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I Love Wearing A Bra As A Man

Personal Stories, Advice, and Support 442 People

    Airport Security And Bras

    I don't know what got over me, what made me put on my bra as I was getting changed for my overseas trip. I did some background reading and it turns out that TSA officers are actually quite professional and will not cause any grief for bra wearing men. This kept me calm as I...
    val83 val83 26-30, T 1 Response Sep 27, 2013

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    How I Got 38c Boobs

    LET ME START MY STORY BY SAYING IVE ALWAYS WANTED BREASTS THAT WOULD FILL A BRA DURING PUBERTY I HAD BREASTS THAT WERE LARGE WITH AUREOLES THAT WERE SO LARGE I WAS EMBARRASSED TAKE MY SHIRT OFF. IT WAS AROUND THIS TIME THAT I TRY ED IN MY MOTHERS LONG LINE  BRA I DIDN'T FILL...
    HIPPILOTTA HIPPILOTTA 66-70, T 3 Responses Nov 3, 2010

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    Bra On Everyday.

    After years of using hormones I have lovely B cup boobs! I have no choice really but to have to wear a bra but I love it. Its just a daily naturel thing now to wear one. I dont get any 'kicks' out of it, its just normal for me to wear one. Most of the time I forget I got a bra on...
    gurlyruth gurlyruth 46-50 Jan 23, 2013

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    Well, Maybe Not Exactly As A Man

    Because by the time I get my bra and panties on, I'm well on the way to being a different person. At least in my mind. I'm not a man anymore, but I become Rayanne. But I love wearing a bra, because I love to crossdress and become Rayanne. In the past, I've always worn a 42C or D...
    RayanneA RayanneA 56-60, M 2 Responses May 2, 2012

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    My Chistmas Bra

    Was going though my bra collection, must have about 25 in the bra drawer. Found a red velvet Maidenform 36A bra. Kind of a Christmas theme.   No silicon inserts, all me!
    deleted deleted 26-30 1 Response Dec 22, 2011

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    Love To Fill A Bra With My Moobs

    I love the feel of tight panties and bras and lingerie and dressing up around the house. Not passable as gurl to go public so i don't. but do wear panties, hose, bras, and lingerie under my levies to go shopping. Love the feel and thought of what the person next to me would think...
    robbi95 robbi95 46-50, M 3 Responses Oct 16, 2010

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    Love To Wear A Bra

    i love top wear a bra, i love to know my starps are visiable and i love how my straps sit on my shoulders, i also love how they wrap around me
    addguy3455 addguy3455 18-21, M Oct 14, 2011

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    Wear A Bra

    I wore my first Bra when I was about 23/24 after just wearing pantyhose/tights under from about 13/14 my trousers when ever I got the chance and found that I quite liked wearing bras along with my pantyhose/tights and after another couple of months I decided to see what I felt...
    xdpaul xdpaul 56-60, M 1 Response Jun 8, 2012

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    I Would Love To Wear One Everyday!

    As you can see, I'm a natural 36C and it would be fun to wear one everyday, like a lot of guy do on EP.Just under a t shirt going shopping or to work would be "Heaven!"I am a closet crossdresser and married.....so I wear one, when I can.
    CandyKowal CandyKowal 46-50, T 6 Responses Sep 21, 2011

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    But Only Sometimes

    Most of the time just wearing panties is enough for me. Not counting the male thongs of swimsuit material I only have panties for underwear. I wear them or nothing, and mostly it's NOT nothing. But the bra is a different thing. I need to be in the mood (or ordered by my Mistress...
    MPsslavetommy MPsslavetommy 70+, M Sep 6, 2010

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    My Bras Are My Love

    i have quite a few bras now ,at least 20 different ones in many colors ,,but my favorite one is an old early purchase ,a cheap bra from a bargain clothes store,it is a size 42d that has been stretched loads to fit ,,it used to be dead tight ,but made my boobs stand out loads like...
    franceslepole57 franceslepole57 56-60, T 1 Response Nov 2, 2012

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    The Feeling Of My Bra

    At night before going to bed, I set out 5 or 6 different color bras along wih a top, a cami, a panty, and a pant or skirt. I get up in the morning and I pick out a bra and get dressed. My panty first then my plunge bra. I hook the back and slowly slide up the shoulder straps...
    serinalynn serinalynn 61-65, M Dec 7, 2011

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    Going Out Secretly

    Like a lot of males who love to cross dress there is no way I am passable. Yet I also love to wear my wonderful female clothing other than in the secrecy of my home. So I do what is often referred to as "dressing under", that is wearing as much female clothing as I can under my...
    deleted deleted 26-30 3 Responses Nov 1, 2010

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    Want My **** Sucked While Wearing Bra

    The bigger my moobs get the more I love them! They feel so good in my tight bras and I love the feel to rub my nipples till they're hard and stand out in the bra. I too love the feeling to squeeze and cup my moobs and think how great it feels to have my nipples sucked till they...
    robbi95 robbi95 46-50, M 1 Response Jul 16, 2011

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    Sheer

    I remember how hard I was even before she instructed me to raise my arms and, far above my head, to any observer I had clearly surrendered. the cups, placed up against my chest by her curious hands, made me throb all the harder. "you're such an adorable little feminie doll you...
    zoecrosswater zoecrosswater 31-35 1 Response Jul 20, 2011

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    Great Website

    Cool Aussie site www.hommemystere.au have a look
    pantylover5099 pantylover5099 36-40, M 2 Responses Mar 9, 2012

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    Wearing Bras

    I really love wearing bras. They are so sexy and feminine. I started wearing my mom's bra and when her bra no longer fit me, I bought my own bras. It's such a great feeling wearing a bra feeling the band around my chest and the straps on my shoulders. And I love to have a bra...
    jml2000 jml2000 56-60, M 1 Response May 22, 2012

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    Since Starting To Crossdress Have Worn A Bra

    After first purchase and wearing women's panties the next item of female lingerie was a bra. Additional items purchased and wear are garter belts, nylons and slips. At Walmart the other day in the main isle there was a hanger tree filled with bras marked $3.00 each. I found one...
    deleted deleted 26-30 1 Response Sep 23, 2011

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    Everyday!!!!

    I wear a bra everyday. I love the way it makes me feel. Sometimes I forget that I am wearing one. I wear a different one everyday. I am small busted so my bra in not noticable when I wear a male shirt over it.
    davis36a davis36a 61-65 3 Responses Oct 15, 2010

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    Related Experiences

      So I'm a guy....and I am love wearing short shorts....I can't stand the styles they have today down at the knees....I like them mid thigh or shorter. I honestly haven't...
    ilovethongs23 ilovethongs23 41-45 6 Responses Aug 10

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    It took me a long time to accept this but I love watching a man reach his highest level of excitement. It's a complete pleasure for me to see this and see his body giving him the...
    ILoveAGirlInStockings ILoveAGirlInStockings 51-55, M 2 Responses Aug 10

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    i love wearing wigs to change up my look so many woman make fun of me but they wear weaves.... i dont see whats wrong with wearing wigs every now and then lol is it wrong that i...
    momoayami momoayami 18-21, F Aug 22

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    hello i love wearing boilersuits, im a plumber and stand out wearing them, but like to have my work close clean under them for going to shop for lunch, etc ,
    coyle88 coyle88 22-25, M 2 days ago

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    I love wearing granny panties the big pink ones are my fav
    Benbrian Benbrian 16-17, M 3 Responses Aug 5

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    I love wearing all kinds of lingerie, and I especially like the kind that makes me feel like a sissy. I made this video when I was feeling a little sissyish. I hope you like it...
    VictoriaFredericks VictoriaFredericks 36-40, M 3 Responses Aug 12

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    When I was a teenager I loved wearing miniskirts. In fact I used to wear them as much as possible in preference to jeans, etc. to show off my legs. My mum used to let us wear...
    Jilly53 Jilly53 56-60, F 1 Response Aug 14

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    I love wearing low-rise jeans or shorts with a low cut tank top that show off my belly and cleavage ;-)
    SexyBellyButton80 SexyBellyButton80 31-35, F 14 Responses Aug 17

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    I love wearing sissy lingerie and my wife buys my lingerie
    rimonty59 rimonty59 51-55, M 3 Responses 3 days ago

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    This is the first time I fall in love with younger man. He's 29 and I'm 37 :D
    lilithadam lilithadam 31-35, F Aug 11

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    I come on here and can express myself freely and it usually feels good.... But Damn I love being a MAN and all that goes with it. Macho **** and all...
    JimD911 JimD911 41-45, M 1 Response Aug 14

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    I just find them so comforting and exhilarating. As you can read in some of my other stories, it began with bras as a pre-teen and grew slowly over the years. Now that I live on...
    LockedDarius LockedDarius 26-30, M 2 Responses Aug 21

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    Today I'm wearing underwear that belonged to my friends girlfriend . Grey cotton g string white bra . They feel so good and just the thought that she had them on drives me insane...
    toesforme toesforme 36-40, M 6 Responses Aug 12

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    My wife has me wearing matching satin Cacique bra and panties with black nylons, black flirty skirt, red top and my red 4" heels. Also all made up with a my brown curly wig and...
    nikkifemmdslave2 nikkifemmdslave2 36-40, M 4 Responses Aug 12

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    Ordered a few pair of "training bras" to get more used to wearing them daily. Hopefully they'll be here soon :)
    artsyguy86 artsyguy86 26-30, M 1 Response Aug 24

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    I too like to wear women's panties they just feels so good specially the bikini ones and every once in a while I liked to throw on a brawl
    danny65 danny65 66-70 4 days ago

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    I love women that wear sexy bra . It make they breast look so beautiful and sexy . I wish more guys would enjoy it instead of the naked version.
    flex0712 flex0712 31-35, M 2 Responses 3 days ago

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    I'm standing in the line at walmart buying my first pair of bras. I have really no clue what size I am but I'll figure that out
    thestifmeister thestifmeister 22-25, M Aug 3

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    I have worn lingerie for years. I started when I was in my early teens. Like most men who wear and start early, it was my mothers stuff that I found first. Things like stockings...
    Fullofstars Fullofstars 31-35, M 4 Responses Aug 3

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    Is there any one from the Sarasota/Bradenton Florida area please send me a letter would like to meet more people in my area
    estacie estacie 51-55, M 3 Responses Aug 3

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    Pictures of underwear & bra with fake boobs will be uploaded soon.!!!
    ApxentMinded ApxentMinded 16-17, M 3 Responses Aug 20

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    Hi, I am a pantyhose and tights wearing biker and attending lost of biker rally's and jol's,, I love to wear pantyhose and tights, so i will wear pantyhose under my normal riding...
    hosebiker hosebiker 51-55, M 1 Response Aug 22

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    Yes, last saturday was my first whole day in flats. I started at a coffee shop showing my brown flats like wearing regular svoes, some glimpses but no more. I was wearing my...
    Bisbix Bisbix 41-45, M 1 Response Aug 12

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    As many others, I love to wear wellies. I know that many of you wear your wellies when nowbody sees it. But how many actualy wears wellies when others are around. Who wears wellies...
    norge88 norge88 41-45, M 2 Responses Aug 17

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    Yes, It happened again. Yesterday night, the temperature was good and I proceeded to go roller skating wearing nothing else than one of my skating dresses. I choosed my very small...
    Nadia1977 Nadia1977 36-40, M Aug 24

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    Back in high school I would wear shorts on the winter but I'm excited for this winter to stop wearing shorts and start wearing skirts! Also I usually hate winter and the snow but I...
    Alexis117 Alexis117 18-21, F 1 Response Aug 6

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    I love myself wearing men clothes! For example borrowing (or stealing lmao) a t-shirt or a hoodie and wearing it <3
    dropdeadwilma dropdeadwilma 18-21, F 10 Responses 4 days ago

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    Can't stop wearing tights and panties. The feeling is just incredible. I love having them on in public under my trousers, makes me feel so naughty.
    LoveWearingTights LoveWearingTights 22-25, M 2 days ago

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    I am a guy and have been wearing men shoes for my whole life, but yesterday when my shoes blew out I wanted a new pair of high tops, and no one in my town carries Converse so I had...
    icicle001 icicle001 36-40, M 2 Responses Aug 4

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    Back in June I had written my first story in this group about how my skirt experiences got started. I mentioned how my wife reacted when I told her about this. I had not expected...
    Myotheridentity Myotheridentity 46-50 2 Responses Aug 7

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