It's really convenient to have a fiance, let me say that much at least!
My fiance, she always knew that I was pretty feminine. She got that early on (in fact, she said that was one of the things she liked about me when we started seeing each other over two years ago). So she wasn't very surprised or even shocked when I told her how i'd really been feeling for a while now. it took her a couple of days to adjust to the thought that, at least on the inside, her fiance wasn't 100% a guy, but in fact, female. She knew that my life was anything but commonplace to begin with, so I guess this is just one more detail to fill in when sketching out who I am. I mean, I've done visual kei for years (I stopped for a while), which involves naturally looking feminine on top of very elaborate outfites, femmy make-up jobs, nails, etc. Just look at early Dir en grey, or Due Le Quartz, Phantasmagoria, etc. Once she was ok with the idea (and that I told her, at this stage, I'm not opting for surgery because of my life's commitments at this time), she jumped in pretty gung ho.
Like I said, it's convenient and very fun to have someone to go shopping with, instead of the anxiety of shopping alone for girls' clothes. Actually, I'm a bit used to it. Even without the intent to crossdress over the years I've almost always worn girls' jeans. I used to be so skinny that they were all that would fit comfortably. That's still largely the case. Some would say finding grils' jeans for someone 6'1'' in height is hard...not really. I used to have a dozen pairs of size 3 or 4 long jeans.
So the other day, Marie (whom I'll call my fiance here, for her privacy's sake), and I went shopping for some other stuff. We'd already picked up a couple of nice tops from Hootennany's in Cambridge, MA, while up there for Anime Boston, as well as a very comfy and snug pair of purple Dickie's work pants. Yes, purple work pants, how cool is that? This time around we went shopping for shoes (she bought a nice pair for herself, I abstained; I don't need heels that badly), a whole lot of panties (Kohl's was having a great sale) and other necessities.
The really funny part came when I was going to try on some jeans. I was still dressed pretty gender-neutral when I brought them up. The lady at Wal-Mart nearly sent me into the ladies' changing rooms (not that I care) when I gave her a surprised look. I wasn't intending to pass. She sees my look and then says, "Wait, are you a boy, or a girl? I can't tell!"
Marie had a very hard time not laughing out loud at the poor Wal-Mart employee. :) I've always gotten that a lot. For years. But for a while, I hadn't, as I hadn't been doing my hair, or actually maintaining my appearance. It feels good to get that again. And it happened later when we went for dinner. "I'll be right back with your order, ladies." Snicker. :D
At work, too! A lady in her 20somethings, maybe a year or two older than me, had her kid with her and my cashier were laughing at how she and her kid acted like siblings. I even talked with her a bit. When she went to leave, she said, "Thank you, ladies, see you later!". We had a good laugh at that (especially since no one at work knows).
Ah, life.