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.

Crossdresser Superstore

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

OMG its 100 here and after a long day in a hot ass building working my balls off in this heat i got to come home and thow on a skirt and let it all air out feels soooooo damn good

william
william
11 years ago
Reply to  todd

Amen I agree. Skirts keep men cool with there package. I love them cause there open and refreshing and like this person I sweat like no tommorow. Also the reason I wear women clothes is because they are more comfortable and they have so much more to choose from and are not so plain like most men clothes.

dorthy
dorthy
11 years ago
Reply to  todd

its 100 here to but even nyloyons make u feel cooler nice small sexy panties maybe even lace nylon or lace blouse lipstick nail polish high hills and walk outside over vents soo nice

scott
scott
11 years ago
Reply to  dorthy

Yes the mens design and selection is by far the worst I have ever seen. Why would you even buy any of that junk. Womens clothes are lighter, brighter, and more comfortable to wear. Hands down the reason I crossdress to enjoy real clothes.

rick
rick
11 years ago

This is interesting for me….my brief story is when I was 3 my dad died my lovely young mom was a widow. Sometime after dad died, one day mom was putting on her stockings, garters and beautiful lipstick and I wanted lipstick on me. So she put it on – I was probably 4, and she did it several more times. I liked it, but was shamed by a male friend/neighbor who came by one afternoon while I was wearing lipstick. He looked at me and started mocking me saying I looked like a little girl, and I remember him… Read more »

Blake
Blake
11 years ago

To Rick,
So very cool.Loved the story,and hats off to ya.Men need to be liberated !

Blake

Rick
Rick
11 years ago
Reply to  Blake

Blake, thanks for the reply. Took me a while to respond. I really don’t know what’s happening on my end, because today my wife and I went thru her intimates and she made a pile of her panties that “don’t fit anymore", including some lacy totally feminine bikini light green satan, and a few totally lacy panties. I’m baffled that she thinks it’s so cool for me to wear them. I’m delighted because the only time I will wear white cotton men’s underpants now is under my jock strap/cup I wear when playing infield softball in a men’s league (I’m… Read more »

diamond tweeks
diamond tweeks
11 years ago

Mine’s a strange one because I’m split right down the middle, one side of me is all rock macho man love woman to death which is how I am 98% of the time and there is the other side to me that couldn’t be more different, different as in girly to the extreme! and that’s where cross dressing plays a hand, I cross dress purely for sexual gratification, they say cross dressers aren’t gay but I do beg to differ because when I cross-dress I want to be with a man so much, OK yea I am bisexual but I… Read more »

Blake
Blake
11 years ago

For me on the skirt and so on subject,i like female clothing better for many reasons,but,it has nothing to do with arousal
or trying to look female…I just like what i like simple

best to ya

Blake

Rachel
Rachel
11 years ago

Yeah, I’m pretty much on the same page as you guys. I still like women and think they are sexy, but a lot of times, if I see a sexy girl on TV or even in real life, I.get jealous becuase I know that, as a man, I will never be as soft, silky and feminine as some women out there. Maybe that’s just the whole male.dominance thing of wanting to be the best, but, I have never been as turned on as when I think about playing the girl and letting some muscly, strong guy (exact opposite of me).turn… Read more »

dorthy
dorthy
11 years ago
Reply to  Rachel

on jelous subject i wish i was female cause they get away with cheating dress code i find myself staring in jelousy instead of focusing on work this won girl wears white short and i think about there periods i get trying to tell what kind panties she wears with it she hides them well

dorthy
dorthy
11 years ago

me my favorite is wear a negligee to bed or dress u don’t even sheet to bed u can feel cool breeze of airconditioner up your dress a slip nylons are even better i am getting more confterable around my kids i cant wear it out cause wife dont accept but i cant wait for kids to go out so i can go full time female truck driver i drove in military and itreally helps u see the sexy things girls do in a car and pink lipsick is hardly even vissible in public i wear it as chapstick and… Read more »

Kathleen69
Kathleen69
11 years ago

When I was little I was molested and a few yrs later I was dressing in my mom’s clothes. I’ve been doing it for 30 yrs and will continue til the day I die. What was done to me then, I felt like a woman. Maybe that mind set is what got me started, not sure.

dorthy
dorthy
11 years ago
Reply to  Kathleen69

i feel sorry thats what started it

Blake
Blake
11 years ago

To Rick,
RIGHT ON…she wants you to wear sexy undies,thats why she did what you said she did.That is just freaking fantastic.Take advantage of it.I would.My g/f and i are talking about doing
small implants for me.So now the ball is in my court to decide
to do it or not,she even said she will pay for them.How lucky
can a guy get !

Sinned14
Sinned14
11 years ago

I’m in my late 50’s and have had a penchant for wearing women’s clothes srince I was about 8 years old. Several years ago I started wearing women’s underwear and hosiery and don’t wear men’s underwear at all now. My wife accepts this and I think encourages it. One day out shopping in a supermarket a skirt was on the cheapie rail and, on a whim, I asked if I could buy it and she agreed. That started my skirt wearing and I wear them in the house whenever I can. I bought many different skirts off ebay. My wife… Read more »

maria rupert
maria rupert
11 years ago
Reply to  Sinned14

Hello, My boyfriend enjoys dressing as a woman in skirts and dresses and has lots of high-heeled shoes that he’ll wear around the house a lot. He says he likes the freedom that skirts provide with or without a thong. He wears make-up when he dresses as a woman and I must say he applies very well. This is a new world for me. Going out in public with him as a woman is quite challenging for me. I love the man that he is and I don’t want to lose sight of that part of him but I do… Read more »

Natalie Jones
Natalie Jones
11 years ago
Reply to  maria rupert

Hi Maria,
You sound a very understanding person,and your boyfriend’s lucky to have you (you’re lucky to have each other).I can see why you don’t want to lose him as a man,and it must be challenging (for both of you) going out.
I hope you find a balance,and keep talking with each other.
Natalie x

jaydh
jaydh
11 years ago
Reply to  Natalie Jones

You sound like a great person. One would be lucky to be with you.

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