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One of the most anachronistic jerks I’ve ever dealt with was a transgendered man.
I’m a female engineer, tomboy growing up, married with two kids today.
It came out, then demanded total inclusion in everything “women’s” for validation.
This included but was not limited to: women’s bathroom access, women’s engineering group, demanded to be in the girls’ lunches (included some of the configuration managers and software testers, because I was the only female engineer).
And the company gave it to him.

I couldn’t prevent it from using the bathroom, so I used one on the other side of the building. I skipped women’s events it attended. And I was labeled the bigot. While IT criticized me for not wearing dresses and makeup and jewelry like women should (was tired of throwing stuff out if lubricant or grease got on silk), commenting on my hair (short, simple styles), not having feminine gestures (no one cares when you’re out on the production line), etc.

It finally challenged me what I thought of it. I said it had the right to do what it wanted with its body, but I’d get my brother counseling if he tried to tell me he was my sister. It lectured me on what made someone a woman, mostly behavioral stuff and a “feminine brain”. It then said, “What do you think makes you more of a woman than me?”

“Biology. I gave birth twice.”

It went apoplectic. Reality was irrelevant to the discussion.

HR had a nightmare when I filed sexual harrassment complaints against it. It would come to my desk while I ate lunch and tell me all about its travails, like the surgery to construct a neovagina, and long term problems not unlike having a period. My boss said it was trying to have girls’ discussions. I blew up at it, and then it started directly interfering with my work. Only when I had a two hour outage and it wouldn’t help me with 200+ user call ins did I have the proof to show, yes, it was far cattier than any woman I had ever worked with.