Oh gosh! Where to start? I guess my first remembrances where trying on my sister's bathing suit. I was in my early teens and a tall, skinny boy. I used socks for boobs. lol
Then it was a long time later when I was just getting out of high school. I took photography as a class and had use of some nice cameras and a dark room. I convinced some of the girls in class to have their portraits taken. We had a lot of fun and some of them were very good with make up. One day, they wanted to take a picture of me. IN MAKE UP! Well, we did it and I posed for them with a white sheet as a gown. I was amazed at how good the pictures were. I have one of those pictures on my flickr site. This is what I think really started my interest in dressing feminine. That was 44 years ago!
All the time in my first marriage, I didn't dress or even think about it. It was 18 years of wasted time that I could have been enjoying as Jamie. Well, that marriage ended and I was single again. For the next 6 years, I had my own place and could dress when I wanted. I took advantage of it and practiced my make up and dressing like a lady. They were wonderful years, but lacking the technology of the internet, I was alone and thought this must really wrong. Nobody does this.
Then I entered my second marriage. I told my wife I had crossed dressed in the past and showed her the picture from the time I mentioned above. She thought I looked great, but she realized that it was many years ago and I am now much older. So she knew about me before we were even married. It wasn't until many years later that we were watching a movie on TV. You probably know it. Tootsie! Anyway, she, out of the blue said that she would like to see me dressed like Tootsie. Well, it didn't take a slap on the face to get me to wake up and get dressed. I bought some shoes, wig, heels and a dress online. Thank God for the internet. We set up an evening for my debut! I did the make up myself and it was a total disaster. The dress fit well and the heels were a little high for someone that hadn't worn heels in years, but I entered the living room where she was sitting and she looked at me, eyes wide open, jaw open, staring at me. Finally she said something. With a big smile on her face, she said I looked fabulous. She took a picture of me with her little point and shoot digital camera. You can see that very picture on my flickr site. I really believe that she thought I would look like a clown and she would have a good laugh!
Ever since then, I have the fortune to have a very supportive wife that loves to see me dressed. She buys me clothes and helps me pose. We set up a "studio" in the living room and she takes the pictures and coaches me. It has been a dream come true. There's nothing like coming home from work and having your wife say to you to go get dressed and relax.
But even with all of that, I hadn't been out of the closet, well living room, until I met this wonderful lady on flickr. Her name is Maryanne and she has quickly become a very good friend and sister. She got me out in public for the first time just a little while ago. What a rush it was. First being with a lovely girl like her and second to be out in public. Like she says, "There's no holding you back now". I thank you, Mare!
Click on Jamie’s portrait below to go to her Flickr page.