 If you liked
Prison School
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 ...then you might like
Sailor Fuku, Tokidoki Apron
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You can read prison school in two ways, either as an ecchi harem manga with lots of semi arousing events, or you can read it as a very humorous coming of age story where the whole ecchiness is a kind of meta comment on how it feels to enter the until then forbidden world of sexuality. It does of course not have to be a dichotomy, but understanding this might explain some of this series popularity.
Schoolgirl Landlord Honoka on the other hand, about a young landlord who's getting harassed in funny ways by the other residents, contain alot of the same humor, and similar
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