Well this game definitely proved to me that connect the dots is a really hard thing to do. That's good to know. Otherwise though, definitely one of the more unique ideas I've seen in the jam, executed quite well (and quite "badly" for everyone who plays).
One addition I do think would be nice, even if it is a bit counterintuitive, would be to allow people to choose the painting if they want. Also possibly adding something to stop duplicates being as common? Maybe just a check to see what the last painting was and then not add that to the list of possibles.
Otherwise though, a really fun and eye opening game. I never realized how much I suck at connect the dots.