[[folder:Web Original]]
543* Tez On Toast in later episodes of ''WebVideo/KateModern'', in a decidedly un-harmless way.
544%% * Music/DoctorSteel. - ZCE
545* There will be blood / It might be yours / So go kill someone / Signed [[WebVideo/DrHorriblesSingAlongBlog Bad Horse]]
546%% * ''WebVideo/DiamandaHagan'' runs on this. - ZCE
547* [[TheCaligula Schlatt]] from ''WebVideo/DreamSMP'' is a monstrous, tyrannical, and abusive dictator perfectly willing to slaughter anyone who opposes him. He's also a [[EvilIsPetty childishly petty]], [[LargeHam hammy]], borderline insane moron who repeatedly insists he is the pinnacle of manhood in spite of the fact [[SuperDrowningSkills he sinks like a rock the second he steps into water]] and actually brags about how his alleged physical fitness is the result of [[AddledAddict rampant steroid abuse]].
548* Psycho Gecko, the main character of ''Literature/WorldDominationInRetrospect'' is dangerous and hilarious. He even weaponized the "Why did the chicken cross the road?" joke.
549* This is basically a recruitment must have for LetsPlay/{{Sips}} and LetsPlay/{{Sjin}}'s company, Sipsco. Typically most recruits are amoral, show little concern for the well-being of others, and have brilliantly dark senses of humour. A textbook example would be [[spoiler:Zips]] in ''[[WebVideo/MoonQuest Sipsco Space Programme]]'', who is dangerously unstable as far as his mind is concerned, as well as a MadBomber and traitor. On top of all this, he's such a {{Cloudcuckoolander}} that his mental antics just become fantastically funny.
550* LetsPlay/HatFilms are presenting themselves as this in "Hat Corp", where they are essentially the main antagonists. They are capable of being pointlessly cruel to others, such as Sjin and LetsPlay/LewisBrindley submitting entire groups of mobs to [[ForTheEvulz unnecessarily painful deaths]], and basically being [[BigBadDuumvirate the biggest threat on the server]]. They are also funny in their cruelty, with acts so over-the-top that it's hard not to laugh.
551* Maximus Slade from ''Literature/{{TOT}}'' is a murderous werewolf who has no problem preying on children or tormenting them for his own amusement. He's also a PsychopathicManchild who acts like a {{Troll}} and frequently taunts his victims by joking with them.
552* ''WebVideo/AskThatGuyWithTheGlasses'': Ask That Guy's solution to world hunger? [[ComicallyMissingThePoint Eat all hungry people]]. Oh, and vegetarians, because they won't help us eat the hungry people. And math teachers. [[EverybodyHatesMathematics Nobody likes math teachers.]]
553* When ''WebAnimation/RedVsBlue'' doesn't have their villains being [[KnightOfCerebus utterly terrifying]], they're usually this (or sometimes [[NotSoHarmlessVillain both]]).
554** [[EvilIsHammy O'Malley/Omega]], the BigBad of [[WebAnimation/RedVsBlueTheBloodGulchChronicles The Blood Gulch Chronicles]] [[spoiler: and [[TokenEvilTeammate kinda]]-[[EnemyMine ally]] of the Blood Gulch Crew during [[WebAnimation/RedVsBlueTheChorusTrilogy The Chorus Trilogy]] as a [[SplitPersonality Split Personality]] of Doc]]. On the one hand, he's an AxCrazy A.I. [[spoiler: fragment]] who wants to both [[TakeOverTheWorld conquer]] ''and'' [[GenericDoomsdayVillain destroy the entire Milky Way galaxy]]. On the other hand, [[HarmlessVillain he's also]] [[IneffectualSympatheticVillain ridiculously ineffectual]] due to him primarily [[DemonicPossession being stuck]] in the mind of the [[ButtMonkey completely useless]] and [[ActualPacifist pacifistic]] [[NiceGuy Doc]]. Most of the time, his grandiose plans are foiled not by the competence of his foes ([[SurroundedByIdiots or lack]] [[ArmedFarces thereof]]), but by his terrible luck and habit of [[TalkingIsAFreeAction spending too much time]] ChewingTheScenery. The version of him encountered during [[WebAnimation/RedVsBlueTheProjectFreelancerSaga The Project Freelancer Saga]], [[MoodWhiplash however]]... [[NightmareFuelStationAttendant is another]] [[ThePowerOfHate trope entirely]].
555*** To a lesser extent, there's also [[LargeHam the Red Zealot]] of the [[ThisLoserIsYou Battle Creek Zealots]]. While the rest of the [[BloodKnight Zealots]] are meant to serve as [[TakeThatAudience parodies of the traditional behavior of gamers]] in ''[[VideoGame/HaloCombatEvolved Halo]]'' multiplayer matches, the Red Zealot stands out by being ''completely [[CloudCuckoolander bonkers]]'' because of his [[ChurchMilitant fanatical worship]] of [[CargoCult the flags]] in their "Capture the Flag" games. Combining his [[SesquipedalianLoquaciousness ridiculously flowery way of speaking]] (which is often [[RuleOfSymbolism rich in comparisons to Biblical scripture]]) with his belief that [[BewareTheSillyOnes Caboose]] is TheAntiChrist (or ''[[InsistentTerminology "Anti-Flag"]]'', as he calls him), and he's often seen as the funniest villain out of the entire show.
556** [[spoiler: [[EvilAllAlong Felix]]]] and his interactions with [[KnightOfCerebus Locus]] and [[spoiler: [[AscendedExtra Sharkface]]]] in [[WebAnimation/RedVsBlueTheChorusTrilogy The Chorus Trilogy]]. The rest of the [[spoiler: [[SpacePirates Space Pirates]]]] also count as this to a lesser degree, what with their [[SeinfeldianConversation petty arguments]] baring more than a slight resemblance to those between [[AntiHero the Blood]] [[TeethClenchedTeamwork Gulch Crew]]. Despite them all being [[PrivateMilitaryContractors ruthless mercenaries]] hired to [[spoiler: [[OmnicidalManiac wipe out an entire planet]] [[WarForFunAndProfit for a quick buck]]]], they're surprisingly hilarious when talking to each other. Some of the funniest scenes in the trilogy are of Locus and [[spoiler: Felix]] passive-aggressively arguing with each other, and of [[spoiler: Felix]] [[NeverMyFault constantly pushing the blame of events]] away from himself while acting more like an [[PsychopathicManchild childish]] [[EvilIsPetty and obnoxious]] [[{{Jerkass}} douche]] than a heartless killer. Locus, for his part, despite being a genuinely intimidating NoNonsenseNemesis, still gets his funny moments when he's forced to act as the OnlySaneMan[=/=]StraightMan for the antics of both [[spoiler:Felix and Sharkface]].
557** A noticeably downplayed case, but the BigBad of Season 15 ([[spoiler:[[SerialKiller Mark Temple]]]]) still has his funny moments despite being a [[NightmareFuelStationAttendant terrifyingly]] AxCrazy [[BombThrowingAnarchists terrorist and anarchist]] with a [[TragicVillain pitch-dark tragic backstory]]. Most notably, [[TheReveal the infamous reveal]] of his [[spoiler: WaxMuseumMorgue]] still has him [[LargeHam over-dramatically rolling his "r"s]] during it. Also, [[FreezeFrameBonus later shots of his private computer]] show that among his Internet searches are [[ObviouslyEvil "how to villain"]] and "Shakesphere monologues". He also [[EvilIsPetty childishly insults his underlings]] (he calls [[spoiler: [[TokenGoodTeammate Loco]]]] a "fuckface" for not finishing the bomb he needed on time) and generally acts [[PsychopathicManchild more like a little kid pretending to be a villain]] than an ''actual'' villain. This is fully cemented in the season's penultimate episode, in which he gives a [[StylisticSuck hysterically awful]] [[EvilGloating evil monologue]] to the [[spoiler:armor-locked Reds and Blues]] that consists of an absurd string of half-forgotten [[WaxingLyrical song lyrics]] and {{Metaphorgotten}} old quotes - all of which is backed by an InUniverse [[LeftTheBackgroundMusicOn "monologue mix."]]
558** And now, courtesy of ''The Shisno Paradox'' and ''Singularity'', we can add both [[spoiler:[[TheTrickster Genkins]]]] and [[TheOlderImmortal Chrovos]] to this list. After the initial facade of being a ruthless [[OurTitansAreDifferent Titan]] [[TimeMaster with mastery over time]] falls away, Chrovos turns out to be surprisingly hilarious, being both [[{{Cloudcuckoolander}} remarkably kooky]] and [[ItsAllAboutMe absurdly full of themselves]] while sporting [[DeadpanSnarker a remarkably dry sense of humor]]. What certainly helps that the ''Singularity'' iteration of Chrovos [[spoiler:goes through a GenderFlip and becomes voiced by Lee Eddy, who has a voice practically ''made'' for condescending snark]]. Meanwhile, after the other shoe drops, [[spoiler: Genkins']] [[EvilIsHammy absurdly theatrical demeanor]] and habit of ChewingTheScenery (while still peppered by some snark) makes him ''very'' funny to watch.
559* ''WebAnimation/{{RWBY}}'': [[BadBoss Roman Torchwick]], a ruthless and sociopathic [[TheDon crime boss]] who serves as the StarterVillain for [[PerkyGoth Ruby Rose]] throughout the first three Volumes. Torchwick quickly became a BreakoutVillain and beloved by the fanbase due to his [[CondescendingCompassion condescending]] and [[DeadpanSnarker sarcastic wit]], talking down to his younger allies like he's a parent to wayward children, and frequently becoming [[EvilIsHammy absurdly melodramatic]] whenever things turn against him. [[spoiler:One of the definitive examples of the series' CerebusSyndrome is [[ShooOutTheClowns Torchwick getting]] EatenAlive by the Grimm at the end of Volume 3.]]
560%%* ''WebVideo/LeftPOORDead'': Smedley is a very humorous but evil character.
561* ''WebAnimation/DrCrafty'': While the titular character's villainy is more of an InformedAttribute than anything else, there's no denying his comedic antics are very entertaining.
562* ''WebAnimation/Supermarioglitchy4sSuperMario64Bloopers'' has Francis, the {{Otaku}} chameleon from ''VideoGame/SuperPaperMario'' with his morals cranked even lower and his laughability cranked even higher; the Box Club, a CargoCult that takes the term ''way'' too literally; and Waluigi, who's the same. [[BewareTheSillyOnes That doesn't mean they're not dangerous, mind you.]] [[spoiler:Waluigi started a ZombieApocalypse with his rejection-fueled powers, Francis nearly commited Inkling genocide and killed Desti, and the Box Club were able to kidnap the [=SMGs=] despite the [=SMGs=]' ability to weaponize memes.]]
563* ''WebAnimation/MadnessCombat'' has Tricky, a psychotic zombie demon clown and one of the most terrifyingly violent things in the setting, second only to Hank himself. There's no denying that he's a villain in the setting, but he manages to remain one of the funniest things in ''Madness'' because his over-the-top antics [[CrossesTheLineTwice lap past 'offensive' to dive straight back into 'comedic']]. After all, [[ItMakesSenseInContext there was that time he wore the decapitated head of Jebus Christ as a hat and attempted to use it to raise the dead]].
564-->'''Tricky:''' (''shaking Jebus' head in frustration'') "Why does this ''not work''?!!?!"
565* ''WebVideo/SMPLive'': Schlatt & Co. are completely and utterly incompetent in achieving their goals, something that is played up in a very humorous way. This goes hand-in-hand with the company being modeled after [=SipsCo.=] from the [[WebVideo/YogscastMinecraftSeries Yogscast]].
566[[/folder]]
567
568[[folder:Western Animation]]
569* [[Characters/SupermanBizarro Bizarro]] is a creature with all the powers of the Man of Steel, and [[DumbMuscle an intellect that insults egg plants by association]]. To be fair, he may actually be quite competent, especially in the Franchise/DCAnimatedUniverse where [[TooDumbToFool he is the only one to notice]] that something is wrong with Lex Luthor (namely that [[FreakyFridayFlip Lex and Flash are body swapped]]), but because he expresses himself in opposite action every time he speaks, no one gives him the time of day.
570-->'''Bizarro:''' "Ever since [[ItMakesSenseInContext you plug into monkey's head,]] you acting [[MetaphoricallyTrue perfectly sane and rational.]]" ''[[{{Beat}} (pauses thoughtfully)]]'' "[[Funny/JusticeLeague Am you Bizarro's mommy?]]"
571* [[Characters/BatmanTheJoker The Joker]]:
572** The [[Characters/DCAUJoker incarnation]] in the Franchise/DCAnimatedUniverse definitively qualifies. In fact, he even supplies the Trope Picture (more specifically, it was taken in his first scene in ''WesternAnimation/BatmanBeyondReturnOfTheJoker'' [[HaHaHaNo where he briefly fakes out Bonk with execution, shortly before doing so for real]]).
573** ''WesternAnimation/TheBatman'' version. From his bizarrely eclectic outfit to his equally bizarre way of fighting, the man simply cannot pass on the opportunity to do ''anything'' with a comedic twist. Naturally, [[TheyChangedItNowItSucks some fans were not pleased]]. Others found him the funniest Joker yet and quite terrifying.
574** His ''WesternAnimation/HarleyQuinn2019'' version is a sassy PoliticallyIncorrectVillain with his PsychopathicManchild tendencies dialed up and making him even ''more'' [[https://www.youtube.com/watch?v=RqkNONXK-Zk outlandish than usual]].
575* [[Characters/SupermanLexLuthor Lex Luthor]] in the ''Film/{{Superman|FilmSeries}}'' movies is funny for many reasons, but it meshes well with the character. Luthor in ''WesternAnimation/SupermanBrainiacAttacks'' is ridiculously campy, and it doesn't... work... well...
576** Outside of his... regrettable... ''Brainiac Attacks'' appearance, the DCAU [[Characters/DCAULexLuthor Lex Luthor]] can fit this trope to the proverbial 'T', thanks to clever writing and Creator/ClancyBrown's brilliant voice acting.
577-->'''Luthor:''' "Goodbye, [[spoiler:Grodd]]. It could have gone the other way."
578-->'''[[spoiler:Grodd]]:''' "It really could have, couldn't it?"
579-->'''Luthor:''' "No, but [[PreMortemOneLiner why speak ill of the dead]]?"
580--> *cue airlocking*
581* ''WesternAnimation/{{Pete}}'' from the WesternAnimation/ClassicDisneyShorts and ''WesternAnimation/GoofTroop'', while his characterization is DependingOnTheWriter, is usually a comedic villain.
582* ''WesternAnimation/AdventuresOfSonicTheHedgehog'':
583** Dr. Robotnik is depicted as bumbling and hilarious, aided by the stellar {{Large Ham}}ming of the late Creator/LongJohnBaldry.
584** [[BumblingHenchmenDuo Scratch and Grounder]]. Their loyalty to Robotnik and their idiocy know no bounds, and that's exactly why they're so funny.
585* [[Characters/AmericanDadRogerSmith Roger Smith]] from ''WesternAnimation/AmericanDad''. He's the TokenEvilTeammate of the Smith family by a '''wide''' margin and is a PsychopathicManchild ''par excellance'', but is also one of the funniest characters out of the whole series.
586* Evil Emperor Zurg, sworn enemy of the Galactic Alliance from {{WesternAnimation/Buzz Lightyear of Star Command}} is a complete goofball whose constant antics render him the {{plucky comic relief}} but he’s also a {{mad scientist}} who subjects the [=LGM=]s to {{Cold Blooded Torture}}, enslaved entire planets, engages in mind control and has at least once attempted to obliterating two entire planets and is someone whose schemes always Borden on success. He lives and breathes this {{trope}}.
587* ''WesternAnimation/BeastMachines'':
588** Jetstorm is AxCrazy even by ''Franchise/{{Transformers}}'' standards but his LargeHam personality and horrible sense of humour make him one of the most enjoyable villains in the entire franchise.
589-->"This is Captain Jetstorm speaking. Please feel free to run about the tarmac and flee for you miserable little lives."
590** Inferno in ''WesternAnimation/BeastWars'', though mainly for his LargeHam, UndyingLoyalty, InsistentTerminology, AxCrazy, etc. At least before his VillainDecay...
591--->"FFFOOOORRR TTTHHHEEE RRROOOYYYAAALLLTTTYYYYY!!!"
592%%* King Max from ''WesternAnimation/TheBiskitts''.
593%%* Clandestino from ''WesternAnimation/TheBluffers''.
594* ''WesternAnimation/BobsBurgers'' has [[Characters/BobsBurgersLouiseBelcher Louise Belcher]], who takes ComedicSociopathy to its logical extreme by ''actually'' being a sociopath. She's described on [[Website/{{Wikipedia}} The Other Wiki]] as being "manipulative and aggressive...more than willing to exploit people", not exactly terms usually used to describe a protagonist. Her actions aren't always even harmless to the other protagonists of the show, and she very seldom expresses anything approaching remorse, although ultimately she is shown to [[AwLookTheyReallyDoLoveEachOther love her family]]. However, that doesn't keep her from being absolutely hilarious.
595* As a {{black comedy}} show, ''WesternAnimation/TheBoondocks'' has more than its fair share of funny villains:
596** Uncle Ruckus is a hardcore [[PoliticallyIncorrectVillain white supremacist]]... [[BoomerangBigot who happens to be black]]. He usually appears {{once per episode}} to make [[CrossesTheLineTwice outrageous comments]].
597** Colonel H. Stinkmeaner, an evil old man who likes to mess with other people [[ForTheEvulz for his own amusement]]. His personality and actions are so [[EvilIsHammy over-the-top]] that it's hard not to laugh along with him.
598** Ed Wuncler III and Gin Rummy are a duo of {{stupid crooks}} who go around town robbing people, but most of the time they're [[StupidEvil too dim-witted]] to succeed with any of their crimes.
599** Deborah Leevil is a [[EvilIsHammy hammy]] and {{card carrying|villain}} supervillainess who who wants to [[BoomerangBigot destroy black people]]... through the mind-rotting power of [[Creator/{{BET}} a certain TV channel]].
600* Mother Brain from ''WesternAnimation/CaptainNTheGameMaster''. Her over-the-top personality and her voice make her impossible to take seriously.
601* ''WesternAnimation/CloneHigh'': Principal Cinnamon J. Scudworth is a hammy MadScientist who provides a lot of humor because of his eccentric antics and being very loud and expressive when he gets peeved off.
602* The Red Guy from ''WesternAnimation/CowAndChicken'' may be Satan by another name, but his flamboyant personality, psychotic tendencies, and LargeHam also make him one of the show's funniest characters.
603* Dan in ''WesternAnimation/DanVs'' is a criminal lunatic obsessed with revenge, but it's very amusing watching his flimsy attempts to justify his every immoral act, and his [[ZanyScheme plans]] tend to derail hilariously.
604* All the villains in ''WesternAnimation/DarkwingDuck'', with the possible exception of KnightOfCerebus Taurus Bulba. Negaduck is a good example of a villain who pulls off the neat trick of being both [[LargeHam hilarious]] and [[AxCrazy dangerous]] at the same time.
605-->'''Negaduck:''' "When I throw...'' '''THE SWITCH!!!!!'''"''
606** Heck, even ''Bulba'' has his moments:
607--->'''Darkwing (taken by surprise after already doing his dramatic intro):''' Er... I am the terror that flaps in the night. I am... the sur-surprise in your... cereal box...\
608'''[[DeadpanSnarker Bulba]]:''' Yes, yes, I know. I heard.
609** The villains in the Duck shows in general tend to be like this; Flintheart Glomgold, Magica de Spell, and the Beagle Boys in ''WesternAnimation/DuckTales1987'' for example, plus ''WesternAnimation/CountDuckula'' villains Dr. Von Goosewing and The Egg.
610* ''WesternAnimation/DaveTheBarbarian'''s Dark Lord Chuckles, The Silly Piggy. It's in the name. For bonus points, this is how he actually announces himself.
611* ''WesternAnimation/TheFairlyOddParents'':
612** Timmy Turner's cruel babysitter Vicky frequently comes off as funny because she is portrayed as cartoonishly evil, showing absolutely no restraint when gloating to Timmy how much she intends to make him suffer.
613** Timmy's [[SadistTeacher teacher]] Mr. Crocker provides a lot of the show's humor because of his deranged obsession with hunting fairies and proving they exist, helped immensely by his habit of going into wild seizures while yelling "fairy godparents!"
614** Dark Laser is a Darth Vader {{Expy}} who frequently attempts to obliterate the Earth, but is kept from being too scary because of the hilarious detail that [[CompanionCube his best friend is a toy dog named Flipsy]].
615* ''WesternAnimation/FamilyGuy'':
616** [[Characters/FamilyGuyStewieGriffin Stewie Griffin]], starting with the very fact that he's [[EnfantTerrible a one-year-old baby who is an evil mastermind]].
617** Herbert the Pervert, an elderly paedophile who is too old and feeble to be an actual threat to anyone. Stewie puts it best in "Spies Reminiscent of Us":
618--->'''Stewie:''' Well, there's a paedophile up the street that nobody seems to be doing anything about, but it's mainly because he's so funny.
619* Prime Evil, from ''WesternAnimation/FilmationsGhostbusters'', was absolutely hilarious, thanks to a) the writing and b) Alan Oppenheimer's LargeHam acting.
620* Like everything else in ''WesternAnimation/{{Freakazoid}}'', the villains were hilarious.
621* ''WesternAnimation/{{Futurama}}'':
622** [[Characters/FuturamaBenderBendingRodriguez Bender]]. Only ''Futurama'' could take a sleazy, amoral, egotistical, and vice-ridden criminal robot, and make him one of the funniest characters in Western Animation.
623** Zapp Brannigan is more of the NominalHero variety as he's ''technically'' on the side of good. However, he's also a smug, manipulative, crude, incompetent, deluded and self-absorbed jackass who's constantly hogging the glory and giving [[BeleagueredAssistant Kif]] a hard time. Yet when an episode [[ADayInTheLimelight makes him the focal point,]] you KNOW it'll make for some of the most hysterical moments in the show.
624** Mom may be a CorruptCorporateExecutive and {{Abusive Parent|s}} [[VillainWithGoodPublicity With Good Publicity]], but her foul temper and mouth has lent itself to a great deal of comedy gold.
625** Richard Nixon's Head. He may exist largely to be a gigantic TakeThat to the real Nixon, but damn if he isn't a hilariously over-the-top one. "AROOOO!"
626** Roberto is essentially a robotic criminal who is prone to gibbering like a maniac and making violent threats toward people for the most trivial of offenses, which makes him yet another character on the show who's both evil and humorous.
627* ''WesternAnimation/GeneratorRex'': Recurring villain Gatlock is completely out of his gourd and frequently says something extremely ludicrous whenever he appears.
628* ''WesternAnimation/GravityFalls'':
629** Bill Cipher is a powerful (and [[http://vignette4.wikia.nocookie.net/gravityfalls/images/e/ea/S1e19_bill_snap.png/revision/latest?cb=20130905173319 weirdly adorable]]) "dream demon" who combines bone-chilling sociopathy with a jovial, irreverent demeanor and a twisted sense of humor.
630--->'''Bill:''' ''Deer teeth, for you kid! A ha ha ha!''\
631'''Gideon:''' AAAH! You're ''insane''!\
632'''Bill:''' ''Sure I am, what's your point?''
633** [[EnfantTerrible Gideon]] himself often qualifies. Screaming ''"I CAN BUY AND SELL YOU, OLD MAN!"'' at his own father is a bit dark, for example, but [[EvilIsHammy the sheer hamminess of the line]]--and the fact that it's [[ComicalOverreacting a response to being told to clean his room]]--makes it hard not to laugh.
634* Skeletor from ''Franchise/MastersOfTheUniverse'' became this in ''WesternAnimation/HeManAndTheMastersOfTheUniverse1983'' --in the original minicomics he was a fairly serious villain, but since censors were constantly breathing down Creator/{{Filmation}}'s neck about what they perceived to be a horribly violent cartoon about a sword-swinging barbarian, they decided to make the scary man with a SkullForAHead less scary by playing him for laughs. Though still an evil schemer, the cartoon Skeletor was turned into a LaughingMad DeadpanSnarker who kept cracking one-liners in which he insulted the world in general and lamented how he was SurroundedByIdiots, with a ridiculous, non-menacing voice to boot. [[WesternAnimation/HeManAndTheMastersOfTheUniverse2002 The 2002 remake]] of the show turned him a little more menacing and threatening, but kept his sarcasms and general tendency to get all the best lines in the show.
635* [[Characters/InvaderZimZim The titular protagonist]] of ''WesternAnimation/InvaderZim''. Or just the [[AmusingAlien Irkens in general]], really. Who knew planet-scale genocide could be such a riot?
636* Doc Seismic in ''WesternAnimation/Invincible2021'', an over-the-top LargeHam MadScientist who in his first appearance is shouting StrawFeminist talking points and cheesy one-liners. Even his abilities are PlayedForLaughs, as he lacks the RequiredSecondaryPowers to use his earthquake gauntlets without giving himself brain damage and he's a DanceBattler despite being a short, portly old man.
637* ''WesternAnimation/JimmyTwoShoes'':
638** Heloise is an AxCrazy EnfantTerrible known for her {{yandere}} attraction to Jimmy, her dangerous and immoral inventions and experiments, and her love of injury, torture, and destruction. As you might guess, she's quite hilarious.
639** [[TheCaligula Lucius]] is a ruthless, sadistic, narcissistic, megalomaniacal, and tyrannical {{expy}} of {{Satan}} whose favourite thing is making everyone as miserable as possible. He's also a bumbling, moronic, and ineffectual LargeHam who is constantly injured, humiliated, and given the short end of the stick in the show. As a result, many fans find him hilarious.
640* ''WesternAnimation/{{Kaeloo}}'':
641** [[CatsAreMean Mr. Cat]] is an AxCrazy and sadistic psychopath who loves torturing Quack Quack, but he is also the source of quite a few funny moments, mostly thanks to his [[CatsAreSnarky snarkiness]], proneness to BlatantLies and [[InsaneTrollLogic completely off the wall justifications for the terrible things he does]]. In the second episode, he was also the personification of the EvilIsHammy trope, through that was mostly thanks to EarlyInstallmentWeirdness.
642** Olaf is a [[EvilIsHammy hammy]] and HarmlessVillain whose sheer ineptitude at everything and failure to intimidate the main cast make him fairly entertaining to watch.
643%%* Master Blaster from ''WesternAnimation/KiddVideo''.
644* Most of the villains in ''WesternAnimation/KimPossible'' are laughable, especially [[HarmlessVillain Dr. Drakken]] (with [[DeadpanSnarker Shego's running commentary]] serving to [[LampshadeHanging highlight]] his laughability). Even the ScaryDogmaticAliens, who can't grasp English idioms and have [[InventionalWisdom a goddamn Off-button in their ship]] (except when they threaten to kill Kim and mount her in front of Ron).
645%%* The Alligators from ''WesternAnimation/{{Kissyfur}}''.
646%% * Varrick from ''WesternAnimation/TheLegendOfKorra'' counts as one. - ZCE
647* ''WesternAnimation/TheMask'': In "Shrink Rap": Dr Neuman was given the mask by Stanley who wanted to get rid of it so he agrees to keep it but however while inside his house he saw that the mask glows so he gets curious and puts it close which causes it to get attached to his face which turns him into a psychotic and insane madman who believes that there is a disorder called Ipkissa Maskosis so genuinely insane he goes out to cure the world from it but the way he does it is by putting people in wedgie straitjackets including a gorilla as well which he gets diapers out to do that, he uses a child bicycle, a flying book then finally a bouncy stick after his appointment alarm goes off on his watch, he meets with Pretorius who tells him about his plan which while Masked Dr Neuman agrees that Pretorius is insane decides to help him to do that, while with Pretorius Masked Dr Neuman begs him to tell him more of his plan but he refuses so Masked Dr Neuman reminds him he is in his care so Pretorius tricks him by telling him the cosmos are within reach and that Masked Dr Neuman can see them which when Masked Dr Neuman turns around to look for them he tells Pretorius that he does not see them but after being hit on the head by Pretorius, his head pops comes with his eyes rolling around, tongue sticking out and he is convinced that he can see them, after finally searching for Pretorius he shows himself to have childlike traits such as going on the ground and begging Pretorius to tell him what his plan is which he finally agrees to tell him and later on while chasing Stanley Masked Dr Neuman decides to put him in a bath partly to put him off guard but mostly because he decides to mess around with Stanley which shows Masked Dr Neuman to have a sense of humor like The Mask and the other benevolent mask personas which also shows that Masked Dr Neuman is terrifiying but can be funny at times with his insanity and his wackniess.
648%%* Every villain from ''WesternAnimation/TheLittleFlyingBears'', most notably Skulk and Sammy. - ZCE
649* ''WesternAnimation/OKKOLetsBeHeroes'' has this with Lord Boxman and his robots Darrel, Shannon, and Raymond. Boxman has a comically petty hatred of Lakewood Plaza Turbo and tends to act like an ineffectual bully, while his robots often behave childishly and have a misfortune of [[IneffectualSympatheticVillain constantly being beaten effortlessly by the heroes in spite of their best efforts]].
650* ''WesternAnimation/PhineasAndFerb'' has [[Characters/PhineasAndFerbHeinzDoofenshmirtz Dr. Heinz Doofenshmirtz]]. Yes, he wants to take over the entire Tri-State area, and has created everything from Killer Robots and mind-control helmets... [[IneffectualSympatheticVillain but he's so bad at it, it's hilarious]]! Compared to his alternate universe self, Doof-2 from ''WesternAnimation/PhineasAndFerbTheMovieAcrossThe2ndDimension'', [[EvenEvilHasStandards he's a pretty decent guy]]. Doof-2 was willing to kill complete innocents and his alternate-self, just for the sake of it. Though he still fills this trope by, among other things, announcing their doom with a sock-puppet. The other members of [[FunWithAcronyms L.O.V.E.M.U.F.F.I.N]] count as well. Each spends their days building devices with distinctive suffixes (inator, izer, ator, ect.) and having their plans foiled by an animal agent.
651* Nearly every villain on ''WesternAnimation/ThePowerpuffGirls1998'' is this except for [[StrawFeminist Femme Fatale]], [[ADickInName Dick Hardly]], and [[OurGnomesAreWeirder the Gnome]]. Mostly Mojo Jojo and to a slight lesser extent [[FlamingDevil HIM]].
652* ''WesternAnimation/SamuraiJack'':
653** [[Characters/SamuraiJackAku Aku]] is rather... goofy for being the [[MadeOfEvil embodiment of evil]] and all. [[DependingOnTheWriter It ultimately varies depending on the episode]], as there are some that present him as a legitimately evil and threatening figure. [[BewareTheSillyOnes Oftentimes, it's a bit of both.]]
654** Scaramouche, the robot [[ProfessionalKiller assassin]] in service of Aku introduced in Season 5. He may be [[AxCrazy insane]], but ''damn'' does he have a [[{{Cloudcuckoolander}} unique]] personality.
655* ''WesternAnimation/TheSimpsons'':
656** Sideshow Bob has all the dry wit of a character voiced by Creator/KelseyGrammer and the overriding goal of killing Bart Simpson.
657** [[Characters/TheSimpsonsCharlesMontgomeryBurns Mr. Burns]] is one of the most famous {{Corrupt Corporate Executive}}s in cartoon history, as well as an unrepentant CardCarryingVillain. Doesn't stop him from being very capable of being very funny.
658* ''WesternAnimation/SouthPark'':
659** [[Characters/SouthParkEricCartman Eric Cartman]]. An individual whose antics can sometimes backfire and lead to his humiliation, but he shows that he's capable of this, for example being able to team up with Cthulhu.
660** Saddam Hussein as well, particularly in [[WesternAnimation/SouthParkBiggerLongerAndUncut the movie]].
661* Empress Geela from ''WesternAnimation/SpacePOP'' is a cruel dictator who took over the princesses' planets and kidnapped their parents, but she spends most of her time on vapid, self-promoting TV shows and reveling in her own evilness.
662* In ''WesternAnimation/TheSpectacularSpiderMan'' the Green Goblin doesn't get annoyed by the Web-Head's quipping and mocking and still has the original version's wacky personality, manipulative planning, and amazing acrobatism. He is shown to crack sadistic jokes.
663* ''WesternAnimation/SpongeBobSquarePants'': Given the show’s extremely comedic nature, pretty much EVERY villain in the series definitely fits this trope to an absolute tee.
664** [[Characters/SpongeBobSquarePantsSheldonPlankton Sheldon Plankton]], the BigBad of the show and the ArchEnemy to both [=SpongeBob=] and Mr. Krabs, is a DiabolicalMastermind who is constantly plotting to steal the Krabby Patty secret formula, but he's usually ineffective and constantly set back [[HoistByHisOwnPetard by his own arrogance]], lack of foresight and {{Genre Blind|ness}} nature. Doesn't stop him from being one of the funniest characters in the show, especially in the earlier seasons.
665** The adversaries of Mermaid Man and Barnacle Boy all qualify, though [[ArchEnemy Man Ray]] and [[ExactlyWhatItSaysOnTheTin the Dirty Bubble]] are the standout examples. Man Ray in particular is a LargeHam to incalculable levels who can be almost ''childishly'' evil in his antics, while the Dirty Bubble has some odd quirks (like making his enemies eat dirt) or likes to randomly have a lovely chat about the good old days just after a defeat. [[https://pbs.twimg.com/media/EovlhX0VQAUgRgR.png They even have a]] CoolCar with a license plate that reads "Mean 2 U".
666%%* Momo from ''WesternAnimation/StarStreetTheAdventuresOfTheStarKids''.
667* [[Characters/StevenUniversePeridot Peridot]] in ''WesternAnimation/StevenUniverse'' was callous to the extreme, even towards members of her own species, and talked about nightmarishly cruel experiments in [[spoiler:Gem fusion]] like she's recording the heights of soybeans, but at the same time her dorkiness, constant frustration, ridiculous facial expressions, and one particular scene where she soared away on a helicopter made from her own techno-fingers while giggling like a loon made her a source of constant amusement. She got even funnier following her HeelFaceTurn.
668* ''WesternAnimation/TaleSpin'':
669** Don Carnage is [[AmbiguouslyGay eccentric and flamboyant]], has a funny accent and [[SurroundedByIdiots incompetent minions]], but is still a ruthless pirate who thinks nothing of dropping a child twenty thousand feet to his death or setting a town on fire with a LightningGun.
670** Colonel Ivanod Spigot is too; among other things suffers from Napoleonic complex and a speech impediment, and is always worry that is going to be executed. Though that's justified as he works for a totalitarian government.
671* ''WesternAnimation/TangledTheSeries'' shows us Andrew, a guy so PrettyBoy EvenTheGuysWantHim who is from a separatist faction of the Kingdom of Corona called Saporia, who leads a band of Saporians who could be described as a [[BourgeoisBohemian New Age]] thugs. His real EmbarrassingFirstName is Hubert, and any mention that they could conquer Corona is meet with derisive laughter... until they do. He is also the first villain who tried to impale InTheBack Cassandra, who [[WouldHurtAChild let Varian, a teenage boy, drop to his death]] as punishment for betraying the Saporian cause, and who tried to reduce the whole Kingdom to ashes with all the population.
672* Bebop and Rocksteady from the 1980s ''[[WesternAnimation/TeenageMutantNinjaTurtles1987 Teenage Mutant Ninja Turtles]]'' cartoon provide a lot of comedy due to being a BumblingHenchmenDuo who are extremely stupid and prone to messing up Shredder and Krang's plans with their idiocy.
673** 87-Shredder in the crossover of ''WesternAnimation/TeenageMutantNinjaTurtles2012'' and ''WesternAnimation/TeenageMutantNinjaTurtles1987''. Unlike his grim and serious 2012-counterpart of him, 87-Shredder is the kind of [[EvilIsHammy ham]] you'd expect from a 1980's SaturdayMorningCartoon villain; throwing out colorfully alliterative insults to friends and enemies alike, [[MilkingTheGiantCow emoting with exaggerated had motions]] and bursting into {{Evil Laugh}}ter at the drop of a hat.
674* ''WesternAnimation/TeenTitans2003'' has quite a lot of humorous villains.
675** Gizmo is a brat who tends to taunt the heroes immaturely and fly into comical fits of rage when things go bad for him.
676** Mad Mod makes use of bizarre illusions in his schemes and happens to be an outlandishly over-the-top British stereotype.
677** The Amazing Mumbo is a magician-themed villain prone to silly antics, such as attempting to saw Starfire in half while stating "It's only fair to warn you: I have no idea what I'm doing".
678** Control Freak is essentially an overweight geek who desires to be seen by the Titans as a serious threat while oblivious of exactly how many foes the Titans have faced who are way more formidable and menacing than he is.
679** Killer Moth's daughter Kitten is basically a BrattyTeenageDaughter whose heinous scheme is to make Robin take her to the prom just to make her boyfriend Fang jealous.
680* ''WesternAnimation/TotalDrama Pahkitew Island'' plays this up with ineffectual self-declared supervillain Max. He attempts to be evil and can actually produce things like a helmet that turns animals evil, but his lack of common sense and ForTheEvulz attitude makes him completely comical.
681** [[BaseBreakingCharacter For some viewers]], series host Chris [=McLean=] is this. His rampant ego, shameless immorality, and general sleaziness combined with his casual attitude and chill SurferDude demeanour makes him one of the most beloved and most hateable characters on the show. He's been compared with the likes of Eric Cartman from ''South Park'' and Bill Cipher from ''Gravity Falls''.
682* ''WesternAnimation/TransformersAnimated'':
683** Blitzwing by himself is funny, particularly when his "random" personality is in control ("Ooh, I wanna see him turn into a fire truck, can I, can I, can I?"), but him and Lugnut sniping at each other is hilarious. Extra points for being a pretty competent and evil villain - one notable appearance includes tearing off [[CombatMedic Ratchet's]] ''hand'' (and making a reference to ''[[ImAHumanitarian eating]]'' it some episodes later. [[ComedicSociopathy Hilariously]].)
684** Other villains have their moments, too, some more than others. Swindle, for example, is an ArmsDealer who acts like nothing so much as an overly-excited infomercial host. (In fact, his mannerisms were based partly on Ron Popeil.) And, because this show is so MerchandiseDriven, you can have your own little plastic Swindle for just $10.99! ButWaitTheresMore!
685* ''WesternAnimation/TransformersPrime'' Knock Out who has the most hilarious lines in the show, and is so vain about his appearance that he borders on being a parodic metrosexual.
686* Simon from ''WesternAnimation/{{Trollz}}'' is a 3000-year-old gremlin who destroyed Trollzopolis once and wields powerful magic, but he looks and acts like a 9-year-old boy and has no aptitude for modern technology. He's also quite proud of being evil, as is his sidekick Snarf.
687* ''WesternAnimation/TUFFPuppy'' has several humorous villains.
688** The main villain Verminious Snaptrap is a PsychopathicManchild whose schemes are often ridiculously childish, frequently has to be reminded by his henchman Ollie of his more serious plots and is prone to abusing his [[ObnoxiousInLaws brother-in-law]] Larry in all sorts of comical and petty ways.
689** The Chameleon often comes off as silly due to his disguises prioritizing looking like the person he is impersonating and rarely making an effort to copy the voice, instead feeling that randomly spouting out phrases that are even remotely related to his disguise will suffice. He also has great difficulty finding glasses that can fit his eyes.
690** Bird Brain is an EvilGenius who is always frustrated by his henchmen misunderstanding his exclamations (not helped by several of them having names that are either homonyms of common exclamations, like Holey Cow, or are all too easy to interpret as a command to do a specific action, like {{Duck}}).
691** F.L.O.P.P. is a band of {{Harmless Villain}}s who are more concerned with [[PokeThePoodle harmless pranks]] than actually being threatening, though [[NotSoHarmlessVillain they sometimes get their hands on one of Snaptrap's devices and formulate effective plans to use the contraption to cause trouble for Petropolis]].
692* Essentially '''all''' the villains from ''WesternAnimation/TheVentureBros'' have something hilarious about them, but The Monarch stands out due to regarding Dr. Venture as his SitcomArchNemesis and the humorous irony of theming himself after a flying insect when he's consistently shown to be not that knowledgeable in entomology.
693* Many villains from ''WesternAnimation/WanderOverYonder'':
694** Despite trying to act serious and tough, Lord Hater is pretty comical at times. While he is an IneffectualSympatheticVillain in his attempts at defeating Wander, most planets are terrified of him.
695** Lord Hater's villainous rival, Emperor Awesome, is an AgentPeacock shark-man who lives to party and who will flirt with anything vaguely female, from Wander's partner/steed Sylvia to [[ItMakesSenseInContext a possessed sandwich]].
696** Dr. Screwball Jones from "The Boy Wander" is a goofy-looking super-villain devoted to making people laugh, [[TickleTorture whether they like it or not]].
697* ''WesternAnimation/XiaolinShowdown'': Jack Spicer is the least threatening of the main villains and he's mainly used as a comic relief.
698[[/folder]]
699[[noreallife]]

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