Went shopping in Boston last weekend on Newbury St--very nice, rather upscale. Found a sweater dress at The Closet from Elie Tahari--to die for, and a perfect fit. Sitting in Cafe Jaffa afterward, I thought gee--a real girl my age would actually wear this with the black tights and lady's black trainers and a nice simple necklace for a day of shopping, like I have on now under guy slacks & shirt.
So on the way out I changed in the rest room and wandered around for a couple of hours. Remember, I don't remotely pass--think Geraldo Rivera in a dress--but I walked for a while, took the subway to Cambridge, bought 2 pairs of shoes at Payless--black patent pumps with 3" heels, plus a pair of camouflage ballet flats, which perfectly match a purse I already had. Then some time in another coffee shop, parka off, and finally back to my hotel. Changed tights & necklace, put on the heels and a black belt to cinch in my waist, and then went into the rather posh hotel restaurant for dinner. Didn't want to be out by myself in the dark in a strange town, but a 4-course dinner sitting smack in the middle of the dining room was just the thing to celebrate a pea-soup Pink Fog!
So is that rude to parade around in broad daylight and public facilities all in drag, forcing anyone who noticed to put up with my peculiarity? No one complained, and likely many did not notice, although I did hear a rather loud "what the fu--?" in a male voice behind me once.
I personally am rather put off by internet pictures of men in dresses; i.e., CDs who just have no hope of passing. So I guess that many who saw me may have been discomfited. It's really not fair to others to insist that they indulge me.
What do you think?