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So, let's say I have an empty bag of holding, and a large bloody skeleton. The bag of holding could hold the skeleton (Its weight and volume are both well within the bag's limit), but the skeleton can't fit through the opening.

Now, I destroy the skeleton, and throw all the bones in one at a time. An hour later, the skeleton reforms. My bag of holding now contains a large skeleton which is too large to fit back through the opening.

So, two general questions.

1: Does the presence of such a large thing in the bag of holding cause issues? Would this trigger the "overloaded" clause of the bag for some reason, despite being small enough to fit inside?

2: I can't reach into the bag and pull the skeleton out because it wouldn't fit through the opening, but could I turn the bag inside out to dump him out? (The current plan is to destroy him when he isn't useful, stuff his bones into the bag, then turn it inside out when he would be useful again)

(The character is too poor to afford a portable hole currently, which is why the bag of holding is being used instead.)