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If you liked Prison School add

...then you might like Grand Blue add

They have similar main characters They have a similar style of humor they both have weird funny faces

If you liked Kaguya-sama wa Kokurasetai: Ultra Romantic add

...then you might like Boku no Kokoro no Yabai Yatsu add

Both are amazing romcoms where the romance is slowly built up with intense moments. Both shows also take place in school and have side romances as well.