Now What?

 

Image from Kolos Kevie 
on UnSplash

During my long journey to transgender womanhood, I have encountered several "now what" moments. 

The first I can remember came during a Halloween party I was attending. For the party, I was dressed in a very short mini dress which showed off my freshly shaven legs completely. Even though the men mainly stayed away from me, several women took it upon themselves to compliment me on how good my legs looked. Now, I remember vividly telling one of the women thanks but a lot of good my legs will do me. I did not finish the thought by telling her having good legs will not do me much good if I need to wait another year to show them off again at Halloween.

As life flew by, I finally was able to show the public my authentic self, to very mixed reviews. Predictably, I went too far overboard building my wardrobe around my legs which was correct to do during the eighties when short skirts and oversized sweaters and tops were all the fashion vogue along with big hair. It was like the fashion gods were playing right into my hands as a novice transgender woman. 

As we all know, fashion trends change, and I was forced to also if I was to do my best to blend in with the other women around me. Finally, I needed to lengthen my skirts and adopt shorter wigs. I was not happy but had to adopt a new "now what" fashion mode. 

What came along to save me was a new realization about what presenting as my autentic self-meant to me. I began to survive on my new personality as the public began to want to know more about me. When I did, I began to encounter many new "now what" moments on a regular basis. In other words, I was in very deep trying my best to discover if I could or should attempt a gender transition into a new scary, exciting world. 

I discovered I very much did want to be in the new feminine world I was discovering, and I could not under any circumstances turn back to the old male life I was in. "Now what" had passed me by and it was too late. I had passed all my personal tests seeing if I could do it.

It was a long road, but I managed to do it. I just wish I had listened to my inner gender questions years or even decades ago.

A Trans Girl's Baggage

 

Image from UnSplash

Like many women, we trans girls carry a lot of baggage when we travel.

If you remember the old Paris Hilton commercials of her mass amount of luggage she brought along when she traveled, it reminded me of the size and number of bags we trans women have to have to transition from a male life to a feminine one. To the typical outsider, they think all we have to worry about bringing along is fashion and/or wardrobe necessities. When in truth, we know which wardrobe to bring is just the beginning. Examples are many and varied, often determined by when we decide to transition in our life cycle. Needless to say, an older transgender woman may have more aspects in her life to consider with family, friends, spouses and employment to think about.

In my case, I waited so long to enter trans womanhood, nearly everyone I cared about as far as family and friends went, passed away. I would not recommend it, but my method really simplified the process of telling my deepest darkest secret to others was made so much easier. In fact, I only had two family members to tell of my authentic life. My daughter and my brother which went half and half for me. My daughter remains a steadfast ally to this day while my brother and I have not talked in over a decade.

Thus far, we have only discussed the larger baggage items and not any of the smaller yet still important things we have to bring along with us as we enter a scary yet exciting new world. Such as, what would we do about the interests and hobbies we have built our male lives around. As far as I am concerned, what I always bring up is my lifetime love of sports. For years, I considered I would have to give up my interest in sports in order to transition. Because I knew so few women who were into sports.

Fortunately, the world around me began to change or I began to see more clearly what was really going in the world I was in. In other words, I began to see other women in the sports bars I was in as interested in the games as I was. It was around this time also when the National Football League began to market their product to women. It became stylish for me to wear my team's jersey into the sports bars I became a regular in. In addition, the other women I began to be friends with were sports fanatics.

All of this combined to make my path to my transgender womanhood so much easier. I can compare it to just having to bring a carry-on bag with me on a plane instead of a large piece of luggage. I was more secure and did not have to give up any of my interests I so enjoyed. 

Perhaps the only problem I had was when I talked to men. With them, I often had to dumb myself down when I talked about topics, I knew a lot about. One time, with a tow truck driver, I needed to finally act as if I knew nothing about the mechanics of the truck, we were in to satisfy his ego. It was my first interaction one on one with a man, so I was surprised how it went. Basically, I was forced to give in to him to just maintain civility on the short trip. The lesson I learned was one I kept with me every time I was with a man.

It turned out I had unpacked a whole new set of transgender baggage.

I Was Led Kicking and Screaming

 

Summer Image. JJ Hart

One good question I receive a lot is why it took me so long to finally accept I was a transgender woman and move on. 

The answer is I was literally led kicking and screaming towards my gender dreams of accepting my feminine self. I know it seems like a contradiction in terms, but it is true. Looking back, there were two things I can attribute my problems to. The first one was my male self-put up a real fight every time his territory was encroached on. He always seemed to come up with good reasons why I should not consider going any farther into my increasingly natural feeling feminine world. When I was feeling more and more secure with my decision to live as a transgender woman, a good time as a male would come along and challenge my thought pattern. It was like he was saying, I told you so and I could continue living as a weekend or part-time crossdresser, more or less as a hobby. While other men my age golfed, I wore women's clothes in the secrecy of my house.

Deep down, I knew that would never be the final solution. I knew it from the first days I looked at myself in the mirror cross dressed knowing in a couple of days I would have to do it again because merely dressing in women's clothes just wasn't enough.

The second major problem I had was my twenty-five-year marriage to my second wife. Through all the ups and downs of living together that long, I dearly loved her. Plus, I am always careful to say she knew of my cross dressing before we became married and accepted it. It wasn't until I began to embrace the idea, I was transgender did she begin to put up serious resistance to her ever living with another woman which she equated me with if I started gender affirming hormones. The whole process led to the most shameful period of my life when I began to cheat on my wife, with myself. What I mean was, I would lie to my wife about where I would be and what I would be doing as a man when in truth, I was out testing the public as my new authentic self. I was led kicking and screaming into a new exciting world mainly because it felt so natural to me. 

For once in my life, I began to feel the possibility I could find happiness and just maybe my gender issues were the problem all along. When I reached that point, I ultimately knew deep down what decision I would have to make. It would be selfish of me to give up on our marriage just because I wanted to live as a woman. Ultimately, my decision was made for me when my wife unexpectedly died from a massive heart attack at the age of fifty. Following my tragedy, I decided my resistance to entering transgender womanhood was behind me and the time was now or never to accept my ultimate gender destiny. Start HRT and begin the process to give away all my male clothes, along with all vestiges of his old life.

From then on, my male self was finished.  I went on to find a whole new circle of friends who in turn taught me a deeper meaning of what it meant to be me. There was certainly no more kicking and screaming from my old male self as he had given up to the feminine master of my soul and universe. She had won the battle and never looked back.