I have been crossdressing to some extent for most of my cognitive life. When I was a child, I found various items of clothing compelling for reasons I did not understand. I remember when my mother had bought me a sought-after pair of penny loafers for Easter, the day when we ...
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...
Many crossdressers choose to keep their thrilling feminine hobby or lifestyle a secret. Why? The LGBT community have their rights, and cross dressers are under the “transgender umbrella” so why are some of us afraid of admitting that we’re a cross dresser? It can be...
From the Plaza, we drove to Oak Park Mall to visit Dillard’s. An older SA greeted us, and I told her I had a date night with my wife that evening. I was going to wear the Melani leather shift dress silk long-sleeved button-up shirt in bright yellow and needed a jacket in case...
My wife and I both had a rare Friday off, so we took the opportunity to spend some quality time together and get out of town for a night. We packed for our stay in Kansas City, and I started working on my makeup. It had been two months since I’d done full makeup; it took much...
There has been a great change in my life as Bre. For me, I grew up very masculine and then it shifted in my early 20s. It changed my life around–big time. I have good female friends in my life, and I’ve admired what they wore. I loved the dresses, skirts, and tops. I neve...
As a kid, I was always fascinated about what women wore, including dresses and makeup. I was born in an Indian family that settled in Australia long ago. I have always been a straight guy until a moment changed everything. It was 3 years ago when I was at home with my then girlfr...
Meeting my current wife seven years ago gave me hope. I was divorced for a year at the time and was in the dumps—big time. Relationships didn’t last at all before I met her. It had been terrible, and I thought about giving up, throwing in the towel. Encouragement came wit...
I started Crossdressing in my teenage years. I would sneak into Mum’s room when she was not home and try on some clothes; loved the feel of Satin and Silk clothes. This Continued when I moved out of home, but I am ashamed to say (now) that when I lived with female flat mates, I...
The beginning of Erin only started eight years ago, later in my life. I was 33 years old at the time. It all started with my ex-wife’s clothing, trying them on. This happened while she was at work. At first, my feelings were no, I shouldn’t, and it changed to yes. I remember ...
It is comforting to know that we are not alone in our desire, this need to feel or present as feminine. Whether it is occasionally, regularly, fully, or partially. For some, their fem persona is the opposite of their male persona. For others such as myself, the only difference...
Prior to a week of business travel, my wife suggested that Tammy meet her when returning home from my business trip. This was an unexpected event as my wife, although somewhat supportive from time to time, had not ever seen Tammy in full dress and make up. As events typically occ...
My five steps to overcoming a s*** storm, or adversity Arguably, the thing each of us wants more than everything else, at our deepest inner level, is to live our lifetime in happiness. To experience freedom of choice; enough abundance financially and in other areas, to cover all ...
I attempted to communicate the feminine side of me to my first wife. I am sure my attempts were feeble and no doubt unlearned. How could I help her understand about me what I didn’t understand about myself, had no objective evidence to prove it, and was such an antithesis t...
In response to Vanessa Law’s forum query, “Where Are You Heading in 2020,” I answered as follows. 1) I will spend more time here at CDH. The time I regularly spend here has helped me be more at peace with my femme essence. So, growth in my inner woman would profit by “h...
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

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...
My wish for the future, a Prayer for Hope, Peace and Acceptance These are a few of the thoughts I’ve had over a long time. They contain a little bit of my whimsy, but the wish within and the desire for all of you is true, particularly now for people of all race and colour. You ...
That was a question I was asked recently while in conversation about living outside the box I had not considered this question consciously before, so I took pause for a minute to consider my response. I have been a social person for as long as I can remember, and I also place hig...
This is my way of saying thanks and I wanted to make a small tribute to the wonderful friendships I’ve found both here and in the wider CD and TG community. A few of you might know me a little bit from my posts and articles here over the last year and half or so, but I’ll giv...
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Desert CrossRoads 2021 January 25, 2021
Hi ladies! We finally have finalized our plans for CrossRoads! It will take place April 29th – May 2nd. The Hotel Zoso will be our headquarters and the site for our gala night. The itinerary will be somewhat fluid, as we are hoping for the best, but expect there might still be ...
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Born to Choose January 24, 2021
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...
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My Season of Doubt and Shame Part 2 January 24, 2021
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...
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