It Was Never Easy

I am amused when anyone thinks my gender journey has ever been an easy one. 

To begin with, I was born into a very male dominated family. Being the oldest son of two, I had heavy male expectations forced on me. Very early on, I learned I was in the wrong place at the wrong time. I did not belong in the male world at all. The problem was coming to the knowledge I did not belong as I was sneaking around my family's back to cross dress as a girl. As I remember, I had two hiding places for my small collection of feminine wardrobe and makeup. 

The first place was up in the attic of our family garage and the second was more creative when I discovered a hallowed out tree trunk in a woods next door to my house. What I did was use plastic trash bags to protect my precious belongings from the elements and it provided an extra way I could be alone and dress which relieved (for a day or two) my gender tension. So none of my drastic measures were easy but I survived without anyone detecting my secret, to my knowledge. 

As years went by and my life as a girl began to be more complex, I was pressured to do more and more to protect my life. Sneaking around became more intense as my wardrobe increased, along with my knowledge of the makeup arts. In all fairness to me, I attempted to ease my gender pain, I told my first and second wives ahead of our marriage I was a transvestite or cross dresser which I thought would help my world. My idea worked for awhile, until I essentially out grew the idea I simply wanted to wear women's clothes and makeup. More and more I wanted to be a woman.

Making the jump from cross dresser to transgender woman often was brutal. Partially because I still had my male life to contend with. It probably would have been easier on me if I was not involved in such a male intensive job which automatically would completely throw me totally and publicly back into a world I never wanted. Ironically, my life as a man I worked so hard to build was now in direct competition with a feminized life I was growing into. 

At the same time, my biggest challenge became was deciding if I was transgender at all, Could I continue a life where I lived in both binary genders temporarily or would I need to choose between being a man or a woman. I ran from the decision for years before I grew so tired of running I could go no farther. Making a decision was never an easy one but one I needed to make. Finally, one night I had yet another soul searching discussion with myself and decided to live a life as a transgender woman. The world as I knew it was showing me the way. For the first time in my life I was single and did not have to worry about a spouse to deal with when I changed.

I went even further and decided to go to a doctor to see if I was healthy enough to begin gender affirming hormones. I was and my body took to them very rapidly, making my decision to give away what was left of my male wardrobe to charity and add to my feminine wardrobe. It was not easy to make the decision but it was easy to live with the results. I only knew my new feminine life would never be easy but still would so much better than the life I had lived,

It was never an easy life and my gender dysphoria certainly did not make it any easier. Waking up in the morning after dreaming if I was a boy or a girl never got my day started on a good foot. All of it became some sort of a daily routine I never wanted. With all the highs and lows, somehow I learned to live with it all. 

Options or Paradise

 

Liz on Left, out to eat! 

During our gender transitions, many times we have the choice of options or paradise. 

Often, options come about as not being a choice. Examples include all the days we had to rush around and hide our feminizations from our family and friends. We had no option but to hide our truths. For some if us also, our cross dressing options never became any better when we had to pursue stints in the military. Certainly, the military provided every roadblock in the world for pursuing any route to paradise for gender conflicted individuals. 

As a whole, back then, paradise was very difficult to achieve. In fact I can now refer rare paradise as gender euphoria. For many years and even decades my gender balance never changed. I was still sneaking around risking life as I knew it to momentarily express my true inner gender. Fortunately, I had the time to work on perfecting my femininized presentation. When I finally was able to pursue paradise by going out in public, I was closer than before to achieving success. In fact, once I learned to blend in with  other women in the world, I was more likely to find a fleeting sense of paradise. 

Usually, my paradise did not last long because I needed to quickly return to my male world which I was increasingly feeling uncomfortable in. I was desperately seeking other options to find more gender euphoria other than the annual Halloween parties I was going to as a woman. The parties and the transvestite/ transsexual mixers I started to go to helped me to understand the gap I was facing when I considered the ultimate outcome of where I wanted to go with my life. Instead of just embracing the usual male attributes in life, I needed to include the very real possibility I would have the option to live life out as a transgender woman. The reason I thought this way was I encountered paradise when I was experiencing the world as my true authentic self. I felt so natural and wondered why I had waited so long to do it.

What if I had experienced paradise a decade earlier than I did when I went to a TGIF restaurant and bar determined to mix with other single women. Maybe I was just waiting for the world to catch up to me but more than likely the opposite was happening. I had the options to catch up to the world and I took the chance. By the time I ventured out into the world, I had certainly paid my dues and was  ready to reap the benefits. 

Still I was frustrated when the benefits of my new life were just out of reach. Such as the times when I was so comfortable in my new feminine world I actually forgot where I was and caught myself slipping back into a male mode. I still did not have the full closure from my old male self I so desperately needed. I kept running into unexpected roadblocks and stop signs on my gender path such as a spouse's death which changed my ideas of where I was headed but not for long. Soon with fewer and fewer options to consider as well as a solid new life I was building, paradise was closer than ever before. 

As transgender women or trans men, we often experience periods of options or paradise as we follow our difficult, unique gender paths which separate us from other humans. The whole journey hopefully makes paradise worth it.  

Just Weary

 

Image from Harry Quan
on UnSplash

Following a lifetime of doing my best to maintain a male lifestyle, I grew weary of living a lie.

Similar to many transgender folks and/or cross dressers I grew impatient with the progress I was making with my gender transition. I had two main problems, the first of which I did not know where I was going and the second was I had no basic idea if I was ever going to learn the basics of what I was doing. Very quickly, I tired of just looking at myself in the mirror and wanted more. I wish now I would have seen my feelings as being transgender but all of this occurred well before the term transgender was invented and became popular.

At the time, my frustration level was rising to an all time high. I was doing my best to learn the basics of feminine presentation but rarely had the chance to try my efforts in a public setting. Those occasions just happened to be Halloween parties which I learned many new basics from. Such as what happened when I dressed slutty compared to when I dressed in feminine professional attire. As Halloween rapidly approaches, I will try to be more in-depth on what I learned which helped me along on my journey to be a transgender woman.

As I went along, my femininization lessons just increased my weariness of being male. I grew extra tired of all the games guys play when they size each other up in the world and I wanted out. I could not wait until I could head home and escape into the safety of my woman's world, The whole problem was, my world was still so isolated and I needed to get out. To enter the world, I dreamed up ways to do it and began by going shopping where clerks had to accept me for my money, not my gender. I also started out by going to gay bars thinking I was safe there. In the long run, I discovered neither did me much good as I was not challenged to build a better feminine self. As I said, acceptance was a given in the clothing stores I went to and not a given in the gay or lesbian venues I went to. Through it all, with the ups and the downs, I learned I was on the right track to my gender discovery. Even though I needed to make sure the light up ahead was not another on-coming train.

My salvation turned out to be being myself, as I ended up going full circle and enjoying the sports venues I enjoyed going to as a guy. Sure I was scared at first, but I followed my instincts of being friendly to the staff, dressing to blend in with the other women and tipping well. Before I knew it, I became a regular at several venues as I enjoyed myself. During this point of my life, even though I was still intensely lonely, I still was increasingly weary of any idea I was still a man. 

To do away with any of my masculine traits became a primary goal of mine. I worked hard to lose weight and take care of my skin to do my best to improve my femininized appearance Plus the addition of the gender affirming hormones I began very much improved my confidence and outlook on life, I finally had arrived at my gender tipping point when all the male clothes had to go and it was time to consider coming out to the closest friends and family I had left. 

It was time to leave my weary life behind and open the doors to an exciting new life as a full-time transgender woman.  .