I feel as if I have both a girl and boy spirit occupying my same body. Since they live in the same body, it feels to them like a house or home they share in common. What is interesting, and I suppose natural is that the girl spirit likes men and the boy spirit likes girls. They b...
Crossdressing experiences out in the world, at home and in life. Crossdressing situations that will make you laugh, cry and appreciate the wacky journey through life as a crossdresser.
This is 40 years of how I mostly came to be where I’m at today. I left out the back stories of burying two daughters, 20 years apart, and the struggles with addiction and depression; 50 pages couldn’t tell my story, nor come close to counting the tears I’ve shed...
My beginning started 34 years ago at age six. I was the third oldest of five brothers; I wasn’t like them. They were the typical boys, masculine like, what most see as normal, and I was never that way. I started to like feminine clothing at four, watching my mom getting rea...
This past February, I wanted to try something new and up my crossdressing to another stage, but with any crossdressing session that I get to have, I need to be careful and wait for my house to go to sleep. It’s my secret from my family and I want to keep it that way. I wait...
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...
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...
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, 74
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 ...
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.
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We Looked Alike! May 21, 2019
We Looked Alike! Hi Girls! I love to keep a journal and I especially like writing about my cross dressing propensities and my alternate desire to dress in an androgynous way whenever possible. Androgynous, for those of you who are not familiar with the term, is an adjectiv...
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Makeup adventure May 18, 2019
My makeup Journey Okay, not the whole journey, just an excerpt. Like most everyone who’s started this path, I’ve collected my share of random stuff along the way and needed to put things in order. Recently, I came out to a pile of friends and while most were sort of stand...
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New{ish} to CD May 18, 2019
Hello, this is my very first post; I just joined the other day. I truly don’t know where I’m going with my crossdressing. I recently turned 65 and am retired, happily too. I must add, healthy and fit as few people take me for my age. I have many interests that keep me...
