I was quite young when I noticed my sister’s underwear in the laundry basket; I was curious more than anything and didn’t really feel any need to explore further. Gradually, the idea of seeing what those strange items felt like took over. Eventually, I had no choice b...
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.
Ted didn’t seem to mind me snuggling against him. Instead, he smiled down at me, pulled me in even tighter against himself, and kissed me on the forehead. I let my eyes close, feeling in that posture overwhelmingly warm, safe, cared for … and female, so very female. What I ac...
I attended a local Trans Pride Pool Party event in downtown Pittsburgh on August 6. Our local Meetup group had two of us in attendance, organizer Lynn and me. While the event was low-key, I enjoyed the sun and company of Lynn even if the overall turnout was not strong. They held ...
My high school class reunion weekend was such a wonderful dream. I told everyone how the reunion night went itself, but the next 2 days in town were just as fulfilling. On Sat the 9th was the small town event complete with a parade. The parade was to be at 3:30 pm and our cla...
Hi All you wonderful girls. What a night!!!! I got to the reunion site about an hour and half early. I lost my invitation and didn’t want to be late. Needless to say I was the first one there. It was about 40 minutes before the next couple showed up. The venue was...
Friday, 3/25/2022 (continued) From Col Bree’s seminar, Beverly and I made our way to Friday’s noon luncheon in the Commonwealth Ballroom, where the guest speaker was a trans-man. When Bev found a table, she waved me over, commenting, “I’ve got a surprise for you!.” She ...
If there is an angel who hands out blessings to crossdressers, then I received many in my lifetime. But, it seemed to me that every blessing also came with a curse. I was one of the lucky girls who had a mother who would play dress up with me as a child. The curse that came with ...
Hi ladies, As Australia moves out of the looong Covid lockdowns of ’20 and ’21, so too does the social life of us all. My beloved’s recent trips away helped Caty to achieve her long-standing and almost “last on the achievable CD list” of things to do whilst en femme. To...
A continuation… Up at 6:00 am, shaved, showered, dressed, put on my makeup, and excited, I head down to breakfast in the Dog and Pony. While waiting to be seated, I wondered if I would again eat alone. But, in walks a very tall CD.. I knew who she was after reading her nametag:...
Remembering a Weekend I Spent in New York City As a Woman … with a Man Edward smiled again and put his right arm around my shoulders, pulling me towards him while we walked. He raised his left hand to hail a cab. Edward had mistaken the exact location of the jazz club. He did t...
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...
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...
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