Very thoughtful analysis!

For what it's worth, I took a crack at providing some definitions for these terms: https://nebulasaurus.medium.com/trans-affirming-definitions-for-woman-and-man-are-not-hard-to-find-38a2dce98ea8

I don't think finding ultimate definitions is necessarily even the right end goal, but it still seems like a good exercise to start playing around with some definitions without fear.