Not necessarily. Unless otherwise asked, I, like the vast vast majority of people, classify others as men or women or non-binary based on their presentation, because it's the only thing I have access to. If someone wears masculine clothes, and masculine style, and has a masculine name, and I knew nothing else about them, I would obviously say he is a man. If I later find out he was born female, I wouldn't suddenly start thinking he is a woman.

On the other hand, if someone dresses and styles themselves in a typically feminine way but tells me they use masculine pronouns, I will of course by reasons of politeness call them by their preferred pronouns, but privately I would find it hard not to consider her a woman who prefers masculine pronouns.

So if, say, George Clooney announced tomorrow that he is a trans man (assigned female at birth) all along and is pregnant, would you consider him a woman?

Not to mention, women who got a histerectomy can't be pregnant either, does that make them men?

Are you claiming manhood is defined by what it isn't?