Jester and Andrea, I too am struggling in a fashion similar to you. Occasionally I feel the need to go to the store and get something girly. I am experiencing that need almost daily now, but I thought I could share some of my expierences with you. On a side note, I am out to my wife, and to a good friend.
On Friday I saw a woman with the most awesome nails, and was intensely jealous. So, that night I went out to WalMart and bought some glue on fingernails, the brightest red fingernail polish I could find, and of course some polish remover. The young girl at the register was very nice to me, and made small talk as I was paying. She didnt seem judgmental in the least. I just removed them this morning, as I had to go out to do laundry. But I had them on for 36 hours straight! I love them, and wanted to keep them on all day yet today, but teh need to wash my clothes (including my girl stuff) was approaching the critical stage.
Check out my avatar, see those shoes? Thats me in them. I just had to have them. I saw them in a store one day and the thought of them almost drove me insane until I tried them on and went home with them. I just waited until the store was pretty quiet and sat down and tied tried them on. I did it in like a half a second, and my heart was racing, but I did it. I felt a bit guilty doing it, but I realized that I didnt know anyone in the store, and they didnt know me. Again the sales lady was nice to me, and made sure that I had both a right and a left shoe. That could have been embarrassing as I was in a Payless in a mall, but no one seemed to notice.
A couple of weeks ago, I discovered a need for a denim skirt. I looked and looked and looked all over for a skirt but couldnt find one. Then when I was in the mall waiting for a movie to start I wandered into JC Penneys, and they had a denim skirt, ON SALE! I took 2 off the rack and folded them so that people couldnt see exactly what I had, and went to the Men's changing room. I took my time trying on the skirts and to my surprise the smaller one fit.
I have many times shopped for lingerie. That can be extremely embarrassing, but the salespeople will be extrememly helpful if you allow them to be. Be up front with them, and explain what you need, and they will help. In their job, they have seen it before, and they will see it again.
My point is this: You have the same right to shop as any GG. The only difference is in the way that other people see you. So, if you dont care about how some strangers in a store might see you, then you can be empowered to do what your mind is begging. You always have the power to just walk away, if at some point you lose your nerve. But when you finally get what it is you are looking for, there is no feeling like it in the world! So, you can be out for as long as it takes to get what you need, then go right back in.
As far as cash flow, there are alternatives to department stores in places such as Goodwill. There is some good stuff there if you can get over the fact that someone else wore it first. A good laundering should take care of that. Additionally, a good girl friend who you are out to, might let you borrow some stuff like skirts or tops, if you are close to her size. She might even agree to help you shop for some intimates, and act as your cover. People generally assume that when a man and woman are together in the womans department he isnt there by choice.
Good luck, and remember that you are not weird, you arent crazy, and you are not alone.