Crossdressing Men

The number of crossdressing men has increased considerably over time and I have always wanted to find out the reason for this. Here is an article from my dear friend Helen in New York (hence the word 'pants' instead of 'trousers'!. This is open for review and speculation so don't be afraid to post your comments.

Zoe x

Developed countries, in particular, are witnessing a surge in the number of crossdressing men. Though it’s more to do with personal choice, yet some people have wrongfully attributed religious overtones to this practice. Anti-Christ, anti-humanity, anti-society, are some of the tags that the crossdressing men have to counter on a daily basis. However, the discrimination seems misplaced and unfair when you compare men with women. No one bats an eyelid when a woman walks down the street wearing jeans or pants, but a man wearing a skirt or any other woman’s dress would immediately draw stares and howls from both men and women.


Apparently, this attitude seems prejudiced against men. Even if we dwell a bit into history, there seems to be nothing wrong in men getting dressed in women’s attire. Men wearing skirts was a common sight three or four centuries back. However, the attitudinal shift started when for the sake of convenience, pants were designed to ride a horse. The idea, somehow, got stuck as more men started wearing two-legged garment on different occasions and different purposes, like staving off cold and preventing legs from the elements. Even women developed the liking for pants for the obvious reasons and started wearing them as an alternative to more feminine dress, like skirt.

However, this crossdressing didn’t raise many eyebrows. People accepted women wearing pants as it was considered as a garment with multiple benefits. But when men started crossdressing, the same people questioned their motives invoking religious dogmas and conservative reasoning.

The arguments that crossdressing men often give in any transvestite discussion include:

1. All those who think that crossdressing is some kind of sexual perversion can’t explain why even some kids like to dress up in their mom’s clothes, at an age when they don’ know the meaning of sex.
2. Crossdressing is a matter of personal choice based on convenience and natural instincts. There’s absolutely no sacrilege in dressing up like a woman if a man feels he is more comfortable in a woman’s dress.
3. There is a difference between those who dress like a woman and those who act like a woman.
4. There is a sense of ‘anti-socialism’ in some men that compel them to challenge the pre-conceived notions of society about gender.
5. Some men simply want to look like women because they are not satisfied with their boyish looks, and this explains why they crossdress.
6. Perhaps, the most bizarre reason for crossdressing men is the ‘fashion statement’!

The reasons for crossdressing men are many but there is no unanimity on any of these reasons cited by the advocates of crossdressing. The popularity of crossdressing among men has even attracted fashion houses that are coming up with designer wear for the men looking to dress like a woman. Some of the dresses in vogue include lightweight cargo sarongs and hiking skirts that can be converted into shorts during summers.

At the end of the day, it’s just a matter of personal choice. Society needs to show much more maturity and accept crossdressing men as integral parts of every day life.

Just my view.

Helen xxx

If you have a website dedicated to Crossdressers and want to have a link to this page on your site then just copy the code below and paste it either in one of your pages or your link directory.
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Other related articles you may find interesting:

  1. Introducing Zoe Freedom (thats me)
  2. Why Do Men Crossdress?

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  • Toni
    I have been worn girls/womens clothing since I was a kid, I think the first time was when I was three, I didn't know any different. I am now approaching 30 and still do it. I was "told off" the first time, so I kept it secret, unless we were playing dress up games, it wasn't until I was in my teens when I had to do some drama at school as a women that I started dressing more at home. My sister knew at the time, she wasn't happy at the time, she now orders me clothing from catalogs and is happy with it.

    I don't want to be a women or look like one, and it's nothing sexual as most people perceive. I just love the freedom a skirt or dress gives me, it is so much more comfortable than trousers. I can't remember the last time I wore mens clothing in bed, it's just not for me. It has cost me a few friendships, but if they can't except me for who I am then I don't want a "friend" who tries to change the way I am.
  • robert
    I don't believe a man or boy wearing a skirt is crossdressing. Crossdressing identity only applies when and if you, the individual, attempt to pass yourself off as a female. I have worn dresses and skirts all my life. Never have I attempted to pass as a female. I keep my hair cut of your usual male, I don't wear bras (nothing there), but I do shave my legs. I shave because if bald spots on my legs, so it doesn't look right except if I'm wearing tights. I enjoy the comfort from these garments. Light summer dresses and skirts are more comfortable on hot days than pants or shorts. Pants and shorts can and do cause rashes that itch (most guys know this). I've gone shopping at stores dressed and have gone to parks to enjoy the summer breezes, absolutely NO ONE has ever made negative comments to me, but several women have told me that at least one male knows how to dress for the sumer weather.
  • Kelly
    I have been a heterosexual crossdresser since i was 10.I am now in my 30's and still love dressing up. I dress up only at home mainly but have walked around the block a few times at night wearing a skirt w/pantyhose and hi heel boots and a wig.I go to halloween parties dressed up as a schoolgirl or a hooker as its alot of fun.
  • Robert
    Kelly, if your worried about being made the only thing your doing is putting more stress upon yourself. It can affect you both physically and psychologically. A lot of guys who xdress sometimes commit suicide or wind up engaging in criminal activity.
    You need to get dressed. Dress conservative, a black pleated skirt or a kilt, use a pullover shirt (polo), no bra, underwear of boxer briefs (no lines). Go grocery shopping for a few things. You will discover that as long as you don't ACT weird most people will ignor you. Once out, stay out, go to a park during the day, go to the library and read a magazine or a book. (stay out of the childrens' section for obvious reasons) By doing this you will find out most people don't care what you are wearing, but you behavior will be watched. After a couple of times of doing this you will become relaxed and more accepting of yourself. Just remember to act the same as if you are at the auto parts store in jeans and a t-shirt.
  • Kaye
    I do not think the percentage of Crossdressers has increased in recent times. I believe with anonymous resources like the Internet we have a voice without having to put forward a public face. Also people have become stronger emotionally and are more prepared to tough it out and stand for who they are. I have no desire to cause confrontation with the people around me, but I am also not prepared to cower in the corner anymore. My children are indifferent and supportive. I'm still the same Dad I've always been. I am proud of who I am' and wish with all my heart that a man could walk down the street wearing any damn thing he chose. Love, Kaye.
  • Zoe
    Well said Kaye,
    Emotions play a big part in any crossdressers life. Something I found out that the more the desire to dress the stronger the emotions become to deal with uncertainty.

    Zoe x
  • AndrewBoldman
    I really liked this post. Can I copy it to my site? Thank you in advance.
  • Robert
    feel free to use my comments as I support men in skirts. I also believe that men should be allowed to wear dresses. I've worn dresses since I was 11 yrs of age. I was not forced, but encouraged by my mother. My mother believed that boys as well as girls could wear them. She dressed myself as well as my brothers in dresses, she also let my sister wear pants. She said clothing is not gender related, only people with narrow minds thought so. She said up until the 1940s you could buy boys dresses from stores and mail-order catalogs. Her brother and male cousins wore them
    as children so we could as well.
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