Oh, how I hate the term cross-dressing! We simply want to get out of the horribly narrow constraints placed on males as far as clothing and grooming are concerned. If only we could go back to the times when it was normal for boys to wear dresses and Mary Jane shoes, and have long hair - the 1940's and before. Some reprobates got it in their minds to spew forth their bilge about how "boys don't wear that", "boys don't do that", "Be a man" and how society got infected with those perverse ideas. Parents that say that to their boys in my opinion are engaging in child abuse that has resulted in the pandemic of "masculine anxiety" paranoia.
I would dare say that when boys wore dresses if a man wanted to wear a dress it was not such a big deal. Back then it was the women who were persecuted for wearing pants.
Now if a man could wear a robe or kilt and wear war-paint makeup with the acceptance of society we would not be seeing all the hang-ups that litter this website. It's a shame that 911 happened since it would be nice to wear an Arabic robe but that would bring back painful memories - look at SkirtCafe.org and you will not see men wearing Arabic robes or thobes. They wear skirts, kilts, and dresses.
John