Intimidating Women

Library of Congress 
image from 
UnSplash.

During my life, surprisingly so, I have encountered many intimating cis-women. 

Probably the most intimidating of all was my Mom, a dynamo at a mere five foot two inches tall.  From early as I can remember, we clashed on many different issues probably because we were so much alike. On the girl side, I was fascinated from a young age when I watched her skill with makeup and hair. I could only dream of ever duplicating her prowess. Of course I would never get the chance for her to ever see the fashion skills I finally developed as the daughter she thought she never had. 

As I grew up, my intimidation of girls of all kinds increased. I was so jealous of their ability to dress in pretty clothes and wear makeup continued. In addition, I was so shy, I was afraid to communicate with girls at all. So my problems continued to get worse. I never had the chance to circle back to where I began. All the time I was cross dressing in front of the mirror, it was a very solitary, lonely experience as I craved the peer feedback other girls my age had to work with. 

The older I became, the more I admired women who were stronger and spoke their minds. You might say I was intimidated in the most positive ways by strong women. I was even attracted to them to the point I chose one for my second wife who I was married to for twenty five years. Even though she knew I was a cross dresser from the very beginning, somehow I secretly thought she would help me with my on-going quest to be a feminine person. She never really did help me much and very much resisted any ideas I had I was a transgender woman. 

Perhaps I am attracted to strong successful women because I wish I was one. I so admired the women managers I worked with because of all the extra skills they had to use to be successful. Most if not all of them had families to support at the same time they worked a full-time job. I was in the restaurant business and some of my best kitchen managers were women who dealt with macho kitchen crews. 

Being a transgender woman, I think sometimes I intimidate other women. Sometimes they seem to melt with kindness such as the hostess last week when my wife Liz and I went out for my birthday dinner. She was beside herself to make sure we were satisfied with our experience. As I can remember, intimidation on my part of a guy was when I was shopping at a grocery store years ago for the families groceries. In those days, a fashionable woman who had the legs wore an oversize sweater with flats and a mini -skirt, so I did on that day. As I chose our food, I tried to contain my fear in checking out, I found I was wrong.  As it turned out, the store was nearly empty and only had one check-out lane open with a woman cashier and a male bagger. 

It turned out, I really intimidated the bagger, he blushed and stuttered when he asked me if I needed help taking my bags to my car. I looked at the cashier and him when I said I didn't and she gave me a slight knowing smile. I wondered then, if she knew I was transgender at the time or not. Regardless, it was quite the experience. 

It wasn't until I transitioned into a feminine world as a trans woman did I fully understand all the nuances of what it takes to be an intimidating woman. For example, some women use their heels to begin the process. Heels give a shorter woman a height advantage to be able to compete with the men in their world. Plus, these days, more and more young women are becoming educated to give themselves an extra advantage in the world. 

It turns out, in my life, intimidating women are becoming the norm as the future is female. 

 

Connecting the Gender Dots

 

JJ Hart, from
the archives.

Many outside of the LGBTQ community, or more precisely the transgender community, think connecting the dots between male and female is as simple as putting on a dress and makeup.

One of the problems is, in order to  walk a mile in our transgender shoes, you have to learn to tie the laces first. Very few people have the patience or understanding to do it. The complexity of gender scares most people off. They think gender is cut and dried but is the opposite. 

Even those in the community have a difficult time connecting the dots and don't realize that even if we have similarities as trans women or trans men, we have just as many differences. Obstacles such as male lives, spouses and sexuality face us as the next dot to connect becomes bigger and bigger or worse yet out of reach.

During my male to female transition, many times, connecting the dots seemed downright impossible and I would never be able to move ahead in my life. My primary problem was my spouse and my male  self were standing directly in my path to gender realization and they would not move or give up their spot in my life. What I did in the meantime, was fall back into a more realistic journey to the next gender dot. An example would be when I began to get out of the non challenging mall shopping experiences and into actual interaction with the public as a transgender woman. 

Many times, the dots would totally fool me when I totally had a mis-conception of what a woman's life would be like. For some reason, I did not think I would be the one whose personal security would be challenged or my intelligence would be diminished when I jumped the gender border into trans womanhood. I was wrong in my judgement and needed to rapidly rethink my path to another dot. Of course I always knew women's lives were much more complex than men's but I did not really know until I succeeded in connecting my dots. 

The frustrating part of my whole experience was two-fold. The first part was I needed to accomplish it on my own with no help and the second part was everytime I thought I had accomplished something, immediately it seemed I needed to accomplish another milestone or dot on my gender journey. It was not until I was accepted in a small tight knit group of women friends did I really begin to make progress in the world. I learned through them, I could validate myself in the world as a trans woman without the help of much of the public, including men. Connecting these dots made my life fun again and so liberating. 

I can not begin to completely describe my experience connecting my own dots because they could be so much different than yours. The one thing we may have in common is, in order to have success in the world, you have to summon the courage to put yourself out there. Of course the problem these days is the concern for your personal safety. You have to be very careful, be aware of your surroundings as any other woman would and connect your dots the right way.       

 

A Cajun Night Out

Ohio River Pride Image
of Author JJ Hart

Recently I passed my seventy fifth birthday. To have a mini celebration, my wife Liz took me to one of our favorite restaurants which happens to be a Cajun food place called the "Swamp Water Grille." 

Even though we live miles and miles away from Cajun country, the chef/owner of the venue studied down in New Orleans and his food is incredible. Before I could get to the food, I had to go through the usual steps most women go through to get themselves ready. Since we just finished watching the Ohio State - Iowa college football game and the venue is quite casual, Liz and I decided to wear our Ohio State University sweatshirts. In addition, I added a close shave, foundation, contouring and lipstick and was ready to go after I brushed and tied back my hair. 

As I prepared, I realized I was putting the effort in to be invisible in the venue but I wasn't. For some unknown reason, I went first to the hostess stand to put our name in on the wait sheet. The first thing which happened was the hostess gave me a big smile and complimented me on my glasses so I was not so invisible after all. She was obviously of the younger generation which does not have a problem with transgender women or men so I felt warmly welcomed to the venue. Not to mention feeling a little relieved of my anxiety I was experiencing. I was further confused because I had been at the venue before with no problems what so ever. It is just a sample of the anxiety I live with. 

From there, it was clear sailing and no one seemed to notice me at all. They were all so busy with enjoying their food, friends and surroundings they did not have time for me. The only person who we were dealing with was our server who addressed us as "ladies." Which is wonderful of course. I went through so many years of disavowing my true authentic self, I don't think I will ever tire of being referred to in the feminine tense. 

As we finished our wonderful dinner and drinks, it was time to bring the evening to an end and we headed to the car. Ironically, I felt the benefits of being largely invisible to the world as an older transgender woman while at the same time being very visible to myself. It seemed everyone of my senses were heightened as I waited for someone to stare at me and say something negative. I guess no matter how successful I am in my relatively new life, I will always experience the stress and tension of be confronted in my life.

In the meantime, a little (or lot) of great Cajun cooking helped me to experience a huge dose of gender euphoria. The best gift I could have ever experienced.
    

What If?

 

Marci Bowers

As I spent all the years as a very serious cross dresser, I dreamed of perhaps becoming a transgender woman and what it would be like to live a feminine life.

For many, many years I was my own worst enemy as I learned the parameters of what I needed to work with. First of all, I needed to play catch up with all the girls around me who were already experimenting with makeup and fashion. I remember vividly back in the mini-skirt days how the girls in my class would not so shyly sit and cross their legs to tease all the boys. Little did they know, the affect they had on several boys such as me. I wanted to be them and wear the skirt and panty hose and tease the boys.  I was so envious of the stories my wife told me of how she would roll up her skirt when she went to school and was out of sight of her Mom. 

I always wondered what if I could ever escape the mirror and experience life the same way she did. Of course I did not and had to set my own course. A course with no guidance or peer pressure on how I looked. What if I could live as a woman remained an illusive dream. To keep my frail mental health balanced, I tried to improve my presentation on my own  As I am fond of saying, I experienced quite a bit more error than trial as I slowly learned to express and embrace myself as a novice transgender woman. To add to my excitement, my wife and I purchased our first computer and I was able to learn about other transgender women in the world. 

One of trans women I learned about and was suggested to me by a reader (thank you) was renowned sex change surgeon Marci Bowers. Even though I knew I would never consider gender surgery for myself. Just reading Bowers journey gave me hope for my future.  My fondest desire her story would pave the way for an easier gender transition for the rest of us. 

I followed my new found confidence by exploring more and more as I tried  to carve out a niche to build my dream life. Even though I was rejected on many occasions, I still managed to climb the steep slope towards my transgender dream which was coming into focus. The main discovery I made was if I was myself, I could actually have the opportunity to live on into trans womanhood. If I did, I knew the risks were great and I was jeopardizing years of male life I had sacrificed to build up. 

Still I learned I had to follow my inner soul and see what if meant to me. Since I had worked so hard to climb dual gender mountains in my life, it was time to jump and head for a hopeful safe landing.  Even though I could never hope to be as accomplished and attractive as an Marci Bowers, I discovered just enough people valued me as my authentic self, I could survive. These were the people who never knew my before person and I was starting all over with. 

Even though I was still doing the pushing, they were the ones doing the pulling me into my new world. Proving what if was possible. 

The Sixty Four Crayon Box

Image from Leisy Vidal on UnSplash

I view gender in light of all the recent attacks  on the transgender community from a certain political party here in Ohio not called the Democrats, as a big box of crayons. The whole shameful process just shows how little the Republicans care to know about the trans community,

Rather, if they like it or not, almost all humans fall on some sort of a gender spectrum. It seems, men have fewer crayons to pick from because of their innate insecurities concerning their own gender and or sexuality. Which is a whole separate subject.

I know when I began to color in my own life, I needed the big box of crayons because I did not fit the male mold I was in. Whatever the world thought of me, I needed more out of my life than a restricted male existence. Instead of viewing myself as the round peg being forced into the square hole, I started to see myself as a multi-colored individual with many new gender frontiers to explore. My journey was destined to take me far past the rather quick romance with all the pretty fashion, all the way into a in-depth dive into what a life as a transgender woman would be all about. As I was busy coloring my future, I found I needed different colors to enable me to express myself more completely.

Examples were plentiful. Such as when I looked the part of a woman, how was I ever going to communicate as one. I was so busy coloring, I needed a whole new box of crayons to keep up with my life I was attempting to balance between two genders. To further stereotype the whole process, I quit using all the drab and darker colors and began to use the lighter more vibrant ones as I lived more and more in a femininized world.

The more I went to diverse transgender mixers in nearby Columbus, Ohio, the more I learned about others who were coloring in their gender lives too. I was able observe everyone from those who had almost completed their new lives, all the way to those who were working with broken crayons and severely struggling. All of it was an extreme eye opener for me because I was so naïve when it came to the transgender or LGBTQ world as a whole. Normally what happened was, I took everything in and ended up going back home and thinking about it. A solitary pursuit since I did not have anyone to talk to about it except for the occasional therapist. 

Therapy produced mixed results when several I went to did not want to discuss or see my colored design of who I truly was. It wasn't until I sought out one of the rare gender therapists back then who told me the truth. Basically, she said my picture was beautiful and there was nothing I could do about wanting to proceed on my path to transgender womanhood. I wish I would have listened and started to change my life back then but I was stubborn and hung on to my part-time male existence which at the least, paid the bills. 

As transgender women and men, we really need the extra courage to keep coloring our pictures. For example, in my case, if my health holds up, I will be on gender affirming hormones the rest of my life. Hopefully, I will need another sixty four box of crayons as my life expands as a transgender woman.

 

The Rock and the Hard Place

 

Image from
the JJ Hart
Archives

Recently, I received a comment from a reader who said in essence, I was too hard on my second wife when I mentioned her.

After thinking the comment over, I can see why it was made. First, some quick history. My second wife and I were married for nearly twenty five years until her sudden and untimely death at the age of fifty. She knew I was a transvestite or cross dresser when we were married and accepted it up to a point. The demarcation line was always HRT or me pursuing  a life as a transgender woman. For years it was fine with me as she approved me going to a motel to cross dress and go out into the world. We had an uneasy gender truce and I ended up abusing it.

The problem was, I always blamed myself for our gender problems because naturally, they all originated with me. Primarily when I began to break the promise I made to never leave the house dressed as my feminine self. Of course, I eventually was caught and all hell broke lose. She was a strong woman and knew how to emotionally battle me. She was the rock keeping me from my increasingly obtainable goal of trans-womanhood and I was in the hard place of knowing deep down it was where my life was headed.

Along the way, my second wife imparted good information about being a woman but withheld other very important facts. She would just tell me I made a terrible woman and then adding in she was not implying anything about my appearance. Leaving me to wonder for years what she meant. Mainly I found my old male ego was still in the way of my gender progress to the future. It wasn't until she had passed on and I took the opportunity to really explore the world as a transgender woman, did I understand what she meant. I finally had to walk the walk and talk the talk to move my hard place along. Femininization was difficult yet exciting for me on many occasions.

My second wife also tried to tell me to follow my dreams and give up our relationship but I still tried to have it both ways which just made things worse. She knew me better than I knew myself. 

So, as you can tell, I owe her quite a bit and wonder if we could have at least arrive to a point where we could have been woman friends. I obviously don't say it enough if I am receiving comments to the contrary. I also don't praise the cis-women who stay in marriages with their transgender spouses. I know if the shoe was on the other foot, I would have an incredibly difficult time accepting a trans spouse. As my wife said, living with another woman  was something she never signed up for. 

The rock and the hard place cost me dearly over the years. The pressure of attempting to maintain a relationship and a male life with the increasing knowledge it was all a lie built up an enormous amount of pressure and all but ruined my fragile mental health. I resorted to trying to drink away my problems to no avail and just became more depressed. I was not freed until I basically had nothing else to lose after her death. Once I was freed, I could look back on our relationship for what it was and all the good times we had and how I basically hurt it all.

The Fear Factor

 

Will Farrell and Harper Steele

I suppose my life is not much different than many others, transgender or not. Along the way, we need to deal with certain fears to succeed.

Early on in life as a novice or beginning cross dresser, I needed to deal with the basic fear of being discovered which had the chance to destroy my life as I knew it. Then, as I grew enamored with the view of myself in the mirror as a girl, I always feared for the next time I could do it. 

Now, as the calendar switches over to October, many memories of Halloween fear invade my thoughts. I don't mean spooky movies or haunted houses, I mean finally having the chance of exploring the world as my girl self at parties. When I did find and hitch up my big girl panties and dressed to the nines as a woman in front of friends, I was very afraid I would lose my man card along with the male privileges I enjoyed. 

Along the way, I enjoyed a few exciting Halloween parties when it took several days for the people around me to quit joking with me about my "costume'." All in all, I think shaving my legs for the parties separated me out as being more than a fun casual cross dresser who was doing my outfit as some sort of a joke.  At least I received compliments about how good my legs did look, which made the comments so worthwhile. My overall remembrances of how Halloween kicked started my entry into the world will be examined in depth here as we come closer to the Halloween date itself.

The more I followed my instincts into the world as a transgender woman, the more fear I felt on many occasions. I had so much on the line such as losing my family, friends and employment to name a few. It would be easier to say, I was risking everything and I was scared. The way I dealt with it was, I tried to take the transition process one step at a time, keeping one foot in one gender world and one in another so if I ever could go back to one or the other I could. 

The more I tried my grand gender plan, the more flawed I found it to be. The problem was all the benefits of the plan began to lean towards the feminine side of my life. I was excited yet felt so natural when I was out in the world as a transgender woman, no matter how scared I still felt on occasion. Normally what was happening was, I found a kind giving person who was able to calm my fears. I was so fortunate as I always say.

These days my fears come from all the blatant political lies I see from the political party of hate against transgender women (mainly). Here in Ohio we have a Democratic senator who is running for reelection. The lies against him are ridiculous and instead of examining the true issues, all the ad says is Sherrod Brown is for false transgender issues. The only light I see is the feedback from the Will Ferrell documentary "Will and Harper." It is on Netflix. 

Another small positive I see is when other transgender women and men are able to be in the public's eye, we immediately battle all of the false rhetoric about us. We are just normal people trying to live our lives like everyone else. The fear factor can decrease in intensity the more you are able to live your life. In many ways, I am still the same young girl admiring myself in the families hallway mirror but in so many other ways, as I was propelled forward by my fears, I have learned so much good about life. 

A Genderless Journey

Image from the 
Jessie Hart
Archives

Recently I needed to take our car to the oil change place to get the transmission fluid replaced. 

In the past I have written concerning my paranoia of going to male dominated places. Since normally I am the only feminine person at the oil change place, the usual paranoia set in. The last time I was there, I was called "Ma'am" several times and had no gender problems so I did not really expect anything else this time. 

To prepare, I shaved closely, put on my foundation and contour blush with lipstick and was ready to go after tying my long hair back. Off I went to get the car serviced hoping I would not be mis-gendered. 

It turned out all my paranoia was baseless. I was treated with respect and not referred to as sir. Plus it turned out the whole process needed much more work than a simple oil change. So the manager was very much involved in the process. At times, he was so involved I wondered if he was trying to impress me. He even went as far as helping me turn off the "perform maintenance soon warning" off. Maybe I was the recipient of female privilege. Or, I needed help and he volunteered. 

Very soon the process was over and I was free to go (after I paid) and it was time to go through the drive thru of our favorite coffee place for a treat. The pressure was off and once again I wondered why I got so worried about going at all. Looking back, I have never experienced any negative feedback when I have gone to male dominated spaces. I guess I am afraid of being taken advantage of. When most of the time the opposite has happened. For the most part, men have bent over backwards to help me.

Maybe I will never change but I doubt it because the transition scars  run too deep. My gender dysphoria ran too deep as a transgender woman. It could be time to change my own oil.   

Welcome to Reality

Out with my girls. Liz on left, Andrea on
right.

I worked very hard to get to the point where I could live as a transgender woman. 

Once I began to arrive, I understood the real work was still ahead. When I finally began to establish myself as a new person, I needed to start all over again. It primarily affected me when I was in a conversation with other women, since men barely talked to me at all. Main examples came when I was invited to several girl's nights out. I learned to interject my family experiences in the older group of women. Instead of saying I was specifically a mother or a father in my life, I said I was a parent to a daughter I was very proud of. By doing so I was able to become an active participant in the give and take women use to communicate when there are no men around. 

It was all a great learning experience for me as I was building my confidence to stay out in public and slip behind the feminine gender curtain. For the most part, I found acceptance except from a few women in the older group who did not accept me. All the younger women did accept me for who I was and I enjoyed going out with them immensely. Since they were all younger and more attractive than I was, they attracted all of the attention, leaving me basically to fend for myself which was fine. It was only the reality of being in the feminine world setting in. 

I also had to deal with a big dose of impostor syndrome when I went behind the gender curtain. I needed to keep telling myself I belonged with a group of women while I was doing it. Following many battles with myself, I finally came to the conclusion even though my path to womanhood was different than most of the world, I still followed a difficult path to arrive where I wanted to. Plus, I needed to remember, being born female did not necessarily entitle a person to being a woman. It was a social title not a biological one. When I arrived at that point, the reality of my situation was easier to understand.

The more I worked on the new me, the better life became. I felt natural when I slipped behind the gender curtain and for the first time in my life, I could say I was happy. Mainly because all of the gender tension I felt attempting to fill an unwanted male role was over. Understanding all the differences between the two main binary genders was never easy but for the first time in my life, I attacked a problem head on and did not try to run behind makeup and a dress to escape. I was the one in makeup and a dress and I had to make it work.

I was fortunate in the fact my inner feminine soul had been watching and learning all along. She was just counting the days until she could take control and quit fighting my male self for domination. Once she was free, activities such as girl's nights out were just icing on the cake. 

Once I discovered my feminine reality and was able to live my truth as a transgender woman, life was so much easier.

Quickly, on another topic, I have decided to go to another LGBTQ Veterans support group meeting coming up soon. I have been to two now and they have been tolerable. The only real problem I have had is explaining what I did in the Army because I was in the American Forces Radio and Television Service. A very small segment of the Army. So, you needed to be deployed overseas to be exposed to AFRTS at all anyhow. During the last group meeting, I think I at least was able to explain what I did in the service and I was in way before "Don't Ask, Don't Tell" military LGBT policy was in effect. It is all so difficult to explain but the moderator seems to want me there, so I am on the week to week participation plan. Past that, we shall see how it goes.    

  

I Knew my Life had ro Change

Pride Image from Christian Lue
on UnSplash.

As I grew more proficient in the art of feminine makeup and fashion, the possibility of leading a feminine life grew more and more feasible. 

When it did, I experienced certain moments of knowing I could never go back to my male life and I was lying to myself if I thought I could. Still I was stubborn and refused to listen and I was uncontrollable in my search for my true gender. I resorted to self destructive behavior such as self medicating my mental health with alcohol. 

An example was when I cross dressed and went out into the world. What happened was I was emboldened when I drank to do more. I chose and was accepted in a few venues I was used to going to as a guy. Even though I was radiating with anxiety, I managed to calm down and change the way I was thinking. I went from thinking I was trying to get by in the world as a man cross dressed as a woman to thinking I was actually a transgender woman trying to find herself in the world. It was a dramatic change to say the least and quite a bit to comprehend. Specifically, I remember vividly the night in question as once I arrived as a transgender woman, the more I knew I could never return. 

Return I never did. I was firmly occupied in my quest to be the best trans woman I could be. Including researching what my second wife was telling me. She kept saying I made a terrible woman which had nothing to do with my appearance. It had everything to do with how I conducted myself in a new feminine world which I learned I knew nothing about. No one would let me behind the gender curtain until I made the first move. The move meant so much more than just obsessing on how I looked and went into how I acted as the new feminine person I desperately wanted to be. The learning process turned out to be more intricate than I ever imagined. 

Time and time again, communication skills stood firmly in my way when a stranger (mostly other women) wanted to invade my little world. I don't know what I thought was going to happen but what did happen startled me. I needed to do my best to talk to the world as a transgender woman. Matching my external self with what my internal self was feeling. No longer could I try to render myself invisible and visible at the same time. No more going out to buy myself a drink and enjoying it by myself. I think now the last time I did it was when I treated myself to a date night as a woman. I went to an outdoor concert one night to watch an aging blues rock and roll star. I managed to have an enjoyable time and knew right then I had made the right decision and I would not be attending any other events as my old male self.

I knew my life had to change and I was changing it. At times, the process seemed to be agonizingly slow but at others, so fast I wondered if I could handle it. I weathered all the changes and turned them into progresses. I procrastinated my final changes as long as I could. I quit lying to myself and jumped off the gender cliff. Never to return to a male world I never should have been in to begin with. Gender affirming hormones sealed the deal and my body took to them as if they always should have been a part of me. Finally, it never occurred to me the feminine hormones may have somehow been a part of me to begin with.

Maybe the hormones were to blame for a lifetime of gender stress and tension. I will be the last to know.     

Broken

 

Ohio River image from the
Archives of Jessie Hart.

I am selfish, I want all the time back when I felt I was broken somehow because of my gender issues or dysphoria. 

The way I look at it, I lost years when I stressed over what gender I wanted to be in my day to day life. If I just had a portion of it back how much more I could have accomplished. 

I guess the problem would have been, if I had followed my truth, how many barriers outside of my control would have been placed in my way to stop my progress. For example, I can not imagine any scenario where my parents would have accepted me switching over from my boy self to live as a girl. The best case would have been endless, fruitless trips to a therapist who knew little to nothing about gender issues and back in those days, I would have been labeled with some sort of a mental illness.

If I had gone the route of trying to live as my authentic feminine self at an early age, I would have been broken to start with and have had no chance to change it. So, I needed to develop ways to cope with my broken situation. Early on, I resorted to wearing what I could of my Mom's clothes and buying my own makeup to experiment with. It was a fairly easy fix to get me by until I could risk my life by trying to cross dress again. If I was caught, I knew all hell would break loose in my family. Somehow, I hid my emotions and desires and got by.

As the years flew by, I became used to feeling broken and so alone in my gender issues. I had only one friend who seemed to feel the same way and he ended up moving several states away before I could find out if he shared my desire to be feminine. I ended up with another dead end and feeling broken again.

Fortunately, all this negativity has a good ending. I finally learned I was not broken at all. Society was and all I had to do was learn to exist in my own little transgender world. Not to say, the whole process did not take a tremendous amount of work but it all turned out to be a singular gender effort which was so worth it. Plus, I needed to remove the chip from my shoulder I felt from worrying about all the time I had wasted in my life before I made the all out effort to femininize myself and live my truth. Time is nothing you can ever get back, so I hoped I could learn from my losses. 

I had so much help along the way when I became older and more secure in my gender. Hopefully they all realized I was not trying to live a lie and just was trying to get by and it was the reason we all could become friends. During our lives, we meet so many people who are just passing through and a few leave lasting impressions, I was just lucky I met positive ones. People who showed me I was not broken and never had been.

Kissing as a Contact Sport

Image from Brian Kyed 
on UnSplash

As a transgender woman, I have been at the crossroad many times of to kiss or not to kiss.

Before I proceed, I need to point out, all of this happened before I moved in over ten years ago with my wife Liz here in Cincinnati. 

The first time I was almost kissed as a woman was when I was entrapped by a much bigger than me trans admirer at a small party my second wife and I attended in nearby Columbus, Ohio. He cornered me in a small hallway and for the first time in my life I felt powerless to fend off another human being. Before he came in for a kiss, or so much more, I was rescued by my wife who told me not to wear such a leg revealing dress anyway with my long blond wig. Of course I did not listen and paid the price later on the way home.

Along the way, as I transitioned, I did kiss a few men, mainly to see what it was like. I was attempting to see if my sexuality was going to change with my gender or not. The interactions were few and included two date nights in the regular venues I went to plus another with a guy I met in a coffee shop. The dates ended up being one time affairs which was sad because I had a good time being validated as a woman by a guy but the coffee shop guy turned out to be multiple meetings before we went to his house. We did kiss passionately before he let it slip out he was married. When he did, I slipped out the front door, never to return. 

The only other man I had a crush on and wished he had kissed me was the big burly, motorcycle rider I befriended after his very short lived marriage to a woman I knew briefly. It turned out I was the only one in the group who didn't disown him and we became friends. But not good enough to be asked to ride on the back of his bike or be kissed. Very soon after I got to know him, he transferred jobs and I never saw him again.

From then on, it was back to kissing women for me. During the lesbian mixers I went to, I was kissed by several women I did not know and I was flattered. Along the way also, I did sneak a kiss in with my two party women friends and one was very sweet. Again, sadly a future relationship with all its complications was not to be and we both moved on but still stay in touch to this day.

All in all, kissing a man turned out to be a duty for me. Something which should be done in return for validating me as a woman. But the overall thrill or charge wasn't there to enable me to want to change my overall sexuality. Plus, I did learn how frustrating it could be to be wanted and not the person who was the pursuer. I found the other gender grass was not always greener, especially when I was basically trapped by a person much larger and stronger than me. 

It was all a lifetime learning experience of learning the ins and outs of kissing another person from both sides of the gender border. I learned my preference was always kissing a woman. As a woman. Especially when gender affirming hormones' gifted me with my own set of breasts to enjoy. Kissing as a contact sport became more fun.

Gender Prison

Image from Denis Oliveria
om UbSplsh

Many transgender women and trans men have spent numerous years in their own gender prisons. Sometimes referred to as closets. 

Unless you have had to spend time in your own prison with the walls closing in all the time, you have no idea of how bad it is. Just another proof being transgender is some sort if a choice. Why would we ever choose to possibly destroy ourselves with our gender issues. It all got to the point with me, I was doing all I could to manifest myself being as feminine as I could. When all along my male self was telling me I couldn't. 

I finally arrived at the point where I was given free time from my gender prison to explore the world as my new self. When I did, most certainly I discovered I wanted more and more free time. I discovered also, I needed a ton of work to prepare myself for freedom. I was not prepared for all the challenges I would have to face as a novice transgender woman. Since I had spent so much time cross dressing in my life, I thought how much harder could it be. I never factored in what my second wife was always trying to tell me, I did not really know much about being a woman and she was not going to do much to help me out of my gender prison. 

When she told me that, I reverted back to working ever harder to understand what she meant. Since I had studied women closely my entire life, I resolved myself to trying to get behind the feminine curtain to learn more. It would take me years to get there since it seemed I was living a life time sentence in my gender prison. Outside of a few varied chances to thrive, my prison seemed to be escape proof. How was I ever able to leave my prison without jeopardizing all the white male privileges I had worked so hard for such as family, friends and employment. It seemed the more I tried to escape, the more the walls closed in on me.

Once I staged my big gender prison break, there was no turning back. I discovered that even though my wife would not help me pull back the feminine gender curtain, other women would and I took advantage of their kindness. Even when I was able to, I found I was still looking over my shoulder for any male prison guards who were chasing me. It turned out, even in heels, I was faster than they were and I managed to outrun my naysayers which mainly was myself. 

With practice in the world, I finally put my prison time behind me and I set out to live my dream life as a fulltime transgender woman. One way or another, I had paid my gender dues for nearly half a century before I had the courage to fully transition. It felt so good to be let out of my gender prison and not have to go back. 

My parole officers turned out to be the women friends I found and cherished as I learned so much from them about living in a feminine world. When I used their input and included it with what my own inner woman was telling me, I was able to make a smooth transition even smoother. Plus, I was able to use my prison time as a powerful motivator of what not to do in the world. Even as a man, I tried to treat women differently than the other men around me. Mainly because I wanted so badly to be one of them. 

In the end, spending all the time in my gender prison did not do much for my life. I spent so much mental energy rebelling against my male world, I often wonder how much farther I could have gone if I had used all my resources. It wasn't to be because I was in my own gender prison and could not find the key.

Transgender Cheating

Image from Club Diversity 
Columbus, Ohio.

 I can safely say, I never cheated with another person during my twenty five year marriage to my second wife.

Before I put myself up on some unneeded pedestal, I have to temper my statement of cheating with saying I only cheated on my wife with one person, who was me. Why I say it is because the more I grew as a transgender woman, the more I grew apart from my wife. When I did, I started increasingly to leave the house as my feminine self to see if I could make it in the world. 

Of course, I did and when I was successful, I wanted more and more and I simply could not turn back into my male world. The more I celebrated my new world, it was done completely away from my wife. Which was a shame. I also define cheating as me going against the basic agreement we made which said I would never leave the house cross dressed as a woman. In fairness to her, she bent over backwards to make it happen. Even to the point of letting me go to a motel a couple times a week, so I could safely cross dress and explore the world. 

Even the motel agreement was not good enough for me. Very soon going out anytime my wife was working became the norm for me. My life suddenly became exciting and way too natural for me to ever return. 

The closest I ever came to really cheating came was with an encounter one night with a lesbian in a venue I was a regular in. She bought me a beer and told me she should take me home with her, which was flattering but scary since I needed to beat my wife home from work. There were a few other times my flirting almost got me into trouble mainly with other women but I never went forward with any personal contact.

Since my wife passed away very unexpectedly at the age of fifty from a massive heart attack, my vow never to cheat remained secure. Even my male self managed to never pursue any of the impossibly attractive servers he hired in his restaurants he ran. I was very proud of all of it but never was I proud of needing to lie and try to tell my wife to her face I was not going out on her with another woman. Which happened to be me. If I would have been truthful with both of us, I would left my male self behind long ago and set out to live a feminine one as a transgender woman. I was selfish and wanted to try to preserve what I had earned as a guy. The upside came when my girl self had been put into a brief submission and I enjoyed my time with my life more deeply. The downside came when the friction between my gender issues made my life nearly unbearable. 

I guess, deep down I knew my wife was ill and for the six months before she passed, I grew a beard and purged some of my feminine wardrobe. The final six were some of the most miserable I had ever faced but little did I know, it was going to get much worse before it was going to get better. Basically, through death and loss, the only strong influence on my life I had left came from my feminine self. She wrapped me in her soft arms and let me know everything was going to be alright. Her influence and my overall belief in what was right, tiding me over until my current wife Liz came into my life and reaffirmed my idea I was stubborn enough to live through my issues. Liz told me all she had ever seen in me was female and it was all it took for me to go wholeheartedly into doing away with my male self. 

I will forever be proud of the time I spent being faithful as my male self to my second wife and, on the other hand, be totally ashamed of myself of how my feminine self handled her life with my wife. Non unlike two strong women locked in a struggle. 

My excuse is I was learning my new life as a transgender woman and until I fully understood it, I was petrified of moving along.

   

Trans Weariness

A night out with my wife Liz on left.

Over the span of my life, I have gone through more than a few bouts of weariness.

I was especially tired of being made fun of when it took me many trips to the clothing stores to finally find the correct fashion so I could blend in with other women well enough to get by. Marching to the beat of my own fashion drum was certainly not getting the results I wanted. It got so bad, strangers were stopping me in stores to ask for pictures and not in a good way.

I kept working through all the dark days until the gender clouds parted and I could actually see glimpses of my authentic feminine self. The whole process now happily seems so far away but the process still scars me in so many ways. Especially all the times, I came home in tears following being laughed at after my mirror had lied to me and told me I was an amazing woman. It took me years of work to prove the doubters wrong and I could actually live a successful life as a transgender woman. My biggest problem came from the fact my biggest doubter was my male self. I grew so weary of him telling me I could never live my dream life as a trans woman. 

In many ways too, I grew weary of being a cross dresser and wanted more out of life. It took me trying several terrifying experiences in public to change my mindset around into who I really was. I was right when I was so young when I thought I wanted more than to just look like a woman, I wanted to be a woman. My problem was, life kept getting in my way. Through my formative years of high school and beyond, I had the very real threat of being drafted into the military hanging over my head. Most certainly, I would have a three year break in my quest to determine my gender needs. I was more fortunate than many my age and escaped combat in Vietnam and even got away with coming out for the first time to a few close Army friends after a Halloween party when I told them I was a transvestite. Coming out was an enlightening experience until I was out of the Army and attempted to come out to my Mom. I was roundly rejected and ended back up firmly in my closet. 

In those days, Halloween parties were my salvation from the weariness I felt from everyday male life. Even though they were few and far between, the parties allowed me to get out of the house and interact with the world as a very novice cross dresser or transgender woman. I was able to learn the basics of what I would need to do to survive in a new world I was considering trying. From the Halloween parties I was able to find and participate in transvestite mixers in nearby towns to where I lived. At the social events, I was able to see and interact with others in the cross dressing community so I could judge where I was at and where I wanted to go. When I did, life became less wearisome and I had an exciting reason to look ahead at my next feminine adventure. 

By this time, I was ready to come out of my unwanted male world even further and I was learning so much life took on a new meaning. I learned what transgender meant to me and how I fit in in the trans world which had many layers to it. More than a few of the layers were less than positive and I began to ignore them or called them "trans Nazi's" and rapidly moved on. Basically, they were the people who held their self esteem above others due to the number of gender surgeries they had undergone. Since I had not (and never have) undergone any genital realignment surgeries, they assumed they were better than me. Rejection was quick on my part.

Weariness ceased to be a problem when everytime I went out into the world as a transgender woman I was learning something new. It could be something small such as a fashion error all the way to a huge learning experience of losing my male privilege in personal safety. When I almost ended up hurt. From it all, I ended up learning and doing better.

I guess I should say too, how much my life changed when I started gender affirming hormones. Weariness with my old male self certainly went away as all the changes were different, surprising and rapid. 

Life became like a roller coaster. Once I reached the top and headed down, it was thrilling.

 

Never Going Back

Archive image. Liz on left.

Once I started down the road to living my dream as a transgender woman, I found I could never go back.

I am sure it all started the first time I viewed myself in my Mom's clothes and makeup in the mirror so many years ago. All I knew was something clicked inside me and I enjoyed the process immensely and couldn't wait to do it again. Going back to my male self became increasingly difficult. 

It stayed a problem the older I became as I began to be better with the makeup and fashion choices I could find. I even went as far as shaving my legs when I was young to get rid of the hated hair which came along with my unwanted puberty into a testosterone poisoned body. Still I persisted living a secret yet powerful life in the mirror as a girl. Through my often clownish makeup, I could still see my authentic feminine self peeking at me and I loved her. 

Over the years, practice made perfect and in many ways I was able to cover up my male body and present well enough as a woman to try out the world. Even though I took many bumps and bruises along the way, I persisted and small victories helped me to want to never return to the male life I never really wanted. Every now and then I was able to be successful in the world as a novice cross dresser. Still not understanding I was so much more than wanting to just look like a woman. I wanted to be a woman. Cross dressing was a welcome bridge to getting me to the big picture of my life, my desire to be a trans woman. Once I came to the point of wondering just where I fit in with my big picture in life, then I needed to see if I could make all the needed sacrifices to get there. All of my "secret" adventures as a transgender woman could cost me all I had worked so hard on in my male life. If discovered, I could lose my marriage, family, friends and jobs. As you can tell, a lot to be considered.  

During that time, destiny kept setting in and deep down kept telling me I could achieve my ultimate gender dream. Every blind corner I turned and every step I climbed on my path was showing me the way as I carved out a new life as a transgender woman. All of a sudden, my doubts started to disappear I was succeeding more and more when I sought to flip my male life to female. I even began to go to the same venues I went to as a guy with little to no problems. When I did, deep down I was terrified of losing my life as I knew it but on the other hand, I knew I was never going back. There was no way.

By the time I decided I was never going back, my decision was made so much easier by several things. Including unconditional acceptance by my daughter, the very few friends I had passing away and not having a job to worry about (since I was able to retire) made my decision so much easier. Even my very stubborn old male self could see no future and he faded away as I took the final steps to completing my gender transition. I even was able to solve my marital situation the hard way when my un-approving second wife passed away and I unexpectedly became involved with a very supportive third wife who loves me for who I am. 

I believe pushing forward and never quitting was something I learned from my parents. I am sure they would have never envisioned their teachings turning out this way with me.

The Ultimate Gender Grab

Image from the author, 
JJ Hart.

In many ways, this is an extension of yesterday's post which partially examined my transition from my male self into a feminine world. 

Along the way, there needed to be an ultimate gender grab to be successful. Very early on, the desire to view my image in the mirror was the fun part. I struggled to dream high and stay grounded with my gender desires which always threatened to change my life for the worse if anyone discovered my secret life in dresses and hose. I found I needed to reach out quickly and grab on any small amount of unattended time to cross dress away from my male self into my authentic transgender self. 

Sadly, my male self and society kept trying to grab my gender reality away from me. Some of it was my fault early on with how I presented myself in public. I found any edge I gave the public to "discover" me often led to a bad reaction. Serious side effects included my fragile novice transgender confidence being shattered. When it all happened, it took me weeks or even months to try again to grab my true gender back from the world. 

At that point, all the pushing and grabbing became almost too much to bear and I resorted to therapy to shore up my frail mental health. Plus, I fell back on a high level of alcohol abuse. When I went out to venues to see if I could make it as a woman, invariably I appreciated the false sense of bravery the alcohol gave me. The only positive came when I discovered other women friends in the venues I went to and they helped me to make a giant feminine gender grab which helped me towards my dream. All of a sudden, actually living as a transgender woman became a reality. The need for alcohol faded away.

The grab became so close, my male self panicked and did his best to hang on to all the work he had put into my old life. My feminine self came to the rescue and grabbed back her share of my life and ultimately won the war, even though she had lost all those battles over the years. Amazingly, all the battle scars she had sustained were easy to heal. She was saying, she had been there and done it as a subservient second fiddle to my male self and had enough of the lies. She thrived under the new life she had inherited and grabbed back all of the gender privileges she had only dreamed of. Better yet, she didn't care what the public thought of her and her confidence soared. 

It's no secret to anyone how the final gender grab would end up with me. My trans woman over achieved to an extent I never thought possible. When I was able to set back and trust her to run the show, the future was secure.   

 

Gender Black-Mail

Image from JJ Hart, Ohio River
in background.

 Even though I have been living as a transgender woman for over a decade of my life now, my male past still comes back to haunt me. 

I suppose I am expecting too much from my gender transition since I spent such a long period of my life trying desperately to fit in with a male world I did not really want any part of. Recently, sadly an acquaintance of mine who was a fellow DJ on a local radio station passed from cancer. When I learned, memories flowed in including good ones and those not so good. One of the more interesting memories I have was of the time his wife (also deceased) told me about a new DJ at the station I used to work at who actually was starting her gender transition. I was surprised she had a fairly positive reaction to the gender issues so long ago. Way before the term transgender was popularized. Why I am mentioning it at all is it always amazes me what I remember or don't remember from my male past.

As I moved closer and closer to crossing the gender border, it seemed my old male self had an unfair advantage over me because he always mentally pointed out the good times there were when I was a guy. It was similar to gender black-mail. He would always say what about all the good times I had with guy friends when we were out partying. Essentially, overuse of alcohol allowed me to forget about my gender dysphoria for awhile and I could have a good time for the wrong reasons.

In addition, it was so so easy to fall back into my old male patterns and enjoy all the privileges I had earned from surviving as a man. When I transitioned into a feminine world, losing those privileges made a significant impact in my life. It seemed at the time, when I encountered most men, single or in a group, they held it against me that I had left the male club for greener gender pastures. Their way of black-mailing me was to shun me from any or all contact. At that point, their resistance just showed me I was on the correct gender path and I was more and more encouraged to try to advance to my dream.

Another facet I mention often is how my second wife and my male self enjoyed ganging up on my novice transgender self. My wife in very begrudgingly situations would let me go out with her as my authentic self. Predictably, she didn't like me no matter what I did and when she was mad at me would say I didn't know anything about being a woman. I equate it to applying for a job you have no experience in and the company won't hire you because you have no experience but won't allow you to gain any. I was learning the hard way, she would not help me to go behind the gender curtain to women only spaces. It would take me years to earn the respect or right of other women to play in their sandbox. Even if I was getting sand thrown in my face. 

It was obvious at the time, I was experiencing gender black- mail from many women also. I was too much of a woman to be accepted by men anymore and still too much of a man to be accepted by many women. Eventually, I solved the problem by keeping pushing forward towards my feminine dreams. It was very difficult to stay laser focused on my goal when I was still trying to maintain a life in both of the binary genders. So before I totally destroyed myself, one had to go. At the time, I compared where I was at to standing at the precipice of a very steep cliff and fearfully looking over the side. When I could not take it any longer, I took a long time to consider my gender options and came to one conclusion. I had always been living a lie as a man and no matter how much black-mail I had to put up with, I knew which path to take and I jumped. 

The path took me to gender affirming hormones and I never looked back. I knew I had made the right choice when I felt so natural and satisfied with my life. It turned out the only real black-mailer in my life was myself.

 

Legacy?

Messy Office, Messy Mind?

As I see it, leaving a legacy is mostly a male topic.

Little did I know, being a transgender woman was probably the only legacy I could leave with my only child (daughter) and my three grand-kids. As it turned out, I did not have much else to offer. Especially not the usual male attributes such as wealth, possessions etc. A prime example was my Dad who was a self made man. Building his own house and rising to the position of bank president, mainly with just a high school education. 

Along the way, I was surprised to learn one of my grand-kids is transgender, so all of a sudden I became a role model. A role I never thought I would have during all the years of struggle I went through as I transitioned from my old unwanted male life. It turned out in many ways, I proved to my grand-kids anything was possible if they wanted it bad enough. And I was fortunate in that my daughter accepted me the way she did and wanted to share my new self with the kids. So I could not run away and hide. 

I was so successful, I made it to heights I never asked for or ever thought I could achieve. Without a doubt the biggest one when two years ago I received my first Mother's Day card and gift. The card brought me to tears because it was something I never asked for. It meant to me I made it to the pinnacle of my gender transgender transition. 

Adding to my legacy is a year long project my daughter gifted me this Mother's Day from a company who takes questions about me from the family for the duration and then combines them all into a book. When it is completed, I will have had the chance to write about myself and maybe equally as important, is the fact the kids will have the chance to learn about their great grandparents who they did not know anything about. It is important for me to be some sort of a bridge from the "Greatest Generation" my parents were part of to the kids of today. The entire gift is quite the chance to explain my legacy to my daughter and grand-kids. Since I have a degree in history from college, the entire process is important to me.

Legacy was something I had given up on when I left my male life behind. I thought no one would care. When it turned out they did, I was impressed and needed to change my attitude completely. In a way, all of a sudden having family care about my life made me proud of my gender accomplishments.  I indeed would have a legacy as a transgender woman past just someone who changed their name in the family bibles. 

Years ago, a friend of mine did a deep dive family tree research on my families, mother and father and found we had a revolutionary war relative. Perhaps now in the future, after I am gone, some other person with gender issues will read my story and understand they are not the first, not alone and can be successful living the life they want to live. 

  

Saving my Life

Image from the 
Jessie Hart Archives

I write often concerning my struggles with my frail mental health. Mainly because I want to help others. 

Much of my mental health battle was because of my struggle with gender dysphoria. After meeting in person with other transgender women and men, I have come to the conclusion dysphoria is on a spectrum. Similar to so many other human issues it can vary from person to person. Years ago, I was shocked at one of the transgender - cross dresser support meetings I attended back then and got into a discussion about gender dysphoria with the group's moderator about how she had never experienced any dysphoria at all. At first I wondered if we were speaking the same language and did she know what I was talking about at all .I never had the chance to find out because the meeting moved on.

Through it all, I knew I had suffered on the severe end of the dysphoria spectrum for as long as I could remember. The only way I could relieve the stress was to cross dress in my limited feminine makeup and wardrobe. The entire process turned to be a terrible problem because I would feel good for a couple of days after I cross dressed then crashed and burned into depression and worse yet, being mean to those around me. 

Finally, therapy entered my life and I learned several truths very quickly. The first of which was my first two therapists had little to no idea of what I was talking about when I brought up being a transvestite, as we were known back in those days. The second thing I learned was my first two therapists totally missed any idea of diagnosing me as being Bi-Polar. It took me going to a real live gender therapist to learn my bad highs and lows had little or nothing with my gender issues. They were totally separate and somehow, someway I would need to find away to deal with them on my own. Then when I was lucky enough to be assigned to a very good LGBTQ trained Veterans Association therapist for over ten years, she helped me to relieve any shame I still felt about wanting to be female. Which was huge.

Good therapy meant better mental health when I learned to actually listen and believe in what my therapist was telling me. In the past, I was too stubborn to do so and kept my feminine self firmly in the mirror, until I could not take it any longer. I simply had to try my best to enter the world as a novice transgender woman and see how I felt. Long story short, I felt great, natural and so excited to try out the world. 

The whole process, saved my life. My mental health stabilized to a point I did not need therapy anymore. Mainly because I became a believer in my dominant female self who was hidden away for far too long. There was no one to tell me I was a woman trying desperately to get by cross dressing in a male world. It would have been interesting to see if I had would have listened if they had. I was always very stubborn which helped me when I was being rejected as a novice transgender woman. Or when I was down, I just kept moving. On the other hand my stubborn attitude caused me to hang on to my male life way too long. 

One thing was for sure, conquering the severe part of my gender dysphoria did save my life. I am down now to fighting my mirror when I get up in the morning, which I can handle I stay grounded in the fact I am not as ugly as the man I used to be and not the prettiest woman in the room. I am just me and that will have to do.