Do you believe that they get an unadulterated perspective of both experiences? That they would be getting the experience of a woman rather than that of a trans woman?
Depends how well they pass and if the other person knew them pre-transition.
those considered passing, yes
and that of a man as a trans man. there is a lot less fanfare, media, and discernment on this compared to trans women, while being more common than people think
Apparently some make a distinction regarding whether they pass or not to address this. James Barnes is one person whose written about this
https://www.newsweek.com/trans-man-broken-men-1817169