To Dress or Not To Dress
That Is The Question!



My name is Cindy or Cynthia when in a formal mood. I'm 39, married for 15 years and have a 13-year-old daughter. I'm 6'2" and weigh about 220 pounds. I retired from the military and now work as a computer tech in a local firm.

It's hard to say when I first thought of Dressing; it seems that I always have had the desire to do so. I led a fairly normal childhood (as much as one can with divorced parents). As I was growing up I realized that sports was never one of my big things (though my Father was a big sports nut). When I started High School I believed that it was my duty (to my father) to play sports. I played three years of football and some baseball to make him happy. During my last year of school I decided not to play any sports at all. In fact one of the classes I took was Home Economics (boy did that upset dad). I did it, not to hurt him but it sounded interesting and being around a class full of girls hit my fancy.

As for my wife, she has always known about my interest in women's clothes, I told her long before we were married. She even helped (at first) by buying me hose and things. After we were married she continued to show interest as long as I did not press the issue (doing it all the time). Eventually we went all the way and I dressed totally up with her help and cooperation.. One night she got very creative. Elaborate make-up (without being tacky) hose, underwear, dress, high heels and a long blond wig. I WAS IN HEAVEN!

After she was done and I looked at myself in the mirror . Standing before me was (not to sound to vein) a very beautiful blond haired blue eyed woman. I was so happy I could not restrain myself. I reached over and kissed her (boy was that a wrong move). She recoiled in fright and ran from the room crying. I followed her and she would not let me near her. She explained she now saw a woman and, not her husband. When I kissed her she became scared and repulsed that a woman had kissed her. We spent the rest of the night talking it over but no compromise could be made.

I now dress by myself (not as much as I would like) and continue the best way I can. She knows when I do but never says anything (good or bad). I understand her feelings and respect them. When we go out shopping, if I need anything, I just put it in the basket and no questions are asked.

She still tries to help by asking me how I like a particular dress or shoes she sees in a magazine or store. However, nothing more ever comes of it. I do understand how she felt (I did look quite good) and she only saw me as Cindy and no one else. I scared her plain and simple.

As for my taste in clothing and dress, I'm very picky on how I look dressed. Everything has to be just right. As I said before I'm 6"2" tall and I have known some very tall women in my life. My stepmother is 5-11 or 6 foot and she always looks great wearing heels.

I love the classy look, full frilly blouses, mid length skirts (about 1-2 inches above the knee). Dark hose (coffee/jet black) with matching heals. No open toe, I prefer sling back pumps or the type with the strap at the ankle.

Proper hair style and make-up are very important to me. I like shoulder length, dark brown or dark red color hair. Make-up is the most important aspect next to the clothes. Lightly done (I hate heavy or over done) just enough to change the appearance or enhance the features. Jewelry is optional, maybe a small choker or gold necklace, and dangle earrings (not too gaudy).

I'm not that concerned about being seen. There are just times when I want to escape being me. To just forget (for a short time) the man I am and be someone else. So to be someone else I do whatever it takes to bring that part of me alive. Some people do drugs, drink or what ever to escape the problems of the day. They distort the world, forget their problems and commit slow suicide on themselves. What I do can't harm my body (it refreshes my mind).


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