History Main / CreepyCrossDresser

22nd Nov '16 3:07:28 AM Morgenthaler
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* The ''VideoGame/SNKGalsFighters'' FightingGame has "Miss X", who is essentially the {{Badass}} Iori Yagami in a sailor uniform and a bandit's mask. Predictably, no one in the rest of the all-female cast falls for it, and all of them point it out immediately.

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* The ''VideoGame/SNKGalsFighters'' FightingGame has "Miss X", who is essentially the {{Badass}} badass Iori Yagami in a sailor uniform and a bandit's mask. Predictably, no one in the rest of the all-female cast falls for it, and all of them point it out immediately.
14th Nov '16 4:56:38 AM Katsuhagi
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* In ''LightNovel/KaraNoKyoukai'' Lio Shirazumi starts dressing and styling himself like Shiki and committing murders like this. The fact that he manages to look seriously creepy in a rather silly looking skirt says a ''lot''.
3rd Nov '16 3:20:25 PM N8han11
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* PlayedForLaughs in ''WesternAnimation/JimmyTwoShoes'', during a ZombieApocalypse. Jimmy sees Heloise about to consume what will turn her into a zombie; however, when she turns around, [[EyePop it's mose definitly not Heloise]].

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* PlayedForLaughs in ''WesternAnimation/JimmyTwoShoes'', during a ZombieApocalypse. Jimmy sees Heloise about to consume what will turn her into a zombie; however, when she turns around, [[EyePop it's mose definitly most definitely not Heloise]].
28th Sep '16 12:31:12 PM BGFU
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* Mettaton from ''VideoGame/UnderTale'' is a complicated mess. Originally he is a [[spoiler: ghost, which are supposed to be gender-less]], yet his house is "girlishy" pink. When in his casual robot form, he's always referred to as "he", but he performs his VillainSong in a dress. When in his [[spoiler:EX form]], he's still referred to as "he", but has some feminine characteristics to his design: most notably, slim legs that he adores. His body design also contains pink colour in great amounts (though that doesn't really matter, as most of the time we see that form, it's in battle mod, which is mostly black-and-white anyway).

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* Mettaton from ''VideoGame/UnderTale'' ''VideoGame/{{Undertale}}'' is a complicated mess. Originally he is a [[spoiler: ghost, which are supposed to be gender-less]], yet his house is "girlishy" pink. When in his casual robot form, he's always referred to as "he", but he performs his VillainSong in a dress. When in his [[spoiler:EX form]], he's still referred to as "he", but has some feminine characteristics to his design: most notably, slim legs that he adores. His body design also contains pink colour in great amounts (though that doesn't really matter, as most of the time we see that form, it's in battle mod, which is mostly black-and-white anyway).
28th Sep '16 12:27:11 PM BGFU
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* Mettaton from ''VideoGame/UnderTale'' is a complicated mess. Originally he is a [[spoiler: ghost, which are supposed to be gender-less]], yet his house is "girlishy" pink. When in his casual robot form, he's always referred to as "he", but he performs his VillainSong in a dress. When in his [[spoiler:EX form]], he's still referred to as "he", but has some feminine characteristics to his design: most notably, slim legs that he adores. His body design also contains pink colour in great amounts (though that doesn't really matter, as most of the time we see that form, it's in battle mod, which is mostly black-and-white anyway).
24th Sep '16 10:31:43 PM ryanasaurus0077
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* Even ''Franchise/PrettyCure'' got in on this, as [[Anime/HappinessChargePrettyCure Phantom, the Pretty Cure Hunter,]] went into battle as Cure Un-Lovely, a Cure Lovely lookalike dressed in [[RedAndBlackAndEvilAllOver red and black]], in one episode.
20th Sep '16 4:40:53 PM Mephistopheles
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* In ''Film/ThirtyOne'', Death-Head wears a tutu.
15th Sep '16 5:32:08 AM MadSpy
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:: Pretty much ''everybody else'' (yes, ''even the '''dolphin''''') is just as grossed out when Ace reveals it, in fact.

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:: ** Pretty much ''everybody else'' (yes, ''even the '''dolphin''''') is just as grossed out when Ace reveals it, in fact.
13th Sep '16 7:29:37 PM whereismytea
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* In ''Manga/Brave10'', one of the [[VillainOfTheWeek villains of the week]] Ishikawa Goemon turns out to be one. Since his whole family was targeted to be exterminated, he had to disguise himself as a girl. TokenEvilTeammate Kamanosuke has also used this to [[WoundedGazelleGambit trick people]] back when he was a bandit.
23rd Aug '16 5:29:30 AM Sinister_Sandwich
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*Dark Sun Gwyndolin from ''Videogame/DarkSouls'' was a male moon god born to a family of sun gods. As the moon is associated with femininity he was raised as a daughter and wears feminine clothing which makes it looks like he has breasts. The 'creepy' part comes from the fact he lurks in a hidden tomb and has ''tentacles for legs.''
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http://tvtropes.org/pmwiki/article_history.php?article=Main.CreepyCrossDresser