This picture is really a case of ’nuff said. As demonstrated not just this picture, but by the group of about ten young men we came across wandering around town in schoolgirl dresses the other evening (true story), we (society at large) accept men who wear women’s clothing as long as it is for comical effect.
It’s not an ideal solution, but it is a starting point. If you happen to be a man who steps out in women’s clothing, how about putting a little element of fun into it next time you go out? A smile on your face often equates to smiles on the faces of those around you.