Chartreuseveil
Pre transgenderism, your friend would be no problem.
Because it didn't matter.
Transsexuals were, and are, few and far between. So no-one really minded. Because they didn't need to.
No-one would have to have analysed an actual ideology. It was just a man with gender dysphoria. Navigating life 'as a woman' to relieve the symptoms.
So compassion, courtesy and kindness would have been risk free and without implication or damage.
All that's changed.
Unfortunately for your friend, his gender dysphoria has been turned into a stick with which to beat women.
It's gone so far that women have become a relentless and bloody target for the ideology.
Is that his fault? No.
Does it mean women can give any quarter? No they can't.
They can understand him. But, unfortunately for your friend, the very reason he presents as female matters now.
A lot.
His reasons could have been ignored before, because they weren't creating any significant damage.
They are now.
Gender is recognised as a hierarchy with women at the bottom. When a man decides it's a cure for his symptoms, he fails to acknowledge that.
By failing to acknowledge it, you are buying into it.
By buying into it, you are perpetuating it.
By expressing an opinion, 'as a woman', your friend is maintaining the damaging fiction that being a woman is a set of gender stereotypes.
If he passes, he will, of course have some sexism directed towards him.
But none of it will be biology based.
And most of women's sex based protections will never apply to him.
He will have his own unique set of needs. Which don't apply to women.
So in answer to your question.
Do we understand your friend? Yes.
Can he speak for women? No.
I'm sure he's a perfectly lovely person. It's not about individuals. So it's irrelevant, I'm afraid.