It's October

Photo Courtesy
Jessie Hart

October has arrived and it is time to celebrate my former favorite holiday Halloween. During the month, as promised (or threatened) I will spotlight several special evenings I spent on Halloween exploring if my feminine self could actually have a life in the public's eye.

Before I start the experiences, it is important to note several key feelings or happenings. As it turned out the yearly experiences started to vary with the number of times I tried getting out of my gender closet.

An example comes from my first big Halloween adventure, a party when I was in the Army in Germany. As the evening approached the mixture of trepidation along with elation was almost too much to bear. The closer Halloween got, it seemed it was difficult to keep my mind on anything else. 

The problem I had with Halloween was it only came once a year and I would have to wait another whole year to break out of my closet. The pressure affected how much fun I could have.  As I began to have more and more Halloweens under my panty hose, I began to be able to separate which party might be more fun and for what reason. Another example came the night I dressed very glitzy for a bunch of friends and ended up feeling very shunned by my male friends all night long. It turned out the whole process would be a look in how my future would turn out once I began to transition into a full time transgender woman.

It turned out, my favorite Halloween adventures occurred around and with people I didn't know. Probably because I went into the evening with radically different objectives. When I was with friends, primarily I was just fishing for compliments about how good I looked. When I was with strangers, it gave me a chance to see if I could truly present as a woman in public. Once I learned the lesson, I radically changed the way I chose what I was going to wear. I toned down the glitz and tried to turn up the reality and be mistaken for a cis woman, nicely dressed.

There were in between parties I became caught up in which I will explain along the way. One of which when I just happened to glitz my costume up and became part of group of tall women doing the same thing.

Of course October means so much more this year other than Halloween. I have my 73rd birthday coming up soon as well as my wedding, so there is plenty to look forward to. Regardless, even though I don't do any Halloween patties anymore, the holiday will always be special to me as the one day a year I could try life out of my gender closet.  

Going Back?

Photo Courtesy 
Jessie Hart

 Every now and then I read a post about some transgender person who is considering reversing courses and going back to their original gender. Often I think how easy it would be to do just that. Then I realize how I could never de-transition myself. For several reasons.

One of which and perhaps the most important is the fact once I arrived at my goal of being a full time out transgender woman, I felt so natural. In other words, for the first time in my life, my internal feminine soul was able to be freed from its dark closet and take over my former masculine exterior. This all led to me never wanting to give up and return to my previous life as a white privileged male. 

The struggle however was real. I was deeply involved in my sometimes toxic male existence. It involved stages of growth as I learned the true meaning of what I was attempting to do. It was an all encompassing path I found myself on as I traveled a route to be a transgender woman. 

Regardless, I understand others who struggle with the urge to go back to the safe gender life they led before. Many had to battle unaccepting family and friends and made the decision so much more difficult. Even still, easy is not the best course in many cases. Especially when it comes to deciding who your authentic self is then trying to live the life you were always meant to live.

When I think of all the moments in my life when I was trying so hard to find my true gender self, I wish I could have the chance to reclaim just a portion of the time and energy I spent. I took it so far with my nasty mood swings when I couldn't cross dress myself to relief, I nearly lost jobs. . Even further, was the guilt I felt when I was essentially cheating on my wife with another person who turned out to be myself. All of the transgender ripping and tearing I was feeling led me to many self destructive experiences and eventually a suicide attempt. Sadly she (my wife) passed away before we could come up with the final solution to my gender issues. She held her line at never wanting to live with another woman. On the other hand, I went through my only attempt ever to seriously de-transition. I went as far as to grow a beard. Naturally I was miserable.

From the moment she passed on I knew I was free to live my life as I pleased, in whatever gender I chose. Once I did, soon I flourished as my authentic feminine self. 

From that point forward I knew I had found my true gender home, the one deep down I was always knew I was meant to live. From then on, I knew I was never going back to my cross dressing male self. I went as far as I could with hormone replacement therapy to help femininize what the public saw. The HRT really worked with external as well as internal changes such as emotions. I cried more in the first six months as the result of sadness and happiness than I had in my entire life. 

I especially don't understand how a transgender person who has gone as far as HRT could ever go back to another gender universe but in a world where anything can happen I'm sure I will read about someone de-transitioning again. The current anti LGBTQ atmosphere in more than a few area's doesn't help those who want to gender transition into their authentic selves. It's a difficult path to follow.  

The Basics

Yesterday, I wrote a post concerning using the basics of using the women's room. Of course, as you transition genders from male to female or female to male, there are giant gender stereotypes you have to conquer. 

Examples are many, such as cis women have this sacred place to go (literally) when they use the restroom. Another would be women don't follow sports or drink beer as much as their male counterparts. Along the way I was able to put those stereotypes behind me as my cis when friends were every ounce the fan I was and could drink me under the table. 

If you look around at other women, they are as diverse as the rainbow some of them reject. The only major impact in society I see from women as a whole is they have moved away from dressing up as much as they used to. A disappointment to many cross dressers and or novice transgender women as they journey from their closets only to find in order to blend into the feminine population as a whole they had to change the idea of what they were wearing. Unless they were prepared to face added scrutiny. 

Other novice transgender women of a later age had to face the fact they were not a teenaged girl when they transitioned and no matter what couldn't dress like one. I fell into that trap and turned many A-Ha moments into Connie's Ha-Ha moments when I was laughed out of places I should have been accepted in. When the laughing stopped, I went back to my transgender drawing board, hitched up my big girl panties and went back in. Deep down I knew to be successful in my goal of presenting as a woman was going to take more work than I thought. 

I wonder now what I was thinking as I began to build a brand new person as my authentic feminine self. After all, she had waited years to get out of the dark and live. I don't think I grasped in the moment what I was asking. Perhaps I was too immersed in shedding the remnants of my old male life. Whatever the case, I don't believe I was totally ready for what happened to me.  One example is how suddenly I was able to find women who accepted me. I looked for and received more attention as a transgender woman than I ever did as a man. Maybe because the women sensed I had given up on the perceived masculine toxicity I had to live with.

The biggest challenge was building a good person others could relate to and I could interact with, learn from and develop as the woman I always knew I had been. At that point, the basics revolved around how I communicated with the new world I was facing. I couldn't believe the gender euphoria I felt when I began to communicate one on one with other women. 

As it turned out, the period of gender adjustment was not so different to the adjustments I had to make when I went through Army infantry basic training so many years before. Both transitions were intense and required an incredible amount of work to accomplish. Of course the gender basic was much more pleasurable than the Army one and I gained an incredible amount of respect for my new self.