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[-[[caption-width-right:200:Evil never looked so fabulous.]]-]
[-[[caption-width-right:200:[[http://gangstacakes.deviantart.com/art/HIM-341609223 Image]] by [[http://gangstacakes.deviantart.com gangstacakes]].]]-]

->''"The Flaming Homo Bad Guy only has one goal in life, to be gayer and more evil than anybody else. If he sees a guy in a salmon-colored shirt and white khakis clubbing a baby seal, the Flaming Homo Bad Guy will put on a pink tutu, gather up some baby seals, kittens and puppies and rent a wood chipper."''
-->-- '''Website/{{Cracked}}.com''', "[[http://www.cracked.com/article_15989_hollywoods-6-favorite-offensive-stereotypes.html Hollywood's 6 Favorite Offensive Stereotypes]]"

The Sissy Villain, as his name would suggest, is a man whose heart is as twisted as his wrist is limp.

Due to social stigmas against male femininity and "unmanliness", there's a strong tendency in fiction to assign effeminate traits to villains: flamboyant mannerisms, delicate voices, light builds, prissiness, [[APrettyBoyIndex femininely pretty]] looks, [[SesquipedalianLoquaciousness gradiloquent]] [[BreakingLecture speeches]], [[GigglingVillain giggling]], [[WickedCultured love for poetry and opera]], [[ManOfWealthAndTaste impeccable fashion sense]] ([[CreepyCrossdresser not always in men's clothing]]), fondness for [[RightHandCat Persian cats]], etc. Evil, it seems, is swishier than a silk skirt.

Frequently, TheHero pitted against the Sissy Villain is an old-fashioned Manly Man (any [[RealMenWearPink feminine traits he has are merely there to underscore his masculinity]]) and making the villain "unmasculine" is intended to emphasize this. After all, [[BrokenAesop there's nothing manlier]] [[YouFailLogicForever than beating up a sissy]]. It doesn't even matter that [[AgentPeacock the limp-wristed villain is powerful]], he '''looks''' weak and homosexual and that's what matters.

The Sissy Villain is probably the second most common portrayal of CampGay [[AcceptableTargets men]] (besides "one-dimensional joke character"), but is not necessarily synonymous with DepravedHomosexual. While Sissy Villains are frequently [[DepravedHomosexual gay]] or [[DepravedBisexual bisexual]], most of them are merely [[AmbiguouslyGay sexually ambiguous]] or [[{{Asexuality}} seemingly asexual]], and some of them are [[CampStraight straight]]. The Sissy Villain isn't intended to creep out the audience just because of the implication that he might like men (although this usually factors in), but because he acts like a "pansy."

There is a weird bit of irony to this, regardless of what the villain looks or acts like, EvilIsCool, and these villains will wreak just as much havoc as any other archetype. So, overexposure to this trope may lead kids to see this personality as BadAss in its own way, even leading boys to imitate their behaviour and mannerisms.

Needless to say, this trope has often been criticized for its UnfortunateImplications. It is also particularly amusing to see this trope used with villains who are also shown as trying to steal the girl from hero, though this might be a reflection of one of the tragic modes of the 'eugenics dramas' of Sol III: '[[UglyGuyHotWife Unsuitable male breeds with desirable female]]'.

This trope shows up mainly in Western works and those Japanese works aimed at a male audience; if the villain is presented as [[{{Bishounen}} certain]] [[AttractiveBentGender kinds]] [[WhiteHairBlackHeart of swishy]], [[MisaimedFandom female fans]] are likely to declare him [[DracoInLeatherPants utterly fabulous]].

Sissy Villains show up frequently in anime, where they often have [[WhiteHairBlackHeart white hair]]. A common subtrope of the Sissy Villain is the CreepyCrossdresser. See also FashionVictimVillain, GorgeousGeorge, DepravedHomosexual, DepravedBisexual, and PsychoLesbian. May sometimes overlap with [[HeManWomanHater misogynistic]] [[StrawMisogynist views]] in the context of the EffeminateMisogynisticGuy. Contrast with RealMenWearPink, and occasionally, EvilSoundsDeep. When his ambiguous (nor not so ambiguous) sexuality is played for laughs, that's QueerPeopleAreFunny. Not to be confused with NonActionBigBad, although they can overlap.

Note: An AgentPeacock is considered Badass, even though you wouldn't expect it at first. A Sissy Villain emphasizes his viciousness through feminine behaviour. The tropes can overlap, especially when AgentPeacock is evil.

Since quite a few women actually find effeminate men attractive, this can also lead to EvilIsSexy.

[[noreallife]]
----
!Examples:

[[foldercontrol]]

[[folder:Anime & Manga]]
* Yuki Michio, the main villain from OsamuTezuka's classic thriller ''Manga/{{MW}}''. Not only was he a crossdresser, he was also openly gay. Manages to avert most of the UnfortunateImplications, though, as the story's hero is also gay (Michio's lover, infact) & he has a not so evil older brother who also crossdressed (albeit as part of his job as a Kabuki actor).
* ''Manga/FullmetalAlchemist''
** [[SevenDeadlySins Envy]] has an extremely androgynous appearance, coupled with an [[CreepyCrossdresser effeminate outfit]]. However, he is a ruthless, murderous nutcase who goes out of his way to cause as much suffering as he can.
** Envy is something of an unusual case, as ''they'' technically don't have a gender, with the ([[VoluntaryShapeshifting default]]) form they choose to take being somewhere between female and male. It should, however, be worth noting that most characters through the series refer to Envy using male pronouns, though this is because in the English language, "He" is the gender-neutral pronoun someone is supposed to say when the gender is unknown.
** This is only the case in the manga and Brotherhood anime. In the 2003 anime, Envy is definitely male [[spoiler:and Ed's older brother.]]
* Harley from the ''Anime/{{Pokemon}}'' anime embodies this trope to the fullest. He's one of the most cold-hearted rival characters in the show and he [[KickTheDog treats May like crap]], but he always looks fabulous doing it. He's "Everyone's favorite naughty coordinator."
* Griffith from ''Manga/{{Berserk}}'' as an androgynous CulturedBadass.
* ''Franchise/YuGiOh'':
** Pegasus from ''[[Anime/YuGiOh the original anime]]'' is a CampStraight PsychopathicManchild whose preferred monsters are based off his childhood cartoons (get him mad enough, though, and he'll bring out Relinquished.) In case you wondered if this was limited to the dub, he's ''exactly'' as flamboyant in the original, right down to appending "-boy" to his opponent's names.
** Espa Roba was more like a SnakeOilSalesman than a true villain, but he was pretty effeminate. (Of course, he ''did'' used to be a circus performer, which likely explained the outfit.)
** Ziegfried and Marik to lesser degrees.
** Professor Chronos from ''Anime/YuGiOhGX''. (Until his HeelFaceTurn anyway; after that, he was simply a sissy.) Note that his Ancient Gear Monsters were ''very'' masculine, it's just that ''he'' wasn't.
** Jeagar, Rex Godwin's henchman from ''Anime/YuGiOh5Ds'' was like this, [[MonsterClown and was a creepy clown on top of it.]] (But again, having grown up in a circus, he had an excuse. And [[AntiVillain he wasn't truly evil anyway.]])
** Mr. Heartland, TheDragon to Dr. Faker in ''Anime/YuGiOhZexal''.
* ''Franchise/OnePiece''
** Mr. 2 Bon Kurei, although he partially reforms by the end of the Alabasta arc. [[spoiler:He's even become a close ally of Luffy, even making (another) HeroicSacrifice]].
** A better example is Donquixote Doflamingo. Visually, he's based off many of the pro wrestling examples below, and makes suggestive comments to his opponents during the Marineford battle. Nonetheless, he is one of the most terrifying characters on the show, and until recently had the highest revealed bounty.
** One of Donflamingo's subordinates, Dellinger, also qualifies. He's a young man who wears hoop earrings, high heels, and booty shorts; he also hits like a truck and has an explosive temper with sadistic tendencies to match.
** An even better example is Helmeppo, Captain Morgan's son. He's also a JerkAss of the highest caliber. Until he [[HeelFaceTurn lost the villain aspect]] and TookALevelInBadass, anyway. Now he's just highly fashionable and only kinda rude.
* ''Manga/{{Naruto}}''
** Orochimaru first appears disguised as a woman, [[BodySurf at one point used another woman's body as a vessel]], and in his least freaky times speaks with a feminine speech pattern. And this is before you factor in [[MemeticMolester his obsession with young Uchiha men]] and the giant purple [[FanNickname butt bow]]. However, he is a very formidable opponent who, despite being killed twice, is still around in one form or another.
** His teenage henchman Sakon, the default leader of the Sound Four, wanders somewhere between this and RealMenWearPink. He does indeed wear pink, sports pretty jewelery and goth makeup, and from the looks of it pays more attention to his hair than his squadmates (admittedly, not hard). He's also a vicious, strutting, trash-talking sadist who can and will demolish solid rock with a single punch.
* Subverted by Johan Liebert, the titular ''Anime/{{Monster}}''. [[spoiler:Yes, he crossdresses, but it's because he sees himself and the sister he's dressing as as essentially the same person, with no definition between them. And he's too damaged and empty to even qualify as {{asexual}} in the healthy orientation sense, let alone gay.]]
* Suzu from the ''PeacemakerKurogane'' manga becomes this, after going [[AxCrazy mad]]. He starts wearing nail polish and makeup, has the best fashion sense of all the characters, has flamboyant mannerisms and prissyness, [[GigglingVillain giggles creepily]], and has an extremely [[{{Bishonen}} effeminate appearance]]. Oh, and he has a great fondness for [[RightHandCat exotic cats]]. Funnily enough, this example definitely gives off a lot of UnfortunateImplications, considering that he is shown to have been a good person before he became [[DepravedHomosexual gay]] (and therefore AxCrazy).
* Creed from ''Manga/BlackCat''. Good god, this trope ''is'' Creed (coupled with him being AmbiguouslyGay). He has the flamboyant mannerisms, gives HannibalLecture speeches (mostly to Train, whom he wants to [[WeCanRuleTogether rule the world with]]), Is WickedCultured in contrast to [[MenAreUncultured Train]], has the most [[FashionVictimVillain laughable fashion sense of all the men in the series]], and is a white haired {{Bishonen}}. Granted, [[TheProtagonist Train]] is actually shown to be more petite and have a smaller body build than his, but that is attributed as Train being more boy-ish.
* ''Anime/SailorMoon''
** Zoicite. The Creator/DiC dub [[ShesAManInJapan turned him into a girl]] to satisfy the MoralGuardians.
** How about [[CreepyCrossdresser Fish Eye]]? Oh right, [[ShesAManInJapan same reason]].
* Dilandau, the {{Bishounen}} PsychoForHire from ''VisionOfEscaflowne''. [[spoiler:But there's a [[CreepyCrossdresser very good reason]] [[BrainwashedAndCrazy for that]].]]
* ''Manga/DragonBall''
** Frieza. A petite, painstakingly polite alien with a color scheme of pink, purple, and white who happens to be [[AxCrazy the most evil villain in the Dragon Ball mythos.]] He is voiced by a woman with a raspy old lady voice in the English dub and complains about not wanting to break his nails during his fight with Goku.
** Zarbon until he changes into his [[ScaledUp final form]]. Particularly in the redub with his voice, which sounds like a cross between King Cold and Caroni.
** The ''TeamFourStar'' AbridgedSeries averted the Sissy Villain trope for Frieza. It was kept in for Zarbon, who is now a Sissy Villain - [[spoiler: but it was subverted in episode 17 when it was revealed that Zarbon is in fact [[CampStraight straight]], and is shocked to find out that everyone around him thinks he's gay.]]
* ''Anime/MobileSuitGundamThe08thMSTeam'': Ginias Sahalin fits this trope to a T. Ascots? Check. Fruity wardrobe in general? Check. Sexual ambiguity? Check (he's one of the series' only characters who doesn't have at least implied heterosexual preferences). [[Creator/ShowHayami A seiyuu known for voicing numerous well-known BL characters]]? Check.
* ''Manga/InuYasha'': Jakotsu the second in command of the Band of Seven is extremely effeminate, looks, talks, acts, and dresses like a woman, is obsessed with fashion, hates women, and is very openly gay, but he is also a dangerous psychopath with a [[WhipSword very cool sword]]. Jakotsu was originally going to be a woman, but the author changed it because she disliked the idea of [[WhatMeasureIsANonHuman human woman]] [[WouldntHitAGirl getting killed by the main heroes]].
** The one shot villain Suzaku was also quite effeminate and flamboyant and he openly flirted with Miroku and Hojo's ancestor.
** The infamous gay moth demons. The sheer amount of innuendo was staggering.
** The main villain of the first movie is this until he turns into his OneWingedAngel form.
** Naraku from InuYasha doesn't only posses the human form of a long haired, fair skinned Bishonen. Miroku's grandfather tells us that Naraku often took the form of a beautiful woman to trick him. Moreover, Naraku shape shifted himself into Kikyo to distract Inu Yasha.
* Kazkis Proxy of ''Anime/ErgoProxy'' is a {{bishounen}} angelic-looking guy who likes to drink wine and initially comes across as a little too friendly to the hero, Vincent.
* The previous page picture was of Cytomander from ''Anime/TengenToppaGurrenLagann''. Considering the protagonist's SuperRobot is actually powered by [[HotBlooded MANLY SPIRIT]], it's surprising that he's the only Sissy Villain in the series. The good guys also have a very effeminate man on their side too, CampGay mecha lover and all-around genius Leeron.
* Koushaku Chouno, better known as Papillon, from ''Manga/BusouRenkin'' arguably fits this trope, though [[HoYay his sexuality is debatable]]. Still, he dresses in a flamboyant outfit including Speedos and a distinctive butterfly mask, and he certainly has a lot of FoeYay with Kazuki.
* Kano in ''Manga/{{Texhnolyze}}'' is effeminate and physically unimpressive, as well as a schitzophrenic soplisist [[IncestIsRelative produced from generations of selective inbreeding.]]
* ''Manga/JoJosBizarreAdventure'': Dio Brando has shades of this despite being a rather muscular man who [[BerserkButton becomes a ruthless, shrieking killer whenever Joestars are involved]]. He's described as charming and soft-spoken by characters in the story and is often shown wearing dark lipstick. Not to mention the fact that he was [[BiTheWay heavily implied]] to have been romantically involved with Enrico Pucci.
* ''Manga/KatekyoHitmanReborn''
** Lussuria is blatantly ManlyGay, has a lot of colorful feathers on his outfit, in the anime his voice is very feminine sounding, and he's also rather flamboyant with his mannerisms. During his fight with Ryohei he also goes into fanboy mode once Ryohei takes off his shirt and he decides he wants to [[ImTakingHerHomeWithMe take Ryohei home with him]] and make him a part of his 'collection'.
** Mukuro was this before his ambiguous HeelFaceTurn. The guy picked Kokuyou Junior High because of ''how stylish the uniforms were''. His sexuality is quite ambiguous as well, considering how much FoeYay he has with Hibari and Tsuna in particular. His plans of taking over Tsuna's body so he could get revenge on the mafia also carried some questionable subtext, what with all his talk of "wanting Tsuna's body", telling Tsuna to "give me your body", and that "with my technique you will soon be mine."
** Byakuran seems to have traces of this. He wears a bondage outfit in chapter 274 and the following chapters, with zippers all the way up his legs, and gains sparkling wings.
** There's also Kikyo with his DudeLooksLikeALady appearance, long blue hair, tendency to walk around with his shirt open, and what appears to be blue eye shadow.
* Prince Eccentro from ''MonColleKnights'' fits the trope perfectly. His Japanese counterpart, Count Collection, actually is gay.
* ''Manga/HunterXHunter''
** Neferpitou, a male cat-humanoid chimera ant with a very feminine appearance and mannerisms.
** Also, [[MonsterClown Hisoka]] to an extent.
* ''Manga/{{Bleach}}''
** [[MadScientist Szayel Aporro Granz]]. He has [[DudeLooksLikeALady effeminate looks]], [[YouGottaHaveBlueHair shoulder-length pink hair]], is extremely flamboyant, and tends to make lewd, disturbing comments about his opponents. He also thinks of himself as an actor, especially when toying with/torturing his victims. During his first fight with Renji and Ishida, his clothes get damaged, leaving him shirtless - he stops the fight to go change clothes, saying that he'd be "too embarrassed" to continue fighting in such a state. Szayel's release involves him sword-swallowing his zanpakto, at which point he [[BalloonBelly bloats up to massive proportions]]. His released state looks like he's wearing a dress made of tentacles.
** Luppi as well. With his [[DudeLooksLikeALady girlish looks]] and sleeves that cover his hands.
** Charlotte Cuulhorne, who has flowing purple hair and whose outfit resembles a tutu.
** ''[[BigBad Aizen]]'' of all people has gone this route. If his [[FanNickname Gagafication]] and insta-mullet weren't already goofy enough, his OneWingedAngel form seems to be a [[WingedHumanoid six-winged]] ''[[ButterflyOfDeathAndRebirth butterfly]]''. [[FashionVictimVillain In a dress]].
** FillerVillain Muramasa to an extent.
* Both Arthur and Shalott of ''Manga/AirGear''. Arthur is a masochist who pelvic thrusts against his male opponent Agito and nibbles on his ear while fighting him. He also has flamboyant mannerisms, speaks in a polite manner, and frequently releases heart marks whenever he's reveling in the feeling of pain. Shalott is a loli who wears a frilly looking dress and [[UnsettlingGenderReveal drops a bridget]] on Agito, revealing that he's actually a girly-looking guy who is in a BDSM type relationship with Arthur. The end of chapter 279 has him pin Agito to the ground and straddle him, saying after he tortures him then Agito can "lick it" if he wants.
* The ''Franchise/LupinIII'' series has had two of them, so far:
** ''[[Anime/LupinIIITheSecretOfTwilightGemini The Secret of Twilight Gemini]]'' has [[EffeminateMisogynisticGuy Sadachiyo]] [[RedBaron "The Scorpion"]], who's a CampGay assassin with long black hair, lipstick, and nail polish. Lupin even referred to him as [[LampshadeHanging "that sissy assassin"]], given Sadachiyo's manner of speech and the fact that he often refers to others as: "honey", "darling", and "big boy".
** ''[[Anime/LupinIIIThePursuitOfHarimaosTreasure The Pursuit of Harimao's Treasure]]'': [[PunnyName Herr Maffrodite]] is essentially [[VillainousCrossdresser a crossdressing Nazi]], who's actually gay ''and'' [[EffeminateMisogynisticGuy hates women.]] Fujiko weaponizes this near the end, when she revenge kisses him[[note]]for double-crossing her, after ''[[{{hypocrite}} she]]'' [[ChronicBackstabbingDisorder had double-crossed Lupin]] to side with Herr Maffrodite[[/note]] on the lips, causing him to literally [[VillainousBreakdown run away screaming that he'd been dirtied.]]
* Two ''SpeedGrapher'' villains qualify. Shirogane, the RubberMan euphoric, is a very arrogant and somewhat campy ballet instructor who in his transformed state, runs around in what looks like a gimp suit. More sympathetically is Tsujido, the leader of the TerribleTrio, who wears something that could pass for a SpyCatsuit with his AbsoluteCleavage jacket unzipped half-way. Whether or not his feelings for his boss, [[BigBad Suitengu]], run any deeper is ambiguous, but it was [[WordOfGod clearly stated]] he was was supposed to "give off an atmosphere of having an AmbiguousGender".
* Most of the Innovators of ''{{Gundam 00}}'' combine this with AmbiguousGender and FashionVictimVillain.
* Escargon from ''KirbyOfTheStars''. His HoYay with Dedede is a running gag.
* Ukiyo of ''SamuraiSeven'' is a mincing fop who either always wears make-up, or for some reason, has that as his natural skin tone. However, he's a CampStraight version- the fact that he's often with his PaidHarem marks him as pretty clearly heterosexual (and some of the mincing is just an act anyway). There's also Hyogo, an elite mook, who has an androgynous appearance and wears lipstick and what seems like [[CreepyCrossdresser women's clothing]].
* Jaibo and to some extent Raizou from ''LitchiHikariClub''. Both are overtly gay with girlish looks and clearly crazy but Jaibo takes it to a whole new level of sadism. [[spoiler: From disembowling teachers to planning to kill virtually everyone so that Zera will be his forever there is nothing Jaibo will not do]].
* Rosiel from ''AngelSanctuary'' is an angel with full, luscious lips and long eyelashes. He often dresses effeminately and loves to be called "beautiful" more than anything else. He is also in a questionable relationship with his loyal right-hand man, Katan.
* Yuda from ''FistOfTheNorthStar''. While his large harem seems to imply he's staight, he's nonetheless obsessed with his own physical perfection, to the point of being worried about scars in battle. This makes him look even more cowardly and twisted. In one of the most "manly" anime series, to the point of sometimes showing lots of UnfortunateImplications, the master of [[FantasticFightingStyle Red Crane Nanto]] is obviously depicted as everything a [[{{Badass}} proud]] warrior should not be. Moreover he weirdly shows his "admiration" for Rei and uses a very heavy make-up,but he's still a fighter, so he's quite muscular, as anyone there besides casual oppressed peasants/children.
* Hiromi Kisiragi of ''{{Eyeshield 21}}'' is cornerback for the [[OpposingSportsTeam Hakushuu Dinosaurs]], CoDragons to ManipulativeBastard Marco alongside [[TheJuggernaut Gaou]], and an incredibly [[UnnecessaryRoughness cruel player]] who tries his best to dislocate the arms of recievers. He's also a mincing pretty-boy with a massive mancrush on Gaou and the belief that [[TheFightingNarcissist strength is a true indicator of beauty]]. It's actually justified in his case and played sympathetically--sick of being bullied due to his effeminate nature and looks he joined the football team to get a life and was turned into the PsychoSupporter he is today by Marco.
* M'Quve of ''Anime/MobileSuitGundam'' is a male RichBitch who speaks with a snooty accent, wears an ascot, has incredibly swishy wrists, minces when he walks, and generally effects the mannerisms of an eighteenth-century aristocrat. He's also a cold-blooded strategist, and [[UndyingLoyalty utterly loyal]] to his [[LadyAndKnight lady]], [[EvilGenius Kycilia]] [[LadyOfWar Zabi]].
* Masao from ''{{Shiki}}'' may qualify, as he's wimpy and somewhat effeminate-looking (though any actual feminine traits he has tend to be somewhat downplayed). Interestingly enough, he appears to be straight while Natsuno, who's one of the few heroic characters in the story, is often considered AmbiguouslyGay.
* Arron and Gurran Schmittel from ''ArmoredTrooperVotoms'' are generally characterized as cold and narcissistic, but have effeminate speech patterns, soft voices, flamboyant mannerisms and body language, and dress in split-skirt tunics (as opposed to the unitard fashion most men are seen wearing). But the two are also notoriously incompetent, can't really fight, and their haughtiness brings about their downfall.
* BigBad [[spoiler: Hakka]] in ZombieLoan will shamelessly hit on anything with a Y chromosome, gropes a male character's ass at one point, and even refers to himself as [[spoiler: Michiru (aka the Singularity)]]'s mother.
* [[LightIsNotGood Light]] [[MagnificentBastard Yagami]] of ''Manga/DeathNote'' may have his effeminate qualities (and may wear a sparkly butterfly belt in the first opening), but that doesn't mean he can't [[PersonOfMassDestruction commit genocide]].
[[/folder]]

[[folder:Comicbooks]]
* SelfDemonstrating/TheJoker is [[DependingOnTheWriter sometimes]] portrayed like this, perhaps most famously in ''TheDarkKnightReturns''. [[spoiler:One fan theory about Joker's murder of Jason Todd (Robin) is that after he beat Jason bloody with a crowbar, he sexually molested his unconscious form. His leering, ogling expression as he's swinging the crowbar makes this theory uncomfortably plausible.]]
* Xerxes in ''ComicBook/ThreeHundred'' was also one. FrankMiller likes this trope.
* How much of it is based on historical behavior and how much is writer embellishment is debatable, but King James I is well on his way to this in ''{{Marvel 1602}}'' and ''definitely'' this in ''1602: New World''.
* The galactic emperor from an in-universe FanFiction (read by Comicbook/{{Empowered}}) who forces Major Havoc and Syndablokk to have sex together.
* Yellow Bastard from ''SinCity'' was a SpoiledBrat with a dose of DirtyCoward.
* The Marvel version of ComicBook/{{Loki}} is a somewhat deconstruction of this. He actually became villainous ''because'' he was too ''sissy'' for Asgardian standards. Being a scrawny human sized ice giant living in a land that ranks brute force and power above intellect and magic, with a brother who is the personification of the former is his FreudianExcuse.
* ComicBook/CaptainKlutz's Sissyman is a fairly.. blatant.. example.
[[/folder]]

[[folder:Fan Fiction]]
* [[Literature/HarryPotter Voldemort]] (!) is inexplicably wearing high heels in one scene in ''Fanfic/MyImmortal'', [[BigLippedAlligatorMoment and only for that scene]]. This prompted one dramatic reading to display the caption "VOLDEMORT IS IN DRAG" and pause for a few seconds (complete with RecordNeedleScratch) to let this image sink in.
* Glyde in ''FanFic/MegaManReawakened''.
[[/folder]]

[[folder:Films -- Animated]]
* Franchise/DisneyAnimatedCanon:
** Scar from ''Disney/TheLionKing'' is easily the most limp-pawed feline ever to grace the big screen. This becomes a ParentalBonus for the Swedish Viewers where Scar is dubbed by the '''Very''' Gay and '''Very''' Out Actor/Singer Richard Wolff. How out is he? He penned a song describing his ComingOutStory titled [[http://www.youtube.com/watch?v=J67JyB3PxVo "Beautiful Boys, Beautiful Men."]] [[https://www.youtube.com/watch?v=3rJODmZtvuI Don't worry, Scar is still awesome.]]
** ''Disney/RobinHood'''s anthropomorphic depiction of Prince John out-swishes Scar to such a degree, the ''[[Disney/TheLionKing Lion King]]'' villain looks positively {{Leatherman}} by comparison.
** Sure, they take the cake for the felines, but what about ''TheGreatMouseDetective'''s Ratigan? Until he drops the veneer and goes feral during the climactic ClockTower scene, anyway. (He was still rather imposing even before then. Well, as imposing as a [[IAmNotWeasel big mouse]] can get, at least.)
** "Honest" John Worthington Foulfellow in ''Disney/{{Pinocchio}}'' has his moments, though it may be more of a LargeHam persona thing. See the bit where he prances around and mimes throwing flowers while describing Pleasure Island "where ''every'' day is a holiday!"
** The colour didn't yet have quite the same [[PinkGirlBlueBoy significance]] in the 1940s, when the movie is set, but the weasel leader's pale pink suit in ''Film/WhoFramedRogerRabbit'' gives this impression to a number of 21st-century viewers. (It ''did'' have that significance in 1988 when the movie was ''made'', though, so one wonders.)
** Disney's human villains aren't immune either. Take ''{{Pocahontas}}'' 's mincing, flouncing, bow-wearing villain Governor Ratcliffe, for one. Most of that facade was forced on him by his assistant, Wiggins, who was extremely effeminate. Ratcliffe had his boisterous and rowdy side on occasion, though it was often just an act as well, when his men stood up to him, he folded.
--> "Nothing says sinister like little pink bows on your pigtails!" -- '''WebVideo/TheNostalgiaChick'''
** Captain Hook of ''Disney/PeterPan''
** [[spoiler: Castor/Zuse]] from ''Film/TronLegacy''.
** King Candy from ''WreckItRalph'' [[spoiler:up until the moment you find out it was an act to conceal his ''real'' identity, Turbo.]] Lives in a ''[[InsistentTerminology salmon]]''-coloured castle, has a lisp, hops around with various effeminate mannerisms. [[spoiler:The castle's actually a plot-point: it's girly because he stole it from a 10-year old princess.]]
** In fact in pretty much most Disney films you can tell if a villain is a SissyVillain based on his eyelids. If they are heavy and almost purple you can be sure that's the intention. This is because their eyelids look like they have eye shadow on them to give the implication they're wearing make up. Disney seems to be quite fond of using this.
* ''WesternAnimation/RockADoodle'': The Grand Duke and his hench-owls.
[[/folder]]

[[folder:Films -- Live-Action]]
* Raoul Silva (as played by Javier Bardem), the antagonist of ''Film/{{Skyfall}}''. He even actively fuels the FoeYay between him and [[Film/JamesBond 007]].
* One of the complaints often levied against the Film/HarryPotter films is that Voldemort often comes across as this.
* Komodo from ''Film/WarriorsOfVirtue'' is prissy, frilly and effeminate, but he [[CampStraight very clearly has gotten with several of the hot women in this movie anyway]].
* Buffalo Bill, the quasi-transsexual SerialKiller from ''Film/SilenceOfTheLambs'' is one of the most famous examples.
* ''Film/TheMalteseFalcon'' pits macho AntiHero Sam Spade up against ''three'' Sissy Villains: Joel Cairo, Kasper Gutman, and Wilmer. (Only UsefulNotes/TheHaysCode prevented the film from out-and-out showing that Cairo and Wilmer are the {{Gayngster}}s they are in the novel.)
%%* Waldo Lydecker from ''{{Laura}}''.
* Bruno from ''Film/StrangersOnATrain'', Brandon and Philip from ''Film/{{Rope}}'', Norman Bates from ''Film/{{Psycho}}''... it's safe to say that Creator/AlfredHitchcock loved this trope.
* Archibald Cunningham from ''Film/RobRoy'', a downright fop who murders people to buy fancy new clothes. He affects a comically mincing facade, but [[LetsGetDangerous drops the act]] behind closed doors and when he's angry.
* King Xerxes of ''Film/ThreeHundred''. He is usually wearing nothing but a gold speedo and lounging seductively on his throne.
* The Scorpio Killer from ''Film/DirtyHarry''. The contrast is made more blatant by the fact that Harry Callahan is played by quintessential "man's man" Creator/ClintEastwood.
* Charlie Prince in the remake of ''Film/ThreeTenToYuma''.
* [[CreepyCrossdresser Dr. Frank-N-Furter]] from ''Film/TheRockyHorrorPictureShow'', albeit he's an EvilIsCool example.
* ''Film/DiamondsAreForever''
** Mr. Wint and Mr. Kidd
** Blofeld from the same movie got quite the upgrade in fabulousness, as well. He even got to dabble in {{Creepy Crossdress|er}}ing.
* Jean-Baptiste Emanuel Zorg from ''Film/TheFifthElement'' had some of these traits, specifically the delicacy and high fashion. Remember his perfectly appointed office? [[TheHero Dallas]], on the other hand, is an ex-soldier played by [[MachoMachoMan Bruce Willis]].
* Dr. Terwilliker in ''Film/The5000FingersOfDrT''. Even though he's intent on marrying Bartholomew's mother, you can clearly see he's very swishy. Especially during the ''fabulous'' dress-up song.
* Herod in the original movie production of ''JesusChristSuperstar''. He lounges in a swimming pool with two attractive women and two male servants, sings in a higher register than the other male characters and does a very camp dance during his song.
* Subverted by Adrian "Ozymandias" Veidt in ''Film/{{Watchmen}}''. The screenwriter and director were convinced he was gay, the actor who played him suggested he was probably at least bisexual in an interview, and there's an EasterEgg in a shot of his computer desktop that may or may not have a gay PornStash. He's also extremely well-dressed, to the point of garishness in some scenes, and has a ''fabulous'' androgynous haircut bordering on PowerHair. He's also a ruthlessly efficient martial artist, a hard-nosed businessman, and has terse, rather dry and dour speech patterns and body language. He might not be quite StraightGay, but there is nothing mincing or effeminate about him in the slightest.
* ''Film/RepoTheGeneticOpera'' has Parvi Largo as a minor villain. He is foppish, flamboyant and painfully vain; he dresses in replica vintage Italian suits, and speaks with an outrageous Italian accent for no good reason. He's also a serial rapist who wears the face of a beautiful woman over his own.
* Park Chang-yi in ''Film/TheGoodTheBadTheWeird'' is a murderous, psychopathic prettyboy with anachronistically fabulous clothes and grooming. Overlaps with AgentPeacock, as he's the most feared assassin in Manchuria and every bit as deadly as he is pretty.
* Prince Edward in ''Film/{{Braveheart}}'', a foppish, homosexual weakling who cares more about new clothes and playing with his boy toy than conquering Scotland. The main villain, Longshanks, is a manly man.
* Lord Cutler Beckett from ''Franchise/PiratesOfTheCaribbean'' has elements of this as well, though [[TruthInTelevision a lot of real life aristocrats of 18th century acted like that]] so it's purely canon instead of being for just the heck of it.
* ''Film/Plan9FromOuterSpace''
** The alien commander Eros. In the words of the Rifftrax guys: "He makes Carson Kressley look butch!" The actor's name was ''Dudley Manlove''. Yes, that was his real name. Poor guy.
** Eros' superior, however, out-swishes him by a mile. He was played by a guy with the ordinary name (and not-so-ordinary nickname) of [[http://en.wikipedia.org/wiki/Bunny_Breckinridge John "Bunny" Breckinridge]], but his lifestyle topped having the surname "Manlove" by ''ten'' miles.
* "Sally Can't Dance" in ''Film/ConAir''. How effeminate is he? Well, his nickname is "Sally," he refers to men as a separate gender, he [[{{Transvestite}} wears dresses]], and in his final confrontation with the hero, Nicolas Cage's character winds up for a punch, visibly reconsiders, and slaps Sally in the face instead.
* Percy in ''Film/TheGreenMile''. Fittingly, the casts' Southern accents make it sound a lot like "pussy."
* [[TheCaligula Emperor Commodus]] from ''Film/{{Gladiator}}'' is quite foppish and effeminate, especially compared to the extremely manly [[TheHero Maximus]].
* Willard Gates, the villain with an aversion to being exposed to violence, in ''Film/{{This Gun For Hire}}''.
* Watson from ''Razor Sharpe'', although, given his [[WhatTheHellIsThatAccent unfathomable accent]], it's anyone's guess whether this is intentional or just the result of dodgy acting.
* Aro, the head vampire in the film version of ''Literature/{{Twilight}}'', due to MichaelSheen [[HamAndCheese simply not giving a shit]].
-->[[{{Rifftrax}} Is he being sarcastic, or just]] ''[[{{Rifftrax}} flaming]]''
* Jean Girard from ''Film/TalladegaNightsTheBalladOfRickyBobby'' is a comedy version of this trope. He even talks about his husband. And he raises horses - who are also gay.
* They're not the main villains, but in ''Film/VanishingPoint'' Kowalski picks up two stereotypical gay hitchhikers who attempt to rob him, and he beats them up.
* Darren "Wall Street" Bettencourt of ''Film/TheTransporter'' spends his first appearance trying to feel Frank up, while talking about how much "I like him." He's got the limp wrists, the LargeHam gestures, the pretty boy look, and the mincing. And then he reveals that he's actually TheDragon and a fairly nasty BloodKnight who wants to fight Frank to the death. [[HiddenBadass Anyone else see that coming]]?
* From the 70s film ''The Eiger Sanction'', there's a fellow called Miles Mellough,whose sole purpose in the movie is to embody this trope. He has a lap dog named 'Faggot', wears flamboyant clothing and makes off-colour jokes about rape in a very sissy voice. At no time is he a credible threat (we're supposed to believe he was a crack commando?!) and his death is devoid of any interesting fight: Eastwood leaves him to die in the desert midway through the film.
* Charles Laughton (who was gay) as Emperor Nero in ''The Sign of the Cross''.
* The villain in the Chow Yun Fat film ''Film/FullContact'' is openly gay and wants to fuck Chow almost as much as he wants to kill him.
* The Riddler as played by JimCarrey in ''Film/BatmanForever''. Not just ''incredibly'' camp, but also AmbiguouslyGay for Bruce Wayne.
* Mr. Ho, TheDragon from ''Film/ReturnOfTheDragon'', is quite effeminate, especially when he feels Tang Lung's stomach and says, "Ohhhh, what rippling muscles!"
[[/folder]]

[[folder:Literature]]
* Emperor Ublaz Mad Eyes of ''{{Redwall}}''. His evil plan, which results in the slaughter and misery of hundreds of creatures by his followers, is to get hold of the ArtifactOfDeath. The Artifact Of Death consists of six ''pink pearls'' which he wants to wear in a crown. They don't even have any magical powers (except for bringing horrible luck on everyone who owns them, but he apparently doesn't know that), he just wants a pink pearl crown. Yeah.... He also wears silk robes and perfume and paints his nails.
* Zhong Ye, the eunuch sorcerer BigBad in the young adult novel ''The Silver Phoenix: Beyond The Kingdom of Xia''. However, while he is dandified and creepy, he's portrayed as a depraved ''heterosexual'' - and the heroine is the reincarnation of his lost love.
* Arguably [[CorruptChurch The Pardoner]] from ''Literature/TheCanterburyTales''. He's a rather effeminate guy, and there's a scene where the Host, a BoisterousBruiser makes a threat which could be loosely paraphrased as "I'd cut off your balls if you had any."
* Percy Wetmore from Creator/StephenKing's ''Literature/TheGreenMile''.
* Valentine Wolfe, evil space aristocrat junkie extraordinaire, from the Literature/{{Deathstalker}} books. He's more outrageously decadent than feminine, but he does wear makeup and have a rather {{camp}} way of expressing himself at times.
* The [[EunuchsAreEvil eunuch]] [[AristocratsAreEvil Lord]] [[EvilChancellor Varys]] from ASongOfIceAndFire looks like this trope to a T - wears fancy clothes and perfume, and [[GigglingVillain giggles constantly]]. [[spoiler:And then subverts this trope, being a MasterOfDisguise and a MasterActor, playing up the "sissy" aspect because that's what people expect to see - behind the perfume and giggles he's a {{Determinator}} who isn't afraid to [[WhatTheHellHero get all up]] [[HannibalLecture in the hero's grill]]. Possibly the top {{Chessmaster}} in a series notorious for its GambitPileup. ''Damn.'']]
* Lord Pumphrey, a.k.a "Pumps" in {{Sharpe}}. Variously known as "the molly," "that woman," and believed to have [[FoeYay a crush on the hero.]] He is also one of the most effective {{Manipulative Bastard}}s in the series, even mocking Sharpe to his face when confronted. He is, thus far, a well-earned KarmaHoudini.
[[/folder]]

[[folder:Live-Action TV]]
* Rumpelstiltskin (portrayed by Robert Carlyle) in ''Series/OnceUponATime''. Especially with his Michael Jackson squeal. Downplayed in later seasons, as not at all present in his modern "Mr. Gold" persona.
* Dr. Smith from ''Series/LostInSpace''.
* Parodied in an episode of ''Series/MontyPythonsFlyingCircus'', involving Special Investigator Lemming of the British Dental Association. Mad Dentist SuperVillain "The Big Cheese" is played by Graham Chapman in one of his more flamboyant performances.
-->"Flopsy's dead and never called me 'mother'."
* Averted in ''Series/{{Kings}}''. Prince Jack is both a homosexual and a villain but he's also a soldier who commands the respect of his men and is fully capable beating a guy to a pulp in a bar brawl.
* ''Series/{{Torchwood}}'':
** Captain John Hart is the ultimate aversion of this trope. Violent, evil, snarky, and can beat the crap out of anyone you care to name.
** His good counterpart, TheHero Captain Jack Harkness was once described as a homophobic TV viewer's nightmare. An arsekicking, quipping queer. Bonus, his actor is gay, despite the character being 'omnisexual'.
* Although he's definitely heterosexual, as far as mannerisms go Chancellor Dongalor in ''KrodMandoonAndTheFlamingSwordOfFire'' practically floats out the window. Considering how snarky he is about the actual gays in the show you have to wonder what he's repressing.
* In TheBBC's 1960s adaptation of ''Series/TheThreeMusketeers'', Rochefort is shown to be an incompetent fighter (he falls on his arse from surprise when d'Artagnan challenges him into a duel) and he's seen crying after a minor injury. He's also wearing very light-coloured clothing and spends more time adjusting his shoes and swishing his cloak than doing any actual menacing.
* Nevel in ''Series/ICarly''. "Mother, run a bath!".
* Meemy [[SpellMyNameWithAnS or thereabouts]] from ''Series/MahouSentaiMagiranger''. Imperious from ''Series/PowerRangersMysticForce'' was less so, though little attempt was made to hide the mannerisms (reminiscent of [[Series/PowerRangersZeo Queen Machina]], actually) and when he first took that form, he called it "beautiful." Both versions are pretty non-flirtatious, though, and certifiably able to reduce you to very small smithereens.
* Jim [[spoiler: Moriarty]] from ''Series/{{Sherlock}}''. He's dressed to the nines and can be outright flaming, although he says he's [[spoiler: only playing gay]].
* Goodness gracious, Terry Karrens from ''{{Dollhouse}}'' is rather effeminate for someone with an OedipusComplex.
* Ratallack of ''Series/TheShadowLine''. He's an [[CampGay extremely camp]] {{Gayngster}} who's ruthless enough that he'll [[spoiler:order the death of his own boyfriend to improve his position.]]
* ''Series/MurdochMysteries'': James Gillies is a recurring villain who murders people ForTheEvulz (and later to get revenge) and to prove that he's smarter than Detective William Murdoch. He's somewhat effeminate, soft-spoken, occasionally wears women's clothes (he did it to disguise himself first, but later admits he likes it), and he used dolls in one of his schemes.
* One MonsterOfTheWeek in ''Series/MightyMorphinPowerRangers'' called the Octophantom didn't look very feminine, but he certainly ''acted'' that way. He was so ''vain'' that Billy was able to distract him by getting him to pause - mid-battle, no less - to admire himself in a mirror, and enable the heroes to gain the drop on him.
* ''Series/DoctorWho'':
** In the televised version of "Invasion of the Dinosaurs" by Malcolm Hulke, Professor Whitaker is a fairly standard MadScientist, but he gets [[AdaptationalSexuality adapted into this]] in the Target novelisation - he {{Squee}}s over Oscar Wilde and Noel Coward, giggles 'girlishly', admires the Doctor's physique, and so on. (The novelisation of "Invasion of the Dinosaurs", also by Malcolm Hulke, is often speculated as a WriterRevolt as it makes numerous odd changes like that, and Hulke quit writing show scripts immediately afterwards, citing CreativeDifferences and writing for the novelisation range instead.)
** One of the flaws Creator/DouglasAdams noted about his script for "[[Recap/DoctorWhoS17E6Shada Shada]]", which he [[CreatorBacklash strongly disliked]], was that he'd written the villain Skagra in this way, which he admitted was lazy on his part and neither funny nor frightening, especially in comparison to the dynamic and interesting villains in his much preferred script "City Of Death". He is RescuedFromTheScrappyHeap in both the Creator/BigFinish adaptation (in which he gets a ridiculously [[LargeHam hammy]] performance from Creator/AndrewSachs) and the 2012 novelisation, which makes him androgynous and unexpressive rather than camp and absurd, as well as fleshing out his backstory and personality a ''lot''.
** Turlough is introduced in a public school (and keeps the uniform), an aesthete, and his darkness is portrayed as him being sensitive, fay and cowardly. He does do a HeelFaceTurn, though, and keeps up the camp.
[[/folder]]

[[folder:Mythology and Religion]]
* Loki from NorseMythology fits this. Several incidents present him as unmanly (particularly when he was impregnated by a horse), and the contrast with the manly hero plays out in his relationship with Thor. However, pre-FaceHeelTurn by Loki, he and Thor are more like SensitiveGuyAndManlyMan / VitriolicBestBuds.
[[/folder]]

[[folder:Professional Wrestling]]
* The effeminate heel, GorgeousGeorge, is an archetype in wrestling.
* Adrian Adonis' gimmick went from tough biker to flamboyant, effeminate gay. Actually, flamboyant is an understatement.
* Subversions: Big Dick Johnson is kind of a sissy, but he's never portrayed as villainous; Wrestling/{{Goldust}} is pretty effeminate, but he's definitely ''not'' a sissy.
* [[Wrestling/RickMartel Rick "The Model" Martel]]: who incidentally feuded with a ambiguously gay but ''not'' sissy Wrestling/ShawnMichaels
* [[Wrestling/CodyRhodes "Dashing" Cody Rhodes]], before he TookALevelInBadass. He gave grooming tips and his BerserkButton was [[NotInTheFace being hit in the face.]]
* Tyler Breeze, who's billed from a different location depending on the season. His titantron is a live feed of his phone's camera taking selfies.
* On the managerial side of things we have Wrestling/JimCornette, up until a video of him getting out of his car to yell at a Dairy Queen worker who did not bring him the meal he ordered started circulating amongst wrestling fans, turning him into a {{memetc badass}}.
[[/folder]]

[[folder:Radio]]
* Mr. Gently Benevolent in ''Radio/BleakExpectations'' epitomises and parodies this trope whilst being AmbiguouslyGay.
[[/folder]]

[[folder:Tabletop Games]]
* ''TabletopGame/{{Warhammer 40000}}''
** [[ Fulgrim]], following his FaceHeelTurn, starts wearing make-up and perfumes and increasingly lurid clothing. Subverted in that he's still a PhysicalGod: the effect is less sissy and more insane.
** A lot of Slaanesh's male servants fall under this trope, even the eight-foot-tall [[SuperSoldier Space Marines]] and [[TheHorde Warriors of Chaos]]. Androgynous, fond of garish colors, silks, and perfumes... and [[AxCrazy utterly lethal]].
[[/folder]]

[[folder:Theater]]
* King Herod is often portrayed this way in ''JesusChristSuperstar''.
* Farquaad is played up as this in ''{{Shrek}}: TheMusical''.
* Depending on the actor, Herbert in ''TanzDerVampire''. He's ''definitely'' at least bisexual, and ''is'' a vampire, but with time the show as a whole has been presenting him more and more sympathetically. (Some productions even hint that he'd be a better partner for the hero than the damsel-in-distress the hero's trying to rescue!)
* Don Dorcha from ''[[Film/LordOfTheDance1997 Lord Of The Dance]] is a subversion. You'd expect a villain who only expresses himself through dance to have at least a shade of sissy, but Don Dorcha and his army are never anything less than foreboding and menacing.
[[/folder]]

[[folder:Video Games]]
* ''VideoGame/StreetFighterII'': [[PsychoForHire Vega]] [[TheFightingNarcissist is obsessed with his looks]], which is why he wears a ceramic mask to protect his face when he fights. He's also effeminate regards anything he deems "ugly" with contempt. Most of all, [[EffeminateMisogynisticGuy he hates women.]] At least, ''he did'', until Creator/{{Capcom}} decided to change his image a bit to dispel [[{{Fanon}} the rumors that Vega was gay.]] Nowadays, he regards Chun Li as his equal, in terms of beauty, and acknowledges Cammy's beauty as well.
* ''Franchise/FinalFantasy''
** ''VideoGame/FinalFantasyVI''. Kefka may seem like one of these at first, but it soon becomes apparent that he is [[MonsterClown much,]] [[OmnicidalManiac much]] worse.
** ''VideoGame/FinalFantasyIX''. [[ViewerGenderConfusion GOOD GOD]], KUJA. So much so he's the page image on ViewerGenderConfusion! Taken UpToEleven in ''{{Dissidia}}'', where his main form of offense is ''slapping people in the face with giant balls.''
** ''VideoGame/FinalFantasyXI''. [[spoiler:[[AristocratsAreEvil Kam'lanaut]] is more than just a little fey and more than just a little evil.]]
** The omnipresence of this trope led to people speculating that [[CampGay Mayakov]] from ''VideoGame/FinalFantasyXI: Wings of the Goddess'' was going to turn out to be working with the villains. In the end, [[spoiler:[[AvertedTrope he wasn't]]!]]
* Genesis from ''CrisisCore''. Flamboyant hand gestures? Check. Campy {{Bishounen}} appearance? Check. [[MostAnnoyingSound Endless recital of pretentious poetry]]? ''Oh yeah''.
* And then the lovely people over at Square gave us ''KingdomHearts'', and the BigBad of ''VideoGame/KingdomHeartsChainOfMemories'', Marluxia. This is a [[{{Bishonen}} MAN]] (better get that straight right away) who's looks would put [[WhiteHairBlackHeart Sephiroth]] to shame. He has long, [[HairColours pink hair]], his WeaponOfChoice is a Pink SinisterScythe, and his unique villainous ability is [[WhatKindOfLamePowerIsHeartAnyway FLOWERS]]. CherryBlossoms none the less... (The manga took this power one step further and had Marluxia scatter sakura petals with every move he made.) That, in Japanese mythology, cherry blossoms represents death, and in western mythology the scythe is the signature tool of the GrimReaper, so it might not be so strange that Marluxia, despite all the aforementioned sissyness, still manages to retain most of his manliness. WordOfGod is that Marluxia really ''was'' originally going to be a woman, but seeing as how he and [[TheSmurfettePrinciple Larxene]] [[spoiler:were planning to betray the rest of Organization XIII]], they felt that there would be UnfortunateImplications if both characters were female while the rest of the Organization was male.
* [[KingOfFighters Ash Crimson]] easily falls under this trope with his flamboyant personality, flirtatious nature towards the male characters and his feminine looks. Well, at least until his [[spoiler:HeelFaceTurn]] in King of Fighters XIII.
* One of the generals in ''DynastyWarriors 6'' matches this trope perfectly. He belonged to the mostly-evil Wei Kingdom, fought wearing a skirt and makeup, was obsessed with beauty, and in the Sima Yi ending, he's the first to join Sima Yi in backstabbing the WellIntentionedExtremist, Cao Cao. That general's name? Zhang He.
* ''VideoGame/ResidentEvil''
** ''VideoGame/ResidentEvilCodeVeronica''. Alfred. Ashford. Granted, his compulsion to dress up in women's clothing is due to a [[Film/{{Psycho}} Norman Bates-esque]] desire to emulate his [[spoiler:sister]], but he's still prancing around in a dress and giggling.
** Salazar in ''VideoGame/ResidentEvil4'', who's a wrinkly, [[YoungerThanTheyLook 20-year-old]] giggling midget dressed like Napoleon. In stark contrast to his CoDragons Mendez and Krauser, he also shows zero signs of any badassery and at one point even runs off crying after getting his hand stabbed; he only even becomes a boss fight by virtue of letting himself get absorbed into giant Plagas blob and [[OneWingedAngel transforming into a tentacle monster]].
** Morpheus Duvall of ''VideoGame/ResidentEvilDeadAim''. Yeah, it's a guy. Even harder to tell when his transformation has breasts and built in high heels. He's also totally vain and obsessed with his own beauty.
* ''Franchise/MetalGear''
** DepravedBisexual Vamp combines knife fighting, knife throwing, and ''flamenco-dancing'' into his own personal combat form. And he's a subversion; it ''works'' so well that he only seems feminine in hindsight, not ''as'' he's slaughtering a team of Navy SEALS or going one on one with a cyborg ninja. Oddly, this stops short in one instance; you'd expect anyone who sees him get up, swishing around the whole time, after being ''shot in the head'' to be more terrified of his regeneration than mocking of his body language, but this only happens when the people around him are either glad he's back or already know what will happen.
** And then there's [[MadBomber Fatman]] from the same QuirkyMinibossSquad, who has [[http://i33.tinypic.com/309o7l2.png lovely taste in nail polish.]]
* [[DepravedHomosexual Isaac]] from ''VideoGame/CastlevaniaCurseOfDarkness'', who wears an extremely skimply outfit, acts incredibly effeminate and alternates between flirting with the main characters and [[PsychoForHire gleefully attempting to gruesomely murder them]].
* Valtome from ''[[VideoGame/FireEmblemTellius Fire Emblem: Radiant Dawn]]'', anyone? Or is he just androgynous and prone to creepy giggles?
* The BigBad from ''VideoGame/NoOneLivesForever 2''. Although like the many outrageous stereotypes, he is PlayedForLaughs.
* General Lionwhyte from ''VideoGame/BrutalLegend''. His hair is so fabulous, he can actually use it to fly! Also a nicely done shot/shoutout to all hair metal everywhere. It's easy to forget Dragonforce doesn't really fly around on the backs of dragons because they have such FAAAABULOUS hair.
* Emperor Dondora, the BigBad of ''Holy Umbrella'' definitely qualifies. The fact that the eyes of his chest mouth resemble breasts only leads to further ViewerGenderConfusion. Incidentally [[spoiler: during the short time he's in your party, his attacks are [[RealMenWearPink ridiculously powerful.]]]]
* The Marquis du Singe from ''TalesOfMonkeyIsland'', a fey and foppish MadScientist with an outrageous French accent.
* Toyed with a bit in ''VagrantStory''. Sydney seems like a pretty standard twinky Squaresoft villain at first, questionable outfit and everything. It turns out [[spoiler: he's not a villain. And he's really, really badass]]. Though he ''does'' briefly put his hand on Ashley's knee during the Atrium scene.
* Father Balder in ''VideoGame/{{Bayonetta}}''.
* Vyers from ''VideoGame/{{Disgaea|HourOfDarkness}}''. A narcissistic, aristocratic demon with a flamboyant attitude and a french accent. True, none of the rest of the cast take him seriously, but he is at least a Midboss. [[spoiler:It's an act, though. He's applying ObfuscatingStupidity from the moment you first see him, and his true identity is a reincarnation of King Kirchevskoy a.k.a. ''Laharl's father''.]]
* Razer in ''JakAndDaxter''.
* Cumore from ''VideoGame/TalesOfVesperia'', [[CampGay Dist]] in ''VideoGame/TalesOfTheAbyss'', and [[BigBad Yggdrasil]] in ''VideoGame/TalesOfSymphonia''. To be fair, though, that last one is a ''lot'' more effective than most of the bad guys mentioned here, in no small part due to his {{Magnificent Bastard}}ry and an EvilPlan that [[XanatosGambit benefits him regardless of its outcome.]] as well as his eventual crossing of a pretty big MoralEventHorizon, [[FashionVictimVillain even with his 80's disco suit]].
* ''VisualNovel/TogainuNoChi'': Arbitro swishes about in a feather boa, has a cleanliness fetish, collects statues of pretty boys....
* ''VideoGame/SuperPaperMario'''s [[TheCaligula King Croacus IV]] is a gigantic, sentient rose wearing makeup, and constantly talks about "beauuuuuuuty!" and has some sort of VerbalTic about saying "oooooooo-weeeeeee-oooooooo!" He's also responsible for kidnapping a race of cavemen and enslaving them to work in his mines, digging up more jewels to add to his palace. [[spoiler: He was actually driven insane after drinking water polluted by said cavemen in an {{Anvilicious}} GreenAesop. Still, being driven crazy for some reason makes everything justifiable.]]
* Cecile Newcastle in ''VideoGame/WinBack''.
* Lord Ghirahim from ''VideoGame/TheLegendOfZeldaSkywardSword''. His heart is full of rainbows! Also, he wears skintight clothing that only barely censors his nipples, he seems to be wearing white lipstick, and he enjoys approaching Link in molestacular poses. However, he has serious MoodSwinger tendencies, he's a demon (lord) with a blade, and the overall effect is less "sissy" and more "completely balls-out bonkers."
* Sergei from ''VideoGame/AsurasWrath''. Effeminate looking, crazy, constantly relaying about the beauty of things, dresses like a drag queen, and has SteveBlum doing his best evil [[GurrenLagann Leeron]] voice.
* Yoshiaki and Sorin in ''VideoGame/SengokuBasara.''
* Lord Zur from ''VideoGame/GuardianHeroes''.
* Shadow Kanji in ''VideoGame/{{Persona 4}}'' decides to reflect Kanji's insecurity about his [[RealMenWearPink girly hobbies]] (and possibly his being AmbiguouslyGay) by dressing in nothing but a bath towel and acting as CampGay as possible. And let's not even get into when he transforms...
* Evil from ''VideoGame/CustomRobo''.
* Charles from PennyArcadeAdventures, lampshaded mercilessly: ''SISSY BOSS FIGHT!''
* Jin Kisaragi from ''VideoGame/{{Blazblue}}''. He wears tights, he's very pretty, and he does a HairFlip as one of his win animations. He's also AmbiguouslyGay for his big brother Ragna. [[PsychopathicManchild He also wants to kill him]]. Jin is weird like that.
* [[spoiler: Princess Kenny]] from ''VideoGame/SouthParkTheStickOfTruth''. The fact that the FinalBoss is [[spoiler: a 10-year-old boy [[WholesomeCrossdresser dressed up as a pretty princess]]]] only adds to the game's intentional weirdness.
[[/folder]]

[[folder:Visual Novels]]
* Miguel Kurashiki in ''RoseGunsDays'' fits the trope to a T, with a strong emphasis on the [[EffeminateMisogynisticGuy mysogynistic]] part. He also has a close relationship and plenty of HoYay moments with his boss Caleb. Season 2 gives him a good deal of CharacterDevelopment though.
* Arbitro in ''VisualNovels/TogainuNoChi''
* From ''Franchise/AceAttorney'':
** Richard Wellington is a mean of wealth, taste and art. He himself is a great [[spoiler:con]] artist. Oh, and [[AlwaysMurder a murderer, of course.]]
** Subverted with Louis Armstrong. He's sissy alright, but not evil, just in desperate need of money.
** [[spoiler:Kristoph Gavin]] pays a lot of attention to his look. That doesn't stop him from being downright terrifying.
** FINALLY, Florent L'Belle would LIKE to point out that the only VILLAINS here are those UNABLE to comprehend his MAGNIFICENT beauty.
[[/folder]]

[[folder:Web Comics]]
* Keith Feddyg from ''{{Fans}}!'', a minor villain from [[BreatherEpisode Book 4]] and BigBad of book 6, probably the most blatant example of a DepravedBisexual in T's comics, his first arc centering on a sex cult he created.
* Gerald, one of Nanase's ex-boyfriends from ''Webcomic/ElGoonishShive'' is all over the place on this trope (though he's more of a Sissy {{Jerkass}} than an outright villain.) He's very muscular (in fact, he's downright massive in one flashback,) but he wears androgynous goth clothing with eye shadow and lipstick. However, it's quickly revealed that he does this deliberately to get people to give him hell for it so he can pick fights with them. And when he first shows up, the people he's antagonizing are three girls (including Nanase) and an [[{{Bishounen}} androgynous-looking guy.]]
[[/folder]]

[[folder:Web Original]]
* ''WebVideo/YuGiOhTheAbridgedSeries''
** Bakura and Marik, who are [[DepravedHomosexual gay]] and in the TransparentCloset, respectively.
** Also Pegasus, who is CampStraight only because we know he had a wife.
--> '''Marik:''' Foolish fools! There are no women in ''Yu-Gi-Oh!'' There are only extremely girly men. ''And I am the most girly of them all!''
--> '''Pegasus:''' Keep ''telling'' yourself that.
* This seems to be a common theme on WebVideo/ThatGuyWithTheGlasses
** WebVideo/TheNostalgiaCritic also averted the UnfortunateImplications. He's weak, assholish, completely and irreparably fucked up and frequently ScreamsLikeALittleGirl, as well as preferring toppy ActionGirl women so much that {{Chickification}} is [[HairTriggerTemper one of his many]] BerserkButton triggers, but his less-than-masculine aspects are just part of who he is. A bit of a subversion since he's really a [[JerkWithAHeartOfGold good guy at heart]] and depending on your perspective is either an AntiHero or AntiVillain.
** WebVideo/AskThatGuyWithTheGlasses, who couples the villainy with being a complete slut. Attempts to come across as WickedCultured but once you see through the facade, you realize hs's this, especially in episodes 61-62 where he has JerkassWoobie moments.
** BennettTheSage has moments of this even though he tries to hide it with TestosteronePoisoning.
** WebVideo/TheCinemaSnob has moments of this, overlapping with WickedCultured as he's a parody of TrueArtIsAngsty critics.
* {{TOME}} Has the shapeshifter playing Actor Ravenfreak who generall looks more like a guy stole a female character's gear and it was too small.
* The Blue Laser Commander in the CheatCommandos [[ShowWithinAShow section]] of HomestarRunner has a high-pitched, screechy voice. And though he his terrorist organization has many plots for world domination, for whatever reason, between the Commandos and their own ineptitude, few are ever actually seen.
* ''[[WebVideo/DeathNoteTheAbridgedSeriesKpts4tv Death Note: The Abridged Series (Kpts4tv)]]'': in which Light Yagami's TransparentCloset is a RunningGag, Mello plays up the EvilBrit {{Gayngster}} angle and is frequently mistaken for Music/LadyGaga, [[FlamingDevil Ryuk]] who pretty much [[MemeticMolester goes after]] AnythingThatMoves and is rather fond of watching ''DancingWithTheStars'', and also [[spoiler: Souichiro]] who [[RonTheDeathEater becomes a villain in this series]] and [[CreepyCrossdresser on occasion cosplays]] as Manga/SailorMoon.
[[/folder]]

[[folder:Western Animation]]
* The Chief Blue Meanie in WesternAnimation/YellowSubmarine.
* ''StarWarsTheCloneWars'' has Jabba the Hutt's uncle, Ziro, whose voice was allegedly based on Truman Capote's.
* Stewie Griffin from ''WesternAnimation/FamilyGuy'', especially in the earlier seasons. Not surprising, since he's a largely a {{parody}} of various villain tropes.
* {{Satan}} is done this way so often it's now [[FlamingDevil a trope of its own]].
** Him from ''WesternAnimation/ThePowerpuffGirls''.
** The Red Guy from ''WesternAnimation/CowAndChicken''. They're almost identical: swishy gay depictions of Satan. They met once in a commercial to hit on JohnnyBravo and plan to take over Creator/CartoonNetwork.
** The Robot Devil from ''WesternAnimation/{{Futurama}}''.
** ''WesternAnimation/SouthPark'' -- except for the fact that ''South Park'''s {{Satan}} is more of a ManlyGay AntiVillain...
* Jack Spicer in ''WesternAnimation/XiaolinShowdown''. Frequently screams like a girl, to. Is even called a sissy in one episode, and accidently declares himself Queen of The Black Vipers, prompting looks from everyone.
* LexLuthor's pet iguana Ignatius from ''WesternAnimation/KryptoTheSuperdog'', even though he had a crush on a female iguana in one episode.
* Senor Senior, Junior is the ''WesternAnimation/KimPossible'' variant of this, [[CampStraight as metrosexual as it gets]], overly concerned with hair care products, boy bands and far more [[TheDandy interested in looking good]] than doing bad.
* Professor Hinkle from ''FrostyTheSnowman''.
* In one episode of ''WesternAnimation/TheGrimAdventuresOfBillyAndMandy'', Endsville is plagued by a nasalmancer, a wizard who practices nose magic. ("It's not a very popular school of wizardry," says Grim.) The guy wears wizard robes that look like dresses and usually uses his skills to sell women's cosmetics.
* Necron from ''WesternAnimation/FireAndIce'', he may look like a sissy but he has the ability to give {{Curb Stomp Battle}}s to anyone foolish enough to attack him.
* Ard in the "Den" vignette of ''WesternAnimation/HeavyMetal'': (singsong voice) "No-orl!"
* From ''WesternAnimation/HeManAndTheMastersOfTheUniverse1983'': Skeletor.
* ''Franchise/{{Transformers}}''
** Starscream moves up and down a Sliding Scale of Girlishness and Childishness depending on the series and translation, but is consistently [[strike: feminine]] bitchy. [[ShesAManInJapan Some have mistakenly made him a girl]], [[WesternAnimation/TransformersAnimated some]] [[OppositeSexClone have given him a female clone]], some have made him an outright giggling fool and some have even made him a somewhat serious air commander... with a childish attitude and a girlfriend to complain to about how his lord and master mistreats him. Expect every incarnation to be a narrow-waisted, whiny, flighty asshole prone to [[TheStarscream backstabbing]] his lord and master for insults and ambition.
** WesternAnimation/TransformersPrime gives us Knock Out, a metrosexual Decepticon who puts great concern with his vehicle form. WatchThePaintJob. Seriously, [[BerserkButton don't scratch his paint job,]] [[ThisIsADrill he has a giant drill.]]
-->'''Knock Out''': I like the way I look in steel-belted radials.
-->'''Knock Out''': I'm not only an automobile, I'm also an automobile enthusiast.
* ''GIJoe''
** Cobra Commander, often described as a "faceless effeminate screechy man." Where other villains go into rages, Cobra Commander throws ''hissy fits''. His threat level seems to be based on how deep his voice is.
** The original Cobra Commander and the original Starscream were voiced by the same actor, Chris Latta. CC and Screamer obviously partnered in ''GIJoe[=/=]{{Transformers}}'' crossovers, comic and cartoon. Chris Latta himself was a bit bitchy and ended up being fired for all the trouble he caused the studio.
* The [[WickedWeasel Creeper]] from ''WesternAnimation/{{Animalia}}''. It's that super-lispy voice of his.
* Subverted in ''TheMagicSchoolBus'' where there is a fey British scientist, who runs a place called herp haven that seems to want to do in the iguanana Lizz and prances around a bit. [[spoiler: However, it turns out he's a good guy who runs a habitat for reptiles and was just trying to adjust Lizz's habitat.]]
* Parodied by the Scoutmaster, played (in-universe, obviously) by Paul Lynde, a villain from the [[DeconstructiveParody campy]] [[Series/{{Batman}} 1960s version]] of the ShowWithinAShow ''Radioactive Man'' from ''WesternAnimation/TheSimpsons''.
* ''WesternAnimation/TheVentureBrothers''
** The Wild Fop appears to be a member of the Guild of Calamitous Intent, in spite of his demonstrated "inappropriate behavior".
** The Monarch is a minor example, being a very skinny, flamboyant LargeHam and having a butterfly theme as his schtick (complete with wings on his uniform and the uniforms of his henchmen.) It's somewhat lessened though by the fact that he has a girlfriend...[[CrossdressingVoices with a very deep, manly voice.]]
* [[MadGod Discord]] from ''WesternAnimation/MyLittlePonyFriendshipIsMagic'' is not above jumping around and skating on soap like a ballet dancer.
* Roger from ''WesternAnimation/AmericanDad'' is this trope. While not consistently villianous, he can frequently be found at the root of problems for the main characters, seeming to enjoy stirring up trouble, and other peoples' misery.
* The ''WesternAnimation/{{Futurama}}'' episode "Raging Bender" has Bender become a pro wrestler, though after his popularity dies down, he's forced to become a crossdressing sissy heel called the Gender Bender.
* Played with a couple of times on ''WesternAnimation/DextersLaboratory'':
** In the episode "Jeepers Creepers Where Is Peepers", blatant anime parody villain Hookocho is an evil [[GalacticConqueror alien warlord]] that Dexter fights to save Dee-Dee's imaginary world.
** In one unfairly-maligned episode of "Dial M for Monkey", the [[ComicBook/SilverSurfer Silver Spooner]] is an effeminate expy, who is ultimately defeated by [[spoiler: distracting him with a claim that Judy Garland is present, allowing Monkey to hit him over the head with his own spoon]].
* Downplayed by Ares in the DCAnimatedUniverse. Although he's very much a PrettyBoy, he's all about war, weapons, and destruction.
* Lil' Gideon of ''WesternAnimation/GravityFalls''. He dresses very finely, obsessed with keeping his pompadour set (When considering ways to attack the Pines family, he dismisses summoning a rain of blood as it might mess up his hair), and is generally a wimp when he doesn't have the advantage. Mabel even considered him like a little sister she can do girly stuff with, like makeovers, at least before he outed himself to be evil.
[[/folder]]

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