I dont think that pig knows what gonna happen to him the moment he tries to enter that house, I guess leading a lamb to the slaughter isn't exactly the right phrase but hey it works
I'm pretty sure Kaede's father okayed it because it would mean that he could train his successor from the ground up and not have to worry about introducing an uncontrollable variable to his company
Sora is literally a one man tank, until you restrict his ability to move in a way that could be considered walking or a variant of walking(eg running, crawling, or swimming), the main factor would be what Sora perceives as walking