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 ...
Growing up in the 60s and 70s was a different realm than the more modern world of today. Access to such things as my mother’s clothing was simply a matter of walking into her room, opening the “treasure chests” known as her drawers containing the objects of my d...
If you imagine cross-dressing as a swimming pool, there really are two approaches to soak in the experience: Dive in headfirst, drench yourself, and the heck with the consequences, or dip a toe, dangle a leg, splash lightly, and ease your way in. Both methods can serve to achieve...
Hi everyone, my name is Susan, and this is my story so far. I think I was a normal little boy originally, quieter than most but more than a little introverted and I must have been around 13 or 14 when I first tried on women’s clothing. One day when I was all alone at home I wen...
As I sit here (in my LBD, wig, light make-up, and my favorite heels) on the cusp of my 68th birthday, I’ve come to the place, as I explained to my grandkids, known as the fork in the road. Which road do I take? I’m in relatively good heath, have been married for 35 year...
My first time til now It all started in August 2019. Well, of course, that’s not the real start, but that was the ignition. I’d been dressing since early grade school, and I had a few unconvincing outings as a late teen. I went into the military to fix whatever was wrong in m...
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 ...
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 ...
The following is a poem I wrote one day, as I was rationalizing about my crossdressing on New Year’s Eve. Carolyn Kay’s – Closet Thoughts Another year starts on this beautiful day, and if you read on I have something to say. I have seen more than sixty of these days co...
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...
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...
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 birth of my life as Mika starts when I was 7 years old. I was living in Munich, Germany where I was born and raised. Later, in 1992 however, my father decided to move our family to America for a better life! As a little boy at age 7, I got interested in girl’s clothing a...
I’ve been a cross dresser for really as long as I can remember. I’d have between 10-20 items at a time and have purged often, always careful not to get “caught”. I’ve been in a few long-term relationships (2+ years) and an 11-year marriage as well, never letting a singl...
Cross Dressing Deep In A Closet. (Trying to find the light switch)
Crossdresser Support and Advice 66 Hi Girls, I’m Bree. I’ve been dressing for many years and through several relationships. In all my years I have not shared my fondness of my thrill for cross dressing with any of my SOs. I had remained in my closet until I discovered CDH. Now that particular feat of conce...
It was late summer when I noticed on Facebook that Pride day at the fair was coming. This is a big event for the city with tens of thousands attending. So for this gurl who isn’t afraid to go out dressed, this was a big step forward. I met up with a friend and drove to th...
As an over the road driver, the one thing that you seem to have an abundance of: time. You have time to contemplate, time to hash out things, and time to over-think things. Yes, I said it; time to over-think things! Over-thinking can make things worse than they actually are. I re...
In my previous article, I wrote about “Happy Surprises,” little things that one doesn’t expect as a closeted crossdresser. And for over 60 years, I had a monster secret on my back. It was let loose once before in 1995 and it led to a horrific divorce. For whatev...
How do you tell people that you’re somewhere on the transgender spectrum? Is there a system that works better than others? This is one with which I’ve grown comfortable. Tell me what you think. I had posted a topic in CDH describing my experience as I went to a busine...
On the average, I present my female self out in the community two times a week. As a result, over the last five years that I have gone completely femme in public, there have been numerous experiences interfacing with the public. Is any outing typical? No, but many are non event...
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