Well Grayson Perry is a transvestite but not transgender, so there's a distinction. A Drag Queen is usually transvestite only for their career, not necessarily as a general lifestyle. Dorothy Lawrence was only a facultative transvestite to be taken more seriously by the military, but we don't know enough about Joan of Arc to make that distinction. Labels can be very inane, but it is still important to distinguish gender expression from gender identity. x
i think kim petras should be here as she's the youngest person to ever go under gender reaffirming surgery + second trans woman to win a grammy & first trans woman to win best pop duo + first trans woman to get a #1 on the billboard
Also if you're putting on fictional characters you could include Mr./Mrs. Garrison from South Park.