Both Arthur and Shalott of Air Gear. 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 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.
Rosiel from Angel Sanctuary 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.
Arron and Gurran Schmittel from Armored Trooper VOTOMS 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.
Szayelaporro Granz. He has effeminate looks, 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. Szayelaporro's release involves him sword-swallowing his zanpakto, at which point he bloats up to massive proportions. His released state looks like he's wearing a dress made of tentacles.
Luppi as well. With his girlish looks and sleeves that cover his hands. He's Camp Straight in that while he's flamboyant he still flirts with Rangiku right before trying to kill her.
Charlotte Cuulhorne, who has flowing purple hair and whose outfit resembles a tutu.
Buso Renkin: Koushaku Chouno (a.k.a. Papillon) is of ambiguous sexuality, and uses many effeminate mannerisums. He also wears flamboyant outfits (ranging from an ice dancer's outfit to nothing but Speedos), sports a distinctive butterfly mask, and has a lot of Foe Romance Subtext with Stock Shōnen Hero Kazuki.
General Blue of the Red Ribbon Army is a ruthless, homicidal goose-stepper who is irked with having to dive into grimy-looking water, is disgusted by Bulma's advances on him, and freaks out when he sees a rat passing by, which ends up saving Goku and his friends' lives as this freakout causes him to lose focus of his paralysis technique and release Goku from it.
Frieza is a petite, painstakingly polite alien with a color scheme of pink, purple, and white who happens to be a sadistic, sociopathicGalactic Conqueror. He is voiced by a woman with a raspy old lady voice in the English dubnote Specifically the Funimation and Ocean dubs with Linda Young and Pauline Newstone respectively and complains about not wanting to break his nails during his fight with Goku. However, in the original Japanese he has adeep voice and a masculine way of speaking. Frieza's newest VA, Chris Ayres, has a raspy, high-pitched though still noticeably masculine voice similar to the voice LittleKuriboh gives him.
Zarbon (at least until he changes into his final form), particularly in the redub, in which his voice sounds like a cross between King Cold and Caroni.
Kazkis Proxy of Ergo Proxy is a Bishōnen angelic-looking guy who likes to drink wine and initially comes across as a little too friendly to the hero, Vincent.
Hiromi Kisiragi of Eyeshield 21 is cornerback for the Hakushuu Dinosaurs, Co-Dragons to Manipulative Bastard Marco alongside Gaou, and an incredibly cruel player who tries his best to dislocate the arms of receivers. He's also a mincing pretty-boy with a massive mancrush on Gaou and the belief that 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 Psycho Supporter he is today by Marco.
Yuda from Fist of the North Star. While his large harem seems to imply that he's straight, 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 "manliest" Manga/anime series, the master of Red Crane Nanto is obviously depicted as everything a proud warrior should not be. Moreover, he weirdly shows his "admiration" for Rei and uses very heavy makeup, but he's still a fighter, so he's quite muscular, as with anyone else in the manga besides casual oppressed peasants/children.
Fullmetal Alchemist (2003): Envy has an extremely androgynous appearance, coupled with an effeminate outfit and whiny voice. However, he is a ruthless, murderous nutcase who goes out of his way to cause as much suffering as he can. This is exclusive to the 2003 anime — in the original Fullmetal Alchemist and its anime adaptation Brotherhood, Envy is genderless rather than male.
M'Quve of Mobile Suit Gundam is a male Rich Bitch 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 utterly loyal to his lady, KyciliaZabi.
From Mereum's Royal Guard, there's Shiapouf. There's no Viewer Gender Confusion like there is with Pitou, but his personality is much feyer and more dramatic, on top of being a butterfly-humanoid chimera ant.
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 very cool sword. Jakotsu was originally going to be a woman, but the author changed it because she disliked the idea of human womangetting 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 One-Winged Angel form.
Naraku 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 InuYasha.
Jaibo and to some extent Raizou from Lychee Light Club. Both are overtly gay with girlish looks and clearly crazy but Jaibo takes it to a whole new level of sadism. From disemboweling teachers to planning to kill virtually everyone so that Zera will be his forever there is nothing Jaibo will not do.
Prince Eccentro from Mon Colle Knights fits the trope perfectly. His Japanese counterpart, Count Collection, actually is gay.
Johan Liebert, the titular Monster. 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.
Yuki Michio, the Big Bad from Osamu Tezuka's classic thriller MW. Not only was he a crossdresser, he was also openly bisexual.
Orochimaru first appears disguised as a woman, 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 his obsession with young Uchiha men and the giant purple 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 Real Men Wear Pink. 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.
Mr. 2 Bon Kurei, although he partially reforms by the end of the Alabasta arc. He's even become a close ally of Luffy, even making (another) Heroic Sacrifice.
Ironically enough, Mr. 3 might be a straighter (no pun intended) example. Where Mr. 2 is Large and in Charge and demonstrated Villainous Valoreven before he started helping the Strawhats outright, Mr. 3 is a scrawny Smug Snake who constantly preens over his own intellect, disdains "physical" crime, speaks in a ridiculously high-pitched, whiny tone, and proves to be a Dirty Coward who folds in one hit when his plans fall apart. Oh, and his main form of combat involves shooting globs of white fluidnote It's candle wax. at people.
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 lost the villain aspect and Took a Level in Badass, anyway. Now he's just highly fashionable and only kinda rude.
Suzu from the Peacemaker Kurogane manga becomes this, after going mad. He starts wearing nail polish and makeup, has the best fashion sense of all the characters, has flamboyant mannerisms and prissiness, giggles creepily, and has an extremely effeminate appearance. Oh, and he has a great fondness for exotic cats and an obsession towards Tetsunosuke.
Lussuria is blatantly Manly Gay, 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 take Ryohei home with him and make him a part of his 'collection'.
Mukuro was this before his ambiguous Heel–Face Turn. The guy picked Kokuyou Junior High because of how stylish the uniforms were. His sexuality is quite ambiguous as well, considering how much tension 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 Dude Looks Like a Lady appearance, long blue hair, tendency to walk around with his shirt open, and what appears to be blue eye shadow.
The Big Cheese from Samurai Pizza Cats pretty much embodies this trope, being a flamboyant, histrionic mouse (fox in the original Japanese) who dresses in drag and likes to dance. Somewhat justified in that the original version actually WAS gay and openly flirted with his subordinates. For obvious reasons, that particular aspect was not present in the American version.
Ukiyo of Samurai 7 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 Camp Straight version- the fact that he's often with his Paid Harem 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 women's clothing.
Ferid of Seraph of the End is a dangerous Depraved Bisexual vampire whom is described Word of God to be quite pretty with a obsession with cleanliness, keeps his long hair in a ponytail with a ribbon (he has several ribbons and says he wears them because they're cute) and postures a lot. Supplementary materials dictate that he has designed several of Mika's outfits. He even compares himself to a "delicate flower" in chapter 46 while joking that he needs his comrade Crowley to save him from a revenge fueled Yuu before flirting with Yuu when he calms down. His sissiness doesn't detract from his badassness though.
The God of the Wired/Masami Eiri in Serial Experiments Lain, in addition to a unisex name, has long hair and a slightly feminine face with a open shirt that reveals his chest, and during his first confrontation with the eponymous character, talks in feminine speech. A rare case of this actually making him more intimidating, especially hearing it in his deep, masculine voice.
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 Ambiguously Gay.
Two Speed Grapher villains qualify. Shirogane, the Rubber Man 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 Terrible Trio, who wears something that could pass for a Spy Catsuit with his Navel-Deep Neckline jacket unzipped half-way. Whether or not his feelings for his boss, Suitengu, run any deeper is ambiguous, but it was clearly stated he was supposed to "give off an atmosphere of having an Ambiguous Gender".
The previous page picture was of Cytomander from Tengen Toppa Gurren Lagann. Considering the protagonist's Super Robot is actually powered by 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, Camp Gay mecha lover and all-around genius Leeron.
Kano in Texhnolyze is effeminate and physically unimpressive, as well as a schizophrenic soplisist produced from generations of selective inbreeding.
Shuu Tsukiyama has over-the-top Camp mannerisms and a fabulous fashion sense and develops an obsession with Kaneki. He's also a very dangerous and infamous Ghoul known as "The Gourmet'' who's skilled in martial arts and very deadly when using his kagune, managing to fight Kaneki, Touka, and Nishiki all by himself. He also is very pretty in appearance and frequently admonishes comrade Chie for her unladylikeness.
Nico is a self proclaimed pursuer of beautiful people and considers an exposed spinal cord and ruining people's lives to be a wonderful thing. He also is Too Kinky to Torture and has a definite fondness for deranged and badass men especially Yamori. He is a mincing gay Okama who is associated with flowers and wears open shirts. In the 2016 calendar he was dressed in bondage and fishnets and was described as being equivalent to a girl with his effeminate qualities and crushes on men.
FurutaNimura is Camp Straight (though he does have the occasional moment with Kaneki) and in love with Rize, and many fans describe him as fabulous and fruity (it's a pun on his name). He certainly is conventionally sexy, with a gothic appearance, and dresses smartly while mincing around and posing in suggestive and comical fashions.
Tweeny Witches: Lennon is an androgynous boy in witch's clothing, speaks in a soft, high-pitched voice, and is so open about his feelings that he's unafraid to cry. His years on the Interdimensional Sea have left him ill and physically weak, the latter of which is said to be unmanly even after Eva cures him. His feminine presentation, along with his ruthless piracy and cynicism, makes him the opposite of the heroine Arusu, but he's portrayed sympathetically and the audience only learns his gender long after he stops being a villain.
Pegasus from the original anime is a Camp StraightPsychopathic Manchild 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 Snake Oil Salesman 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 Yu-Gi-Oh! GX. (Until his Heel–Face Turn anyway; after that, he was simply a sissy.) Note that his Ancient Gear Monsters were very masculine, it's just that he wasn't. Despite his gonkish appearance and sissy behavior, he's popular due to his Character Development from Sadist Teacher to Cool Teacher.
Yuri from Yu-Gi-Oh! ARC-V, and he stands out among the names listed above. While many of them have some humor potential and/or redeeming qualities that keeps them from being true monsters, Yuri has neither. He's a Sissy Villain who's a cruel sadist and dangerous threat.
The Big BadHakka in Zombie Loan will shamelessly hit on anything with a Y chromosome, gropes a male character's ass at one point, and even refers to himself as Michiru (aka the Singularity)'s mother.
◊! He certainly is "Everyone's favorite naughty coordinator".
