Notice: register_sidebar_widget is deprecated since version 2.8! Use wp_register_sidebar_widget() instead. in /home/crossdre/public_html/wp-includes/functions.php on line 2839
Crossdressing Freedom » Blog Archive Crossdressing Men » Crossdressing Freedom


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

Tags:

  • AndrewBoldman

    I really liked this post. Can I copy it to my site? Thank you in advance.

  • AndrewBoldman

    I really liked this post. Can I copy it to my site? Thank you in advance.

  • 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.

    • http://crossdressingfreedom.com/ 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

  • 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.

    • http://crossdressingfreedom.com 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

  • 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.

  • 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

    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.

  • 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.

  • 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.

  • 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.

  • 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

    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.

  • chloe_louise

    Cross dressing isn't when you try to pose as a female thats either Shemale or Transvestite or infact Drag queen, cross dressing has nothing to do with trying to look 'female' otherwise it could eb concidered somewhat gay. It is about feeling sexy and rather kinky too.

    If you enjoy wearing skirts and female clothes that doesn't necessarily make you gay either, look at Eddie Izzard. I think all men should be able to wear what they want, if women have fashion where they wear mens shirts and jeans, why can't a man wear a skirt? The Pope wears a dress.

  • Robert

    I totally agree with you as to men should also have the ability to wear dresses or skirts. Crossdressers though take it a bit further, they wear stuffed bras, pantyhose, and apply make-up to appear as a female. Why can't a man or even a boy for that matter wear a dress or a skirt without the connotation of being a crossdresser. AS long as he still looks like a male (no make-up), legs unshaven and a normal male haircut. In Japan you can buy mens' skirts, as well as some European countries. It is here in the U.S. that males who wear these garments are either harassed or assaulted.
    Most people don't even remember that up until 1947 you could actually buy your son a dress in some department stores or by mail order. (hisclo.com, Robert Moore's photos). A mans' nightshirt is almost immpossible to find except on line. There are even photos of Presidents Roosevelt and G. Ford in dresses as young boys online.
    Considering this was only 60 to 70 years ago, isn't it funny how short some peoples memories are of what was acceptable for boys and men.
    I know Eddie Izzard performs in skirts, but also 100 Monkeys performs in dresses.
    their photographs are on the web. The main thing here is getting it more acceptable for men and boys to be able to wear dresses or skirts. I have a friend who has her
    2 -3 yr. old son in dresses because it is so much easier, according to her, to change
    him if he soils himself. Since I don't have children I wouldn't know the degree of difficulty. If this is true however mothers should demand that dresses become more available for their sons. They don't have to be lacey, frilly or the like, they could be designed with toddler male designs like cars & trucks or the characters from Sesame Street or Diego.

  • Tony

    I live in the UK, and yeah when I am away from London I get some funny looks, but in London you can more or less wear anything. I have spend a bit of time in Australia as well, there it is fantastic especially in the larger cities such as sydney and melboure as quite a few blokes wear Sarongs. I have do say I do like the frilly clothing, nothing to much though. My favourite skirt is a black silk sequined around the waste, ankle length, it is so comfortable.

  • Rhonda

    Hi Zoe Just wondering who determine girls clothing and boy clothing ,
    why can't a person choose what kinda clothes they want to wear without
    being labeled this or that ? I like to wear girl like clothes but I
    don't want to be girl . Rhonda ps you look great

  • zoefreedom

    Hi Rhonda,

    Great to hear from you and thanks for your comment.

    Yes it's a shame us guys can't wear what we want. In fact I know a lot of men who don't want to dress as a woman but just want wear clothes outside. The only way they can do this is to go the whole way.

    I would go as far as saying that if every man who desired to wear high heels wore them everyday then it would soon become a trend and after a while it would be accepted as a fashion statement.

    Enjoy your day.

    Zoe x

  • Jacky

    Hi Zoe
    I am new to this
    Have always had the desire to dress but unfortunatly life gets in the way I cannot dress at home

    Are there any places I can go to spend time dressed as a women ?

    I have tried transformation and it was a great experrince But expensive !

    I have not got my own clothes so that s a problem as well

    Any ideas or help would be appreciated

    Thanks

    Jacky x

  • zoefreedom

    Hi Jacky,
    I have been to Transformation myself and yes I found it to be very expensive, I guess as they are not appealing to a mass market they have to 'grab what they can' in order to keep going as a service.

    My advice would be to join http://www.tvchix.com. There is an event calender which tells you where and when other like minded people meet dressed up. If you are in the UK it might be worth searching Yahoo Groups as I guarantee there will be a support group near you. You can go in 'Bob' mode and check out the group or the venue on your first visit to get comfortable. There is always a moderator that will help and advise. Once you meet other like minded people they will be able to let you know the best places to shop, stay, go and store clothes.

    Hope this helps.

    Zoe x

  • bobbie13

    Rhonda,
    Society determines what is appropriate clothing for males or females for that matter.
    Those with more common sense know the in reality clothing in and of it self is gender
    neutral. Look at the tags sewn in, usually it does not say womens or mens, just the manufacturer and size. The same can be said for boys or girls wear. However when the same garment is advertised on the television or radio, the word womens or mens
    will be stated. This propaganda is strewn over the airways, it is also put in print.
    Unfortunately it is also displayed the same way on the web.
    Like I said earlier, only 65 to 70 years ago you could buy your son a dress or a skirt.
    You ACTUALLY bought them in the BOYS SECTION of department stores or were available by mail-order. If you type in today, BOYS DRESSES, you will be taken to a dress site but it will say GIRLS once you get there.

  • robbi

    I love the feel of tight black panties and a bra and panty hose. I don’t dress public but do wear my panties, bra, hose, and garder belt under by levis when I go to the grocery store shopping. Love the feeling wondering what other shopper would say if they knew my kiky side! Don’t have any desire to wear dresses in public but do at home. I cd because it feels good, I have a kiky side, and maybe I’m secretly challenging the public taboo that men shouldn’t wear women’s cloths.

  • Helen

    I’m in my seventies, still dressing regularly and enjoying it. I love the feel of skirts or dresses swirling round my legs. I also take pleasure in making sure that underwear is appropriate to outerwear. I go out occasionally and even arrange to meet other cross dressers.

    • Tracy Burton04

      Hi Helen. My name is Tracy i too like the feel of skirts or dresses round my legs. I also like sexy unerwear and suspenders and stockings.

  • Cristal

    This halloween my wife and i went to a party her as a man me as a woman.We went out shopping for clothes and in the men dept. no one even paid any mine to her going into men dressing room trying on mens clothes,but when i wanted try on dresses bras and slips and other women clothes they made a big deal out of it (i was as red as the dress as i wanted to try on) and made me go to the mens dept dressing room to try on my clothes and a lady stood out side the dressing room waiting till i was done.wilsstv@yahoo.com

    • stephine

      Hi Cristal.I must have just been lucky.Because I’ve never had any problems.I do ask most of the time if I can try the items on.Sometimes the sale’s people will walk with me and open a stall for me. good luck.

  • Girly Goth

    Perhaps this is slightly off topic, but I think it is interesting how much more accepting the “gothic” community is of crossdressing when compared to the rest of society.
    I have posted photos of myself wearing tights onto a Gothic subculture social networking site (albeit ripped for the Goth factor ;]) and the only comments I received were compliments from girls telling me I looked sexy.
    In fact, I have seen multiple crossdressing men on that very website, all of whom are accepted, admired and confident. (And by cross dressing I don’t mean a male wearing some eye liner. I mean men in dresses, tights/stockings, high heels and wearing make up).
    My ex girlfriend (we were together for 8 months) was the first person I told about my desires. She is also an advocate of the “gothic” culture (God damn I hate labels) and she wasn’t even too surprised. She said “you’re gothic, it’s expected for you to have a fetish”.
    If you want to check it out further, I suggest you look for Marilyn Manson on YouTube, and it won’t take long for you to find him cross dressing (he is but one example of a vast plethora).

    I enjoyed this article,
    Girly Goth ;D

  • Robyn

    I crossdress for many reasons.
    One is that male clothes are hard and scratchy on my skin.
    And male clothes are drab and colourless.

    • Dritter734

      i agree 100 percent…im 59…cd since 4….normal life…still in closet….straight…sensuality and pleasure…thats why i dress…i walk into a department store…find a sea of color and every fabric imaginable on earth…where…lingerie dept…mens underwear….give me a break…its sucks…the selection sucks… womens lingerie is like a viagra pill…if you know what i mean

      • Stephine

        I feel the same.My wife and i go’s shopping together.I’m busting at my crotch to get home and wear what ever we have bought.I can go from non horny to a hot sex slave in seconds.

  • Susan_thompson28

    Hello girls, I’m a 71 yo crossdresser have been since I was about 12, I am one of the lucky ones my wife supports me a 100%. We love to shop together we have differnt taste in dress but both have fun. I’mwearing a gray skirt, pink blouse, pink bra and panties,black hose and pink heels, as I write this. Just want to say hello and hope all you girls are enjoying yourselfs.

  • http://openid.aol.com/warrenwickes Your NameWarrenWickes

    I have done a lot of amateur theatre work[acting]. Now I would like to play a role as a woman if I can find the opportunity. I feel comfortable in skirts and blouses.

  • GILLIAN

    I am fortunate enough to have a great friend who likes me as a ‘woman’ more than when I am my natural self. Of course, she still like ME, but she prefers the ‘girly me’ much more.

    I have a huge collection of clothes and underwear and I dress when its convenient to do so. Going out in a nice new outfit is an amazing feeling and I become a completely different person.

    I think the reason I dress up is nothing more than a challenge to do it nicely and well.

    Mens clothing is nothing short of boring and drab. Women’s clothes are exciting and beautiful. The range of styles and different fabrics are wonderful, and I just like the opportunity to wear such lovely things and create a beautiful woman. The kind of woman ”I myself” would like as a companion or partner.

    By the way. Sex is furthest from my mind, and the horror of someone thinking or suggesting that I might be gay is my biggest fear. FOR ME IT IS AN ART FORM. NOTHING ELSE.

  • Dritter734

    i’ve cross dressed since 4 …secretly…through elementary , high school, college , during my marriage of 20 some years…i’ve read and researched…bottom line for me…its all about freedom to experience sensual pleasures….i love freedom…i love feeling good…i love the feel of silk and lace against my body…am i a girl ….no….do i want to be….no…..im a man who loves everything….including womens clothes….i was raised by straight hard working parents…..church every sunday….etc….prudes and the puritan ethic try to control …it just damm sucks….thankyou

  • Diamond Gurl36

    i am 33 and started wearing my moms and sisters bras n panties when I was 14. I would wear them all the time under my clothes and when they would leave I would fully dress up including make-up. Now I love crossdressing i do it alone cuz where im from its not accepted. I’ve always dreamt of being a woman and I love every aspect of the female body. I do my best to be as beautiful as i can i just need to find somewhere or some one I can be comfortable with this so I can just have a closet full of dresses n skirts panties in my very own lingerie drawer.

  • Steph

    Hi

    My name is Steph. I am a 57 year old male who has now been dressing fem
    since just before Halloween. It all started as silly play with me putting on her panties and she said it looked hot.  I began getting my own things and she continued to tell me it looked hot.  Soon I had a few outfits and we had decided to switch roles for Halloween.  The big night rolled around and I had been practicing. I think she was even shocked how well I looked, I know I was.  We went out and I felt I actually was passing as a female.  After Halloween I asked my girlfriend how she would feel if I did not want to stop dressing as a female.
    She said it would require some adjustment, but that she loved who I am on the inside and the rest was just a shell. 

    We now go shopping, out to eat and plan to golf together as two girls.  I have shared it with some of my closest friends, some of my customers and even a few people of authority in the community.  My sister knows but at this point chooses not to talk about it.  I think she is hopping it is a fad that will go away.
    When I was young I experimented with a same sex relationship, which felt just completely wrong for me. I love women and know I am not a gay man. 

    I do most of my shopping as a female and nobody knows unless I choose for them to know.  I do want to pass as a female to the public in general. Those who I share this with want to know why.  Because I feel free, as some have said. I am free to talk about feelings and free to cry if I choose. I am able to express myself in ways I never could.  I am an addict and an alcoholic. But clean for 10 years now.  I was in trouble many times when I was young.  I always felt like I was searching for something.  Today I am free of so many things that held me down. I wish I could share the feeling of freedom I have found.  People say they love how I smile now.  I love looking in the mirror.  What I do today hurts nobody, but does make for a better me.  A softer  more gentle form of the old me.  One who really cares about things that he was indifferent to in the past. I don’t care if the whole world knows. I am truely happy for the first time in my life.

    Hugs and Kisses
    Steph