Will points to a prominent New York Times article this morning titled Guy in Skirt Seeks Sensitivity in Brooklyn; the author is a male Times reporter who agreed to an assignment to wear a skirt around town and report on how people reacted. Some interesting stuff, plus a picture of a UtiliKilt.
I recently talked with a female friend who had recently visited India and worn a sari for the first time. I commented that in my experiment with wearing a sari earlier this year, I had been startled at how open and exposed it felt, particularly how much of my back was exposed. She laughed and pointed out that this demonstrated that I was a boy, since Western girls' clothing also often leaves a lot exposed.
. . . And btw, some day I really do still plan to write more about that sari experience; it was very interesting. But I know it'll take a while to write up, and it hasn't been high on my priority list.