 If you liked
Boku no Imouto wa "Osaka Okan"
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 ...then you might like
Yatogame-chan Kansatsu Nikki
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In both anime a guy from Tokyo moves to another city (Nagoya and Osaka) and experiences the differences between the cities. Both are short anime so don't take much of your time. Yatogame-chan has MUCH better art so is more recommended.
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Recommended by BerrakBurcu