I am a closet cross-dresser, 47 years old. I’ve always had an interest in cross-dressing since I was little. I first tried on my mother’s bra when I was 8, but I didn’t know how to hook the back at the time. A couple of years later I tried on pantyhose. That was really a nice feeling.
A couple of years later I was over at a friend of my mother’s house with my brother and friends, a boy and a girl. I allowed the girl to put make up on me. She then went to both her older brother and my brother and told them what she done and to take a look. They saw me and laughed hysterically! I was majorly embarrassed! Yet my desire to cross-dress remained.
As the years went on, my mom would get hand-me-downs. I would try on dresses and other clothing. I had two favorite dresses: a maroon with ruffled front and zipped in the back. The other a floral dress that had a stretch to it so that it fit different sizes. I also loved wearing a leotard with pantyhose as well.
As I grew into my adult years and living on my own, I had no women’s clothes. I went to the drug store and bought a pair of white cotton laced pantyhose. They were hard to put on and were tight.
As the years went by I started discovering that I could buy clothes off of Ebay. My first win was a blue silk pajamas complete with a tank top and button up night shirt. I loved it! Through the years I would buy and purge. I bought a lot of clothes over the years, none of which I have now.
I have also considered cross-dressing services such as My Changing Room and Jamie Austin. Money is a factor though.
I desire to make fellow cross-dressing friends both male and female to share a common bond with. I have looked at sites such as Craigslist, but they all seem to be looking for something other than friendship. My ideal situation would be to get to know someone and casually dress in their presence so that they could give me advice, help with make-up, etc.
So that is pretty much my story. I hope that you enjoyed reading it.