Tomorrow is Here

Labor Day 2024.

 Throughout my life, I was the best at putting everything off. From homework to attacking a gender issue, I kept putting it off, hoping it would go away. 

Of course it never did and I was stuck until the last moment trying to do something about it. My best laid plans for escape never did work. Especially when it came to my gender issues. When I was young, the whole plan seemed simple enough. Cross dress as a girl as much as I could get away with and then escape back into my male world. No matter how painful that was. 

It was a good plan until life became more and more complex and I wanted more and more from my cross dressing activities. In other words, I wanted out of the mirror and into the world. I started innocently enough with quick trips to the mail box during the day when I was the only one home. Of course I had to wear my shortest skirt and feel the cool air on my freshly shaven legs and I was hooked for life. 

The problem was, tomorrow was never quite here. Once I cross dressed for a quick day, I needed to go back and try to exist in a male world I never really wanted and I deeply resented it. Repeating the entire routine over and over again made me moody, grumpy and overall difficult to live with. Perhaps the worst part was, I had no one to talk to concerning my gender issues. So a full fledged gender tomorrow never came for me. I was just digging myself a deeper hole, thinking someday my life would change. Then, I didn't know it would but I didn't consider how much work it would take me to do it. 

Days, years and even decades went by and still I hid from myself all my gender truths. Most of the time I did not live in the present while I kept in the back of my mind the next time I could cross dress and enjoy my small but growing feminine wardrobe. All of the waiting created it's own set of issues. During that time, my male self was doing his best to survive and prosper in the world. Which at the same time, made the idea of transitioning into a transgender woman more complex and intimidating. It was easy to keep putting off what I knew deep down was true, I was always meant to be a girl. I just had to be in the position to reach out and grab her. 

During that portion of my life, it seemed my gender tomorrow would never be here and massive roadblocks stood up and blocked my way. Navigating them in my newly acquired heels would be a challenge I would have to accept as I crossed the gender border to play in the girl's sandbox. I found myself to be way past the tomorrow mode and started to believe my dream of living as a full time transgender woman was very achievable. 

Very quickly tomorrow became today and with the help of others, I seized the opportunity before I became too old to enjoy it. I am not shy of saying I waited until I was sixty to transition and begin HRT for what ever reason. I ended up feeling so natural, I wondered why I waited so long. 

Transgender Reconnections

 

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Jessie Hart
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As I followed the path to a transgender transition, I made several important reconnections. 

Little did I know or realize how many twists and turns I would take before I found my truth. Most importantly I needed to realize I was not a man cross dressing as a woman, I was the reverse. A woman trying to make it as a cross dressed man in life. Because of that, nothing seemed to quite fit in my life as I struggled to survive in an unwanted male world. As I attempted to outrun all my problems,  I drank alcohol to excess as well as moved around and changed jobs way too much. I was always running, searching for my transgender reconnections. Sadly, I searched for nearly a half a century before I was able to have any success and connect with my authentic gender self.

During all those years, I was teased with success as I left my cross dressing mirror and slowly entered the world as a novice transgender woman. Along the way, I made all the mistakes I could think of plus some I could not have imagined happening. In my haste to reach the conclusion to my reconnection, I needed to first discover what it was. Through it all, my inner female was screaming at me for more and more attention but my male self did his best to play all his cards and hang on. The game they were playing wrecked havoc with my mental health and I sought out therapy for help. As with anything else, therapy is what you put into it and I went through several very good therapists as well as a couple not so good ones. Then there was the problem of me listening to what they had to say to start with because my male self was telling me therapy was just a waste of time and money. On the other hand, my female self saw the benefits, especially if the therapy process was slowly opening her world at all. 

Sometimes too, reconnections were tantalizingly close. There were so many days or nights when I could relax and enjoy a glimpse of what a life as a transgender woman could be like. The more reconnections with a feminine world I could make, the more natural and better I felt. Probably, most importantly, all of the gender progress I was making was because I believed in myself and my confidence was building. I had escaped the basic confines of the wardrobe and makeup challenges and made it to the one on one communications I was suddenly faced with as a trans woman. It was during this point of my transgender reconnection process I learned the most. Mainly because, I was relaxing and letting my long hidden female self take over. It turns out all those years of having to quietly sit back and watch my male self struggle enabled her to be a better person when she got the chance. 

When I reconnected with my female self, I was able to be a full person again and I knew one of my therapists said it right when she told me there was nothing either of us could go about me wanting to be a woman. If I had followed her advice and set out to discover what my second wife had told me all along, I would have taken the time and really looked into what a women's world was all about. Other than the outward appearances of fashion and makeup. It was the biggest reconnection I couldn't make until I had earned it by actually adopting and living a life as a trans woman. Even to the point of beginning HRT or gender affirming hormones. 

In many ways, the new hormones were the final piece of the puzzle in reconnecting my transgender self to the world. Physically and emotionally I was ready to face the world as a united human being.  

I'm Still Here!

Well I woke up this morning and found I did NOT win the 16 zillion dollar Power Ball Lottery. The odds of winning were something close to getting hit by lightning 175 times- in the same month!!! Ouch! That would hurt.
Sadder yet is no television reporter stopped me where I bought the ticket and asked me what I would do with the money. Hmmmm....something good and decent for humanity? Like a boob job and some facial feminizing surgery? Or how about research on controlling lightening hitting me?