As transgender women and trans men transition into our authentic selves often we take longer to feel comfortable in our own skins. As with many others, it took me many years to catch up and feel much better on the direction life was taking me.
The first thing I had to do was to grow up and out of my teenaged girl years which of course weren't happening until I was in my thirties. I have documented many times how I went through a period of dressing more trashy than classy as I was trying to validate myself as a woman. Another way of saying I was desperate to feel comfortable in my own skin but was failing completely. Fortunately even I got it through my thick noggin what I was doing wrong. By this time I was learning to dress to blend and interact with other women.
As I did, I began to seriously realize I could be successful in my new gender skin. Every now and then I am asked how I made it to this point. My answer was and is two fold. The first answer is to practice, practice and more practice. My second advice is don't become discouraged no matter how tough life becomes. Specifically when it comes time to attempt a few or all of the same things cis-women have to do to better their appearance. Examples include working to lose weight and taking better care of your skin. Remember, women, similar to Rome, weren't built overnight. If you are having problems with your makeup, don't hesitate to hitch up your big girl panties and go to a makeup store for help or keep practicing until you become better.
At times you may feel the road you are on may never end. After all, women lead such layered and complex lives and once you escape your gender closet and see the light of day, it's natural to be terrified to the point of wondering if you will ever be able to live the life you dreamed of forever. Plus you never know how your future life may change and allow you to better live as a transgender woman. It happened with me. I went from a bearded two hundred seventy pound life long cross dresser in a little over a six month period to a full time transgender woman. When my wife passed away totally unexpectedly. Although I don't recommend what happened to me, the fact still remains it could happen.
Being comfortable in your own gender skin is a lot of work but completely worth it in the long or even short term. Much of the process involves having the confidence to do something about it, which we will discuss in an upcoming post.