Why Do I Crossdress?

Why Do I Crossdress

Why, why, why?

I imagine most of us have, sometime during the course our lives, sat down and pondered why we cross dress. Why we have that burning desire, no…, let me rephrase that: why we have that essential, irresistible, unforgiving urge need to now and then don women’s clothes and, for however long we are able, portray ourselves as female.

I guess a simple, yet somewhat flippant, answer would be: Well, I don’t know, I guess I just like to be like a woman now and then. However, if you spend some time contemplating this aspect of your character, you may find that there is more to it than that.

So, furrow your brow, takes a few moments to reflect and think:
Why do we do it?

Clearly, as with almost all T-people, it is something we were born with—so is it to do with whatever happened to us in our mother’s womb? The oft mentioned “Oestrogen wash” for example?

Or was it something in our social development, our upbringing where, say, we were the only male in a household of females? Or did we get cajoled into playing girls parts in school plays at school—and secretly enjoyed it?

Do we have a feminine looking body—in all or part? Maybe long slim legs below a male torso, or slender fingers, nice skin, long eyelashes and/or a girly lips/mouth?

What about our characters? Don’t like the rough and tumble of boys or men’s games, don’t like getting our hands dirty, but rather enjoy more passive activities such as reading, painting, even knitting (many men do!)? Don’t like the typical coarseness of men?

Do we simply admire the textures and feel of women’s clothes compared with the drab, coarse fabrics men usually have to wear; suit and tie, trousers and shirts, compared with skirts and tops, and dresses in silk and lace, nylon and satin, cotton and, oh, so many other fabrics and styles (long, short, mini, tight, flowing, loose…).

Let’s not dwell on shoes and boots and sandals, we’ll be here forever, but just think: high heels, low heels, flat shoes, thigh length boots, calf length boots, ankle boots; and hair adornments, earring, bracelets, rings, necklaces; scarves, shawls, cardigans… in colours sometimes we have never dreamt of.

Or is that we are simply, fundamentally women?

Women hidden inside a male shell; hidden because general society is hypocritical towards people who are just that little bit different. Fearful of something out of the ordinary, fearful of diversity, the majority suppress the minority (as always...).

Do we dress because we are rebels? Dress because women can wear men’s clothes and no-one makes any comments but, put a man in a dress, and the world might as well end?

Do we dress because it is our sanctuary, our shelter from the tough, tough world of being a man; from being the hunter and provider, being the figurehead?

Frankly, whilst I have my own opinions and thoughts about why we do what we do, if I’m truly honest, I’d have to say, despite all of my questions, a resounding: I don’t really know!

Still, this article this might give you something to think about the next time you slip in to a nice pair of panties and bra, breast forms, tights and a dress, and get ready to show the world the real you! Mightn’t it?


30 comments


  • Elena

    When I put my wig and I make up my face, I feel a different person. I shave my chest and my legs to feel more femine. I put my tighs slowly and carefully and a nice suit of my mother. Nice high heels. The show start. I take several photgraphs of me to publish in engament pages to decide men. I make fun of them. The vast majority of them are from Africa or South America who believe that a Spanish white woman wanted to get married them. This moment are funny. If a new creature has been born. But, I wake up and I return to my reality. Everything is boring again.
    See you.


  • Patricia Kay

    Your opening statement almost fits me to a t. Except I constantly have a burning desire and essential, irresistible, unforgiving urge and need to don women’s clothes and be Patricia.

    I have been crossdressing since early elementary school. When I initially started to crossdress, it just felt good and somehow natural for me. However, it was not until late in life that I accepted my diagnosis as having GID. As a result, I came to accept myself and my overwhelming desire and enjoyment of crossdressing. Whatever the reason, I crossdress because I AM A WOMAN. I love being decked out in female garb and getting together with others as a woman and enjoying activities as a woman. Wearing heels, nylons, dresses and makeup make feel so wonderful and complete.


  • Thomas

    Bought clothes, hid them, tossed them out, only to repeat the cycle time and time again. Finally single at 44 and living life on my terms, well, best I can. Best of luck to all of us, who knows someday maybe we can all be true to ourselves.


  • Miya

    I have been crossdressing for 5 years, I have even gone to the point of having my eyebrows threaded, I find it natural, nails manicured and toenail always purple
    I'm lucky to the point where my wife accepts it, and we have " girls night out"


  • Nikki (Nikkolle) Dezziree

    At a very young age I was always into my sisters things, trying on clothes, heels, makeup and even some of the wigs my mother wore sometimes. When I was 12 I remember one day when I got all dressed up, all the makeup trials and errors had payed off for my makeup looked awesome, my sisters short mini skirt, stockings and heels were a almost perfect fit and teasing out my own hair was looking good. Standing in front of a full length mirror with a smile as wide as could possibly be I said out loud YES, I loved the way I looked and felt at that moment. My answer to why do we cross dress is; If It Feels Good Do It. I'm 55 now and still cross dress and still love it. Keep on dressing gurls!


Leave a comment

Please note, comments must be approved before they are published

This site is protected by hCaptcha and the hCaptcha Privacy Policy and Terms of Service apply.