Disclosure In the spring of 2017, I sent photos of myself to my daughter to make her aware of my life. It resulted in a trip to the UK for one week to stay with her and the last time she met me as a man. It was one of the toughest things I’ve had to do in my life. We both s...
Coming Out
Take the first step in coming out to the world as a transgender woman. Explore your options and discover friends along the way who can help your first step into the world as a woman be successful.
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 ...
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...
Ellie’s Story My earliest recollection of wearing women’s clothing was when I was a young child of 5 or 6. My family was on vacation in Minnesota vising my Aunts, Uncle, cousins and others. I got into my mom’s suitcase and put on a bra and girdle then paraded around in the ...
When I`m relaxed, what do I want to do? Now (Jordan) has a different style to my other persona’s, taste. Is this natural, or is it having a “split personality?” The answer is; I’m not sure. So which is the real me? We have a vast difference in musical tast...
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 w...
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 ...
Why I Kept my Cross Dressing Hidden

To tell or not to tell........such a difficult question. Should we be open about our crossdressing to those we love, or keep our proclivities hidden?
This is my time to discover who I am. So here I am, battle scars as an example of how to survive in an intolerant world, preconceived notions... moving forward
I don't want to be a full woman, I just want to be who I am.
But before I tell you that, I need to tell you how I discovered my new identity.
This was the first time I had encountered a cross dresser woman to woman. I really didn't know what to expect. But she was perfect. I couldn't have dreamt for a more kind, generous soul.
The seeds of a crossdresser are planted at a young age. A young boy finds his father but must silence the woman inside his soul.
Unless you've been living in a cave this last week you would have heard of Caitlyn Jenner's big reveal on the cover of Vanity Fair to a whirlwind of press. Formerly known as Bruce Jenner, Olympic Gold Medalist and TV Star, Caitlyn revealed her name and her true feminine body for ...
Coming out as a transgender woman is fraught with fear and trepidation. There is the hope for joy and fulfillment, but that is clouded by the dread we feel as we imagine how those closest to us will react. Take heart - coming out can be a moving and beautiful experience as I shar...
How to Come Out As Transgendered At Work

<a href="https://www.crossdresserheaven.com/how-to-come-out-as-transgendered-at-work/"Coming out as a transgender woman at work can be a frightful and daunting experience. I recently went full time, and share some advice for coming out as transgender at work.
Transgender: Frequently Asked Questions About Gender Transition

Gender can be confusing, especially to friends and loved ones who are also dealing with the shock of finding out you are transgendered. Taking the time to answer a few of the most commonly asked questions about gender will make all the difference.
Coming Out as a Transgender Woman to Close Friends and Family

For the transgender woman, coming out is a uniquely personal experience that depends intimately on the person sharing, their life circumstances and the people who are close to them. Today I’ll share with you the details of my coming out in the hope that it will provide some ins...
Society likes clear boundaries. Black or white. Gay or straight. Male or female. The relentless desire of society to categorize and sort. Placing each of us into nice neat boxes. People struggle mightily with the concept of a third gender. The idea that someone is in between a ma...
Crossdressing has made me more human

Crossdressing is not just a curse many aspects of my personality were influenced by my desire to express the feminine inside of me. My wife tells me that she was attracted to me, in part because I'm a gentle, caring person. These traits I think come from the same place in me t...
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Recent Articles
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My Story March 4, 2021
Here is my story. My name is Jenna. I’m in my 40’s and grew up and lived most of my life in Northern CA. I’ve been living in Honolulu for the last 3 years. I was raised in a large, close, loving, yet conservative family. I didn’t know a single person in my circle of frien...
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Bra Hooks March 1, 2021
If there is anything as controversial as the bra itself, it is the bra hooks! I’m talking about the traditional bra hooks, which are on the back with one, two, three or more hooks and have one, two or three “lines”. Even men who never thought about wearing a bra...
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Great Expectations February 28, 2021
GREAT EXPECTATIONS This is just my opinion based on my own experience. Genetically, I’m a man. But why do I feel so calm and peaceful inside my heart and mind when I slip on women’s lingerie, a woman’s dress, makeup, and high heels?  This glorious feeling is why I want t...
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