Why do men crossdress?

Girl friends and wives want to know.

Why do men cross dress?

Why does my husband cross dress?

How can I make him stop cross dressing?

The unfortunate truth, is that there is no simple, one line answer to these questions. If there were, you probably wouldn’t be reading this article, and the debates on this topic would be silent.

In my personal experience, the fascination with woman’s clothes started when I was very young. I must have been about four years old, and I remember going to great lengths to procure and then wear my mom’s nightie. My most vivid memory is as a teenager, nervously buying a pair of pantyhose from a local supermarket and then wearing them home under my pants.

I felt (and still feel) a need to wear woman’s clothes, and I can’t quite explain where it comes from. The media like to think of cross dressing as a sexual perversion, and so naturally they see the desire to cross dress and purely for sexual gratification. The problem with this theory is that when I (and many others) first felt the desire to cross dress I didn’t know what sex was.

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Many cross dressers I’ve asked describe the need as ‘feeling more comfortable wearing woman’s clothes’. This is sometimes (but not always) coupled with the desire to be seen as a woman. To not just dress like a woman, but behave like one as well, to wear make-up and otherwise pass as a woman. There are others who cross dress for sexual excitement. The need to cross dress is indeed a spectrum.

That still doesn’t answer the question why do men cross dress?

Marcy proposes a few interesting answers to this questions.

One argument is that transvestism of cross-dressing is a way of offering a challenge to society’s preconceptions about gender. Some men cross-dress because they are unhappy at being men. Others didn’t mind the male state, but also like to put on women’s clothes occasionally. Some men cross-dress simply to make a passing social or fashion statement, and some because they have emotional needs that can only be met by the comfort that wearing women’s clothes gives them.

Yet the true reason why men cross dress remains somewhat of a mystery. It is intensely personal, often confusing and sometimes guilt ridden. I’m hopeful that as society grows more tolerant of diverse gender expression we will see more cross dressers and transgendered stepping forward to share their stories. Without the need to justify their behavior, and no longer shamed by society perhaps we will be better able to answer this baffling question.

Comment and let me know, I would love to hear- why do you cross dress?

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Nayomi
Nayomi
9 years ago
alberta
alberta
9 years ago

Dear ‘I love it how a person should just be what they fill inside ones yourself. hell’s bell’s to all those that can’t seem to talk about a ‘guy in dress’ out at 12 noon somewhere in public anywhere. it also should be understood that the ones that hate’ just by seeing the dress on a guy. they just are not ready to mind there own bizness’ someday a major movement will happen I just hope in I am around for it. the public will be hate free in the us states Till then I’ll stay home where it’s safe.… Read more »

Candy
Candy
9 years ago

I love to crossdress . I am very passable as a woman. I get complemented all the time when i am out in public. The reason i crossdress is i love the way womens close feel on me . i also love to feel sexy and fem. I have never had a problem while dressed out in public.

Candy
Candy
8 years ago
Reply to  Vanessa Law

Thanks Vanessa.

Brendan
Brendan
9 years ago

Though I am without any interest in wearing women’s clothes (and, most of the time, men’s clothes too), I still find the subject of transvestism fascinating.
It has me curious to think of where such a biological phenomenon has been seen elsewhere in nature. I think of birds and how the males are generally those with the brighter and more colourful plumage as compared to females. Perhaps transvestism is an echo of our ancient relation to the avian species?

katie
katie
8 years ago

Katie
I feel more comfortable when I am wearing women’s underwear and clothing but my wife is not very excepting of my desire

tara
tara
8 years ago

my wife loves me dressed and we have matching lingerie and clothes.

Slippy
Slippy
8 years ago

For me, the desire to cross-dress comes from a feeling of ugliness as a man.

I’ve always found women so attractive, desirable, and feel myself so undesirable, that I get great satisfaction being figuratively “on the inside, looking out from" the alternative sexuality that I admire so much. So in this respect it’s narcissism and vanity, and more of a need not to be me than to pass as a woman. (I know I can’t pass as a woman, but I still get there psychologically.)

Plus, it’s less work than body-building, which I guess is a vanilla alternative.

Ginger
Ginger
8 years ago

I have always cross dressed for the sexual thrill of it. I am very submissive in bed and like the feeling of being sexy for a man. It gives me a very feminine feel and I seem to be treated better as a woman rather than a man. Men tend to look at you as being more pretty when made up in makeup and lingerie. As a woman even though I am not passable men still seem to be more attracted to me. It may be a shallow way of looking at things and a self esteem issue but I… Read more »

Danielle
Danielle
8 years ago

I love to dress, love being a woman, it comes from deep inside this need and it is a very big need! But when I go out I am very passable and getting better all the time, it makes me feel so good when I get asked where did I get what I’m wearing or complimented by women how good I look. Hopefully one day we will be able to go out without worries, but if more and more of us took that step, things may change quicker than you think 🙂 I am lucky to have the support of… Read more »

Brown John
Brown John
8 years ago

Now I am 47 years old straight man. The desire to wear panty and bra exist since childhood. During teenage, the objective of getting into female inner wears is mainly for masturbation. Now, sometimes I will be in complete female dress inside my male attire for the whole day before ending with a masturbation towards end of the day. Some views says that I turn into female to create an imaginary female to have sex with. The desire to try different type of clothes also increases, preferably newly washed clothes worn by another female and not a brand new cloth.… Read more »

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