History Main / SweetOnPollyOliver

* ''Fanfic/DannyPhantomLostEpisodesSeries'' installment called "Gender Defender' has Danny transformed into a girl by the story's villain Misa Andry. Danny's female form "Danika Fenton" is a total DudeMagnet that gets a lot of attention from boys, including resident JerkJock Dash Baxter, who usually bullies Danny in the canon series.
* In ''[[https://www.fanfiction.net/s/2127007/1/Only-Hope Only Hope]]'' Harry goes missing during a Death Eater attack and Dumbledore has Harry's secret twin sister pretend to be him. After a while, Ron falls in love with her.

[[folder:East Asian Comics]]
* Subverted in ''Manhwa/AngelDiary'', in which Bi-Wal seems to see through Dong-Young's disguise but in fact [[spoiler:they met long before the story began.]]
* ''Manhwa/KillMeKissMe'' is a {{manhwa}} originally created by Korean author Lee Young-you revolving around two identical cousins of different gender who end up switching places, so the girl can get near her crush. The boy agrees due to the fact that they each attend all-girl/all-boy schools. The girl is a much better fighter than the boy, attracting the attention of her crush, who has the exact confusion mentioned above. Meanwhile, the boy is tormented by all the girls that have a crush on 'her' that cannot be dated because of the true gender.
* ''Manhwa/LoveInTheMask'' has a tough girl who's forced into being a male bodyguard, apparently because a girl wouldn't be taken seriously. She has a crush on a boy who views her as his little brother who he's always tussling with... and napping with... and cares about more than anyone else... and at one point ''uses her toothbrush after they shared her bed and dreams he's kissing a girl who looks like his "brother"''. Later they play ''Theatre/RomeoAndJuliet'' in an all-guy school play, to the fury of another guy who knows her secret and has a crush on her. Oh, and ''another'' guy also develops a crush on her when she's [[RecursiveCrossdressing dressed as Juliet]]. The girl she's guarding also has a crush on the first guy and often wonders why she's jealous of two male friends.
[[/folder]]

** From ''Literature/{{Jingo}}'', "One of the minor laws of the narrative universe is that any homely featured man who has, for some reason, to disguise himself as a woman will apparently become attractive to some otherwise perfectly sane men with, as the ancient scrolls say, [[HilarityEnsues hilarious results.]] In this case, the laws were fighting against the fact of Corporal [[{{Gonk}} Nobby]] [[AmbiguouslyHuman Nobbs]], and [[AvertedTrope gave up.]]"
** Twisted all over the place in ''Literature/MonstrousRegiment'', where [[spoiler:''everyone'' is a SweetPollyOliver (except the rather feminine commanding officer, of course). The Prince of Zlobenia tries to hit on Polly, who's [[RecursiveCrossdressing a woman pretending to be a man dressed up as a woman]] and gets a GroinAttack for it.]] It only gets better. [[spoiler: Late in the novel, the squad has to infiltrate a castle dressed as serving girls. The only one who can convincingly pass for a woman is the ''male'' captain. And many of the castle guards [[HilarityEnsues find him to be a very pretty lady]]. ]]

** This relationship really happened, it's in his memoirs. Casanova insists he isn't sinning [[ReallyGetsAround (in that particular way, that is)]] because he can tell she's a girl, but she (still claiming to be male) points out that he doesn't ''know'' that and is in love with her already. In real life, there was quite an interval between perceiving that bulge in her pants and learning that it was fake, during which time [[HilarityEnsues the poor bastard was terribly confused]]. He records a lengthy lecture she gave him on what would happen if she let him check and he found out he was wrong, namely that he wouldn't be able to stop loving her and would come up with all kinds of arguments about male homosexuality being purer and more intellectual than heterosexuality, citing historical examples, until he wore her down -- and he pretty much admits it. He also continues calling her Bellino (her masculine alias) interchangeably with Teresa (her real name) in the narrative for some time after revealing her actual gender; make of that what you will.

* In ''Theatre/GoodnightDesdemonaGoodMorningJuliet'', Constance loses her skirt, leaving only her pants, while entering ''Theatre/RomeoAndJuliet'', which makes Romeo think she's a man, and yet he's still attracted to her, and makes Juliet think she's a man, which is ''why'' she's attracted to her. [[HilarityEnsues Then both of them crossdress because they think that's what "he" likes.]]

* Never outright stated in ''WesternAnimation/{{Cybersix}}'', but Lucas really, really likes Adrian, Cybersix's "male" alter ego.
** Flipped around with Lori, a female student who's madly in love with Adrian and has no idea that "he" is really a beautiful woman. This gets very awkward in one episode when she follows Adrian home and catches a glimpse of "him" (now dressed as Cybersix), talking to someone out of sight. Cybersix was actually talking to Data 7, but Lori figured it was Adrian. HilarityEnsues as she tells Lucas how some woman named Cybersix is dating Adrian on the sly, much to his displeasure.

** Inverted in ''One Good Knight'', where Princess Andie starts falling for Sir George after he saves her from a dragon. She puts a stop to it by having them become BloodBrothers (the Tradition won't let siblings fall in love). 'George' turns out to be Georgina, though she couldn't reveal it earlier because she was evading a "No Man Shall Enter" clause.

*
Norah Vincent, a feminist famous for going undercover as a man in the nonfiction book "Self Made Man", at one point infiltrated a religious order composed only of male monks. During this time the monks began to suspect she was gay (which happened to be true, she was a lesbian) despite her very thorough disguise.

* Plot of the Korean drama ''Series/TheFirstShopOfCoffeePrince'', with the added twist that the Polly Oliver of the story gets mistaken as a man by the (heterosexual) male lead, and hired to [[TheBeard pretend to be his gay lover]] so that his mother will stop trying to fix him up with women. Oh, and then she starts working at the coffee shop he owns, which features [[{{Bishonen}} attractive male waiters]] as a selling point.

[[quoteright:228:[[Webcomic/LitBrick https://static.tvtropes.org/pmwiki/pub/images/2011_04_13.png]]]]

* Inverted in an episode of ''Anime/PokemonTheSeries''. Brock is able to identify a man dressed as Officer Jenny because, despite the disguise being flawless, he isn't attracted to "her."

* Inverted in an episode of ''Anime/{{Pokemon}}''. Brock is able to identify a man dressed as Officer Jenny because, despite the disguise being flawless, he isn't attracted to "her."

[[quoteright:229:[[Webcomic/LitBrick https://static.tvtropes.org/pmwiki/pub/images/2011_04_13.png]]]]

-->-- '''Zapp''', ''WesternAnimation/{{Futurama}}''

* Zapp Brannigan in the ''WesternAnimation/{{Futurama}}'' episode "War is the H-Word". He finds private "Lee Lemon" intriguing in [[StupidSexyFlanders very uncomfortable ways]], to the point that he's visibly relieved when Leela drops the disguise and punches him in the face.

* Kodaka in ''LightNovel/{{Haganai}}'' has to keep reminding himself that Yukimura is a boy every time he thinks that he's cute. Coupled with Kodaka's increasingly obvious SelectiveObliviousness, this results in him expressing more attraction to Yukimura than the girls in the club who are all generally more important. Upon the reveal, his first reaction is actually irritating at Rika for some gibberish she told Yukimura that kept making her believe she was a boy when she wasn't.

* Subaru Konoe from ''LightNovel/MayoChiki''.

* In ''LightNovel/MushokuTenseiJoblessReincarnation'' while Rudeus is suffering from [[TheLoinsSleepTonight impotence]] he's baffled when he feels a stirring in response to Fitts. He eventually susses out Fitts is a girl, though the reveal that she's [[spoiler:Sylphy and sweet on him]] takes longer.

* Inverted in the anime adaption of ''Manga/{{Karin}}'', where a flashback shows Ren thinking this was the case with his roommate, based on how he felt attracted to him. It turns out the guy was really a guy, and Ren was just reacting to his stress. [[UnreliableNarrator At least that's what we're told.]]