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A popular sub-genre of GenderBender comedy ([[CerebusSyndrome and increasingly, drama]]).

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A popular sub-genre SubGenre of GenderBender comedy ([[CerebusSyndrome and increasingly, drama]]).
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grammar & punctuation, fixed incorrectly placed example, marked one zero content example & corrected another, removed word cruft


* Amanda Bynes in ''Film/ShesTheMan'' (which is a SettingUpdate of ''Theatre/TwelfthNight'') infiltrates an all boy's soccer team to prove that girls can play soccer just as well.
** And two decades earlier, a girl infiltrates another high school's senior class as a boy to try to prove gender bias in her school's newspaper in ''Film/JustOneOfTheGuys.'' The fact that her name was Terry didn't hurt. The funny part is, she failed miserably -- turns out her writing to start with wasn't very good -- but the Theatre/TwelfthNight plot helped her to improve.
* ''Film/{{Yentl}}'' had this, as it was set during a time when women were not to become educated.
* Robin Williams as ''Film/MrsDoubtfire'' is another example, where a failed actor must pass as a woman to be hired as a nanny to tend to his own estranged children.
* ''Film/SomeLikeItHot'' is a classic example that has the two male protagonists forced into this trope to go incognito and lose the mobsters looking for them.

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* Amanda Bynes in In ''Film/ShesTheMan'' (which is a SettingUpdate of ''Theatre/TwelfthNight'') ''Theatre/TwelfthNight''), Creator/AmandaBynes' character infiltrates an all boy's boys soccer team to prove that girls can play soccer just as well.
** And two decades earlier, a * A girl infiltrates another high school's senior class as a boy to try to prove gender bias in her school's newspaper in ''Film/JustOneOfTheGuys.'' The fact that her name was is Terry didn't doesn't hurt. The funny part is, she failed fails miserably -- turns out her writing to start with wasn't very good to start with -- but the Theatre/TwelfthNight plot helped helps her to improve.
* %%* ''Film/{{Yentl}}'' had has this, as it was is set during a time when women were not to become educated.
* Robin Williams as ''Film/MrsDoubtfire'' is another example, ''Film/MrsDoubtfire'', where a failed actor must pass as a woman to be hired as a nanny to tend to his own estranged children.
* ''Film/SomeLikeItHot'' is a classic example that has the two male protagonists forced into this trope dress as women to go incognito and lose the mobsters looking for them.

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YMMV and fixing indentation/removing Natter


* Disney's ''WesternAnimation/{{Mulan}}''. This trope actually gave the family film some unexpected and refreshing [[ParentalBonus parental bonuses]].
** Although one does notice that the character is drawn differently when she pretends to be a man. Look at the movie poster where half of her face is reflected in a sword. Notice her nose and jaw.
** And apparently her eyebrows grew in no time.
** Notice that this is based on an old Chinese poem "Poem of Mulan", making it older than Shakespeare.

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* Disney's ''WesternAnimation/{{Mulan}}''. This trope actually gave the family film some unexpected and refreshing [[ParentalBonus parental bonuses]].
**
bonuses]]. Although one does notice that the character is drawn differently when she pretends to be a man. Look at the movie poster where half of her face is reflected in a sword. Notice her nose and jaw.
** And
jaw, and apparently her eyebrows grew in no time.
** Notice that this
time. This is also based on an old Chinese poem "Poem of Mulan", making it older than Shakespeare.



* The truly [[{{Squick}} squick-tacular]] Wayan Brothers film ''Film/WhiteChicks'' has two black male police officers masquerade as [[UncannyValley weirdly plastic-looking]] white valley-girls.

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* The truly [[{{Squick}} squick-tacular]] gross Wayan Brothers film ''Film/WhiteChicks'' has two black male police officers masquerade as [[UncannyValley weirdly plastic-looking]] plastic-looking white valley-girls.

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[[folder:Film]]
* The truly [[{{Squick}} squick-tacular]] Wayan Brothers film ''Film/WhiteChicks'' has two black male police officers masquerade as [[UncannyValley weirdly plastic-looking]] white valley-girls.
* Amanda Bynes in ''Film/ShesTheMan'' (which is a SettingUpdate of ''Theatre/TwelfthNight'') infiltrates an all boy's soccer team to prove that girls can play soccer just as well.
** And two decades earlier, a girl infiltrates another high school's senior class as a boy to try to prove gender bias in her school's newspaper in ''Film/JustOneOfTheGuys.'' The fact that her name was Terry didn't hurt. The funny part is, she failed miserably -- turns out her writing to start with wasn't very good -- but the Theatre/TwelfthNight plot helped her to improve.

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[[folder:Film]]
* The truly [[{{Squick}} squick-tacular]] Wayan Brothers film ''Film/WhiteChicks'' has two black male police officers masquerade as [[UncannyValley weirdly plastic-looking]] white valley-girls.
* Amanda Bynes in ''Film/ShesTheMan'' (which is a SettingUpdate of ''Theatre/TwelfthNight'') infiltrates an all boy's soccer team to prove that girls can play soccer just as well.
** And two decades earlier, a girl infiltrates another high school's senior class as a boy to try to prove gender bias in her school's newspaper in ''Film/JustOneOfTheGuys.'' The fact that her name was Terry didn't hurt. The funny part is, she failed miserably -- turns out her writing to start with wasn't very good -- but the Theatre/TwelfthNight plot helped her to improve.
[[folder:Film - Animated]]



* Dustin Hoffman in ''Film/{{Tootsie}}''.
* ''Film/{{Yentl}}'' had this, as it was set during a time when women were not to become educated.
* Robin Williams as ''Film/MrsDoubtfire'' is another example, where a failed actor must pass as a woman to be hired as a nanny to tend to his own estranged children.
* ''Film/SomeLikeItHot'' is a classic example that has the two male protagonists forced into this trope to go incognito and lose the mobsters looking for them.
* ''Film/NunsOnTheRun'': Two crooks steal loot from one set of gangsters, who stole it from another, and then there's the police to worry about as well. Their only chance of surviving is trying to pass unnoticed in a nunnery, which means becoming nuns. (The film later forces them to pose as nurses and air hostesses as well).


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[[folder:Film - Live-Action]]
* The truly [[{{Squick}} squick-tacular]] Wayan Brothers film ''Film/WhiteChicks'' has two black male police officers masquerade as [[UncannyValley weirdly plastic-looking]] white valley-girls.
* Amanda Bynes in ''Film/ShesTheMan'' (which is a SettingUpdate of ''Theatre/TwelfthNight'') infiltrates an all boy's soccer team to prove that girls can play soccer just as well.
** And two decades earlier, a girl infiltrates another high school's senior class as a boy to try to prove gender bias in her school's newspaper in ''Film/JustOneOfTheGuys.'' The fact that her name was Terry didn't hurt. The funny part is, she failed miserably -- turns out her writing to start with wasn't very good -- but the Theatre/TwelfthNight plot helped her to improve.
* ''Film/{{Yentl}}'' had this, as it was set during a time when women were not to become educated.
* Robin Williams as ''Film/MrsDoubtfire'' is another example, where a failed actor must pass as a woman to be hired as a nanny to tend to his own estranged children.
* ''Film/SomeLikeItHot'' is a classic example that has the two male protagonists forced into this trope to go incognito and lose the mobsters looking for them.
* ''Film/NunsOnTheRun'': Two crooks steal loot from one set of gangsters, who stole it from another, and then there's the police to worry about as well. Their only chance of surviving is trying to pass unnoticed in a nunnery, which means becoming nuns. (The film later forces them to pose as nurses and air hostesses as well).
[[/folder]]
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slight rewrite; changing clunky he/she to they, and removing a chained sinkhole that's already covered by Lady Land and No Womans Land


Our protagonist is a [[DifferentForGirls stranger trapped in a strange land]]. They need to infiltrate the social fabrics for [[MacGuffin one reason or another.]] Often, this reason is survival. Problem is, their true gender, if noticed, wouldn't allow them to blend in. Maybe they would be stuck in a ghetto or cage or breeding farm. Maybe they would be expelled. Maybe they would be killed... This could be because of a LadyLand or NoWomansLand.

But our protagonist does what he/she has to and becomes a WholesomeCrossdresser who will attempt to integrate himself/herself into the setting. How well, and for how long, is what drives the plot.

As a rule, the establishment is draconian and ironclad in its traditions, and is more often than not [[StrawFeminist militantly hateful]] [[StrawMisogynist towards the gender it excludes.]] Through his/her sensitivity, kindness and unique "outsider" perspective, our hero/heroine will (usually) challenge the preconceived and narrow perceptions of his/her fellow cast members...

...and with a little bit of luck, change the establishment into one of kindness and tolerance by the time his/her true gender is exposed.

Note if you're a Japanese-male character on this adventure, you'll more often than not fall victim to the GenderVocabularySlip, as Japanese is a language with ''very'' gender-specific pronouns for men and women to refer to themselves with.

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Our protagonist is a [[DifferentForGirls stranger trapped in a strange land]].land. They need to infiltrate the social fabrics for [[MacGuffin one reason or another.]] Often, this reason is survival. Problem is, their true gender, if noticed, wouldn't allow them to blend in. Maybe they would be stuck in a ghetto or cage or breeding farm. Maybe they would be expelled. Maybe they would be killed... This could be because of a LadyLand or NoWomansLand.

But our protagonist does what he/she has they have to and becomes a WholesomeCrossdresser who will attempt to integrate himself/herself themselves into the setting. How well, and for how long, is what drives the plot.

As a rule, the establishment is draconian and ironclad in its traditions, and is more often than not [[StrawFeminist militantly hateful]] [[StrawMisogynist hateful towards the gender it excludes.]] excludes. Through his/her their sensitivity, kindness and unique "outsider" perspective, our hero/heroine protagonist will (usually) challenge the preconceived and narrow perceptions of his/her their fellow cast members...

...and with a little bit of luck, change the establishment into one of kindness and tolerance by the time his/her their true gender is exposed.

Note if you're a Japanese-male Japanese character on this adventure, you'll more often than not fall victim to the GenderVocabularySlip, as Japanese is a language with ''very'' gender-specific pronouns [[UsefulNotes/JapanesePronouns first-person pronouns]]. See DifferentForGirls for men and women other shenanigans related to refer to themselves with.
that.
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* ''Fanfic/FutariWaPrettyCureDragon'' has a male protagonist who winds up accidentally enrolling in a girls' school because he was trying to hard to pass an entrance exam after failing so many. The other protagonist is a girl through and through, and she finds out in the first episode right before they become the titular magical warriors.

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* ''Fanfic/FutariWaPrettyCureDragon'' has a male protagonist who winds up accidentally enrolling in a girls' school because he was trying to too hard to pass an entrance exam after failing so many. The other protagonist is a girl through and through, and she finds out in the first episode right before they become the titular magical warriors.

Changed: 390

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* ''VisualNovel/OtomeWaBokuNiKoishiteru'' is one of the funniest and most heartwarming examples in anime, wherein kind-hearted WholesomeCrossdresser Miyanokouji Mizuho becomes the most beloved "OneeSama" and a pillar of strength of his circle of friends in a Catholic Girl's School.

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* ''VisualNovel/OtomeWaBokuNiKoishiteru'' ''VisualNovel/OtobokuMaidensAreFallingForMe'' is one of the funniest and most heartwarming examples in anime, wherein kind-hearted WholesomeCrossdresser Miyanokouji Mizuho becomes the most beloved "OneeSama" and a pillar of strength of his circle of friends in a Catholic Girl's School.






[[folder: Fan Fiction ]]

* ''FanFic/FutariWaPrettyCureDragon'' has a male protagonist who winds up accidentally enrolling in a girls' school because he was trying to hard to pass an entrance exam after failing so many. The other protagonist is a girl through and through, and she finds out in the first episode right before they become the titular magical warriors.

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[[folder: Fan Fiction ]]

[[folder:Fanfiction]]
* ''FanFic/FutariWaPrettyCureDragon'' ''Fanfic/FutariWaPrettyCureDragon'' has a male protagonist who winds up accidentally enrolling in a girls' school because he was trying to hard to pass an entrance exam after failing so many. The other protagonist is a girl through and through, and she finds out in the first episode right before they become the titular magical warriors.
warriors.



[[folder: Film ]]

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[[folder: Film ]]
[[folder:Film]]






[[folder: Literature ]]

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[[folder: Literature ]]
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[[folder: Theatre ]]

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[[folder: Theatre ]]
[[folder:Theatre]]






[[folder: Web Comic ]]

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[[folder: Web Comic ]]
[[folder:Webcomic]]



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