History Main / WholesomeCrossdresser

15th Nov '17 6:29:29 PM rjd1922
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* Marco from ''WesternAnimation/StarVsTheForcesOfEvil'' crossdressed to infiltrate St. Olga's Reform School For Wayward Princesses. He not only leads a rebellion but his Princess Marco persona becomes an icon and he receives monthly royalty checks for merchandise.

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* Marco Diaz from ''WesternAnimation/StarVsTheForcesOfEvil'' crossdressed to infiltrate St. Olga's Reform School For Wayward Princesses. He not only leads a rebellion but his Princess Marco persona becomes an icon and he receives monthly royalty checks for merchandise.
12th Nov '17 9:52:33 AM Hanz
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** The New Kid can also end up crossdressing after a makeover from the Girls. There's a secret achievement for [[spoiler:wearing the get-up while fighting Princess Kenny.]]

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** The New Kid can also end up crossdressing after a makeover from the Girls. There's a secret achievement for [[spoiler:wearing the get-up while fighting Princess Kenny.]]]] Possibly subverted if the New Kid establishes themselves as female in [[Videogame/SouthParkTheFracturedButWhole the sequel]].
31st Oct '17 10:17:32 PM darkemyst
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* In ''Literature/HarryPotterAndTheOrderOfThePhoenix'', Sirius mentions Fletcher has been dressing up as a witch as a disguise after Sturgis lost Moody's best invisibility cloak when he was arrested.
30th Oct '17 9:20:21 AM onyhow
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* The main cast of ''Literature/OtokoNoKoWaMeidoFukuGaOsuki'' are four brothers who help their parents' MaidCafe, and dress accordingly. The middle brothers usually crossdress only for work or other cafe-related business, while the oldest and youngest brothers crossdress all the time. In fact, the oldest brother, Nao, is so feminine that the girls at school let him use female toilet and changing room without problem.

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* The main cast of ''Literature/OtokoNoKoWaMeidoFukuGaOsuki'' are four brothers who help their parents' MaidCafe, and dress accordingly. The middle brothers usually crossdress only for work or other cafe-related business, while the oldest and youngest brothers crossdress all the time. In fact, the oldest brother, Nao, is so feminine that the girls at school pretty much treat him as one of their own and let him use female toilet and changing room without problem.
30th Oct '17 9:18:45 AM onyhow
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* The main cast of ''Literature/OtokoNoKoWaMeidoFukuGaOsuki'' are four brothers who help their parents' MaidCafe, and dress accordingly. The middle brothers usually crossdress only for work or other cafe-related business, while the oldest and youngest brothers crossdress all the time.

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* The main cast of ''Literature/OtokoNoKoWaMeidoFukuGaOsuki'' are four brothers who help their parents' MaidCafe, and dress accordingly. The middle brothers usually crossdress only for work or other cafe-related business, while the oldest and youngest brothers crossdress all the time. In fact, the oldest brother, Nao, is so feminine that the girls at school let him use female toilet and changing room without problem.
27th Oct '17 1:43:09 AM ChrisX
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** Also part of ''The Lumberjack Song'' lyrics, where the Lumberjack puts on women's clothing, hangs around in bars, wears high heels, suspendies and a bra, wishing he was a girlie just like his dear papa. When the mounties recite the lines as chorus, they eventually get disgusted and leave.
23rd Oct '17 7:04:04 PM ErichoTOME
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Added DiffLines:

* Marco from ''WesternAnimation/StarVsTheForcesOfEvil'' crossdressed to infiltrate St. Olga's Reform School For Wayward Princesses. He not only leads a rebellion but his Princess Marco persona becomes an icon and he receives monthly royalty checks for merchandise.
19th Oct '17 3:58:54 PM SAMAS
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* Eiji Shigure in ''Anime/{{Gravion}}'', while not a crossdresser by custom, ends up disguised (or at least dressed) like a woman quite a few times over the course of the series. [[spoiler:Then towards the end of the series, we find out that Sandman's BattleButler was Eiji's missing sister the whole time, so it seems to run in the family.]]

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* Eiji Shigure in ''Anime/{{Gravion}}'', while not a crossdresser by custom, ends up disguised (or at least dressed) like a woman quite a few times over the course of the series.series with little to no complaint. [[spoiler:Then towards the end of the series, we find out that Sandman's BattleButler was Eiji's missing sister the whole time, so it seems to run in the family.]]
28th Sep '17 6:11:16 PM ShorinBJ
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* Max Klinger on ''Series/{{Mash}}'' was a wholesome, if definitely not attractive or believably female, crossdresser. In fact, the lack of believability was deliberate; he crossdressed in order to get a Section-8 "insanity" discharge from the Army. When Radar left, Klinger became clerk and dropped his cross-dressing gig, though this was written in due to the actor's discomfort with the idea that his now-mature children might be able to watch their dad crossdressing on TV each week.

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* Max Klinger on ''Series/{{Mash}}'' ''Series/{{MASH}}'' was a wholesome, if definitely not attractive or believably female, crossdresser. In fact, the lack of believability was deliberate; he crossdressed in order to get a Section-8 "insanity" discharge from the Army. When Radar left, Klinger became clerk and dropped his cross-dressing gig, though this was written in due to the actor's discomfort with the idea that his now-mature children might be able to watch their dad crossdressing on TV each week.
9th Sep '17 4:12:35 PM nombretomado
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* Reality TV example: Derrick Barry of ''AmericasGotTalent''

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* Reality TV example: Derrick Barry of ''AmericasGotTalent''''Series/AmericasGotTalent''
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