Recently I was thinking of how I actually transitioned twice in my gender life. For over fifty years I considered myself a cross dresser. In fact, for the longest time I considered dressing as a woman to be a harmless hobby. Obviously the longer I went along, the more I discovered it was anything but a hobby and far from harmless. All the time I spent agonizing over my gender issues proved to be very self destructive. In other words, I spent countless hours wondering what gender I was becoming and what I would do the next time I had a chance to dress in my secret feminine attire and admire myself. This stage of my life essentially lasted from when I was ten-ish until I was sixty and finally decided to begin my second serious gender transition. Although I can safely say I knew I was experiencing gender issues way before the age of ten.
Of course I am aware no one can reclaim time but I do try to learn from all of my positive and negative experiences. Initially, I was able to install lights in my transgender tunnel which would allow me to learn the basics of makeup and how to dress myself. I stumbled when I went through my girlish high school years when I was in my thirties. Those were the days I committed the usual cross dresser sins such as trying to dress too sexy which turned out to be a trashy attempt to disguise my testosterone poisoned male body in clothes designed for an…
