Showing posts with label evolution. Show all posts
Showing posts with label evolution. Show all posts

Tuesday, June 2, 2026

Gender Evolution

 

Image from Hoite Prins
on UnSplash

Sometimes I think I give the wrong impression when it comes to my reactions to cross-dressing as a whole.

In reality, the last thing I want to do is put myself up on some sort of pedestal because I have survived my own personal gender wars and evolved from a young boy experimenting in his women’s clothes to living full-time as a transfeminine person in the world. After all, I was the one who spent nearly four decades cross-dressing my life away trying to make a final decision on which way my life would take me. So, saying “just a cross-dresser” would be totally wrong for me to do. In fact, cross dressing saved my life from taking off the overall pressure I was feeling from living my gender conflicted life. Just the slightest glimmer of hope I got from the mirror was all I had to get by and I used it to the max.

As I look back from the journey I took from wearing my mom’s clothes when they still fit me, all the way to getting rid of all my male clothing altogether (except my Army uniform), it was quite the lifetime of evolution. Sadly, not all the times were good, but they were all deep learning experiences. Such as all the times I was dressing to thrill myself. Not to properly attempt to blend in with the ciswomen around me. Very difficult lessons to learn as I needed to put my faux teenaged cross-dressing years behind me quickly if I ever wanted to be a success. I was far from being a teen girl since I was in my thirties with the testosterone poisoned body I was working with. I needed to evolve and do it fast if I was ever would be able test the idea I could survive as a transgender woman, leading a successful life.

Suddenly, out of the clear blue sky which was my existence more or less back in those days, something mentally clicked in me as I was preparing to go out into the world one night. As I slipped into my panty hose and heels, put on my makeup and wig, my whole thought pattern changed. I was no longer trying to just go out and successfully present well as a look-a-like ciswoman, I was going out to fit right into their community as a novice trans woman. The thought hit me like a thunderbolt and scared me to even think that way, but I could feel my life making a seismic shift for the better. If I could be successful, which still was a big question.

I am not shy about writing about one of the most exciting nights of my life went I went to mingle with a group of professional ciswomen who worked at a nearby mall. I don’t know what scared me worse, the fear of being recognized as an intruder and embarrassed or the fear of knowing if I was successful, I could never go back to the male life I was starting to evolve away from. I just know I was so scared I thought I would need an oxygen tank to help me breathe when I went in the venue to mingle with all those young attractive women.

You can probably guess what happened from there. I was very successful and knew my future as a cross-dresser was behind me as I had evolved into a novice transgender woman. Complete with two new straight venues I had established myself in as a regular. Something I never thought possible just a few months before when I was frequenting gay venues getting mistaken for just another drag queen. I should be more appreciative towards the reaction I received from the gay community because their attitudes sent me flying to places, I knew and enjoyed as a man. If I had evolved enough as a trans woman to do it.

At that point, my evolution into being allowed behind the women’s gender curtain was forced fed to me quickly. Mainly from other women who I met and wanted to help me adjust to the world I so desperately wanted to be a part of. Sometimes, I was overconfident and was sent back to my gender drawing board when I tried to go too fast, too soon but I never had to go back to the days when I was learning to adjust to the world outside my closet as a cross-dresser. Every angle I pursued in the world seemed to be new and exciting as I learned my feminine lessons well. You might say, I was the ultimate gender sponge because I was finally realizing my gender light at the end of the tunnel was not the train and a good life as a transfeminine person was certainly possible if I kept evolving. All the years of worrying about my future I had wasted in my life were just that…wasted and I needed to move on.

Better yet, I learned the world of ciswomen I was evolving into was worth every bit of the work I had put into it. Sure, I did encounter a few haters, bigots and TERF’s (ciswomen who hated me) but with my newfound confidence I had evolved into, I could quickly ignore them and get along with my life. If I got to the point where I ever needed my new friends to step up for me, they would but I had made it to the point where I could fight my own battles if I needed to.

In many ways, I see the evolution of transgender women and transgender men as the future as now the genders seem to be blurring for the younger generations. Maybe when the old white men finally die out, their bigotry will die out with them. Right now they are scared of the potential a trans tribe carries to understand what goes on both sides of the gender coin and we will be allowed to evolve back to where we were with native American cultures which honored us. But that is an evolvement topic for another time.

Thanks for reading!

 

 

Sunday, September 28, 2025

Gender Evolution

 

Image from Kyle
on UnSplash.

After all these years of pursuing a male to female gender transition, I view the process as evolution.

I am biased, but I think I have been fortunate to have lived through all the ups and downs of gender dysphoria to be able to have an up close and personal look at how both of the two main binary genders live. Similar to being able to actually live on the economies of Thailand and Germany when I was in the Army during the Vietnam War. By living on the economy, I mean I received off base housing and food pay from the Army, so I went on base only to work. Seeing how other societies work did wonders for my young self.

It took much longer to do the same thing when it came to my gender issues. I knew they were always there from a very young age, but I had no help to discover what my issues really were. I needed to live my life as a transgender woman to learn what I needed to do to achieve my childhood dream of living as a woman. No being a doctor or lawyer for me, I wanted to be a woman. At the time, I was naïve and thought all I needed to do was work on my appearance in the mirror and I could reach my dreams.

As my gender evolved, I needed to evolve as a person with it. What kind of a woman would I become became a major issue. I could be a standoffish bitchy woman, or a worldly feminine being who enjoyed being herself in the world. Ironically, my male self-helped me to arrive where I wanted to be. He had over the years provided me with ciswoman role models to look up to and try to evolve into overtime. When you added a potent mix of male and female into my personality, I ended up with the perfect mix. Even though I was appearing more and more as a female, my old male self-provided me with a firm base to evolve.

One aspect I do not want to underplay is how long it took me to do all of this. As I evolved, I began to make mental mini bucket lists of things I wanted to do in my exciting yet terrifying transfeminine world. The only problem I had with making bucket lists was I was spending too much time in my male life daydreaming of the next time I could be feminine. All too often, my gender lines blurred, and I needed to make sure I kept my male and female lives separate. It was intensely difficult for me to do as I was increasingly discovering I wanted and could pursue a life as a transgender woman I always had wanted to do and still was unable to do because of the male life I had worked so hard to build. The pressure just kept on building as I continued to try new things as my feminine self. I was in an intensely lonely world at the time as I left my closet.

I evolved to a point where I was able to create an entirely new person from the two, I had left behind. I transitioned again from being a basic weekend cross dresser into an accomplished transgender woman who could blend in with the world at large. Suddenly, I went from being shy and backwards to being confident and aware of my surroundings. Which I found I needed to stay safe in my new world. It was then I found many women were curious and friendly towards me while nearly all the men ignored me. Which I had no problem with as I had evolved past caring what they thought.  They had kicked me out of the men’s club.

As I look back at this time of my life, it seems to be a blur of activity.  Since I had changed my gender outlook in the middle of my life, I was learning from watching my new women friend’s what life was all about. Primarily, since most of them were lesbians, I found I did not need the validation from men to feel good about myself as I fit in with them. Evolution felt so good, I wanted more out of my new life. Again, I was fortunate when my wife Liz approached me online and we struck up a love affair which lasts till this day. I never thought I would ever find someone to love me as a sixty-year-old transgender woman at all, but I did.

My final evolution turned out to be wonderful, and I understand now why all the gender bigots hate us so much. We transgender women and trans men have had the chance to do what they never have had the chance to do. Experience both sides of the binary gender experience. The haters will just have to work their way through it. We have evolved and they have not.

 

               

Who Had it Easier

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