Showing posts with label queer life. Show all posts
Showing posts with label queer life. Show all posts

Sunday, September 6, 2026

Finding Your Trans North Star in a Straight World

 

Image from Daniel Lincoln 
on UnSplash

As most all transgender women and transgender men know, finding your own personal North Star is often very difficult to do.

The first thing you have to consider is what your North Star means to you and down the road, what will you do to follow it. Very early on in my life, I knew the only thing I wanted to really do when I grew up wanting not to be in the male body I was born into. It turned out after fifty plus years of trying; I was able to make it mentally out of my male body and live as a transfeminine woman but never seriously considering undergoing any of the serious and extensive gender realignment surgeries which are going on today. At the time, I figured I did not have to risk my body which to this day has been healthy and just concentrate on the physical feminine side of life I enjoyed so much. Or my gender stayed between my ears and not my legs. Which started me down a very long path trying to discover what my North Star meant to me and where it was exactly.

The problems which clouded my view came almost exclusively from my male self-fighting the process of a male to female femininization every place that he could. He took a secret joy when I was laughed out of venues I was in as I was dressing to please him and not the public who really mattered which were ciswomen who determined if I could stay in their world at all. What he did not count on was that the stares and laughter just made me more resolute searching for my feminine self.

As I went along, I discovered even the most strenuous male activities could not mask the shine of my inner feminine star. Not even three years in the army could hide her glow when it counted. In fact, lessons I learned when I was away from my true self helped me when I could return seriously to my gender path. Most importantly, I learned I could rely upon myself more completely when the times became rough. Sadly, it took me years of living to learn a woman could be feminine and strong all at the same time as my two-role model’s mom and second wife taught me to be. Without ever knowing they were dealing with another woman. Much to the chagrin of my inner woman who wanted her chance in the world.

And yes, there were times that my North Star was completely lost in the clouds before I could completely reclaim her. Such as the time when I was stuck transitioning from a serious cross-dresser to a novice transgender woman. It turned out, it was only another mental transition because at this time, I had most all my appearance basics together and I was ready to experiment on the next step of mentally comparing myself as I socialized with other ciswomen. Following much fear and trepidation, I found that I could and more importantly, I felt natural and happy doing it. My star was shining brightly when I made it out of the comparative safety of the gay venues I was going to (where I was only considered to be another drag queen) to straight venues in the world where I could express myself as a trans woman.

I discovered that once I reclaimed my star, I reclaimed my life too. I was on the verge of reclaiming the life I was so unhappy in and turning it into an existence which restored my fragile depressive mental health and gave me a reason to be happy. Probably, for the first time in my life. But I still had a long way to go, because my male self stubbornly refused to give up all the privileges he had earned and was fighting for at least a partial share of my life. It did not matter to him that I felt happy and natural when I was a trans woman, carving out a new life with new privileges for myself. Such as constant interaction with ciswomen who were interested why I was in their world. I finally quit trying to figure it out and learned to sit back and enjoy the socialization process I was going through. As I was learning as much from them as they were about me. It all made me a better person as I continued to carve out a new life for myself.

Thankfully, my North Star continued to burn brightly for me during this time of my life. I needed the guidance of the star to help me navigate any more blind curves along my gender path that I was on. I never counted on the new life being so much more complex than the old straight forward male life I was discontinuing due to lack of interest. From appearance to body movement to communication, I needed to change it all, and I felt I was running out of time since I was in my mid-fifties, and my biological transgender clock was ticking. It all kept me going and interested to see what was beyond the next blind curve I would have to face on my gender journey.

By this time my North Star was starting to sink into the horizon of a new day for me as it guided me forward into my new day. As it faded, I was able to sit back and appreciate all the good things it had sent me through in my life, as well as helping me around some of the bad ones I needed help with. By following the star, I was able to finally make it to the dream I never knew I could do and that of course was being able to live a happy life as a transgender woman.

Even during my dark days of infantry basic training in the Army at Ft. Knox, my North Star came through and helped me see the way to overcome my gender shortcomings which turned out to be temporary. Permanence turned out to be the ability to follow and live out my dream.

As always thanks for reading along and I hope you have a North Star to guide you also through the thick and thin days of a transgender life.

 

 

 

 

Thursday, August 27, 2026

I Wanted it All

 

Image from Sindy Sussengut
on UnSplash.

During my gender journey through multiple transitions from cross-dresser to transgender woman, I have been selfish and wanted it all.

It all started very early when I was experimenting with mom’s clothes and makeup when I had the first idea all that I was doing may go deeper than just wearing feminine clothes. I did not have the terminology or knowledge back then to work my way through it, but in reality, I was discovering I was more transgender than anything else. In the years to come, that would be a major point to think about along my gender path.

As I grew through my first two marriages where both wives knew of my cross-dressing desires, my first wife was far less demanding than my second and on numerous occasions during fights we were having about me, my second wife rightfully pointed out that our relationship was not all about me. Since I was in the middle of an obsession with my appearance and all things related to makeup, as I said she was right and I was needlessly selfish about our relationship. She was far wiser than I and knew even at that early time in our marriage, her husband was slipping away.

Even though I loved her dearly, I still could not stay away from the powerful draw of wondering if I could ever achieve living fulltime as a transgender woman. Deep down, I knew my second wife would never come with me on my journey as she made it abundantly clear she never signed up to be married to another woman.

With a lot of work and repetition, I did finally get better with my wardrobe and makeup and then needed to figure out how to sneak out of the house and get into the world. It basically meant my imagination had to go into overdrive as I tried to think of reasons I needed to explore the world as my new true transfeminine self. Even if I was not sure what the word meant back then. I went as far as going to the grocery store for my wife who was working on the days, I was off and combined the trip by going to a nearby big box store to shop for panty hose and makeup. My biggest takeaway came when I noticed very few people were noticing me and I started to think I wanted to experience more. My restless feminine spirit was dominating me again.

At the same time, I was doing all of this, I was still searching for my dream job in the commercial restaurant business and after switching jobs and locations several times, I finally did. As I finally broke free of my fast-food background and landed a job with “Chi-Chi’s” Mexican Restaurants in the Columbus, Ohio area where I had ties to. It was a win-win situation for me because I was back home again and could start to interact with the diverse small LGBTQ group that I had known from years previous. This was the tight knit group that had several transgender women who were on their ways to gender realignment surgeries, and I could pick their brains on what it meant to do it. Even though, I did not have the resources or the willpower to consider such a radical move for me in my future, Just being considered as an equal in their group was good enough for me…then.

I say “then” because in life everything rarely stays the same. As I continued to break the vows I had with my wife, I kept going out to venues from the house and began to actually carve out a life as a transgender woman with people who had never known my male side. Wanting it all was staring to mean so much more to me than ever before as my male life began to slip away from me and wanting it all increasingly meant an ongoing break with my long-term marriage of over twenty years. Because she was not giving into her demands, and I was discovering just what mine should be if I was willing to risk it all to live my dream life. Sadly, it would have to be all me to do it as I tore down everything I had worked for as a man to start over in a woman’s’ world.

Sure, I was scared to death as I decided to keep concentrating on the feminine me who had waited so long to live her life. But the whole process and path I was on felt so natural, I decided to be selfish and continue it. By proceeding along the path I was on, I needed to take several abrupt detours when I had problems with deciding my sexuality all the way to just basically communicating with the remainder of the world I was in. Which I discovered was made up of ciswomen not so unlike my second wife. Many were strong and sure of themselves and set up forms of communication which were totally foreign to me as I was coming from a male world. Suddenly, I needed to adjust to forms of non-verbal and passive aggressive communications which were reserved for use when cismen were around.

Perhaps my best selfish move I made was to be approved for gender affirming hormones or HRT which enabled me to come closer to my transgender mentors of so long ago. Since I had ruled out any surgeries, the changes from the hormones would be as far as I could go to sync up my female mind with my male body.

By this time, my wife had passed away and there were very few people left who knew the old me at all. So, I was mostly all-alone with my new emotions and bodily changes such as hair, breasts and hot flashes. When I reached out to any of my lesbian friends, all they would say was welcome to their world. Little did they know how badly I wanted to be there. I was rewarded by the fact that the people who knew the male me told me they thought I was much more relaxed and happy now.

Since I can now love more deeply than I ever could as a man, my life has come full circle to encompass feelings I never knew I had before. All because of my selfish one sided past to get here. I wanted it all and finally was able to find it.

Thanks for reading along and I would be remiss if I did not mention two things. Thanks to Grace Ann Hansen for publishing my stories in her “Empowered Trans Woman” site!

And sadly, I would like to mention the passing of a true icon, Dolly Parton who was a staunch ally of the LGBTQ community. She will be severely missed.

 

 

 

 

Monday, August 24, 2026

Help Me Out of this Box!

 

Image from Tamara Bellis
on UnSplash. 

Since I was born “AMAB” (Assigned male at Birth) I was automatically put into a box I could not easily get out of.

Plus, I had the extra disadvantage of being born into a very male dominated, competitive family, so my box was harder to get out of. Like many of you, I had to sneak around my family’s back to even cross-dress into mom’s clothes and makeup to feel better. The worst part about it was that I did not understand why I wanted to be feminine and felt so all alone when I thought about it. Society had done a good job of building a sturdy box around me with very high sides to see the world out of.

As life went on, I learned to be self-sufficient as I hid my gender truth from the world. Very early on I learned I wanted to do so much more than just look like a girl, I wanted a chance to live their life. But I needed to escape my box somehow to do it with absolutely no help from anyone at all. There were only the girls at school for me to envy and try to copy myself after I returned home and had a chance to cross-dress again in front of the mirror.

When I first tried to take myself out into the public’s eye for the first time, it was difficult leaving my box to do it. I was safe there, and I could be the pretty girl I always wanted to be without anyone questioning me. Even though I was not surviving the world well as a novice cross-dresser walking through the malls that I knew, I was determined to keep trying until I got it right. That is if I ever could as I was very insecure in thinking I ever could come close to my dream of living as a woman.

As life always does, it got directly in my way of ever getting out of my box. The only way I could try very early was by going to Halloween parties dressed as a person who I really wanted to be in life but could never tell anyone. At least at Halloween, I could show the world the transfeminine me and hope it did not wreck my life at the time before I could scurry back to my box and hide again. The problem with Halloween was it only happened once a year and I couldn't wait for the next one to show off my feminine spirit. It all led me to gaining a greater awareness to who I really was and how much I needed to expand my world as a new transgender woman in the world.

Another problem I had was having two strong influences around me, who wanted me to stay in my box and even make it stronger. The two were my male self and my second wife who had everything to lose each time I gained more confidence as myself. They did not understand the turmoil I was going through myself and could not help me, I was on some sort of a gender roller-coaster with all its ups and downs. One of my major ups or gender euphoria came when I was mistaken for a ciswoman at a cross-dresser, transgender mixer I went to one night without my wife. That was certainly the high point, but then the lows began to hit me when I was firmly stuck back in my box with no way to experience the next high. Sadly, I did not know where my life was going to take me then. Except for the small idea that I might have the appearance part of my gender puzzle solved.

More frustration sat in when my wife told me there was so much more to being a woman than just looking like one and I was stuck with no real way to understand what she meant. I was still operating as too much of a cisman to be allowed to be behind the gender curtain to understand all the complexities ciswomen go through in life. To make up for it, I tried to adopt female mentors to learn from. Immediately I chose my mom and my wife to learn from because they were both strong, independent women whom I wanted to be like. It was a true jump for me to go from being a shy trans woman hiding in my box at home to getting out and trying to find out if I could live my life-long dream. What I did was build up confidence slowly until I could shed my male self and his privileges and just do it.

Little did I know, when I did shed my male self, I would end up bringing a big part of him with me. I made him my beast of burden when he carried what was left of him into my scary, yet exciting new world. I learned again how complex ciswomen were and if I wanted to watch sports on a big screen television with a beer in front of me I could and not feel out of place as a transgender woman.

In many ways, I was dismantling my old box and using the pieces I needed to construct the new me who had always been there but had nowhere to live. It felt great for once to feel free of all the old male constraints I had to live with. I had many, so the path I embarked on became very complex as I sorted out exactly who I wanted to be. Plus, I needed to be careful to finally judge when the best jumping off point for me to put my old male self behind me and start a new one. A unique spot that most humans do not ever have the chance to do.

If you are considering what you will do with your gender box, just be careful when you deconstruct it because it can contain many hidden problems. On the other hand, you are embarking on an exciting journey if you can make the best out of it.

Thanks for reading along with all my lifetime adventures as I attempt to bring our gender struggles into focus. Taking the time to read, and comment too are always appreciated!

 

Tuesday, August 11, 2026

Understanding is the First Step to Overcoming Fear

 

JJ Hart (Center) on a 
girls' night out. 


Before you can overcome fear, you need to understand exactly what you are afraid of.

I know I was petrified of leaving my closet behind and heading out into a world where I knew little or nothing as a novice cross-dresser. It took me years to overcome most of my fears except the ones I never did. Such as going into male dominated spaces by myself as a transgender woman. For some unknown reason, that one thing has always been a problem for me and my anxiety issues about coming out in the world.

When I was younger, I always thought either I would grow out of my need to feel feminine in all ways or somehow, I would lose my fear of doing it. Of course, I learned quickly that anytime soon I would not be outgrowing my urges to cross the gender border into a feminine world. In fact, my urges were getting stronger which led to more fear and anxiety about the future of my life. Out of sheer survival, I had to find out why I was so scared.

The easy way out for me was just by thinking that making the gender jump into what I perceived as greener pastures, was the reason I was so scared. I was using the dresses and makeup I had acquired to hide behind and feel better in times of duress. I was too new at the gender game to consider ideas such as gender privileges which I was accumulating as a young man with out even knowing it. Privileges such as never having my intelligence questioned or having an innate sense of personal security were never questioned. I found I would not have to until much later in life when I began to present well enough as a transfeminine person to get by. All of a sudden, passing as a woman meant more than just having a man open a door for me. I had to take the good with the bad if I was ever going to be successful in making it to my dream of living as a woman on my own terms.

The more involved I became in my male to female femininization, the more I discovered there was no easy way out. Which frightened me more. I always equate it as me busily painting myself into new life corners as a trans woman which there was no easy escape from. Finally, I did see a brief escape from my unreasoning fear was when the transgender term was being popularized to gender conflicted people like me. There was a term which described people such as me who did not fit into the cross dresser-transvestite mold or the more extreme transsexual person. From the moment I saw the trans term, I immediately knew it described me. It certainly took long enough for a term to come along, which helped me, but it finally did.

Being able to read about other more accomplished transgender women and trans men helped me to understand my fears and why I was feeling them and the new less rigid gender spectrum terms helped me immensely. For the first time in my life, I could pinpoint why I was feeling a certain way and at the same time calm most of my anxieties. Gender diversity became my motto in life as I really began to explore the world of ciswomen for the first time. I had left the men’s club (and they knew it) and wanted to join the women’s club if they would have me. Yes, the world of ciswomen would have me which lessened my fears and anxieties immensely. Mainly because I had a better understanding of where I wanted to go.

Looking back, I do not know why I took so long to try to have a better understanding of who I really was. I could blame the usual suspects such as my old male self or my second wife who put up such a battle against me transitioning when in reality it was all on me. In the would of-should of department, I always should have faced up to the fact I was more female than male and should have not made life miserable for my wife when I did not “man-up” in her terms and become a woman. I guess I was never one to take the easy way out.

If I had taken any of the excess time I was wasting, I would have taken the time to calm my fears by understanding who I was as a person and try to build a better feminine person I learned I could be from all the male building blocks I had left behind. As I looked around at the new world of ciswomen, I was seeking admittance into, I realized they were more diverse than even I had given them credit for. And I would not be shunned for wanting to do something like wearing my favorite team’s jersey on game day in one of the sports bars I was a regular in because other women were beating me to it by wearing their jerseys It made my fears evaporate as my life became more fun again and certainly more fulfilling as I had always wondered what it would be like to cheer my favorite teams on in the venues I was used to going to as a woman and not a man.

Once I finally started to have a basic understanding of where my fears were coming from, I was able to better keep them under control. Which, in turn led me to being more relaxed with a chance to let my long hidden trans woman personality shine through.

I know it is difficult for all of you who are just getting started along your gender path to not be afraid because of what is at stake but if you are able to slow your life down to take a closer look at it…you will stand a better chance of understanding your fears and anxiety and living a better life.

Thanks for reading along and I hope my experiences can help you anyway I can!

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Friday, May 22, 2026

Letting the Light Into my Trans Closet

 

Image from Sahin Kalijii
on UnSplash. 

Growing up, I had what I considered to be a very dark and escape proof gender closet.

I was part of the pre-internet/social media generation so I could not find the latest online tutorial on improving my makeup skills. And of course, I could not run to my mom or girls’ peer group for any information either. I was stuck with no light in my closet all by myself it seemed.

I stayed that way for years until gender pioneers such as “Virginia Prince” began to shine her faint light into my closet. I had little to no knowledge that individuals such as me even existed in the world. Once I did, I was very relieved I was not the only transvestite as Virginia called us then in the world and I set out to meet others. Before I could open my closet door even a little, I had to convince my second wife that it would be OK to do it. She had known from the beginning of our relationship that I was a cross-dresser but did not like it when I began to let others know of my so called “hobby.” It actually marked the beginning of me opening my closet door to the world and proclaiming I was a transgender woman, not a part time man putting on a dress and makeup.

Along the way, another problem I had was deciding when to take the chance to open my closet door and to which person. I did myself no favors when for the most part, I tried to internalize all my feminine feelings which made me an impossible person to get along with when I was looking in the mirror at my male self and hating what I saw. All the times I ventured out of my closet only to have to hurry back in was wrecking most of my life as I knew it. Not to mention the life with my wife who I envied because she was a ciswoman, and resented because she would not let me explore a feminine side which was trying to see the light of day.

I found my male self-had installed a powerful spring closer on my closet door which was designed to keep me in. Deep down he knew his part of my life was in danger every time I was able to escape the closet and get out into the world. I felt so enlightened and natural when I did, I never wanted to return to my male life and all its drudgery. I was so sick of wearing the same old collection of ties to work every day when better/brighter fashion choices awaited me in my closet at home.

I discovered that the more I outfitted my closet with brighter lights and bigger mirrors, the more I wanted to test my new fashions, wigs, and makeup in the world. Away from my mirror which had the tendency to lie to me. I can’t tell you how many times the mirror told me I looked great only to be rejected quickly in the public’s eye. It took me years to realize that I was expecting too much on just looking like a ciswoman, I had not yet paid my dues on becoming myself and then having the ability to relax and enjoy myself even more.

It helped me too when I began to venture further away from my closet as my confidence as a transfeminine person began to grow. To get there, I needed to be able to look another woman in the eye and communicate one on one with her about the world around us. Men entered the picture too but briefly since most of them did not want to have anything to do with me anyhow. More and more, I did not have to scramble back to my closet following a bad day or night out into the world because I was doing better in my feminine life. All my male could do was sit back and helplessly watch as his hold on me slipped away and all he ended up being was a provider because of his good job.

I arrived at a point when I needed to expand the small dark transgender closet, I had always lived in. It all began with me having to accept who I really was and had much more to do than just expanding my closet for all the feminine clothes I was buying. I was making a huge lifestyle choice that I had spent way too long deciding to make. All of this moving things around in my life led me all the way to leaving my closet totally behind and looking for a transgender house to live in. I had taken my time (decades) to make my decision, and it occurred to me that I had taken too much time but by then there was nothing I could do about re-winding the clock. I took the good and lived on until I was able to carve out a new transfeminine life.

As I look back, it does not seem possible to me that I have come from the lost, lonely boy staring longingly at himself dressed as a girl in his closet’s mirror to the person I am today. But none of would have been possible had I not been able to embrace the help of several key ciswomen around me to make it happen. I wonder what would have become of me if I was not able to meet them. On the bright side, stepping out of my closet (as scary as it was) enabled me to meet all of them to start with. So, destiny was on my side as my life went full circle from a dark closet to the bright existence I live with my wife Liz now. I was just fortunate as my hunches that everything would work out if I stayed on my gender path. I just had the super strong hunches that they would.

Thanks very much to all of you who read and interact with my writings. All comments are always welcomed!

 

Tuesday, May 19, 2026

Are We Having Fun Yet?

 

Image from Katie Treadway
on UnSplash.

Having fun as a transgender woman or transgender man can be difficult to define. First, let’s define fun as something that provides mirth and amusement. Which comes from “Dictionary.com.”

In my case, I cannot remember finding much “mirth and amusement” when I was cross dressing as much as I could to present as an attractive girl. All I can remember was that I was experiencing deep satisfaction when I thought I had succeeded. As I began to search for a better term, I went back to the “Dictionary.Com” to look up the definition of happy. Because happy is how I felt when I thought I had succeeded into transforming myself into a pretty girl. I was right when the definition of happy was “delighted, pleased or glad” when something was accomplished. It fit me totally because it worked in all aspects of what I was trying to do. Actually, it was all three of the delighted, pleased or glad definitions which fit me exactly.

The problem I was having was getting to the point where I could be happy about trying to cross the gender border. I severely struggled to find the fine line where I could disguise my broad shoulders and narrow hips of my testosterone poisoned body. I certainly was not happy or having any fun when I was brutally laughed at by the way I was trying to present myself as a woman in the world. As I always point out, back then teenaged girls were the biggest test I faced when I went to the malls and they seemed to be attracted to me like magnets, for all the wrong reasons. It took me a while to realize I was trying to dress like teenagers, which brought me completely undo attention. There was no way I could be happy.

What I also did not understand was that fun or being happy was a fleeting thing for me. Sort of what had you have done for me recently, type of thinking which I was very used to from how I was raised. For the most part, I was never allowed to be happy, so I did not miss it at all. I also say for the most part because slowly I began to discover I could feel happy when I was cross-dressing as a man into my true feminine self. When I was able to find the proper clothes, shoes and wigs which helped me with my appearance with my makeup, I could relax and enjoy a new world I had only dreamed of.  Fun became to me when I could escape the male world, I was forced to spend so much time in and explore all the new facets of being a confident transfeminine person. It made me happy to discover who I really was destined to be in life.

As I headed past the fun and happy part of discovering myself as a transgender woman, I needed to mention the satisfaction I felt when I had reached the point where my diet had kicked in and I could buy more stylish clothes in my own size for the first time ever in my life. I was ecstatic in my pre-hormonal HRT days when a cross-dresser friend of mine purged his feminine belongings and gifted me a set of silicone breast forms that I needed to run out and size just the right bra for.

Those were the early days of my explorations in Columbus, Ohio when I could attend very diverse by invitation only parties where I could see everyone from lesbians to transgender women considering gender realignment surgeries so I could have a idea of how I might want to live my life in the future. Almost every party I went to was to be a fun learning experience, and I could not wait for the next one. At the same time, I was thinking if I was having this much fun, how could it be wrong to have it.

The only negative I experienced was the night I was cornered in a narrow hallway by a huge admirer of crossdressers and almost learned the hard way about what ciswomen learn at an early age. To not put yourself in compromising positions with men which could possibly overpower you and get yourself into deep trouble. I was lucky that my wife came along to bail me out of the situation I unknowingly put myself into.  It was no fun hearing her, I told you so’s all the way home. Mainly because she did not approve of what I was wearing.

As my life progressed towards the ultimate goal of leading a fulltime life as a transgender woman, unfortunately, my wife stood right in my way of progressing.  Which meant I needed to cheat on her with another woman which was me. Every time I slipped out of the house in my heels, jeans or boots, I normally had a good time as I was finally having fun as a trans woman and did not want to ever give it up,  I had gone too far to ever look back to an old male life I never had a choice on living to start with. Like it or not, my life had put me on a collision course of having to decide what I was going to do about my marriage. The course was disrupted when my wife unexpectedly passed away from a massive heart attack leaving me tragically alone after twenty-five years of marriage.

Most certainly, those days of my life were no fun, and not filled with happiness. On the other hand, they were filled with uncertainty and loneliness until I could find my way home again. Thanks in no small part to my inner feminine self who took over my life and others such as my daughter and future wife Liz. Who helped to pull me from my major pity party. When that happened, life became fun again as I was able to lead a life in the feminine world I always wanted to be part of.

 

 

                               

 

 

Monday, May 18, 2026

There was Never a Maybe

 

Image from Marija Zaric 
on UnSplash. 

In my life, there were never any maybe moments about having gender issues, only a resounding yes, because I had them.

Time fades the memory, but I think the first inkling of the issues I had was when I began to experience very vivid dreams that I was indeed a pretty girl. That is when I went the only route, I knew how to go and secretly began to raid my mom’s clothing drawers and closets for her clothes I could still squeeze in to at the time. Before I knew it, I had somehow acquired my own “collection” of feminine clothes and makeup I used to practice my new artform. While the boys around me were practicing putting together model cars, I was busy practicing being a girl. At the time, all the practice flustered me, but would come back to help me later in life when I would not have to work so hard on the basics of presenting as a ciswoman.

The more I accomplished in my cross-dressing pursuits, the more I wanted to do because I felt so natural. Which was a huge clue to me that I was on the right gender path, and this part of my life had always been a deep part of me. If I had followed the clues and not ignored them, I would have been much better off in the long run. By putting my deep instincts off, I ended building up a successful but deeply destructive male life. Every time I built something up as a man, I needed to somehow destroy it because I did not want it to interfere with my possible upcoming male to female femininization project. I guess I could say the possibilities intrigued me as much as they terrified me. How would I ever be able to live as a transgender woman dominated most of my everyday life as I envied the lives of the ciswomen around me.

At the time, all of this was happening, all I was trying to do was experiment if my gender dream could ever come true and I could give up all my male privileges I had built up to try it. If I could do it, I could live it became my goal. Which was easier said than done because I was still living most of my life as a transfeminine person only in front of the mirror and not the world where I belonged. At times, making my way from the mirror was a brutal experience for me because the world treated me in ways that I really deserved when I did not dress myself in the proper way to hide the best I could my testosterone poisoned body and attracted undue attention. Not dressing to blend in with the other ciswomen around me was hurting me badly until I finally learned my lesson.

Probably what I suffered from the most was not having the role models I needed to help me in my male to female transition. It was very lonely in the pre-internet days with no social media tutorials to help new struggling trans women or cross dressers along. It was just me and the public to provide feedback on my progress because I discovered the mirror was quite OK with lying to me about how I looked. It would tell me I was attractive, then I would get immediately laughed back home by a group of teen girls was a prime example of what I was going through. I remember vividly the days when I began to seek out the girl’s attention to measure how well I was doing in the world, rather than running from it. I figured if I could succeed in passing my toughest tests anything was possible.

As I began to pass more and more feminine tests, my confidence began to grow, and I started to face my deepest dreams and fears that I could conceivably leave my old male path behind and carve out a life as a transgender woman. On my own in the world. All of this had its good and bad points. The good was that I was finally realizing after all this time I could live my dream and the bad was, what would I do about the remainder of my male life. At that time, I still had a very good marriage to deal with, as well as a family and successful job to consider. It was as if I was painting myself simultaneously into two gender corners which would be hard to get out of. I found wanting the best of both binary gender worlds was impossible to do and coming up soon I would have to decide which way I was going to have to go.

The decision I made turned out to be the easiest one and one I should have made long ago. I certainly had the gender issues I worried about endlessly and would have them as long as I lived. I had always thought that tomorrow would be the day I could figure it all out, but all the tomorrows started to become years and decades and I still hadn’t done anything about it. Gender procrastination at its finest, or its worst. Bottom line was the procrastination I was doing ended up hurting me in ways that I never imagined such as with my mental health which really paid the price of living the pressure of life in two genders. I needed to finish painting the gender corners I had put myself into and do it fast.

On one of the nights, I went out to try to be by myself, I ended up really socializing as a trans woman and enjoying myself. Right then, I decided I had made my final decision to pursue HRT and finally put what was left of my old male self to a permanent rest. It occurred to me then that the decision had always been made for me from those earliest days in the mirror I went through.

All the maybes were in my past. I could succeed as a trans woman, and I had a bright future ahead.

 

Friday, May 15, 2026

When Every day is Day One

 

JJ Hart

We all know how difficult being a transgender woman or transgender man can be. For years, it seems as if you are starting on day one when you are trying to catch up with ciswomen who have lived a feminine existence their entire life.

For me, my journey started when on certain mornings when I did not know if I was going to be a boy (physically) or a girl (mentally) that day. My thoughts often came from vivid dreams I had from the night before that I was living a life as a pretty girl. I just couldn't shake the idea that something was wrong in my life, and I couldn't do much about it except occasionally cross dress in front of the mirror in mom’s clothes and makeup. When I did, early on I needed a lot of help with my makeup and everyday when I tried something new on my face, I was starting all over again. Plus, it did not help that most every time I cross-dressed, it was an adventure in not getting caught. Between my parents and my slightly younger brother, earning my private time to be on my own and be a girl was difficult.

It took me years to shake the idea that every day as a transwoman was still day one in my life. Mainly because, I was still learning so much from all the ciswomen I was around in my new world. I had plenty of stop signs on my gender path I needed to negotiate as I made my way towards my dream of living full-time as a transfeminine person. Some of the stop signs were busy four way stops when I really needed to stop, look both ways, and make the difficult decision to proceed. Looking back now, I don’t know how I managed not to have any major collisions with anyone but my second wife who unfortunately had a front row seat in my transition from just cross-dressing on a part-time basis all the way to considering HRT or gender affirming hormones as a transgender woman.

What kept me going was my deep-seated knowledge that what I was doing was right. All the cross-dressing I was doing was just practice towards a bigger, brighter future as a trans woman. Looking at it that way was certainly difficult, but it was all I could cling to if I was to keep my fragile mental health intact. As my wife told me when we were fighting about my gender that I made a terrible woman. So, I needed to find out what she meant because she added that she was not talking about appearance which I thought I was doing better with.

I set out at that time to re-dedicate myself to understanding a woman’s life. I was naïve at the time and thought I could learn more while I was still presenting as a man fulltime. Years later, when I had crossed the gender border publicly as a trans woman, I finally was invited back behind the gender curtain so I could learn a lot and not be a terrible woman. For most of you who do not know, my wife unexpectedly passed away from a massive heart attack after twenty-five years of marriage to me and she never was able to see the better woman I had become. Mainly because my time behind the curtain enabled me to start all over again and mold the new woman, I wanted to be. Including most of all the nuances and the layers a female must live through before she becomes a woman. My inner female was forced to stay back and be dormant for all those decades before she could claim her ultimate gender prize also. She just had to take a vastly different path to get there.

At that point in my life, everyday was day one again when I donated all my male clothes and vowed to never look back again at my male life. Which I ultimately found impossible to do. Male influences built me into the person I had become as a transgender woman and made me stronger in the process. I even brought experiences from the most male dominated part of my life to my gender table as I remembered the days I went through in Army basic training. There was no need to throw away valuable experience I could use in my new life.

It turned out to be the most exciting time of my life when I could finally live my truth in the world. And I was able to forget the dark days of my youth when I began to deeply question what gender I was. Having all the help I did to finally begin to fill out my gender workbook helped me too, even though I was rejected on occasion and needed to start all over again. I urge all of you who are considering a journey in life the way I did, is to be resilient and expect many ups and downs along the way. Most are just learning experiences anyway and can be valuable as you are allowed to play in the girls’ (or boys for you trans guys) sandbox. It takes time and experience for your confidence to grow as you navigate one of the most difficult paths a human being can take.

Slowly but surely, every day will not feel like day one as you get used to living a full-time life you have always dreamed of in a gender world you want to be a part of. For me, it was like taking a great deep breath of fresh air when I was finally checked out and was able to begin the long-awaited HRT which would transform my body outwardly and more intensely, inwardly. My entire being was telling me what took me so long when the male to female feminizing hormones hit my system. But I did not need the hormones to tell me who I was, they were like the icing on my transgender cake and made every day a better day.

 

 

Wednesday, November 27, 2024

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. 

Monday, November 25, 2024

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.     

Monday, November 18, 2024

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. 

Thursday, November 14, 2024

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.

Sunday, November 10, 2024

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.

Wednesday, October 23, 2024

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.


Thursday, October 10, 2024

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.       

 

Sunday, September 22, 2024

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. 

Finding Your Trans North Star in a Straight World

  Image from Daniel Lincoln  on UnSplash As most all transgender women and transgender men know, finding your own personal North Star is ...