I would say that if someone tells you that you "pass", you don't unless that person knows you as a male.
"Passing" is a moving target. Many of us would "pass" if someone was walking by at a distance of thirty feet or more. Or if we were standing on the corner and they drove by in their car. Having a conversation at close range would be far more difficult. There are a lot of signs like physical size and weight, large hands and feet and of course the voice.
When I watch crossdresser's videos on youtube, nearly all are quickly identifiable as male crossdressers. A very few are not.
