She is With Me

 

Image from UnSplash.

It took me far too long to decide who was with whom in my life.

For the longest time, I thought I was a man cross dressing as a woman, but the opposite was true, I was a woman cross dressing as a man, and for the most part failing at accepting all my efforts. Through it all, my female side was pressing ahead for dominance in my life. It was difficult because my male self was so situated in the life he had created, he did not want to give any of it up. After all, white male privilege was so difficult for me to establish, then give up. He certainly was not giving up without a protest. 

To make matters worse, I was always painfully shy around girls and women, so my workbook on women was pretty much blank when I needed it. Many times, it seemed I was flailing in the dark when I first attempted to open my gender closet door and sneak out. What I began to do, very slowly, was piece together a set of positive public experiences I was putting together from my new life as a novice cross dresser or transgender woman. Once I did, I was increasingly proud to say, she is with me. 

Little did I know, at that point I would have to take my new femininized life one step at a time. Naturally, my earliest steps were scary. Except the ones when I went to local regional mixers in Columbus, Ohio at a transexual friend's house. There I learned a few of the different layers of transition I could expect to follow. If I decided to follow the path some of the attendees were on. The research was important because my whole life was in the balance. I had a wife, family and a great job to worry about. Plus, I met all sorts of new and different people under the LGBTQ spectrum, from lesbians to cross dresser admirers, I saw it all.

The whole process made a huge difference in my life. Finally, my old male self was seeing the end of his dominance in my life and regardless of the warnings he gave me that I was going to lose it all. Even though I was having the time of my life, I was still scared of the ultimate outcome, or how I wanted to live for the rest of my life. I was in much deeper than ever before and deep down I knew just throwing on a dress and wig was not ever going to be enough. I kept going back to to my formative cross-dressing years when I realized I wanted to do more than wanting to look like a girl, I wanted to be a girl. It was to start me on a lifetime of learning what transgender womanhood was all about.

The journey was a long one for me as it started with no external gender information available to me in the dark information days before the internet. It continued with meeting and learning from all sorts of women from very supportive lesbians to unsupportive cisgender women. The message began to come through loud and clear; she is with me and had always been so.

Transgender Procrastination

 

Image from JJ Hart

During my life, I have developed with an excessive amount of procrastination. Who knows, maybe it started when I put off doing my homework until the last minute. Later on, I began to connect the dots to me pursuing a life as a transgender woman. In other words, why did it take me over a half century to finally decide to leave my male life behind and the confines of my dark gender closet.

The easy answer is I kept putting off what I did not understand or want to face about myself by cross dressing my life away. To be certain, it was a series of stop-gap measures designed to help me survive life at all. When I was able to cross dress in front of the mirror or later at transvestite mixers I attended to see for the first time, others who perhaps shared the same gender views as I did. Ironically, I found I was wrong as I found most of the others at the parties were still a bit (or a lot) different than me. I did not quite fit in with the transsexuals or the cross dressers who were seemingly still stuck with their male selves which they were still attempting to deny. 

Still, I survived and slowly began to carve out my own life on my own terms as a transgender woman. Of course, even then, I still was the mistress of procrastination. Increasingly as I began too seriously explore the world as a transgender woman, I could not procrastinate any further. The result was I needed to merge my conflicting genders the best I could. The holidays proved to be the best time for me to try to do it. 

I have already written about my adventures shopping for my second wife when it came to buying her a matching oak bookcase and my time shopping for the perfect garden accessory. As I have promised in the past, I have not written yet about my times searching the antique malls for the perfect vintage gift for my wife. The added benefit was I could complete my Christmas shopping as a woman.

It just so happens, one of the largest antiques malls in the Midwest where I lived was located in my hometown. It gave me extra time to shop since I did not have to drive far to get there to the mall. I had several favorite things to do once I arrived and made a last second check of my hair and makeup in the car mirror and went on in. The benefit of vintage shopping for my wife was at the same time I could admire myself in one of the many available mirrors of the vintage furniture for sale. 

The furniture was not in my budget but items such as vintage seed boxes were. In fact, during those days, the seed boxes were a hot item for gardeners everywhere, so they were pricey. Still, I persisted until I was lucky to find one from another company, she did not have in my price range. The other benefit of shopping in the antique malls was I could really relax and enjoy the experience. Back then, the feeling of my feminine clothes and the interaction I was having with the public was so new and exciting. Plus, I could not wait to see the look on my wife's face when she opened the gifts I found for her. Back in those days, we had three Christmas gift celebrations. Two with each of our families and one just between ourselves. The giving of gifts between us always came last and always included the gift or gifts she reserved for my feminine self. 

My procrastination always extended to shopping at the last minute. As a trans woman or not. Perhaps I was addicted to the excitement of waiting until the last minute to find and give the perfect gift. All tempered by the fact I was shopping as my true self.

All of the experience added to me not waiting any longer and finally deciding to take a huge weight off my shoulders and do the right thing. Quit trying to live a lie as a man and begin a new life as a transgender woman. Facing my truth led to the end of my gender procrastination.