Sunday, June 7, 2026

Hey You!!!! Meeting Myself in the Middle

 

Image from Adam Winger
on UnSplash. 

For me, meeting myself in the mirror was never easy to do. While the group of boys I grew up around were blissfully doing boy things without a problem, I was struggling with the idea that I wanted to be a girl.

Sadly, for the longest time, I thought that someday I would have the chance to outgrow what would become for all to call gender dysphoria. For me, I was just a kid with problems I had no idea of how to conquer. Through all this time of my life my favorite quote to pass along was when some adult asked me what I wanted to become when I grew up, I could never tell the truth and say a woman as I lied and said a doctor or a lawyer. The only thing with certain that I knew was I would get an immediate trip to the psychiatrist if I had ever told the truth compliments of my parents. 

As I always say, age entitled me to a chance not to outgrow being a cross-dresser but did give me the opportunity to meet myself in the middle and start to mature into the transgender woman I am today. Before I did though, I needed to come up with an understanding of what the middle of being me really meant. What made it all so difficult was that my male life when it was going well it was very good, but when it was bad, I wanted out immediately. As I ran to my makeup, dresses and heels for comfort in the mirror.

The middle began to be harder and harder for me to find when I left the home mirror, gathered my courage and headed into the world as a transfeminine person. Many times, I could almost see and sense my middle person in the public mirrors I was still using to build myself up in places such as clothing stores in the malls and changing rooms I had started to use in all the thrift stores I was shopping to discover the latest fashion item I could wear. I was never any good shopping for women’s clothes as a man, as my feminine self-wanted to do it all and make all the final choices for herself.

In addition to fighting for the middle with my male self, I needed to fight my second wife for the rights to her husband. Like my male-self, my wife was a formidable opponent to any idea of me transitioning any further into the feminine world I increasingly wanted to live in. In many ways, she held all the gender cards because she knew I was a cross dresser when we met but never/ever agreed to me going past that point as she said she did not sign up to live with another woman. For whatever reason she never liked the transgender woman I was becoming and passed away before she could meet the finished product I had become. I don’t blame her because she just got caught in the middle of me not wanting to admit to what I always knew deep down…there was actually no middle point to me, I was destined to eventually live my life among ciswomen as an equal transgender woman.

The problem was, getting to the point of realizing all of this was easy to write about and harder to do. The biggest mistake I made was thinking my gender balance between male and female was so good that I could live as both in the world. While I maintained a long-term marriage and a good job. Trying to go all in on both genders cost me my already fragile mental health as I was still trying to do my research in the public eye about which gender direction I wanted to go. Long story short, I found without too much trouble I could carve out a new feminine life without the world questioning anything about my old male life. As I surveyed the world suddenly, I could see gender possibilities opening for me that I never thought possible before.

During this time in my life, I think I met myself in the middle too fast and tried unsuccessfully to slow my progress down until I could figure out what to do about the rest of my life. Primarily my second wife and my very lucrative job. Plus, on the other hand, I had put this gender teeter totter in motion, and it increasingly looked as if I could not get off. I kept up the old male charade I was forced to live as long as I needed to, and with the help of a few ciswomen friends, I was able to find a new middle point in my life as a trans woman. Which seemed to work well, until HRT or gender affirming hormones came my way, and the balance of my life was changed forever.

I had always viewed the possibility of me taking the gender altering hormones as a line of demarcation of me never going back to my old male life and it was. From the obvious growth of my breasts and hair to the overall softening of my skin and facial lines the changes came fast and furious and again I was forced to move up my timeline to discard (or give away) all my old male clothes and set my sights on a new bright future. Away from all the uncertainties of going back and forth between the two main binary genders of womanhood and manhood. My lifetime of juggling identities went away, my mental health improved as I entered the world I had always dreamed of my entire life that I had finally earned my way into.

The “earn” word is important here because of all the trial and error (mostly error) I put into finally facing the reality of my true gender and forever stopped meeting myself in the middle. Was it worth it? Sure, because I ended up not having any choice after all.

 

 

 

 

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Hey You!!!! Meeting Myself in the Middle

  Image from Adam Winger on UnSplash.  For me, meeting myself in the mirror was never easy to do. While the group of boys I grew up around w...