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

Thursday, October 8, 2026

How Halloween Benefitted Me

 

Image from Jennifer Marquez
on UnSplash. 

In the recent past, I have written a couple of stories about my Halloween experiences but there were more which taught me valuable lessons about the possibility of following my gender path.

Such as the time I was able to set up a training trip down to my company’s headquarters in Lexington, Kentucky to coincide with my favorite time of the year which was Halloween. In those days, the fashion rage was very much into fake leather, and I could not wait to show off my new faux leather mini skirt and matching top at a Halloween party. To get ready for the trip from Ohio to Kentucky I needed to find private time away from my wife to pack two sets of clothes. One for my male presentation at the company headquarters and another for my so called “costume.” Somehow, I was able to find room in my suitcase for makeup and a wig, and I was ready to go. The lessons I learned on that trip were that I could indeed pack effectively for two genders.

Once I arrived in Lexington, the next problem I faced was figuring out where I was going to go to show off my new “costume” in public for the first time. Luckily, the hotel I was staying in had several different publications in the lobby I could look at to see if I could find any parties that may be close by. I did, and then had to try to find them, after I was cross-dressed and ready to go. I was nervous as I put on the only pair of black panty hose I brought with me and put on the padding I needed to work with to provide a feminine figure. Next came my makeup and a resurrection of my wig following its time in my suitcase put on my heels and I was nervous and ready to go.

Probably, the biggest challenge I was going to face was going from my room to the elevator then worrying about facing anyone else as I went down to the hotel lobby. I should not have worried because I did not see another person until I arrived at the entrance and the ones I did act like I was not even there. Then, I was off to find the venue I was looking for in a city I was not familiar with at all. Back in those days, there was not such an invention as a GPS to help me along but somehow, I did find the first big venue I was looking for. Lesson learned. Try to find out where you are going before you get there. On the other hand, I had a powerful motivation to get out of my closet and see if I could survive in a straight world of Halloween party goers as a novice trans woman.

When I arrived at the entrance to the venue, they were checking identification at the door and surprisingly, no one reacted to the person in costume as a woman with the obviously male I.D. My hand was stamped and in I went to an unknown experience which might change my life as all the other Halloween experiences had done.

As I walked in, the venue was already packed, and I needed to find my way to the bar for a drink and the closest route was across the dance floor. I took a chance and made my way through the couples dancing and up to the bar. Once I ordered my drink and was served, I started back to a relatively uncrowded part of the club to enjoy people watching along with the feel of my “costume.” It was then that I learned the lesson of what it was like to be a ciswoman in a crowded venue with potentially toxic cismen who could not keep their hands off of my rear. I have never been pinched and touched so much in my life as I made my way back to one of the rare open seats I could find. Lesson learned again as I headed off to another venue to experience more of my evening before it was time to return to my hotel in my faux leather outfit.

I did find one other place which was having a party, so I decided to make it a night by stopping in there also. The second venue on was far less crowded and mellow than the first one and I was relaxed and had the confidence from my first experience to go right in. I was met by a friendly checker at the entrance and again no reference was made to my male identification which was probably due to the magic of it being Halloween.

One thing I did not do was stick around in either place for their costume contest because I was so insecure about myself. I did wonder if I did join the contest and somehow won if all the men who were fondling me would have been properly shamed but probably not. All they pinched was foam rubber anyhow and I went on my way with another powerful lesson learned about how ciswomen are really treated. I wondered if I had not been wearing any protective padding would I have bruised the next day.

The biggest problem I had was coming down off of my gender euphoria rush to effectively teach the company management classes I was supposed to teach. I did not make the trip to Lexington very often and was never able to spend a Halloween evening there again. When I went, I was often stuck going out with groups of other male managers to strip clubs where I did not really want to go. While I admired good female bodies, I never had the urge to go any farther. I was always the first to leave the strip clubs which made for a clearer head in the morning from no alcoholic hangover.

Without the benefits of many Halloween experiences, I am sure eventually I would have made it to my goal of living a fulltime transfeminine life, but it would have taken me longer. I would have not had the “A-Ha” moments I had from Halloween when I was able to see why women are able to exist in the world the way they do, and I will never forget the lessons I learned from my favorite holiday.

 

 

 

 

 

Wednesday, July 22, 2026

Imagine your Dream

 

JJ Hart on left, Pic Nicking with Liz on right.

Yesterday, I went with my wife Liz to her appointment with her “vampires” to have her blood labs done.

When I did, I had a chance to sit around and watch the other ciswomen in the waiting room and see if they were watching me at all. They were not and went on as they all were too busy on their cell phones to even come close to noticing the trans woman in the room. Instead of me joining them on my phone, I thought back to a time when just going to a doctor’s appointment was not such an easy task because of all the gender paranoia I was feeling. A gigantic case of impostor syndrome to be sure.

Early in life, as I imagined my dream of living a transfeminine life, I never factored in all the mundane things a woman does during her life. I was too busy being the “Pretty, pretty princess” as my second wife always called me. And to her I would have been about the furthest thing away from being any sort of a princess in the waiting room that there was. I would have never dreamed I would have been seen in public without being dressed from head to toe as close to an attractive woman than I could.

Nobody but me cared that my dream had changed and I was alright in jeans, t-shirt and light makeup to be seen anywhere in public. I was just another person with very long hair and breasts in a doctor's office. Had I become lazy in my old age or just dressing to blend in with a public who increasingly does not seem to care about feminine appearance.

Maybe I was just being selfish in that I was OK with just dressing to blend in with the rest of the world around me who were too busy on their cell phones to notice me at all. Is that what my dream had become? Perhaps I am being too demanding in my dream that I wanted it to turn out a certain way. And, I certainly did not set out to be some sort of a leader in the ciswomen’s fashion world, I had had enough pressure on me to lead for a lifetime when I was living in a cisman’s world. I just wanted to fade into a new world and learn it totally. As I come closer to the age of seventy-seven, I think I can safely say I have reached that goal I set so long ago.

Coming up Saturday, my daughter and son-in-law are making the trip down to Cincinnati from Dayton, Ohio to bring me a scrap book of family pictures and have breakfast with Liz and I. For that visit, I will certainly attempt to dress up more for the occasion, which will include a new top I bought, along with new flats and even tying my long, long hair back also. She is the only accepting blood relation I have left, so it will be good to get out of the house and see them.

In many ways, the visit will prove my dream is not dead as I get to relive the fun of dressing up different as a transgender woman. Which was one of the fantasies I had when I started so long ago up my gender path. I should have known that my path would have been different as I veered away for just wearing skirts and dresses and sticking with slacks and women’s pants. Much to the chagrin of the cross-dressers around me who kept asking me why I would want to wear pants when I had to wear them all the time as a guy. My only answer was that I liked the way I looked in them, so now you can go away and mind your own business.

I guess you can say that even in my formative years as a novice transgender woman, I have always been a “tom-boy” of sorts. Which is probably another reason I fit in so well with the lesbian culture that I did in my jeans and boots. One way or another, the pieces of my lifetime dreams puzzle were coming together and even though I was too stubborn to initially accept it, the finished puzzle was all me. “Tom-boy” and all.

I was fortunate too when I discovered that and became a firm believer in my gender was completely between my ears and not between my legs. Which made feel less bad about not having any access to the early sex-change or gender realigning surgeries which were available at the time. My complex life was slowly coming into focus, and the best part was that I increasingly felt comfortable and confident with it.

Coming full circle back to Liz’s blood work appointment, I had the chance to remember the bad old days when even such a mundane trip such as that could cause me strain and paranoia. It felt so good to feel good about myself and confidently walk in proudly holding Liz’s hand. I never wanted to go back to the early days of gender dysphoria and impostor syndrome that I suffered through.

The moral to the story is that if you are on your path to a gender dream goal, there is no real unique way to get there. Ciswomen lead such complex lives that they leave you many ways to carve out your own. Way past the shallow aspects of appearance and sexuality. Which gives you more interesting sidelights of your life to explore and live. Just remember to stay safe as your personal safety privileges you had as a man go away forever. You are just learning what ciswomen have always known…stay clear of toxic men.

In the end, it is your dream to claim if you can get there, and to do it you may face challenges until the final pieces of your puzzle come together. Just remember, you are attempting one of the complex and difficult efforts a human can try and even if it so difficult to do, it can be worth it in the end.

 

 

 

 

Tuesday, May 5, 2026

Courage or Something Else?

 

Image from Miquel Bruna
on UnSplash. 

Recently, I have exchanged a few comments with a reader named “Janie” and we somehow got into the subject of being courageous in our male to female gender transitions. Also, on occasion, I get someone calling me courageous on how I decided to follow my path to leading a transfeminine life.

The problem is I never considered myself courageous as I tried and tried to establish myself where I could blend in, in a world of ciswomen everywhere. Here are two examples, the first coming from “Janie.” When she said she wished she had the courage (and I am paraphrasing) to come out as a full-fledged transgender woman as a teenager. On the other hand, I wished I would have had the courage to follow my instincts and come out of my closet when I was honorably discharged from the Army and had very little male baggage to think about. I was still becoming established in the working world, had no children yet and a future wife who did not seem to care what I did. I would never again have that sort of opportunity to live a life as my authentic self without waiting on the world to catch up.

It turned out that I still had a lot of living to do before I could find my way up my path to being a fulfilled transgender woman. Sure, there were plenty of opportunities to overcome when I was petrified to try to overcome my male self and enter the world of women, but I never thought I needed an extraordinary amount of courage to do it. I always reserved that amount of praise for war heroes and first responders who ran towards danger, not away from it. I was not running towards danger; I was just doing what I had to do to survive.

Ironically, the world evolved around me when it came to gender issues over the years. You may remember when the film “Tootsie” came out and gave a realistic idea of what ciswomen go through in the world through the ideas of a man (Dustin Hoffman) living the experience. Sadly, the new look into the genders did not last until today when coming out into the world possibly did take a lot of courage after all. Lives could be wrecked when you would not be fully accepted as a trans woman with your spouse, your family, your friends and your employment. Especially today when the orange Russian asset in Washington DC is leading the charge against us for no real reason.

Getting back to the task at hand, the something else when it came to the courage question, as I said, came down to pure survival. Not some sort of a hobby of putting on a dress and makeup to attempt to look good as a woman. The problem was that I knew at a very early age just looking at my girlish image in the mirror was never going to be enough to satisfy my gender desires. I simply wanted more. To live like the girls around me I so envied in school. An idea which would come back to heavily influence my life in later years. I fought my feminine instincts hard, which ended up doing nothing more than potentially destroying my mental health and my life as I led a very self-destructive life. It seemed everything my male self-had built up, I needed to try to tear down. I would not have wished what I went through on my worst enemy. So, I set out to do what I could to save myself.

During those days of discovery, I learned firsthand the idea of having persistence over any idea of having courage. Survival became my goal in life as I set out to build a feminine lifestyle from scratch. Deep-down, the idea kept coming to me that I was doing the right thing, no matter how painful it might turn out to be. In fact, I went all the way back to my childhood, so I knew it was more than just a temporary rush of gender euphoria as a trans woman when I was accepted in the world. I was surviving as me with little or no courage needed. Just a liberal amount of fear on the occasions when things were not going so well like when I had the police called on me for using the restroom of my choice. It was my own fault for being in a redneck venue I had not taken the time to set up being a regular yet. Then I never had the courage to go back.

I will never try to speak for “Janie” or anyone else who regularly reads my work, but on my end, no matter how much I did not respect the work my male self-did for me over the years there are certain things I would have really missed if I had followed my instincts and come out before I had the chance to build any sort of a life. I would have missed the once in a lifetime opportunity to have a wonderful daughter and a loving wife which I was with for twenty-five years until her untimely death. We had many good times, interwoven with the bad caused by my gender issues. I don’t know if I would have ever had the courage to ever totally leave her and wished she could have been around to experience my growth into a mature transgender woman. Of course, now, I will never find out.

As you can tell, I really don’t believe courage had that much to do with my development as a transfeminine person. On the other hand, a heavy dose of persistence mixed in with the ultimate need to survive allowed me to make it to where I am today. I know I am basically just dealing with semantics anyhow so the only thing that matters is how you survive. With or without HRT or any gender surgeries or with extensive work it does not matter as long as you are happy and thriving.

Thanks to “Janie”, Christine and all of you who have taken the time to comment on my topics. Without all your input, my work would not be worth it.

 

 

 

 

 

 

Why Not Me?

  Image from Brett Jordan on UnSplash.  During my life, I have spent an inordinate time admiring the ciswomen around me. Among many other th...