Why Not?

Years ago, as I had progressed to the point of no return as far as my transgender transition was concerned, I finally came to the conclusion...why not?

One night as I sat by myself at one of my favorite venues I frequented I finally decided to give up what was left of my remaining old male self and finish my dream of living a feminine life. By this point of my life what did I have to lose except a ton of male privilege , some earned, some not. By this time I was just over sixty years old and was fortunate enough to have lived an interesting and healthy life. The only drawback it seemed was the never ending desire to lead a feminine life. The whole process was very self destructive as many of you know. Through it all, my wife of twenty five years accepted me as a cross dresser but never approved of any idea of me taking the next step towards becoming a woman. Through it all we battled as I cheated with the "other woman" in my life who happened to be myself. Life became so difficult I became very destructive, all the way to attempting self harm or suicide . 

Little did I know at the time my life would change forever when she passed away suddenly from a massive heart attack. I found myself free to be me after the grief and suffering went away. I was given the rare chance to start my life over. A life I could only dream of for most if not all of my life. 

Needless to say, my decision was quick and predictable. I would start hormone replacement therapy and begin to feminize my exterior as soon as possible. Even though my doctor started me on a minimum dosage, very quickly I could tell the whole process was living up to everything I had hoped for and more. Before I knew it, my softening skin, budding breasts and longer hair were becoming  a definite give away to my rapidly changing gender. At the least I was a more androgynous person and faster than I ever dreamed possible, It was like my body was expecting the changes all along and just accepted them as a natural state of being. 

From the Jessie Hart
Collection

Also, my "why not" was easier to go through than many others crossing the gender border to play in the girls' sandbox. Probably, most important was my job. Back then, at my age, I was able to apply for and be able to live on an early Social Security check as I augmented it with selling a few collectibles on the side as I was careful to never go over the SS earnings limit. So I was able to scratch together a living and could retire from the prying eyes of a job which was certain to be hostile to me as I went through a MtF transition. In other words, destiny was swinging the doors wide open. My path was clear to achieving a life long dream of living a feminine life, full time as a transgender woman.

Of course the night I decided to finally live as my authentic self was not without a heaping portion of fear. It was then as it still is now on occasion the most exciting yet terrifying thing I have ever tried in my life. Over time though, the peaks have far exceeded the valleys as I have reached the age of seventy two. 

Probably the only regret I have is not transitioning from cross dresser to transgender woman earlier in my life. I should have asked the "why not" question much earlier.