Is Seeing Believing?

Image from Unsplash

 Many cross dressers or novice transgender women and trans men spend a majority of their time living in their mirror. Many because they don't feel secure in totally leaving their gender closets and checking out the world. I know I spent years over respecting whatever the mirror was telling me. I would think I looked extremely good, then immediately get laughed at when I gathered the courage to go out the door. I learned the hard way the mirror was lying to me. 

Once I did learn looking good in the mirror wasn't my primary goal, my life changed. Instead of the mirror the public became my focus in judging how successful my feminine presentation was becoming or, how far I still needed to go to be successful in my gender dreams. Once I started to begin to communicate one on one with other women, I began to see in their eyes and actions how I was doing. The whole experience of stepping out of the mirror and into the world was at once exciting and terrifying. But everytime I felt as if I failed, I picked myself back up and decided to try, try again. 

Along the journey also, I learned there were so many different kinds of women. Some were attractive and had their own sort of extra special passing privilege and others needed to work harder on their hidden strengths to get by. I finally concluded being the most attractive woman in the room was not a reachable goal for me but perhaps being the most authentic one could be. By setting a more realistic idea of how I was presenting helped me to survive in the world.

I wonder now with all the anti-transgender feedback going on in the country, how it will effect the segment of cis-women who do not possess passing privilege. What  will happen when other people begin to question their restroom usage?   Will the transgender community gain more allies by default? It will be interesting to see what a cis-woman thinks when she is faced with the same discrimination trans girls grew up with. 

If by chance you were a "natural" and your feminine transition was relatively easy, perhaps your life in the mirror was too. For the rest of us the learning curve was so steep, hanging on was often the main problem. The mirror was all we had to get by since we didn't have a real peer group to rely on. I have included the infamous "faux" teenaged dressing years in this thought. Sadly, most of us were far beyond our younger years when we first escaped the closet and tried out a new world.  

Seeing is believing for me came when I became confident I could negotiate the world as my authentic feminine soul had wanted to do for so many years. Mostly pursuing my goals as a very serious cross dresser. It took me many years to realize the truth I wasn't cross dressing as a woman at all. In reality, I was cross dressing as a man and the mirror never told me.

Impostor Syndrome Revisited

 

Pride Ohio River Photo
from the Jessie Hart Archives

For many years as I started my transition from male to female, I felt as if I was an actress just trying to fit in with the world. In many ventures into the public eye I felt I needed to concentrate on having a feminine walk, among other important things. In many ways I was creating my own problems as I began to settle into a public presentation which fit in with other women. As I was having fun exploring all the new aspects a woman takes for granted, I was feeling guilty about my progress.

All along I wondered why. After all I was beginning to live a life I  previously could only dream of doing. Perhaps it was because I was still experiencing my age old guilt I suffered in my lonely, dark gender closet as I was growing up. In other words I was experiencing the same old problem expressing my true authentic self. At times the struggle seemed to be to much to bear. As the saying goes, what doesn't kill you, just makes you stronger, did make me stronger in many ways and hurt me in others. I overcame by trying my best to explore ways to power through my gender issues. 

By powering through, I attempted many less than successful opportunities to express my new self. I ran the gamut of reducing a young grocery bagger to a stutter all the way to be snickered at and or stared at in public when I tried too hard to be sexy. I  found when I did that, I never had the chance to experience impostor syndrome because I was attracting the attention for all the wrong reasons. For awhile, one of my favorite activities was making sure my short skirt was even shorter when I slowly passed a semi truck on the highway. When the driver responded with a horn blast or the flashing of the lights, it validated my femininity. Which I discovered was all wrong.

My impostor syndrome really began to kick in when I found myself in situations when I needed to communicate one on one with other women. All of a sudden I needed to evaluate what I should talk about and how I was able to voice it. Often I would be talking with another woman feeling great then the doubts would set in and I needed to try to encourage myself to keep going. If you are familiar with bowling at all, it is similar to bowling three strikes in a row then overthinking the next attempt and totally messing it up. 

It took me many years to overcome my impostor syndrome by primarily realizing I had as much of a right to be a woman as the next person. As with every other female I had earned my socialization rights. I can't stress enough how difficult the process was for me. My deep seated paranoia (from childhood) that somehow living as my chosen gender was wrong took almost as long for me to completely overcome it.  But I did and these days my primary response to impostor syndrome is to get over it. Especially if I encounter any out spoken gender bigots.

My Last Date...as A Man

 

Long Dark Haired Wig Look
From the Jessie Hart 
Archives.

In many ways this was the final straw in my attempt to live in a male world. Approximately two years following the passing of my wife, I had the opportunity to date the Mother of one of my servers. She was smart, single ( near my age ) and very attractive. If I was a "real" man, she was the ideal woman I had ever wanted. As always, I realized nothing had really changed with my gender issues when it came to dating other women. Still I went ahead and tried and succeeded on setting up a few dates.

Along the way, we went on dates to places such as the Frank Lloyd Wright designed home in Springfield, Ohio all the way to a company sponsored suite at a Cincinnati Reds professional baseball game. Seemingly we were moving along at an reasonable rate until she sprung the question on me which probably ended it all. She asked me what my deceased wife would say about the situation I was in life without her.  I fired off the answer I drove her to an early grave without thinking of the consequences. Even though essentially I told the truth, I didn't immediately realize my future days with her were numbered. Obviously I decided not to mention any of my gender issues as probably added to the extreme stress of my wife's life.  

Through it all, my daughter had monitored my return to the dating field with some interest and at that time I hadn't come out to her as a transgender woman yet. As a gift she gave me two tickets to the late Joe Cocker who was performing at a nearby outdoor venue. I immediately took the opportunity to invite my new friend to join me. Initially she said yes and I thought all was good. Then about three or four days later she abruptly called me and said she wanted to end all dealings with me. I was shocked and said goodbye forever. Then I had to decide who I would invite to go with me to the concert.. Fairly quickly i decided I only knew one other woman well enough to invite and that was me. It was a great opportunity to judge how well I could present in a totally different situation. 

First I had to come up with a proper wardrobe choice which would blend in with a probable slightly upscale audience. For the evening I chose my black slinky wide legged slacks along with a black sleeveless top. The outfit was one of the benefits of having nearly hairless arms. By this time, I had arrived at a point where I didn't have to worry anymore what people may think of me for having hairless arms when I was still presenting as a man. For the evening I selected my long black straight haired wig to go with comfortable flats and sensible makeup to fit in. 

To my knowledge, all went well during the concert. Nobody gave me an extra glance and I was able to enjoy a cocktail as well as the concert. I ended up being one of the better dates I had ever had. A fitting end to my often discouraging history of my dating as a man. Something it turned out I never wanted to do anyway.  

When I transitioned to a transgender woman and was dating women such as my future wife Liz, I relaxed and was finally able to enjoy a new and wonderful life. The entire process was similar to everything else I had discovered about myself. Living a gender lie was never easy or successful, My last date as a man just proved it again.