 If you liked
Inshitsu Otaku ni Ikareru Kanojo
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 ...then you might like
Hakoiri Shoujo: Virgin Territory
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The heroine(s) were either tricked, blackmailed, or was forcefully sexually assaulted by the same individual(s) over and over, and in the end breaks or is broken in the process. Both are also dark-toned, and gives you a alternative 'good end' rather than a bad end that might give you a bad aftertaste.
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Recommended by hackrabbits