I am an old guy with a beard. I am also a crossdresser. There is no way I can pass unless I shave off my beard which my wife does not want me to do.
The only times I have been out in public dressed fully, even with a wig, has been at halloween or at night or driving around in the car, always being careful not to let anyone see my face. I have used umbrellas, wigs with lots of hair or even an arm over my face.
Then along came Covid and I am wearing a mask like everyone else. I tried on my wig with the mask and all I could see is my eyes. Yesterday I ventured out in the middle of the day in an park where lots of people are walking around. I wore a skirt, blouse, nylons and woman's flats. Of course I also had all the proper padding and boobs to get the shape. Suddenly I was a Woman In A Dress!
I got out of my car and went for a walk. The time was about noon and nobody seemed to pay any attention to me. I sat on a bench for awhile as people walked by, got up and walked around, passing many people and I began to be emboldened.
I spotted public restrooms, a women's and a men's. OK! Here I go. I went into the woman's feeling scared and excited. I was alone in there. I went into a cubicle, Still I was alone. Got up straightened myself out. Made sure I was presentable and walked out just as two girls were walking in. They didn't pay any attention to me, whew!
I did it. I passed my self off as a woman. It felt wonderful. I continued my walk around with such a feeling of freedom from being a sneak. I am so looking forward to the opportunity to do it again, real soon.
Hugs to all