I've been a long time crossdresser but never had the nerve to go out fully en femme until just recently. Many times I have gone out underdressed but just could not convince myself to go the whole way.
I was going to be alone at home for about a week and I summoned the nerve to at least be prepared to go out totally en femme. I purchased a wig, makeup, clip-on earrings and shoes (thank you Payless) and a skirt to add to my existing ensemble.
For my first step I chose to go out and buy some gas at a self serve station in the evening. I put on my makeup and wig and got dressed and just told myself to do it. I knew the station was never busy in the evenings and things went well. I was quite pleased.
The next day I chose to go a step further, actually thinking back it was a big step further. I got all made up and dressed and went to a grocery store late at night, bought an item and used the self serve check out. I walked past about a dozen people but nobody paid attention to me. I was fairly nervous but was able to look assured and calm.
The next step was two days later. I really needed to work up the nerve. I was going to one of the local malls. It is perhaps the least busy mall in the area but it would still have many people walking around.
I again got myself ready. I wore a nice white sheer blouse, white bra, panties, thigh highs, a black knee length skirt, a grey sweater and black flats. Lord I hate hiding the beard shadow. I thank those who have put tips up here for how to do it. It is so difficult and it is the part of me that would be the likely giveaway. Anyway I took the half hour drive to the mall. It was cold, very cold when I got out of the car. I was nervous but determined and just headed straight to the mall entrance.
I walked in and the entrance area had very few people. My destination was Kohl's at the other end of the mall. I walked somewhat confidently and slow looking in at the various shops. I purposefully avoided walking past men and kids which made my route a bit serpentine.
I then went in to Kohl's and in to the women's sections. Not a soul seemed to notice me, at least none that I noticed. I checked out the lingerie section which I found was a pretty safe area as kids and men don't like to go in that section. I flirted with purchasing something but could not get myself to do it and after about 35 minutes decided to head out.
I headed back towards where I entered and about half way there a young man, probably about twenty, obviously made me. He whispered in to his girlfriend's ear. She turned and looked at me but they just kept walking. That was a a bit of a relief.
I got back to my car and headed home satisfied, even though I was spotted, and happy that I had finally gone out en femme.
Emily