Total Recommendations: 3
If you liked
School Days: Magical Heart Kokoro-chan
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...then you might like
Fate/kaleid liner Prisma☆Illya
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Both anime are set in alternate universes where the younger character is set to be the main character. Both are magical girls with an older male interest. Both anime have a lot of fanservice (most graphic is School Days).
If you liked
Dareka no Manazashi
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...then you might like
Kanojo to Kanojo no Neko: Everything Flows
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Both feature heartwarming stories that are narrated by old cats living alone with a girl. The girls in both anime have trouble with life and are distanced from their family. It is the cat that brings the family together. Makoto Shinkai is involved with both works.
If you liked
Boku, Otaryman.
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...then you might like
Aggressive Retsuko
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They are both short, episodic anime that tell a story about a person working in a corporate environment and dealing with the people around them. Often times, they get into unlucky situations.