A Wife’s Crossdressing Success Story

A Wife's Crossdressing Success Story

This week I am truly honored to hear from Amy. This is the first time that a genetically born woman has shared her crossdressing success story on Crossdresser Heaven. Amy’s story is a blessing to all of us, and shows us that love’s embrace can strengthen even with – and sometimes because of –  crossdressing.

If you’d like to share you crossdressing success story, please take a moment to submit your story. I’d especially like to encourage wives and girlfriends of crossdressers to share their successes. Even if you’re still struggling with your loved one’s crossdressing your small successes will bring encouragement to many others who are walking the same journey.

Meet Amy

Hello, I’m Amy; I’m a 36-year old female who lives in a small town in Georgia.

Amy’s Crossdressing Success Story – A Wife’s Perspective

I don’t know if I can publish a story being a female, but I am so inspired by all of your stories that I had to tell mine. I met my husband about 5 years ago at a pizza restaurant where we both worked at the time. I had identified myself as a lesbian for 10 years, but hadn’t found the right woman. I had had two boyfriends, both of whom validated my reasons for choosing the lesbian lifestyle, even bearing a child from one of them.

But this one, 9 years younger than me, there was just something about him I couldn’t put my finger on, but I knew I had to have him. I heard was a preacher’s son and had a good reputation, unlike the last one who’d left me and my son 5 years earlier. Anyway, we hit it off and dated for 4 years before getting married. I always felt like he was more of a woman in bed, which naturally I liked, having been a lesbian before.

Now I had a kid, plus living in the Bible belt is not easy when you’re not living the “straight” and narrow, so I no longer had the desire to seek out a woman. So he was perfect, the best of both worlds. Little did I know just how perfect.

I knew he liked wearing my tank top I once put on him, but I thought it was no big deal since it never came up again. Later I found out that he was attracted to me from day one, having listened to my lesbian escapades. It seemed a part of him identified with/wanted to be one of those women. This might sound strange, but one night 3 years into our relationship, I heard in a dream or vision from a beautiful goddess (crazy, I know) telling me that I needed to tell him that it was ok to wear women’s clothes; that it was an ancient part of him that would be very healing if he would just allow it to happen.

I told him this, but he said nothing and I forgot about it. It wasn’t until our wedding night that I experienced the full extent of my husband’s desire to cross dress. We went and bought lingerie that I was hoping he would especially love on me. It seemed he cared more about himself wearing the clothes than me. I was actually jealous of a robe!

This was such a downer for me on our honeymoon. But how could I have known? We hadn’t been able to live together during our engagement, between his conservative background, and my not wanting to shack up only to be abandoned again. And he’s quite shy about such things.

Well, I am happy to say after nearly 2 years we have adjusted and grown together, and through a lot of communication and encouragement have created a beautiful relationship that is like no other. Thanks to Vanessa’s website, Vicki’s wise words for Christian Cross Dressers, and all the CD stories, I have come to understand why my husband feels the way he does; it even endears me to him more.

The stories have made me cry at times. One day I saw on Oprah a transgendered man (woman now) and her wife who would shop for jewelry together, and something about their story, their kinship made me cry as well. It wasn’t tears of sadness, but more of a cleansing and a relieving. It felt like, “Yes, that is it”, like a resounding truth.

Now I dress him up all the time. Occasionally he will put something on, but he is more passive and the thrill for him is someone else doing it to him. I no longer see his desire to wear women’s clothes as taking away from me. In fact, I think this has strengthened me to be more, to explore my masculine side, my dominating side (grin), and now I play video games with him and fix things around the house.

I’ve even explained to my 11 year old son that his step dad feels good in women’s clothes, and he was ok with that. He actually said it explained a lot and seemed relieved to now know the truth. (I’m sure he’s noticed him wearing my jeans and pj’s from time to time.)

My dream is for us to move to a place where he could be comfortable to be himself, be it in women’s clothes or makeup or even transitioning to transgendered. This whole experience has taught me that gender is a very complex thing and that we all have a varying degrees of masculinity and femininity in us.

It has taught me to question, what makes us a man or a woman? Doesn’t our Creator create us to express ourselves the way we want? Isn’t there a feminine aspect to our Creator that he/she wants to shine through us? What would the world be like if we were more free to express both male and female sides of us, or just one if that’s what gives us joy? I think it would be an infinitely better world.


The following two tabs change content below.
Profile photo of Vanessa Law
Dedicated to creating a safe, supportive and welcoming environment for everyone in the transgender community.
  1. Victoria P 4 days ago

    In my past I have met 5 women who were great with my crossdressing,however these words may upset a few of you. I have also met other CD/TG who wives have eventually had enough.
    My recent breakup only a month ago with my gf or nearly 6 years was just amazing with it all.
    In the last few months she found she disliked Caitlyn Jenner and thought I was also TS which I am not but I thought I may be TG…? some counsellors think I may be,but nothing 100% evidence wise just yet.

    So anyway she gave up on me completely becoming revolted by it all. Sure we had one or two other problems BUT ever since I went out in pulbic to mseet another ‘sister’ at a coffee shop ,she was freaked right out.That did it for her,but she never told me how it affected her so badly,I am 100% loyal and stupid me always has been but I did nothing but go for a little chat and a nice coffee.

    Now we are split and thought trying to be friends she;s already on a dating site which increase my pain and anxiety.

    Advice do NOT tell your wife or GF that you dress if you want a relationship to last because divorce statistics show that CDing RUINS marriage and relationships.
    She may accept at first BUT most women’s acceptance has an EXPIRY DATE.

    Good Luck to you all though

    I shall NEVER tell another woman as long as I live

  2. Ashley Lim 1 month ago

    The first time my wife knew about my crossdressing was almost 15 years ago when she saw my photographs and she does not really like it or gave her support, maybe she is an old fashion lady who think that men should be macho. Since now I kept the secret away from her. Usually I go outstation twice yearly to meet up in a special gathering with my CD and Tg friends. I am very happy when we meet up occasionally. Now I am quite frustrated that
    I cannot go further than just secretly Crossdressing out once in a while when she is not in the house. Sometimes I feel that my life as a female is gone because now I am 68 years old.

  3. Sunshine 2 months ago

    I have only recently opened up to my wife about crossdressing. She has astounded me at her openmindness. Just to day we raided her clothing to see what Looked good on me. She is so amazing about everything shes given me panties, and i love the way she grins when she slides them off of me. For us my exploration into crossdressing started with my disire for pegging. Living in the bible belt(even in todays times) you were always straight or gay but with my wife i have found out i belong somwhere in the middle. When i dress i see myself as my wifes gf. The awsome part is ive never told her that yet she told me that its like i become her new gf, now i dont know if this is why ive only dated bi girls before but with my wife it has made this alot more fun. She dose my make up and tells me how pretty i am and i just eat it up. Now i know this is all new and could change and it scares me to death, but for now at least she is very much apart of my girlish side and takes

    • Sunshine 2 months ago

      Part in every aspect. On top of all this our sex life has exploded and she is helping me learn about this side of myself as she dose the same. Now i dont always feel that side of me and she can now tell what mood im in and i can tell sorta what her desires are and in the bed we play it by ear. Ive felt these feelings most of my life relating to the old joke a lesbian trapped in a mans body one day the next the hippy king of the streets. Though i never let myself think on them. My wife has been the most engouraging person on this side of things. She has even planed away for me to feel comfortable in public at first. Emily your both my bi-sexal love goddess and the queen of my castle i would have never explored this side of me with out you. No matter what clothing i wear or who i feel like you are the most beautiful sexy adorable wife i could ever ask for. As atractive as you are brilant, and as funny as you are execpting.

  4. Janet 3 months ago

    I would love to meet a woman like Amy. I’ve always dreamed of being with a woman who preferred me as a woman also. My Ex started dressing me for fun but I became so obsessed with becoming a woman she started to back away. She said I enjoyed being the woman in bed too much for her liking. I would do my nails and wear pretty lipstick for her. She finally said that I’d become too much of a woman and we divorced. I still dress but would love a lesbian relationship with a Genetic woman who appreciates me for the woman I’ve become.


  5. Vanna 3 months ago

    She finally kissed my lipsticked lips, it was hers after all. Asked me to finish vacuuming then neatly put the dress back in her closet, but “keep the shoes…you ruined them for me” and that was that. She didn’t like it when she saw me in her clothes. We stayed together another 3 years, but nothing was the same.

  6. Vanna 3 months ago

    I know that feeling, Michelle. I was married to a woman who encouraged me to wear her sexier clothes… But only when she was out of town. I had my own panties and bras, but she told me where her silicone breasts were so I could fill out the dresses. Her 2″ heels and 5″ heels fit me, so you know which ones I wore. Those stiletto pumps were the best. Until she came home early while I was vacuuming and she just stared… Waited for me to notice her (my heart stopped and raced when I saw her because I was scared and excited) then she smirked and said “are those MY shoes?!” I was stunned. I hurried to her bedroom before she could close the door to tell her I’d get her another pair, but she just sat at her dresser and asked what being dressed like “that” did for me. I tried to get her to look at me… Really look at me. The same man she married, same man she gave thongs to, same man she told to wear what I had on. She just couldn’t stand to see it.

    • Vanessa Law 3 months ago

      I’m sorry hon, that’s a hard surprise for you and her.

  7. Michael/ Michelle 4 months ago

    I’m a married crossdresser, and although my wife knows of my dressing, she does not participate or encourage me in any way. How I wish she could be more supportive, and even encourage my feminine side. In return, I’d give her the utmost freedom to pursue any activities of her choice, including seeing other men if she so desired. I have so many fetishes and fantasies that I’d love to share with her, but I doubt she’d have any interest whatever. She just couldn’t be that curious or adventurous to explore those areas. I’ll just have to continue my fantasies.

Leave a reply

Your email address will not be published. Required fields are marked *


©2015 Crossdresser Heaven | Privacy Terms of Use | Contact Vanessa | Advertise with Crossdresser Heaven

Black Friday Deals on Breast Forms, Corsets, Wigs and MoreShop Black Friday Deals
119 Total Shares

Discover Your Woman Inside
join the 6,200 woman of Crossdresser Heaven

Join the Crossdresser Heaven Newsletter and get tips and encouragement


Log in with your credentials


Forgot your details?