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My trip down Crossdressing’s Rocky Road

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I wanted share my story; some of what is to follow might be upsetting, but there is a happy ending… I was born August 1970 in Manchester, England to older parents. I was an only child; had half-brothers and sisters from my parent’s previous marriages, but they didn’t live with us as they were much older. My father ran his […]

Is Cross Dressing a choice?

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Nayomi is me, another side of me, but me none the less.  Is it a choice?  Did we choose our gender, or to be right or left handed, or the color of our eyes?  No, but what we can choose is how to deal with who we are or who we want to be.  When it comes to choices, choosing to […]

I Am

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For much of the last year it has been difficult for me to find time to dress. Life has just gotten in the way. An ever-growing list of family and work responsibilities, on top of all the little time sucks that carve up the day, has made it inconvenient for me to even think about dressing. I look at my […]

Becoming Jessica Jones

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I’ve been Jessica for just about as long as I can remember. Probably sounds funny to some I know, but my attraction to women was never the attraction that books and films are made of. I knew I was attracted to them somehow, but I knew I didn’t want to date them. Most of them dressed so pretty. I wanted […]

Full Circle

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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 a pair of shorts. I […]

My First Time Out

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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 back, and glad to do so, as I […]

Jordan’s Journey

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I was born in Liverpool, to a big traditional Catholic family. I have four brothers and two sisters. We all lived in a 4 bedroom house; needless to say it took some time for me to get my own room. I was about 12 when I moved into my younger sister’s room, and that’s when it started. Exploring all the […]

I am Miranda

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From seemingly out of nowhere, at age 64, I began constantly thinking about whether or not I was transgender. I started to explore dressing as a woman. The questions built; why is this happening? Is something wrong with me? After some nervous introspection, it became clear that this had been percolating for a long time. I have never really been […]

Don’t have regrets

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Hi ladies I wanted to share a brief history of where I was and where I’m going. My journey started around age five, I spent a lot of time with my female cousin. We would always play dress up. I loved it; the joy of being able to try on all her amazing clothes. This went on until I was […]

I’m not…

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Morning dawns; I roll over and see my bride of untold years lying quietly beside me. The grind of our daily routine is about to begin. She lies there still, asleep, a little more robust in form as time has passed, but then again, I’ve gained a few extra layers and pounds as well. She still represents the love and […]

Your Weekly Reset

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Welcome to a new, experimental feature of Crossdresser Heaven and Transgender Heaven. Your Weekly Reset will be appearing on both sites each Sunday morning. We will endeavor to bring you inspiration, motivation, and a new way of looking at the struggles and the triumphs of our lives. As individuals who identify as transgender, as a crossdresser, or anywhere along the […]

What Makes Fiona Tick?

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Hello girls! Firstly, I have to thank CDH for publishing my previous article, and of course the members who have taken the time and trouble to read it. Now this article is about me; the 16 year old femme me, the girl called Fiona Moss. After telling my wife about my cross dressing, I had to tell her more about […]

Christmas here at Crossdresser Heaven

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Hey ladies!  It’s Christmas time again (where did the year go??!!) and for many this is a great time of year to spend with family, friends and loved ones.  For others, all the joy around them is merely a reminder of the lack of joy they feel in their own life.  I, like many others, have been on both sides […]

The Hardest Week

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No one has to tell you it is that time of the year. You can generally only miss it by locking yourself in an airtight refrigerated room deep in the bowels of the house your great grandparents grew up in. For some, the holidays are something they look forward to all year long. There are those folks who obsess over […]

More things my Mother never thought she’d have to tell me

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Thank you for the nice comments to the first part of my article. There are many other things I had to learn by myself, or from talking to friends about their own experiences when going out, and some I learned by watching women in my life doing what they do; first my mom, then my wife, and later my daughter. […]

Read your own story

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Stop what you are doing for a moment. Take a deep breath, close your eyes, and take yourself out of yourself. Imagine yourself as someone reading the story of your life. What makes a good story? Relatable characters who develop over the course of the narrative, interesting events that propel the plot of the story, and in the end we […]

Bren in the beginning

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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 planned to get married when we grew […]

My First Time out in Public

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(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 success stories, so I will just add mine to the bank. I’ve been interested in dressing […]

Finding your way home

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I guess we could ask first how we define home, but then it feels like we’re doing one of those things where we sit in a circle and try to answer a question with the answer we think will most impress others. We won’t be doing that. What I mean by “home” here is reaching a place in your life […]

Why and When did I start Crossdressing

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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 she was not home, I’d go in there […]
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