I’ve met my share of men and women who behave as though they think they’re smart and witty but are neither - they may be smug, self-important, and conceited, but they’re neither witty nor smart. On the other hand, I’ve met people who are well-groomed and well-dressed, very sharp-looking, and it’s only later that I’ve realized that they aren’t particularly attractive in a conventional sense.
But I take your point - if someone wants to be treated as smart, witty and handsome, he can, in fact, do things to become smart, witty, and handsome. And none of those, despite Jimmy Joe Meager’s assertions, is as simple as demanding that everyone simply behave that he is any of the above.
Likewise, transgendered people - at least in the real world, where I live - don’t simply demand that everyone else “pretend” that they’re men, women, fire chiefs, whatever.* TG people, when you meet them, are men and women. Unless you routinely do panty (or jock) checks of the people you meet, you’re not going to know.
And if you can tell, or think you can tell, what are you going to do (Jimmy, I’m talking to you now)? Are you really going to say to someone, “Excuse me, but would you mind telling me your natal gender so I know for sure how to address you?” No, you’re going to suck it up, make your best guess, or avoid using gender-sensitive pronouns for the couple of minutes you have to deal with someone you’ll probably never have to see again. Sheesh.
*Now someone is going to come along and tell me about the time they met some 6-foot biological male with a 5 o’clock shadow, shoulders like a Mack truck, and an adam’s apple with its own ZIP code who wanted to be called June Belle. No doubt you did. And I once met a woman who told me that her cat possessed a species memory of being accused of witchcraft, and if you take cranberries and stew them like applesauce they taste much more like prunes than rhubarb does.