If you liked
Hige wo Soru. Soshite Joshikousei wo Hirou.
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...then you might like
Koi to Yobu ni wa Kimochi Warui
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Both anime feature relationships between an older working man and a high school girl, though they handle the dynamic differently. The stories challenge typical romance tropes by exploring how love and admiration develop in non-traditional settings. Instead of instant love, both anime focus on characters gradually understanding each other, with emotional bonds forming over time. Both shows incorporate realistic elements of daily life, work culture, and personal struggles into their romantic themes. The male leads in both anime experience character development through their interactions with the female lead.
If you liked
Kuzu no Honkai
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...then you might like
Domestic na Kanojo
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Both anime explore controversial romantic relationships, including forbidden love, love triangles, and complicated emotions. The characters experience intense emotional struggles, dealing with unrequited love, lust, and self-destructive choices. They focus on mature relationships, sexuality, and the consequences of impulsive decisions, rather than typical high school romance tropes. Neither series idealizes romance; instead, they portray heartbreak, emotional manipulation, and the messiness of human feelings. The protagonists and side characters are flawed, often making morally questionable choices, which adds to the realism and unpredictability of the story. Both stories explore the difference between love, lust, and emotional dependency, showing characters struggling with their true feelings.
If you liked
Yahari Ore no Seishun Love Comedy wa Machigatteiru.
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...then you might like
Fuufu Ijou, Koibito Miman.
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Both animes have a love polygon plot where the MC is given a choice to accept one of them. Both have good stories and make you hungry for whats next. If you liked one of them you are bound to like the other.