History Main / JumpingTheGenderBarrier

* This happens quite a lot on ''Website/{{Literotica}}''. Typically, a man gets turned into a woman and falls in love with his former best friend.

->'''Ryu''': I like you.\\
'''Ryu''': Like, like you, like you.\\
'''Ryu''': It kinda clicked for me after I turned into a girl and stuff.\\
'''Ryu''': And isn't like, "boyfriend" the next level of "best friend" if you think about it?\\
'''Ryu''': No deeper bond than a guy friend turning into his other guy friend's girlfriend.

** Soga and Matsuri share a mutual respect as [[SenpaiKohai colleagues]], and after Matsuri is turned female, Soga quickly becomes infatuated with him. [[StupidSexyFlanders Soga's rather unhappy with this]], as both wish to still see Matsuri as a guy.

* In ''LightNovel/{{Kampfer}}'': Kaede doesn't seem to be interested in male [[DoggedNiceGuy Natsuru]]. Suddenly Natsuru [[GenderBender turns into a girl]], and at first sight, Kaede falls in love with "her." [[spoiler: It gets creepy when we find out Kaede's a PsychoLesbian who DoesNotLikeMen, and that she turned Natsuru into a girl for this very reason.]]

* Kanata/Katia of ''LightNovel/SoImASpiderSoWhat'' was originally a male before being reincarnated as a girl. She still identified as a man in her mind which resulted in her suppressing a growing affection for her male friend Shun. After a near-death experience where Shun saved her, she started identifying as female and shortly after started giving Shun hints about her feelings.

* The ''LightNovel/HighSchoolDxD'' fic ''Fanfic/MistakesWereMade'' has Kiba, who has fallen in love with Joe, take advantage of Azazel's genderswap gun immediately after finding out about both the gun's existence and Joe being straight.

** The idea is addressed more seriously when [[spoiler:Matsuri is seemingly split into male and female halves. The girl assumes Suzu would get with her boy self, and isn't welcome in their old home, and seriously asks if she'd be happy as Soga's bride... which Soga rejects because that's not how he assumes [[LastNameBasis "Kazamaki"]] would act.]]

* ''Animation/GreenSnake'': Verta -- who was implied to have feelings for Blanca in [[Animation/WhiteSnake2019 the previous movie]] -- falls in love with a grey-haired man who she believes to be Blanca's reincarnation, [[spoiler:something that is confirmed towards the end of the movie]].

** Interestingly averted years later in ''Series/DoctorWho'' proper, when the good ship Doctor/Master did finally get two big damn snogs with one of them (the Master) now being female, but it had nothing to do with JumpingTheGenderBarrier. Writer Creator/StevenMoffat, who also wrote "The Curse of Fatal Death", went on record saying that gender isn't actually a factor for Time Lords when it comes to attraction and that there ''is'' no gender barrier for these characters.

** The idea is addressed more seriously when [[spoiler:Matsuri is seemingly spilt into male and female halves. The girl assumes Suzu would get with her boy self, and isn't welcome in their old home, and seriously asks if she'd be happy as Soga's bride... which Soga rejects reflexively.]]

** Soga and Matsuri share a mutual respect as [[SempaiKohai colleagues]], and after Matsuri is turned female, Soga quickly becomes infatuated with him. [[StupidSexyFlanders Soga's rather unhappy with this]], as both wish to still see Matsuri as a guy.

* ''Manga/PetShopOfHorrors'': A female model UsefulNotes/{{trans|Gender}}itioned because she thought the man she loved was straight. In a subversion, [[GaveUpTooSoon he actually turned out to be]] closeted and gay. As a result, [[IncompatibleOrientation it didn't work out]] between them.

** Subverted on Matsuri's side: Despite growing much closer and affectionate to Soga after becoming female, and [[MistakenForRomance constantly being seen as his girlfriend]], [[PseudoRomanticFriendship he isn't actually actually attracted to him]] and [[ObliviousToLove hasn't noticed Soga is]].
** Played with when Matsuri [[AmnesiaEpisode temporarily loses his memories]] and believes he was always a girl. "She" falls for Soga immediately, possibly out of AmnesiacResonance, and asks him out. ''Soga'', to his own surprised, suddenly stopped finding Matsuri attractive [[ThirdLawOfGenderBending when he was acting so "girly"]]. Comically, once his memories are restored, [[StatusQuoIsGod Matsuri doesn't give a single thought]] to why he fell in love with Soga so readily.

* Mentioned by Jake in ''Webcomic/{{Homestuck}}'', as apparently, he used to remark to Dirk that they were such good friends that he would totally go out with him if he were a girl. Dirk, for his part, is gay and in love with Jake. At least Jake admits in retrospect that he might have been leading him on a little. [[spoiler:And the relationship might actually happen even without the trope being enforced, as later Jake begins to wonder whether it really even matters that Dirk is a guy.]]
** [[RelationshipUpgrade The relationship does, in fact, happen.]] It doesn't last, although that's due to personality issues with everyone involved, not anyone's orientation.

* Played with in ''WesternAnimation/CowAndChicken''. When the question of Chicken's gender is put on the table in one episode, after he laid an egg (it was actually a prank by The Red Guy), his best friends develop a crush on him (believing that 'he' is now a 'she').

** Played with when Matsuri [[AmnesiaEpisode temporarily loses his memories]] and believes he was always a girl. "She" falls for Soga immediately, possibly out of AmnesiacResonance, and asks him out. ''Soga'', to his own surprised, suddenly stopped finding Matsuri attractive [[ThirdLawOfGenderBending when he was acting so "girly"]].

* ''Manga/AyakashiTriangle'': Soga and Matsuri share a mutual respect as [[SempaiKohai colleagues]], and after Matsuri is turned female, Soga quickly becomes infatuated with him. [[InconvenientAttraction Soga isn't happy with this]], at first because he believes love for a woman [[LoveIsAWeakness would distract from his duties as an exorcist ninja]], but later just because [[StupidSexyFlanders he doesn't want to love someone who even identifies as male]]. Reminding himself of this backfires by making Matsuri the one female [[CannotTalkToWomen Soga can converse with almost-normally]], and their further interactions spur his physical infatuation toward outright love. For his part, Matsuri [[ObliviousToLove does not notice]] Soga's attraction and retains his previous feelings for Suzu (who has the [[IfItsYouItsOkay opposite reaction]] as Soga). People still tend to [[MistakenForRomance view them as romantically involved]], and Soga's father [[ShipperOnDeck insists they get engaged]] under the assumption Matsuri wants to stay female.

* ''Webcomic/SparklingGenerationValkyrieYuuki'' has the main character guy-turned-girl Yuuki's female childhood friend wait until after he turns into a girl to show romantic interest in him. Though given the general degree of GenreSavvy in a comic which explicitly runs on MagicalGirl Manga and Anime tropes a RomanticTwoGirlFriendship may just be mandatory.