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...
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...
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...
January 25, 2021, 10 am: Last-minute packing is done, face is just right. Oooh, Carly, you look great. Feeling great. Trip to the airport, so boring! Shoot, the machine won’t read my passport. “Can you help me?” Her eyes are pretty. She got the passport to w...
I have been thinking about this for some time. With that said, I hope to inspire and to encourage those who struggle with who they are and those who are discovering that there is more to being themselves than they realized. To Begin. Who are We? Are we freaks? Mentally ill? Are ...
When the COVID pandemic hit and my business was destroyed. My sales dropping by 90%. So, I needed to do something for a living. Having put myself through college by cleaning carpets, I knew I could make some money doing that. I bought a carpet cleaning van and decided to stand ou...
Hi everyone, I haven’t been a member or even a dresser for very long, but in three months I think I’ve advanced significantly. That’s been with a lot of help from the angels here on CDH. I want to share my story from the very beginning. My first experience with ...
Hello dear souls, this week I ask the question, who is your true friend? Many of us, myself included, have called people our friends, but are they really? In the sentences to follow, in place of any gender-related words, we can also insert anything you feel most ashamed of deep u...
I grew up in a nice family environment with an older brother. My personality is similar to my mother’s. My mom is a calm, understanding, and loving type, and my dad is loving as well, but in a different way. He is also a strong and hard man. He is strong in his mora...
Recently, Cynthia wrote an article that re-spoke two of my favorite quotes: Your need for acceptance can make you invisible in this world. Don’t let anything stand in the way of the light that shines through this form. Risk being seen in all of your glory – Jim Carry I ab...
I have written many articles for these amazing sites that Vanessa has created to support and nourish the CD/TG community. (If you are a member of CDH, you can read them by clicking this link below.) https://www.crossdresserheaven.com/members/skippy1965/articles/ Just rec...
The Vicarious Woman: Part 3: Biographies, Autobiographies, and Memoirs

This Part of The Vicarious Woman Six-Part Series will not be my strongest suit because I stopped reading crossdressing and transitioning biographies several years ago. And I know that there have been several good ones in the last several years. I hope some of you will strengt...
My wife and I have been married for 30 years. The 1st year, I kept my panties and nighties hidden away. Then I decided to add ”Her” panties to bed one night. Low and behold she was amazed at how ”excited” I was and how long I remained in that state. That was how I broke t...
Welcome to the New Year my friends; here we go moving forward into 2021 and into the later half of the first month already.! By now, those well made and best intended New Years resolutions might be starting to look like some ancient ruins on a far-off island. For some, I think re...
This is Part 2 of a two-part story, written as a conversation between my male and female personas. It is based on my personal struggles with certain aspects of my crossdressing. For full appreciation, read Part 1 first. My orientation is overwhelmingly male, so that is...
Dear friends I am writing to let you that my mom passed away recently. She had been stricken with cancer and I put her in hospice on January 6th. I wanted to share with all of my friends, especially Vanessa, that before she passed away I told her I was her daughter. And althoug...
Hi everyone! It’s Sarah here. I am a 53 year old married MTF crossdresser who recently went out shopping en femme to the mall for the first time! I was very nervous, but once I went through with it the whole experience was exciting and liberating. My wife was away visiti...
Take me for example; if I would ever go to a crossdressers’ event, I would worry about not being able to fit in and feeling like an outcast. So, there’s a feeling that I would get shunned and ignored. That might not be true, but that is my fear and it’s this fear that I wan...
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...
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...
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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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