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Imho,

If you maintain both versions of the game simultaneous, just denote the ai version as the bonus version or whatever and tag your main version.

If you switch from one art style to the other by update and want to tag correctly, tag the current version.

That is more or less what I was intending on doing, I just wasn't sure if that's allowed on Itch, to have two versions of the same game listed without you getting in trouble.

It's just the only way I could come up with to accurately denote my game using their new self-reporting system

I was talking about having the alternate version on the same project page.