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...
Crossdressing stories, advice and encouragement for crossdressers and their family members.
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...
Winnie 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 ...
April (Pacific Princess) 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?
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...
Join Our Community
Enjoy some girl talk
Meet crossdressers, make friends and share your inner women with others. Crossdresser Heaven has a vibrant community, with more than 35,000 members and dozens of daily posts and crossdressing topics to explore.
Chat, share photos and discover the woman inside you!
Shop the Crossdresser Heaven Store
New in the Crossdresser Heaven Forum
Support our Sponsors
We may receive a commission for purchases made through links to our sponsors. This helps us maintain Crossdresser Heaven and provide a safe, welcoming and supportive place for the community.
Share Your Opinion
So far, 17 users voted.
So far, 15 users voted.
So far, 15 users voted.
- Active 1 hour ago
- Active 4 hours ago
- Active 6 hours ago
- Active 11 hours ago
- Active 14 hours ago
- What are YOUR favourite stockings? January 22, 2021
Come on girls, I want to know what are the stockings that you really enjoy wearing (I’m assuming you DO enjoy them!) Although there is a vast choice out there when it comes to hosiery, I bet the majority will say either black or fully fashioned nylons Those seem to be the f...
- My Life will go on January 22, 2021
Dear friends I am writing to let you that my mom passed away recently. She had been stricken with cancer and I put her in hospice on January 6th. I wanted to share with all of my friends, especially Vanessa, that before she passed away I told her I was her daughter. And althoug...
- Shopping En femme for the First Time January 19, 2021
Hi everyone! It’s Sarah here. I am a 53 year old married MTF crossdresser who recently went out shopping en femme to the mall for the first time! I was very nervous, but once I went through with it the whole experience was exciting and liberating. My wife was away visiti...
New Every Day – Featured Photos
Every day we feature new photos of the members of Crossdresser Heaven.
New Products in the Store
Transgender Heaven is Open!
Transgender Heaven is an inclusive, welcoming and safe place to discuss topics related to gender transition.
Share Crossdresser Heaven
As we move into the new year we look forward to growing our community and giving more people a safe, supportive and welcoming place to be themselves.
Please share Crossdresser Heaven with your friends and others who may benefit from our community.
If you have a website, please consider placing one of our banners on your website.
With love and gratitude.