March 14, 2010

Cosmo: The sex life of crossdreamers

It will probably take some time before Cosmopolitan writes a "how to" guide on how to cope with a crossdreamer (men who fantasize about having a woman's body, also known as autogynephiliacs). But if the woman's magazine ever does, maybe they would write something like this.
Cosmopolitan June 2025.
My husband is a crossdreamer! How to keep your relationship thriving.
Your boyfriend tells you he is a crossdreamer. He gets turned on by imagining himself being a woman. In bed he wants to take your role. He may even want to borrow your lingerie. So now what do you do?
Know that there are good news as well as bad news.
From Venus and Mars
The good news is that you have found a man that worships you more than most men can do. He admires your looks, your wits and your ways to such an extent that he would like to be like you. Given all the misogynists out there, that is not a bad bargain.
The "inner woman" of a crossdreamer may also make him more sensitive. What some of them lack in testosterone driven masculinity they make up for in their love for you, your family and kids.
Fear and self loathing
The bad news is that he may be slightly traumatized. There are male pop stars and Hollywood actors coming out as metrosexuals and male lesbians, but in small towns a man having feminisation fantasies will still be considered a freak.
This means that he may also think that you consider him a pervert, whatever you tell him. His self-esteem may be low. The fact that crossdreaming was considered a "paraphilia" by the American medical establishment up until 2023 has not helped.
In order to keep your love he might try to hide his dreams. If he is a crossdresser he may hide his feminine clothing out of your sight. This may make him distant and withdrawn. His inner woman becomes your rival instead of your partner. If you want to make this relationship to work, it is therefore important that you help him bring his secret life out in the open.
Do the woman thing: talk about it! The man in him probably hates the idea, but his "inner woman" may become your best ally.
Is he a transsexual?
Many women who love crossdreamers harbor another fear: Is he a transsexual? What if he wants to have an operation? Then what do you do?
Note that the crossdreamers can be put into at least three overlapping groups.
The crossmopolitan identifies as a man, and has a good relationship with his own male body. He thrives in the traditional assertive male role as well as the more feminine caring role. For him his feminization fantasies are sexual spice and a way of getting in touch with his feminine side. He will feel no desire to transition for real.
The transsexual feels a strong gender incongruence. He -- or she, rather -- may have spent a lot of energy to suppress her dreams of becoming a woman, but the fact is that if she does not transition she will probably never find peace with herself. She has reached the tipping point where the sum of various genetic and hormonal causes of crossdreaming equals woman. She is a woman!
There are some relationships that survive a male to female transition, but the process will cost you a lot of suffering. It is a sad fact, but most relationships and marriages of this kind fail. You being bisexual might help, though.
The twilighter gets his name from the twilight zone in between the male identifying crossdreamer and the transsexual. He is in the problematic position of being both male and female in close to equal proportions. In our cultural context there is no role for the twin-spirited, and he may find it extremely hard to make peace with himself and the people around him.
Some of the twilighters become love-shy and introvert geeks, preferring their secret fantasies to the love of a real woman. It is not that they do not want your love. The fact is that they desperately long for it, but they find no way of conceptualizing what kind of life you and his inner woman can share. And if they do, they may imagine themselves as male lesbians. And you are probably not looking for a lesbian, are you?
He may still be a very good catch, though. When he understands that you understand him, his gratitude and love will lead him to make a tremendous effort to make the relationship work. He is very likely to be a faithful and committed husband. The trick is to find room for his inner woman. There are ways of doing that.
Is he gay?
The first suspicion that comes to mind when a girl realizes that her boyfriend and husband has a strong inner woman, is that he is gay. There are a lot of gay men with strong feminine sides. Some of them may even harbor feminisation fantasies and get turned on by crossdressing. Drag queens explore their inner woman in this way. Some of them do get married, although not as many as before, now that male homosexuality has become accepted.
Still, most male to female crossdreamers are actually gynephilic. They want to have sex with girls. Really! Check his web browser history. If you find a lot of pictures of sexy hunks, he is most likely gay. But if he is more into Penthouse and Playboy he is straight or bi.
Note however, that some gynephilic crossdreamers may have erotic fantasies about being banged by men. That could mean he is bisexual. But if the men of his fantasies are faceless, they may also be an expression of his desire to be the bottom in the sexual act, not a real sexual desire for the male body per se. He would rather have a woman penetrate him than a man, which is why some crossdreamers also get into "shemale" porn.
8 ways of making a crossdreaming sex life work
1. Make sure he understands your needs and desires. Some crossexuals have never spoken to anyone about their desires and have become pretty self-obsessed. This is an interesting paradox: In spite of the fact that he has a strong inner woman, he may lack the skills needed to interpret the dreams of a woman. Make sure that he understand that your "inner woman" is as important as his. Most crossdreamers can take the active role when having sex -- he owes you much more than that!
2. All right, so he is willing to please you. What can you do to please him? Take the active role! He will love you to be on top! He may fantasizing about you being the one inside him and not the other way round, but who cares as long as you get turned on together?
3. Talk dirty to his inner girl! That will shock him and delight her.
4. If he is a crossdresser, allow him to wear some lingerie. Borrow him some of yours if it fits. But if it makes you very uncomfortable, don't. Your needs are as important as his!
5. His inner woman may desire penetration. A finger up his anus may drive her wild. You will find that his ecstasy will turn you on as well. But demand proper hygiene!
6. If you are of the daring type, try out a strap-on. Pegging gives you full control and allows for his submission.
7. Most men, including many crossdreamers, do not fully get the bonding part of sex, i.e. that sex is just the natural culmination of friendship and love. Some crossdressers do, however. They would very much like to have a pajamas party for two with you doing girly things together -- like painting your toe nails and talk feelings. If you can live with him dressing up, that can work well. Again, tell him when you need him to be your man and not your girl friend!
8. Some crossdreamers would also like to make some body modifications. Shaving body hairs and electrolysis fit well into the crossdressing category. If you can live with his crossdressing, this should not be much of a burden. If he wants to take hormones, however, you need to have a looooong talk, and seek some counselling. Some wives can live with their man growing breasts. But he may also become non-functional as a man. Know also that if he wants to try out hormones there is a very good chance that he is a transwoman.
The ups and downs of a normal relationship
The relationships between a male crossdreamer and a woman are not that different from "regular" relationships. Or maybe there are no "regular" relationships. Given human diversity, they are all unique exercises in making love grow, and love requires patience, understanding, perseverance as well as a the kind of self-confidence and strong will that protects you from being exploited.
Crossdreamers may be traumatized from their struggle with their dreams and desires, especially if they have never felt acceptance for their secrets. That trauma may be healed by love, but it may also require professional help.
Go to My Husband is an Autogynephiliac for the story of Susanne and William, and their way of integrating crossdreaming into their love life.
If you have found ways of integrating crossdreaming  in your love life, please share it in a comment!


  1. I like future talk, even more so when it involves transgender. Would have been interesting if you included some possible future technology (virtual reality, temporary body swap, holograms, etc) to help satisfy the future autogynapheliac.

  2. Yep, some future technologies may be very helpful. I'm certainly hoping they will be. Would the "crossmopolitan" be perfectly happy to transition between male and female, and back, at a whim if he could do so with the flick of a switch?

    (This is just about where I find myself, though the "twilighter" is close too. Like a typical Cosmo article, not everybody is going to fit cleanly into a category. :))

    I am a bit uncomfortable about the suggestion to snoop through web browser histories. It strikes me as disrespectful and dishonest. And if you do find something that way, how do you talk about it? It seems better to just skip to the talking part.

  3. One of your best posts ever! Fun, clear, razor-sharp. I'm bookmarking this and sending it to friends I'd like to understand what cross-dreaming is all about.

    "It is not that they do not want your love. The fact is that they desperately long for it, but they find no way of conceptualizing what kind of life you and his inner woman can share. And if they do, they may imagine themselves as male lesbians. And you are probably not looking for a lesbian, are you?"

    That's 30 years of my life, right there...

    1. I'm younger but have a g/f and kinda fear a long term realtionship (we've been together 5 yrs) and I love her but know her well enough to expect a negative outcome. I sometimes fantasize about shemales and males but only in a sexual way not it anything but a sexual sense. It's a very complicated situation and it's good to at least that I l'm not alone.

  4. I second that Kaseido. Jack, you rock as always


  5. OK, I just posted this to my Facebooks.

    Speaking of public forums Jack, have you ever had any run-ins with Andrea James?

    I'm kind of scared to mention her name even, she could swoop in.

  6. Sure, I have been in contact with Andrea James! She was one of several that urged me to change the name of the blog. She has given me some really useful pointers to on- and offline resources, as well as some very interesting reflections on feminisation fantasies. I'll follow up on that later.

  7. Well good Jack, it sounds like you have had good experiences with Andrea. I don't agree with all she says but I am glad her voice has a platform.

    I just don't want her or any trans woman judging me because I'm *just a cross-dresser* when the only difference between us really is time and desire.

  8. Awesome post, Jack!!!

    I re-posted this on my blog and included a link to your original. Hope you don't mind! :)

    I wonder, what would Cosmo say to the Crossdreamer who wanted to make a relationship work?

    1. Same here really hit home in a couple Erie ways I hate being considered a certain type but this was just to spot on to ignore

  9. Some of the twilighters become love-shy and introvert geeks, preferring their secret fantasies to the love of a real woman. It is not that they do not want your love. The fact is that they desperately long for it, but they find no way of conceptualizing what kind of life you and his inner woman can share.

    Wow, that just about describes me perfectly.

  10. This was an amazing ariticle that I stumbled upon .I've always been unsure of my sexuality and a few of these descriptions really hit home. it is very difficult and I don't feel that anyone I know would understand the complexities of these dreams / sexual fantasies. I have a g/f that i love with but I sometimes watch shemale porn and am very intrigued by the difference in pleasure a man gets but also love the sensuality of a women's touch. Just proves the point that life isn't just black and white there are plenty of grey areas's

  11. It always feels better when the roles feel reversed. How I wish this was accepted by my wife. Over the last 19 years I have almost always imagined having her inside of me during sex. If she knew sex would be over. She caught me cross-dressed once about 11 years ago and almost left. It took therapy an a year of separate bedrooms before things started getting better and another 5 to get closer to normal.

  12. I'm glad I found this site :-)

    I've been the wife of a cross dreamer for 4 years now. I know all his intimate fantasies, his cross dressing habits etc.

    Your description of the sex life of a cross dreamer fits ours exactly. She loves being the bottom, submissive in bed.

    She can be very self absorbed at times and does need reeling in and a big dose of reality applied at times.

    I accept her for who she is, in which ever mode that is.

    It has definately enhanced our relationship and my husband is a much happier, more stable person than the one I met almost 8 years ago.

  13. @Anonymous

    "I accept her for who she is, in which ever mode that is."

    Thank you for sharing this. There are too many who do not believe it possible.

  14. Thanks so much for this helpful and clear lines : you're finding the sharp word and description for my beloved crossdreamer > twilighter :).

    And yes, surely contrary to other crossdreamer's wives and girlfriends, i'm looking more for a lesbian because it is exactly with the femininity that I am in love, no matter whether it is at a woman's or a man...

    [my apologies for my poor comment, I'm not an english native speaker < it's always easier to understand than to write perfectly]

  15. This comment has been removed by a blog administrator.

  16. I'd like to think that in 2025, they'll find a way to control our brain, thus removing our crossdreaming thoughts.

  17. @Kyotis

    Or maybe everyone would like to try out being a crossdreamer ;)

  18. My boyfriend refers to himself as a crossmopolitan on her. I've been dating him for about 4 months now which in retrospect isn't that long but to us it feels like a lifetime. After we'd been dating for 3 months he came out and told me he was a cross dresser and about his fantasies on bottom. Im usually a very accepting person but still I am having troubles with it. I love him with all my heart and Im completely supportive of him but, it's just so new and foreign to me so its hard to be ok with it. Like what if I myself dont enjoy him being a bottom? Then he feels like I dont accept him, and im not entirely comfortable with him dressing up either, I dont like women. Him though, I love him with all my heart. What can I do?

  19. @anonymous

    Welcome to crossdreamers, and thank you for taking your boyfriend seriously in this way. You are great!

    There is no simple answers to this, and no one can or should force you to like or do anything you are uncomfortable with.

    But it does not hurt to try it out. Who knows, maybe it feels OK. Maybe this will give you the opportunity to explore hidden sides of yourself?

    And if this is one way for you to please and affirm the one you love, I would hope and expect that he does the same for you. Making love last is very much about making sensible compromises, in my experience.

    I would stress that playing the role of the "opposite sex" during sex is not the same as being that sex. Your boyfriend will still be your boyfriend, and engaging in such play does not make you a butch lesbian.

    If he is truly transsexual, that will change things, but only a minority of crossdreamers are.

  20. As I read a lot of this I am not sure where I fit in lol. She is the one with the crossdressing fetish and seeing men dressed as women.
    I try to indulge her occasionally but the problem is each time she asks for more feminine behavior. And after all I am a guy and there is only so far I can go.

  21. As far as I see it the same rule applies to all -- men and women, trans and nontrans, straight or gay and everything in between: You should never feel forced to do something you feel uncomfortable with.

    There are quite a few women -- who for a wide variety of reasons -- like to see men feminized. There is nothing wrong in that, either, as I see it, just another variation of that complex thing called human sexuality. But again: She should respect your boundaries as you respect hers.

    I take it you have talked about your feelings in this respect?

  22. Dear Jack,

    Are there crossdreamers who get aroused from 'normal' heterosexsual activity ( think about having sex with an woman, or seeing an nice woman ) or is the crossdreaming the only thing they get aroused with?


    1. Yes, this is a spectrum, and some MTF crossdreamers may like to take on the male role, as well. Others report a change in their preferences over time.


Click here for this blog's Code of Conduct!

Discuss crossdreamer and transgender issues!