Friday, March 14, 2025

Let the World be your Classroom

 

Image from Aleksandar Andreev on
UnSplash.


It certainly is difficult to reach a space in gender time when you can relax and let the world be your classroom.

First of all, you need to acquire the confidence in yourself to view what other women around you are doing. Personally, I took the stairstep method on my gender path to finally acquire the stability I needed to grow into a stable transgender womanhood. Literally, for years, nothing seemed to come easy for me. I was very good at taking one step forward in my new world and then taking two steps back when I was rejected by the public. It was similar to the day when I thought I was on point with my fashion, makeup and wig. I was confidently walking down a mall sidewalk when one of my heels became stuck in a small crack in the walk and I almost fell. What were the odds? 

It was like the transgender gods were telling me I needed to keep learning and maybe what I just went through had happened to many other women in the past. I rapidly learned from then on to keep an eye out for any potential sidewalk issues. I was stubborn and slowly I kept acquiring the basics to stop looking at myself so much and begin to look around at what the other women around me were doing. They became my classroom at work where I worked with many women and out in the world with a group of strangers. Once I was allowed behind the gender curtain, I began to learn a lot. 

My first big lesson was women ran their world separate from men quite well. Women had their own forms of communication and style. The more accomplished women were the ones who were good at letting men think they were getting their way. I never really had to learn about dealing with men because the great majority of them left me alone. So, it was women I needed to worry about communicating with. Initially, I had few problems with other women because I was dealing with store clerks who did not care or were just interested in my money. It was not until I began to explore other facets of the world as a transgender woman did, I begin to learn the actual basics of looking another woman in the eye and talking to her. I even made it to the point where I initiated the conversation with such basics as a compliment on a dress or a piece of jewelry. When I did, I "broke" the ice so to speak and made it OK for the other woman to talk to me.

My second big lesson was there were actual alpha females who I knew from work. They were the ones who did an amazing job of balancing supervising others at work and still running a family at home. I realized, once I received a vote of support from an alpha female, I was in good shape. The whole process brought into focus how much I was able to learn from the women I worked with and secretly looked up to. I say secretly because I worked for a very male dominated company, and I did not have the support to provide the women what they needed to totally thrive. I simply was not that far up that ladder. 

As my classroom expanded, I began to write this blog, over a decade ago. Every once in a while, I go back and look over a few of my original posts. I noticed a big shift in the blog over the years. Initially, my posts revolved around how I looked and how I arrived where I was in life. On the other hand, currently my writings involve what is happening in the world now and how I arrived where I am now. Or, how I got to the point to stand in my gender space and be proud of it. What does remain constant here is all I set out to do was help others with the same gender issues I had. It just took a classroom to do it. Something I never considered when I was trapped in the dark confines of my own gender life. 

For the most part, I can now relax in the world and look around for any possible other reactions which are happily becoming increasingly rare. The classroom has gone full circle into a space I enjoy. I like going out to eat and even the LGBTQ peer support group meetings I attend virtually. They give me a chance to put on a little makeup and nicely brushout my hair. Every little bit helps in the world of a transgender woman or cross dresser. 

Thursday, March 13, 2025

Back Up Plans

 

JJ Hart visiting Key Largo.


Following several near misses as a novice transgender woman out into the world, I began to smarten up and have back up plans when I was in perceived danger. 

After the near misses with security problems on dark streets where I should have never been alone, I hurriedly went home and looked to see if there was anything in my cross dressers handbook which would have alerted me to possible issues. Since I had a beginner's handbook, I found no such warning and because I had been raised male, I went on my way like nothing should ever happen. Well, it did, and I was fortunate to buy my way out of the problem with my last five-dollar bill. From then on, I learned my lesson and never went back there without an escort of some sort. Common sense had set in. 

Many other of my problems early in my public life as a cross dresser or transgender woman came from other less than intelligent decisions, I made on my own which set me up for failure. Such as the night when my second wife and I attended a diverse mixer in Columbus, Ohio. Against her wishes, I wore a very short mini dress with my long blond wig and ended up being trapped and nearly accosted by a much larger and aggressive "admirer" in a narrow hallway of the house we were in. My wife showed up and he backed off, giving her an ideal "I told you so" moment. From that experience I learned how helpless a woman could feel when trapped by an aggressive man. I went home and added it to my back up plans for the future and scribbled it into my mental gender notebook.

Other experiences were less stressful and even more humorous. One I will never forget was when I was tempting fate with wearing water balloons as breast forms. The double-edged sword of wearing the water filled forms was they were very fragile. Especially when I ignored the danger and made the balloons bigger. All went well, until the night one broke while I was out drinking in a venue, I was a regular in. I was lucky, when the mini flood cut loose, I was already heading for the women's room which happened to be deserted.  I was able to clean up, pay my tab and leave without further incident. I did not think telling the staff I was pregnant would have worked. When I arrived home, the water balloon breast forms became history for me, and I saved up for my first set of silicone forms. 

As the years flew by and I became more interactive with the public, I began to fill out more and more of my transgender workbook, complete with backup plans. I learned to be more cautious with my plans, allowing for more of the inevitable problems which would crop up. Even still, I was caught unaware on several occasions. One of which comes to mind when I was innocently chatting with another woman's husband when she went to the restroom. When she returned, in no uncertain terms, she made it clear I was not supposed to talk to him. My back up plan was to quickly leave, and I did.

I learned also, as I transitioned away from the male gender, very quickly I lost all my male privilege too. The old bluster my way through potentially dangerous situations went away. All of a sudden, I needed to look ahead and not put myself into those situations to start with became important. Many times, I needed to think if things could go wrong, they would. Before it was the same for my spousal relationship, I needed to begin coming home earlier so I could take off my makeup and clothes before my wife returned home from her night shift. Most of the time, I did make it, but when I did not, there was hell to pay. 

Finally, when I became freed up to live my transgender womanhood, I could store away most of my back up plans and move on. However, many of the plans I discovered were just part of being a woman anyhow, so I considered them a rite of passage. Other women grew up learning about the gender rules (right or wrong) and I needed to do the same. 

Wednesday, March 12, 2025

Building a Huge Bridge

 

Image from UnSplash.

When you cross the binary gender border from male to female, anyway you cut it, you need to be ready to build a huge bridge. 

In my case, I don't think I had any idea how far I would have to go until I seriously started my journey. When I was the "pretty, pretty princess" as my second wife called me, life seemed to be so simple. All I needed to do to live as a woman was to look like one. My wife also told me I made a terrible woman, and her view had nothing to with my appearance. I knew right then, I needed to find out what she meant and add it to the bridge I was starting to build. I discovered a lot. 

I was far from being any sort of a gender architect and had a long way to go. Mainly because I started with so little cross dresser privilege. I had few feminine traits to work with when I started and needed to learn the basics in fashion to disguise my testosterone poisoned male body to do my best to present as feminine in the world. When I did, I began to build a stable base for my gender bridge to stand on. To do so, I needed to cast my mirror aside and begin to explore more and more of the world as a novice transgender woman.

About that time, my bridgework became very complex. I began to be accepted in small, diverse circles of acquaintances which included everyone from lesbians to a big burly motorcycle rider who I had a small crush on. I learned to build a support structure from all of them and my bridge began to come together. Even still. with all of my newfound success in the world, I found I needed to keep building to be successful. Along the way, I needed to adjust to losing part of my intelligence to toxic men, all the way to be mansplained about the simplest of things by other men I considered to be beneath my level. I adjusted to all of it and considered it to be a rite of passage into a woman's world and went on. Plus, at the time, I was making the transition from basic cross dresser to novice transgender woman. I needed to strengthen my new bridge to make it.  

Bridge building never became much easier for me until I gained the expert guidance of other strong women. Their acceptance was invaluable in making my way in the world as a transgender woman. Basically, they showed me how to value myself as I was. At that point I found it much easier to walk from my old male side of my bridge all the way to the new, scary side of the bridge and live fulltime as a transgender woman.  

I learned when I tried to cross my bridge, and it held, I knew I had built it correctly. Much of the time, my life was not easy, but I again considered it all a rite of passage to gain what I always considered to be my ultimate dream of transgender womanhood. 

The bridge was huge and intimidating but I stayed the course and learned the basics of gender bridge building. The effort was worth it. 

As the Clock Strikes Midnight

  JJ Hart New Year’s Eve is upon us again. With it comes a flood of memories, some good, some not so good from both sides of my transgend...