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.

En Femme Style

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?

EnFemme

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Alana
Alana
12 years ago

I told my wife that I would stop wearing dresses as soon as she stopped wearing pants. She burst out laughing and saw the ridiculousness of our gender roles. For my birthday, she bought me a magenta nightgown and robe. It’s fun and has brought us closer together.

todd' class='avatar avatar-64 photo' height='64' width='64' />
todd
12 years ago

Blake lol i enjoy it again its another thing i find relaxing… yeah i know its not good for you but many things in life we enjoy are not either

Johnny
Johnny
11 years ago

I felt the need to put make-up on when I was three. I saw my mother putting it on, and I wanted to experiance the feels of it. Little boys love all things related to their mommies. My dad was always gone working, and my mother was there instead. I may have felt his presense, however mother’s was paramount. One day, I got into her make-up, and tried to put lipstick on. It was a really dak red shade. I loved the smell and feel of it going on! My mom caught me, and started to call me a sissy.… Read more »

ted green
ted green
11 years ago

It is such a stress relief for my self I find my self in a relaxing state of mind body and soul feeling pretty and soft is such a a great feeling for my self

Miraim
Miraim
11 years ago

Hi again, It’s Miriam with an interesting story that happened this past April weekend. A life long friend of mine, that knows all about me since we were 14 asked me to help with a situation concerning his son. It seems that a few weeks back while he was doing some painting in the house, he was clearing out a closet to be painted and came across a pair of high heels, a dress, and some underware. When his son came home from school that day, he sat him down to have a talk and to try and understand what… Read more »

Jes
Jes
11 years ago

My boyfriend loves to CD. I love it on him. I have so much fun going out and gettting him new things. I pick out sexy outfits for him to wear. I think he now owns more high heels now than I do. It does add a little fun and excitement to our life.

jordin
jordin
11 years ago

like so much woman who likes cd
Wanna to talk to one who like that

amy
amy
11 years ago

i dont no how to beging maybe sum1 can help me understand 10 years ago i was w/ a man who i found out liked to cross dress i couldnt understand it i thought he was gay or bi so ultamitly our realationship after 14 years ended there was other factors involved besides the cross dressing so any way i played the dating game 4 five years after that and then finally met a man fell in love had a child and 6 years later i find womens clothes in his drawers and a dildo and i am just soooo… Read more »

Cheryl
Cheryl
11 years ago
Reply to  amy

Amy to start with there is actually a very high percentage of men in the world that crossdress. Some estimates go as high as 20% but cannot be verified because most crossdressers bare such high guilt that no one ever knows about it. The numbers are mostly pure speculation but alot of men do it (80 to 90% are not gay or bisexual). Crossdressing has gotten a bad wrap from the main stream media who always sensationalize the transvestites that hook on the street corners. Crossdressing is mostly an underground subculture made up of mostly heterosexual men. From world leaders… Read more »

Just a girl
Just a girl
11 years ago

So I met a man, a wonderful man, began to fall for him and he shared with me that he is a cross dresser. I care for him very deeply and want to understand, but he can’t explain why he does it. Can anyone help provide some insight or advice for dating a cross dresser? I’m struggling with this, and maybe that means I’m not the girl for him….but I’d really like to try.

Cheryl
Cheryl
11 years ago
Reply to  Just a girl

Just a girl, you don’t have to try. Just do it. Feel good that he has been brave enough to tell you right up front. It sounds like he is a well adjusted man and is comfortable in who he is. There is absolutely no answer why he, or the millions of other guys do it. Yes I said millions!!!! It is much more common than you think. Most crossdressers are heterosexual men. They dream of having a loving woman that won’t riticule them for being who they are and doing what makes them feel good. It is a simple… Read more »

Blake
Blake
11 years ago

OOOOKAY people,short skirt wearing time again.But actually i never stopped,when its cold out i just wear leggins with it.I
think i have about 14 or so skirts.I still really like the plaid pleated or solid colour A-line of course.I got one recently from Taiwan.Its blue/grey/black and its real wool.Dang the fit is so nice….

Blake RWTSG (Rock With The Skirt Guys)

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