Effeminate Misogynistic Guy

Conforming neither to tradition nor to modern taboos against overt misogyny, this guy's odd combination of feminine style and contempt for women puts him into an especially unusual position. Maybe he was too girly to get a girlfriend in high school. Maybe he's just jealous that women wouldn't be considered as strange for the same mannerisms as him, perhaps wishing he were female instead as a result. Whatever the reason, he hates women while simultaneously acting in ways that are stereotypically associated with them.

Such a character will often represent an intersection of Politically-Incorrect Villain and Sissy Villain, partly since modern culture considers women diverging from gender norms more acceptable than men doing so at this point. However, some portrayals may nevertheless be more sympathetic and make him an intersection of Noble Bigot and Real Men Wear Pink.

Compare/contrast with Female Misogynist, (as a subset of Boomerang Bigot) whom have a similar issue, but the hypocrisy is not as direct; an effeminate misogynistic guy could instead have stereotypes about women that run opposite to those of the settings in which he's presented.

Anime And Manga

 * Yurimaru from Ninja Scroll seems pretty contemptous of women. He is gay, but also very effeminate.
 * From the Lupin series:
 * Herr Mafroditte, from The Pursuit of Harimao's Treasure, was basically a narcissistic gay Nazi. When Fujiko touches him, he's visibly repulsed by it and tells her not to touch him because he hates women.
 * There's also Sadachiyo 'the Scorpion', from The Secret of Twilight Gemini, an effeminate Camp Gay assassin with long black hair, nail polish, and makeup. Lupin even referred to him as, "that sissy assassin". Sadachiyo also has neither respect or patience for women, as seen in his treatment of Lara. And again when he confronts and, later, tortures Fujiko.
 * Yuda from Fist of the North Star could count as a valid example: He's extremely effeminate and treats his harem as dolls.
 * Deak Slathky from Black Cat is a woman-hating Serial Killer. He's also one of the most Bishonen characters in the cast, to the point of Viewer Gender Confusion.
 * Jakotsu from Inuyasha dresses like a woman, has a female voice actor on both sides of the Pacific, is Camp Gay, and is contemptuous of his female opponents.
 * Red Ribbon's General Blue (all but implied to be gay) in Dragon Ball.
 * Akito from Fruits Basket comes across this way, until it is revealed that
 * Oscar, the very pretty and effeminate assistant to Inspector Zenigata in Lupin III: The Woman Called Fujiko Mine, who's filled to the brim with the vitriolic hatred towards at least Fujiko, and, maybe, women in general.

Fan Works

 * Freeza in Dragon Ball Insanity School is portrayed as one. As he stated, he "Hates every female life form, except for himself". He's also Camp Gay.
 * Yu-Gi-Oh the Abridged Series's Marik loudly proclaims himself the most effeminate guy around, and generally disdains women. Of course, given the women's characterization...

Films

 * Pavi Largo from Repo! The Genetic Opera is a woman-hating (implied) rapist, but he wears the face of a woman he killed and is generally effeminate.
 * Chi Fu from Mulan would be a milder example; he is a Non-Action Guy known for his Girly Scream, yet when told Mulan is a hero he simply says "tis a woman, she'll never be worth anything." Granted, there is some room for interpreting this as something he doesn't quite mean, and more so says out of contempt for Mulan as an individual, but still...
 * Buffalo Bill in both the film and novel of Silence of the Lambs. It's carefully established that he isn't a "true" transsexual, and several gender reassignment centres have turned him away; rather, he's obsessed with his dead mother and suffering from a vicious case of I Just Want to Be You. On the other hand, he's a large, gruff man who has to "put on" an effeminate guise, which doesn't come at all naturally to him.
 * Lane, the teen who spearheads the cover-up of John killing his girlfriend in Rivers Edge, has a hint of this.

Literature

 * The Countess in book/movie Even Cowgirls Get the Blues.
 * Buffalo Bill from Silence of the Lambs; see Film above.

Live Action TV

 * Lionel Trane (a gay, activist teen) from United States of Tara was so misogynistic that he made other, more mature and secure gay characters uncomfortable.
 * A possible interpretation of Michel from Gilmore Girls.
 * Jack from Will and Grace DID occasionally have elements of this, but it varied from episode to episode due to Rule of Funny.

Video Games

 * Street Fighter II has Vega, a narcissistic effeminate matador who seemingly regards women with contempt and disdain. He wears purple eyeliner, nail polish, and what appears to be lip gloss. In the dubs, he tends to speak in a soft somewhat feminine tone. For years, gamers thought Vega was a misogynistic gay guy, until Capcom stepped forward and stated Vega was not gay, but a narcissist. They even had him take an interest in Cammy's beauty in Alpha (so to speak) as a way of showing this.
 * In the Animated Movie, Vega became jealous when Bison appeared to take an interest in Chun Li's "talents." And, when tasked with eliminating her, Vega's method was sadistic; delighting in Chun Li's suffering until she fought back and stepped on his face.
 * Similarly, in the comics Vega gets pissed when Ken's fiancée Eliza, normally a Nice Girl, gets upset at him and gives him a hard slap to the face. If not for Ken being there, the girl would've been torn to shreds.
 * In Street Fighter IV Vega seems to have set down for being a little less violent, but more condescending. A good example is his rival intro with Chun-Li.
 * Persona 4 presents Kanji's Shadow this way, a guy initially clad only in a fundoshi (who later transforms into a muscle-bound titan with a head of roses wielding Mars symbols as weapons) who speaks with an obvious "gay accent." He tells Kanji that he hates girls, because they always gossip and taunt him about his feminine interests, and then says he finds comfort in men. As the Shadow is supposed to be everything the individual hates about themselves, Kanji does not take this monologue kindly.

Web Original

 * HIM, from We Are the Strange, is a pink guy who is shown in the intro abusing a blue girl, while expressing the above quoted philosophy.
 * Played with by The Nostalgia Critic. Vain, subby and girly, he's a feminist who nevertheless likes to occasionally poke female tempers so he can get dommed or at least slapped around.

Real Life

 * Since gender norms change over time, this is somewhat common when looking at historical cultures through modern eyes. Powdered wigs and stockings seem quite feminine now, but historically most of the men who wore them would be insulted at being compared to an "inferior vessel."
 * Of course those were men who also considered it unmanly to duck when under fire or to be sedated when undergoing amputation.