A Night at a Concert

Image from the Jessie Hart Archives

Following the time when my wife passed away, I actually tried to date another cis woman, once.

During this brief period of my life, my old male self was still desperately hanging on to the idea he could still exist at all. At that time, one of my servers came into my restaurant with her very attractive Mother. After several inquiries I found her Mother was single and she would ask if she would go out with me. She did and we started our very short history of dating. 

Right from the start I found she was a bit of a prima donna when we met on a date in downtown Cincinnati. I suggested stopping at a micro brewery for a quick appetizer when she wanted to go to an upscale steak house on my dime. I should have known then she was out of my league but I kept on trying anyhow. In a very short period of time, I told my daughter I was dating again. In response, she came up with two tickets to a local park pavilion near her house. The concert performer was Joe Cocker, so I could not wait to go. I even asked the new woman I was dating if she wanted to go and she initially said yes and the date was on, or so I thought. A couple days later and a week before the concert in the park, she called me and broke up our brief affair. I was slightly shocked but then again not so much as I began to consider what I would go with an extra ticket to see Joe. 

At the time, I was increasingly exploring the world as a transgender woman, so I thought why not take myself on a date in the park. I knew exactly what I would wear .My long silky black slacks with my black matching sleeveless top and black flats for comfortable walking. I then applied my makeup and topped my outfit off with my long black straight wig and I was ready for the half hour drive to the venue. By this time all of this happened, I was becoming very comfortable with my feminine self so I was really looking forward to the evening as it approached. I had spent many a evening being alone with myself. I wasn't very nervous as much as excited by the expectation of having a good time. 

The evening of the concert turned out to be ideal weather wise, a beautiful warm but not too humid Ohio summer evening. I showed my ticket and was admitted to the venue without a problem. Before I went to my seat, I decided to buy a drink and then headed to sit down. Again I experienced no problems with anyone in the venue in my section. I was able to enjoy my drink and relax even further before the music started. I especially enjoyed the silky sensation of my clothes in the summer evening air.

I was glad I went because I had been a Joe Cocker fan since the Woodstock concert days and it wasn't too long following the concert, he passed away and I was still able to be completely enjoy his performance before it was too late.

As far as I was concerned and as selfish as it may sound, the whole exciting evening was more fun for me than taking a woman I barely knew. Plus my experience even further increased my confidence as a novice transgender woman. Even to the point of coming out to my daughter who I told that I enjoyed the concert very much but never added who my "date" was. 

The night at the concert was one of those lifetime experiences I will never forget. It was the last time I ever tried to date as a man and the first time I was ever to seriously explore my life as a transgender woman. Once I did, the more I understood it was the life for me. 

It Has Never Been a Sprint

 

Image from Marcus
Spiske on UnSplash

A transgender life is never a sprint, it is a marathon. 

From the first time we slide on the hose and view ourselves in a mirror, we never believe the gender journey we have started would last as long as it did. Initially for me, I was on a very short term program when I would cross dress as a girl one day and live off the proverbial buzz until I could follow my dream and cross dress again. 

I wonder now if I had known the journey I followed would have so many bumps in the road and would have lasted so long would I have still done it. On the other hand, I was never a sprinter and a marathon was a closer match to my personality. Plus, there were milestones along the way which kept me going. Very early on, I knew I needed much more than just the feel of women's clothes to propel me forward. There just had to be more than just looking like a girl, I wanted to do more and be a girl. I knew the journey would be difficult and maybe impossible but I needed to keep trying. 

First of all, I needed to learn the basics of feminine appearance so I could safely explore the world as my new exciting self. With no help and very little money, I haunted the thrift stores trying different wardrobe items which were very inexpensive until I finally began to see improvement. My sprint during the time in my life when I was experimenting more and more was exhausting. The one thing which was evident to me was I was on my own. To win or lose was my passion but first I needed to see away around surviving a stint in the military where I could not express my feminine self. Fortunately, I could fall back on what my male self had taught me about internalizing my feelings. During my three years of military service, I managed to survive without cross dressing except for one notable Halloween party which led to me coming out to a few friends of mine as a transvestite. Included in the group of three was a woman who was to become my first wife and the mother of my only child. This brief sprint set the stage for me coming out to others in the future. 

For awhile, I was over confident about others accepting my authentic self until a conversation with my Mom brought me back down to earth. She soundly rejected me and I was off I pursuing my gender marathon again. Even with the set back, I had plenty of energy to move forward. Move forward I did, regardless of living with an unapproving wife. I needed to hide nearly all of what I was doing as I ran my next sprint. 

By this time, my sprints were becoming more defined as  I was increasingly discovering my dream of living a fulltime life as a transgender woman just could be a reality. Next up on my sprint were gender affirming hormones and making the decision to never look back where I had come from as a male and plan ahead a life as a transgender woman. 

The only constant I found on my gender marathon was change. Every time I thought I had it made in the process, something came along to disrupt my thinking. It could be as minor as being mis-gendered in the world or so much more now as I reach the twi-light of my life. Now making it to the finish line of my gender marathon in the best shape possible is my main goal.

Transgender Expectations

 

Picnic Image. My wife Liz on the right.

When I began the long and very difficult transgender journey I decided to take, I had many expectations.

At the time, I was still entranced with wearing all the pretty clothes a woman had access to. I could not wait to have my own wardrobe which would match any occasion from casual to formal. I was very naïve back in those days and thought a woman's life was all about how she looked. I was so wrong as I discovered as I explored more and more of a transgender woman's life. In addition to the layers cis-women went through in their lives, trans women face all of those and more. To begin with, we don't have the benefit of growing up around other girls and learning from them. Making our own way was difficult when the only input was coming from the mirror. 

Loneliness ruled my feminine side all the time my male side was trying his best to survive in the world he never really felt comfortable in. As I observed all the girls around me, my expectations of what their life was all about just increased. The problem was I had a distorted view of everything feminine. One example was I was shy and never liked having to ask a girl out on a date. I thought the whole process was so unfair just like worrying about serving in the military and getting shipped off to Vietnam. 

What I did not realize was the gender grass was not always greener on the feminine side. Was it easier to be the one asking someone out, or waiting for someone to ask you out. As far as the military went, there was nothing I could do about it, so I tried to hide my resentment and move on. 

As I did move on, I discovered many other expectations I never planned on. Communication was one of the major hurdles I needed to overcome before I could learn to live a quality life as a transgender woman. I was blindsided quickly when the public wanted to talk to me faster than I was ready to respond. Initially, before I went through vocal lessons, I tried to just talk in a soft background voice and hope for the best. Trying to match the voice to my appearance was not an expectation I planned on but it happened. It was just all a part of moving out of the mirror and into the world. 

As I matured as a trans woman and started to communicate with other women, I learned the grass was certainly not greener on the feminine side of gender. As I thought back to the Christmas envy I had because of my two girl cousins who were dressed in their new dresses and white tights. Liz ruined my illusions of pleasure when she told me stories of getting in trouble for getting her tights ruined by playing with the boys. 

Even though I found the grass was not greener on the other gender side, the more I learned of the gender differences I faced, the more I wanted to continue my journey. It seemed the more I experienced, I more I felt I had paid my dues as a transgender woman. More or less, as a rite of passage such as a mammogram. 

Since females are not born women but rather socialized into womanhood, transgender women have to go through the same process. By following all those expectations all those years, I finally arrived. The path I followed was difficult but in many ways the same as other women, transgender or not.