Strange as this may sound, one of the things I really like about Japan, is that some Japanese aren't afraid to express themselves. I live in Canada, and some of the things some of the younger Japanese wear would not fly at all over here. I don't know how a foreign cross-dresser would be treated, but I see at least a couple of Japanese cross-dressers every time I visit Tokyo or Osaka. I remember the last x-dresser I saw was around Tokyo city hall, and even though you could very easily tell he was a dude, no one gave him any problems. I say go for it, if it floats your boat and as long as you're not being disrespectful, like doing it in a temple. It make it a more interesting place for everyone.