Gender Pilgrimage

 

Gender Pilgrim Troye Sivan

At the age of seventy four I often look back at my life and wonder how I was able to navigate the ups and downs of a gender pilgrimage. 

The way I have been able to separate my path is to roughly divide it into three segments which over simplifies the process but at the same time, makes it easier for my noggin to grasp. 

The first and most foggy time of my gender life was my early childhood. I don't remember exactly when I had a concrete idea of wanting to be a girl. I finally came to the conclusion it was around the age of ten. It was about this time when I started to explore the delights of feminine clothing from my Mom's wardrobe. From then on I started to save my allowance money as well the meager funds I earned from delivering newspapers to the rural customers we lived around. I had a powerful motivation to earn my own money and purchase makeup or clothes depending on what I could afford. 

The whole process set me firmly up for a nearly half century of cross dressing. As you can guess I had plenty of time to try different things while I experimented more and more deeply with being a woman and leaving my male life and privileges behind. I write often how I went about meeting other transvestites for the first time all the way to being approached by men. I was on cloud nine for weeks following an adventure I had after being made over by a professional at a cross dresser mixer I went to. Afterwards when I tagged along with the group I called the "A" listers, in a bar we ended up at, I was the only one approached by a guy who wanted me to stay and have a drink with him. The entire evening validated my desire to be a woman more often and at the same time made me hell to live with.

Sadly, I was destined to live this way for years, twenty five to be exact as I punished my wife for how I felt. I drank too much and tried to outrun my gender problems by changing jobs and moving to different states such as New York from our native Ohio. Instead of making my pilgrimage easier, I was attempting to make it ever harder. It almost killed me in the process as my mental health declined. The ripping and tearing of living between the two primary binary genders was just too much. I had to decide which way to go and made the choice to live in the future as a transgender woman. The problem was I was in my early sixties when I decided to leave my cross dresser phase and begin HRT or hormone replacement therapy. 

Of course now I am in the third phase of my gender pilgrimage and feel so relieved to having left all the turmoil of my male life behind. I know I did not make the wrong choice because I feel so natural with my life now. Out of an extreme level of caution, I certainly did well but on the other hand, I don't regret the male life I was able to live. Among other things, he gave me a wonderful accepting daughter and helped open the door to a relationship which led to a marriage to my wife Liz. 

I look at it this way, I was fortunate to have earned a dual gender citizenship by living on both sides of the border. An often long and difficult pilgrimage made it all possible.    

The Light

Image from Junior
Ferriero on UnSplash

 
Sadly, most transgender women or trans men experience complete darkness in their gender closet before they are able to come out and explore the world.

Of course in the pre-internet period, gender information was very difficult to come by and it wasn't until pioneers such as Virginia Prince came around did printed material begin to surface on a regular basis. As well as the so called transvestite mixers which began to crop up in other areas except the East coast. For those of us in the Midwest and other places, finding and meeting other like minded cross dressers seemed to be the impossible dream. The light in the gender closet was dim to say the least. 

Perhaps the worst part of seeing the light was determining exactly what it was. Could it be a beneficial beginning to escaping the severe gender dysphoria I was facing, or was it merely the light of a train rolling uncontrollably towards me. At any point of time, discovery of my feminine desires could lead to severe consequences to the male life I had worked so hard to survive in. It took me years and even decades to figure out the light wasn't the train. Partly because of all the time I wasn't sure it wasn't the train.

Those were the dark days of my gender despair. The days of venturing out in the public's eye only to be laughed at and rejected which led to ill-advised "purges" of my feminine wardrobe. Somehow, deep down, I knew the "purge" would only last a few days and the fleeting freedom I felt wouldn't last. I was right and before long, my desire to rebuild a feminine wardrobe and wear it became strong again. This time I wanted to climb on board the train and ride it to a new found transgender freedom, away from my old male self.  Rather than the light at the end of the tunnel being a negative, I deeply wanted to turn it into a positive.

It was approximately this time of my life, in my thirties and early forties, when I met others whom I could identify with as far as my gender struggles went. I found I didn't have to drive far to Columbus, Ohio for small mixers with a diverse group of people ranging from cross dresser admirers all the way to transsexuals. All of the sudden, the light became a beacon on what my life could become if I worked on it hard enough. I found achieving my possible goal of living a feminine life meant so much more than just appearances. My second wife kept pounding on me to be more and I took a long time to realize what she was saying. Surviving as a trans woman would mean learning to live a new multi-layered life.

Even though I had made it a huge priority to study women all my life, I needed to use the light to take my studies to another level. Think of it this way, I was pursuing a new masters program in gender before I could put the male past behind me and move forward.

Finally I arrived at a point where my closet door had opened widely and my long hidden feminine self was able to take over. She was able to take over the light and enable it to be so much brighter.

Ode to Halloween

 

Halloween image from
the Jessie Hart Archive (Tom on
Left)

I have lived long enough to experience Halloween coming full circle.

Early in life I experienced the urge to wear a feminine costume but never had the courage to break out of my gender closet and do it. Plus I lived in such a small rural area, there weren't too many kids to go around and once you were pigeon holed into a certain category with your peer group you couldn't get out.  Examples included friends who were good or bad students as well as those who were always the outstanding athletes in the class. There was never any space for a stray boy who wanted to be a girl.

So I had a deeper reason never, ever express my feminine longings at all on Halloween. On top of all of that, I never saw any other boys who were dressed as girls. No cheerleaders, princesses or any of the stereotypes from the female world. The only time I can remember ever seeing a fellow male in drag or cross dressed was for selected festivals in high school. I was amazed at their male to female transformation. Plus I did hear the gossip concerning another guy in school I didn't really know who was dressed in his sister's clothes for his "costume" as the rumor went. I was so envious!

Once the years progressed and I naturally achieved more freedom to be my own person, I was able to pursue more courageous goals as far as Halloween went. I tentatively used the holiday to sneak out of my closet and explore. Could I dare make it in public as my feminine self. Very early I learned lessons I could take with me for years as I transitioned. I found if I dressed more conservatively at Halloween I indeed could have a chance to present well in the public's eye as a woman. As it turned out, all of this would be just the beginning of what I could learn on my ever rocky gender journey. 

Halloween made it possible for me to understand I could indeed live a life as my authentic feminine self. The only real problem came when I could only experience my terrifying yet exciting new life once a year. I was increasingly forced into the real world to learn my new gender lessons. All of which were made possible by Halloween.

Ironically, the more I learned from my initial experiences, the more I found the lessons would serve me well when I transitioned into a world ran primarily by women. If I could get other women to accept me, the better and easier I would have it. I also learned the hard way the process I would need to go through with men to attempt acceptance. Along the way, when I learned the better I presented at Halloween parties as a woman, the more of my male privileges were lost. Almost instantly, my old male friends began to leave me alone with the rest of the women. 

These days I have gone full circle with Halloween. It has served it's purpose of launching my journey down a path to be a full time transgender woman. So I don't have any need to go to any parties with elaborate costumes. I have done all of that and it is time to sit back and recognize Halloween for all the amazing experiences I was provided.