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If you liked Ore no Imouto ga Konnani Kawaii Wake ga Nai add

...then you might like Saenai Heroine no Sodatekata add

Both are comedy, harem, slice of life anime that present the events from the perspective of regular otaku doing otaku things. In each of them there is that one character that after being compelled by the other otaku characters they become fans. There is also the blonde tsundere that writes novels/doujinshi and tries to hide the fact that she is an otaku, the rival writer, the idol and the blogger. In both the characters try their hardest to enter the industry. In Saekano the story is based about them creating a VN. In OreImo this is not a main theme but they also face challenges in this domain.

If you liked Boku wa Tomodachi ga Sukunai Next add

...then you might like Yahari Ore no Seishun Love Comedy wa Machigatteiru. Zoku add

Both of them seem like regular rom-com anime but in fact they are rather deep and emotional. They are centered around the relationships in a group of students that are not very good at dealing with others. The main characters are also very alike: the weird/scary guy of the school with a cool imouto, the black-haired cold girl and the bright-haired (pink/blonde) enthusiastic girl. Even if Haganai looks like a harem, in the end (like in Oregairu's case) it's all about the love triangle formed around the 3 main character.

If you liked Guilty Crown add

...then you might like Psycho-Pass add

Both are set in a futuristic Tokyo where a villain tries to change the society in a major way. In both of them the human mental state is represented in a specific way: in Guilty Crown by "voids" and in Psycho-Pass by the "Psycho-Pass". The characters are very easy to attach to and present significant character development. The art and OST are similar and amazing.