I have worked in the non-profit sector for many years in a fairly public position. Many people know who I am and will speak to me when in public and admittedly I may not know or remember them.
About a year ago a accepted a position at a different non-profit and my public role still exist but greatly reduced. Working in a pretty conservative setting for many years I always maintained conservative dress and hairstyle. After moving to a different setting the "social/corporate" pressures are greatly reduced and I decided to keep a threat made many years ago;
"one day I am going to just let my hair grow until I get tired of it." In the back of my mind, as a closeted crossdresser, I always wanted to experience long hair for the "complete" experience.
My fantasy right now is to have an opportunity to go to a salon and have my hair styled, makeover, nails, the works and attend a formal event in a really nice, special outfit.
I do get out occasionally but always go to the city about 40 miles away for my outings. Never go out locally because of the concern of crossing paths with someone that knows me.
I have always worn wigs when I dressed until I went to a GNO a couple of months ago and styled my own hair, a shorter women's style. I was home alone the other day and was experimenting, brushing my hair in different styles when it dawned on me that if I ever did venture out locally I would probably still have to wear a wig.
People that know me and now know me with long hair would likely see through the female presentation a lot quicker than if I was wearing a wig with different color or style.
Oh, the challenges...
Molly