 If you liked
Princess Tutu
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 ...then you might like
Ookami-san to Shichinin no Nakama-tachi
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Both make large use of fairy tale motifs, quests and people playing their roles.
Princess Tutu also features a fairly mundane school, the difference is though that princess Tutu doesn't merely make the characters analogues from other stories, but actually brings those stories to life within the show. For instance while Ookami-san features who act like their fairytale counterparts, in Princess Tutu they're far more likely to actually be the character from the story. Or an anthropomorphic animal.
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Recommended by Subjective
These shows both are amazing!! I liked how both shows wove fairy tales that I grew up listening and reading into a modern twist. Out of the two, I prefer Princess Tutu, but that was because stories that involve ballet or music are some of my favorite. Anyway, both shows take tales such as Red Riding Hood and Cinderella and give them a twist that makes it a better story that I remember and enjoy sometimes better than the original tales.