Osh-Tisch, Crow bate (Two-Spirit), falls under most peoples’ definition for trans, so I refer you to that entry.
As for future entries: I very much want to do more, but it’s tremendously difficult to fit 21st century ideas of gender into a historical context. Gender is a wide spectrum, and it’s nearly impossible to determine how a historical figure would have defined themselves in modern terms.
An illustrative example would be the Chevalier d’Eon. There’s textual evidence that the Chevalier thought themselves a woman assigned male at birth, but there’s also evidence that it was all a charade to keep themselves from the hangman’s noose (the Chevalier was a wily one). Missed in History Class, who do their homework on this sort of thing, did a 2-part podcast on the Chevalier (one, two), and they used male pronouns – but it was a matter of some debate (and up to the old hosts’ interpretations, 4 years ago. new info might have emerged since then).
Or take Catalina de Erauso, whom I’ve already written about. Lived as a man for most of her life (could argue she thought of herself as a man!), but switched pronouns constantly in her autobiography (hrm), and declared herself female late in life, but under duress by the church (so does it count?). Genderfluid? Trans? Who am I to say – and it’s not like Erauso would ever give a straightforward answer anyway. Scholarly works on her get so confused by the question of her gender that one paper switched which pronoun it used every single time it referenced her. (it was a confusing read)
Elagabalus, possible transwoman and real-life Hedonism Bot, is similarly confounding. You get the idea.
(it’s like looking in a mirror)
There’s more clear-cut examples of historical trans men that I’ve found in my research, but as has been previously established, trans men aren’t going to be included in this project (so, no James Barry, Charley Parkhurst, Henrietta Faber, etc).
However, I will probably blog about these people. In fact, I have one historical figure I plan to blog about sometime soon (maybe tomorrow) whose gender fluidity puts Orlando to shame. I’m not sure they were trans, but one could probably argue that they were.
If anyone has good examples of historical trans figures with interesting lives, please send them in. It’s a tricky subject. I will say that the RP book will have at least two trans figures.