So, sice my dm allowed me to gain the chalice of enchantment as a magic item for my kitsune build(the one in the advice forums), i was thinking on how to use its effects while in fox shape.
So the feat mischeivous tail lets the character use your tail for all purposes as though it were a free hand, though they cannot effectively wield weapons or shields with it. The chaice of enchantment is not a weapon and to benefit from it you only need to hold it, sort of like a metamgic rod. To be fair, the item description does say while holding it in hand you gain its benefits, but since your tail can function as a free hand for all intents and purposes, i would say you could benefit from it while its held in your tail while you have the feat.
Of course you would need to put it in a polymorphic bag first and then use your tail to retrieve it which grasping tail should be able to do. So thoughts?