I am usually constantly looking for people I know when I dress. I don’t care to dress at home alone, and I always go out when dressing. Most crossdressers will not be recognized if they are walking by someone they know. I am more vulnerable because I go out as a man in a dress or skirt without a wig or makeup. I will easily be recognized. I have discovered people I know when out and managed to avoid them (at least I think I did). This week I went to a big city very long away from where I live, and I spent the whole day out in a dress and heels without caring if someone sees me because the chances was so small I would meet someone I knew. It felt great going around more relaxed. I have attached a picture from this trip when I was out shopping. When out in an area closer to where I live I always try to look relaxed even though I look around all the time. I know that probably someone will see me one day that will spread the word, but it is a risk I have to take, and it is worth it. I don’t try to be caught.
Two times I’m shore I have been recognized by someone who knows me. One time I heard someone shout out my name behind me. I thought oh shit, now it happens. This was a woman I know very well, and she has met me in dresses several times and is very positive and encourages me to come to them dressed. So it was pure luck it was her.
The other time was this Christmas when I walked right past an ex-coworker wearing a skirt and heels. I panicked and just kept on walking hoping she didn’t recognize me. I’m shore she did see me. The problem was that she works at the same place as my SO and many other former colleagues of me that I still meet regularly. My SO and I was at that time in a DADT, and I didn’t tell her about what happened. Luckily my SO and I are now talking about my crossdressing and she has accepted the risk that I can be seen by someone who knows us. I was nervous for several weeks, but I have never heard anything about my ex-colleague meeting me. I don’t know if she has told anyone. I don’t know her well enough to call her either. Now I really don’t care. If the word had gone around I know someone would have told me because some of the people still working there knows I dress.
I realize It is probably just a matter of time before I am caught big time, but I will keep on trying to avoid it because that is the way my SO and family want it to be. Personally I don’t know if I’m ready to be totally open yet either, but if it happens I just have to deal with it.
Probably someone has seen me already some other time, but they haven’t said anything to me or approached me when out.
My question to you all is; Have you ever met someone you know when going out, and did they recognize you and how did it go?