I have a politically incorrect observation about Caitlin Jenner. Like anyone, he can change his name, and like anyone, he can dress any way he likes, and perhaps like anyone, s/he can express a preference regarding the pronouns which are used to refer to him, but so far she has *not* changed her gender. Doing so is possible but she has not yet done so. Therefore "she" is still male.
When I was a kid, a professional tennis player named Richard Raskind underwent sex change surgery, and he became she, and called herself Renee Richards. It was a big deal at the time because she was denied entry into the US Open on the grounds that she had been born a man. She sued in NY Supreme Court and won, with the decision that "this person is now female". I'm am conflicted about this, because s/he still had a Y chromosome, but there have been many sex changes since and our society seems to regard specific physical attributes as a proxy for gender.
Anyway Caitlin is unambiguously still male.