Total Recommendations: 1
If you liked
Sayonara Zetsubou Sensei
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...then you might like
Isekai Shikkaku
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Both are tightly written dark comedies, parodying a specific genre of otaku media with nihilistic-minded protagonists who are heavily inspired by the author Dazai Osamu as well as his most popular novel, "No Longer Human." Isekai Shikkaku is also clearly influenced by Sayonara Zetsubou Sensei itself, or at least is similar enough with its approach that it is rather reminiscent of it. An absolute must-watch if you like Dazai-inspired anime or Kamiya Hiroshi's voice work.