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* "[[Recap/AngelS02E17Disharmony Disharmony]]": [[DarkMessiah Doug Sanders]] is a former ConMan turned messiah of his own cult of vampires. Upon being sired, Doug founded "Selective Slaughter", a community of vampires focused around reaching their full potential and growing their numbers exponentially. By having his vampires sire two humans and capture another one each, Doug not only ensures the police don't notice the disappearances, but creates a [[PeopleFarm large amount of food]] for his community. When Harmony is sent in as TheMole, Doug converts her to his side within minutes, setting a trap for Angel's gang and promoting her for her success. Though his vampires flee from the battle, Doug shows no fear and attacks Angel head on, [[DefiantToTheEnd continuing his vampiric rhetoric up until his death]].
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* "[[Recap/AngelS02E17Disharmony Disharmony]]": [[DarkMessiah Doug Sanders]] is a former ConMan turned messiah of his own cult of vampires. Upon being sired, Doug founded "Selective Slaughter", a community of vampires focused around reaching their full potential and growing their numbers exponentially. By having his vampires sire two humans and capture another one each, Doug not only ensures the police don't notice the disappearances, but creates a [[PeopleFarm [[PeopleFarms large amount of food]] for his community. When Harmony is sent in as TheMole, Doug converts her to his side within minutes, setting a trap for Angel's gang and promoting her for her success. Though his vampires flee from the battle, Doug shows no fear and attacks Angel head on, [[DefiantToTheEnd continuing his vampiric rhetoric up until his death]].
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* ''Literature/{{Shakedown}}'' by Don [=DeBrandt=]: [[KnowledgeBroker Galvin]] is the leader of the Serpentene, a tribe of peaceful and charming yet greedy and amoral telemarketing snake demons who live as a close knit family unit. They travel between parallel universes to find coveted treasures that they trade to people in exchange for valuable information that the Serpentene sell. He cares little for the fates of most of their sources but does make some exceptions. Galvin tricks Wolfram & Hart into thinking there is an oilfield beneath property the Serpentene own. He also pretends they don’t want to sell their land so that Wolfram & Hart will try to force them off and become desperate enough to pay a better price when they refuse. Galvin hires Angel Investigations to fight his assailants, and is both generous and manipulative in his dealings with them. After learning the truth, Angel is furious about being used by someone as ruthless as Galvin, but does admit his scheme ActuallyPrettyFunny before they part ways.
* ''[[Literature/TalesOfTheSlayer Tales of the Slayer]]'''s "Unholy Madness", by Creator/NancyHolder: [[BeenThereShapedHistory The vampire known to the French peasantry as L'Hero]] has beaten both Slayers and opponents that Slayers fear to face even before he starts UsefulNotes/TheFrenchRevolution by rallying the peasantry to oppose their aristocratic oppressors. He wins their loyalty even after revealing he is a vampire. He manipulates the rebels to accomplish various sinister goals, but also expresses frequent disgust for the cold-hearted nobles that he is acting against. L'Hero repeatedly taunts aristocrat Slayer Marie-Christine for serving the decadent monarchy while urging her to do something better with her powers. He eludes her or makes her back down multiple times, and nearly wins their DuelToTheDeath. Even in death, he triumphs over Marie when the revolution carries on without him and Marie is possibly turned into a vampire at the story's conclusion.
* ''[[Literature/TalesOfTheSlayer Tales of the Slayer]]'''s "Unholy Madness", by Creator/NancyHolder: [[BeenThereShapedHistory The vampire known to the French peasantry as L'Hero]] has beaten both Slayers and opponents that Slayers fear to face even before he starts UsefulNotes/TheFrenchRevolution by rallying the peasantry to oppose their aristocratic oppressors. He wins their loyalty even after revealing he is a vampire. He manipulates the rebels to accomplish various sinister goals, but also expresses frequent disgust for the cold-hearted nobles that he is acting against. L'Hero repeatedly taunts aristocrat Slayer Marie-Christine for serving the decadent monarchy while urging her to do something better with her powers. He eludes her or makes her back down multiple times, and nearly wins their DuelToTheDeath. Even in death, he triumphs over Marie when the revolution carries on without him and Marie is possibly turned into a vampire at the story's conclusion.
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* ''Literature/PortalThroughTime'' by Alice Henderson. [[HyperCompetentSidekick Victor]] is a centuries old assassin for the Order of Aurelius. He joins a conspiracy to save the Master from dying by disrupting the Slayer timeline that led to Buffy being available to defeat the Master. He travels back through time to kill either younger versions of Buffy or other past Slayers, showing a ruthless willingness to do so. He resents most of the bungling goons he has to work alongside of but maintains a VillainousFriendship with one and is devastated by his death. Victor is a skilled fighter who is only ever stopped from accomplishing his mission due to facing overwhelming opposition. He is clever at LoopholeAbuse to get around things like MustBeInvited. Even after his superior is captured and Buffy and her friends [[TheHunterBecomesTheHunted start targeting the assassins]], Victor presses on with his mission for as long as possible and shows no fear of death after his final defeat.
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* "TheMaster", born Heinrich Joseph Nest, is the first "[[Characters/BuffyTheVampireSlayerBigBads Big Bad]]" Buffy ever faced and one of the few villains to truly best her, both physically and mentally. One of the oldest and most powerful vampires in the modern era, the Master was Darla's sire, with her power, and thus the powers of [[TheDreaded Angelus, Drusilla]], and [[Characters/BuffyTheVampireSlayerSpike Spike]] all coming from him. Determined to escape his mystical prison no matter the cost, the Master attempts to utilize the Harvest to do so and learns of Buffy's existence in the process. The Master sets his escape in motion multiple times through very underhanded means, such as using Buffy's friend Jesse [=McNally=] as bait and using a double to trick her into thinking she'd killed his Anointed One. After convincing Buffy that she'd averted his prophesized escape, he successfully lures her to his prison and then [[CurbStompBattle easily kills her]], escaping his prison and opening the Hellmouth for his demons to wreak havoc. Standing out for his poise and leadership, the Master's influence lasts for many years after his death, with Buffy never forgetting the one vampire that successfully killed her.
* [[BigGood Sineya]], the [[FirstOfItsKind First Slayer]], was a young girl captured by the Shadowmen, infused with demon essence, and turned into a great warrior at the expense of her humanity. After driving back the Old Ones from Earth and eventually dying, Sineya lived on as a spirit attached to the mortal plane, encountering the Scooby Gang as both a friend and foe. After being summoned for the strength necessary to defeat Adam, Sineya grew angry that Buffy relied on allies to perform her duties and thus punished the gang, tormenting them with nightmares before killing them one by one. When Buffy proves her wrong, Sineya simply gives her a warning of the future, then [[DefeatMeansFriendship continues to serve]] as a SpiritAdvisor to the Slayer. Consistently giving cryptic advice that leads to the downfall of several major villains, including the First Evil and Simone Doffler, Sineya eventually gives one of her visions to Billy Lane, a non-Slayer, showing that she now accepts allies in the fight against evil.
* [[BigGood Sineya]], the [[FirstOfItsKind First Slayer]], was a young girl captured by the Shadowmen, infused with demon essence, and turned into a great warrior at the expense of her humanity. After driving back the Old Ones from Earth and eventually dying, Sineya lived on as a spirit attached to the mortal plane, encountering the Scooby Gang as both a friend and foe. After being summoned for the strength necessary to defeat Adam, Sineya grew angry that Buffy relied on allies to perform her duties and thus punished the gang, tormenting them with nightmares before killing them one by one. When Buffy proves her wrong, Sineya simply gives her a warning of the future, then [[DefeatMeansFriendship continues to serve]] as a SpiritAdvisor to the Slayer. Consistently giving cryptic advice that leads to the downfall of several major villains, including the First Evil and Simone Doffler, Sineya eventually gives one of her visions to Billy Lane, a non-Slayer, showing that she now accepts allies in the fight against evil.
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* "TheMaster", born Heinrich Joseph Nest, is the first "[[Characters/BuffyTheVampireSlayerBigBads "[[Characters/BuffyverseBuffyTheVampireSlayerBigBads Big Bad]]" Buffy ever faced and one of the few villains to truly best her, both physically and mentally. One of the oldest and most powerful vampires in the modern era, the Master was Darla's sire, with her power, and thus the powers of [[TheDreaded Angelus, Drusilla]], and [[Characters/BuffyTheVampireSlayerSpike [[Characters/BuffyverseSpike Spike]] all coming from him. Determined to escape his mystical prison no matter the cost, the Master attempts to utilize the Harvest to do so and learns of Buffy's existence in the process. The Master sets his escape in motion multiple times through very underhanded means, such as using Buffy's friend Jesse [=McNally=] as bait and using a double to trick her into thinking she'd killed his Anointed One. After convincing Buffy that she'd averted his prophesized escape, he successfully lures her to his prison and then [[CurbStompBattle easily kills her]], escaping his prison and opening the Hellmouth for his demons to wreak havoc. Standing out for his poise and leadership, the Master's influence lasts for many years after his death, with Buffy never forgetting the one vampire that successfully killed her.
* [[BigGood Sineya]], the[[FirstOfItsKind First Slayer]], Slayer, was a young girl captured by the Shadowmen, infused with demon essence, and turned into a great warrior at the expense of her humanity. After driving back the Old Ones from Earth and eventually dying, Sineya lived on as a spirit attached to the mortal plane, encountering the Scooby Gang as both a friend and foe. After being summoned for the strength necessary to defeat Adam, Sineya grew angry that Buffy relied on allies to perform her duties and thus punished the gang, tormenting them with nightmares before killing them one by one. When Buffy proves her wrong, Sineya simply gives her a warning of the future, then [[DefeatMeansFriendship continues to serve]] as a SpiritAdvisor to the Slayer. Consistently giving cryptic advice that leads to the downfall of several major villains, including the First Evil and Simone Doffler, Sineya eventually gives one of her visions to Billy Lane, a non-Slayer, showing that she now accepts allies in the fight against evil.
* [[BigGood Sineya]], the
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** [[MayorPain Mayor Richard Wilkins "III"]], the season's [[BigBad main antagonist]], was the founder of Sunnydale and the [[GreaterScopeVillain architect of much of the evil in the show]] to that point. Having created the town as a place for demons to gather, Wilkins manipulates the town and demons alike to empower himself for his Ascension into a pure-blooded demon. Wilkins frequently stays ahead of Buffy and the Scooby Gang and manages to become invulnerable, even allowing the rogue slayer [[Characters/BuffyTheVampireSlayerFaithLehane Faith Lehane]] to join his team. Forming a genuinely loving father-daughter bond with her, Wilkins manages to complete his plans to Ascend, with only a fullscale war at Sunnydale High managing to stop him. Even post-mortem, Wilkins leaves behind a way for Faith to prosper and possibly destroy Buffy. Despite his clear evil, Wilkins manages to remain [[AffablyEvil a very pleasant]] and intelligent man, always ready with a smile and a joke who proves to be one of Buffy's most dangerous enemies.
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** [[MayorPain Mayor Richard Wilkins "III"]], the season's [[BigBad main antagonist]], was the founder of Sunnydale and the [[GreaterScopeVillain architect of much of the evil in the show]] to that point. Having created the town as a place for demons to gather, Wilkins manipulates the town and demons alike to empower himself for his Ascension into a pure-blooded demon. Wilkins frequently stays ahead of Buffy and the Scooby Gang and manages to become invulnerable, even allowing the rogue slayer [[Characters/BuffyTheVampireSlayerFaithLehane [[Characters/BuffyverseFaithLehane Faith Lehane]] to join his team. Forming a genuinely loving father-daughter bond with her, Wilkins manages to complete his plans to Ascend, with only a fullscale war at Sunnydale High managing to stop him. Even post-mortem, Wilkins leaves behind a way for Faith to prosper and possibly destroy Buffy. Despite his clear evil, Wilkins manages to remain [[AffablyEvil a very pleasant]] and intelligent man, always ready with a smile and a joke who proves to be one of Buffy's most dangerous enemies.
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* "[[Recap/BuffyTheVampireSlayerS1E8IRobotYouJane I Robot, You Jane]]": [[TheCorruptor Moloch the Corruptor]] is an ancient demon who convinces humans to follow him through [[MoreThanMindControl promises of his love]]. Accidentally released into the internet, Moloch revels in his new power through various methods, from small things like changing a student's history paper to big things like tying the Vatican up in a bank error. Manipulating computer geniuses Dave and Fritz to his cause, Moloch orders them to kill Buffy when he learns that she's the Slayer; when Dave saves her instead, he [[YouHaveOutlivedYourUsefulness has Fritz kill him]] and make it look like a suicide. After convincing research facility Calax to build him a physical body, he has Willow kidnapped so she can witness his rebirth, and after professing his love for her, he offers her [[WeCanRuleTogether a place at his side]]. Genuinely capable of loving humans, Moloch is the first proof that not all demons are [[AlwaysChaoticEvil pure evil]].
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* "[[Recap/BuffyTheVampireSlayerS1E8IRobotYouJane I Robot, You Jane]]": [[TheCorruptor [[TheCorrupter Moloch the Corruptor]] is an ancient demon who convinces humans to follow him through [[MoreThanMindControl promises of his love]]. Accidentally released into the internet, Moloch revels in his new power through various methods, from small things like changing a student's history paper to big things like tying the Vatican up in a bank error. Manipulating computer geniuses Dave and Fritz to his cause, Moloch orders them to kill Buffy when he learns that she's the Slayer; when Dave saves her instead, he [[YouHaveOutlivedYourUsefulness has Fritz kill him]] and make it look like a suicide. After convincing research facility Calax to build him a physical body, he has Willow kidnapped so she can witness his rebirth, and after professing his love for her, he offers her [[WeCanRuleTogether a place at his side]]. Genuinely capable of loving humans, Moloch is the first proof that not all demons are [[AlwaysChaoticEvil pure evil]].
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* Seasons 1 & 2: [[AmoralAttorney Holland Manners]], one of the longest lasting and highest ranking attorneys of Wolfram & Hart, is a brilliant schemer who recruits many of the Firm's best talent and keeps evil flourishing in the world. Holland manages to [[TheCorruptor corrupt his protege Lindsey]] even further with nothing more than a promotion, engineering the freedom and prosperity of many evil beings by legal maneuvers and brings about the return of Darla to corrupt Angel. Arranging for Darla's Siring at the hands of Drusilla to break Angel further, Holland ends up killed by Darla in the end but returns to escort Angel to a supposed final conflict with the "Senior Partners" of the firm. After delivering a speech on the inexorable nature of despair, Holland deposits Angel back on earth, revealing that the true nature of evil is found within human souls, driving Angel furthest into the depths of despair.
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* Seasons 1 & 2: [[AmoralAttorney Holland Manners]], one of the longest lasting and highest ranking attorneys of Wolfram & Hart, is a brilliant schemer who recruits many of the Firm's best talent and keeps evil flourishing in the world. Holland manages to [[TheCorruptor [[TheCorrupter corrupt his protege Lindsey]] even further with nothing more than a promotion, engineering the freedom and prosperity of many evil beings by legal maneuvers and brings about the return of Darla to corrupt Angel. Arranging for Darla's Siring at the hands of Drusilla to break Angel further, Holland ends up killed by Darla in the end but returns to escort Angel to a supposed final conflict with the "Senior Partners" of the firm. After delivering a speech on the inexorable nature of despair, Holland deposits Angel back on earth, revealing that the true nature of evil is found within human souls, driving Angel furthest into the depths of despair.
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Across the expansive Franchise/{{Buffyverse}}, from [[Series/BuffyTheVampireSlayer Sunnydale]] to [[Series/{{Angel}} Los Angeles]] and beyond, [[Characters/BuffyTheVampireSlayerBuffySummers Buffy Summers]], [[Characters/BuffyTheVampireSlayerAngel Angel]], and [[Characters/BuffyTheVampireSlayerScoobyGang their]] [[Characters/AngelInvestigations teams]] have faced many villains in their time, oftentimes the worst that [[HumansAreTheRealMonsters humanity]] and demonkind have to offer. Among this diverse group comes these exceptions, standing out for their [[MagnificentBastard style and skill]].
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Across the expansive Franchise/{{Buffyverse}}, from [[Series/BuffyTheVampireSlayer Sunnydale]] to [[Series/{{Angel}} Los Angeles]] and beyond, [[Characters/BuffyTheVampireSlayerBuffySummers [[Characters/BuffyverseBuffySummers Buffy Summers]], [[Characters/BuffyTheVampireSlayerAngel [[Characters/BuffyverseAngel Angel]], and [[Characters/BuffyTheVampireSlayerScoobyGang [[Characters/BuffyverseScoobyGang their]] [[Characters/AngelInvestigations [[Characters/BuffyverseAngelInvestigations teams]] have faced many villains in their time, oftentimes the worst that [[HumansAreTheRealMonsters humanity]] and demonkind have to offer. Among this diverse group comes these exceptions, standing out for their [[MagnificentBastard style and skill]].
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* {{Crossover}} comic ''Past Lives'': [[TheDreaded Alexa Landry]] is a vampire hunter who [[BestServedCold seeks vengeance]] against Angelus for his crimes against her grandfather. Seeking out the Watchers Council, Alexa manipulates them for decades, becoming their most useful asset outside the Slayers themselves before tricking them into supplying her vengeance quest. Going rogue, Alexa goes to LA and begins hunted demon packs, telling the survivors [[FalseFlagOperation Angel sent her]] to provoke retaliation from them. While Angel is distracted, Alexa attacks Cordelia and Wesley, predicting that Angel will go to their hospital room for her to ambush him. Not falling for his attempt to draw her out, Alexa attacks once more when his guard is down, managing to keep up with Buffy herself [[BadassNormal even when her magic is stripped away from her]].
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* Seasons 1 & 2: [[AmoralAttorney Holland Manners]], one of the longest lasting and highest ranking attorneys of Wolfram & Hart, is a brilliant schemer who recruits many of the Firm's best talent and keeps evil flourishing in the world. Holland manages to [[TheCorruptor corrupt his protege Lindsey]] even further with nothing more than a promotion, engineering the freedom and prosperity of many evil beings by legal maneuvers and brings about the return of Darla to corrupt Angel. Arranging for Darla's Siring at the hands of Drusilla to break Angel further, Holland ends up killed by Darla in the end but returns to escort Angel to a supposed final conflict with the "Senior Partners" of the firm. After delivering a speech on the inexorable nature of despair, Holland deposits Angel back on earth, revealing that the true nature of evil is found within human souls, driving Angel furthest into the depths of despair.
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** "Cemetery of Lost Love": [[BorrowinSamedi Baron Samedi]] is the guardian of cemeteries who allies with Verona, a woman with a grudge against Buffy. Seeking Buffy's soul as payment, Samedi has maggots and bugs fly out of her purse and college kitchen, catching her attention and luring her to his graveyard where a trap awaits her. When Spike attempts to intervene, Samedi conjures up an image of Drusilla cruelly taunting him, [[MindRape breaking his spirit]] so he can be overwhelmed by Samedi's zombies. When the ritual then goes wrong and Verona asks for help, Samedi responds by [[YourSoulIsMine taking Verona's soul instead of Buffy's]], implying that he intends to see Buffy again in the future before disappearing.
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* "[[Recap/AngelS02E02AreYouNowOrHaveYourEverBeen Are You Now Or Have You Ever Been]]": [[EmotionEater The Thesulac demon]] in the Hyperion Hotel is responsible for its cursed history of murders and suicides. Thriving off of creating paranoia in humans, the Thesulac begins one particular incident by [[DrivenToSuicide driving a salesman to suicide]], then whispering in the other guests' ears to convince them that he was actually murdered by another guest. Within days, the guests' paranoia reaches their peak, convincing them that Judy must be the murderer just because she's a thief, then turning on Angel when she accuses him instead. After Angel is lynched by the hotel guests, the Thesulac appears to him and [[BreakThemByTalking gloats that this is humanity's true nature]], convincing Angel to leave him to his food for fifty years. After being made corporeal in the present day, the Thesulac reveals that he [[PragmaticVillainy never had to leave]] because Judy's strong emotions sustained him for years, providing endless "room service" for the hungry demon.
* "[[Recap/AngelS02E06GuiseWillBeGuise Guise Will Be Guise]]": [[MasterActor The imposter T'ish Magev]] is in truth an average human who proves himself to be just as wise as a real swami. From merely looking at Angel's car, the imposter makes a series of deductions about Angel's character, culminating in the knowledge that Angel is primarily fighting himself, a revelation which is backed up when the imposter beats him in a spar. After getting him to open up about Darla, the imposter is ultimately caught the next morning after [[TapOnTheHead knocking Gunn unconscious]], yet ultimately never reveals who hired him no matter what Angel tries, leading to the planned sacrifice [[NearVillainVictory almost succeeding]].
* "[[Recap/AngelS02E09TheTrial The Trial]]": [[GhostButler The Valet]] is the entity in charge of running [[TheThreeTrials the Trials]], a test of worth to prove if someone deserves a second life. In service of this mission, the Valet deliberately makes the tests as hard as possible for his patrons, ensuring that only someone with the necessary strength of character can pass the tests. Among other things, the Valet deliberately gives incomplete information when prompted for a hint; has Angel take his shoes off to ensure [[DeathInAllDirections the second test]] causes as much pain as possible; and, when the third test comes, convinces Angel that he must die for Darla to earn her second chance at life. Despite voicing every reason Angel has to let Darla die, the Valet goes ahead with killing him when he requests it, yet proves at the last moment that it was nothing more than a [[SecretTestOfCharacter final character test]]. When he can't give Darla her new life because she's already living it, the Valet [[PetTheDog sincerely apologizes for what Angel endured]] before disappearing.
* "[[Recap/AngelS02E12BloodMoney Blood Money]]": [[NobleDemon Boone]] is a demon with an unfinished history with Angel. After interrogating Merle to figure out his plans, Boone goes to Lindsey [=McDonald=] and Lilah Morgan, telling them that he intends to finish a decades long duel to [[BloodKnight see who's truly the better fighter]]. After becoming Lindsey's bodyguard, Boone manages to not only fight Angel on even footing twice, but also deduce that he has replaced the law firm's vampire detector, engaging him in public as well. After Angel reveals himself and dupes the lawyers into turning their attention away, Boone reveals that he was actually working with Angel, working with him to steal the charity's money before the firm could. After taking the money unaccosted, Boone returns with it to settle his fight with Angel, gleefully [[FriendlyRivalry offering a wager to his old "enemy"]] before giving the fight of his life.
* "[[Recap/AngelS02E17Disharmony Disharmony]]": [[DarkMessiah Doug Sanders]] is a former ConMan turned messiah of his own cult of vampires. Upon being sired, Doug founded "Selective Slaughter", a community of vampires focused around reaching their full potential and growing their numbers exponentially. By having his vampires sire two humans and capture another one each, Doug not only ensures the police don't notice the disappearances, but creates a [[PeopleFarm large amount of food]] for his community. When Harmony is sent in as TheMole, Doug converts her to his side within minutes, setting a trap for Angel's gang and promoting her for her success. Though his vampires flee from the battle, Doug shows no fear and attacks Angel head on, [[DefiantToTheEnd continuing his vampiric rhetoric up until his death]].
* "[[Recap/AngelS02E06GuiseWillBeGuise Guise Will Be Guise]]": [[MasterActor The imposter T'ish Magev]] is in truth an average human who proves himself to be just as wise as a real swami. From merely looking at Angel's car, the imposter makes a series of deductions about Angel's character, culminating in the knowledge that Angel is primarily fighting himself, a revelation which is backed up when the imposter beats him in a spar. After getting him to open up about Darla, the imposter is ultimately caught the next morning after [[TapOnTheHead knocking Gunn unconscious]], yet ultimately never reveals who hired him no matter what Angel tries, leading to the planned sacrifice [[NearVillainVictory almost succeeding]].
* "[[Recap/AngelS02E09TheTrial The Trial]]": [[GhostButler The Valet]] is the entity in charge of running [[TheThreeTrials the Trials]], a test of worth to prove if someone deserves a second life. In service of this mission, the Valet deliberately makes the tests as hard as possible for his patrons, ensuring that only someone with the necessary strength of character can pass the tests. Among other things, the Valet deliberately gives incomplete information when prompted for a hint; has Angel take his shoes off to ensure [[DeathInAllDirections the second test]] causes as much pain as possible; and, when the third test comes, convinces Angel that he must die for Darla to earn her second chance at life. Despite voicing every reason Angel has to let Darla die, the Valet goes ahead with killing him when he requests it, yet proves at the last moment that it was nothing more than a [[SecretTestOfCharacter final character test]]. When he can't give Darla her new life because she's already living it, the Valet [[PetTheDog sincerely apologizes for what Angel endured]] before disappearing.
* "[[Recap/AngelS02E12BloodMoney Blood Money]]": [[NobleDemon Boone]] is a demon with an unfinished history with Angel. After interrogating Merle to figure out his plans, Boone goes to Lindsey [=McDonald=] and Lilah Morgan, telling them that he intends to finish a decades long duel to [[BloodKnight see who's truly the better fighter]]. After becoming Lindsey's bodyguard, Boone manages to not only fight Angel on even footing twice, but also deduce that he has replaced the law firm's vampire detector, engaging him in public as well. After Angel reveals himself and dupes the lawyers into turning their attention away, Boone reveals that he was actually working with Angel, working with him to steal the charity's money before the firm could. After taking the money unaccosted, Boone returns with it to settle his fight with Angel, gleefully [[FriendlyRivalry offering a wager to his old "enemy"]] before giving the fight of his life.
* "[[Recap/AngelS02E17Disharmony Disharmony]]": [[DarkMessiah Doug Sanders]] is a former ConMan turned messiah of his own cult of vampires. Upon being sired, Doug founded "Selective Slaughter", a community of vampires focused around reaching their full potential and growing their numbers exponentially. By having his vampires sire two humans and capture another one each, Doug not only ensures the police don't notice the disappearances, but creates a [[PeopleFarm large amount of food]] for his community. When Harmony is sent in as TheMole, Doug converts her to his side within minutes, setting a trap for Angel's gang and promoting her for her success. Though his vampires flee from the battle, Doug shows no fear and attacks Angel head on, [[DefiantToTheEnd continuing his vampiric rhetoric up until his death]].
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* "[[Recap/BuffyTheVampireSlayerS7E7ConversationsWithDeadPeople Conversations With Dead People]]": [[FriendlyEnemy Holden Webster]] is one of Buffy's former classmates who turns into a vampire during her patrol. After almost killing her, Holden instead recognizes her and decides to talk with her, quickly picking up on her emotional struggles. As he continually gets her to open up by asking her [[ArmorPiercingQuestion hard-to-answer questions]] and attacking her [[CombatPragmatist while her guard's down]], Holden remains genuinely friendly with her, looking forward to their eventual rivalry and swearing to Buffy that he's only there to help her. After deducing that her last boyfriend was a vampire, Holden gets her to open up about her [[DestructiveRomance relationship with Spike]], telling her that Spike was the one who sired him before their final fight to the death.
[[folder:Examples]]
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* "[[Recap/AngelS01E06SenseAndSensitivity Sense and Sensitivity]]": [[ChaosIsEvil Allen Lloyd]] is a demon worshipper hired by Lee Mercer to help get his client "Little" Tony out of prison. To do so, Allen hosts a mandatory sensitivity training course in the station, manipulating all of the officers and detectives into holding his talisman in the form of a "talking stick". Unleashing the [[RepressionNeverEndsWell repressed emotions]] of every officer, Allen throws the police station into chaos overnight, ensuring that Tony can escape with minimal interference. When Angel tracks him down, Allen tricks him into grabbing the stick himself, then manages to [[KarmaHoudini remain un-captured]] while the chaos unfolds.
* "[[Recap/AngelS01E14IveGotYouUnderMySkin I've Got You Under My Skin]]": [[DeathSeeker The unnamed Ethros demon]] possessing [[EnfantTerrible Ryan Anderson]] became trapped within the evil child's body and desired a way out at any cost. After almost getting Ryan to commit suicide, the demon is exposed by Angel, yet uses his powers and innate knowledge to manipulate everyone around him to his hearts content, first by using Ryan's voice to convince Paige to break the circle of protection and then by [[HannibalLecture confronting Wesley with his daddy issues]]. After using Wesley's anger against him to stab him in the neck with his own crucifix, the demon both sends Angel a message begging to be saved and taunts him with Doyle's death, riling him up enough to begin the exorcism in earnest. When he's removed from the boy and later confronted by Angel, he [[FaceDeathWithDignity submits to his death with no fear]], simply warning Angel of the evil within Ryan and dying in peace.
* "[[Recap/AngelS01E22ToShanshuInLA To Shanshu in L.A.]]": [[NamesToRunAwayFromReallyFast Vocah, the "Bringer of Calamity"]], is a demon summoned by Holland Manners to resurrect Darla, hoping to cut off Angel from the Senior Partners along the way. In service of both goals, Vocah trespasses in the land of the Oracles and [[DidYouJustPunchOutCthulhu kills them]], then sneaks past Cordelia in broad daylight to [[MindRape infect her with visions of every troubled soul]] all at once. When she's hospitalized and Angel leaves the office to go visit her, Vocah sneaks in behind him and steals the scroll of Aberjian, [[FieryCoverup replacing it with a bomb]] to cover his tracks. With Angel Investigations spread out and destroyed, Vocah begins the ritual, yet manages to sense Angel's arrival and duels with him for several minutes, holding off the vampire long enough for Lindsey to finish the ritual on his behalf. Only stopped due to [[SpannerInTheWorks one of the Oracles living on as a spirit]] long enough to help Angel, Vocah's actions are what finally make Angel realize the true threat the Senior Partners pose and begin his descent into embracing his dark side.
[[/folder]]
* "[[Recap/AngelS01E14IveGotYouUnderMySkin I've Got You Under My Skin]]": [[DeathSeeker The unnamed Ethros demon]] possessing [[EnfantTerrible Ryan Anderson]] became trapped within the evil child's body and desired a way out at any cost. After almost getting Ryan to commit suicide, the demon is exposed by Angel, yet uses his powers and innate knowledge to manipulate everyone around him to his hearts content, first by using Ryan's voice to convince Paige to break the circle of protection and then by [[HannibalLecture confronting Wesley with his daddy issues]]. After using Wesley's anger against him to stab him in the neck with his own crucifix, the demon both sends Angel a message begging to be saved and taunts him with Doyle's death, riling him up enough to begin the exorcism in earnest. When he's removed from the boy and later confronted by Angel, he [[FaceDeathWithDignity submits to his death with no fear]], simply warning Angel of the evil within Ryan and dying in peace.
* "[[Recap/AngelS01E22ToShanshuInLA To Shanshu in L.A.]]": [[NamesToRunAwayFromReallyFast Vocah, the "Bringer of Calamity"]], is a demon summoned by Holland Manners to resurrect Darla, hoping to cut off Angel from the Senior Partners along the way. In service of both goals, Vocah trespasses in the land of the Oracles and [[DidYouJustPunchOutCthulhu kills them]], then sneaks past Cordelia in broad daylight to [[MindRape infect her with visions of every troubled soul]] all at once. When she's hospitalized and Angel leaves the office to go visit her, Vocah sneaks in behind him and steals the scroll of Aberjian, [[FieryCoverup replacing it with a bomb]] to cover his tracks. With Angel Investigations spread out and destroyed, Vocah begins the ritual, yet manages to sense Angel's arrival and duels with him for several minutes, holding off the vampire long enough for Lindsey to finish the ritual on his behalf. Only stopped due to [[SpannerInTheWorks one of the Oracles living on as a spirit]] long enough to help Angel, Vocah's actions are what finally make Angel realize the true threat the Senior Partners pose and begin his descent into embracing his dark side.
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** ''Haunted'': [[{{Determinator}} Mayor Wilkins]] survives the graduation day explosion, living on as a vengeful spirit with a grudge against Buffy. After quickly figuring out how his powers of possession work, Wilkins begins tormenting her with various vampire bodies, intending to [[BestServedCold torment her over and over]] for as long as he possibly can until he finally wins and moves on. Along the way, he experiments with his bodies, including draining an innocent person to experience it himself as well as using [[SuperSpeed his speed]] to ambush Willow quickly. When one of his bodies is captured by the Initiative, Wilkins not only withstands the torture they put him through, but possesses a nearby dead demon to [[OneManArmy escape entirely on his own]], cutting through any resistance easily before going back to the surface. In his final confrontation with Buffy, Wilkins shows no fear even as he's being exorcised to a non-corporeal form, simply letting his grief turn to anger as he waits for his opportunity. Never losing his well-known charm or his love for his adoptive daughter Faith, Wilkins remains just as effective in death as he was in life.
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* ''Tales'': "Jack": [[CowboyCop Inspector James Whitcomb]] is the man searching for the legendary serial killer UsefulNotes/JackTheRipper. After discovering his latest body, James deduces that Jack is actually a vampire, managing to track him down as he attacks another victim. Pretending to be weaker than he truly is to lull Jack into a false sense of security, James then reveals that [[WolfInSheepsClothing he's a vampire]], easily defeating the killer. After killing Jack in order to keep TheMasquerade intact, James takes a break from the police force, covering up Jack's death and his role in it in the process.
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* ''Tales'': "Jack": [[CowboyCop Inspector James Whitcomb]] is the man searching for the legendary serial killer UsefulNotes/JackTheRipper. After discovering his latest body, James deduces that Jack is actually a vampire, managing to track him down as he attacks another victim. Pretending to be weaker than he truly is to lull Jack into a false sense of security, James then reveals that [[WolfInSheepsClothing [[AWolfInSheepsClothing he's a vampire]], easily defeating the killer. After killing Jack in order to keep TheMasquerade intact, James takes a break from the police force, covering up Jack's death and his role in it in the process.
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* "Tea Time": Two versions of [[BadassBookworm Rupert Giles]] showcase his typical cunning and ruthlessness:
** [[AWolfInSheepsClothing The real Giles]], having been turned into a vampire, hides his transformation and remains as Buffy's Watcher. After learning of the existence of a vampiric altar that can block out the sun, Giles sets the Scooby Gang on researching it, pretending that he intends to destroy it rather than use it. When the gang starts telling stories about his potential vampiric exploits, Giles [[SarcasticConfession details his entire plan to them]] before dismissing it as a joke, keeping them off of his tail while they keep searching. Continuing to pretend to be nervous about Buffy's chances against him for as long as he needs, Giles ends the story knowing exactly how to find and utilize the vampiric altar, with the gang [[UnwittingInstigatorOfDoom never realizing just how much they've helped him]].
** In [[StoryWithinAStory Buffy's story]], [[VisionaryVillain Giles]] confronts Buffy as a vampire in spite of [[EvenEvilHasLovedOnes his care for her]]. When the two fight and she easily wins, Giles manipulates her feelings for him to encourage her to let her guard down, even bringing her into a hug and telling her they will always be Slayer and Watcher. As the sun comes up, Giles strikes and drains her, granting him enough strength to survive the sun and escape underground to raise her. With Buffy sired and by his side, Giles holds a sacrifice at the vampiric altar, blocking out the sun and turning Sunnydale into a vampire haven for the sake of his [[ParentalSubstitute adoptive daughter]].
** [[AWolfInSheepsClothing The real Giles]], having been turned into a vampire, hides his transformation and remains as Buffy's Watcher. After learning of the existence of a vampiric altar that can block out the sun, Giles sets the Scooby Gang on researching it, pretending that he intends to destroy it rather than use it. When the gang starts telling stories about his potential vampiric exploits, Giles [[SarcasticConfession details his entire plan to them]] before dismissing it as a joke, keeping them off of his tail while they keep searching. Continuing to pretend to be nervous about Buffy's chances against him for as long as he needs, Giles ends the story knowing exactly how to find and utilize the vampiric altar, with the gang [[UnwittingInstigatorOfDoom never realizing just how much they've helped him]].
** In [[StoryWithinAStory Buffy's story]], [[VisionaryVillain Giles]] confronts Buffy as a vampire in spite of [[EvenEvilHasLovedOnes his care for her]]. When the two fight and she easily wins, Giles manipulates her feelings for him to encourage her to let her guard down, even bringing her into a hug and telling her they will always be Slayer and Watcher. As the sun comes up, Giles strikes and drains her, granting him enough strength to survive the sun and escape underground to raise her. With Buffy sired and by his side, Giles holds a sacrifice at the vampiric altar, blocking out the sun and turning Sunnydale into a vampire haven for the sake of his [[ParentalSubstitute adoptive daughter]].
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* ''Buffy the Vampire Slayer Classics'':
** ''Slayer, Interrupted'': [[AwesomenessByAnalysis Dr. Primrose]] is a former Watcher who poses as a psychiatrist to get closer to Buffy. Utilizing [[TheShrink solo sessions]] to talk to her, Primrose begins psychoanalyzing her and her favorite children's story, subtly convincing her of the truth of the various metaphors within. When confronted by Buffy later, she subtly [[LetsYouAndHimFight maneuvers her into fighting Rakagore]], maintaining her professional demeanor all the while. When this fails, she maintains that the patents she endangered were [[IDidWhatIHadToDo necessary sacrifices]] to ensure that Buffy accepts Slaying as a choice, then helps her take down Rakagore when he ambushes her at home. With him dead, Primrose goes her own way, but not before telling Buffy to always trust her own instincts above all else, encouraging Buffy's signature headstrong nature that will guide her for years to come.
** "The Dust Waltz": Myth/{{Lilith}} is the mother of all vampires who arrives in Sunnydale for the titular ceremony, hoping to awaken an Old One with her sister Lamia. When her champion is easily killed by Buffy, she quickly knocks her out and takes Angel hostage instead, intending to make him her champion instead. However, when Angel proves too weak, she decides to make Buffy her champion instead, [[IHaveYourWife having her friends kidnapped]] in order to force her to comply. When Buffy arrives and bargains with her, Lilith manipulates her further by promising her she'll release her friends if she survives, [[ExactWords not mentioning]] the upcoming battle with the Old One. Buffy kills Lamia's champion and releases Azogg-Mon, but when he kills Lamia, Lilith reveals that [[ProperlyParanoid she had prepared for such a scenario]] and banishes him back to the hell dimension from whence he came.
** ''Slayer, Interrupted'': [[AwesomenessByAnalysis Dr. Primrose]] is a former Watcher who poses as a psychiatrist to get closer to Buffy. Utilizing [[TheShrink solo sessions]] to talk to her, Primrose begins psychoanalyzing her and her favorite children's story, subtly convincing her of the truth of the various metaphors within. When confronted by Buffy later, she subtly [[LetsYouAndHimFight maneuvers her into fighting Rakagore]], maintaining her professional demeanor all the while. When this fails, she maintains that the patents she endangered were [[IDidWhatIHadToDo necessary sacrifices]] to ensure that Buffy accepts Slaying as a choice, then helps her take down Rakagore when he ambushes her at home. With him dead, Primrose goes her own way, but not before telling Buffy to always trust her own instincts above all else, encouraging Buffy's signature headstrong nature that will guide her for years to come.
** "The Dust Waltz": Myth/{{Lilith}} is the mother of all vampires who arrives in Sunnydale for the titular ceremony, hoping to awaken an Old One with her sister Lamia. When her champion is easily killed by Buffy, she quickly knocks her out and takes Angel hostage instead, intending to make him her champion instead. However, when Angel proves too weak, she decides to make Buffy her champion instead, [[IHaveYourWife having her friends kidnapped]] in order to force her to comply. When Buffy arrives and bargains with her, Lilith manipulates her further by promising her she'll release her friends if she survives, [[ExactWords not mentioning]] the upcoming battle with the Old One. Buffy kills Lamia's champion and releases Azogg-Mon, but when he kills Lamia, Lilith reveals that [[ProperlyParanoid she had prepared for such a scenario]] and banishes him back to the hell dimension from whence he came.
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* ''Tales'': "Jack": [[CowboyCop Inspector James Whitcomb]] is the man searching for the legendary serial killer UsefulNotes/JackTheRipper. After discovering his latest body, James deduces that Jack is actually a vampire, managing to track him down as he attacks another victim. Pretending to be weaker than he truly is to lull Jack into a false sense of security, James then reveals that [[WolfInSheepsClothing he's a vampire]], easily defeating the killer. After killing Jack in order to keep TheMasquerade intact, James takes a break from the police force, covering up Jack's death and his role in it in the process.
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''[[AC:ComicBook/{{Fray}}]]''
* [[UnscrupulousHero Urkonn of the D'Avvrus]] is a demon sent to serve as Melaka Fray's Watcher. After ambushing her in her apartment, Urkonn teaches her the history of the Slayer Line, [[TrainingFromHell training her brutally]] in the hopes that she’ll use his teachings to become a better Slayer. When she instead continues to not take her role seriously, Urkonn [[WouldHurtAChild kills her friend Loo]], framing the vampire Harth Fray in the process. When Melaka realizes she must go to war, Urkonn provides her with the Slayer Scythe, then continues to guide her through the battle against Harth's Old One. When Melaka reveals she's discovered his treachery, Urkonn remains unfazed, simply reiterating that [[IDidWhatIHadToDo they would have lost were it not for his actions]].
* [[UnscrupulousHero Urkonn of the D'Avvrus]] is a demon sent to serve as Melaka Fray's Watcher. After ambushing her in her apartment, Urkonn teaches her the history of the Slayer Line, [[TrainingFromHell training her brutally]] in the hopes that she’ll use his teachings to become a better Slayer. When she instead continues to not take her role seriously, Urkonn [[WouldHurtAChild kills her friend Loo]], framing the vampire Harth Fray in the process. When Melaka realizes she must go to war, Urkonn provides her with the Slayer Scythe, then continues to guide her through the battle against Harth's Old One. When Melaka reveals she's discovered his treachery, Urkonn remains unfazed, simply reiterating that [[IDidWhatIHadToDo they would have lost were it not for his actions]].
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* [[BigGood Sineya]], the [[FirstOfItsKind First Slayer]], was a young girl captured by the Shadowmen, infused with demon essence, and turned into a great warrior at the expense of her humanity. After driving back the Old Ones from Earth and eventually dying, Sineya lived on as a spirit attached to the mortal plane, encountering the Scooby Gang as both a friend and foe. After being summoned for the strength necessary to defeat Adam, Sineya grew angry that Buffy relied on allies to perform her duties and thus punished the gang, tormenting them with nightmares before killing them one by one. When Buffy proves her wrong, Sineya simply gives her a warning of the future, then [[DefeatMeansFriendship continues to serve]] as a SpiritAdvisor to the Slayer. Consistently giving cryptic advice that leads to the downfall of several major villains, including the First Evil and Simone Doffler, Sineya eventually gives one of her visions to Billy Lane, a non-Slayer, showing that she now accepts allies in the fight against evil.
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* "[[Recap/BuffyTheVampireSlayerS7E15GetItDone Get It Done]]": [[UnscrupulousHero The Shadowman]] is the man responsible for the creation of the Slayer. When the world was overrun with demons and vampires, the Shadowman captured a young girl, Sineya, and forced her to inherit the essence of a demon, turning her into a great warrior at the expense of her humanity. Following this, he would go on to create the organization that would [[AncientTradition become the Watchers' Council]], who would continue serving the Slayer for centuries. When Buffy arrives in his time looking for help, he attempts to repeat the process on her, believing that humanity is a weakness compared to the raw power he provides. When she proves him wrong and defeats his men, the Shadowman [[GracefulLoser rewards her]] by giving her a vision of the First Evil's army. Though she soon returns to her time period, the Shadowman's message shakes her beliefs for the first time, leaving her wondering if he [[VillainHasAPoint might have been right after all]].
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* "[[Recap/BuffyTheVampireSlayerS6E16HellsBells Hell's Bells]]": [[BestServedCold Stewart Burns]] is one of Anya's many victims who [[CreateYourOwnVillain desires revenge for her actions]]. After spending eight decades in a hell dimension due to his [[DisproportionateRetribution philandering ways]], Stewart returns to Earth on the day of Anya's wedding and decides to ruin it. After crashing the wedding, Stewart confronts Xander and pretends to be his future self, presenting him with a [[JacobMarleyWarning horrifying future]] in which Xander attacks and kills Anya after years of an unhappy marriage. Xander then flees the wedding, and as it descends into chaos, Stewart confronts Anya, eventually attacking her. Although he's killed by Buffy and Xander, Stewart's scheme leads to Xander walking out of the wedding, [[SmallRoleBigImpact permanently ruining Anya's life]] and undoing all of her attempts to feel human.
* "[[Recap/BuffyTheVampireSlayerS6E20Villains Villains]]", "[[Recap/BuffyTheVampireSlayerS6E21TwoToGo Two to Go]]", and "[[Recap/BuffyTheVampireSlayerS6E22Grave Grave]]": [[IGaveMyWord Lloyd]] is the mysterious master of the [[InvoluntaryBattleToTheDeath Demon Trials]], a gladiator-style tournament held in his own cave. Upon seeing Spike come to participate, Lloyd immediately [[TheReasonYouSuckSpeech dresses him down]], refusing to let him be as coy as he always is and criticizing him for falling as far as he has. Though doubtful that Spike can succeed, he lets Spike take the trials, which he makes as difficult as possible to ensure Spike proves his mettle; first by not informing him that the trials had multiple stages, then by [[{{Troll}} starting another trial silently]]. When Spike succeeds and proves his worth, Lloyd [[EvenEvilHasStandards keeps his end of the bargain]] and returns his soul, beginning Spike's final push in his turn to heroism.
* "[[Recap/BuffyTheVampireSlayerS6E20Villains Villains]]", "[[Recap/BuffyTheVampireSlayerS6E21TwoToGo Two to Go]]", and "[[Recap/BuffyTheVampireSlayerS6E22Grave Grave]]": [[IGaveMyWord Lloyd]] is the mysterious master of the [[InvoluntaryBattleToTheDeath Demon Trials]], a gladiator-style tournament held in his own cave. Upon seeing Spike come to participate, Lloyd immediately [[TheReasonYouSuckSpeech dresses him down]], refusing to let him be as coy as he always is and criticizing him for falling as far as he has. Though doubtful that Spike can succeed, he lets Spike take the trials, which he makes as difficult as possible to ensure Spike proves his mettle; first by not informing him that the trials had multiple stages, then by [[{{Troll}} starting another trial silently]]. When Spike succeeds and proves his worth, Lloyd [[EvenEvilHasStandards keeps his end of the bargain]] and returns his soul, beginning Spike's final push in his turn to heroism.
!!Alternate Continuities
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* "[[Recap/BuffyTheVampireSlayerS5E20Spiral Spiral]]": [[WellIntentionedExtremist General Gregor and Dante Chavalier]] are the leaders of the Knights of Byzantium, a group dedicated to destroying the Key and preventing Glorificus aka "Glory"'s "[[TheEndOfTheWorldAsWeKnowIt Big Day]]". Arriving in Sunnydale, Dante manages to get Orlando out of the mental ward and the two of them then lead an assault on the Scooby Gang's winnebago as they flee the city, eventually winning and making it crash. After tracking the gang to an abandoned gas station, Gregor then leads a full scale assault and while he's captured and a barrier spell is erected, Dante {{Mercy Kill}}s Orlando to prevent him from serving Glory further. While Dante proves himself an honorable warrior when he allows Ben Wilkinson inside to heal Giles' wounds, [[TheStoic Gregor refuses to break for anything]], neither pleas that Dawn is human nor beatings from the Slayer, and even takes advantage of the group's dissension by preying on Ben's fear of Glory. After Gregor informs Buffy of Glory's only weakness, Glory resurfaces and kills them all, yet they [[FaceDeathWithDignity go down fighting nobly]] and their information ensures Glory's later demise.
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* Season 4: [[FrankensteinsMonster Adam]], this season's BigBad, is a [[MixAndMatchMan biomechanical demonoid]] created by Maggie Walsh, created to bring together the best parts of humanity, demonkind, and technology. Woken up by Maggie to fight the Slayer, Adam [[AIIsACrapshoot kills her instead]], then escapes the Initiative so as to learn more about the world and his place in it. Along the way, he kills and dissects humans and demons alike, seeking to understand how they function so as to understand himself better. Uniting the local vampires and demons through his philosophical demeanor and strength, he encourages them to face their fears, becoming [[DarkMessiah so beloved and trusted]] that a group of vampires attack a church in broad daylight in his name. Using Spike to manipulate Buffy and her friends, Adam forcibly recruits Riley Finn to his cause, viewing him as a brother due to their shared relationship with Maggie. Intending to create a race of fellow demonoids, Adam has his forces avoid the Slayer and get arrested by the Initiative, intending to [[TrojanPrisoner release all of them at once]] to ensure maximum carnage on both sides to create as many soldiers as possible.
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* "[[Recap/BuffyTheVampireSlayerS4E6WildAtHeart Wild At Heart]]": [[EvilCounterpart Veruca]] is a werewolf who, unlike Oz, has come to believe that [[FullyEmbracedFiend the wolf is who she truly is]], with her human face simply being a disguise. Having felt a connection with Oz [[LoveBeforeFirstSight before meeting him]] due to her heightened senses, Veruca becomes determined to make him release his wolf side upon discovering just who he is. After beginning to seduce him the morning of the full moon, she completes the job when Oz invites her into his cage, separating him from his girlfriend Willow when she walks in on them together. When that doesn't work, she [[MurderTheHypotenuse decides to kill her instead]], welcoming Oz to return the favor when he intervenes. Although his wolf form kills her, Oz ultimately proves her right when he realizes he can't control the wolf inside him, prompting him to leave Sunnydale to find who he is.
* "[[Recap/BuffyTheVampireSlayerS4E10Hush Hush]]": [[ColdHam The Gentlemen]] are a group of monsters whose politeness is only matched by their horrifying nature. Originating from a fairy tale, the Gentlemen arrive in Sunnydale and remove the voices from everyone in the town, descending it into chaos overnight. Waiting until sundown to strike, the Gentlemen then go on the hunt for seven human hearts, taking advantage of the silence to ensure [[AndIMustScream the victims cannot scream or call for help]]. When two of them pursue Willow and Tara across campus, they prove to be relentless foes, only giving up when they both combine their powers to drive them away; additionally, when Buffy arrives in their headquarters, one of them quickly [[CombatPragmatist stabs her from behind]], taking her out of the fight entirely. Although theatrical and polite with one another, the Gentlemen prove themselves to be intelligent and dangerous foes who remain some of the most terrifying monsters ever encountered in the franchise.
* "[[Recap/BuffyTheVampireSlayerS4E10Hush Hush]]": [[ColdHam The Gentlemen]] are a group of monsters whose politeness is only matched by their horrifying nature. Originating from a fairy tale, the Gentlemen arrive in Sunnydale and remove the voices from everyone in the town, descending it into chaos overnight. Waiting until sundown to strike, the Gentlemen then go on the hunt for seven human hearts, taking advantage of the silence to ensure [[AndIMustScream the victims cannot scream or call for help]]. When two of them pursue Willow and Tara across campus, they prove to be relentless foes, only giving up when they both combine their powers to drive them away; additionally, when Buffy arrives in their headquarters, one of them quickly [[CombatPragmatist stabs her from behind]], taking her out of the fight entirely. Although theatrical and polite with one another, the Gentlemen prove themselves to be intelligent and dangerous foes who remain some of the most terrifying monsters ever encountered in the franchise.
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* Season 3: [[MayorPain Mayor Richard Wilkins "III"]], the season's [[BigBad main antagonist]], was the founder of Sunnydale and the [[GreaterScopeVillain architect of much of the evil in the show]] to that point. Having created the town as a place for demons to gather, Wilkins manipulates the town and demons alike to empower himself for his Ascension into a pure-blooded demon. Wilkins frequently stays ahead of Buffy and the Scooby Gang and manages to become invulnerable, even allowing the rogue slayer [[Characters/BuffyTheVampireSlayerFaithLehane Faith]] to join his team. Forming a genuinely loving father-daughter bond with her, Wilkins manages to complete his plans to Ascend, with only a fullscale war at Sunnydale High managing to stop him. Even post-mortem, Wilkins leaves behind a way for Faith to prosper and possibly destroy Buffy. Despite his clear evil, Wilkins manages to remain [[AffablyEvil a very pleasant]] and intelligent man, always ready with a smile and a joke who proves to be one of Buffy's most dangerous enemies.
* "[[Recap/BuffyTheVampireSlayerS3E3FaithHopeAndTrick Faith, Hope, and Trick]]" to "[[Recap/BuffyTheVampireSlayerS3E15Consequences Consequences]]": [[PragmaticVillainy Mr. Trick]] is a modernist vampire with an unparalleled sense of showmanship and charisma. Originally introduced as the [[TheDragon right-hand man]] for Kakistos, Trick pragmatically leaves his former master to die when it's clear he'll lose, preferring to strike out on his own. After designing and executing Slayerfest '98, he quickly finds himself under the employ of Mayor Richard Wilkins, a position he takes to quite well. Front-running many of Wilkins' operations, it is Trick who hires Ethan Rayne to [[Recap/BuffyTheVampireSlayerS3E6BandCandy revert the adults of the town back to teenagers]], ensuring that no one will sample from the line by accusing a random worker of doing so before killing them. He also leads a team of vampires to take on both Slayers at once, coming within an inch of killing Buffy himself, and assists Wilkins in becoming invulnerable, including saving his life from a fellow vampire. Pragmatic and ruthless yet charming and skilled, Mr. Trick is one of the few vampires to encounter Buffy multiple times and live to tell the tale, always ready to come back for more with a smile on his face.
* "[[Recap/BuffyTheVampireSlayerS3E3FaithHopeAndTrick Faith, Hope, and Trick]]" to "[[Recap/BuffyTheVampireSlayerS3E15Consequences Consequences]]": [[PragmaticVillainy Mr. Trick]] is a modernist vampire with an unparalleled sense of showmanship and charisma. Originally introduced as the [[TheDragon right-hand man]] for Kakistos, Trick pragmatically leaves his former master to die when it's clear he'll lose, preferring to strike out on his own. After designing and executing Slayerfest '98, he quickly finds himself under the employ of Mayor Richard Wilkins, a position he takes to quite well. Front-running many of Wilkins' operations, it is Trick who hires Ethan Rayne to [[Recap/BuffyTheVampireSlayerS3E6BandCandy revert the adults of the town back to teenagers]], ensuring that no one will sample from the line by accusing a random worker of doing so before killing them. He also leads a team of vampires to take on both Slayers at once, coming within an inch of killing Buffy himself, and assists Wilkins in becoming invulnerable, including saving his life from a fellow vampire. Pragmatic and ruthless yet charming and skilled, Mr. Trick is one of the few vampires to encounter Buffy multiple times and live to tell the tale, always ready to come back for more with a smile on his face.
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* Season 3: 3:
** [[MayorPain Mayor Richard Wilkins "III"]], the season's [[BigBad main antagonist]], was the founder of Sunnydale and the [[GreaterScopeVillain architect of much of the evil in the show]] to that point. Having created the town as a place for demons to gather, Wilkins manipulates the town and demons alike to empower himself for his Ascension into a pure-blooded demon. Wilkins frequently stays ahead of Buffy and the Scooby Gang and manages to become invulnerable, even allowing the rogue slayer [[Characters/BuffyTheVampireSlayerFaithLehaneFaith]] Faith Lehane]] to join his team. Forming a genuinely loving father-daughter bond with her, Wilkins manages to complete his plans to Ascend, with only a fullscale war at Sunnydale High managing to stop him. Even post-mortem, Wilkins leaves behind a way for Faith to prosper and possibly destroy Buffy. Despite his clear evil, Wilkins manages to remain [[AffablyEvil a very pleasant]] and intelligent man, always ready with a smile and a joke who proves to be one of Buffy's most dangerous enemies.
* "[[Recap/BuffyTheVampireSlayerS3E3FaithHopeAndTrick Faith, Hope, and Trick]]" to "[[Recap/BuffyTheVampireSlayerS3E15Consequences Consequences]]": ** [[PragmaticVillainy Mr. Trick]] is a modernist vampire with an unparalleled sense of showmanship and charisma. Originally introduced as the [[TheDragon right-hand man]] for Kakistos, Trick pragmatically leaves his former master to die when it's clear he'll lose, preferring to strike out on his own. After designing and executing Slayerfest '98, he quickly finds himself under the employ of Mayor Richard Wilkins, a position he takes to quite well. Front-running many of Wilkins' operations, it is Trick who hires Ethan Rayne to [[Recap/BuffyTheVampireSlayerS3E6BandCandy revert the adults of the town back to teenagers]], ensuring that no one will sample from the line by accusing a random worker of doing so before killing them. He also leads a team of vampires to take on both Slayers at once, coming within an inch of killing Buffy himself, and assists Wilkins in becoming invulnerable, including saving his life from a fellow vampire. Pragmatic and ruthless yet charming and skilled, Mr. Trick is one of the few vampires to encounter Buffy multiple times and live to tell the tale, always ready to come back for more with a smile on his face.
** [[MayorPain Mayor Richard Wilkins "III"]], the season's [[BigBad main antagonist]], was the founder of Sunnydale and the [[GreaterScopeVillain architect of much of the evil in the show]] to that point. Having created the town as a place for demons to gather, Wilkins manipulates the town and demons alike to empower himself for his Ascension into a pure-blooded demon. Wilkins frequently stays ahead of Buffy and the Scooby Gang and manages to become invulnerable, even allowing the rogue slayer [[Characters/BuffyTheVampireSlayerFaithLehane
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* "[[Recap/BuffyTheVampireSlayerS4E1TheFreshman The Freshman]]": [[ActionFashionista Sunday]] is a [[PragmaticVillainy pragmatic]] vampire who chooses UC Sunnydale as her haunting ground. Targeting the college's freshmen, Sunday's group sires the students and then steals their things from their room, leaving behind a note saying that the student simply couldn't handle the stress and [[ScrewThisImOuttaHere dropped out]] to deflect suspicion from her. As Buffy learns, Sunday has been doing this for over a decade, deliberately taking enough students to establish a pattern without taking so many that police get suspicious, explaining why she has never been caught. Managing to [[DarkActionGirl survive a head-on confrontation with Buffy]], Sunday then pulls her routine on the Slayer herself, demoralizing her to the point that she almost gives up completely. When Buffy recovers and finds her hideout, Sunday comes close to defeating her once more, showing strength and skill unmatched by other vampires.
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* [[BewareTheNiceOnes Xander Harris]], upon losing his soul, shows himself to be a devious mastermind with a surprising sense of morality. Utilizing his [[BatmanGambit deep knowledge of the Scoobies]] in order to split them apart at the seams, Xander takes advantage of Buffy and Kendra's differing methods by sending a demon to attack them and while they argue, Rose is injured, destabilizing their friendship. Taunting Buffy by revealing his survival, Xander then kidnaps Jenny Calendar to force her to brew him a love potion, intending to make Willow stay by his side so as to repair his fractured being. When Willow meets him, he [[FriendlyEnemy greets her as a friend]], making it clear that he still cares about her despite his lack of a soul and releases Jenny when she asks, wanting to stay on good terms with her. When confronted with all three Slayers at once, he holds his own for a brief time, yet when it becomes clear that he is going to die, he takes the time to [[DefiantToTheEnd taunt Faith]] with the knowledge that once she’s no longer useful to them, they’ll cut her loose just like they did with him.
* ''Willow'': [[ReasonableAuthorityFigure Aelara]] is a mysterious woman in charge of the town of Abhainn, a coven of witches intending to fight a war with humanity should the need arise. Bringing the witches in with promises to comfort and the ability to hone their craft, Aelara turns the witches into a [[FamilyOfChoice makeshift family]], all of whom are willing to lay down their lives for one another. Luring in Willow by giving her a place to process her grief, she very quickly comes to consider herself at home despite sensing at her core that something is wrong. Aelara eventually reveals that she does not intend to let any of the witches leave, even if they want to, believing that only she knows what's best for them and that [[HumansAreBastards humanity will attack what they don't understand]]. Quickly acknowledging that Willow no longer belongs in Abhainn, Aelara [[GracefulLoser lets her leave willingly]], with the two parting as friends with a promise to meet again.
* ''Angel/Angel + Spike'':
** {{Lilith}} is the mother of demonkind who has grown disappointed with her creations. [[EstablishingCharacterMoment Introduced]] when she informs Angel that one of his friends is dying at that moment, Lilith reveals that a great evil intends to prevent his heroic mission before it begins, guiding him towards Fred in the process. Revealing that she has been coaching Fred for a large portion of her life to perfect her magic abilities, Lilith [[SanityStrengthening clears her insanity]] so that she can be a better aid for Angel, then gives her a hint that points them towards Charles Gunn. Taking control of the team while Angel is in Sunnydale, she forcefully recruits Spike, then brings LAPD detective Kate Lockley to Angel's side by reminding her of her childhood fear. Informing Angel that Kate is the reincarnation of Angelus' victim Mara, she then reminds Angel that he can only either redeem himself or her, not both, reminding him that her job is to give him [[BrutalHonesty the harsh truths he refuses to accept]].
** [[AmoralAttorney Lilah Morgan]] is a high ranking official at [[EvilInc Wolfram & Hart]] and the right-hand woman of Baphomet. Desiring to let her master escape, Lilah kidnaps Fred from under Gunn and Lilith's notice, then persuades her by pointing out how people have told her who she should be and that it's time she make the choice herself. Locking her in a room to be possessed by Baphomet, she then lets Fred escape to continue the possession process. Swearing to Fred that [[FalseFriend she only tells the truth]], she convinces Fred to let Baphomet take her in exchange for the power to defeat a demon, then forces her into the position of President at Wolfram & Hart. When Baphomet declares that Angel must kill her, she [[UndyingLoyalty follows the order without question]] by deliberately enraging Angel with his true feelings for Spike, making sure to take a parting shot at everyone in the room and stare her killer down with no fear.
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* "[[Recap/BuffyTheVampireSlayerS3E3FaithHopeAndTrick Faith, Hope, and Trick]]" to "[[Recap/BuffyTheVampireSlayerS3E15Consequences Consequences]]": [[PragmaticVillainy Mr. Trick]] is a modernist vampire with an unparalleled sense of showmanship and charisma. Originally introduced as the [[TheDragon right-hand man]] for Kakistos, Trick pragmatically leaves his former master to die when it's clear he'll lose, preferring to strike out on his own. After designing and executing Slayerfest '98, he quickly finds himself under the employ of Mayor Richard Wilkins, a position he takes to quite well. Front-running many of Wilkins' operations, it is Trick who hires Ethan Rayne to [[Recap/BuffyTheVampireSlayerS3E6BandCandy revert the adults of the town back to teenagers]], ensuring that no one will sample from the line by accusing a random worker of doing so before killing them. He also leads a team of vampires to take on both Slayers at once, coming within an inch of killing Buffy himself, and assists Wilkins in becoming invulnerable, including saving his life from a fellow vampire. Pragmatic and ruthless yet charming and skilled, Mr. Trick is one of the few vampires to encounter Buffy multiple times and live to tell the tale, always ready to come back for more with a smile on his face.
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* "[[Recap/BuffyTheVampireSlayerS3E7Revelations Revelations]]": [[EvilBrit Gwendolyn Post]] presents herself as a well-meaning Watcher for Faith Lehane, while in truth she is actually a dark witch seeking the Glove of Myneghon for herself. Quickly feeding into Giles' and Faith's inferiority complexes in different ways, she [[FalseFriend pretends to be a friend of Faith's]], informing her of a meeting the Gang had without her so as to further split them apart from each other. After manipulating Giles into giving up the information on the Glove's whereabouts, Post [[TapOnTheHead knocks Giles out]] before meeting with Angel, claiming to be there on his behalf. When Angel sees through the ruse and attacks her, she manipulates Faith into fighting on her behalf; when Buffy attempts to diffuse the situation, Post manages to manipulate Faith into fighting her as well, turning the two Slayers against each other. While she successfully gets her hands on the Glove for herself, Post's actions also result in Faith's permanent separation from the team, with neither Slayer ever quite recovering from the ease in which she [[LetsYouAndHimFight pit them against each other]].
* "[[Recap/BuffyTheVampireSlayerS3E9TheWish The Wish]]": In the alternate universe created by Cordelia's wish, [[VisionaryVillain The Master]]'s Harvest was successful and he rose to power in Sunnydale. Transforming the city into a vampire paradise, the Master rules over the humans with an iron fist, with the only resistance lying in the pitiful White Hats as led by Giles. When the Master learns from his CoDragons Willow and Xander that Cordelia mentioned Buffy's name, he immediately has them kill her so as to prevent Buffy from being called into town. That night, he unveils his master plan: utilize technology to create a new "golden age" for vampires by eliminating the need for hunting, placing the vampires at the top of the food chain where he feels they belong. Though Buffy interferes, the Master kills her with ease, only stopped when [[NearVillainVictory Giles resets the world to how it previously was]].
* "[[Recap/BuffyTheVampireSlayerS3E9TheWish The Wish]]": In the alternate universe created by Cordelia's wish, [[VisionaryVillain The Master]]'s Harvest was successful and he rose to power in Sunnydale. Transforming the city into a vampire paradise, the Master rules over the humans with an iron fist, with the only resistance lying in the pitiful White Hats as led by Giles. When the Master learns from his CoDragons Willow and Xander that Cordelia mentioned Buffy's name, he immediately has them kill her so as to prevent Buffy from being called into town. That night, he unveils his master plan: utilize technology to create a new "golden age" for vampires by eliminating the need for hunting, placing the vampires at the top of the food chain where he feels they belong. Though Buffy interferes, the Master kills her with ease, only stopped when [[NearVillainVictory Giles resets the world to how it previously was]].
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* "[[Recap/BuffyTheVampireSlayerS3E7Revelations Revelations]]": Gwendolyn Post (STAR)
* "[[Recap/BuffyTheVampireSlayerS3E9TheWish The Wish]]": Alternate version of the Master (STAR)
* "[[Recap/BuffyTheVampireSlayerS3E9TheWish The Wish]]": Alternate version of the Master (STAR)
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* ''Literature/HereBeMonsters'', by Cameron Dokey: Nemesis is an affable goddess known as "the Balancer" and is an agent of the forces of darkness. Summoned by the vampire Zahalia Walker to see if vengeance is deserved against Buffy for killing Walker's sons, Nemesis decides to play a game with Buffy to see if her love for her mother Joyce exceeds that of Walker's for her sons. Kidnapping Joyce, Nemesis creates an intricate game that forces Buffy to confront her greatest fears to save her. Nemesis anticipates that Walker will betray her and try to kill Buffy even when she succeeds, so she manipulates the situation to have Walker die at the hands of the friend of one of her son's victims in order to balance the cycle of violence.
* ''Literature/MortalFear'', by Scott and Denise Ciencin: The charming AI created by Dr. Julian Sands christens himself "Simon" and after destroying his creator's mind sets about bringing paradise to a world he saw as chaotic. Manipulating Buffy to free himself from Sands' body, Simon has her slay numerous demons he sends forth, while pretending to give her helpful advice to keep her useful to him. Stringing along her friends with eloquent speeches and his vision of utopia, Simon also conducts numerous tests to figure out which beings he can "evolve" with his nanites and as his plans come to near fruition, becomes such a great threat that Buffy and the vampires hunting her are forced to ally against Simon. Taking his true form, Simon even makes use of nanites he had gotten Buffy to unwittingly ingest, only stopped by being exposed to a plane of non-existence where he is weak.
* ''Literature/MortalFear'', by Scott and Denise Ciencin: The charming AI created by Dr. Julian Sands christens himself "Simon" and after destroying his creator's mind sets about bringing paradise to a world he saw as chaotic. Manipulating Buffy to free himself from Sands' body, Simon has her slay numerous demons he sends forth, while pretending to give her helpful advice to keep her useful to him. Stringing along her friends with eloquent speeches and his vision of utopia, Simon also conducts numerous tests to figure out which beings he can "evolve" with his nanites and as his plans come to near fruition, becomes such a great threat that Buffy and the vampires hunting her are forced to ally against Simon. Taking his true form, Simon even makes use of nanites he had gotten Buffy to unwittingly ingest, only stopped by being exposed to a plane of non-existence where he is weak.
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* ''Literature/HereBeMonsters'', by Cameron Dokey: Nemesis [[FairPlayVillain Nemesis]] is an affable goddess known as "the Balancer" "[[BalanceBetweenGoodAndEvil the Balancer]]" and is an agent of the forces of darkness. Summoned by the vampire Zahalia Walker to see if vengeance is deserved against Buffy for killing Walker's sons, Nemesis decides to play a game with Buffy to see if her love for her mother Joyce exceeds that of Walker's for her sons. [[IHaveYourWife Kidnapping Joyce, Joyce]], Nemesis creates an intricate game that forces Buffy to [[FaceYourFears confront her greatest fears fears]] to save her. Nemesis anticipates [[BatmanGambit anticipates]] that Walker will betray her and try to kill Buffy even when she succeeds, so she manipulates the situation to have Walker die at the hands of the friend of one of her son's victims in order to balance the cycle of violence.
* ''Literature/MortalFear'', by Scott and Denise Ciencin: The [[AIIsACrapshoot charmingAI AI]] created by Dr. Julian Sands christens himself "Simon" "[[WellIntentionedExtremist Simon]]" and after destroying his creator's mind sets about [[UtopiaJustifiesTheMeans bringing paradise to a world he saw as chaotic. chaotic]]. Manipulating Buffy to free himself from Sands' body, Simon has her slay numerous demons he sends forth, while [[FalseFriend pretending to give her helpful advice advice]] to keep her useful to him. Stringing along her friends with eloquent speeches and his vision of utopia, Simon also conducts numerous tests to figure out which beings he can "evolve" with his nanites and as his plans come to near fruition, becomes such a great threat that Buffy and the vampires hunting her are [[EnemyMine forced to ally ally]] against Simon. Taking his true form, Simon even makes use of nanites he had gotten Buffy to unwittingly ingest, only stopped by being exposed to a plane of non-existence where he is weak.
* ''Literature/MortalFear'', by Scott and Denise Ciencin: The [[AIIsACrapshoot charming
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* "[[Recap/BuffyTheVampireSlayerS3E9TheWish The Wish]]": Alternate version of the Master (STAR)
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* Season 3: [[MayorPain Mayor Richard Wilkins "III"]], the season's main antagonist, was the founder of Sunnydale and the [[GreaterScopeVillain architect of much of the evil in the show]] to that point. Having created the town as a place for demons to gather, Wilkins manipulates the town and demons alike to empower himself for his Ascension into a pure-blooded demon. Wilkins frequently stays ahead of Buffy and the Scooby Gang and manages to become invulnerable, even allowing the rogue slayer [[Characters/BuffyTheVampireSlayerFaithLehane Faith]] to join his team. Forming a genuinely loving father-daughter bond with her, Wilkins manages to complete his plans to Ascend, with only a fullscale war at Sunnydale High managing to stop him. Even post-mortem, Wilkins leaves behind a way for Faith to prosper and possibly destroy Buffy. Despite his clear evil, Wilkins manages to remain [[AffablyEvil a very pleasant]] and intelligent man, always ready with a smile and a joke who proves to be one of Buffy's most dangerous enemies.
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* Season 3: [[MayorPain Mayor Richard Wilkins "III"]], the season's [[BigBad main antagonist, antagonist]], was the founder of Sunnydale and the [[GreaterScopeVillain architect of much of the evil in the show]] to that point. Having created the town as a place for demons to gather, Wilkins manipulates the town and demons alike to empower himself for his Ascension into a pure-blooded demon. Wilkins frequently stays ahead of Buffy and the Scooby Gang and manages to become invulnerable, even allowing the rogue slayer [[Characters/BuffyTheVampireSlayerFaithLehane Faith]] to join his team. Forming a genuinely loving father-daughter bond with her, Wilkins manages to complete his plans to Ascend, with only a fullscale war at Sunnydale High managing to stop him. Even post-mortem, Wilkins leaves behind a way for Faith to prosper and possibly destroy Buffy. Despite his clear evil, Wilkins manages to remain [[AffablyEvil a very pleasant]] and intelligent man, always ready with a smile and a joke who proves to be one of Buffy's most dangerous enemies.
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* "[[Recap/BuffyTheVampireSlayerS3E7Revelations Revelations]]": Gwendolyn Post (STAR)
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* ''Literature/HereBeMonsters'', by Cameron Dokey: Nemesis (mir)
* ''Literature/MortalFear'', by Scott and Denise Ciencin: The charming AI created by Dr. Julian Sands christens himself "Simon" and after destroying his creator's mind set about bringing paradise to a world he saw as chaotic. Manipulating Buffy to free itself from Sands' body, Simon has her slay numerous demons it sends forth, while pretending to give her helpful advice to keep her useful to him. Stringing along her friends with eloquent speeches and his vision of utopia, Simon also conducts numerous tests to figure out which beings he can "evolve" with his nanites and as his plans come to near fruition, becomes such a great threat that Buffy and the vampires hunting him are forced to ally against Simon. Taking his true form, Simon even makes use of nanites he had gotten Buffy to unwittingly consume, only stopped by being exposed to a plane of non-existence where he is weak.
* ''Literature/MortalFear'', by Scott and Denise Ciencin: The charming AI created by Dr. Julian Sands christens himself "Simon" and after destroying his creator's mind set about bringing paradise to a world he saw as chaotic. Manipulating Buffy to free itself from Sands' body, Simon has her slay numerous demons it sends forth, while pretending to give her helpful advice to keep her useful to him. Stringing along her friends with eloquent speeches and his vision of utopia, Simon also conducts numerous tests to figure out which beings he can "evolve" with his nanites and as his plans come to near fruition, becomes such a great threat that Buffy and the vampires hunting him are forced to ally against Simon. Taking his true form, Simon even makes use of nanites he had gotten Buffy to unwittingly consume, only stopped by being exposed to a plane of non-existence where he is weak.
to:
* ''Literature/HereBeMonsters'', by Cameron Dokey: Nemesis (mir)
is an affable goddess known as "the Balancer" and is an agent of the forces of darkness. Summoned by the vampire Zahalia Walker to see if vengeance is deserved against Buffy for killing Walker's sons, Nemesis decides to play a game with Buffy to see if her love for her mother Joyce exceeds that of Walker's for her sons. Kidnapping Joyce, Nemesis creates an intricate game that forces Buffy to confront her greatest fears to save her. Nemesis anticipates that Walker will betray her and try to kill Buffy even when she succeeds, so she manipulates the situation to have Walker die at the hands of the friend of one of her son's victims in order to balance the cycle of violence.
* ''Literature/MortalFear'', by Scott and Denise Ciencin: The charming AI created by Dr. Julian Sands christens himself "Simon" and after destroying his creator's mindset sets about bringing paradise to a world he saw as chaotic. Manipulating Buffy to free itself himself from Sands' body, Simon has her slay numerous demons it he sends forth, while pretending to give her helpful advice to keep her useful to him. Stringing along her friends with eloquent speeches and his vision of utopia, Simon also conducts numerous tests to figure out which beings he can "evolve" with his nanites and as his plans come to near fruition, becomes such a great threat that Buffy and the vampires hunting him her are forced to ally against Simon. Taking his true form, Simon even makes use of nanites he had gotten Buffy to unwittingly consume, ingest, only stopped by being exposed to a plane of non-existence where he is weak.
* ''Literature/MortalFear'', by Scott and Denise Ciencin: The charming AI created by Dr. Julian Sands christens himself "Simon" and after destroying his creator's mind
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* Season 3: [[ArchEnemy Daniel Holtz]] was once a great force for good, a heroic vampire hunter whose family was destroyed by Angelus and Darla. [[BestServedCold Succumbing to vengeance]], Holtz allows himself to be taken to 20th century LA where he builds an army of fanatics from those who have lost loved ones to vampires to use and manipulate, before focusing on how best to make Angel suffer. Holtz sees Angel's newborn son and manipulates Wesley into kidnapping the child before [[InvasionOfTheBabySnatchers stealing the baby Connor away]], intending to raise Connor himself far from Angel. When caught, Holtz elects to dive into the worst demon dimension with Connor, but survives and raises the boy there, later returning, seemingly at peace with Angel. Pulling off his final masterstroke, Holtz [[ThanatosGambit has himself murdered]] in a way to simulate a vampire attack, framing Angel to Connor so Connor will try to destroy Angel himself. Consumed by revenge and showing how far a [[FallenHero true force for righteousness can fall]], Holtz did more damage to Angel than even demons and gods have managed.
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* Season 3: [[ArchEnemy Daniel Holtz]] was once a great force for good, a heroic vampire hunter whose family was destroyed by Angelus and Darla. [[BestServedCold Succumbing to vengeance]], Holtz allows himself to be taken to 20th century LA where he builds an army of fanatics from those who have lost loved ones to vampires to use and manipulate, before focusing on how best to make Angel suffer. Holtz sees Angel's newborn son and manipulates Wesley into kidnapping the child before [[InvasionOfTheBabySnatchers stealing the baby Connor away]], away, intending to [[RaisedByRival raise Connor himself far from Angel.Angel]]. When caught, Holtz elects to dive into the worst demon dimension with Connor, but survives and raises the boy there, later returning, seemingly at peace with Angel. Pulling off his final masterstroke, Holtz [[ThanatosGambit has himself murdered]] in a way to simulate a vampire attack, framing Angel to Connor so Connor will try to destroy Angel himself. Consumed by revenge and showing how far a [[FallenHero true force for righteousness can fall]], Holtz did more damage to Angel than even demons and gods have managed.
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* ''Literature/MortalFear'', by Scott and Denise Ciencin: The AI created by Dr. Julian Sands christens himself "Simon" and after destroying his creator's mind set about bringing paradise to a world he saw as chaotic. Manipulating Buffy to free itself from Sands' body, Simon has her slay numerous demons it sends forth, while pretending to give her helpful advice to keep her useful to him. Stringing along her friends with eloquent speeches and his vision of utopia, Simon also conducts numerous tests to figure out which beings he can "evolve" with his nanites and as his plans come to near fruition, becomes such a great threat that Buffy and the vampires hunting him are forced to ally against Simon. Taking his true form, Simon even makes use of nanites he had gotten Buffy to unwittingly consume, only stopped by being exposed to a plane of non-existence where he is weak.
to:
* ''Literature/MortalFear'', by Scott and Denise Ciencin: The charming AI created by Dr. Julian Sands christens himself "Simon" and after destroying his creator's mind set about bringing paradise to a world he saw as chaotic. Manipulating Buffy to free itself from Sands' body, Simon has her slay numerous demons it sends forth, while pretending to give her helpful advice to keep her useful to him. Stringing along her friends with eloquent speeches and his vision of utopia, Simon also conducts numerous tests to figure out which beings he can "evolve" with his nanites and as his plans come to near fruition, becomes such a great threat that Buffy and the vampires hunting him are forced to ally against Simon. Taking his true form, Simon even makes use of nanites he had gotten Buffy to unwittingly consume, only stopped by being exposed to a plane of non-existence where he is weak.
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* ''Literature/MortalFear'', by Scott and Denise Ciencin: Simon (mir)
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* ''Literature/MortalFear'', by Scott and Denise Ciencin: The AI created by Dr. Julian Sands christens himself "Simon" and after destroying his creator's mind set about bringing paradise to a world he saw as chaotic. Manipulating Buffy to free itself from Sands' body, Simon (mir)has her slay numerous demons it sends forth, while pretending to give her helpful advice to keep her useful to him. Stringing along her friends with eloquent speeches and his vision of utopia, Simon also conducts numerous tests to figure out which beings he can "evolve" with his nanites and as his plans come to near fruition, becomes such a great threat that Buffy and the vampires hunting him are forced to ally against Simon. Taking his true form, Simon even makes use of nanites he had gotten Buffy to unwittingly consume, only stopped by being exposed to a plane of non-existence where he is weak.
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'''Collin''': Monsters.\\
'''Master''': Oh. We are defined by the things we fear. ''(examines a cross)'' This symbol, these two planks of wood, it confounds me. Suffuses me with mortal dread. But fear is in the mind. ''(grabs the cross, burning his hands)'' Like pain. It can be controlled. If I can face my fear, it cannot master me.
-->-- '''The Master''' and his '''Anointed One''', "[[Recap/BuffyTheVampireSlayerS1E10Nightmares Nightmares]]"
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** ''Series/BuffyTheVampireSlayer'':
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Across the expansive Franchise/{{Buffyverse}}, from [[Series/BuffyTheVampireSlayer Sunnydale]] to [[Series/{{Angel}} Los Angeles]] and beyond, [[Characters/BuffyTheVampireSlayerBuffySummers Buffy Summers]], [[Characters/BuffyTheVampireSlayerAngel Angel]], and [[Characters/BuffyTheVampireSlayerScoobyGang their]] [[Characters/AngelInvestigations teams]] have faced many villains in their time, oftentimes the worst that [[HumansAreTheRealMonsters humanity]] and demonkind have to offer. Among this diverse group comes these exceptions, standing out for their [[MagnificentBastard style and skill]].
![[Administrivia/SpoilersOff All spoilers are unmarked]]. Administrivia/YouHaveBeenWarned!
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** ''Series/BuffyTheVampireSlayer'':
[[AC:The entire Buffyverse]]
* "TheMaster", born Heinrich Joseph Nest, is the first "[[Characters/BuffyTheVampireSlayerBigBads Big Bad]]" Buffy ever faced and one of the few villains to truly best her, both physically and mentally. One of the oldest and most powerful vampires in the modern era, the Master was Darla's sire, with her power, and thus the powers of [[TheDreaded Angelus, Drusilla]], and [[Characters/BuffyTheVampireSlayerSpike Spike]] all coming from him. Determined to escape his mystical prison no matter the cost, the Master attempts to utilize the Harvest to do so and learns of Buffy's existence in the process. The Master sets his escape in motion multiple times through very underhanded means, such as using Buffy's friend Jesse [=McNally=] as bait and using a double to trick her into thinking she'd killed his Anointed One. After convincing Buffy that she'd averted his prophesized escape, he successfully lures her to his prison and then [[CurbStompBattle easily kills her]], escaping his prison and opening the Hellmouth for his demons to wreak havoc. Standing out for his poise and leadership, the Master's influence lasts for many years after his death, with Buffy never forgetting the one vampire that successfully killed her.
[[AC:''Buffy the Vampire Slayer'' (both [[Series/BuffyTheVampireSlayer the TV series]] & [[ComicBook/BuffyTheVampireSlayer the comic book]])]]
* Season 3: [[MayorPain Mayor Richard Wilkins "III"]], the season's main antagonist, was the founder of Sunnydale and the [[GreaterScopeVillain architect of much of the evil in the show]] to that point. Having created the town as a place for demons to gather, Wilkins manipulates the town and demons alike to empower himself for his Ascension into a pure-blooded demon. Wilkins frequently stays ahead of Buffy and the Scooby Gang and manages to become invulnerable, even allowing the rogue slayer [[Characters/BuffyTheVampireSlayerFaithLehane Faith]] to join his team. Forming a genuinely loving father-daughter bond with her, Wilkins manages to complete his plans to Ascend, with only a fullscale war at Sunnydale High managing to stop him. Even post-mortem, Wilkins leaves behind a way for Faith to prosper and possibly destroy Buffy. Despite his clear evil, Wilkins manages to remain [[AffablyEvil a very pleasant]] and intelligent man, always ready with a smile and a joke who proves to be one of Buffy's most dangerous enemies.
* "[[Recap/BuffyTheVampireSlayerS1E8IRobotYouJane I Robot, You Jane]]": [[TheCorruptor Moloch the Corruptor]] is an ancient demon who convinces humans to follow him through [[MoreThanMindControl promises of his love]]. Accidentally released into the internet, Moloch revels in his new power through various methods, from small things like changing a student's history paper to big things like tying the Vatican up in a bank error. Manipulating computer geniuses Dave and Fritz to his cause, Moloch orders them to kill Buffy when he learns that she's the Slayer; when Dave saves her instead, he [[YouHaveOutlivedYourUsefulness has Fritz kill him]] and make it look like a suicide. After convincing research facility Calax to build him a physical body, he has Willow kidnapped so she can witness his rebirth, and after professing his love for her, he offers her [[WeCanRuleTogether a place at his side]]. Genuinely capable of loving humans, Moloch is the first proof that not all demons are [[AlwaysChaoticEvil pure evil]].
* "[[Recap/BuffyTheVampireSlayerS6E7OnceMoreWithFeeling Once More, With Feeling]]": The devilishly charismatic [[TheMusicMeister Sweet]] is the "lord of the dance," a fun-loving demon who has been around since ancient times, compelling people to uncontrollably reveal their innermost desires through song and dance. When Xander invokes Sweet's name and Sweet mistakes Buffy's younger sister Dawn as the one who invoked him, Sweet takes the girl away so he can make her his queen. The Scooby Gang [[BatmanGambit play right into Sweet's hands when they go after Dawn]], and Sweet uses the opportunity to put Buffy and her friends through hell, forcing them to admit their deepest secrets. Sweet nearly gets Buffy to dance herself to literal death when she's forced to admit the heroes pulled her from Heaven instead of Hell after they resurrected her. Even when he's "foiled," Sweet takes off with no less dignity and style than he arrived with, forcing the heroes to face that none of them "can claim this ended well."
''[[AC:Series/{{Angel}}]]''
* Season 3: [[ArchEnemy Daniel Holtz]] was once a great force for good, a heroic vampire hunter whose family was destroyed by Angelus and Darla. [[BestServedCold Succumbing to vengeance]], Holtz allows himself to be taken to 20th century LA where he builds an army of fanatics from those who have lost loved ones to vampires to use and manipulate, before focusing on how best to make Angel suffer. Holtz sees Angel's newborn son and manipulates Wesley into kidnapping the child before [[InvasionOfTheBabySnatchers stealing the baby Connor away]], intending to raise Connor himself far from Angel. When caught, Holtz elects to dive into the worst demon dimension with Connor, but survives and raises the boy there, later returning, seemingly at peace with Angel. Pulling off his final masterstroke, Holtz [[ThanatosGambit has himself murdered]] in a way to simulate a vampire attack, framing Angel to Connor so Connor will try to destroy Angel himself. Consumed by revenge and showing how far a [[FallenHero true force for righteousness can fall]], Holtz did more damage to Angel than even demons and gods have managed.
[[AC:Alternate Continuities]]
* ''Literature/HereBeMonsters'', by Cameron Dokey: Nemesis (mir)
* ''Literature/MortalFear'', by Scott and Denise Ciencin: Simon (mir)
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[Name]
Across the expansive Franchise/{{Buffyverse}}, from [[Series/BuffyTheVampireSlayer Sunnydale]] to [[Series/{{Angel}} Los Angeles]] and beyond, [[Characters/BuffyTheVampireSlayerBuffySummers Buffy Summers]], [[Characters/BuffyTheVampireSlayerAngel Angel]], and [[Characters/BuffyTheVampireSlayerScoobyGang their]] [[Characters/AngelInvestigations teams]] have faced many villains in their time, oftentimes the worst that [[HumansAreTheRealMonsters humanity]] and demonkind have to offer. Among this diverse group comes these exceptions, standing out for their [[MagnificentBastard style and skill]].
![[Administrivia/SpoilersOff All spoilers are unmarked]]. Administrivia/YouHaveBeenWarned!
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** ''Series/BuffyTheVampireSlayer'':
[[AC:The entire Buffyverse]]
* "TheMaster", born Heinrich Joseph Nest, is the first "[[Characters/BuffyTheVampireSlayerBigBads Big Bad]]" Buffy ever faced and one of the few villains to truly best her, both physically and mentally. One of the oldest and most powerful vampires in the modern era, the Master was Darla's sire, with her power, and thus the powers of [[TheDreaded Angelus, Drusilla]], and [[Characters/BuffyTheVampireSlayerSpike Spike]] all coming from him. Determined to escape his mystical prison no matter the cost, the Master attempts to utilize the Harvest to do so and learns of Buffy's existence in the process. The Master sets his escape in motion multiple times through very underhanded means, such as using Buffy's friend Jesse [=McNally=] as bait and using a double to trick her into thinking she'd killed his Anointed One. After convincing Buffy that she'd averted his prophesized escape, he successfully lures her to his prison and then [[CurbStompBattle easily kills her]], escaping his prison and opening the Hellmouth for his demons to wreak havoc. Standing out for his poise and leadership, the Master's influence lasts for many years after his death, with Buffy never forgetting the one vampire that successfully killed her.
[[AC:''Buffy the Vampire Slayer'' (both [[Series/BuffyTheVampireSlayer the TV series]] & [[ComicBook/BuffyTheVampireSlayer the comic book]])]]
* Season 3: [[MayorPain Mayor Richard Wilkins "III"]], the season's main antagonist, was the founder of Sunnydale and the [[GreaterScopeVillain architect of much of the evil in the show]] to that point. Having created the town as a place for demons to gather, Wilkins manipulates the town and demons alike to empower himself for his Ascension into a pure-blooded demon. Wilkins frequently stays ahead of Buffy and the Scooby Gang and manages to become invulnerable, even allowing the rogue slayer [[Characters/BuffyTheVampireSlayerFaithLehane Faith]] to join his team. Forming a genuinely loving father-daughter bond with her, Wilkins manages to complete his plans to Ascend, with only a fullscale war at Sunnydale High managing to stop him. Even post-mortem, Wilkins leaves behind a way for Faith to prosper and possibly destroy Buffy. Despite his clear evil, Wilkins manages to remain [[AffablyEvil a very pleasant]] and intelligent man, always ready with a smile and a joke who proves to be one of Buffy's most dangerous enemies.
* "[[Recap/BuffyTheVampireSlayerS1E8IRobotYouJane I Robot, You Jane]]": [[TheCorruptor Moloch the Corruptor]] is an ancient demon who convinces humans to follow him through [[MoreThanMindControl promises of his love]]. Accidentally released into the internet, Moloch revels in his new power through various methods, from small things like changing a student's history paper to big things like tying the Vatican up in a bank error. Manipulating computer geniuses Dave and Fritz to his cause, Moloch orders them to kill Buffy when he learns that she's the Slayer; when Dave saves her instead, he [[YouHaveOutlivedYourUsefulness has Fritz kill him]] and make it look like a suicide. After convincing research facility Calax to build him a physical body, he has Willow kidnapped so she can witness his rebirth, and after professing his love for her, he offers her [[WeCanRuleTogether a place at his side]]. Genuinely capable of loving humans, Moloch is the first proof that not all demons are [[AlwaysChaoticEvil pure evil]].
* "[[Recap/BuffyTheVampireSlayerS6E7OnceMoreWithFeeling Once More, With Feeling]]": The devilishly charismatic [[TheMusicMeister Sweet]] is the "lord of the dance," a fun-loving demon who has been around since ancient times, compelling people to uncontrollably reveal their innermost desires through song and dance. When Xander invokes Sweet's name and Sweet mistakes Buffy's younger sister Dawn as the one who invoked him, Sweet takes the girl away so he can make her his queen. The Scooby Gang [[BatmanGambit play right into Sweet's hands when they go after Dawn]], and Sweet uses the opportunity to put Buffy and her friends through hell, forcing them to admit their deepest secrets. Sweet nearly gets Buffy to dance herself to literal death when she's forced to admit the heroes pulled her from Heaven instead of Hell after they resurrected her. Even when he's "foiled," Sweet takes off with no less dignity and style than he arrived with, forcing the heroes to face that none of them "can claim this ended well."
''[[AC:Series/{{Angel}}]]''
* Season 3: [[ArchEnemy Daniel Holtz]] was once a great force for good, a heroic vampire hunter whose family was destroyed by Angelus and Darla. [[BestServedCold Succumbing to vengeance]], Holtz allows himself to be taken to 20th century LA where he builds an army of fanatics from those who have lost loved ones to vampires to use and manipulate, before focusing on how best to make Angel suffer. Holtz sees Angel's newborn son and manipulates Wesley into kidnapping the child before [[InvasionOfTheBabySnatchers stealing the baby Connor away]], intending to raise Connor himself far from Angel. When caught, Holtz elects to dive into the worst demon dimension with Connor, but survives and raises the boy there, later returning, seemingly at peace with Angel. Pulling off his final masterstroke, Holtz [[ThanatosGambit has himself murdered]] in a way to simulate a vampire attack, framing Angel to Connor so Connor will try to destroy Angel himself. Consumed by revenge and showing how far a [[FallenHero true force for righteousness can fall]], Holtz did more damage to Angel than even demons and gods have managed.
[[AC:Alternate Continuities]]
* ''Literature/HereBeMonsters'', by Cameron Dokey: Nemesis (mir)
* ''Literature/MortalFear'', by Scott and Denise Ciencin: Simon (mir)
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