 If you liked
Ore no Imouto ga Konnani Kawaii Wake ga Nai.
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 ...then you might like
Boku wa Tomodachi ga Sukunai Next
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Both are the second season, where the male character is surrounded by several females all the time. Both go into some character devolepment (though not very much). There is a similar rivalry between the 2 main female leads: Yozora/Sena and Kuroneko/Kirino.