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Men In Lingerie, How Far Do You Go?

Updated on October 12, 2009
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The Poll

How far do you go?

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So here's an interesting question. How far do you men in lingerie go? Is it a matter of slipping on a pair of panties and that's all? Or have the panties lead to stockings, bras and other types of lingerie? Has your lingerie been a gateway into a who world of women's attire? Having sampled the joys of a chemise, do you long to slip into a slinky dress?

I write these articles on the assumption, or rather the hypothesis (because we know what assumptions do), that most men who wear lingerie pretty much just wear lingerie. They might occasionally slip on a pair of high heels (because they go with stockings) , or perhaps even try on a dress, but their primary love is lingerie. There are, of course, men who wear women's clothes who also wear lingerie, but I consider 'men who wear lingerie' to be distinct from that group for the purposes of most of these articles, if that makes sense.

Of course I could be utterly and entirely wrong, so I'm going to put a poll up on the sidebar here and let you all have your say anonymously. If you want to expand upon your vote in the comments, please feel free to do so. Just keep in mind that this is a family friendly venue and all comments must be appropriate to the venue or they will be ruthlessly moderated, like a pair of fragile silk panties in a 1980's agitator washing machine.

Please note that I don't personally have anything against men who wear women's clothing on a full or part time basis, in fact, I welcome their presence and input. However, my knowledge is limited and as much fun as it is to just make things up, it would be disingenuous to write at length on the topic. I also believe that there are a great many sites on the Internet devoted to this topic, where as He Wears Panties, and the articles written in association with the site is devoted to men who love lingerie.

If you'd like to elaborate in the comments, it would be interesting to know why you do or do not go further with your lingerie wearing and take it into outer wear. Does wearing women's outer clothing make you feel more feminine, or perhaps does it make you feel too feminine? Is it an invisible line you will not allow yourself to cross, or do you simply wish to not cross the line because it holds no interest for you?

Men, the floor is yours!


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    • profile image


      3 years ago

      I wear nylon panties 24/7 and also wear a BRA as much as possibles.

      I feel good about myself and have no problem wearing these garments but do have a promblem with trying to hide them form others.

    • profile image


      6 years ago

      I wear panties exclusively and the wife loves it. However I am dying to wear some thigh highs/ garter and other lingerie. Had told her of my desire and she says I know. But have not yet had the pleasure of wearing any (in her presence. When she would go out of town I would have an evening in her cloths.

    • profile image


      8 years ago

      Hi i started with Nylon Stockings when ever i could get them then it was tights for years i would take my Mums and put them on all day. Now 45 years later i wear any and every thing in the lingerie department. I really love the half slips and camisole they are my favoutite. But as for outer wear yes i would wear it but as i come from a small town i am afraif of getting laughed at and the people who will riddiculeme or beat me up. Otherwise i would put it all on every day.

    • wsp2469 profile image


      9 years ago from Alta Loma, Ca

      I will go as far as you WANT me to go if you are dating me. I'm flexible and open-minded. If the woman I am dating says I'd like to see you wearing my panties sometime I will. Why not? Am I right?

    • profile image


      9 years ago

      I will only wear in secret. I love to shop for it, wear it, but I am not much for show. Yes at times I have gone out for the “can you see my bra strap or tops of my panties” but, really I am a simple kinda guy. Comfort is the real issue for me. My wife and I play caught you games at times but that is as far as it goes.

    • profile image


      9 years ago

      Hi...I started buying lingerie this 2 years or so, and bought miniskirts & short dresses from littlewoods only 2 months ago. I'm now at the stage where I've halted my buying as I have enough which is good, except some cheap panties I might see in Dunnes (national clothes & grocer).

      Womens undies are just so much more pretty, Simple as that. If they were reshaped for men that'd be prefect, many more men would I think consider them. As it is they tend to be abit tight at the front but fit.

      LaSenza are just male friendly with buying undies having bought Pjs and knickers from them online. I told my 2 female friends a month ago. They don't think wearing miniskirts out is great, unless its long enough with the sporron I bought to be considered like a kilt. I got my friend to go out with me. I was very uncomfortable emotionally that time. But now I'm more comfortable about it as its assuming you are buying for your girlfriend so its not really a problem actually. Like everything, after you do it a few times it gets easy. Often the problem is what you think others will think, rather than just buying them. Which is more important, enjoying yourself or being restricted by the perceived displeasure of others. Just do it,I say and do it well. I do say though the bigger the store, the more uncomfortable it can be.

      I'm not into makeup or wigs. I love how short dresses look on me but short of the gay club (am not gay)on thursdays I'll not be able to wear them out as it would turn most women off who are straight and therefore like masculine.

      I guess I had to also come to appreciate my masculine side aswell and feel attractive. So I've always been the more considerate softer type. Its basically a coming to love all of yourself, be that masculine or feminine.

      So I have worn miniskirts and tights in Dublin, Ireland and gotten afew smiles (mostly women) a few laughs from guys, and a few ignorant comments out of a car window, builders, teenager lads with little to do. But you just expect that & take no notice. Most people take no notice.

      I told my aunt who told my parents. They are conservative and didn't take it well.They told me their reactions, such as my mum and aunt felt sick about it. They just felt that was the way it is and that's it. The dad wanted me to see a doc about also panic attacks due to driving. I went through hyponanalysis which brought on alot of stress. I went to the doc to satisfy my dad but since I feel happier I'm not sure on the panic attacks (haven't drove lately) if they are gone. (Hyponanalysis brings up past traumas to relieve traumas and overcome them with new understandings).

      Anyhow, I have enjoyed wearing miniskirts and had to get comfortable wearing them out so they weren't a big deal anymore. I would wear a mens t-shirt and fur boots. Buying the fur boots wearing a miniskirt did shock the female in the shoe shop.

      But, I guess she was a traditionalist. She probably thought such men didn't exist.

      Anyhow, it gave me confidence as I used to be too shy to talk to women, going to boarding school for my secondary education.

      Now I have enjoyed miniskirts out, I do wonder if it is worth me wearing them out anymore if I don't look attractive in them. Its not because of what others think but rather I question do I look good in them out. I want women to find me attractive and to make the most of myself personality wise. So that may make me cut back on how often I'd wear a miniskirt. But I've not made a final decision on that yet, only I am questioning wearing em out now.

      But I can still wear them at home. I will continue to wear lingerie and sometimes tights. But my focus now is on a girlfriend, and being upfront that I like lingerie.

      Last sat at the local nightclub there was a lingerie event before the club music started and I was dressed up in tights, collar and leesh for supposed prize for guy in lingerie, that didn't happen but a nice woman and her friends didn't know about it and saw I was wearing a short dress. Well she thought I looked good & I gave her my number.

      So I guess I realised, its not so important what you wear. Men can wear miniskirts out if they have the confidence to, in a middle income or higher income neighbourhood where I live. Maybe in a poorer area it mightn't be tolerated.

      Alsoable to laugh when others do & not care about the negative but enjoy it and think about other things like your shopping as its not the most important thing in the world. So I would say. Do what feels good. But also embrace your masculine side if you like to cross dress ie Jeans and be prepared to wear nice shorts out too. The underwear, all fem is fine but if you cross dress, blend with masculine, don't overdo, avoid makeup & wigs. Womens' Sandals look better on men than heels in my opinion. Traditional heels don't suit men in my opinion or women that well. Maybe the new L saped platform heel might look okay but I think jeweled female sandals are okay. I think sandals look best though probably. There are some things like ear rings and heels that are just suited to a smaller softer foot than a man. I would not put short dresses into that equation.

    • profile image

      Fairy Mary 

      9 years ago

      Lingerie for me is now a part of my life, I wear a bra and panties every day and a nightie when I go to bed. My love of frilly lingerie started when I was 13 or so, and never stopped. I wear a dress and skirt on occasions and just lately have begun wearing a skirt, slip and tights around house. Like most men I don't publicly display my "girly" side and keep my cross-dressing private - after all what anyone wears under their clothes or in the privacy of their own home is their business and no one elses! Which is what I will tell anyone who happens to "catch" me dressing as I prefer.

    • profile image


      9 years ago

      As mentioned before, I too started young. At the age of 14 or so I was so fascinated by the stockings of my mother, I had to try them. To wear stockings meant to wear a girdle, in my case, an obg, too. And wow. After the first time I was hooked. I couldn´t give up. Even when my Mom caught me and believe me, what followed was not easy for me, the desire to put on stockings again never ceased. It took a while before I tried a bra too.

      The love for lingerie was born and accompanied me all my life. Today I still love stockings, girdles and bras but other nice lingerie too. For me there has been some kind of development. Now I love to wear skirts and heels. Sometimes I wear heels with my suit and my stockings underneath. Although I have been out wearing a skirt, it is not easy to practise and you don´t get a hearty welcome by the people around you.

      My conclusion is stockings and girdle every day, often a bra too. Sometimes heels. That´s it.

    • profile image


      9 years ago

      Personally I started young, in the 80's. That was a wonderful time, as there was a huge resurgence in the availability of garter/suspender belts (Thank you Madonna!) Even before I married the first time, my fiancee was quite willing to share her delightful collection of frillies with me, eventually being happy to purchase my own for me.

      I wear all kinds of ultra-feminine lingerie, never plain old cotton granny-panties, and tights/pantyhose are an absolute no-no for me.

      Throughout the years I have always purchased sexy lingerie for my wife/girlfriends, with the express intention of playing with them when they're out.

      After a few times of getting "drunk" with my current g/f (using the drunken state as my excuse in case she freaked out), I confessed my desire to wear panties, and she agreed although she thought it a little odd. With time it has progressed to stockings and suspenders or thigh-highs with some of the most delightful panties on earth, and she does not object at all. She draws the line at a bra/corset/cami etc. but I'm happy to be "out" at least with what I have.

      I don't have any desire to be fully feminized and go out in public, but let me tell you ladies and gents, having an understanding partner notice a faint hint of lace peeking out from the top of my jeans when I get home from work is a huge turn-on, and there is virtually NOTHING more sensual than having two pairs of legs rubbing together in nylons! ;)

      One of my biggest fantasies is to be in a lingerie store with my g/f, have her grab handfuls of frillies and take them to the register. When asked if she wants to try them on, she would say "No thank you, HE does"... I just blushed typing that!

    • profile image


      9 years ago

      As I write, I have on a pair of pink nylon panties and a black camisole. I have worn stockings, slips, and bras, but that's pretty rare. Panties and camis are my usual choice.

    • profile image


      9 years ago

      Suspenders and stockings was the start for me....just loved the sexiness of it. Used to wear them under boxers or knickers when out or no pants with them when indoors...then progressed to only panties..all kinds. Now it's the full monty...bras, basques, camis...recently got a few skirts and blouses. Wear only indoors when the wife is out at the moment...but beginning to feel more ready to venture out....get so excited thinking bout it. Wear full lingerie when out and about under "normal" clothes...would love to go out fully dressed! Could really do with a similar companion or lady to help....

    • profile image


      9 years ago

      For me it is mainly high leg panties, I sometimes wear stockings, usually holdups. I have experimented with a suspender (garter) belt, but find that having a normal male physique, without the narrow waist and wide hips of a woman, they do not stay up very well. Hence my retreat to holups. I wear panties most days but not all the time. My wife knows and we shop together for lingerie. today I am wearing, yesterday I wasn't.

      Hope this sheds some light.

    • profile image


      9 years ago

      Hi there Hope once again a great hub.For me its everything feminine as much as I can when I can and that's mostly at home.I do love to wear tight jeans with pantie lines in public as well as wearing a sports bra or sometimes just with a Cami under my shirt its a great feeling walking around dressed fully fem under my male clothes knowing that no one would ever think that I was wearing lingerie. Keep up the good work maybe someday it will become the norm for us to wear whatever we want in public.

    • profile image


      9 years ago

      Panties 24/7, nightdress and panties, female style pyjamas or cami set for bed every night, in cold weather a petticoat, panties and either pantyhose or knit tights for going out, sometimes a dress or skirt around the house, ladies terry bath robes, negligee's, baby dolls, house coats, feminine slippers, t shirts,socks, sweat shirts and sweat pants around the house also

    • GetRhythm profile image


      9 years ago

      It started with panties which then led to bras. I've worn stockings before but I haven't bought my own. I've tried on dresses, skirts, high heels, womens pants and tees. The pants and tees were different but only cause theyre cut for women. Props to women for wearing high heels cause I didn't even like just standing in them. I really liked the dresses and skirts, though I dont have any. Lingerie is what really does it for me.

    • profile image


      9 years ago

      It's only panties for me! I have tosay I have a rather large collection. Looking for a woman to share my interest with too!

      Thanks Hope! Keep up the GREAT Work!

    • profile image


      9 years ago

      My dressing started when my ex-wife and I dabbled in role reversal. She had me to wear a pair of her panties one day to work.

      Needless to say, I enjoyed it more than she or I would have ever imagined. The nylon and lace felt so good next to my skin and it was a rush to know I was wearing women's panties to work and others did not know or even have a clue.

      After feeling this womanly comfort, I started sneeking into her panty drawer quiet frequently and choosing the most feminine undergarments she had to wear. I especially loved anything in pink, nylon or lace. I also loved her varied selection of thongs and tongas.

      When we divorced, I started purchasing and wearing feminine garments more and more frequently. It started out with panties and it gradually grew into silk teddies, night gowns, baby dolls, thigh highs, pantyhose, garter belts and tights. I began to feel awkward if I wasn't wearing some sort of feminine attire everyday at work.

      My womanly desires have grown into a weekly process of shaving all my body hair, painting my toenails, growing my fingernails longer and getting manicures and french pedicures. I have also purchased and frequently wear stilletoes around the house and I've gotten to point where walking in the heels is becoming second nature.

      I do not want to be a woman, because I enjoy being a man. However, dressing as a woman underneath is now and is forever going to be a part of my lifestyle. A lifestyle that I personally enjoy and have no thoughts or desires to change.

      I have also become more aware of my feminine side and it is much easier to see a woman's views on things. A bi-product (No pun intended) which my girlfriend indicates is a very positive aspect from her point of view.

    • profile image


      9 years ago

      Hello Hope,

      I just stumbled across your pages and find them fascinating. My personal cross-dressing journey started with hosiery, mainly thigh highs and occasionally pantyhose. I have since branched out to include garter belts and traditional stockings. This sort of naturally progressed to high heels although I still have difficulty finding the sexy pumps and high heeled strappy sandals that I covet in women’s size 11. After all, it seems a waste to don a garter belt and sheer hose without slipping into some sexy heels too. Not long after that, I began shopping for bras and panties and have acquired a modest collection to complement my hose and heels. Most recently I have begun looking into buying a dress or a skirt and top ensemble. Once I have added these items I will be able to dress head to polished toes in women’s finery. I can’t wait for that day to come. The final big step is a wig to adorn my follicularly challenged head and then I may be able to venture out in public in my long suppressed feminine persona. That day may never come but the dream is alive and sweet. Thanks for all your informative postings. I’m sure I will learn a thing or two as I continue to browse.



    • SatinJenni profile image


      9 years ago from Burlington Ontario Canada

      I vividly recall being attracted to my female cousins night attire. She wore cute nighties and I got to wear flannel pajamas...boring. I secretly wanted to wear a pretty nightie too. Shopping with my mother and my aunt we would stop in the lingerie department and it was here that I first noticed the underwear difference between men and women. I got boy briefs and my cousin got pretty panties. It just wasn't right, no fairness in the process at all. Seeing her new nightie at night I just knew she had on her new panties too.

      Later as a teen I worked in a department store and on occassion I would get assigned to price articles from the warehouse. This included articles of womens lingerie. I wanted to wear the lingerie right then and there. It was then that I went out and purchased panties of my own from a competitor. I wore them sparingly, deathly concerned my mother may find them while snooping in my room.

      Once I was living on my own my full exploration as to my lingerie boundaries began. In no time at all I was wearing panties regularly as well as a bra and sleeping in nighties all with the full consent of my wife.

      Today I dablle in neutral womens clothing...both tee shirts, polo shirts and jeans, always with a bra and pantie on. But my favourite womens clothing is worn in the summer and quite publicly. I wear ladies sandals, sometimes with painted toes, ladies shorts with a ladies polo. Neutral enough but obviously female cut.

      I am definitely into womens lingerie and clothing that can pass as neutral articles, though I own and have worn dresses, skirts, heels etc. Seems the whole aspect of dabbling in lingerie definitely leads to broader boundaries as the years pass. If you enjoy it, just go for it!

    • profile image


      9 years ago

      Hi Hope,

      I started with panties and bras myself. I love and wear all lingerie: bras, panties, garter belts, stockings, pantyhose, corsets, silk nighties, ...

      I've got a couple one piece swimsuits as well as a couple bikinis. I got some heels because they complement marvelously lingerie. Although I do am jealous sometimes of the fabrics in women's clothing, I'm not interested in them. Although I wouldn't mind being able to go out with nail polish, either on toes or fingers.

      I love wearing it, but I adore shopping for lingerie. Especially when I get to try at the stores. Ultimate experience.

    • profile image


      9 years ago

      I voted "I wear lingerie and dabble in dressing in women's clothing."

      I currently only wear lingerie (any type of lingerie) on occasions (when i feel like doing it), but I want to try out new things in the field of woman's clothing like wearing skirts, shirts and dresses.

      Unfortunately I don't have too much money to spend on this kind of things, therefore I haven't bought women's clothing outside of the lingerie department yet.

    • supersteve profile image


      9 years ago from london

      i dont only wear panties i wear a bra tights high heels dress and makeup i feel so feminine i dream i am a woman it makes me feel so good i have been doing it for 40 years and hope to do it for another 40 years

    • profile image


      9 years ago

      For me it all started with panties, after some time it lead my way to bras and stockins, now I'm courious about jeans, skirts, high heels, dresses and every other girly attire


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