If you liked
Jungle wa Itsumo Hare nochi Guu
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...then you might like
High Score Girl
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These two are not from the same era, and they have very different genres and topics.
But both are about a young boy meeting a mysterious girl, being annoyed at first, but also a little fascinated, and then having their relationship slowly evolve. There are also some similarities in the comedy, which relies a lot on the fact that the girl has the upper hand in their love-hate relationship.