A life journey! Where did it all start for me? July 1st, 1960 in an ambulance on a rail crossing in Port Elizabeth South Africa. In a very tumultuous SA during uprises etc, but this is not about politics or South Africa. It’s about a little girl who was part of twins and si...
Explore the transgender world with stories, insight and advice for those continuing their journey to womanhood.
I’ve been dressing in femme clothes since I can’t even remember. Sheer pantyhose, satiny slips, and pretty panties had a hold of me since way before puberty. Always in private, closeted. Until I met a partner who allowed me to explore this part of my life, understandi...
The untold story of Lily-Rose Hi, all lovely ladies at Crossdresser Heaven. I’ve only been a member for a short time. I’ve been learning so much about myself. I’ve never considered myself being transgender, until now, even though I’ve been transgender all my life. Now I...
Overcoming some of the insecurities of being transgender The whole concept of Passing is just one of the issues that we are likely to confront at some point on our journey. Learning to be comfortable enough to break through that mind barrier and to be able to venture outside of o...
Disclosure In the spring of 2017, I sent photos of myself to my daughter to make her aware of my life. It resulted in a trip to the UK for one week to stay with her and the last time she met me as a man. It was one of the toughest things I’ve had to do in my life. We both s...
Hi there everyone. I know I haven’t been really active on the site, but I had to share this experience with you all. I’ve kept my dressing a secret from friends and family my entire life out of fear of their rejection and being cast aside. Because of this, although I ...
For as long as I can remember, I have been fascinated with certain women’s clothing. I think it really started in junior high school. A friend of mine would always dress in heels or boots, a tight-fitting leather jacket, sometimes leather pants or a skirt. I was already...
Ellie’s Story My earliest recollection of wearing women’s clothing was when I was a young child of 5 or 6. My family was on vacation in Minnesota vising my Aunts, Uncle, cousins and others. I got into my mom’s suitcase and put on a bra and girdle then paraded around in the ...
I was shy about it at first. I was adopted; my birth mother mom gave me up for adoption, though I did reunite with her the day before Christmas when I was 15. It was a usual story; she gave birth to me and said she couldn’t take care of me. I understand this and wasn’...
Living my dream has been great thus far. For a long time, I knew something wasn’t correct with me. Growing up was tough for me, and I finally found it when I was five, knew I was born in the wrong gender. I always wanted to be like my mom and two younger sisters. I couldn...
As I read thru several articles written by the members of the website I realize how much pain so many gals have felt over the years because of their desire to dress in feminine clothing. There are also words of joy, confidence and success by those who have been able to say: ̶...
When I`m relaxed, what do I want to do? Now (Jordan) has a different style to my other persona’s, taste. Is this natural, or is it having a “split personality?” The answer is; I’m not sure. So which is the real me? We have a vast difference in musical tast...
I was born in Liverpool, to a big traditional Catholic family. I have four brothers and two sisters. We all lived in a 4 bedroom house; needless to say it took some time for me to get my own room. I was about 12 when I moved into my younger sister’s room, and that’s w...
I’ve been Jessica for just about as long as I can remember. Probably sounds funny to some I know, but my attraction to women was never the attraction that books and films are made of. I knew I was attracted to them somehow, but I knew I didn’t want to date them. Most ...
Here on Crossdresser Heaven we generally avoid topics of a political nature because that can quickly devolve into angry exchanges of words. We are here as emotional and moral support for our crossdressing and transgender sisters and brothers, an oasis from all the noise outside w...
Firstly, I would like to open by thanking each every one of you who read my debut article and left loving comments. This is a beautiful community and is made up of beautiful people. For so long, I believed that transition was never something that I would be able to seriously cons...
Why I Kept my Cross Dressing Hidden

To tell or not to tell........such a difficult question. Should we be open about our crossdressing to those we love, or keep our proclivities hidden?
Sometimes the best way we can support each other is to share our own stories and resources that have helped us on our journey.
Oh, yes, I remember that day vividly; in fact it is my earliest memory from my childhood. I remember it darkly. Sadly for it was that day that I discovered a reality about me that would haunt me until now, 57 years later. Bright, sunny, end of October 1960. I was five then. I w...
I realized that initially, Hope was all about the clothes and the process. But recently, as I've been exploring what my femininity means in me, it has become the magical wardrobe into the other side of myself, the timeless world beside my world that has been there all along.
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A Few Changes in Our Family April 15, 2021
With gratitude we share a few changes to our Crossdresser Heaven family.
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Domesti(Caty)ed April 15, 2021
Dear ‘ol’ Ms. Catherine Louise Ryan can hardly believe her luck. Two lovely dressing sessions within a week. The only drawback being they were both at home, so no time to use any make up. Hence the mask in all the photos The first was last Wednesday, when my beloved was out a...
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Who Am I? April 14, 2021
I joined Crossdresser Heaven on December 8, 2016. I spent 2 weeks exploring the site, reading articles and visiting the Forums, trying to understand my feelings about dressing as a woman. Then I discovered the chat room. It took me two days of just watching the interactio...
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