If you liked
Gi(a)rlish Number
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...then you might like
Imouto sae Ireba Ii.
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Occasionally sentimental comedies revolving around anime, manga, and light novels as a profession. Many aspects of the industry are explored thoroughly, such as "generic" light novels and their adaptations still being born from a place of passion for the medium, and what it takes to go from being a consumer to a creator.
Self aware shows that enjoy taking jabs at the industries they are set in, both revolving around a protagonist with some unlikable qualities.
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Recommended by TheKillerAngel