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Having A Crossdressing Husband Is Not Always Easy


I’ve always known my husband was a crossdresser, and this acceptance has made our relationship easier to navigate. We first crossed paths at the mall, where we spent countless afternoons together browsing for clothes. We admired dresses and women’s apparel, which I initially found strange. However, it soon became our routine. I didn’t question his interest in women’s clothing; I assumed he was simply trying to be thoughtful, picking out items he thought I might like.

One day, he asked, “How do you think that would look on me?” I chuckled and said, “You’d look adorable in it.” In my mind, I thought, “What a surprise,” but I decided to go with it. When he surprised me by tossing lingerie at me from a suitcase, I was taken aback and slightly puzzled, yet I found myself intrigued by what was happening. When I asked him why he had a suitcase full of women’s things and if he always carried pretty clothes, he grinned in his quirky way and said, “No. These are mine. I wear them.” He continued to show me more.

I found myself captivated. Here was a man who wasn’t afraid to show me his true self. He enjoys wearing women’s clothing, from undergarments to dresses. Does this make him any less of a man? Absolutely not. My husband is fully a man, whether he’s in jeans or a dress. It doesn’t change his identity. He doesn’t wish to be viewed as a woman; he simply enjoys feminine clothing because it makes him feel liberated. He no longer has to hide who he is—a man who wears women’s attire.

He’s had to keep this facet of himself hidden from many people throughout his life, with some still unaware to this day. I fully support his clothing choices. In fact, he has helped me break out of my own style rut; at the time, I was a busy single mother of four children, and it was easier to wear jeans and a T-shirt. He has encouraged me to embrace my femininity and wear dresses and skirts once again.

Having a crossdressing partner can be challenging at times. There have been moments when I’ve asked him to dress more like a traditional man. I just long to see my rugged husband—the one who looks fantastic in a snug pair of jeans and a simple shirt, the one who makes my heart flutter. I don’t find him attractive in a dress, skirt, or frilly nightgown, though I admit he does pull off many of his nighties and outfits quite well, even with his chest hair on display.

For those wondering how I cope with this or why he does it, I’ve had those same thoughts. I asked him why he crossdresses, and his answer has always been, “I don’t know. I just know it makes me who I am and makes me feel good.” From my perspective, he’s not hurting anyone. If it brings him joy, then it brings me joy too. I may never fully understand why, but does it truly matter if I do or don’t?

We’re happy just as we are. If you have any questions, please feel free to ask. I'll do my best to answer them.
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I have heard from numerous female partners of crossdressers who accept them, saying they are worshipped with the ground they walk on and treated well because of that acceptance. Do you find yourself as well?
@NativePortlander1970 Yes very much so. I often feel pampered and celebrated, as if I'm being treated like a queen. He makes me feel admired and cherished, enhancing my own sense of femininity. It creates a playful escape from traditional gender norms, allowing us to explore a deeper romantic connection. Sharing this journey together strengthens our bond, as we navigate our vulnerabilities and build a unique intimacy that feels truly special. Sure it sounds weird, but he is the best man I have ever had in my life besides my father and brother.
@ThickMadame There is an old 90's documentary of famed Portland female impersonator that had her own venue called Darcelles that was popular with bridal parties, in it a bridesmaid tells Darcelle she just found out that her bf crossdressed, Darcelle tells her that if she accepts him and allows him to continue, and even participates, she will have someone that will worship the ground she walks on and be her personal servant for anything she asks. Darcelle recently passed at almost 90. I saw the documentary in the 00's and recognized the bridesmaid as a woman I once worked with at that time, her and her bf later got married, she doted on him at work.
@NativePortlander1970 I would really like to see that
@ThickMadame I think this is the one...[media=https://youtu.be/HajBtGTsGRw]
@NativePortlander1970 I found this

https://www.opb.org/video/2016/06/15/meet-darcelle-the-nations-oldest-performing-drag-queen/
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@ThickMadame It is a sore subject with us Native Portlanders with how the californians invaded in the late 90's and took over the Pacific Northwest and drastically changed our politics and culture to match Los Angeles and the San Francisco Bay, tearing down many of our iconic landmark buildings and paving over our open areas and drastically building developments and strip malls everywhere, bringing in antifa and othet agitators. Portland and Oregon once boasted being in numerous positive top ten lists.
@NativePortlander1970 Seems like that been happening all over major cities
@ThickMadame Now they are bragging winning a once deep red Texas state Senate seat.
@NativePortlander1970 Hate that stuff
@ThickMadame They have been invading the upper midwest since covid. Where I currently live in the middle of nowhere iowa during the 2020 election cycle there were Trump/Pence yard signs everywhere, in 2024 Harris/Walz signs were five times more prevalent than Trump/Vance, my US District barely kept its repub seat.