 If you liked
Ore no Imouto ga Konnani Kawaii Wake ga Nai
|
 ...then you might like
Nisemonogatari
|
Similar older brother themes. As an older brother myself, I can relate heavily to both of these. Both of these (and Bakemonogatari) are in my all time favorite shows.
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Recommended by CheesusCrust
Anime that focus on the interactions between older brothers and younger sisters. These would be enjoyable especially to those of us who are in fact (responsible) older brothers in real life.
*Watch Bakemonogatari first before starting Nisemonogatari.
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Recommended by bunny1ov3r
Self-proclaimed sister haters that would sooner die then let them get hurt.
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Recommended by NeoRinTinTin