Showing posts with label manhood. Show all posts
Showing posts with label manhood. Show all posts

Sunday, April 12, 2026

What Kind of Man was I?

 

Image from Christian Lue
on UnSplash.

I had a good question on one of the blogging platforms I write for the other day. The person asked a simple but relevant question about what kind of a man I was before I went down the strenuous male to female femininization I chose for my life.

Here is how I replied: Thanks for the question. In my former male life, I did the best I could to be successful and hide my true self from the world. Early on, I played football and worked on cars to essentially build a wall to keep the teenaged bullies away. From there, I went off to college and earned my first degree, a bachelor’s in history before I was swept off into the Army during the Vietnam years.

After the Army which I was honorably discharged from after three years away from being able to express my feminine self, I ended up jumping back into my cross-dressing ways and eventually getting married for the first time and fathering a daughter. Once again, I was doing my best to do the all the right things to make the world think I was a “normal” male which of course I always struggled with.

From there, I jumped out of the radio business and into the tavern venue world when a friend of mine and I bought a small neighborhood bar where we lived. My dad described it best by saying it had two doors, so the flies did not have to stop when they went through the bar. He always had away with words. At any rate, the bar did not make it long, but my ownership of the building did. Initially I did not want the responsibility of property ownership but was talked into it by my dad. I think at the time, I did not want the extra pressure of owning anything I would have to get rid of as extra baggage if I decided to make the jump from one gender border to another.

I stayed in my male mode and managed to turn the failed bar into a successful pizzeria until I was drinking too much and lost it too. I was trying to over medicate myself as I ran from my depression and anxiety issues, along with the major problem I had which was of course I wanted to be a woman more than anything else. During this time also, I managed to sneak in another degree, an associates in business, from a local college to take advantage of my veterans’ benefits.

By this time, you can see the theme of my life was not a good one. Anything successful I did, I managed to destroy because of my gender issues. I even lost our house I bought off the GI bill.

Ironically, my life began to turn around when I met the first of the two most influential women in my life. The woman I met worked at a radio station I worked for after I was discharged from the Army and was trying to run the pizzeria successfully. I was literally swept off my feet and ended up divorcing my first wife and marrying the second woman. By the way, both women knew of my cross-dressing desires before we were married. It turned out I was man enough to stay married to her for twenty-five years before she suddenly passed away, wrecking my life for several years before I could rebuild it.

During the twenty-five years I went through with my second wife, I began to really learn I was not the man I used to be as I felt myself transitioning again from cross-dresser to transgender woman. In the meantime, I had thrown my old baggage caution to the side and had built a successful career for myself in the restaurant industry. By the time she passed on, I had built was too much spousal support, family, friends and jobs to casually risk it all and transition. Although it was always my dream to do so. Being the man I was meant I would have to give up the positions I held with civic organizations in town too. I felt flattered to be a part but at the same time never felt really at home there.

After I had given up any hope of ever finding anyone else to be with the rest of my life, I met my future wife Liz, and she was instrumental in pushing me into pursuing HRT by telling me she had never seen any male in me to start with. Her gentle push was all I needed to give away all my male clothes and stop the charade I was living life as a man.

I guess you could say that although I tried hard to be a successful man, I kept trying to destroy any success I had. It took a series of good women to show me the way to where I should have been all along, living my dream of being a transfeminine person fulltime.

My first wife went with the flow and did not seem to care what I did, my second wife approved of my cross-dressing but totally disapproved of HRT and any idea I was transgender, and my third wife totally helped me along. Out of the manhood I never wanted. The only woman left to mention was my internal one who (not so patiently) had to wait for her turn to do more than survive as she needed to thrive for a change.

I hope this answers the question of what kind of man I was before a jumped out of the man’s club and into the girl’s sandbox. I led a complex life of failure and success as a man but never felt as if I was doing the right thing. I was fortunate when good people came along to save me from my self-destructive self. Without them, I doubt if I could have ever made it to the place, I am today.

Thanks for the question! I appreciate any response I get from all of you plus any claps and subscriptions you send my way.

 

 

 

 

 

What Kind of Man was I?

  Image from Christian Lue on UnSplash. I had a good question on one of the blogging platforms I write for the other day. The person asked a...