 If you liked
Watashi ga Motenai no wa Dou Kangaetemo Omaera ga Warui!
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 ...then you might like
Mushoku Tensei: Isekai Ittara Honki Dasu
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Degenerates. MT and WataMote know how to make a good degenerate type character. The best part is how they are to some extent realistic representations.
The plot is the only ramifying matter as the two don't align there, with one being an isekai story, MT, the other being about a high schooler, WataMote. Regardless, both do bring up some funny moments relative to their situations you may want to find time to spare.
Both are great anime that are actually the building blocks for something a bit grander*. MT being an adventure fantasy story compared to the school comedy WataMote brings.
*for source material if interested.
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