Crossdressing Success Stories are real stories from crossdressers who have overcome fear and self-doubt to let their feminine beauty emerge. Their story of success may be one of triumph over adversity, or the blossoming of a special relationship of openness with those they love. Perhaps the crossdresser’s wife played an even more integral part of their success story.
Share Your Crossdressing Success Story
Please share your crossdressing success story, it only takes a moment and your crossdressing victory will encourage a sister who is just exploring her transgendered nature. I’ll post your story on Crossdresser Heaven within a few weeks.
I’m a 31 year old white male, heterosexual, and live in the Seattle area. I’ve had the desire to crossdress for about as long as I can remember.
Mandy’s Crossdressing Success Story
I think it started when I was maybe 5 or 6? My best friend, a girl, lived across the street from me. She was really big into dance, and as such, had lots of different costumes. I remember she had me try on one of her pink tutu’s one day (don’t know why…. she probably thought it’d be funny.) I remember once I put it on, the embarassment went away and I felt oddly comfortable, and even satisfied. For awhile, every time I went over to her house, I wanted to try on the tutu. The humor in it wore off eventually, and I started to experiment on my own. I remember taking naps in the afternoon when home, and while mom was at the other end of the house watching her soaps, I’d sneak into her room and steal a few things from her drawers.
Taking mom’s stuff, or stuff from female friends and cousins, was all I did up until I moved out and lived on my own. Thank God for the JCPenney catalog, and the internet. I ordered myself a decent amount of underwear (that actually FIT!), then sort of lost interest in it all for awhile. Don’t know why. A good few years went by where I still had the free time to do it, just never really did. When the opportunity came to move across the country for a job, I took that as the chance to pitch everything (purge… I know, “don’t do it!!!”) as I thought I was done with all of it. It wasn’t until I told my wife about it a few years later that I got back into it, through her encouragement.
I’m now married, have an amazing wife who loves and accepts everything about me, and is willing (sometimes pushing) me to explore the depths of my interest in it all. I’ve learned a lot this last year, and am loving it more than ever! Hopefully, with the wife’s help, I’ll work up to a night out or something fully dressed 🙂
It warms my heart to hear stories where the crossdressers wife plays such a positive and affirming role. I know that many crossdressers agonize over their wife’s acceptance, often keeping their secret for many years beyond what they should bear. If you are struggling to tell your wife, please read how to tell your wife you crossdress. If you’ve told your wife with great success, please comment and share your advice with others.
Hugs and blessings,
More Articles by Vanessa Law
- Win a Free Makeup Prize Bundle from Jecca Blac
- A Few Changes in Our Family
- I Want to Live Like That
- Hope in Despair, Light through the Darkness
- Scholar Program – Transwomen’s Social Support for Medication Adherence
Latest posts by Vanessa Law (see all)
- Win a Free Makeup Prize Bundle from Jecca Blac - March 11, 2022
- A Few Changes in Our Family - April 15, 2021
- I Want to Live Like That - August 29, 2020
- Hope in Despair, Light through the Darkness - March 22, 2020
- Scholar Program – Transwomen’s Social Support for Medication Adherence - April 6, 2019