History Monster / Digimon

** [[OurVampiresAreDifferent Myotismon]] is a sinister Digimon with a sadistic streak a mile wide. Myotismon [[BadBoss treats his underlings awfully]], having taking Gatomon in when she was young and abusing her until she was a killing machine. When his henchmen fail him, he eagerly destroys them. When two harmless minions couldn't bring themselves to harm children, Myotismon killed them on the spot. When he invaded Tokyo, he proceeded to destroy much of it and held a number of children captive to identify the final child connected with Gatomon. He made it clear if it took too much time, he'd simply [[WouldHurtAChild kill them all]]. Myotismon also proceeded to attack multiple young women and drain their blood, causing an epidemic through Tokyo. Any minions he hadn't already killed were cannibalized to fuel his [[OneWingedAngel Mega transformation]]. When he was thought destroyed, Myotismon's spirit survived to return as the final villain of [[Anime/DigimonAdventure02 the next season]] as [[BigBad MaloMyotismon]]. Using a man named Oikawa's sadness and despair to make him a pawn, he proceeded to consume him from within and upon manifesting anew, Myotismon repaid his perfectly loyal ally Arukenimon by [[ColdBloodedTorture sadistically torturing her to death]] and killing Mummymon when he tried to avenge her. With a near-unparalleled sadistic streak, Myotismon proved he was one of the vilest monsters in the franchise.

[[caption-width-right:273:"[VenomMyotismon] is Myotismon's left behind hatred. In exchange for his intelligence, he gained ultimate power. He just is overflowing with the desire to kill, kill, KILL!"]]

** [[CardCarryingVillain Myotismon]], also known as Lord Vamde(mon), is a bloodthirsty sadist with the ability to poison the souls of Digimon. Driving an entire town of Digimon to the brink of annihilation by forcing the residents to kill each other, Myotismon captures Tai and [[WouldHurtAChild brutally beats the boy]] before attempting to force his Digimon Zero to butcher the boy, all to Myotismon's utter delight. Returning from his seeming death as VenomMyotismon, he takes part in a massacre of the Holy Castle, [[AxCrazy slaughtering everyone in his path while cackling]] before attempting to butcher an entire group of Digimon children while forcing their teacher, Leomon, to watch.

** [[MonsterClown Piedmon]] is the most powerful of the [[BigBadDuumvirate Dark Masters]], leading them in their conquest of the Digital World. A psychopath, he enjoys toying with his victims before finishing them off, in contrast to his more straightforward associates. Reducing his territory to a [[{{Mordor}} barren wasteland]], he monitors the actions of his fellow Dark Masters and the main cast, allowing his allies to die without ever interfering. He causes the death of Sukamon by restructuring Digiworld into Spiral Mountain, kills Chumon himself, nearly kills WarGreymon, and then transforms most of the Digi Destined and their Digimon into keychains, planning to keep them all [[AndIMustScream trapped as toys forever]], while he hunts the [[WouldHurtAChild two youngest members of the team down]], intent on brutally murdering them.
* ''[[Anime/DigimonTamers Tamers]]''' "[[Recap/DigimonTamersE10TheIcemonCometh The Icemon Cometh]]": [[EvilIsDeathlyCold IceDevimon]] is a cruel, ambitious Digimon seeking a tamer as ruthless as he is so as to attain even further power. A [[SerialKiller mass murderer]] of Digimon who has systematically [[AnIcePerson frozen]] hundreds alive so as to slowly destroy them and absorb their data, IceDevimon uses their deaths to empower himself for further mayhem. IceDevimon sets his sights upon Rika to be his tamer, and after failing to [[WeCanRuleTogether sway her to willingly ally with him]], IceDevimon decides to murder her entire group of friends while she watches to [[DespairEventHorizon break her spirit]] and force her into evil.

* ''[[Anime/DigimonGhostGame Ghost Game]]'''s "[[Recap/DigimonGhostGameE13Executioner Executioner]]": [[SerialKiller Sealsadramon]] is a cold, ruthless mechanoid whose sole objective in life is meeting a murder quota. Setting a goal of 1000 victims, [[KnightOfCerebus Sealsdramon]] invariably alters the tone of the show by making Bokomon his thousandth kill. When GulusGammamon questions his motives, Sealsdramon reaffirms there is no rhyme or reason to its actions, just an obsession with murder.

* [[VideoGame/DigimonWonderswanSeries WonderSwan series]]: [[MultiversalConqueror Millenniumon]], born from a FusionDance between a dying Machinedramon and a Chimeramon seeks out total domination of everything, and starts by defeating DigiDestined and warping the Digital World through his presence alone. After [[VideoGame/DigimonAdventureAnodeCathodeTamer his first loss]] against Ryo Akiyama, Millenniumon—as Moon=Millenniummon—is consumed by a lust for revenge, [[VideoGame/DigimonAdventure02TagTamers spawning a loose Diaboromon]] to drag Ryo and Ken to the Digital World that he then tears asunder. Upon losing again, he curses the Digital World with Dark Spores, one of which would ultimately corrupt Ken into the Digimon Kaiser. Finally, as [[VideoGame/DigimonTamersBraveTamer ZeedMillenniumon]], he planned on destroying the ENIAC and thus conquering the remnants of the Digimon multiverse. A horrid god who expected everyone and everything to bend to his will, ZeedMillenniumon was bent on conquering every timeline and dimension.
* ''[[VideoGame/DigimonWorld World]]'' & related games: [[BigBad Analogman]] is a [[TheCracker hacker]] who arrived in the Digital World and attempted to conquer it. He enslaved multiple Digimon to make living weapons that serve him unwillingly, viewing them as things to use and abuse. After being defeated by Mameo, Analogman tries to blow up the child. Returning as a ghost in ''[[VideoGame/DigimonDigitalCardBattle Digital Card Battle]]'', he hijacks and kills VenomMyotismon's mind and uses his body as a suit in an attempt to enact vengeance on the protagonist for defeating him before. Analogman's final appearance is in ''[[VideoGame/DigimonWorldNextOrder -next 0rder-]]'', where he possesses Tsuzuki Shoma and unleashes a worldwide virus that painfully turns Digimon into violent Machinedramon clones. The process can also be enhanced by torturing the victims. His ultimate goal is to [[OmnicidalManiac erase the entire Digimon multiverse from existence]], just to see what happens next.

[-[[caption-width-right:273:"[[=VenomMyotismon=]] is Myotismon's left behind hatred. In exchange for his intelligence, he gained ultimate power. He just is overflowing with the desire to kill, kill, KILL!"]]-]

-->--''' Akihiro Kurata''' mocking the final wishes of the recently-murdered Merukimon around his loved ones, ''[[Anime/DigimonDataSquad Data Squad]]'', "[[Recap/DigimonDataSquadE25KuratasRevenge Kurata's Revenge!]]"

[[folder:Manga]]

** [[CardCarryingVillain Myotismon]], also known as Lord Vamde(mon), is a bloodthirsty sadist with the ability to poison the souls of Digimon. Driving an entire town of Digimon to the brink of annihilation by forcing the residents to kill each other, Myotismon captures Tai and [[WouldHurtAChild brutally beats the boy]] before attempting to force his Digimon Zero to butcher the boy, all to Myotismon's utter delight. Returning from his seeming death as [=VenomMyotismon=], he takes part in a massacre of the Holy Castle, [[AxCrazy slaughtering everyone in his path while cackling]] before attempting to butcher an entire group of Digimon children while forcing their teacher, Leomon, to watch.
* ''[[Manga/DigimonNext Next]]'': [[BigBad Barbamon]] is a [[Characters/DigimonSevenGreatDemonLords Demon Lord]] who convinced Yggdrasill, central computer of the Digital World, that humanity's abuse of Digimon meant that the links between the worlds should be cut. Becoming a self-aware avatar of Yggdrasill, Barbamon started a tyrannical regime to purge Digimon deemed "illegal" and gather the Eight Digi-Memories to create [[PhysicalGod NEO]], a godlike digital to surpass Ygdrassil and [[InTheirOwnImage recreate the Digital World]]. Gathering powerful warriors to lead The Commandments, Barbamon would manipulate both Shou and Holy Angemon, [[TheCorrupter corrupting them]] into Knight and Murmukusmon. Then, the Commandments would [[RapePillageAndBurn carry a murderous crusade]] across the digital world while Barbamon warps the reincarnation cycle of the Digimon. When the resistance against his rule concentrates in Light City, Barbamon orders the destruction of the city before sending the sadistic Chaosdramon--whom Barbamon created using data of the Dark Area--to kill Andromon and the remaining survivors before mocking Norn, the compassionate human avatar of Yggdrasill, when she is horrified by the brutality. When Barbamon is lethally injured by Victory Greymon, he sacrifices himself to complete the creation of NEO, who would erase both the Digital and Human Worlds following the last desire of his creator.

[[folder:Anime]]

** [[MonsterClown Piedmon]] is the most powerful of the [[BigBadDuumvirate Dark Masters]], leading them in their conquest of the Digital World. A psychopath, he enjoys toying with his victims before finishing them off, in contrast to his more straightforward associates. Reducing his territory to a [[{{Mordor}} barren wasteland]], he monitors the actions of his fellow Dark Masters and the main cast, allowing his allies to die without ever interfering. He causes the death of Sukamon by restructuring Digiworld into Spiral Mountain, kills Chumon himself, nearly kills [=WarGreymon=], and then transforms most of the Digi Destined and their Digimon into keychains, planning to keep them all [[AndIMustScream trapped as toys forever]], while he hunts the [[WouldHurtAChild two youngest members of the team down]], intent on brutally murdering them.
* ''[[Anime/DigimonTamers Tamers]]''' "[[Recap/DigimonTamersE10TheIcemonCometh The Icemon Cometh]]": [[EvilIsDeathlyCold IceDevimon]] is a cruel, ambitious Digimon seeking a tamer as ruthless as he is so as to attain even further power. A [[SerialKiller mass murderer]] of Digimon who has systematically [[AnIcePerson frozen]] hundreds alive so as to slowly destroy them and absorb their data, [=IceDevimon=] uses their deaths to empower himself for further mayhem. [=IceDevimon=] sets his sights upon Rika to be his tamer, and after failing to [[WeCanRuleTogether sway her to willingly ally with him]], [=IceDevimon=] decides to murder her entire group of friends while she watches to [[DespairEventHorizon break her spirit]] and force her into evil.

* ''[[Anime/DigimonDataSquad Data Squad]]'': [[BigBad Akihiro Kurata]] is a MadScientist and one of the [[HumansAreTheRealMonsters single most despicable human beings]] to appear in the franchise. Planning on [[FinalSolution committing genocide on Digimon]]--due to nothing more than a petty grudge--while conquering the world, Kurata created the Gizumon that would kill Digimon and stop their natural reincarnation cycle, which he first unleashed upon a noble Digimon who had been a surrogate father to the boy Ikuto. Kurata's reaction to Ikuto sobbing over his father's loss was cruel, hysterical laughter. Kurata then created a weapon to kill thousands of Digimon in a single blast and blackmailed one of the humans into working for him by threatening to murder his [[DelicateAndSickly sick sister]], before experimenting on said sister. Kurata's hatred extended to awakening a monstrous demon and attempting to merge with it to obliterate everything he saw as an enemy.

* ''[[Anime/DigimonGhostGame Ghost Game]]'''s "[[Recap/DigimonGhostGameE13Executioner Executioner]]": [[SerialKiller Sealsadramon]] is a cold, ruthless mechanoid whose sole objective in life is meeting a murder quota. Setting a goal of 1000 victims, [[KnightOfCerebus Sealsdramon]] invariably alters the tone of the show by making Bokomon his thousandth kill. When [=GulusGammamon=] questions his motives, Sealsdramon reaffirms there is no rhyme or reason to its actions, just an obsession with murder.

[[folder:Video Games]]
* [[VideoGame/DigimonWonderswanSeries WonderSwan series]]: [[MultiversalConqueror Millenniumon]], born from a FusionDance between a dying Machinedramon and a Chimeramon seeks out total domination of everything, and starts by defeating [=DigiDestined=] and warping the Digital World through his presence alone. After [[VideoGame/DigimonAdventureAnodeCathodeTamer his first loss]] against Ryo Akiyama, Millenniumon--as Moon=Millenniummon--is consumed by a lust for revenge, [[VideoGame/DigimonAdventure02TagTamers spawning a loose Diaboromon]] to drag Ryo and Ken to the Digital World that he then tears asunder. Upon losing again, he curses the Digital World with Dark Spores, one of which would ultimately corrupt Ken into the Digimon Kaiser. Finally, as [[VideoGame/DigimonTamersBraveTamer ZeedMillenniumon]], he planned on destroying the ENIAC and thus conquering the remnants of the Digimon multiverse. A horrid god who expected everyone and everything to bend to his will, [=ZeedMillenniumon=] was bent on conquering every timeline and dimension.
* ''[[VideoGame/DigimonWorld World]]'' & related games: [[BigBad Analogman]] is a [[TheCracker hacker]] who arrived in the Digital World and attempted to conquer it. He enslaved multiple Digimon to make living weapons that serve him unwillingly, viewing them as things to use and abuse. After being defeated by Mameo, Analogman tries to blow up the child. Returning as a ghost in ''[[VideoGame/DigimonDigitalCardBattle Digital Card Battle]]'', he hijacks and kills [=VenomMyotismon=]'s mind and uses his body as a suit in an attempt to enact vengeance on the protagonist for defeating him before. Analogman's final appearance is in ''[[VideoGame/DigimonWorldNextOrder -next 0rder-]]'', where he possesses Tsuzuki Shoma and unleashes a worldwide virus that painfully turns Digimon into violent Machinedramon clones. The process can also be enhanced by torturing the victims. His ultimate goal is to [[OmnicidalManiac erase the entire Digimon multiverse from existence]], just to see what happens next.

%% '''Note: Due to the controversial nature of this trope, any changes (additions, removals, edits) should be discussed [[https://tvtropes.org/pmwiki/posts.php?discussion=6vic3f9h1cy5qivsenw8llok here]].'''

* ''[[VideoGame/DigimonWorldDataSquad World Data Squad]]'': [[BigBad Lucemon]] is TheManBehindTheMan for both Tsukasa Kagura and Creepymon. The king of the Dark Area and the Chao-Mao Digimon, he's orchestrated everything in the plot by manipulating Kagura's feelings of jealousy to do whatever it took to revive himself. Through him, Lucemon made sure [[PoweredByAForsakenChild five children]] throughout the world were merged with one of the Code Keys of the Seven Deadly Sins to create Mao Digimon, The Great Demon Lords. He also has Creepymon attack Kosaburo Katsura and Biyomon to retrieve the Code Keys he's attained. After Creepymon assaults DATS HQ but is defeated, it's revealed Creepymon was [[HumanResources made of]] a former DATS member Masaki Nitta, who [[AndIMustScream was aware of his situation but unable to stop himself]], and cannot go back to being human, essentially dying as data before his daughter. When Kagura finally releases the seal on Lucemon, he betrays Kagura and tells him how he deceived the scientist. After absorbing Kagura, Code of Key of Pride himself, Lucemon flees, but not before spreading the influence of the [[EldritchLocation Dark Area]]. An evil Digimon who deemed himself infinite, immortal, and absolute, Lucemon is a remorseless OmnicidalManiac who desired to engulf everything in the Dark Area.

* ''[[VideoGame/DigimonWorld World]]'' & related games: [[BigBad Analogman]] is a [[{{Cracker}} hacker]] who arrived in the Digital World and attempted to conquer it. He enslaved multiple Digimon to make living weapons that serve him unwillingly, viewing them as things to use and abuse. After being defeated by Mameo, Analogman tries to blow up the child. Returning as a ghost in ''[[VideoGame/DigimonDigitalCardBattle Digital Card Battle]]'', he hijacks and kills [=VenomMyotismon=]'s mind and uses his body as a suit in an attempt to enact vengeance on the protagonist for defeating him before. Analogman's final appearance is in ''[[VideoGame/DigimonWorldNextOrder -next 0rder-]]'', where he possesses Tsuzuki Shoma and unleashes a worldwide virus that painfully turns Digimon into violent Machinedramon clones. The process can also be enhanced by torturing the victims. His ultimate goal is to [[OmnicidalManiac erase the entire Digimon multiverse from existence]], just to see what happens next.

** [[CardCarryingVillain Myotismon]], also known as Lord Vamde(mon), is a bloodthirsty sadist with the ability to poison the souls of Digimon. Driving an entire town of Digimon to the brink of annihilation by forcing the residents to kill each other, Myotismon captures Tai and [[WouldHurtAChild brutally beats the boy]] before attempting to force his Digimon Zero to butcher the boy, all to Myotismon's utter delight. Returning from his seeming deatho as [=VenomMyotismon=], he takes part in a massacre of the Holy Castle, [[AxCrazy slaughtering everyone in his path while cackling]] before attempting to butcher an entire group of Digimon children while forcing their teacher, Leomon, to watch.

''Franchise/{{Digimon}}'' has several [[CompleteMonster especially heinous]] villains.