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I Like Experiences Of Men Wearing Bras

Personal Stories, Advice, and Support 902 People

    My first wife had a great body

    but refused to wear sexy lingerie. I'm pretty introverted and never contemplated an affair, so I decided to do the dressing up myself. I was about 45 when I bought my first bra, a Playtex longline at a thrift store. Then I bought a black front-close bra at a self-checkout where...
    jrdet11 jrdet11
    51-55, M
    2 Responses Dec 6, 2015

    Wearing Bras For Years

    My first time wearing a bra was at home in my sister"s room at about age 10.She wasn't home and I took the opportunity to try on hers. My love of bras has lasted for over 50 years. I am fond of pushup and shelf style. I am a 44b and love to see people stare at me when I wear...
    boog4me boog4me
    61-65, M
    4 Responses Jun 20, 2011

    One day not to long ago I had gotten a new bra

    in the mailbox I know my size and after wearing a bra for a while , they begin to get loose and I enjoy the support so I often replace brassieres that I wear a lot. This day I had unpacked it and gotten it on and my rather big and firm 42C breasts into the cups and it...
    tammyie11111 tammyie11111
    46-50
    1 Response Jul 15, 2015

    Bra Driving

    Recently drove for over an hour, whilst wearing only my black longline Doreen Bra' as I took my T-shirt off It was dusk, however I had to stop in three villages at traffic lights, and had a police car drive past me, was really hoping that I would be spotted... then drove to a...
    emma38b emma38b
    46-50
    11 Responses Apr 14, 2012

    I DO !!!!!!!!!!

    Hi I'm Kendra. My girlfriend and I just moved to a small town. We now are living alone her sons stayed at the other house. Now I get to dress up any time i want or whenever she wants me too. It feels so great to have the freedom of dressing all day and not have to worry about...
    KendraCD88 KendraCD88
    51-55, M
    1 Response Jul 12, 2013

    I Wear A Bra

    I wear a bra, I love being in a bra It's the first or second thing I put on every morning. A properly adjusted bra is comfortable all day and it will look good and be supportive all day. I wear a 44C cup Lace Covered Plunge Bra or a Cotton Plunge Bra everyday. My boobs are...
    serinalynn serinalynn
    66-70, M
    7 Responses Jul 17, 2011

    Men Wearing Bras And Panties

    The first time I wore my wife's bra and panties in front of my was incredibly liberating. I thought she would laugh but she did not. She told me she loved me and that it was just part of who I am and she loves all of me. I enjoy wearing my own bras and panties around her often...
    bigbaby1955 bigbaby1955
    56-60, M
    May 10, 2013

    I, also wear a Bra and Pantie everyday.

    I have on today a New Torrid Push up Balconette Bra and a New Nylon full brief pantie, from Lane Bryant, and a pair of brown Just My Size Tights from Just my Size. I love being able to Fill C cup push up bra with just my own Boobs.
    serinalynn serinalynn
    66-70, M
    1 Response Feb 18

    Finally I Can Wear A Bra In Front Of My Wife

    After many years wearing a bra only when she was gone. I said to her one night while making love how lucky she was to have boobs. The biggest surprise I had ever had came next..She said that if I would like them, I could also grow a set. However if I did I would have to wear a...
    gbelle11 gbelle11
    56-60, M
    8 Responses Sep 1, 2013

    Hi all. I from asia country.

    I remembered my mum has me crossdressed when I was 5 to 6 years old. She wanted to has a daughter so that she can dressed up her daughter like princess. Then, I do like the feeling of wearing girl's clothing. I started to fancy bras when I am 10 years old. Only till 24...
    ilikespbra ilikespbra
    36-40, M
    2 Responses Mar 6, 2014

    Wife Disapproved My Lingeire Love

    So that day i texted her that i have already purchased a red satin chemise and i will be receiving it same day. She was shocked to hear that as I had just asked moments earlier for her consent to purchase it, and moments later i told her that i had already purchased it. That...
    lingerielovers lingerielovers
    31-35, M
    9 Responses Nov 12, 2013

    Crossing

    I am widowed and my wife new I dressed in womens for all of our married. I wore her cloths until I started my own wardrobe.Then she often borrowed my skirths. Glossy and plastic raincoats were my passion and still are to this day. L have been wearing female inderwear for yeats...
    Margerie Margerie
    66-70, M
    Jul 10, 2013

    Tan Lines By Lowgirl180

    I have been wanting tan lines for years but was afraid of what people would say,in the past i loved looking at pictures of women showing their tan lines there is somthing about seeing a womans breasts highlighted by tan lines it just makes them stand out more.I want them for the...
    lowgirl180 lowgirl180
    56-60, T
    4 Responses Jun 23, 2013

    Me And My Desires.

    this is extremely difficult to write but here goes. I first began interested in wearing female attire in my early teens after watching my mother disrobe, her undergarments aroused me and led me to going to my bedroom and fascinating away. Shortly afterwards i would nip into my...
    qprsullivan qprsullivan
    46-50
    3 Responses Jan 10, 2012

    Sister Made Me Wear Bra When 12

    My 17 yr old sister made me wear my first bra when I was 12. We were home alone one weekend while parents had gone to visit friends. It was hot night in Indy and sis had just taken a shower and came into TV family room wearing only her panties and bra drinking a coke. As she sat...
    robbi95 robbi95
    46-50, M
    7 Responses Dec 13, 2012

    When I tried on my First Bra

    HI sweeties: I was a 14yo boy selfconscious , who isn't at age 14, and a 30 something hot MILF leaned over me put her **** in my face and with her perfume in my nose and her hand lightly rubbing my arm she whispered " your **** R as big as mine, U should be wearing a bra honey...
    tammyie11111 tammyie11111
    46-50
    1 Response May 1, 2012

    Bought My First Bra Today

    I was so excited to get my own first bra in the mail today! I ordered the Drew double cup pushup bra from Aerie, in a pink and blue heart pattern, size 36 C to fit my manboobs. I got it today, and trying on a bra for the first time knowing its mine is an incredible experience! In...
    Bustyteenboy12 Bustyteenboy12
    18-21, M
    Sep 8, 2013

    What If I Am Found Out?

    I have recently ordered 3 new plunge bras from a special online shop which specialises in large band sizes and small cups. Exactly the bras which male crossdressers would wear if they don't like breastforms (like me). I have a good relationship with the lady who runs the shop...
    vastsea vastsea
    36-40, T
    2 Responses Apr 17, 2013

    Wearing Bra & Panties

    Hi everyone I have been cross dressing in secret now for some 30 years, I wear bra and panties 24 / 7 under my normal suits at work. I don't even think about it any more, I am sure that people have noticed however no-one has said any thing. My wife knows, she is not really...
    swdcd swdcd
    46-50
    Aug 7, 2013

    Having Man Boobs As A Teen

    Right around the time I turned 13, my chest began to change. I thought it was kinda normal, I was maybe putting on some weight, but two spots began to grow faster than the rest of them. Within a year, I was the only guy in 8th grade walking around tote-ing a small B cup sized...
    Bustyteenboy12 Bustyteenboy12
    18-21, M
    2 Responses Jul 17, 2013

    My Professional Bra Fitting!

    I stopped into a new bra store, shopping for a support bra, when a 50ish hot look.n sales women came ovr to help. She said she needed to measure me for my correct size. Took me into a small room and told me to remove my shirt. She proceeded to measure my breasts. She said she has...
    leesboobs leesboobs
    31-35, T
    6 Responses Mar 4, 2012

    I Am Married And Wear Bra

    I strted at age of 15 by wearing my mom's bra. as i am busty so i have somewhat boobs that time. but i used to insert lemon inside. then i wear pullover, and used to roam outside th ehome and go in front of family memebrs. later when i was living alone i started to but my own...
    kiran403236 kiran403236
    31-35, M
    Aug 31, 2013

    Bra Wear Male

    Like most stories I put on my mothers bra when around 12, and then my sisters when I was 16 with her consent. Later on when married I would wear one when I was alone. After coming out to my wife about wanting to wear a bra, she was all for it and thought it was to bad that I didn...
    gbelle11 gbelle11
    56-60, M
    2 Responses Jun 8, 2012

    I want to buy a bra,

    but I don't know my size in bra's. should I go to a store (I don't know which one?) and ask the store clerk? I am afraid of what will happen. Lol. any help would be great! ;)
    deleted deleted
    26-30
    7 Responses Mar 25, 2015

    Best Bra Day

    I had arranged with a lingerie shop, to call in today, the lady said I could try on some bra's, but would not do a fitting. I called in, and she was as good as her word, and before long I was in the fitting room trying on a couple of bra's. I chose a Royce bra, which she only had...
    emma38b emma38b
    46-50
    4 Responses Jan 29, 2013

    My Bra Fitting Part. 2

    Well its been a couple of months  since I was in and saw Angie my bra saleswomen.  She had texted me asking me to stop by. Once I got there, it was near closing and she asked me  to wait for her. After she closed up shop we went into her office and she poured each of us a...
    leesboobs leesboobs
    31-35, T
    8 Responses Mar 9, 2012

    Pink Bra In Public.

    One day I stopped by a convience store that I frequented as a crossdresser. I had gotten to know the clerk fairly well and had asked her on several occasions if I could do certain things beside just coming in dressed in my womens clothes. She allowed me to take my skirt and...
    deleted deleted
    26-30
    3 Responses Nov 8, 2011

    I Promptly Found A Sideroad

    Back when I was 19-20, I lived for a year on a farm just outside Toronto with my sister's family...One weekend while in my hometown visiting my parents, my mother sent along a garbage bag full of girls clothes for my sister and neice...I had only worn girls things a small...
    princesskendra princesskendra
    41-45, M
    2 Responses May 6, 2013

    My First Bra Of My Own

    In my last story in the other bra group about my first bra fitting, I mentioned that my aunt said she was going to buy me my own first bra very soon. True to her word, a few days later, when my mom was at work and my sister staying late at school, my aunt kept her promise. My...
    samctv10 samctv10
    36-40, M
    35 Responses Feb 12, 2012

    Big Busted Teenage Boy Looking For Bra Help!

    Hi there, I'm a 19 year old male, who has a 36C cup rack. Looking for advice from mostly women (but anyone else as well) on their favorite bras. Reply and I may be able to send pics of my manboobs if you need them. Looking for advice, links to bras, pictures, and anything else...
    Bustyteenboy12 Bustyteenboy12
    18-21, M
    6 Responses Jul 17, 2013

    My Bra Was Spotted

    Last saturday I went shopping at a Lane Bryant store wearing a feminine vee neck top, Lace covered plunge bra, ladies jeans, hipster panty, and nylon stockings. While wanderring around the store, a lady and her 10year old daughter came in, after walking by them twice and stopping...
    serinalynn serinalynn
    66-70, M
    6 Responses Aug 10, 2011

    Bra Fitting

    I had purchased several bras on-line & from catalogs, but I never purchased one in a store, or had a fitting. I saw an ad in a local paper for a lingerie shop, that stated 'all welcome'. I called the number of the shop, and told the lady on the phone that I was interested in a...
    deb4now deb4now
    61-65, M
    2 Responses Jun 8, 2013

    Shopping With Girlfriend

    Greetings, My Girlfriend took me shopping today. She bought me Two Danskin racerback foam sports bras. One in black the other pink . They feel so nice and supportive and I can wear them under my shirt and they don't show just looks like I have a tank top underneath. She also...
    KendraCD88 KendraCD88
    51-55, M
    Aug 31, 2013

    My First Bra

    I have always been interested in wearing a bra but had never gotten one until one day I was emptying the garbages to take out I found one of my wifes in the trash basket in our bedroom. I decided to keep it and try it on. It was a 40C. If felt so good on that I wear it almost...
    Jimindiapers Jimindiapers
    56-60, M
    2 Responses Apr 12, 2013

    New Buy

    I have been out shopping browsing the lingerie shelves. Eventually I found what I was looking for. Matching sets of bra and panties one in purple bra with lace trim and brazilian panties to match. Like wise the same in red. 38c cup the perfect fit. Panties keep me in small and...
    mike48 mike48
    51-55
    6 Responses Nov 10, 2013

    I have always had big boobs

    for a man. I am not fat which of course makes my big breast even more embarrassing as the proudly stand over my skinny waist. I hated them as a teenager in the locker room at school or at the pool. But since I began crossdressing what was once a curse is now a blessing. And the...
    chrissyk48 chrissyk48
    46-50, M
    1 Response Feb 18

    Lawn Mowing

    Greetings, Just getting ready to go out and mow the lawn. I going to wear a matching black bra and panties under my gray shorts and gray sleeveless shirt. I will be a man on the outside and a lady underneath. I will be all hot ad sweaty when i'am done. Will update story when...
    KendraCD88 KendraCD88
    51-55, M
    6 Responses Jul 18, 2013
    renelynn renelynn
    51-55, M
    6 Responses Jul 20, 2014

    What Should I Do

    I have been wearing bras for years, I feel wrong to wear bra recently, should I stop wearing or just continue? Its really hard tp stop but I'm trying kinda hard recently. Not only that, my girl friend claims that she didn'tlike me wearing bras, it makes her feels that sheshe's...
    mrorangecute mrorangecute
    18-21, M
    14 Responses Nov 28, 2013

    I frist read about men using bras

    and decided to try it. Frist I has a red bra without any push up effect at all. Later I have experienced with differensiert type bras. I have als tried to hav silicon breasts in the bras. I ended up with using an A cup push up bra. I use a bra most of the time. I try to wear...
    Bhgutt Bhgutt
    51-55, M
    Nov 7, 2014

    First Time In Front Of My Wife

    I discreetly wore bras and panties for years during my first marriage. My ex-wife was highly disapproving so I would continually cycle between thrill and guilt. Sometimes I would buy my own items then purge. Other times I would wear hers. The secrecy was always a burden, but no...
    Mtm1010 Mtm1010
    36-40
    9 Responses Mar 1, 2013

    Men Wearing Bra

    i like wearing bras and wear it daily with out fear. that is really intresting. experience this!!
    pussyman71 pussyman71
    41-45, M
    39 Responses Oct 23, 2011

    The First Bra..

    I ever tried on was my wife's. She had one that really turned me on and one morning after she left for work I went over to the top drawer and pulled it out and stared at it and then managed to hook it and slide the straps over my shoulders. I thought why haven't I done this...
    DanyaKay DanyaKay
    46-50
    16 Responses Dec 1, 2011

    I love wearing a bra.

    I am 38b. love seeing other men and boys wearing their first bra.
    photousa photousa
    61-65, M
    7 Responses Jul 16, 2015

    Outed Today By Accident

    I have recently been wearing "niplettes" on my nipples, which are really miniature breast pumps. I need to carry them on my breasts for about 8 hours a day in order to permanently endow me with a woman's nipples (they also seem to be pulling my breasts out & down, gorgeous...
    vastsea vastsea
    36-40, T
    1 Response Sep 30, 2013

    I Like Bras

    I first started wearing my mothers panties but later felt the need to try bras once done I was hooked. I now wear them as often as possible under my day clothes as well as at home with matching panties heels and skirts. I have a collection of many colours mostly underwired and...
    mike48 mike48
    51-55
    Aug 29, 2013
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