Tags: how to tell your wife you crossdress

Mandy's Crossdressing Success Story – The Encouraging Crossdresser's Wife

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.

Meet Mandy

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,
Vanessa

How To Tell Your Wife You Crossdress

One of the most frequent questions I’m asked on comments at Crossdresser Heaven or through private email is:

How Do I Tell My Wife I Crossdress?

I can feel the fear and uncertainty as I read the words of husbands, some of whom are to the point of despair. How will my wife react when she finds out her husband is a crossdresser? Will she leave me? What’s the best way to tell her I crossdress?

When answering I try and share some advice based on my experience, the experience of others I know and from resources I’ve read. Unfortunately there is no “one size fits all” answer. Each person is unique, the dynamics of each couple are unique. When one wife hears of her husband’s crossdressing she may feel revolted, another may look forward to going out with her new girlfriend – and in case you feel I’m exaggerating on the latter point, I encourage you to read My Husband Betty.

All this is to say, I share this advice from my heart with the best intentions. I encourage you to carefully consider your unique relationship as you decide whether and how you will share your crossdressing with your wife.

Telling Your Wife You Crossdress – A Case Study

Peggy and Melanie (aka Mel) are probably the most famous crossdressing couple. Peggy’s book My Husband Wears My Clothes is one of the most well-known and widely read books on crossdressing from a wife’s perspective. I thought it might be valuable to start with how Mel first told Peggy that he was a crossdresser. Watch Peggy and Mel’s story in the video below:

Mel did a few things right when he told Peggy:

  • He was sincere and vulnerable. Mel poured his heart out, sharing his life story about how he’d been dealing with crossdressing since a young age. This is not the time to get defensive, to try and justify yourself or force your wife to understand.
  • He emphasized again that he loved her. When hearing their husband is a crossdresser many women wonder if they’re still loved – is he gay? Can he still love me and wear woman’s clothes?
  • He gave her time. Initially it was a few hours as Peggy read and digested his letter, but the journey to shared understanding happened over time without being rushed.
  • He shared what he knew about crossdressing. We’re more fortunate today, there are many resources to draw on, but even then many women – especially the older generation – have no understanding, or only a vague misunderstanding of crossdressing (read the myths of crossdressing).

I think part of the reason Peggy and Mel are still happily married is because he shared his secret in such a loving, vulnerable and caring way.

Peggy has commented that, “Crossdressers make really good husbands once you get past the shock of breaking away from the expected”

Telling Your Wife You’re a Crossdresser:

Vanessa Tells Her Wife She’s a Crossdresser

Telling my wife-to-be was probably one of the hardest things I’ve ever done in my life. I feared that I would lose her, that the person I love most in the world would leave me and not look back. I had tried many times before then to quit crossdressing, each time without success. I knew that my desire to crossdress wouldn’t go away with the wedding vows, and that living a lie to save my marriage would eventually end up tearing me – tearing us – apart. Knowing didn’t make it any easier.

A few months before we were to get married I wrote my fiance a letter and laid my heart bare. I told her how much I loved her, how much I feared hurting her – losing her. I shared the agony of my decision to tell her, my experience since I was a young child. I shared my attempts to break free from crossdressing, my confusion, heartache and my eventual acceptance of who I was. I let her know that I love her, that we can talk through it at her pace, that this doesn’t change anything about how I feel about her. I told her that I wasn’t gay, that I had no desire for a sex change (completely true at the time). Along with the letter I enclosed a copy of Peggy’s book – My Husband Wears My Clothes.

Talking through it in the early days with my fiance was at many times an emotionally taxing experience. My wife and I still have long, sometimes passionate, sometimes difficult conversations about crossdressing. Yet I still consider that one of the great blessings in my life is the advice I got from friends to tell her before we were married. This gives her a chance to work through it in her own time, without feeling trapped by marriage, without resenting you for tricking her into marriage and then telling her you’re a crossdresser.

I’m almost certain that if I hadn’t told her then that we would no longer be together today. It’s still important for me to remember to go at her pace, not to rush her into it, and to respect her desire for some space and time to think.

Have you shared your crossdressing with those you love?

Please comment and let us know how you did it, what worked and what didn’t. I know that others who read this website will find your comments and thoughts a blessing.

Ladies – has your husband shared his crossdressing with you? What did he do well and where did he totally blow it?

If you’re here to learn more about crossdressing – perhaps your husband or boyfriend is a crossdresser – I wrote an article a few months ago entitled “I married a crossdresser“. Perhaps with time, love and understanding from your husband you may realize as Peggy did, “I realized that, perhaps it was the feminine side I’d fallen in love with anyway”.

page 1 of 1


The Breastform Store
Subscribe for Regular Updates


Beautiful Crossdressing Wigs

Conversation starter
Australians can now list "indeterminate" as the sex on their passport. Is this a good idea, or do you think it will encourage more bigotry? What do you think?

Join the conversation on Google+, before they're gone.
Categories