I read a post on tumblr last month coming from the perspective of asking 'where is transmasculinity in history,' and it also discussed the treatment of 'crossdressing women' as a sex offense or equivalent to prostitution.

In case it didn't come up in comments or the post itself, Jen Manion's Female Husbands: A Trans History (2020) is worth checking out on that front; this essay by the author gives a good flavor of it. (And if you have encountered the book on your own time already, my apologies for crashing in.)