This is really cool! I would love to see it as a full game, do you think you'll develop it into one some day?
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It's definitely possible. I got really excited when I thought of this idea for the jam, so developing this game into reality could be extremely rewarding for me.
The main problem I can think of right now is the dialogue. Objectively, writing up dialogue for a bunch of prompts is really tedious, and this idea hasn't really been planned out. Like, will every different choice result in a new conversation? Or will it go off on a tangent before eventually rejoining to create the illusion of free will?
Those are all things I haven't really thought of yet, but I hope I can think of solutions to them :)