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Men, Here's How To Wear A Bra To Work

I write a great deal on the topic of men wearing lingerie in public and yet, it seems that there is not enough writing in the world to properly address this topic. Words only go so far, some things require illustration, and a great friend of mine and regular contributor to He Wears Panties has been so very kind as to provide some before an after pictures of himself wearing a brassiere under working attire.

His tips for men wanting to do the same go as such:

Wear a thick shirt, one that is not too tight, if at all possible it should be a little over sized so that it is not pulled tightly against the body at any stage of your work day, thus revealing the dreaded lingerie lines. It is also wise not to tuck the shirt in too tightly.

You'll see in the first picture that Cyndie, as he likes to be called, looks very much like your average guy dressed for a day at the office. (Take note, ladies, men who wear lingerie aren't easy to pick. Any number of your male coworkers may very well be wearing lingerie.)


But in this second picture, the reality of the matter becomes very clear indeed. A bra is being worn under this otherwise masculine ensemble, a bra is hidden with great stealthiness inside a shell of traditional male dress. You can do this too men, it's perfectly simple, and I hear that it provides a great lift to an otherwise dreary day at the office.


Note that though Cyndie is not wearing a seamless brassiere, there is little danger of the bra being spotted through the shirt because of its thickness. Note too, the color match between shirt and bra, something which may prevent people from visually identifying a bra, but which in this case seems to be more of a matter of being color co-ordinated, and very nice it looks too.

Note also, the skin hugging way that the bra fits his body. It is snug, without digging in. This is the perfect type of fit for a man wearing his lingerie in public. Too loose and the sensation is no longer as potent, too tight and your lingerie will be given away by the telltale flesh bumps which sprout up around the straps.

I hope that this has given you confidence to wear lingerie the way you want to, when you want to. I'd also like to thank Cyndie, for once more being a shining example of a man who wears lingerie as he wishes, enjoys it and is also able to be discreet about it when he chooses to be. After all, its not mandatory for ladies or lads to show their unmentionables to the world, is it?


Kathleen D. on September 21, 2020:

Any guy I date will wear a bra for me if we date for a month or more. I love knowing it's our little romantic secret. I've even had guys wear a bra and breast forms under a coat. They all wear panties for me after a few dates.

PaulaPlaytex on May 19, 2020:

"I Am Now A 48C/48D-Cup Bra Wearer" !!!

44c on April 14, 2020:

Dont knock it till you try it, a coworker caught me wearing a bra. Best thing that ever happened to me, weve been lovers for over 5years now.

Hank on March 19, 2020:

I've been wearing a bra from the time i was 11. I was a 32a, i'm 58 years old now and am a 46c, i wear a bra every day as i always have. Weath it is work droctors apt or play . Over the years prople have remarked about it with crule remarkes or threats or are you gay. My response has always been the same. It feel good and i like the feel, i like sexy shear bras that let my girls bounce and jiggle.

Rick on March 08, 2020:

I wore a bra to work for years but i always had ashirt to cover it up but after a number of years i decided that if my bra shows thru so what if people cant handle it it their problem you can look but just dont touch

Patrick on December 22, 2019:

One thing I will be honest about. Never wear a bra under high vis clothing no matter how tight or loose they are. I discovered this before making the journey to work. I work in a blokey industry and would be noticed and made fun of but sexual harassment is 100% fired on the spot.

PaulaPlaytex on August 05, 2018:

I am now retired...But when I worked...I always wore my Bra...I have natural 46B/46C-Cup Breasts...So Bra wearing is a must for me.

Stacey B on June 04, 2018:

I have worn lingerie around the house out shopping and also to work.I have had a few times when some one noticed my undergarments and just gave me a funny look but there have been rude unwarranted comments made as well. I have found that wearing bras to work is a lot easier in the winter time as the more outer clothing there is the less noticeable they are. I am @ a point in my life where I really don't care what other people think I just wan't to be comfortable in who I am.

Gary on February 01, 2018:

I wear a bra because I have D cup breasts due to gynecomastia from meds. Don't misunderstand, I have always wanted feminine breasts and was elated when I was blessed with breasts. I tuck my shirt in tight and my shirt fits snug over my breasts. My bra lines are visible, anyone paying attention will notice.

I wear micro fiber boyshorts because they are more comfortable than any other underwear. I haven't worn guy underwear in over 30 years. Not about to go back to guys drawers.

People do comment but never negative.

Peter on January 07, 2017:

Great article!! I want to wear bra to work also.

It feels so good against my soft/smooth skin. I feel naked without my bra on. It's totally sexy hot turn on to wear one.

Monique on June 14, 2015:

I don't wear a bra at work, however, I travel quite often away from the office and will put my bra on while traveling. I often have the opportunity to stop at shopping malls or women's clothing stores and have no problem wearing my bra, forms, ladies jeans, blouse, and even feminine shoes. I do get some knowing looks, at times, but it doesn't bother me at all. I have had many bra fittings and I'm just upfront and honest with the sales staff about what I'm looking for. They obviously know that I'm shopping for myself and I have never had a problem. Most of the time, they are overly helpful and seem to enjoy being of assistance. I am always courteous and respectful and sometimes I buy something and sometimes I don't. It's really fun to talk about bras with a female who treats you just like another woman. I have had them tell me about their favorite bras, what size they wear, and why they think I would like a particular style. I really enjoy doing this and don't care what others think!

Gord on April 03, 2010:


Great comments! I love to wear lingerie under my clothes all the time, and only have a few male briefs left in the back of my panty drawer. The more you wear it the more you want to, and the less you care about getting caught!

Sam on January 30, 2010:

If you're going to wear a bra in public, work probably isn't the best place to start - far too high risk if it goes wrong! Places where people won't know you are better to start with - going shopping, for instance.

Strap adjusters are the biggest problem in my experience; this page has some useful tips on minimizing the chances of anyone catching you out:

Tom on January 05, 2010:

Hi Hope

Thank you to you and Cyndie for the great article ,I feel that the more people are educated the less judgemental they will be to all of cross-dressers.

I would like to add that I wear bras with forms , panties and camisoles most every day to work under my uniform and no one has seemed to notice , if they have they haven't said anything to me about it.

So to all of you men who would like to wear bras and panties to work , do it and enjoy how great you will feel.

ectomorphguy on November 11, 2009:

I have found that no wire bras are the best for concealment. They don't have the natural cup associated with most bars and therefore, can be worn discreetly. Rock on!

fran-gerry on November 08, 2009:

i wear a bra 42D most of time.I am often called miss even when I am not wearing a bra. I wear a blouse ,sweater or tank top. Everyone is always pleasant.I have never had funny looks.

Patient0 on November 06, 2009:

Here's one more trick - learn to take off the bra without taking off your shirt. You can do this with most short-sleeved shirts: unclip the bra in the back or front, slip one shoulder off, out your sleeve, under your arm. Remove forms if any. Slip the other shoulder off an pull the bra out through the armhole. I tend to wear a bra on the way to and from work, take it off in the car. Mainly because my problem seems to be the shoulders slipping off by themselves (and not because they're stretched out by this trick!)

lingerielover on October 26, 2009:

To wear a bra at work you have to be careful. I wear a bra in public. And if someone notices in most cases ladies you get a questioning look and that is it. At work it might happen that your whole department might know it. And people are often not friendly. And they might use it against you.

D on September 19, 2009:

I've been trying to get the courage up to wear a bra to work. I like to wear them around the house, but wearing to work would be thrilling. I've worn my camis to work a few times, and that was wonderful - felt very naughty and confident at the same time. Thanks for the tips and advice - I hope to work on a bra over the colder months when I usually wear a jacket at work as it's cold. I'll be able to sort of experiment a little easier with the bra as my jacket will do most of the hiding. As I figure it out, I'll be able to wear in the warmer months too :)

Lee on July 10, 2009:

Hi Hope...I love your site and your comments.Would like to here from some of the males who don't try to hide the fact that they are wearing a bra. All of my close friends are female so I get along and feel comfortable with them. Once a week we go to a bar that is safe for us and have a few drinks. I usually change at work and slip into a blouse and my favorite black crepe pants. Also put on my heels so i fit right in with my girl friends. It's very liberating.

Hope Alexander (author) on July 09, 2009:

Thanks Leslie, and to you all, for visiting, commenting and participating. It is what makes this place so much fun and so useful for the men who drop by :)

Leslie on July 09, 2009:

It was refreshing reading Lee's comments on his work place clothing. I find it confusing that a guy wants to wear a bra to work but does everthing he can to hide it. If you like wearing a bra then don't hide it.I do see a problem if it becomes a problem in the work place. I work in a place wear everone wears a smock over their regular clothing. I usually wear a colorful blouse over my bra and ladies slacks. I wear a plain gold necklace and braclet. I have my nails done every two weeks and my hair done at the same time.Most of my friends at work are female and we get along just fine.I've never had a problem just as long as I do my job. I just think if possible you should dress in a manner that is in good taste and makes you feel good. Enjoy your website Hope and find your comments stimulating.

Lee on July 08, 2009:

Hi, I work in a large medical office. 90 percent of the employees are women and the doctors are also female. I usually wear a tee shirt and jeans. Some time i'll wear a colored blouse. I have a 34b bust and wear a underwire bra with no padding. I hate padding. Naturally I always wear a matching panty. I've never had a problem with any of the women on how I dress.I guess It makes a difference where you work. Hope this is helpful.


jim on July 04, 2009:

Before retiring I wore bras to work, daily. At the time a tan cross your heat style worked best because of the bottom elastic band that kept the bra from riding up to my neck. Of course I wore a thick shirt. Now I find that the best style for staying in place is a front hook bra. I'm wearing one of my wife's black nylon and it works wonderfully. A b cup works very well.

bill on July 01, 2009:

hello and yes i wore a bra to work under my shirt for years and rarely did anyone notice and when it was noticed it was by females and a few males never any problems or comments except if you need to then wear it and with 42dd at that time i had to work shirt was a mediun blue uniform work shirt and i usually wore a white or beige bra still wear one every day and now brave enough to go out wearing a dark tshirt oversize of course

mikki on June 30, 2009:

Hope (and the lovely Cyndie),

While I can readily see the sensual appeal to wearing a bra under your boywear, for me it is simply an unecessary risk of exposure. While Cyndie illustrates the frontal non-disclosure, I wonder if those darn strap adjusting buckles stand right out when he carries something like books or an armload of papers? In my experience (with camisoles) that is the true tattletale under your shirt for men. Nothing in the male wardrobe has those adjusters and there is very little way to not display them if your outerwear fits you.

I prefer the camisoles without adjusters which are made by a wide range of manufacturers (I'm partial to Vanity Fair of course!). They lie nice and flat and are easily mistaken for a A-Tee shirt during those rare times anyone notices. Of course, all the rules of good dressing apply regarding fit and colors, and you may want to be sure your shirt buttons high enough to hide the lovely lace or satin trim.

There is something so nice about wearing your favorite camisole and panties ensemble (of course they must match silly!) under your clothes... it makes me feel so centered and in balance for the whole day.


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