I had never been more convinced that I was finally giving up crossdressing for good. I was sure this was the only way forward. Even though my wife never asked me to stop, when I saw how upset it had made her, I was determined to never do that to her again. I told myself this was ...
I’ve gotten several requests to follow up on the teaser I dropped at the end of my last article on crossdressing at Halloween. I apologize profusely for the long delay in getting around to writing this. I suppose I’ve been procrastinating since I approach this final i...
No, this article isn’t about what you think it is. There are plenty of YouTube videos to teach you how to train your voice to speak and sound more like a woman. My focus here is the inner voice – the part of you that speaks to who you are, or who you are meant to be...
I know Halloween is over, but my saga isn’t! So please indulge me for a little while longer… Despite my mental breakdown after the Lady Gaga adventure, my interest in crossdressing only got deeper and deeper over the following year. I began purchasing more and more of...
Every Halloween, post-Sarah Palin, I struggled to come up with a costume. Because deep down inside, I just really wanted to go en femme again. But I felt that crossdressing for Halloween when you celebrate with your “regular” friends was a “one and done” d...
October is here, and we all know what that means! October 31st is right around the corner, and yours truly, like many of us, think of Halloween as unofficial “Crossdressers Day,” and with good reason. Most of us have struggled, sometimes for many years, with wanting...
This past summer I found myself on an extended trip to Australia for work and knew that there would never be a better opportunity for Alexis to step out into the world for the very first time. It’s about as far from home as I could possibly be, so no risk of running into some...
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- My First Time Out July 13, 2020
I went out dressed as Julie for the first time today, and it was so exciting I had to tell you all about it. A bit about me; I’m 56 and like so many of us, I started crossdressing around 10. I remember trying on my mom’s panties and how exciting it felt. I experimente...
- Tell Your Girlfriend, But Don’t Tell Your Wife July 9, 2020
I have no doubt that this will be a controversial article (and opinion) on Crossdresser Heaven. (I do so look forward to reading the comments.) The common wisdom in our community is that a crossdresser who is in a marriage or serious relationship with a genetic woman is best o...
- Confronting Fear July 9, 2020
and how it changed my life Let me start by defining Fear: Fear is an emotion and as such can be controlled. It can exist at many levels with varying degrees of effect on our lives and how we behave. It could sit quietly in the background until the switch is flipped by a visual, a...
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