I have always been a closet cross-dresser. Sometimes I will wear a feminine/neutral top, but nothing too obvious. Lately, like in the last month or two, I have become much bolder or less concerned with being noticed as a cross-dresser. Yesterday, my day off, everybody else at work/school, I decided I wanted a new bra, but not one that I just grabbed, but one that fitted nice. I got dressed, put on a bra with cutlets, a sweater with cut out shoulders and lace up front over lace, jeggings, calf high heeled boots, hoop earrings, mascara, and subtle lipstick. I grabbed my purse and left.
On my way out the door, I checked my reflection in the mirror and was only concerned about the extra weight I am carrying. I stopped a fast food place and went in. Never gave a second thought about my appearance, other than everything was still in place.
I arrived at the department store and went to the lingerie department. The sales lady spent about 45 min with me before we found a bra that fit. Well, as well as a bra will fit my body type, lol. I bought the bra, glanced at the rack of dresses in the next department and said that I really wished there was a dress that would fit me. With my wide shoulders and no girls to support a dress, too much of my chest is exposed. She offered to help me. We found a dress, after about 8 tries. It wasn't the cheapest, nor the most expensive. I walked out of the changing room wearing it (I knew I liked it) and she told me that is the one. It actually looked nice on me. Dresses usually look like they don't fit, even if they do. So I bought my first tried on, looks nice dress.
Now it's lunch time, and the store is getting busy. I am walking causally towards the door, instead of my usual scurry. As I pass the make-up counter, I decide I want a bold lipstick. They lady there suggests several, I try them out. There is even another lady customer waiting behind me. After I decline the first couple, the customer suggests one! The sales lady said she thought it may be too bold, but when I tried it on, we all agreed that it looked nice. Both said, at the same time, that it made my eyes look amazing. (Lipstick? Bringing out the eyes? Never heard of that). After buying the lipstick, I left, still wearing the lipstick.
On my way home, I stopped at a convince store, got gas and went in to get a bottle of water. Never crossed my mind that I wasn't dressed "right". Got home, and after a while realized what sort of day I had had. It was great, but very concerning in a way. Why, in the space of a few weeks, have I gone from a cautious, at home cross-dresser to this bold, or unconcerned? Is it likely to continue to progress? That is good and bad. Job and marriage potentially at stake, but potentially for freedom and less stress, if society were more tolerant.
All this plus a couple of questions for genetic women. When I was trying on the bras, another woman followed me into the changing area, with a friend. When I was done, I exited the changing room, she had stepped out as well to model the bra for her friend. Neither were concerned about me, and the friend even commented that that this bra defined me better than the last one. So, my question for any genetic women is about the fitting room and make-up counter- Is it normal for a woman to compliment the fit of another's bra? to suggest make-up colors? Where the women in the fitting room unusual in their acceptance of me? Was I granted "honorary woman" status? There is no way I was confused for anything other than a man trying on a bra/lipstick.
Sorry about the length. All in all, it was an awesome day, with some concerning implications. Any insight is much appreciated.
