The majority of men that cross-dress do so in the privacy of their own homes, and very few would dare venture out of the house, beautifully made up, and wearing their wives or daughter's clothes.
That said, a fair number of crossdressers not only go out of the house dressed as women and wearing makeup, but they also attempt to pass themselves off as women, and when they do, it causes both pleasure and arousal.
They attempt, and often succeed at talking like women and acting like women, right down to the smallest mannerisms, and in cross-dressing circles, the act is called "trying to pass", and if a casual observer sees through their attempt, then he is said to have "read them".
There are a good number of books and magazines that explain how to pass oneself of as a woman, so it would seem safe to assume that the number of people that want to learn is therefore quite high.