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RE: Maid-chan no Anime: Saenai Heroine no Sodatekata (How to Raise a Boring Girlfriend)
One of the harem shows with almost equally good contenders especially between Megumi and Utaha, though the 2nd season made me lean towards the former because she stayed with the MC and gave him a push that he badly needed when the other two deserted him. I am actually looking forward to what he and his new team could pull off when two of his core members are gone, so in essence I am rooting for a third season lol.
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Maid-chan does not think there will be a third season. But humans are strange, always harboring hope in spite of overwhelming contrary evidence e.g. of their incoming, self-made demise.