When My Tomorrow Became my Today

JJ Hart

My desires to always look like a pretty girl early in life led me to always be a tomorrow person.

 I always thought that somehow tomorrow I could get a real wig, nicer clothes and more makeup which would help with my feminine transformation. I guess you could say that the whole process made me into quite the dreamer as I sat in school and envied the girls around me in their pretty clothes I could not have. At least today but maybe not tomorrow if any of my dreams came true.

Soon I discovered that dreams never came true on their own and would take an enormous amount of work on my part to make a dream happen. Especially once as complex as crossing the gender border to live a transfeminine life. I often wonder if I would have had an ounce of foresight into how difficult I was going to have it; would I have ever undertaken such a crazy path to begin with. One which would completely consume all the spare energy I could use.

The first problem I had to conquer in my feminine life was my often-frustrating attempts to look like a woman and not some sort of a clown in drag at the circus. I found I was setting the bar way too high in my appearance standards as there was never going to be a day when I could match the prettiest women I envied. I just needed to blend in with the rest of the ciswomen in the world just going about their everyday lives. It took me many painful attempts at presenting properly as a trans woman before I got it right and was able to move around in the world without causing any undue attention to myself. When I did, I was happy to stay in the present until my brief gender euphoria went away. As I crashed from the euphoria of living as myself, I was bitter, nasty and tried to take my frustrations out on the world of ciswomen around me. Why could not I be like them and live in their world held me back in mine, so I kept dreaming about the next time I could I could live my dream in the world fully cross-dressed as a woman.

The good part was that all along I was becoming better in my presentation as a woman and was finding it easier to cross the gender border. The bad part was once I did it, I wanted to stay and not go back to the male I was living. It was then that my todays became longer, and my tomorrows seemed further away. My new mentors became the established transgender women I had met at the socials I was going to in nearby Columbus, Ohio. They had crossed border and were living successful lives and I wanted to learn more about how they did it. What I learned was that every trans person’s journey was different and it was rarely ever easy. All I ever knew was that every time I was accepted into their circle, I felt natural and wanted to learn more about them.

As I look back on it, the one thing the mentors had on me was their natural beauty which I never had, so I had to keep putting my tomorrow off until I found out I could do a male to female transformation my own way. Or out of sheer willpower as I had a transwoman friend of, mine tell me in a straight bar we were in one night. By this time, I had given up on any natural feminine beauty I might have and made my tomorrow become my today by using other strengths ciswomen bring to the table when they don’t happen to share the extreme passing gene that some women have. They go on to lead fun and fulfilling lives by tuning out all the demands to be beautiful they hear. That is what I had to do because for sure ciswomen come on all shapes and models and I could certainly find a group I could fit in with. Which in my case, happened to be lesbians.

I was really seeking out the company of lesbians so to speak; I just happened to stumble across their culture at a small lesbian venue I started to go to as well a through a bartender at a big sports bar I used to go to who introduced me to her mom. Through it all, I knew the next step for me was to become more feminine by using HRT or gender affirming hormones. My approval to take the hormones focused my tomorrow so much I could not wait to get there. I changed during the time I was socializing with my new lesbian friends who took me to watch sports as well as big lesbian mixers. I was having the time of my life as my tomorrow was rapidly becoming my today.

Maybe most importantly, my friends helped me to validate myself as who I was really was as the subject of my past life as a man never came up. They did not want to know, and I did not want to bring it up as I was just appreciating my spot in my new present as a transfeminine person.

The final touches in my today came when my daughter accepted me totally and I met my current wife of over a decade Liz. They helped rid myself of any lingering doubts of how I should live my life. Over my gender cliff I went into their soft arms and my gender tomorrow was gone for good.

My only passing regret was that it took me so long to face up to who I was always was as a full-fledged human being. There was no way I should have let it go as long as I did, I should have let tomorrow be my today. I was all wrong as I tried to cross-dress my pain away. My excuse is I was jinxed all along into leading a backwards gender life thinking I was a man trying to be a woman rather than the other way around. That way, I would have never let my todays and tomorrows get mixed up the way they did.