Not exactly what you're looking for, but something similar and quite bluffing regarding choice prediction : https://en.akinator.com/game
Now that I mention this and others are trying it, maybe the result will be better though!
Some of the questions I'm staring at trying to figure out what the answer it expects is. "Is your character British?" is hard to answer for Thomas Cranmer, since while he is English, he lived at before the Scottish king inherited the English throne, let alone the Act of Union that created Great Britain. Or for the flying shuttle, "does it move?" left me with a response of "what do you mean by 'move'?"