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Anime with a relaxed philosophical vibe in the spirit of pic related? Looking for very obscure and specific recommendations, not stuff I've already seen like Mushishi and Girls Last Tour
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these aren't precisely what you're asking for but worth looking into anyway.
>Insomniacs After School
not really philosophical but definitely relaxed and will get you engaged if you stick with it a little. read the manga instead of watching the anime.
>Spectral Wizard
relaxing and a little bit philosophical. it's only a manga and it's very short.