Here is a link to an English woman who masqueraded as a male physician for 70 years in the United States, and who did leave a will insisting that she be buried in men's clothes, and that the name engraved on the headstone be the one she had been known by for all that time, that of 'Victor Mayfield'. The reasons for her male deception were apparently for inheritance purposes, but life as a man obviously made it easier to train as a doctor, and she was very successful throughout her medical career and much appreciated by her patients.
Dr Mayfield's story is fascinating enough, but what I find really intriguing are the opening lines of the article:
During the past twelve months the world has been astounded by the masquerades of women in the guise of men but their exploits have been eclipsed another English woman, Dr Mary Victor Mayfield, who has just died at the age of eighty-three at Mena, Arkanas, United states.
Who were all these women whose stories were so astonishingly revealed in 1929? It would be nice to know.
paperspast.natlib.govt.nz/newspapers/LWM19291210.2.44?query=woman%20masquerades%20as%20man&page=9&snippet=true
(And if people are so disgusted by a work of fiction using the female pronoun for Dr Barry they have the choice not to read it, or they can read this work instead, written in 1999 by Patricia Dunckner, who did choose to use the male pronoun. I put this link on the Dr James Miranda Barry thread as well).
www.theguardian.com/world/1999/may/31/gender.uk1