At first glance, the Zhuangist ideal of "freely wandering about" sounds like a Winnie the Pooh type of whimsy. But as I'm progressing in Zhuāngzǐ, the background of this phrase is darkening. "Freely wandering about" is contrasted with the realities of a brutal carceral state.
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There is a strand of Zhuangist Daoism that is essentially asking, "How does one survive in a brutal carceral state?"