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[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/higanbana_no_saku_yoru_ni_5355005.jpg]]
Wow, [[Franchise/WhenTheyCry Ryukishi07]] has done it ''[[NightmareFuel/HigurashiWhenTheyCry aga]][[NightmareFuel/UminekoWhenTheyCry in.]]'' He created a series that has managed to be '''[[SerialEscalation darker than his previous works]]'''. Most of these entries so far are in the ''first story'' and expect this list to grow.
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* First things first, [[TheWoobie Marie's]] "[[RapeAsDrama supplementary lessons]]", which involve her getting molested by ''her teacher''. [[{{Squick}} Talk about]] FanDisservice.
* [[BewareTheNiceOnes Marie's]] face when she thinks of becoming a {{Youkai}} to get back at all those who mistreat her.
-->"If I...Become a Youkai!!! I'd chew them like a candy...CHEW AND BREAK THEM INTO A SLOPPY MESS AND KILL THEM!!!"
* The first meeting with Higanbana: After being disappointed that Marie isn't Mesomeso-san just yet, Higanbana tests her resolve by turning her into a doll and snapping her head off.
* [[HarsherInHindsight This scene in the]] [[https://static.tvtropes.org/pmwiki/pub/images/d01_02_03_6466.jpg beginning of Chapter 1?]] Marie's [[HeKnowsTooMuch death]] [[KillTheCutie scene]]. After threatening Kanamori to expose the "supplementary lessons", he decides to kill her by strangling her. Soon after that he decides that he should become MESOMESO-san instead of Marie and [[AGodAmI develops a God-complex]].
* Kanamori's [[{{Gorn}} Death]] [[ImAHumanitarian Scene]] and the first official appearance of Marie [[{{Youkai}} as]] [[TookALevelInBadass Mesomeso]]. [[HoistByHisOwnPetard He had it coming]] [[KarmicDeath and deserved his fate]], but it is still very brutal.
* Nonomiya's encounter with the Principal in the alley. Whenever he turns away from the Principal, he's always there in every alleyway that Nonomiya is at. And he knows his name and class. And he intends to eat him.
* The Principal suddenly appearing and devouring Yoko's soul.
* Midori's face after when she remade the contract with the Black Tea Gentleman and goes back into her fake reality is particularly jarring.
** Though it’s also [[{{Narm}} strangely amusing]].
* ''The entire character of'' [[BigBad Sumire]]. The scene where Yukari befriends Reiko, ProneToTears who was constantly bullied, and does her best to console her, even giving a whole inspirational speech to her, only for her to [[EvilAllAlong abruptly turn into]] [[CuteAndPsycho a cackling demon]] is ''jarring'', to say the least. The idea of her [[TheCorrupter warping an entire school into a bully-filled hell]] with her TenderTears is also incredibly disturbing.
Wow, [[Franchise/WhenTheyCry Ryukishi07]] has done it ''[[NightmareFuel/HigurashiWhenTheyCry aga]][[NightmareFuel/UminekoWhenTheyCry in.]]'' He created a series that has managed to be '''[[SerialEscalation darker than his previous works]]'''. Most of these entries so far are in the ''first story'' and expect this list to grow.
----
* First things first, [[TheWoobie Marie's]] "[[RapeAsDrama supplementary lessons]]", which involve her getting molested by ''her teacher''. [[{{Squick}} Talk about]] FanDisservice.
* [[BewareTheNiceOnes Marie's]] face when she thinks of becoming a {{Youkai}} to get back at all those who mistreat her.
-->"If I...Become a Youkai!!! I'd chew them like a candy...CHEW AND BREAK THEM INTO A SLOPPY MESS AND KILL THEM!!!"
* The first meeting with Higanbana: After being disappointed that Marie isn't Mesomeso-san just yet, Higanbana tests her resolve by turning her into a doll and snapping her head off.
* [[HarsherInHindsight This scene in the]] [[https://static.tvtropes.org/pmwiki/pub/images/d01_02_03_6466.jpg beginning of Chapter 1?]] Marie's [[HeKnowsTooMuch death]] [[KillTheCutie scene]]. After threatening Kanamori to expose the "supplementary lessons", he decides to kill her by strangling her. Soon after that he decides that he should become MESOMESO-san instead of Marie and [[AGodAmI develops a God-complex]].
* Kanamori's [[{{Gorn}} Death]] [[ImAHumanitarian Scene]] and the first official appearance of Marie [[{{Youkai}} as]] [[TookALevelInBadass Mesomeso]]. [[HoistByHisOwnPetard He had it coming]] [[KarmicDeath and deserved his fate]], but it is still very brutal.
* Nonomiya's encounter with the Principal in the alley. Whenever he turns away from the Principal, he's always there in every alleyway that Nonomiya is at. And he knows his name and class. And he intends to eat him.
* The Principal suddenly appearing and devouring Yoko's soul.
* Midori's face after when she remade the contract with the Black Tea Gentleman and goes back into her fake reality is particularly jarring.
** Though it’s also [[{{Narm}} strangely amusing]].
* ''The entire character of'' [[BigBad Sumire]]. The scene where Yukari befriends Reiko, ProneToTears who was constantly bullied, and does her best to console her, even giving a whole inspirational speech to her, only for her to [[EvilAllAlong abruptly turn into]] [[CuteAndPsycho a cackling demon]] is ''jarring'', to say the least. The idea of her [[TheCorrupter warping an entire school into a bully-filled hell]] with her TenderTears is also incredibly disturbing.
