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(+2)

even after lifting the curse on chester, he came back when I was in debt and offered to eat people and pay me, should that not happen after he's uncursed?

I think that's intentional. It's not like Chester can't eat people (he is a mimic after all), he just didn't want to be forced to eat people when he didn't want to. I don't see a problem if Chester still wants to pay you to eat people.