Related anime: School of Masochists (OAV)
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Inbaku Gakuen (Japanese)
Keisuke Shimizu is a school punk who likes to escape from classes and treat women as mere sexual tools. The class president, Orie Yuki is trying to make him change his mind, but he proposes a bet: she will be his sexual slave for three months just to prove that love is stronger than sex. If by the end she shows that she felt no pleasure from him, he will attend school, but if he wins, she will leave him alone. She accepts, but doesn't really know the spiral of madness she has just gotten into...
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