No matter how we act upon them, most of us discover our need to embrace a feminine side at an early age. Often times our crossdressing sisters are drawn to girl toys, the activities the girls are doing over the boys, or sometimes in their desire to just wear pink. Simple pleasure...
Crossdressing Success Stories
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.
Like many crossdressers, I dressed secretly for a lot of years, wearing my mom and sister’s clothes. On Halloween, 2017 I got brave and went to a local night club dressed as Elsa from “Frozen”. My makeup wasn’t good, but nobody cared; it was Halloween. Fou...
I thought I’d tell my crossdressing tale in two parts. The second part, where I make my first public appearance as Carolyn hasn’t happened yet; it will happen soon, and how I got to that stage is a story unto itself. What were you doing last October? If we’d made a bet ...
This past October, I went out with the gurls from my support group to a new LGBTQ+ friendly bar en femme. I wore a loose black knit dress, stockings with garter belt, breast forms, ballet flats, tattoo sleeves, a cape, and a witch’s hat. It was Halloween! It reminded me of the ...
My earliest memories of cross dressing are circa primary school days. There was a trunk full of women’s clothes in the garage of our home; I seem to remember enjoying getting the dresses out and putting them on. My Mother also had an old pair of bathers in our laundry and when ...
(Please forgive the poor photo quality; at night pictures are difficult) I have now experienced my first time of being crossdressed outside of my home (in the outfit pictured). I wanted to share my experience here, as I’ve been reading and appreciating other people’s ...
Hi everyone!! My name is Bren. I want to introduce myself and share my crossdressing story. My journey began at age five, 53 years ago. My best friend was the girl who lived next door. We played together all the time and I would wear her ruffled black dress in our backyards. We p...
I am excited to share the story of my first time out in public en femme. I hope that you are encouraged by my story I am 34, married, father of two, and identify as a crossdresser. I have an interest in the whole gender-spectrum of expression. I’m currently growing my beard...
My crossdressing journey started when I turned 12. I went with my family on a holiday to the beach. One day, as they were all off swimming, I stayed home to sun-bake. For some reason, my mother had taken my swimmers with her in the car. I had the choice of sunbathing naked or in ...
Hello all, this is my story of how Polly came to be. I’m sure much of this will resonate with all of you. This is my journey and I write for the purposes of making sense of it all, not just for myself, but to share some insights with my wife–whom I recently cam...
Pretty Pink Panties
, , Advice and Encouragement, Crossdresser Support and Advice, Crossdressing Experiences, 73
I’ve written several articles for this site; most are my own musings about who I am and where I fit in. I write to find myself, and I write to help others think through their own situations and feelings. As an introvert by nature, I sit back and take it all in, process it, ...
For as long as I can remember I’ve felt like a girl. When I was young I would pray to God every day to turn me into a girl. I prayed so hard for it. It never happened of course, but she was always there, inside me. I called her “Amanda” because this would have b...
I have been supremely calm and at peace with myself since I not only decided that I would start crossdressing, but that I wasn’t going to keep it a secret, either. That was eleven days ago when Mitzi May introduced herself into my reality. Or, rather, actualized herself in ...
While she may have been there before, the first time I heard Cyn was when I was 11 years old. As a boy approaching puberty, my thoughts were turning to girls as often happens. But in the midst of those thoughts about dating a girl at school, I heard a small voice whisper-“what ...
If you have read my prior article, “I learned something that Halloween” you will be familiar with the context of this article, when I was 5 years old (https://www.crossdresserheaven.com/i-learned-something-that-halloween/). That Halloween I became the heartbroken tu...
The transformation of my crossdressing also transformed my health and life. This is the story of that transformation.
I am a very shy and keep-to-myself man. But when I let Holly out, she’s everything I want to be but not allowed to be by society! Playful, sexy, cute, girly, silly, loud, daring, etc! Normally this girl is very much kept in the closet…well, this girl went tempor...
Sometimes life seems to be working against you and you can be denied the opportunity to be your real self. Christina has lost herself to people and circumstances. She is working to get get back to her real self.
An email in the inbox of the crossdressing association in Frankfurt. My fingers tremble as I open the mail, for the sender is no one less than the “Frankfurter Allgemeine Zeitung”, one of the biggest newspapers in Germany.
In my first public test at trying to "pass" as female, I ran into a coworker who was checking my out. The next day when he asked if I had a sister (of course I told him yes!) because he was a woman who looked just like me, and said I should give her his number. It was terrifying ...
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One Step More than Yesterday… March 19, 2019
Dark green vision-blocking curtains covered the window in the living room. Homemade frosting covered the window on the front door. I sat in absolute, motionless silence as the repeated, incessant knocking continued, not getting louder, but not stopping either. I could hear my hea...
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Poise and Grace March 16, 2019
The following information has been helpful to me, and I hope that it will be helpful to you. It is not original, but comes from classes on poise that my daughter took when she was in high school. A poised woman walks beautifully, sits with style, and articulates her ideas and f...
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Let It Go! March 15, 2019
When I first heard the song “Let It GO” from the Disney movie Frozen, it struck me how well the lyrics describe the journey of exploration many of us are on with regards to how we express our feminine side. (After searching to be sure I had the words correct, I discovered I...
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