Trans Girl in a Wig Store

 

JJ Hart Blonde Look.

Perhaps I should say trans girl in as many wig stores as she could find. 

Once I arrived at the point where I could even afford a nice hairpiece, I was like a kid in a candy store. So many styles of wigs to choose from and so little time to try them all on. I wish I could say I quickly became better at the process of choosing my crowning glory. Sadly, similar to the rest of my outfits or fashion, I was going too trashy to blend in with the women in public. I was telling myself since I needed to overcome a large head and body, I needed large hair to do it.

Also, to find a wig store I had not been to, I needed to drive long distances. Primarily from my medium sized hometown which had no stores which specialized in wigs all the way to Dayton or even Cincinnati which had several. 

Once I made the trip, I needed to learn several of the shop owners were not really interested in how I presented in new hair but were very interested in how much I had to spend. The owners could not do much to direct me in the proper direction of what I needed to look better as a transgender woman. Being fair to them, my male ego was in the way, telling me how to choose because he thought I would look better. Many times, I ended up buying what I today call clown wigs which were guaranteed to get me recognized or clocked as a cross dressed man. The wigs were good for Halloween and not much else.

All in all, the choices were bewildering. I felt as if I was back in my beginning days in the makeup department when I was attempting to figure out what product I wanted to try. In the wig store, I had to choose a color of hair I wanted, style I wanted and even which hair I wanted, human or synthetic. The possibilities were endless. 

In the beginning, my default color was always red or auburn before I started to shift away to other shades. For years I rotated between dark colors and blond which became my favorite. I was enjoying the changes in my appearance until I needed to settle down into one look when people began to recognize me. No more changing my name with my wigs. Settling down was difficult but something I needed to do as I followed my path to transgender womanhood. 

Through the magic of gender affirming hormones and good genetics, I arrived at the point where I did not need to wear a wig at all. In fact, one of the best gifts I had ever received came from my daughter when she provided me with a visit to her own upscale beauty salon. Even though  the experience was terrifying at first, I ended up loving it and could not wait to go back. Almost immediately I understood why cis women spend so much time and money at their salon. 

Most certainly, I cannot overstate the importance of hair to our outfits and fashion as transgender women or cross dressers. Hair demands all the effort we put into it. 

The Second Time Around

 

Image from JJ Hart.

Not many humans have the opportunity to stop their life and begin again as a new person unless they are up to no good.

Perhaps it is one of the reasons so many people do not accept or try to understand the transgender community. Or then again, they are secretly jealous. Regardless, it is up to all trans women and trans men to attempt to live their second life to the fullest. 

Often, living a transgender life is easier said than done. We all have to remember all the opportunities in life we needed to give up to achieve our gender goals. Opportunities some take for granted who are not at risk of losing spouses, family or employment. I know in my case, any or all of the chances to lose everything was a very real deal. I was fortunate when I lived long enough to see destiny re-open closed doors in my life.

Following a very dark period of losing loved ones to death, just in time I was able to find others to fill the void as I was so very lonely. In many ways, I was a social creature and if possible I wanted to remain that way. Naturally, when I started my path into transgender womanhood, I needed to learn and perfect an entire new set of feminine social skills. It was all so very intimidating. Especially when so many women wanted to know more about me and what I was doing in their world. It was a shock to my system how different my world became so quickly. Gender learning became a priority over just going out to be by myself. 

Deep down I knew I had to learn from my first go around in life as a man and learn from it. Even though I was never a toxic male, there were instances of life I would like to have back. Such as the times when toxic males were attempting to have their way with women. What I did do was observe how women handled it which helped me out in the future. 

All in all, following several rough patches at the beginning of my new life, the second time around was exciting yet terrifying to me. Primarily because my inner feminine soul was just waiting to have her chance to take over my life. It turned out, she was not scared at all. It was my old male self who was frightened about losing his life as he knew it. 

The whole process set into motion a secure second time around in life for me. Being secure led me to a new found confidence in life I had never know before. At the age of sixty, I was able to begin gender affirming hormones and really kickstart my second time around. External changes to my body helped me to present better in the world and internal changes helped me to feel much more femininized than I had ever had before. 

Most certainly, the second time around for me opened my eyes to a life I only had dreamed of. Destiny allowed me to accomplish my dreams and all I needed to do was reach out and grab it.     

Trans Woman in the Sisterhood

 

JJ Hart on left out with Friends.

I write often concerning my gender transition into transgender womanhood. 

Sometimes I wonder if I emphasize the complexity of doing it. Securing a place for me in an unwanted male world seemed to be so simple. Men have just a few power bases to interact with as they proceed through life. Such as money, or athletic prowess. Plus many males never have the chance to grow into manhood at all and never mature into quality human beings. 

Women face the same hurdles. Many females never make it  to womanhood. Which is a socialization process. Transgender women face additional obstacles during their journeys to be accepted into the sisterhood. As my second wife always told me, I did not really know the gender processes cis-women go through and she was right. I had not earned my right to be there...yet. It was not until I made it out of the mirror and into the world did I begin to learn what she meant. In many ways, she forced me to learn it on my own without her help. She was much wiser than I was but I was stubborn and determined to learn on my own about what being truly accepted into the world of women meant.

First of all, I needed to discover women operate in a parallel universe than men and somehow I needed to slide behind the feminine curtain and learn from other women how their world was run. I discovered that just like men, there were the alpha women who once they accepted you, you were in. With women, the difference was they were much more layered than men. Take appearance as an example. While I started out obsessing on how I looked, other women around me were noticing how I acted. I needed to walk a thin line with my communication efforts with women. On one hand, I was the quiet observer of what was going on but on the other hand, if I was too quiet I was coming off as too aloof or worse yet, bitchy. In the end, I was able to walk the communication tightrope and survive in a new exciting world as a transgender woman.

The biggest surprise I continued to have was how layered the whole experience was and is. Take conversations about children as an example. Women who have birthed kids share a special bond with other women who have done the same. I needed to interject my daughter and grandchildren experience on occasion without going too far. I felt the entire process femininized me and kept me behind the gender curtain. Being apart of the group was good. 

After awhile, being in the sisterhood had it's rewards. I mostly socialized with two or three cis women all the time which kept any potential problems from materializing. I was able to be protected from being a single woman out by herself and learn about the life I wanted to live in the meantime. One evening at a time, I was earning my way into my own level of transgender womanhood. Many times the process was scary. Such as the evening I went to a pro-football game with friends but the offer was too good to turn down no matter how frightening the situation was. Since it happened when I was first climbing away from my dark closet into the world. 

In so many ways, I owe several women friends whom I always say helped me more than they will ever know. They ushered me into being a trans woman in the sisterhood. 

Ironically, it was only the beginning as I needed to keep building on the feminine experiences I was having. A prime example was when I moved in with my wife Liz in Cincinnati. When I did, we started to attend small meetup groups with total strangers which added to the layer of meeting and being accepted by other people. The entire process for the most part was very positive and a great way to immerse myself even farther into the sisterhood. 

Good News from the Doc

Image from JJ Hart.

Yesterday was my Hematology appointment at the Cincinnati Veteran's Administration hospital.    

The hospital itself is surrounded by other medical facilities mostly owned and operated by the University of Cincinnati, so space is at a premium which means parking spaces are also. Even though we have a handicapped placard for the windshield, sometimes spaces close by to the door are not close enough for me to easily walk to. Regardless, I was going to try to make it yesterday with the help of my new cane. Plus, in addition to the walk to the door, I knew my wife Liz and I were facing an equally long walk once we arrived in the hospital.

I was scared and was running on extra energy as we finally made our way to the medical department where the appointment was scheduled so we actually were there ahead of time. I was scared of what the doctor would tell me about my platelets being down again from my last bloodwork. Of course, then I began to read up on what it meant and Leukemia was one of the possibilities. Then I started to build all sorts of negative bridges in my head about my mortality. So my blood pressure and nervous energy was at an all tine high when I finally met with a medical team of three. One doctor and two other fellows, whatever that meant. I was hoping for the best and expecting the worst.

It turned out almost all my worry was for nothing . I had  what was called an iron overload in my body. I have had it before and it seemingly went away for years before coming back to haunt me. It used to be I needed to go for regular blood draws called "phlebotomies" which brought the iron problem under control. So instead of Leukemia, I have too much iron in my system again which can cause fatigue, joint pain and skin discoloration among more serious issues.

From the doc, I was then sent down a couple of floors to the vampires so they could do more bloodwork before setting me free. I should mention through it all so far I was treated with respect and was never mis-gendered. I was referred to as Ms. Hart or my first name all through my visit to the VA hospital...until the very end. Just as I was leaving the bloodwork room, the woman said "thank you Sir.' Ruining my perfect day in the gender department. 

However, I was not going to let one person spoil my medical and gender euphoria I felt when we stopped off for lunch on the way home and we were referred to as "Ladies"  again. 

I am sure, I will get back my bloodwork today and will find out when my first phlebotomy in years will be scheduled. Hopefully I will feel improvement soon because Liz and I are planning a trip to the Florida Keys in January and more energy along with less back pain would be a welcome relief. As I will need all the gender euphoria I can get to help me along.

I will have much more later as we get closer to the date, in the meantime, I have some iron to get rid of.

Outreach the Easy Way

 

Out with my wife Liz
on left.

Last night, I took Liz and her son out to a steak house for her belated birthday dinner. She is a big fan of a good steak. 

To show you how popular the place is, we needed to wait for an hour for a table. There were not even any seats in the waiting area, so we had to wait outside on a solid metal seat. Fortunately,  the weather was unseasonably warm and dry so all we had to do was watch the other customers come and go. By doing so, I was able to notice the amount of fancy pickup trucks in the parking lot. A fancy pickup truck in my mind will forever tell me the driver is a fan of the new president I dearly dislike so I wondered if I would face any negative feedback from being transgender in the restaurant.

Once we finally made it into the venue, the pressure was on to see what everyone else thought of me. My fears proved to be unfounded. Even though the other people in the lobby had nothing else to do but to people watch, nobody zeroed in on me. I was essentially invisible to the world which is what I wanted. Men, women and children ignored me as they fidgeted, all waiting for a seat.

To be sure, it was not always this easy for me. I went through years learning the art of makeup and fashion I needed to transition out of a male world and into a feminine one. I was stared at the least and laughed at the worst when I went out to eat. All along I was a woman on the inside just waiting to get out. I was in my own version of gender heaven and hell. It all paid off when I have experiences such as last night but sadly I still have scars from unpleasant past experiences. 

By this time, you may be thinking I am a person with a huge trans ego problem. My second wife was fond of  telling me my femininized life was not all about me. She in most senses was not wrong, I was going all out to be the best cross dresser or novice transgender woman I could be and I needed to watch the room and other people around me to judge how I was doing. There simply was no room for anything else in my life on most days. 

It took me years to learn to relax and enjoy my new transgender womanhood as I was too busy still trying to read the people around me. Last night was one of those rare evenings I could relax mainly because I felt I looked nice, sounded confident and even felt physically better which all contributed to a fun evening. A good night of transgender outreach to all those pickup drivers who saw us portrayed as monsters during the previous election. As I look to the future while I process my past. 

What did I wear? My The Ohio State University sweatshirt, jeans and tennis shoes to blend in with all the other Ohio State fans in the venue wearing their fan gear. However, I did step up my hair and makeup with eye makeup, foundation and lipstick. So I wasn't a total plain jane. 

Whatever it took, I needed to blend in with the masses at the steakhouse and I did, they were not interested in me which was good. Outreach invisibility at it's finest.

Out of My Mind, Into the World

Image from
the JJ Hart
Archives.

There were many times during my transgender transition I was thinking I was somehow out of my mind. 

I even went as far as telling others there was something wrong with me. Of course there was something wrong and it was because I was trying to live as a man, not my natural woman. It just took me too many years to realize I was doing everything so backwards when it came to dealing with my gender issues. I was not a man cross dressing as a woman, I was the opposite, a woman cross dressing as a man trying desperately to get by. It seemed so unfair because of all the time and effort I put into having my man card. 

Then, I began to put as much effort as I could into my girl self. I tried my best to observe the girls around me in school and model myself after them. Of course in those days, I was severely limited  by my family and financial situation. Even still, I persisted through the idea I had something wrong with me just because I wanted to be a girl. Plus, I knew if I was ever caught cross dressing into my more normal self, I would be sent off to the first non-understanding therapist my parents could find and he would label me mentally ill when I knew deep down I wasn't.

Adding to my gender difficulties was the fact I was so alone. In the pre-internet days, any information about men wanting to be women was very hard to come by and I was convinced I was the only person in the world who felt the same way I did. It wasn't until somehow I discovered Virginia Prince and Transvestia magazine did I understand there was quite the community of men who called themselves transvestites. Once I did make the discovery, I knew somehow I needed to interact with the nearest group to me in a suburb of Cleveland, Ohio which was still quite the distance away. Regardless, I knew I needed to make the connection. I still vividly remember the diversity of the mixers I went to. I thought by reading the so-called hetero restrictions on the members would limit the diversity of attendees but it did not. There were everyone from cigar smoking cross dressers in cowboy hats seemingly afraid of losing too much of their masculinity all the way to the impossibly feminine transsexuals who had  worked hard to lose all of their maleness.

In the middle of it all, was me wondering where I fit in. I was too much woman for the cross dressers and not enough for the transsexuals. Once again I was frustrated with my results as I worked my way out of my mind and into the world. 

It took me quite a bit of work to fully make it into the world. The steps I took led me away from the old restrictive transvestite mixers, all the way to being invited to smaller diverse parties in Columbus, Ohio which I enjoyed immensely. Primarily because I was accepted for the person I was becoming. I was heading into the world for once because no one knew or cared about knowing my old male self. I even took the process another step farther when I began to go out by myself and become a regular in my favorite venues I was used to going to as a guy.

I found I was never out of my mind as the world accepted me. I just had to wait for them to catch up. If I had realized it years ago, how much easier my life would have been.

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.       

 

Sitting Pretty

Image from JJ Hart.

It never took me being a genius to figure out my appearance as a woman would cost me much more than my male self ever did. 

I started out my feminine life innocently enough as I began to save my meager allowance to buy a few articles for my girl wardrobe. I even took on a rural newspaper route to add a few dollars every week to spend on whatever I wanted. The problem was, finding my way to a store where I could attempt to spend my hard earned money. 

Our family home was actually in a rural area outside of town and I needed to figure some sort of an excuse to make it into town by myself because all I had was my bicycle. I figured out the answer which came to me when I was asked to go in town and visit my Grandma. She just happened to live very close to the downtown area and probably would not resist any attempts on my part to go downtown alone. I knew also, there were several stores downtown which sold makeup as well as other feminine accessories. So close but so far.

Predictably Grandma didn't and I had free reign to go shopping on my own. Then, the next biggest hurdle came along when I had to actually go into a store and shop for any makeup I found that may be suitable. The first time I was brave enough to shop for my own makeup, I was panicked and just wanted to buy something and get out of the store. Another problem was my Dad worked a short distance from where I was shopping and if I was caught, I would have no answer to why I was buying makeup. He never did catch me and the only hurdle I needed to face was the clerk who would be checking me out with my purchases. 

I was able to visit Grandma and do my shopping with no problems except for my extremely limited financial resources. Even though I managed to buy appropriate makeup, panty hose and even shoes, there was no way I could ever afford a suitable wig. For years, the wig of my dreams was just a fantasy of mine. Even so, time flew by and I managed to survive, even with my gender issues. It wasn't until I was out of the military did I realize how much sitting pretty would cost me. 

Dressing head to toe as a woman still proved a challenge for me to afford. Most of my needs would be met by going to thrift stores in our area. By doing so, I was able to find fashion "treasures" which were added to my growing wardrobe. While the thrift stores were cost effective for me, so many other aspects of cross dressing myself were not. Due to the size of my feet, thrift stores were out and I needed to shop retail. The whole process of adding new makeup, accessories such as purses and jewelry was a challenge because for the most part, my wife had control of the family finances. Through it all, going to a wig shop and buying a wig was still very difficult and frustrating. What I mean is, once I was able to put together a quality outfit, I was still struggling with having a wig to finish off my look. 

Finally, my financial situation improved to the point where I could afford a quality wig but then I needed to figure out which wig I could buy. Initially, I was like a kid in a candy store and picked out the wrong wigs which made me look like a clown. Through all my fashion errors when I was out in public for the first time, I finally was able to buy the correct wig which fit me well and framed my face correctly. It turned out the wig was the final piece of my presentation puzzle. 

For the first time ever, I was able to do my best and sit pretty as a novice transgender woman. 

I Am I Said

 

Archive Image, JJ Hart

One of my favorite Neil Diamond's songs is "I Am I Said". I particularly was drawn to the line saying I was lost between two shores. Neil was referring to New York and Los Angeles and I adapted it for me to signify being lost somewhere between being male and female.

The song's lyrics go on to say "I am, I said to no one there " I again felt the same way because I had no one to discuss my gender issues with other than the occasional therapist who went quickly through my life with little or no benefits until I reached a point much later in my life. In addition, the pressure to conform to the successful male life I was leading was intense. One of the few positives of my job was I was named a managerial training manager so I was able to take medium ranged business trips from my home in Ohio (yes I am from the much maligned Springfield) and travel by car to Lexington, Kentucky. Usually, I was asked once every six months to make the trip which I quickly saw as an opportunity to pack a few of my feminine items and cross dress. 

I usually worked it out with my second wife I was taking a second night at the company headquarters so I would not have to drive back at night. When I did, I was able to either cross dress and head out to one of the Lexington gay bars. It turned out, there were several back in those days, since the University of Kentucky is there. When I went out, at the least I didn't have to tell the chair or mirror I was actually someone feminine. On one occasion, I hit the jackpot and my training seminar just happened to coincide with Halloween. I thought ahead and when I packed away from my wife's prying eyes, I added a few slutty outfits to put together a Halloween "costume." The difference this Halloween was I was going to try my luck at going to a big straight club and not a gay venue. After a few wrong turns, I found the place and gathered my courage to go inside. Here I was dressed in an all black mini-dress with black heels, hose and blond wig doing my best to ignore all the guys pinching my behind as I walked across the dance floor, Since I needed to be up and fresh early the following morning, I needed to be back early to go to bed.

All along, I was learning what I was and was finding out the hard way what could happen if I dressed the wrong way. One night, I decided to stop at the halfway point on the way home which was Cincinnati. I got a hotel room and proceeded to seek out one of the more infamous gay bars in town for hookups, I thought since my black outfit worked so well before, I would try it again. This time, a very drunk guy at the bar tried to pick me up...until his wife showed up. I was embarrassed and was trying my best to back pedal from the whole situation when he made things worse by telling her why did she not have legs like mine. By this time, I headed for the restroom to hide and when I came out they were gone. As was the black outfit.

Through it all, all the lying I was doing to my wife was wrecking my moral code and when I asked who I was, I did not know. Which made the Diamond song so important to me. 

Finally, I did climb out of the pit I was in and was able to learn who I was but sadly was never able to reconcile my transgender life with my wife before she passed away. All along she was urging me to find myself and by the time I did, it was too late. I was no longer stuck between two gender shores. I had found myself and she was feminine. 

It Was Never Easy

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

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

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

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

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

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

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

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

Options or Paradise

 

Liz on Left, out to eat! 

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

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

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

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

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

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

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

Affirmation

 

Recently I had a very important reminder of my initial affirmation as a legal female in the world.

It came several years ago when I decided to have as many legal documents as I could changed to reflect my authentic feminine self. One of the major documents I needed changed was my Ohio driver's license. I made sure I acquired all the name change documents plus a letter from my therapist to insure I did not have any problems. The process was scary but exciting because among other things, I needed the picture ID of the license so I could vote. 

It just so happened my license was due to expire just ahead of the all-important election coming up in November so it was important for me not to procrastinate until the last minute so I can cast my vote against tRumpt. 

In many ways, being able to renew my license symbolically was similar to renewing my gender vows with myself. As far as completing the process, it was easy this time because I was already in the system as female and no one questioned me. Probably the most difficult part was having my picture taken because of all the insecurities I feel when it comes to my appearance. For the morning I chose one of my most feminine tops, applied a foundation, eye makeup, lipstick, blush and tied back my hair and was ready to go. I arrived early and only had to wait approximately fifteen minutes before being waited on. 

Even though I knew the process would be nearly painless, for some reason I was still suffering from needless paranoia. I was able to put it all behind me and reaffirm  myself as a legal transgender feminine person. 

Next stop is my upcoming mammogram appointment which is in the process of being scheduled now. I consider mammograms as a slightly unpleasant rite of passage I need to go through since my maternal grandmother died from breast cancer years ago.

Affirmation is good.

Gender Shape Shifter

 

Witches Ball Halloween
Image,

For years I obsessed with  the idea I basically was  just a shape shifter between my male and female selves. 

All of this coincided with the time I spent as a very serious cross dresser. Basically, all if my idle thoughts were grounded in my feminine appearance. Time I wished I could get back. As my feminized presentation became better, the more I felt more than just a shape shifter. Especially when I began to explore the world as a transgender woman.

My gender ideas were changing primarily because I quit thinking I was fooling the world and began to know I was living as my authentic self. So if the other person was a transphobe and did not like me, it was their problem, not mine. My mind had made a difficult yet important shift when I began to believe in myself. 

At the same time, ironically, my shape shifting became easier. I became more comfortable in the world and at the same time more confident. I found confidence to be my main feminine accessory. Much more so than my favorite jewelry, heels or wigs. Looking another in the eye was much more important when I used the women's room and other places I needed to communicate. Without confidence, I might as well just stayed home and watched television with my miserable male self. I was not shape shifting any longer, I was me.

When I did, I found I was so much happier and I wanted to push the feminine envelope I was living farther and farther. It was all good, until all of my actions put me on a collision course with my second wife who never approved of any ideas of me transitioning any more into a transgender world. I had put myself firmly between the rock and the hard place when it came to my gender issues. To attempt to survive, I did the best I could to live out my dual life I was living. I would over achieve in my work world as a man, then at the same time try to explore the world as a woman.

The more in-depth I became living a dual life as an accomplished shape shifter, the more pressure I felt to do something about it. In the meantime, I was doing things such as shopping for my wife's Christmas gifts as a woman. When I was successful, I was encouraged to do more and more as I suddenly began to feel secure in the world. 

Finally, I came to the point when I cross dressed as a man, I felt foreign as if I was shape shifting again and wanted no part of it. Happily, by that time I was able to try gender affirming hormones which femininized me even further. I enjoyed the effects so much, it was an easy decision for me to never go back to my male world. Being free of gender shape shifting was quite the enlightening experience. 

Transgender Guilt

Image from Civil War Cemetery
Cincinnati, Ohio.

 For many years I felt guilty about having my gender issues.

After all, I felt so alone in my desire to leave my male self behind and live in a feminine world. Not only was I alone, I even was scorned when I tried to express my desires. As I grew through the stages of being a weekend cross dresser into a novice transgender woman, I waited for the guilt to go away or at the least diminish. It never did. In fact, my guilt increased. 

Factors arose such as what would I tell my daughter and my wife, all the way to how I would manage to support myself and my family when it seemed I could lose everything if I transitioned. Selling my life out to be a woman seemed at times to be such a selfish idea and I felt guilty. So much guilt, it stressed me out so badly it wrecked my already fragile mental health. I would not have wished my gender problems on my worst enemy and even a bigger problem I had was there were few people I could even talk to about it. 

Sure, I had a therapist, but even then I felt guilty of sacrificing my masculinity and talking about my inner feelings. I had a gender storm inside me I could not get out and I was stuck between a cruel rock and a hard place. The reason was I was trying to live in both of the main binary gender worlds. For three days, I was learning if I could exist in a feminine world and in the next three days I had to go back to my boring male world. On the extra day, sometimes I lived in both genders, at least in my head. Of course doing all of this did nothing to relieve the guilt I felt on how I was living my life.

The more I lived my life between the genders, the more I could see what was coming. I was lying to myself when I tried to tell myself my inner woman was winning the contest for my soul. When I was spending my three days experiencing life as a trans woman, I felt more alive and excited about my future than even before. At the same time, I still felt the doubt creeping in about if I could make it at all. Perhaps freedom from guilt was on the horizon if I could just make it. So, I kept trying different things to enhance my future.

As I always point out, my male self pulled out all the stops and threw in guilt as one of the main weapons to keep the status quo he always fought for. As he fought, he made sure he brought up all of the fond memories of the time we spent together. 

Finally, his efforts proved to be to no avail as I started to put together a new life as a transgender woman. It turned out he could not compete with my truth, I had always been destined to be feminine. It was an unfair fight, guilt or no guilt. I could take the battle no longer and gave in before the stress literally killed me. I will forever remember the night when I gave in to my feminine side and decided to research if I was healthy enough at the age of sixty to undergo gender affirming hormone therapy. Which would signal a point to me which I could never to back to life as a man. 

From that point forward, I was able to give the remainder of my male clothes away along with the guilt they carried with them. I moved forward to legally changing my name and all the identification documents which could be be legally done in my state and with the Veteran's Administration. I was doing my best to put all the transgender guilt as far as I could into my rear view mirror. 

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.

The Lifelong Question

Image from Shifazz
Shamoon on UnSplash. 

During my life, I have had several burning questions. One of which of course was how I ever made the determination I was transgender.

Before we get to the main question, we need to examine several of the other issues life threw at me and possibly you also. The first direct non gendered question I encountered was the Vietnam War. Or, how was I ever going to negotiate serving time in the military, as I risked my life. As it turned out, me serving my military time turned out to be a gender question too because the closer I came to being drafted into the Army, I began to resent the fact women did not have to face the draft also. All in all, a waste of time, so I gave it up. As it turned out my service in the military had far reaching positive consequences for me because among other things, I met the mother of my daughter there. 

Another question arose when I was not so blissfully cross dressing parts of my life away and I wondered if I was the only one with similar gender issues, I was stuck in the pre-internet dark age of having very little public information available to me. It wasn't until I served my time in the Army did I discover there were indeed many so called males who wanted to be femininized into women. The problem became was what was I ever going to do with my new family. Certainly, fathering a daughter had not made me more of a man, No matter how macho I acted. 

The older I became, it seemed the more complex my problems became. In fact, my thirtieth birthday was the most difficult for me to negotiate of all my birthdays. At the place I was in then, I was in deep despair over what decisions I would have to make to survive. What I determined was I needed to find better employment, stop drinking as much and resolve to be a better father. I was a success at finding better employment but a dismal failure at curtailing any of my party life, which included the Halloween parties I was going to dressed as a woman of course. All I really did was procrastinate further on the major question I had which were my gender issues. 

When I began to complicate coming out into the world as a transgender woman, I first had to determine in my own mind if I was indeed trans. Once I did, I needed to figure out who I would tell. Since most of my immediate family and closest friends had passed away, the list I had accumulated was very short. First to tell was my daughter, my only child and I suffered long and hard with if I should tell her at all. My reticence was rewarded with relief as she accepted me without question and still wanted me to be involved with my grandchildren's lives. I also questioned coming out to my only brother because I knew his in laws were religious right-wing bigots of the first degree. We both went our separate ways over a decade ago. 

The more life progressed, the tougher decisions seemed to be because there was more to lose. Another primary example was my job which I had worked very hard to be successful. I knew the company I worked for would never accept a transgender manager, so staying put was out. Fortunately by this time, I was old enough to be within reach of taking my social security retirement. So I just retired and started gender affirming hormones. 

The lifelong question of why me mostly answered itself. I played the odds throughout most of my life and was for the most part successful. For better or for worse, I was able to hide my true gender feelings until I could safely transition. Along the way, I also found I may have never had the chance to decide my gender anyway. My Mom had suffered through several still births before me in the late 1940's and had taken the DES medication. DES as I have read flooded the womb with estrogen and has been linked to the possibility of causing  transgender children. Who knows? 

Having all these major questions in life is just another facet of being human. Some questions are more difficult than others. 

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.

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. 

  

Bonding with Yourself

 

Club Diversity Image. Columbus, Ohio

As strange as it may seem, it took me many years for me to fully bond with myself as a transgender woman.

For years I wondered if I was a woman or a man. Everyday was like groundhog day when I woke up in the morning. Some mornings I felt more like a girl and others as a boy before the reality of my existence set in. No matter how gender fluid I felt that day, I needed to be ready to compete in my unwanted male world. I wish I could say the competition just made me stronger as a male but it never did. Most of the time, the competition just made me want to head home and cross dress as a girl. Plus, I was put into an even deeper frustration place when my brother was home and I didn't have any privacy to try on my feminine wardrobe. 

Bonding was difficult when I was not allowed into the feminine world at all and was destined not to until much later in life. In the meantime, I struggled from one gender struggle to another, All the time, hiding my authentic self from everyone in the world. I suffered so much, I needed all the help I could get to maintain my life as a man and still have any sense of stable mental health. Especially when I was diagnosed with having Bi-polar depression. If you are not familiar, I suffered from terrible highs and lows. When I was up I could do anything. Including transform myself into an attractive woman and when I was down, all I wanted to do was lay in bed and sleep and try to drown out my gender issues with alcohol. Finally I was diagnosed by a therapist and was prescribed medications to help me out.

As we all know, the medication has not yet been invented to relieve the pain and tension of having gender dysphoria. Even now I suffer from dysphoria when I wake up in the morning and look at myself in the mirror. After all these years, I have learned to take the good along with the bad and take the middle road. It has been a good coping mechanism for me. Along with those mechanisms, I learned other ways to structure my life so I could finally bond with my myself. When I did, I found I was a stronger human because I had the chance to experience life from both sides of the binary gender spectrum. Since it is the rare individual who can claim to be all male or all female in the gender spectrum, I was able to find my special place where I could exist in society. The question always was, was society ready for me or any other transgender woman or trans man.

I quickly discovered most of the world did not care if I was trans or not. They had lives to live and were busy doing it. On the rare occasions I did encounter a negative transphobe, my strong personal bonds gave me the confidence to survive. 

Again, bonding my unwanted male self with my stronger, more natural female self took me years to complete. Mainly because I did not have the courage to admit who I was to my true self. Once I did close the gap, my long awaited bond was complete and I could move on in life as a total person as a transgender woman but never forgetting the man who helped get me here. A topic for another blog post. 

There is Always a Transition

 

Archive
image
Jessie Hart

In an expansion of yesterday's post, today, I am beginning a post on the extra transitions we go through in life. Many are relatable to everyday life, some are not. Everyone goes through changes or transitions. For example when and if they ever become parents.

My biggest transition came when I crossed the gender frontier from viewing myself as a cross dresser I could possibly live without to a fulltime life as a transgender woman. My transition also came along when I was negotiating raising a daughter, building my career and attempting to outrun myself. Life became very busy as I struggled to find myself. I resorted to therapy to try to balance my mental health. Along the therapy path, I was diagnosed with a Bipolar depression disorder to add on to my gender dysphoria which was dominating my life. Through medication I take to this day, I am able to control my depression and my gender dysphoria became much better when I finally decided to fully leave my gender closet. 

As I lived on, maybe I should have taken up the motto, "Later is Greater" as I took my time exploring the possibilities of living a totally femininized life. My excuse is I wanted to make sure I had it all right before I risked it all and left my male self behind. Eventually, I learned from all the trips I was making out the door of our house, doing the best I could to blend into the world as a woman, transgender or not. Then, another transition was facing me head on. It was the great leap from being an experimenter to being a doer or practitioner of being feminine. I took years of watching and learning to understand what my second wife was telling me when she said I didn't know anything about being a woman. Not only was she right, she did did her best to hold me back from learning what she was talking about. There was no way she wanted to show me much about what truly being a woman was all about. Instead, she persisted in calling me the "Pretty, pretty princess."

Her failure to help me just pushed me farther and farther towards my next transition which was a huge one. The more I settled on a feminine look and style I liked, people I previously didn't know began to recognize me and I was forced to begin to build a whole new life as a trans woman. Primarily it meant I needed to communicate with the world with tools which were totally foreign to me. Trying my best to develop a softer feminine sounding tone was a real challenge along with adjusting to a society of women where passive aggressive behavior was the rule. There were too many times I suffered when I didn't perceive exactly where the attack on me was coming from. Instead of usual male frontal attack I was used to, I needed to start watching my back. Communication with the world was a huge part of my next gender transition. 

After I thought I had the communication and appearance transitions down, seemingly there was another challenge awaiting me at every turn. Who knew it could be so difficult to cross the gender divide? I was often frustrated when the smallest details would trip me up, not to mention the big ones such as the ill advised use of water balloons as breast forms. The balloons worked well enough until one exploded on me one night in a venue I often went to. Fortunately, I was on my way to the woman's rest room when it happened and it was empty. I was able to clean up,  quietly finish my drink and leave with no one noticing me, I was wearing a loose fitting top so no one saw or mentioned the one breasted wet woman on her way out of the venue. Needless to say, my next investment was silicone breast forms. 

As I near my seventy fifth birthday. transitions are harder to come by yet more meaningful These days, I mostly just present as old. Plus, my ultimate paranoia of having to go to assisted living and having my gender attacked looms large. As I always say, I need to do my best not to dwell on the future and live in the present. 

None of us control the final transition, no matter how much money or power we have. It is up to any higher power you believe in to make it happen..