How To Tell Your Wife You Crossdress

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.

Makeup Magic

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”.

EDITOR NOTE: Crossdresser Heaven has a program exclusively for Significant Others. You’ll be able to discuss issues in private with other SOs. Explore our Significant Other Program and contact JaneS if you are interested or would like further information. We would love to welcome you.

Explore the Significant Other Program

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  1. Homegirl 9 months ago

    I’m about to turn 50 years old and just remairred my first wife about four years ago. I’ve always been very much into cross dressing every since I was a very young boy. Once I first learned just how much I enjoyed wearing women’s clothing I didn’t seem to mind at all the first time I was caught by my parents while I was playing dress up with my sister an one of her friends after walking in on us once I’d finally had some help to get completely all fixed up pretty young girl. My Mother didn’t seem to mind one way or another, but my Dad totally flipped out asking me If I was some kind of gay freak. I just couldn’t help but think it was funny an even enjoyed the fact that he made me come out of my sister’s room completely dressed up like this cute little girl and told me if I wanted to cress up like a girl then he was gonna let me be seen by everyone as a little sissy boy dressed like a girl. After that I didn’t really care if someone noticed me wearing feminine clothing until I finally got cought wearing panties an a matching bra by a couple of guys at a party I’d went to around the age of 17 where I got pretty messed up and passed out, just to notice later on that night after it was too late that I was being rapped by these two guy’s. At first it hurt a lot, but soon realized that I was really in no position to not just try making the best of it. Next think I knew, I’d finally figered out why these guys were treating me like such a naughty slut, it was because they were both freash out of prison and had noticed me wearing feminine underwear earlier. After that happened to me that night it seemed nearly impossible for me to ever let anyone know about my feminization secret. At this point I was really deep in the closet and didn’t think I’d ever want anyone else to ever find out that I had such a strong love for cross dressing, but once again I couldn’t stop myself from going out drinking one night wearing a sexy matching bra and panty set with even pantyhose on underneath a pair of girly girl type skinny jeans, but by now I was nearly 30 years old and kind of wanted to maybe experience another bi sexual experience. It didn’t take long before this group of guys noticed me that didn’t wast any time letting me know that they were looking for a feminine type guy they could have some fun with an asked me to come back to there place and party with them. I didn’t seem to mind at all even knowing that I was probably gonna even get fucked by a few of the guys that night, in fact I was really kind of looking forward too the chance to finally get to enjoy the whole thing from the begaining and total let them all know that I was game for showing off my long time secretive feminine side an couldn’t wait to find out if I’d be able to really enjoy it since I seemed to be more understnding also ready to fully enjoy myself in the most feminine way possible without it being forced upon me. I was completely suprised just how fast an easy it was for me to right into the whole experience. Next thing I knew the time had come after I’d finally showed them just how series I was, by this time I’d done went to out to my car and brought back in a bag full of sexy outfits an all the stuff nescery for me to get myself in complete fem form so we could get started having some fun. After about an hour in the bathroom, I come out completely transformed into a sexy looking sissy t-girl ready to play. That night turned out pretty amazing once they fulfilled my need for total feminization as about five guys took their time, letting me slowly and freely become more feminine for there pleasure. That night I learned how to enjoy a good fucking and how to suck cock like a naughty girl, by the next morning I must of been fucked so much that I didn’t care how or what people thought of me, because for the next few weeks I only dressed as a female even in public until most of my cloesest friends knew who I really was. For years after that I didn’t mind being seen dressed in total fem an enjoyed myself around some of my friends who didn’t mind or judge me for cross dressing completely up as a beautiful sexy female. Then my ex an I started seeing each other and got back together, she is the love of my life and has even seen some of the photos of me completely dressed up like a female in full make-up, wig an all, although I haven’t said to much about those picture or told her about how much I enjoy cross dressing or even talk to her at all about this part of my secret feminine lifestyle I still try to enjoy some cross dressing time alone whenever she’s at work an I have the chance to get dressed up into some of her clothing and hang around the house playing the girly girl thing of cleaning house an any other girly stuff, but it’s driving me crazy trying to keep this hidden from her and would love to finally try talking to her about this so that maybe we could freely enjoy some girly girl fun together. She pretty much made me get rid of all my feminine things, but I’ve managed to keep around a few things that I’ve kept hidden from her just so I’d have the toys an a few other things that I can enjoy in my alone time’s needed too fulfill my feminine needs. I really enjoy using the couple of huge dildos I’ve kept hidden away and would total love the chance to finally come out completely open with my wife, but not so sure how she’ll take the news an I’m surely fearful of how she would act if she knew that I enjoy anal play with big dildos or how she would feel about watching me every once an awhile as a nice well hung open minded guy took me as his little slut while my wife watchies him fuck the shit out of me nice and hard the way I need from time to time. Its not easy trying to understnd how I feel about my sexuality since I enjoy an always have wanted the love of a good woman even though I’ve also enjoyed the powerful orgasms I’ve experienced as a guy fucking pounds my ass so hard until he’s pumped me full of hot cum, I’ve never really ever had any attraction for men, just women, but I must admit there isn’t nothing that makes you truly feel more feminine while your all dressed up then a guy fucking the hell out of you whenever you’re playing the female role, it’s just an awesome sexual feeling that can’t be gotten any other way then a guys big cock going in an out ball’s deep inside your ass until he’s made your hole a hot wet mass full of his junk. I’d even be total game for giving my wife the man card if she’d like to us a monster strap-on to fulfill my need for the total feminization pleasure That a guy gives me. Maybe one day I’ll get the narve up to openly share all this with my loving wife.

  2. Michelle 1 year ago

    My lovely wife knows of my crossdressing fetish, but does not participate or encourage me in any way.

  3. Chrissy Will 1 year ago

    Like so many others ( how many times do you hear that one? ) I am somewhat caught up in that “twilight zone” of how do you tell your wife your secret of all secrets. I’ve been cross dressing on and off since I was 7-9 years old and here I am now 60. I’ve purged many a time, saying to myself, never again, but…I’ve been married to my wife since 1992 and haven’t dressed in that period since two years ago. The dearest thing to my heart ended his life on Black Friday, 2012 at the age of 17. After spending a lot of time racking my brains out trying to figure out why and what, I as a parent, may have done wrong, I realized I would never know those answers in this life time. His action also brought it home that your life can change in a second, so I started dressing again. He never knew of my cross dressing ( sure he probably does now ). One morning while I was showering, my wife came into the bathroom and discovered a pair of my panties sitting there. I got the drill, “who’s are these and what are they doing in here”. I knew this day was bound to happen so I calmly stated that they were mine and that I’d been wearing panties for some time, explaining that I’d had done so since childhood. She said no way and left the room, didn’t say anything else about it, so I didn’t push it. About three weeks ago, my wife ( she likes to “pick” at long eyebrows, long ear hairs and my cuticles ) when she noticed on my one toe a speck of nail polish I must have missed. So again the drill. I calmly stated to her that I cross dress and have done so on and off for years. She asked if I ever went out publicly at which I stated no. I told her that I would never place her in an embarrassing situation and asked that she keep this between us. Haven’t heard her since on what or how she feels and I’m torn, do I open the door again or keep it closed. I’ve continued to wear my bra and panties everyday, do my eyes lightly before work, polish my toes and every chance I get, go to my “happy” place dressing. Not sure where the road will take me, but try to stay positive, knowing in my heart of hearts that I should have been a woman….Thanks for reading this!!!

  4. Wanda Shirkey 3 years ago

    My wife knows I wear panties and bras as well as women’s jeans and some tops. She does not know about Wanda and that I like to dress up nor does she know that I would possibly go to the next step of transitioning. I chicken out every time I want to tell her. I try to tell her things like “I am really stressed out” and she will say “yeah, me to” and I don’t say anymore. I feel bad because she did not know of my cross dressing until after we were married for about a year. I wanted to tell her before but I was afraid she would not want to marry me. I really love her very much but it is driving me crazy keeping Wanda under wraps.

  5. lorraine 3 years ago

    single have not told anybody love to talk to shy

  6. Suzanne Jeffries 3 years ago

    Like a lot of us gurls I have been a crossdresser at heart for most of my life but only seriously for about the last 10 years. I came out to my wife about 4 years ago. To my suprise she tolerated it from the start and within about a year came to embrace it. We shop for clothes and makeup, etc… together often and I dress about once a week. I sleep in a night gown and panties every night. Even before coming out I did all of the house work but I guess now it is officially my responsibility. Telling my wife worked out wonderfully in my case but remember there is no one size fits all solution when it comes to coming out.
    Huggs,
    Suzanne

  7. Erica 3 years ago

    Over the weekend (11/29/2015) I shaved legs,chest,and arms. I have been struggling for months to tell my wife (I’m 59 and married for 31 years) and while in bed my wife noticed and asked me why. Of course I “chickened ” out. I told her I saw a lot of men in magazines do it..ugh.

    I am thinking about writing a letter to tell her instead of a face to face encounter. I have gone out in public a few times in the last couple months and really can’t fight my feelings anymore. I have definitely come to terms with who I am and have embraced who I am but I am fearful of how she will react. I don’t know if a letter is the way to go but I feel it’s the only way for me to do it.

    I have tried and tried and get the courage to tell her but when the time comes I can’t.

    Erica

  8. Mogget 3 years ago

    Ha – My husband won’t tell me.I always thought he was just prudish about sex, because he would never talk about sexual things with me. Then I found his bras accidentally, I found feminine underwear in his trousers, and asked him if he wanted to talk to me about it and he’s all “I don’t know whose those are, I don’t know how they got there”. I’m working up the courage to have a big talk with him no matter how firmly he puts his hands over his ears – say something like I’m fine with this as a solo activity, but you know, I think if you let me get involved we can have some fun and at the very least you could stop all this secrecy and treating me like an idiot. I’m expecting him to be a big coward about it and pretend I don’t know what I’m talking about – and that is a lot more more irritating to me than what knickers he choses to wear.

    • Author
      Vanessa Law 3 years ago

      You’re a brave and loving women Mogget!
      I suspect his male stubborness will kick in. Perhaps sharing a resource like this article with him, and showing encouragement will help him slowly open up.

      Please write back, I’d love to hear how you two are doing, and whether you were able to get him to open up. I’m sure many women could make good use of anything you’ve learned in that regard 🙂

  9. krnharris 4 years ago

    I am so sorry that I have never had the “nerve” to tell my wife. We are now in our early seventies, which means that we probably don’t have many years ahead of us.

    I have “hinted” that I like wearing panties and she comes back with….”oh, don’t be silly” or something to that effect. I commented one day that I am not joking, I really DO love wearing panties and she just dismissed it as me just joking.

    We are both from the days that “men are men and women are women” and that’s all there is to it. Even in our church in those days, it was NEVER mentioned, but if it did come up, it was of the DEVIL causing these thoughts and or desires. If we allowed these thoughts to continue, we wouldn’t be Christians anymore and probably go to Hell.

    But I am hear to tell everyone (mostly men) that if you haven’t told your wife yet…PLEASE do it. One day you won’t be so young anymore.

    Thank you
    Karen

    • Author
      Vanessa Law 4 years ago

      Thank you for the encouragement to others hon. It’s such a true statement, one that could change the course of your life – please all share your intimate desires with the person you’ll spend the rest of your life with. You owe it to her, and you owe it to yourself!

      • erica 7 months ago

        Hi my femme name is erica. I started when I was 12. I always loved watching my sister dress and she laughted at me and called me her sister and asked me f I wanted to try a pair of her panties on I said yes I have always dreamed about it I told her I always wanted to be a girl. so she dressed me up in her things. I told her I love feeling like a girl and then her boyfriend walked in and told me I looked good. I then told him my thing got hard and it feels good he then said you want to treat you like my girlfriend

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