So many of us here love hearing about other’s experiences as we share stories of our journeys en femme. I first started dressing at 15 with my sisters clothing when I was home alone. I knew at an earlier stage that I was different because I preferred playing with her dolls ...
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.
I’ve been sooo frustrated these last few weeks, unable to dress because I never have the house to myself during lockdown. My wife knows I dress, but has always said she wants nothing to do with it. She could see I was unhappy, and when she asked me why I plucked up the cour...
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...
Me? How old was I? Old. Probably 28 or 29, maybe 30. I was long passed the time when the clothes were an end in themselves; and being Cassie in the world, in public, was the wonderful pleasure. I had long since decided that I wasn’t a transsexual, but that the occasio...
I have been thinking about writing an article for some time now but going back and forth about a subject. I guess during these troubling times of a pandemic and self- isolation and self-reflection, the topic now seems appropriate. Like other girls I started my fascination with cr...
I believe the best of thrills of crossdressing are the moments before and after you step out in the world dressed as woman. But each time you do it, it becomes more normal, causing us to push ourselves more and more to achieve that thrill. Eventually, you end up going out wearing...
Continuing from the last part… Her parents thought I was a girl; I was wearing a girl’s swimsuit at the party and the skirt covered anything that said otherwise. I had medium length hair so they just believed I was a girl. I had to change, but since she wanted to keep up ...
I’m going to start out by talking about how I started down this path of woman’s wear. At first, I was not like this, but was told later on that when I was between one to four years old my sister put me into a swimsuit or one of her old leotards that she’d outgro...
“The world seems a bigger place when you wear a skirt….” “That’s one small step for man, one giant leap for mankind” quoted Neil Armstrong when stepping foot onto the moon. Although not anywhere near the scientific or cultural impact, for me steppi...
More about the open door later! Last summer, I finally acquired enough courage and came out to my wife who I suspected had her suspicions over the years in regards to my secret of cross dressing. A couple of years ago, she found a receipt for the first dress I had ever bought! H...
I was in Kohl’s today returning Christmas presents that were the wrong size. Did you know that Kohl’s has an Amazon return drop off? I thought that was pretty interesting. Part of my receipt was a 25% off coupon for anything in the store today. Well, a girl can’t pass...
I had started going out on a previous trip to the southern US. I would go for drives, stop for gas, and pass though a drive through for food, what I think the usual starting out is for most of us 🙂 I was in Vegas for part of a week for a conference, and figured I would try a...
Excuse me in advance, but I so want to get this out. It’s funny actually; I’ve spent 40 years hiding and being ashamed of myself (I’m 50), and then after events during the last several months, I find myself wanting to just scream it from the roof tops. (Don’t get me wrong...
DANI’S DEBUT! By Caty Ryan Via Cross Dresser Heaven I have established a lovely friendship with a wonderful “younger” lady namely Dani Richmond. Dani and I have met for “underdressed drab” coffees for several months now, but she, unlike yours truly, has never been out i...
I know Halloween is over, but my saga isn’t! So please indulge me for a little while longer… Despite my mental breakdown after the Lady Gaga adventure, my interest in crossdressing only got deeper and deeper over the following year. I began purchasing more and more of...
I hope you had a chance to read Part I of my adventure. It was a scary, but an exhilarating experience for me. As I wrote in Part I, I was on a huge high from having success beyond my expectations, and I didn’t want my day to end. I’m an older crossdresser- 6̵...
The Next Step, and Amy says Goodbye to an Old Friend By the time the next month’s Pub Night was due to roll around, I had been out exactly twice. The first was Pub Night, and then at a small gathering held at a CD friend’s place. All went well both times, even though it had b...
Every Halloween, post-Sarah Palin, I struggled to come up with a costume. Because deep down inside, I just really wanted to go en femme again. But I felt that crossdressing for Halloween when you celebrate with your “regular” friends was a “one and done” d...
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In mid-October 2018, I made a decision that changed my world. Up to then, for basically as long as I could recall, I’d had a curiosity about being a girl. I don’t know why; I just did. Even as a little kid, I’d stumble around in my mom’s heels. The family thought it was f...
Well it had been a couple of weeks since my first time out in the world as Amy, and the glow from that first experience had of course diminished. I was eager to go out again, but I still didn’t have the courage or confidence to go out on a solo excursion. Plus, of course, that ...
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Tell Your Girlfriend, But Don’t Tell Your Wife July 9, 2020 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...
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Confronting Fear July 9, 2020 and how it changed my life Let me start by defining Fear: Fear is an emotion and as such can be controlled. It can exist at many levels with varying degrees of effect on our lives and how we behave. It could sit quietly in the background until the switch is flipped by a visual, a...
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My Prayer July 5, 2020 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 ...
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