Things that make you go hmmmmm.... I like posts like this.
A couple things come to mind. I've noticed you always talk of Isha as another person, "coming into my life" and such. Perhaps one day there won't be a balancing act to consider, no 60/40, but rather just the "you" that dresses the way you want to dress on a particular day. Maybe it will be an androgenous mix with some days being very masculine, other days being very feminine. Then the issue of balance becomes moot, it will be more like the people who dress up for work and change when they get home into something more comfortable or practical for doing the dishes.
I can understand your point of view about being happily male with all the proper parts. I feel that way too, I just like to wear women's clothes. As you say, the object is not to "pass", but to wear clothes that make you comfortable. I am not the shape to every be passable anyway, so it isn't an issue with me. But the clothes I wear do not change the person I am. I don't get all "girly" when I dress. I have the same personality and like to do the same things.
Just as language does not define a culture but is part of it, clothes do not make the person, they are only part of the total.
I hope I haven't rambled too far from the point. It is a great post Isha, but only what I expect from you.
Alana