 If you liked
Chio-chan no Tsuugakuro
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 ...then you might like
Nami yo Kiitekure
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Both are pretty decent comedy anime, nothing amazing but quite good. And unlike most Japanese centered comedies, they are easy to understand and sometimes even make references / jokes about Western media, making them more suitable for Western audiences (both still take place in Japan though).
Chio-chan is school setting while Nami Kiite has a full adult cast who already have a job.