My experience at the 2022 Keystone Conference (March 23-26, officially) in Harrisburg, PA was the single-most defining period of my life, other than my relationship with Jesus Christ, my marriage, and the birth and marriage of our daughter. This was a first for me in several ways...
Crossdressing Success Stories are real stories from crossdressers who have succeeded in an aspect of femininity. Their success may be personal or public, but the lifelong impact is unquestionable. Each step on the way to success builds confidence until finally we can comfortably live as who we are.
My first makeover Next month will be the 3rd anniversary of my first professional makeover. I have never written about the experience, how it felt to sit in that chair and come out with a full made up face. So here goes, I worked for a travel company up to August 2020. In my depa...
Well, I did it! After a year of meticulous and detailed planning with my mentor, traveling companion, and all-around BFF Beverly (of CDH), we drove almost 600 miles to Harrisburg, Pa., and attended the 2022 Keystone Conference! And it was everything I had hoped it would be, and t...
I have never written an article during my time at Crossdresser Heaven nor had I experienced anything like the event I briefly attended last week. Attending the Keystone conference has changed my perception of our community, and my place in it. I made the decision to attend this e...
In the movie “City Slickers” the character played by Billy Crystal asked his friends to talk about their best day ever (other than the birth of their children). So, this is the story of my best day ever as a crossdresser. A few months ago, through the wonders of social media,...
Preface: This happened about 10-12 years ago so the conversation is just from memory but as actual as I can remember. One evening I went out as Mary to do some shopping at a Fred Meyer store. I went there because it is close and had reasonable prices for cosmetics, not beca...
This past November, I began my CD journey. I’ve worn undergarments and lingerie on and off for years in secret but realized I didn’t want to suppress my femme identity any longer. I started buying clothes and dressing in secret as much as I could. Never fully dressed because ...
I have this very sweet genetic woman friend. She knows about Cassie. She is by nature a supportive and loving personality. And like all good friends among women, she is a superb listener. (Even if most of that “listening” is, in fact, back and forth emailing and instant messa...
I’m a crossdresser, and have been most of my life, in one form or another. Now, as I’m older and a widower, I can make up for all those times I missed. I now dress freely around the house. I’m learning to use make-up and generally all those things that I’v...
As time continues on we do, we learn, we teach, and for many we accept the facts that really can’t be changed even if we really want(ed) them to. I have so many memories of who I started out being and remain to be this very day. Many people come to me in confidence abou...
A Memoir of a Weekend Spent as a Woman Tourist in New York City … with a Man (PART 1) Okay, it’s true. I stole the title for this essay from a portion of the title of a delightful and bestselling memoir published several years ago (Love, Loss, and What I Wore by Ilene Bec...
Like most of us girls, I’ve been dressing or thinking about it for as long as I can remember. My interest in all things feminine started early on. So early on, in fact, that I don’t remember any other way. The desire to try on my mother’s things or my cousinR...
Having reached what I call my “trombone” year, my seventy-sixth on the planet, and having been crossdressing since my eighth year – perhaps earlier – it is surprising to discover that there can still be things to be learned about this fascination that has with...
Hello Girls, I got the biggest surprise on a recent vacation. A little over a year ago my girlfriend asked me to stop cross-dressing if I wanted to stay in a relationship with her. She had wanted this in our relationship and encouraged it for more than a year. I had been cross dr...
A few weeks ago, I had the most interesting Sunday. Like many others here, in my male life, I do masculine things, as well as my love in dressing up to be the best woman I can be. Some know my love of cars, and I have a little red sports car which I spent quite a bit of time on i...
Stepping Out Today Stephanie stepped out into the big wide world for the first time. But that’s not actually true! Way before Stephanie,35 years ago, I did venture out in a green knit dress and a pair of green suede 2-inch heels. I had no wig, makeup, or bra. When I say I �...
Hello Everyone, I never thought I’d ever write an article for a crossdresser forum, but here I am two months after coming out to my wife, typing this while looking at my pink (OPI “It’s a Girl”) nail polish, and wearing some new black stiletto ankle bootie...
Well, I guess it was a matter of time. Last Friday, a friend had a birthday party. This friend has seen Triesste perform, she has been amazingly helpful and supportive. My birthday was earlier this month. She and her friend whom I have also gotten to know took me to a surprise re...
I’ve been crossdressing on and off for 50 years. In the last five, I’ve been dressing quite frequently and have become aware of the effect it has had on my persona. Recently, I’ve been trying to ascertain a clearer, positive perspective on my crossdressing – the resul...
Throughout my crossdressing journey, there is one thing that I’ve found to be of paramount importance above all other things. You might perhaps think makeup. Getting that particular issue right is certainly important. I for one use enough foundation to plaster the walls of a la...
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