I am glad that I have my three younger sisters in my life. Growing up and being the oldest, and only son in the family, I knew I had to live with it and did. My sisters were aware there was something different about me growing up. I wasn’t the typical masculine rough and to...
Crossdressing stories, advice and encouragement for crossdressers and their family members.
My life as Liz Michelle, I admit was rough at first. It was a struggle as a young boy to find my true self on the inside. I felt that I was transgender in a way even at the age of 5 or 6, keeping it to myself. It was when everything started to come out and my mom witnessed...
Like most boys, I started cross-dressing by wearing my mom’s panties and nylon stockings. Doing so was both erotic and enjoyable, but being a pre-puberty 8 year old child, I was not sure of the reasons why. Eventually, with puberty, came the desire to wear my quintessential i...
As a kid, I was always fascinated about what women wore, including dresses and makeup. I was born in an Indian family that settled in Australia long ago. I have always been a straight guy until a moment changed everything. It was 3 years ago when I was at home with my then girlfr...
When I was 12 or 13, I convinced a very stubborn and old-school mother that girl jeans fit better than boys did. We argued but I got my way because I absolutely hated boy jeans and shirts and refused to wear either, which meant I wouldn’t be going to school, which also led...
I started Crossdressing in my teenage years. I would sneak into Mum’s room when she was not home and try on some clothes; loved the feel of Satin and Silk clothes. This Continued when I moved out of home, but I am ashamed to say (now) that when I lived with female flat mates, I...
This is a story of the first time I met my wife, how she found out about Bobbi and what she did when Bobbi came out. It started when I was living in Sacramento. I was bored one day and ended up calling the LiveLinks date line. At first it was just to kill some time, but then I he...
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 unti...
We are all possessed with both the yin and the yang, or the female and the male. It is when we are born that one of them dominates and that is what our outward appearance is going to be. But that is not to say the one that is not the dominant trait will not come alive at one time...
Reflections in the Mirror and Realizing My Heartfelt Desire
Crossdressing and the Family, Crossdressing Experiences 47 Winnie experiences a moment of conflict in her life, between the perception of herself and reality. Being unhappy with her reflection in the mirror leads to self improvement, a better balance and positive outlook in her life.
We all hope to have that one person in our lives whose love and support comes without restriction. To have such a person in whom you can confide anything is a blessing almost beyond comprehension. For Jackie, her sister has always filled that role not by obligation, but by choi...
As the second son, born to a father who wanted a daughter, I was dressed and treated as a girl. My blond locks were kept long, I was often called by a girly name, and was told I was cute. When my sister was born, all of the sudden I was the forgotten child. The oldest in the ...
Wanting to Want to Dress
Advice and Encouragement, Crossdresser Support and Advice, Crossdressing and the Family, Crossdressing Just for Fun 49 What it is about desire that makes life more exciting, and just more worth living? Have you ever wanted to want something?
Don't mock the miss-matched clothes, poor makeup application, the male attributes too hard to hide, but instead notice the genuine smile and light in her eyes.
Then I got the idea to look at the mirror, and I stopped and looked at myself in these clothes and fell in love with my appearance. So I decided to continue to reach the point of being fully dressed.
Sadly, neither of my parents ever got the chance to meet the 5th daughter they never knew they had, for she was too afraid to show herself. They each at different times found out about my dressing but I wasn’t yet ready to admit to myself much less to others the depth of the fe...
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Recent Articles
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A Few Changes in Our Family April 15, 2021 With gratitude we share a few changes to our Crossdresser Heaven family.
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Domesti(Caty)ed April 15, 2021 Dear ‘ol’ Ms. Catherine Louise Ryan can hardly believe her luck. Two lovely dressing sessions within a week. The only drawback being they were both at home, so no time to use any make up. Hence the mask in all the photos The first was last Wednesday, when my beloved was out a...
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Who Am I? April 14, 2021 I joined Crossdresser Heaven on December 8, 2016. I spent 2 weeks exploring the site, reading articles and visiting the Forums, trying to understand my feelings about dressing as a woman. Then I discovered the chat room. It took me two days of just watching the interactio...
Products in the Crossdresser Store
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Burgundy Eyelash Lace Babydoll $37.99 -
Black Lycra Mini Skirt $27.99 -
Satin Halter Gown $36.00 -
City Tights Made For Men $13.00 -
Black Gaff With Hiding Tube $37.00
