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* ''FairyTail'': [[{{Badass}} Mard]] [[OurDemonsAreDifferent Geer]] of [[DarkIsEvil Tartaros]], ''constantly''. Whether it's [[SlouchOfVillainy lounging on his throne]], making a speech on how [[PunyHumans humans are pathetic]], facing down [[PhysicalGod the Celestial Spirit King]], or taking on [[PlayingWithFire three]] [[CastingAShadow Dragon]][[PlayingWithFire slayers]], it seems to be his default expression as TheStoic. When he's NotSoStoic though, it turns to a full-blown SlasherSmile.

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* ''FairyTail'': [[{{Badass}} Mard]] [[OurDemonsAreDifferent Geer]] of [[DarkIsEvil Tartaros]], ''constantly''. Whether it's [[SlouchOfVillainy lounging on his throne]], making a speech on how [[PunyHumans humans are pathetic]], facing down [[PhysicalGod the Celestial Spirit King]], or taking on [[PlayingWithFire three]] [[CastingAShadow Dragon]][[PlayingWithFire [[LightEmUp Dragon]][[CastingAShadow slayers]], it seems to be his default expression as TheStoic. When he's NotSoStoic though, it turns to a full-blown SlasherSmile.
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* ''FairyTail'': [[{{Badass}} Mard]] [[OurDemonsAreDifferent Geer]] of [[DarkIsEvil Tartaros]], ''constantly''. Whether it's [[SlouchOfVillainy lounging on his throne]], making a speech on how [[PunyEarthlings humans are pathetic]], facing down [[PhysicalGod the Celestial Spirit King]], or taking on [[PlayingWithFire three]] [[CastingAShadow Dragon]][[PlayingWithFire slayers]], it seems to be his default expression as TheStoic. When he's NotSoStoic though, it turns to a full-blown SlasherSmile.

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* ''FairyTail'': [[{{Badass}} Mard]] [[OurDemonsAreDifferent Geer]] of [[DarkIsEvil Tartaros]], ''constantly''. Whether it's [[SlouchOfVillainy lounging on his throne]], making a speech on how [[PunyEarthlings [[PunyHumans humans are pathetic]], facing down [[PhysicalGod the Celestial Spirit King]], or taking on [[PlayingWithFire three]] [[CastingAShadow Dragon]][[PlayingWithFire slayers]], it seems to be his default expression as TheStoic. When he's NotSoStoic though, it turns to a full-blown SlasherSmile.
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* ''FairyTail'': [[{{Badass}} Mard]] [[OurDemonsAreDifferent Geer]] of [[DarkIsEvil Tartaros]], ''constantly''. Whether it's [[SlouchOfVillainy lounging on his throne]], making a speech on how [[PunyEarthlings humans are pathetic]], facing down [[PhysicalGod the Celestial Spirit King]], or taking on [[PlayingWithFire three]] [[CastingAShadow Dragon]][[PlayingWithFire slayers]], it seems to be his default expression as TheStoic. When he's NotSoStoic though, it turns to a full-blown SlasherSmile.
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* It is for this very reason that we have doubts about Professor T.X. alignment in ''Webcomic/M9Girls''.

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** Amon from ''WesternAnimation/TheLegendOfKorra'' wears a mask with a built-in evil smirk that's both deceptively inviting and unnerving.
** Also from ''The Legend of Korra'', criminal waterbender Ming Hua occasionally displays one, usually while delivering a vicious beatdown.

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* ''WesternAnimation/TheLegendOfKorra''
** Amon from ''WesternAnimation/TheLegendOfKorra'' wears a mask with a built-in evil smirk that's both deceptively inviting and unnerving.
** Also from ''The Legend of Korra'', criminal Criminal waterbender Ming Hua occasionally displays one, usually while delivering a vicious beatdown.beatdown.
** Kuvira from Book 4 will occasionally wear one of these when something goes her way. And for someone portrayed as a [[TheStoic stoic]] IronLady, they are [[http://img2.wikia.nocookie.net/__cb20141009162729/avatar/images/b/b5/Kuvira_enlists_bandits.png surprisingly]] [[http://img3.wikia.nocookie.net/__cb20141009163139/avatar/images/4/44/Kuvira_smirks.png unsettling]].
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** ''VideoGame/MassEffect3'': When questioned by Admiral Hackett on how s/he got the krogan and salarians to cooperate (answer: [[spoiler:by sabatoging the genophage cure]]), Shepard's response of "careful diplomacy" is accompanied by a KubrickStare and PsychoticSmirk.

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** ''VideoGame/MassEffect3'': When questioned by Admiral Hackett on how s/he got the krogan and salarians to cooperate (answer: [[spoiler:by sabatoging sabotaging the genophage cure]]), Shepard's response of "careful diplomacy" is accompanied by a KubrickStare and PsychoticSmirk.
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* Haruko from ''{{FLCL}}'' usually has one whenever she is fighting.

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* Haruko from ''{{FLCL}}'' ''Anime/{{FLCL}}'' usually has one whenever she is fighting.

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* Piedmon from ''DigimonAdventure'' does this every time he's preparing his next move.
** Takeru from ''DigimonAdventure02'' [[http://i75.photobucket.com/albums/i320/mpcp13/TakeruDarkAmusement.jpg does a non-villainous smirk]] after the Digimon Kaiser whips his face. [[Awesome/{{Digimon}} Much ass-kicking ensues]].

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* Piedmon from ''DigimonAdventure'' ''Anime/DigimonAdventure'' does this every time he's preparing his next move.
** Takeru from ''DigimonAdventure02'' ''Anime/DigimonAdventure02'' [[http://i75.photobucket.com/albums/i320/mpcp13/TakeruDarkAmusement.jpg does a non-villainous smirk]] after the Digimon Kaiser whips his face. [[Awesome/{{Digimon}} Much ass-kicking ensues]].


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** ''Anime/DigimonTamers'' has the D-Reaper's only humanoid agent, the ADR-01, [[spoiler:or as Guilmon calls it, Scary Jeri]], has this as its default expression. [[BiggerBad Lucemon]] of ''Anime/DigimonFrontier'' sported this expression near-constantly as well.
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** Also from ''The Legend of Korra'', criminal waterbender Ming Hua occasionally displays one, usually while delivering a vicious beatdown.

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* In ''Film/X2XMenUnited'', Magneto performs a Psychotic Wink after admonishing the (dead) guard for unwittingly aiding in his escape.
%% ** Sabretooth.

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* ''Film/XMen'':
**
In ''Film/X2XMenUnited'', Magneto performs a Psychotic Wink after admonishing the (dead) guard for unwittingly aiding in his escape.
%% ** Sabretooth.In ''Film/XMenOriginsWolverine'', Victor Creed likes giving these.
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** And lest we forget Gaara before his HeelFaceTurn! As shown [[http://www.exelements.net/kayura232/naruto/sandgaara.jpg here,]] [[http://www.animegalleries.net/img/34520 here,]] [[http://www.animegalleries.net/img/34522 here,]] [[http://www.animegalleries.net/img/34547 here]] and [[http://www.animegalleries.net/img/34570 here!]] And pages [[http://www.animegalleries.net/album/787/page/10 10]], [[http://www.animegalleries.net/album/787/page/12 12]] and [[http://www.animegalleries.net/album/787/page/15 15]] of [[http://www.animegalleries.net/album/787/page/1 this]] gallery have a bunch of his smirks from his battle against Naruto!
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%% ** Sabretooth.
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* Caliborn of Webcomic/{{Homestuck}} was always a bit of a creep. But when he is finally introduced and shown apart from his screen name, he causes a black hole purposefully, and smirks in front of it as his entire universe is destroyed.

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* Caliborn of Webcomic/{{Homestuck}} was always a bit of a creep. But when he is finally introduced and shown apart from his screen name, undyingUmbrage, he causes a black hole purposefully, and smirks in front of it as his entire universe is destroyed.
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* undyingUmbrage of Webcomic/{{Homestuck}} was always a bit of a creep. But when he is finally introduced and shown apart from his screen name, he causes a black hole purposefully, and smirks in front of it as his entire universe is destroyed.

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* undyingUmbrage Caliborn of Webcomic/{{Homestuck}} was always a bit of a creep. But when he is finally introduced and shown apart from his screen name, he causes a black hole purposefully, and smirks in front of it as his entire universe is destroyed.
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* In ''Film/X2XMenUnited'', Magneto performs a Psychotic Wink after admonishing the (dead) guard for unwittingly aiding in his escape.

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* [[Series/DoctorWho Jeremy Baines/Son of Mine]] of the Family of Blood is always wearing one of [[http://www.danielkanolik.co.uk/Images/harrylloyd.jpg these]], even after his defeat.

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* [[Series/DoctorWho ''Series/DoctorWho''
**
Jeremy Baines/Son of Mine]] Mine of [[Recap/DoctorWhoS29E9TheFamilyOfBlood the Family of Blood Blood]] is always wearing one of [[http://www.danielkanolik.co.uk/Images/harrylloyd.jpg these]], even after his defeat.



** [[Recap/DoctorWhoNSS4E10Midnight Midnight]] has such a smirk on the face of [[spoiler: whatever's [[DemonicPossession possessing Sky]]]] whenever things are going well for it.
** The Doctor gets a rather horrifying one when he completely loses it in ''The Waters of Mars''. [[http://media.tumblr.com/45e988d61595c03d812ba7037e931824/tumblr_inline_mmxdgumfHl1qz4rgp.gif Behold.]]
** This is to the First Doctor what the CheshireCatGrin is to the Fourth - it's his trademark "I've-just-done-something-very-clever" expression. Excellent examples are when he knows he's got the Daleks beaten at the end of "The Dalek Invasion of Earth", when he's teasing his torturer with a PsychicBlockDefense in "The Space Museum", and when he's embarrassing Emperor Nero in "The Romans".

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** [[Recap/DoctorWhoNSS4E10Midnight Midnight]] [[Recap/DoctorWhoS30E10Midnight "Midnight"]] has such a smirk on the face of [[spoiler: whatever's [[spoiler:whatever's [[DemonicPossession possessing Sky]]]] whenever things are going well for it.
** The Doctor gets a rather horrifying one when he completely loses it in ''The [[Recap/DoctorWhoS30E16TheWatersOfMars "The Waters of Mars''.Mars"]]. [[http://media.tumblr.com/45e988d61595c03d812ba7037e931824/tumblr_inline_mmxdgumfHl1qz4rgp.gif Behold.]]
** This is to the First Doctor what the CheshireCatGrin is to the Fourth - -- it's his trademark "I've-just-done-something-very-clever" expression. Excellent examples are when he knows he's got the Daleks beaten at the end of [[Recap/DoctorWhoS2E2TheDalekInvasionOfEarth "The Dalek Invasion of Earth", Earth"]], when he's teasing his torturer with a PsychicBlockDefense in [[Recap/DoctorWhoS2E7TheSpaceMuseum "The Space Museum", Museum"]], and when he's embarrassing Emperor Nero in [[Recap/DoctorWhoS2E4TheRomans "The Romans".Romans"]].

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** Arya Stark's is developing very nicely.

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** Arya Stark's is developing very nicely.nicely, despite [[AntiHero ostensibly being one of the good guys]], as she progresses from PrincessInRags to vengeance-seeking ChildSoldier.
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** Not to mention a chillingly smug smirk when he [[MoralEventHorizon runs his sword through]] [[KillTheCutie Aerith]].

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Ugh. Crosswicking.


* ''Manga/{{Bleach}}'': If you see Aizen smiling even a ''bit'', turn heel and run because it generally means you're on the wrong end of his manipulations - the kind of manipulations that threaten life or sanity. Unfortunately for all the characters, he's always smiling.

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* ''Manga/{{Bleach}}'': ''Manga/{{Bleach}}'':
**
If you see Aizen smiling even a ''bit'', turn heel and run because it generally means you're on the wrong end of his manipulations - the kind of manipulations that threaten life or sanity. Unfortunately for all the characters, he's always smiling.smiling.
** The anime subtly portrays Mila-Rose as someone that enjoys fighting, with a slight sadistic streak as she's shown with a psychotic smirk when fighting an outmatched Matsumoto.
** Ginjou has a habit of letting these slip out. His first introduction to the storyline even included one. As he once confessed to Ichigo, when he's forced to play the role of a villain, he tends to go for the cliché.

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His smile is not this trope.


* Gin Ichimaru from ''Manga/{{Bleach}}'', always seems to have an enormous grin on his face. If that's not enough to give him away, his [[EyesAlwaysShut constantly slitted eyes]] will probably do it.
** Aizen. If you see him smiling even a ''bit'', turn heel and run, 'cause you only have seconds to live. The only problem is that, he's always smiling.

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* Gin Ichimaru from ''Manga/{{Bleach}}'', always seems to have an enormous grin on his face. If that's not enough to give him away, his [[EyesAlwaysShut constantly slitted eyes]] will probably do it.
** Aizen.
''Manga/{{Bleach}}'': If you see him Aizen smiling even a ''bit'', turn heel and run, 'cause you only have seconds to live. The only problem is that, run because it generally means you're on the wrong end of his manipulations - the kind of manipulations that threaten life or sanity. Unfortunately for all the characters, he's always smiling.
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** This is to the First Doctor what the CheshireCatGrin is to the Fourth - it's his trademark "I've-just-done-something-very-clever" expression. Excellent examples are when he knows he's got the Daleks beaten at the end of "The Dalek Invasion of Earth", when he's teasing his torturer with a PsychicBlockDefence in "The Space Museum", and when he's embarrassing Emperor Nero in "The Romans".

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** This is to the First Doctor what the CheshireCatGrin is to the Fourth - it's his trademark "I've-just-done-something-very-clever" expression. Excellent examples are when he knows he's got the Daleks beaten at the end of "The Dalek Invasion of Earth", when he's teasing his torturer with a PsychicBlockDefence PsychicBlockDefense in "The Space Museum", and when he's embarrassing Emperor Nero in "The Romans".
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Added DiffLines:

** This is to the First Doctor what the CheshireCatGrin is to the Fourth - it's his trademark "I've-just-done-something-very-clever" expression. Excellent examples are when he knows he's got the Daleks beaten at the end of "The Dalek Invasion of Earth", when he's teasing his torturer with a PsychicBlockDefence in "The Space Museum", and when he's embarrassing Emperor Nero in "The Romans".
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* A staple for many ''Film/JamesBond'' villains and henchmen, including [[ArchEnemy Ernst Blofeld]], [[Film/{{Goldfinger}} Auric Goldfinger, his chaffeur Oddjob]], [[Film/DiamondsAreForever Mr. Wint, Mr. Kidd]], [[Film/LiveAndLetDie Baron Samedi, Tee Hee Johnson]], [[Film/TheManWithTheGoldenGun Francisco Scaramanga, Nick Nack]], [[Film/AViewToAKill Max Zorin]], [[Film/LicenceToKill Franz Sanchez]] and [[Film/{{Goldeneye}} Alec Trevelyan]].

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* A staple for many ''Film/JamesBond'' villains and henchmen, including [[ArchEnemy Ernst Blofeld]], [[Film/{{Goldfinger}} Auric Goldfinger, his chaffeur Oddjob]], [[Film/DiamondsAreForever Mr. Wint, Mr. Kidd]], [[Film/LiveAndLetDie Baron Samedi, Tee Hee Johnson]], [[Film/TheManWithTheGoldenGun Francisco Scaramanga, Nick Nack]], [[Film/AViewToAKill Max Zorin]], [[Film/LicenceToKill Franz Sanchez]] and Sanchez]], [[Film/{{Goldeneye}} Alec Trevelyan]].Trevelyan and Boris Grishenko]].
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* A staple for many ''Film/JamesBond'' villains, including [[ArchEnemy Ernst Blofeld]], [[Film/{{Goldfinger}} Auric Goldfinger, his chaffeur Oddjob]], [[Film/DiamondsAreForever Mr. Wint, Mr. Kidd]], [[Film/LiveAndLetDie Baron Samedi, Tee Hee Johnson]], [[Film/TheManWithTheGoldenGun Francisco Scaramanga, Nick Nack]], [[Film/AViewToAKill Max Zorin]], [[Film/LicenceToKill Franz Sanchez]] and [[Film/{{Goldeneye}} Alec Trevelyan]].

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* A staple for many ''Film/JamesBond'' villains, villains and henchmen, including [[ArchEnemy Ernst Blofeld]], [[Film/{{Goldfinger}} Auric Goldfinger, his chaffeur Oddjob]], [[Film/DiamondsAreForever Mr. Wint, Mr. Kidd]], [[Film/LiveAndLetDie Baron Samedi, Tee Hee Johnson]], [[Film/TheManWithTheGoldenGun Francisco Scaramanga, Nick Nack]], [[Film/AViewToAKill Max Zorin]], [[Film/LicenceToKill Franz Sanchez]] and [[Film/{{Goldeneye}} Alec Trevelyan]].
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* ''Manga/AkumaNoRiddle'' has a cast of mostly AxeCrazy ProfessionalKillers. There's plenty to go around.
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* [[spoiler: Bloody Mary]] from VideoGame/TheWolfAmongUs is almost always wearing one from the moment she's introduced in "A Crooked Mile".
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* A staple for many Film/JamesBond villains, including [[ArchEnemy Ernst Blofeld]], [[Film/{{Goldfinger}} Auric Goldfinger, Oddjob]], [[Film/DiamondsAreForever Mr. Wint, Mr. Kidd]], [[Film/LiveAndLetDie Baron Samedi, Tee Hee Johnson]], [[Film/TheManWithTheGoldenGun Francisco Scaramanga, Nick Nack]], [[Film/AViewToAKill Max Zorin]], [[Film/LicenceToKill Franz Sanchez]] and [[Film/{{Goldeneye}} Alec Trevelyan]].
** Daniel Craig gives one in the ''Film/CasinoRoyale'' remake after a bomber gets blown up.
** Timothy Dalton gives one in ''Film/LicenceToKill'' right before he uses a tanker trunk to crush a henchman's jeep.

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* A staple for many Film/JamesBond ''Film/JamesBond'' villains, including [[ArchEnemy Ernst Blofeld]], [[Film/{{Goldfinger}} Auric Goldfinger, his chaffeur Oddjob]], [[Film/DiamondsAreForever Mr. Wint, Mr. Kidd]], [[Film/LiveAndLetDie Baron Samedi, Tee Hee Johnson]], [[Film/TheManWithTheGoldenGun Francisco Scaramanga, Nick Nack]], [[Film/AViewToAKill Max Zorin]], [[Film/LicenceToKill Franz Sanchez]] and [[Film/{{Goldeneye}} Alec Trevelyan]].
** Daniel Craig Creator/DanielCraig gives one in the ''Film/CasinoRoyale'' remake after a bomber gets blown up.
** Timothy Dalton Creator/TimothyDalton gives one in ''Film/LicenceToKill'' right before he uses a tanker trunk to crush a henchman's jeep.



* ''[[Film/TheOmen The Omen (1976 version)]]'' with Damien. [[spoiler: At the end, during Robert and Kate Thorn's funeral, he turns towards the camera and gives a little smile.]] Damien's nanny, Mrs. Baylock, also pulls off the trope, [[spoiler: most notably when she's about to kill Kate]].

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* ''[[Film/TheOmen The Omen (1976 version)]]'' (1976)]]'' with Damien. [[spoiler: At the end, during Robert and Kate Thorn's funeral, he turns towards the camera and gives a little smile.]] Damien's nanny, Mrs. Baylock, also pulls off the trope, [[spoiler: most notably when she's about to kill Kate]].
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** Arya Stark's is developing very nicely.
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* Lila from ''{{Dexter}}'' does this in a RevealingHug with Dexter, having successfully gotten him to [[ManipulativeBastard come to see her]] after he'd previously ignored her phone calls.

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* Lila from ''{{Dexter}}'' ''Series/{{Dexter}}'' does this in a RevealingHug with Dexter, having successfully gotten him to [[ManipulativeBastard come to see her]] after he'd previously ignored her phone calls.
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* ''Series/BuffyTheVampireSlayer'':

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* ''Series/BuffyTheVampireSlayer'':''{{Buffyverse}}'':



** Angelus also sports a particularly evil smirk when he's watching Buffy and Willow break down upon being told about Jenny's murder.

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** Angelus also sports a particularly evil smirk when he's watching Buffy and Willow break down upon being told about Jenny's murder. In fact, Angelus is nearly always wearing one.

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