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At the age of seventy four I often look back at my life and wonder how I was able to navigate the ups and downs of a gender pilgrimage.
The way I have been able to separate my path is to roughly divide it into three segments which over simplifies the process but at the same time, makes it easier for my noggin to grasp.
The first and most foggy time of my gender life was my early childhood. I don’t remember exactly when I had a concrete idea of wanting to be a girl. I finally came to the conclusion it was around the age of ten. It was about this time when I started to explore the delights of feminine clothing from my Mom’s wardrobe. From then on I started to save my allowance money as well the meager funds I earned from delivering newspapers to the rural customers we lived around. I had a powerful motivation to earn my own money and purchase makeup or clothes depending on what I could afford.
The whole process set me firmly up for a nearly half century of cross dressing. As you can guess I had plenty of time to try different things while I experimented more and more deeply with being a woman and leaving my male life and privileges behind. I write often how I went about meeting other transvestites for the first time all the way to being approached by men. I was on cloud nine for weeks following an adventure I had after being made over by a professional at a cross…