Showing posts with label high heels. Show all posts
Showing posts with label high heels. Show all posts

Sunday, November 1, 2026

No Learning Experience is a Waste of Time

 

Image from Christian Lue
on UnSplash.

Now that Halloween has come and gone, I am sure that some of you took advantage of the freedom of the season to express your feminine side. Maybe to the public for the first time. 


For you first timers, congratulations on taking the first tentative steps out of your gender closet. For the rest of you, you ended up like me and gained Halloween experiences as a trans woman you will never forget. I vividly remember the night that three friends and I attended a midnight showing of the “Phantom of the Opera” on Halloween one year in the newly restored “Ohio Theatre” in Columbus, Ohio. I was proud of my “costume” which was a mini dress, blond wig, shaved legs and high heels to set it all off. I was prepared to pay the price for fashion with my heels until I had to walk a distance to the theatre from the closest parking spot we could find. As I tried to daintily find my way down the sidewalk, it was not long until my feet were protesting and I was looking for a place to sit down. That was not happening and I just had to ignore the pain and chalk it up to another experience.


When I began to break away from just going out into the public eye and testing myself as a novice cross dresser or trans woman, I needed to get ready for many more experiences, some good, some bad. From both, I tried to keep in mind how difficult it was going to be to attempt to cross the gender border and live out my dream and I tried to always learn from the experiences I was going through. Since I had very few to none natural feminine characteristics to start from, I knew my journey to possible success as a transfeminine person would be a long one and hopefully soon, all the tears from the rejection I was feeling would soon be forgotten. Sadly, that was not the case and some of my early dealings with the world have left many serious memories with me. Until I got to the point of dealing with them as just another experience I would have to go through to get to my goal. 


I was there, mainly because I was always on the outside, looking in when it came to being around the ciswomen in my world. Because I was excluded from the exclusive girls’ club, I could never see all of the complex dealings in the world a woman has to go through just to be successful. Including dealing with huge male egos which I was guilty of having. I just tried to transfer mine to my feminine side by obsessing the best I could about being an attractive woman. It became an all or nothing obsession which consumed me to a point where it was all I lived for and I am not proud of the experience. I wonder now, why my second wife stayed with me at all, but she did. 


As I always write about, it was not until I broke the self-imposed bonds, I had put myself under, did I begin to really understand the life I was pursuing. And figure out if I really wanted to do it because there was so much at stake. Everything I worked so hard at would need to be thrown in a giant trash can as I started all over again as a trans woman. No experience was a bad experience really came into play when I left the gay venues I was frequenting and started to try to socialize on an equal footing with the ciswomen in my world who would gather after work in a TGIF Fridays I went to as a man. When I was going there as a man, I always fantasized how it would be if I could do it as a woman and when I did, I was in heaven as well as being scared to death that I would be "discovered" and told to leave. Which thankfully never happened and I needed to step up my wardrobe options to keep blending in with the women around me.


It was not until then did the women around me begin to reach out to me when they saw that I was all alone and I began to build up a small circle of friends who turned out to be lesbians who were destined to teach me more than I ever imagined about the world and how to deal with it as an independent woman. The first thing I needed to do I discovered was to take the important step of validating who I was as a person. To take all the experiences I had accumulated and learn from them. By this time, most of the bad experiences had faded away, giving me the confidence to be myself for the first time in my life. When my validation was secure, I could move on and cross the gender border the way I wanted to. 


One thing was certain; I needed to keep being a keen observer of the genders around me if I was to continue to be successful.  Quickly I found, I was kicked out of the men' s club for good as they left me alone for the most part. Which was the direction I wanted to go anyhow because I had never felt comfortable around men and what they demanded from me to be successful in my life. For once, I felt comfortable in my life which added to the fact I had always felt so natural that I was doing the right thing when I was pursuing a feminine life. 


Finally, I bought into the idea that I was a unique human with a lot to offer to the world if they would accept me. To arrive at the point where I was, I needed to take all the good and bad experiences of my gender journey and combine them to succeed. When they did, I knew I had made it to my goal against all obstacles, and I was living my dream.


Thank you all very much for joining me and as always, I hope your experiences turn out to be positive ones. Comments are always appreciated.


Wednesday, March 4, 2026

Gender Euphoria is Real

 

Image from Simona Todarova
on UnSplash. 

Looking back at yesterday’s interaction with the woman who referred to me as “she” when talking to her husband, I knew that gender euphoria was real.

When I talked to her, I was rewarded with being the total feminine package with no doubts including impostor syndrome to ruin the experience. In the past, I would have waited for something to come up to tip off I was transgender. Yesterday, as I said, nothing like that ever entered the conversation. Maybe it was because I got the ball rolling when I sat down beside her in the waiting room. Smiled and said hello. It is difficult for me to do with strangers because I am so shy. I guess finally I am getting the confidence to step out of my shell and do better socially. It helped too, because it turned out we had the same last name and originally came from the same hometown which helped us find something to talk about to pass the time.

All in all, it made for a very pleasant waiting experience as almost all of the people sit and glare at each other. It also made up for the essentially genderless experience I had at the coffee shop when the interaction did not seem to go either way with the young girl who was waiting on me. I was friendly and she was friendly and we both went on our way. If I had my choice, I would have preferred that the barista in the coffee shop would have referred to me as “she” also, but at least she did not use the dreaded “he” pronoun when referring to me. Or even worse, “sir.”  Which would have ruined my morning for sure.

The nice thing about gender euphoria is that it lasts for a long time, and I feel all the work I put into being a transgender woman was worth it. It seemed, despite my best efforts, someone in public would break my feminine façade and call me by a male pronoun. Which brings up the worst thing about euphoria which is so fragile and can be broken in a moment. Then it takes weeks to build up again.

It took me years to realize the power of confidence in my transfeminine life. Sometimes, I felt as if I could rule the room in my high heels, and other times, I just wanted to be left alone and disappear. Probably the same as any other ciswoman felt. In fact, I could see it in the women I studied. Some walked into a room with all the confidence in the world, while others seemed to be so timid. Of course, I did my best to copy the assertive women who I secretly envied because their gender euphoria was so real.

For the longest time, before my ankles gave up, all I wore was high heels because I thought the shoes gave the woman a sense of power with women and men. I knew men were conditioned to look when they heard the click -click of heels coming towards them on a hard floor. Women, on the other hand were forced to respect the woman wearing the highest heels if they liked it or not. Euphoria or envy runs deep with ciswomen it seems. Sometimes it provides a major point of competition between women if they are competing for men, or just appearance.

I am spoiled to have two powerful gender allies around me almost all of the time. My wife Liz and daughter are always quick to provide the correct pronouns for me when a stranger struggles. That way, when the stranger struggles to find the correct pronouns, they always have a reminder, and I leave with my gender euphoria intact.

One way or another, gender euphoria is as real and powerful as dysphoria and often provides transgender women and trans men with a brief flicker of hope when our closet needs a light to keep going in a world which is increasingly hostile to us.

Hopefully, that is you and even if you experience negativity in the world while you are on your gender path. That light ahead is a green light and you can keep going. Always remember, a transgender journey if a marathon, not a race. You don’t always know what is around the next corner but gender euphoria can help you get there.

 

 

 

Saturday, October 19, 2019

Transgender Halloween

My Halloween is coming up tonight. It's finally here after a years worth of planning...the Cincinnati Witches Ball.

I am wearing a modified witches costume. Made up of a long layered flowing dress and a glittery witches hat. Not really a radical costume idea but then again, it fits the theme.

Every year at this time, I think back on all the bittersweet Halloweens I had during my cross dressing days. Sweet because I was able to spend at least one precious evening (a year) cross dressed as a girl and bitter because it ended so soon.

I did all of the usual sleezy costume ideas but later on always migrated to costumes which hopefully helped me to look like what a real woman would wear. I would hope other party goers would mistake me for a woman. Which did actually happen a few times.

For some reason though, the whole process just frustrated me more.  Instead of following up on the idea of blending when I cross dressed, I had a tendency to over do it. I became the cross dresser in the mall stuffed into a mini shirt and heels.

Fast forwarding to the present, Halloween for me has become a time to look for possible cross dressers and their costumes. Much of the fun is gone too, because I actually have a job to do at the party.

I guess the true scary meaning of Halloween for me was always replaced by the pressure of choosing a feminine costume and having the courage to wear it.

As the actual Halloween date comes closer, I will post a few of my past experiences!

Tuesday, October 15, 2019

Impossibly High Heels

Connie commented on a recent Cyrsti's Condo post which involved high heels, beer, and coffee:

"So, you don't need high heels to be impossibly high, just a couple of micro brews! Actually, some of those beers have a lot more alcohol content, so a couple of them could be like drinking a six-pack of Bud Light.

I've noticed that wearing "impossibly high heels" could give reason for a couple free beers, bought for me by men (gay or not?). I don't know that my makeup is perfect, but it is perfect for me! I do think about my presentation, and how striving for perfection may be outing myself more easily. Still, when the occasion is fancy enough for it, I will go ahead and doll myself up - and lift myself up, too. Five-inch heels are no problem for me to navigate any room! For me, the daily blend gets boring, and I relish those few times a year when I can throw caution to the wind. I wasn't too tall in my 5" heels that time when Sean Kemp sent over a drink and an invitation to join him at his table! I've always joked about that incident, in that Sean had so many children by so many different women, he must have felt I would be a safe and cheap date. :-)


I'm glad to hear that your foot is better, by the way. Not that I expect to also hear you're wearing impossibly high heels, though. ;-)"

For sure, high heels have a mystical erotic value. Even a sense of power for men and women. Sean Kemp surely would agree!

The beer I was drinking was a bourbon barrel stout which carried an 8% alcoholic content. By comparison, when I worked in the bar business years ago, we had to make sure Coor's Light wasn't buried in the cooler where it would freeze. The alcoholic  content was so low. 

I felt bad that even if I can't wear high heels anymore, I couldn't even drink more than two stout beers. I don't feel too badly about not being able to wear high heels anymore, self preservation at my age is a priority!


Monday, September 16, 2019

Could You Just Quit?

After getting flat out smoked by several cross dressers about my comments about a fetish orientated predatory CD a couple weeks ago, I have a tendency to be a little more careful on what I say. or write.

What I said was misconstrued to mean I was better than them because I am transgender, which is so far from the truth. The truth is, I can't do what cross dressers do and just dress up a couple days a week. It nearly killed me.

All of this brings up a question from a comment I received from Connie, could you give up your cross dressing?

" A few months after I had ventured out of the closet, I attended a fancy cross dresser event. The "Grand Dame" of the group had taken a prominent seat, and her attendants were bringing food and drink to her. I noticed her obvious limp when she got up and headed for the ladies room (in her heels). I asked her, later, what was wrong. She told me that she had developed a foot problem, and that the doctor had told her she'd have to give up wearing heels altogether. So, she told me, this was going to be her final outing - because it would be no fun if she couldn't wear high heels. Although I was pretty sure, even at that time, that I was not a cross dresser, I knew enough that she would not be able to quit cross dressing*. I told her that, but she was adamant that decades of cross dressing was now coming to an end - just because she couldn't wear her heels. I think she may also have had a shoe fetish, but it was unbelievable to me that one could give up such a large part of their life for something as small as a pair of shoes. All the time I was talking with her, by the way, I was distracted by her nose hair that was curling up from her nostril at least an inch. Now, that may well be reason enough to give up trying to present oneself as a lady - not to mention a Grand Dame!

This was just one of the "I know I'm not a cross dresser if..." I added to my list, in preparation for my impending transition. No, I would not be happy if I had to wear a boot, or even have to give up wearing heels, but it would not change who I am. Whether it be from an old football injury or from wearing very high heels too often, there's no need to put oneself on injured reserve when you know this trans life is not merely a game.

*I heard later, after I had left the group, that the Grand Dame had made a reappearance - hobbling in her heels."

Thanks for the comment! I know it would be impossible for me to give up my feminine lifestyle.  

I assume it would be just as difficult for a cross dresser to quit doing it too.  Sort of like the "Grand Dame" and her heels.

Wednesday, June 27, 2012

A REALLY High heel!

Here you go girls. Especially those of you who love to "sky scrape" with those heels of yours:


 This shoe is on Etsy by Bruce Gray.

Check out the second picture:
Oh, by the way you better be well heeled for this shoe- 24 grand!
I wonder what the pair costs?


No Learning Experience is a Waste of Time

  Image from Christian Lue on UnSplash. Now that Halloween has come and gone, I am sure that some of you took advantage of the freedom of th...