Being the Transgender Woman you Desire

 

Image from the Jessie
Hart Collection

Recently I went with my wife Liz to her latest Doctor's appointment. As I waited I was able to see and judge several genetic or cis women.  It is a past- time I have developed over my many years studying all sorts of women as I transitioned. Along the way I so envied women for many different reasons.

Before I transitioned and began to live full time in a feminine world, I over simplified what I observed from other women. In other words, I was seeing the totality in what I observed in the woman's world. Not the overall layers which went on behind the scenes.  An example was when I noticed a younger woman this morning with a head of curly beautiful hair. Since now I have an idea of all the necessary steps a woman with long hair has to go through for maintenance, I immediately had more respect for the woman I noticed. 

Over the years of changing my gender presentation, hair was not the only part of a woman I noticed. Of course there were the individual parts of a body to consider. When they were all brought together I discovered a new found respect for classic beauty in a woman. On the other hand, I also learned of another very important fact. Even though most women aren't blessed with so called classic beauty traits, just as many have a few of the traits to concentrate on. A very important fact to consider if you are a novice transgender woman or a cross dresser. While it is an exceedingly difficult job to cover years of testosterone poisoning, it is possible to work with any positives you may possess. Legs are a good example. Many male type people are blessed with good strong feminine looking legs which are a good starting point to building the woman you desire. The problem of course is when those same legs are connected to a thick torso and broad shoulders. The real work begins when you have to start hiding the upper part of your body. Before I lost many pounds, I resorted to loose flowing tops and I was still able to show off my legs in shorter jeans skirts. In essence what I was trying to do was direct the eyes down to my legs and away from my torso when anyone noticed me. 

I was also fortunate  in that I had always admired a more statuesque woman so I wasn't (and not)  impressed with the overly thin predominance of thin female models. So I didn't have that to worry about as I went about becoming a semblance of the woman I wanted to be. 

It turned out I was putting way too much worry and thought into the woman I was becoming. My inner girl already had the process worked out for me. Now I see other women for what they are and not what I want to be. I have learned to do the best I could with the cards which were dealt to me. Being the woman you are is a matter of letting her live. I know the process is so difficult for so many of us and I am far from putting myself up on any sort of pedestal. I have learned my lesson when my fall from feminine grace hurt me deeply. All I am trying to say is when anyone asks me when did I know I was transgender, I have always been. She was just waiting to be let out and be the woman she always desired.  

Tennis Anyone?

Image Courtesy Renith R
on UnSplash

 Years ago I felt the need to attempt to copy many of the most popular feminine mannerisms and/or activities I could find. This is a fun post describing one of those activities I was able to indirectly join in on. 

At the restaurant I was managing at the time during lunch we had several women come in for a late lunch and a cocktail (or two). During the warmer times of the year they were avid tennis fans and came in with their very sexy short tennis outfits. Of course, at the time, I wanted my own tennis outfit and be able to go out and show off my legs. 

What happened was, by total accident, I was able to piece together a passable (I thought) tennis outfit with everything in white excluding a tennis racket I didn't have or want. Since I had never really tried to play tennis at all. What happened was I found an all white, lite weight mini dress as a starter point. With it I was able to find all white tennis shoes which were very inexpensive in my size as well as a tunic of sorts (all white) to cover my arms which had tons of black hair I couldn't shave off back in those days because on certain days I needed to wear short sleeves for the kitchen work I had to do.  Hairy arms would not just work with the image I wanted to portray.  I even had to rely on trying to camouflage my hairy legs by wearing two pairs of panty hose as well as adding my own guilty pleasure, a pair of white thigh high stockings.  Because during this time I had agreed with my wife not to shave my legs during the summer. 

Of course, once I had my outfit together, I needed to find a venue to test it out. I finally decided on a nearby mall where I could test my new tennis look with my shoulder length blond wig. Once I got dressed and put my makeup on, naturally the mirror told me I was ready to go and I snuck out the back door while my wife was at work. When I was in the car and out of my hometown,  I began to breathe and enjoy the air on my legs and the drive to a faux tennis match. 

In no time I arrived at the mall, my anxiety over being "discovered" or even laughed at grew stronger as I wondered how I would be accepted. Little did I know during the time I was at the mall, it was nearly deserted. So I was stuck with "presenting" my new tennis look to a few old men who were there to walk around and get some exercise. Naturally, I was noticed and I tried to make it seem I was just in a hurry to pick something up and get back to my tennis. All in all the strategy seemed to work because outside of being stared at (as any woman would) nothing out of the ordinary happened. In no time at all I was back in my car heading home, loving my tennis experience.

These days with all the advanced conditioning available to athletic women, many appear to have developed more muscles with an resultant androgynous look, so a tennis outfit may not be as much fun. One way or another back then, I was able to check the whole experience off my bucket list of womanly things to do as a transgender woman. 

I Failed my Gender Assignment

Vintage Edition of
Transvestia Magazine

 My initial gender assignment was very simple. I was born a boy, now be one. The problem quickly became I was failing the assignment and I just didn't want to be the gender which was assigned to me. 

Instead of following all of the basic rules I was given about being male, sooner more than later I began to realize something was wrong and essentially I had no choice but to follow the rules. As they were presented to me. My parents were members of the "greatest generation" who survived a great economic depression and a world war.  They were well versed in taking what was presented to them and making the best of it. The same was expected from me. I had no way out when it came to my gender issues. I was alone with my problems. 

In response I did the best I could. I participated in sports and did my best to present myself as a so called "normal" boy. While I was doing it, I also was doing my best to use my limited funds to accumulate a small collection of makeup and feminine clothes which freed me up from helping myself to my Mom's belongings. Of course at the time I was outgrowing my Mom in all the size categories, so it was good to finally go out on my own when I could. I guess you could say, this was the first time I actually passed my gender assignment, in my chosen dream world of being feminine. 

At the same time, I learned the male so called attributes of being emotionally distant and keeping my feelings bottled up. I would carry those with me until I was able to more completely transition my gender.  I was able to not fail this part of my gender exam. In many ways, in order to receive a pass or fail grade in either gender, I needed to wait for the world to catch up to me. Since I was a part of the pre-internet generation, information of any kind was very limited. In fact, I was completely isolated in my closet until I learned of "Virginia Prince" and her "Transvestia" publication. I was so relieved when I found I wasn't alone in the world and there were other so called transvestites in the world and some even met for mixers in cities close enough for me to attend. 

Once I did attend, my path to a different gender assignment became clearer. I was able to interact with others dealing with the same gender issues I was dealing with  and come up with a new plan for my life. It was about this time the transgender word became popular and I strongly believed it fit me. It was becoming increasingly evident I needed to take another gender exam. I was failing my initial male assignment and wanted so badly to attempt taking the new exciting feminine assignment or exam. Before I was able to, it turned out I had a lot more studying to do. Being a woman was a lot more than just looking like one. I can compare the process to higher education. Just being able to blend and mix in with the public as a transgender woman was similar to having an undergraduate degree. Then being able to communicate with other women one on one was the equivalent to obtaining a masters degree and so on.

Finally I accepted the fact I had failed my male assignment completely. No matter how hard I tried to succeed as a man, the whole process seemed to be an empty pursuit. Even though I was relatively successful in obtaining male privilege, I found I didn't want it. On the other hand, attempting to go as far as I could with a feminine gender assignment proved to be the answer to all my gender issues. Why? Primarily because the whole process felt so natural to me.