Does anyone here have any theories on what a Pre-Keybalde War society would look like? I would imagine that it would probably be a rather primeval/early-medieval society with Daybreak Town being the most advanced.

Probably not accurate to the progression of science, but I always imagined it as a heavily steampunk society, with smaller subsections that follow their own cultures and vibes. Stuff like Agrabah probably didn't have trade routes that allowed them to progress as fast as some place like Radiant Garden.

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I always assumed that most of the worlds we played through were remolded into their current shape thanks to the Master of Master's future knowledge.

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That's a pretty good point. Not something I would have thought of either. It would be neat to see how things in playable worlds could change depending on whether the Master of Masters sets certain events into motion.