One they might be able to claim as one of their own is Elagabalus, roman emperor. We don't know much about him. It seems he was unpopular with the populace because he disrespected the dominant religion, married a vestal virgin and tried to force everyone to worship his god Elegabal. He was murdered four years into his reign.
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While his blasphemy was shocking, he was also known for his extravagant lifestyle and perpetual horniness. People say he might have been transgender because he liked to crossdress and once said he would richly reward any doctor who could give him a vagina.
All in all, he's not very different from modern day MTFs who transition for a fetish. He just wanted to coom.
But if we're going to use a modern term like transgender to describe him, we should also use our modern definition of rape to describe how he selected his sexual partners. I doubt Aquilia Severa the vestal virgin was happy about her marriage since traditionally, vestal virgins who lost their virginity would be buried alive.
This is a forum to gawk at lolcows, what do you expect? The whole transgender movement is like a train full of cows crashing into a train full of clowns, creating a surreal explosion of lolmilk that splashes all over popular culture. It's quite fascinating to watch.