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I'd really like it to be more sophisticated but I just roughly estimate where the center of mass for the object is and try to pose it so the heaviest point is supported (and then I curse a lot when my test-print falls over). Hollowing out the character and leaving the base solid helps too.

I think there was a precedent for arms-wings, I'm pretty sure there was a game with a female character who could transform her arms into wings, but I can't remember what it was now.