by Skirtsnhose on May 4th, 2008

Skirtsnhose

Question

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How many men wear short skirts, pantyhose, and high heels publicly as a man, like I do? Who has seen a guy like me out and about?

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Answers. 76 helpful answers below.

  • by jtolb65 on May 4th, 2008

    jtolb65

    When I was managing the Men's Sportswear department at a department store, we had a man want to try on some dresses, but he wasn't allowed in the women's dressing room. We brought him down to the mens dressing room.

    An older lady asked me, "Why don't you throw that faggot out of here?" I told her, "First off, he's not gay, and second if we threw out all the homosexuals in this building all that would be left would be you, me and HIM!"

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  • by meowry on May 4th, 2008

    meowry

    It was years ago, but I did see a big, strong black man wearing a woman's "power suit". Miniskirt included. It may have been the highlight of my day.

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  • by amywasmark on July 5th, 2008

    amywasmark

    i wear womens clothes ALL the time ...i am a man and i do not hide that fact. i do NOT pass or even attempt to pass as a woman. i just enjoy wearing dresses, skirts, blouses and of course womens shoes ...especially heels.
    i do shave my legs and have longish fingernails which i have manicured regularly. i have rarely had any negative comments made ...but occassionaly some laughter...but who cares

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  • by anonymous on May 23rd, 2008

    anonymous

    '

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  • by APACHEmeansENEMY on May 16th, 2008

    APACHEmeansENEMY

    I'm from San Francisco...That means that I have seen this often!

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  • by DorkPangs on May 18th, 2008

    DorkPangs

    I live in Los Angeles, and I know plenty of men of varying orientations and tastes who'll dress up like a woman, most though only do it for an event. I go to the Rocky Horror Picture Show every Saturday night, so... quite a few.

    Some guys do it every day, some are just weekend Trannies. Some are straight, some are bi, some are gay. Some look great, some... need improvement. In any case, the ones whom I've asked have said they rather enjoyed it, though they hated heels. Heels are mostly made for women, and have trouble supporting the weight of a man. Plus, most men don't know how to walk in heels. So, they opt for platforms.

    So, how many? Uh... 50ish? I don't know...

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  • by good ol boy on May 4th, 2008

    good ol  boy

    I used to run a 'tranny bar' although your particular fetish does nothing for me , yesterday I saw 2 elderly transvestites toddling along the sea front in full drag,I have yet to see a truly stunning transvestite, they are usualy extraordinairily ugly hybrids as these 2 were.

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  • by Anonymous on January 3rd, 2009

    Anonymous

    I LOVE to wear women's clothes, they are so much nicer than men clothes and a lot of fun to wear. I often wear skirts, blouses, dresses, nail polish, and high heels in public. I'm not even close to being gay and I'm not trying to look like a woman. I get a lot of strange looks and I get laughed at an awful lot and I get a lot of wolf whistles, especially when I wear a dress in public, but I don't pay none of it any attention. I'm very happy doing what I'm doing, it is a lot of fun to do something different. I encourage other men to give skirts and dresses a try, you will love them. Wearing them in public is not even close to being as hard as you might think it is. You only live one time, get out and have some fun.

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  • by Anonymous on May 16th, 2008

    Anonymous

    I don't know how many and no I haven't seen any guys wearing anything but the usual guy type clothing. I guess I live a sheltered life :)

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  • by LeeLee Chickybabe Avenger SLAB on May 4th, 2008

    LeeLee Chickybabe Avenger SLAB

    All the time Hon!

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  • by Gingerminx on May 4th, 2008

    Gingerminx

    There sued to be a guy like that who got on my bus. He had a full beard as well.

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  • by NY-EastcoastRailRoad on April 10th, 2010

    NY-EastcoastRailRoad

    I wear tight contoured bikini panties all the time under pants or shorts, with my penis between my legs and it gives me the round smooth look of a woman in front which I desire and enjoy. I don't own any mens shoes but several pairs of flats and loafers and three pair of 3-1/2 inch high heel shoes. I wear all my shoes in public with black knee highs and no one notices, or if they do, haven't said anything yet. It's fun and it makes me proud, honored and privileged to always be wearing my tight panties and high heel shoes or flats.
    Nobody has mentioned it, but sheer nylon nighties and house coats are my night wear and I use a pair of Steve Madden Skorch or Kotton flats as slippers in and around the house.
    I believe more men wear women's clothing then society thinks and a lot more of them are coming out into the open and it's about time.
    I see nothing wrong in it and it's really nobody's business what a person wears either under regular gender clothing or clothing of the opposite sex.
    Everyone has to right to dress the way they feel. For some, yes, it may be highly sexual and exciting, but for most of us guys, wearing panties, hose, flats or high heels, skirts or dresses is because we feel more comfortable and relaxed in them and it helps us keep in touch with our feminine nature, which by the way, every man has.
    Some of us usually wear an article or two while others wear a little more and some go all the way in wearing womens clothing. Nothing wrong it that. When was the last time a man, or a woman for that matter, was arrested and put in jail just for wearing articles of clothing of the opposite sex?
    If women can wear pants with zippers in front, mens jockey shorts and shirts, mens shoes and hats, then men fully have the right to wear women's clothing too and in public without
    harassment and embarrassment.
    With society permissiveness being the way it is, guys are now going into women's lingerie and clothing stores and openly buying these things for themselves and I myself have no problems in buying shoes at J C Penneys, Sears, or panties in Target, Victoria's Secrete or other places.

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  • by Anonymous on October 22nd, 2009

    Anonymous

    I do it alot. I think mens and womens clothing is interchangeable. It started as a fetish and i asked my girlfriend if she would wear tights/pantyhose and she said she would only do it if i did, so i bought a pair a black tights and put them on under my shorts when we went out. Then for halloween she bought me a skirt and a pair of heels, so i wore them and loved the skirt and heels. I often go on dates with my girlfriend wearing my black tights, knee length skirts, and my 4 inch heels. She loves seeing me in them and has started wearing tights/pantyhose. I dont think its wierd for men to wear womens clothing. I also dont try and pass for a women, if you saw me out in public you wouldnt confuse me for a women, except for the fact that im wearing Pantyhose and Skirts, I look like a man but i have an appreciation for womens clothing. Any man who thinks wearing womens clothing is gay, is not secure enough in his masculinity to wear womens clothing. Men shouldnt insult other men who wear womens clothes unless they try it.

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  • by NoMorph on May 18th, 2008

    NoMorph

    A few in Austin, TX, mostly at night though. I'm sure there are many who are afraid to come out and show themselves.

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  • by starblast123 on April 9th, 2011

    starblast123

    actually i wear skirts and all the above and im a 17 year old boy i told my familywhen i was 10 that i was a crossdresser my family was ok with it my mom lets me walk around in my house like that and when we go ontrips but not around the neighbors i understand why and all my neighbors are my friendsbut i still dont tell them they only know that i do it for holloween but i basicly can do it anywhere else this week im going on vacation to the grand canyon people cant tell im a cross dresser becuase i grew out my hair long like a girls and my docter gives me pills that give me you know on the chest (boobs) and my voice already sounds like a girls so i blend right in but im not gay im a cross dresser one boy found out becuase he thought i was a real girl and tried to hit on me so i told him and he was gonna run and tell his friends but my big bro beat him up for trying to rat me out but at school i can hide it by wearing wraps my doctor gave me to hide it the picture that should be there is me in las vegas last year okay thanks for reading know you know my sort of secret

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  • by Mary Evans is not mad on June 11th, 2009

    Mary Evans is not mad

    I am a guy that dresses up like a girl. I do not go out into public unless I look like a female. The reason behind that is because I still care what people think about how I look. It is just how I am. If I am dressed as a female, I want people to think I am a female.

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  • by Histiletto on June 7th, 2009

    Histiletto

    To wear these items of apparel as men in our western society, they are considered to be less than the people society wants them to be. In fact, crossdressing is one of the terms society uses to put down males, who choose to wear attire that doesn't fit the stereotyping they're required to wear as the idols society depicts for them. Of course, this ideal does not really embody most of the men and women it is suppose to be directed at. However, the aryanic concept is so fixated into the thinking of society, it's hard for most people to accept that men and women have the same desires and feelings, even though they are from different perspectives and individual personalities. Yes, along with their masculine tendencies, men also have feminine traits, just as women also have masculine traits. Since masculinity has become the ideal society applauds, women have been able to express and exhibit their masculine traits, while men had to hide their feminine tendencies or risk the ostracism of society. Kind of ironic those perceived big strong men of power and dominion have to cower part of who they are to fit the social ideal.

    Actually, this subject of appareling is a matter of personal choice. Who knows better what a person likes than the person themselves? For some reason, society has usurped this agency or right of choice from the individual responsibility it is meant to be at. Then standards with stringent guidelines were put in place to deter people from making inappropriate appareling choices from their own set of desires and feelings. Now we have people who have issues with the way society is controling things and they are going against many of the social rules that doesn't fit the sense of truth, justice, and mercy they have developed with in them. This outside the social box attitude is causing good relationships to severe when one person determines the other is deviant and perverted in their understanding of life.

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  • by Anonymous on October 23rd, 2008

    Anonymous

    I saw someone today at two different malls, ME in the mirror! No, wig, no makeup, just sharp womens clothes.

    1st mall 2" knee length boots, boot cut jeans, white crisp Liz Claiborne blouse and tan jacket. Bought a oversized Liz patent black handbag 100% incident free. Nice comments and smiles.

    2nd mall got courageous and change the jeans for a knee length black skirt, black tights, and boots. Shopped hard for a Red "Palin" powersuit. Curious looks and a few negative comments from older ladies.

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  • by dly645 on October 15th, 2008

    dly645

    I for one, I much prefer and feel more like the real me when wearing womens clothing and presenting myself as a woman. I go out in public about twice a week fully dressed as a woman.

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  • by Theby on September 12th, 2008

    Theby

    I invited a lovely guy like that to my 50th birthday party. He was the life and soul of the party and all my friends thought he was great.

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  • by Anonymous on August 5th, 2008

    Anonymous

    i like people like u but my mum almost caught me with tights on i need to get some but there is no were

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  • by Curiousgirl11 on May 18th, 2008

    Curiousgirl11

    A lot...I live in LA and my boyfriend just left me for one! Is that what they are called, cross-dresser? The person he went with was born a man but lives as a woman, but has no woman parts.

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  • by shammers still slogging along on May 4th, 2008

    shammers still slogging along

    Since most women don't wear panty hose anymore, I'm sure I've seen you.

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  • by czechmate66 on November 17th, 2008

    czechmate66

    I went shopping at Wal-Mart often in drag and I took my 13 year old son with me. One time my son was being funny and calling me a bitch, whore, etc. and one of the other customers said "OMG! How can that boy talk like that to his mother?" I started cross dressing with the shaved arms and legs, wig, makeup and everything about ten years ago mainly just on Halloween but then I started going to the gay bars like that and I got tons of attention from people that never noticed me before. Men bought me drinks, dinner, etc. but I found that most of them were married and/or confused men. I started dressing as a woman full time about four years ago; my boss at the phone company even allowed me to come to work in drag and they even made everyone go to a diversity class because of me. After about a month I just got tired of the extra time it took to get ready everyday and I quit doing it which pissed off my boss. I live in Orlando, FL which is part of the bible belt and I haven't seen any other cross dressers except at gay bars. One of my neighbors had a transgender son who was completely passable. I had no idea even after seeing her up close. So maybe they walk among us and we can't tell that they are there if they are passable enough. I picked up a hooker once that turned out to be a guy. I had no idea about her either until the panties came off. You can shove your balls up against your pubic bone as if they were undescended and then stretch your dick and hold the head of it in between your butt cheeks and put on tight panties and you will have no bulge. If you are skinny you don't have to worry about the hips. Good makeup techniques can hide facial bone structure. e.g. shave off those bushy eyebrows and paint them a little higher up.

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  • by Sheer Delight on November 17th, 2008

    Sheer Delight

    I have done this myself and it is a thrill. I am a straight married male. Nice to know other guys feel the same.

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  • by johnnybean on November 9th, 2008

    johnnybean

    i do and i feel sexy in them. it should be accepted fashion for men to wear womens clothes, women wear men's clothes allso

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  • by hannahXXbanana on November 1st, 2008

    hannahXXbanana

    I've definately seen it. depending on where you are, it isn't a big dealto most people.

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  • by halfandhalf on November 1st, 2008

    halfandhalf

    Skirtnhose,
    I spent years never going out in public because I could not pass. One day I just went out with very feminine heeled clogs, pink pants and a very femme blouse and some lipgloss. No other make up or wig. I live in a very conservative area. Did not have any problems and now I do it pretty regularly. If you cannot pass, why go to the trouble of wearing forms, make up and wig and just look more like a clown? At least I look OK I think. And others have told me the same. I dress pretty youthfully for my age, but I would not say tartily. I still avoid many places and will not venture into the main area of a mall. Maybe that will change one day and I will go everywhere. It is nice when people talk to you and they find out you are not a freak and you have kids and a wife. Sometimes I take my kids with me (because they want to come) and it really blows people's minds.

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  • by Andy Is Wicked Married to Penal Colony on October 27th, 2008

    Andy Is Wicked Married to Penal Colony

    Well, I don't know how many do this worldwide, but I have seen this before. Somewhat more unusual where I live, but I have seen it. You fellas can be very snappy dressers :)

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  • by JulieA on October 27th, 2008

    JulieA

    not seen a guy out yet .. but could be fun .. he he

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  • by czechmate66 on September 12th, 2008

    czechmate66

    I haven't seen too many other cross dressers out except at gay bars there are a few. I don't feel right about cross dressing out in public unless I go all of the way. I want to be passable as not to cause trouble because I live in a conservative area. I do wear just a skirt and nothing else around the house though so my neighbors have seen me that way, but they all know that I am queer.

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  • by hhhttt on August 25th, 2008

    hhhttt

    I do. My wifes thinks its really good. She helps me with stuff like skirts, dresses, bra's.

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  • by hhhttt on August 15th, 2008

    hhhttt

    I wear that stuff, but not publically. I am wearing a purple silk thong right now

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  • by AnnieOlga on May 16th, 2008

    AnnieOlga

    Okay, I'm as broad minded as the next person but....why do these guys dressing as women always do it so tartily? You don't need micro skirts when you have knobbly knees....high heels take practice and most women do NOT wear them that high....make up is not supposed to make you look like a clown, it should enhance your features.

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  • by Major Look at yerself on May 16th, 2008

    Major Look at yerself

    Plenty..

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  • I have, but of course I was completely uninterested in that person. I prefer masculine men.

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  • by sjc13 on October 24th, 2011

    sjc13

    I wear skirts heels pantyhose earrings bracklets in public. I am just proud who I am and what I am and just being myself.

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  • by ronoswald3 on May 1st, 2011

    ronoswald3

    i dress this way when i am out at the gay bars,,but am to scared of confratations with the cavedwellers out there to go out this way in the general public.
    as for seeing another male dressed this way in public,,only once and she was fully done up and it was at Sears in Lincoln Park MI many years ago..

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  • by joedavidk on January 16th, 2011

    joedavidk

    Been wearing skirts, bras, blouses, nylons for over 3 years. All the time everywhere, a few odd looks but no problems. Wear my skirts to stores, visiting, church like I said everywhere. My wife has helped my pick out bras, and help match some blouses and skirts. I prefer shorter skirts usually just above the knee. The reason I wear skirts is for comfort and health. I own very few pants and the one I do own are woman's pants. Women s clothing is softer, fit better and feel better on my body. I belive a person should wear what they want, should not matter is you buy it in a man or woman department, wear what fits, feels comfortable and what you like. After all women wear men's clothes everyday. Pants were first made just for men. Some women dress in mens clothing and mens shoes, and why not? If that is what they like, if they can why is it so difficult for everyone to accept that a man has the same rights??

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  • by elizap on January 8th, 2011

    elizap

    I have worn dresses, skirts, heels and knee high boots in public many times. I sometimes even work at the office in a women's business suit. My female friends treat me as their girlfriends. We go shopping, eating out and movies.

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  • by Lucky09677 on September 29th, 2009

    Lucky09677

    Well men need to wear skirt and go out in public more but problem is men are wee bit afraid go out - I usual wear black opaque tights with denim mini skirt (already have cord mini skirt as well) with either shoes or boots that normal clothes we like to wear - I only saw 2 or 3 men wear skirt but that may start to build up more men wear skirt in public - Ive done already, seem it went ok.

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  • by sissymaid2009 on February 4th, 2009

    sissymaid2009

    i have been wearing womans clothe's for years.recently i went into therapy to find out why. and was told i had gender identnity disorder.so whats that old lady want to do with me?? lock me up?people are all different and no eventhough i go with men i do not consider myself gay or :faggot:i am doing what come's natural for someone with my disorder.and yes i am from boston mass

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  • by Anonymous on February 3rd, 2009

    Anonymous

    I have not seen anyone else dress like this except myself. I frequently go out in public with no wig, no makeup, large mens wire frame glasses, mens watch, no bra, a pretty very feminine blouse and short skirt/or dress or tunic, hairless legs (from years of Laser Hair Removal), either pantyhose of footless tights, and high heel shoes. I dress like this to go to the bank, go out to eat or when I go shopping. All of my friends see me either dressed as a woman from the neck down or as a man. When it's hot outside, all of my shorts are woman's short-shorts. All of my sandals are woman's sandal's. All of my underwear is woman's panties. I do cross dress all the way when I'm working evenings as an insurance fraud investigator. My video camera hides best in a woman's purse which looks best on me dressed as a woman. Other than when I'm working, I love to wear short-skirts with men's short sleeve shirts. I have 3 mini-skirts. My favorite panties with mini-skirts is woman's thongs. I can understand why many woman do not wear panties. It's a wonderful cool feeling wearing thongs.

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  • by hotlegsforguy on January 26th, 2009

    hotlegsforguy

    I must say I haven't seen anyone outside wearing womens clothes.
    I have heard about people dressing for RHPS, No surprises, lol.

    I too like the feeling of wearing tights, Stockings, Thongs & putting on my best pair of high heels in home only.
    But here's a better question, How embrassing is it buying them from a womens shop????
    I know you can order it privetly online but I'm scared of my parents finding out if they opened my packages before I get home from work.

    My last pair of shoes was shocking, I could see the shop staff smiling & laughting. Not good.

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  • by Princess Mickie on December 4th, 2008

    Princess Mickie

    not seem any, but have seen one guy with a purse, and plenty of women with beards and mustaches...lol :>)

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  • by Pantyhose wearer on August 14th, 2009

    Pantyhose wearer

    not in public but around the house I always wear a bra,panties,pantyhose and a dress or skirt

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  • by iliweny on July 12th, 2010

    iliweny

    wowa

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  • by canbfrisky on June 27th, 2010

    canbfrisky

    Theres 1 Guy in our Town, Who I run into every blue moon...He flashes his eyes at me and carries an old pink purse. (People say he's gay & cross dresses)He always has a salt and pepper stubbled beard.I just face the other way. And carry on.

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  • by gihah on September 17th, 2010

    gihah

    i have been wearing panty hose and bra for many years and love the feel they give me. just got my first pair od heels and hard to walk in them but will work on them. wife lets me wear her cloth and bra and underwear. have not worn any dresses or skirt out to the mall yet but would love to and dress like a woman completely.

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  • by ITSMEROD PH on September 17th, 2010

    ITSMEROD PH

    your cool as the beer in the rockies

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