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I Was Caught Wearing A Bra

Personal Stories, Advice, and Support 172 People

    Caught

    I was in a Lane Bryant store close to my house. I had on a lacy 44 D bra. I was looking to see if there were any that I did not have or want. When I am shopping I am like a hubcap. I go everywhere but see nothing. So I finished ad I had not chosen anything. I was about to leave...
    gneena gneena 70+, F 2 Responses Nov 24, 2009

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    Seen Wearing A Bra And Using Two Breast Pumps

    I have slowly been getting into cross-dressing, and until I found this site I thought it was actually quite daring merely to wear a bra and stockings in bed. Now, I don't just like to wear bras, I want to fill them with my own boobs and to be seen with the results in public. And...
    vastsea vastsea 31-35, T Apr 19, 2013

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    The Next Time

    My son 40 years old was doing some remodeling in our house. My wife was away on vacation. Iwas sitting in front of my laptop just surfing. I had the door to our bedroom closed but not locked. All of the sudden the door pops open and in comes my son. I am sitting here in...
    gneena gneena 70+, F 3 Responses Apr 15, 2010

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    I Have Worn Some Pretty Bras To Work, Previously Un-noticed.

    I have worn some pretty bras to work for the past ten years. Of course no one else ever noticed (well except for one middle aged woman about eight years ago, but that is another fun story). Well about three weeks ago I was working late in our construction trailer and was...
    dustywhitney dustywhitney 51-55, T 3 Responses Nov 24, 2012

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    Andy Caught Wearing A Bra

    Hi my name is andy s. I have been a cross dresser since I was 6. I hid this passion for womens clothes till I was caught wearing a bra by a girl.who had a crush on me in high school. Her name was Melissa , and she taunted me for years till I had a nervous breakdown . Melissa w...
    Seggie18 Seggie18 31-35 Jun 9, 2012

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    I Was Caught At Work Wearing A Bra

    I wear a bra, panties and tights under my suit everyday for the past 5 years maybe longer. I was working on a big project at work and have been working closely with a female co worker for about 2 months now. We were good friends and started work at this company the same day...
    Keliegh Keliegh 41-45, M 2 Responses Oct 8, 2012

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    Almost Caught Wearing Breast Pumps In Public

    Today, I was almost caught in the street wearing breast pumps under a bra! This must rate as one of the kinkier cross-dressing stories, but here it is. I love to wear a bra, but even more, I love to have my nipples sucked. To encourage “sissy suckers” and make myself bigger...
    vastsea vastsea 31-35, T 3 Responses May 12, 2013

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    Want To Be Caught In 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 Jul 16, 2011

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    Related Experiences

    I thought that I was alone in the building and decided it was a good time to try on some new knee boots with a black bra, cami, panties, and nylons. I had accidentally trigger the...
    JessicaDale JessicaDale 51-55, T 1 Response 3 days ago

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    I was caught cross-dressing. I sometimes travel to different cities for work. In nice cities (San Francisco) I rent a motorcycle on my days off and ride to the nice places. In SF...
    Robertredlips Robertredlips 56-60, M 1 Response Aug 27

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    I was caught by my mum a few months ago. I was wearing some of her lingerie black tights and black heels strutting around the house. I didnt hear her come in and i turned around...
    tomcd95 tomcd95 18-21 6 Responses Aug 29

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    I was Caught Crossdressing by my next door nebor Guy and Im still doing it to day. I was in my Wifes We are the same size too. Well I was in her 34-C push up Bra, and Bikini...
    Kellyboy541 Kellyboy541 56-60, F 6 Responses Aug 21

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    I was caught by my auntie in her swimsuit in the bath when I was 14 I thought she was at work allday so I found one of her onepiece swimsuits slipped it on and got in the bath I...
    markwet markwet 46-50, M Aug 25

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    In the middle of the summer I was caught naked out side enbarising and funny. My uncials house has outdoor showers .my aunt told me and my friend jack to get in the showers and...
    jst135 jst135 13-15, M Sep 5

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    This is a famous joke. Not true, but fun to repeat. Sam walked into the locker room to change into his softball uniform. The guys spotted the bra he was wearing and shouted "What...
    Robertredlips Robertredlips 56-60, M Aug 22

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    I was at a friends house house for the first time. I know the mom well. So I was looking for a bathroom and I thought I found it in their house so I pulled my pants somewhat down...
    DoubleDirtyPanties DoubleDirtyPanties 18-21, M 2 Responses Aug 29

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    Last night I was wearing my sisters clothes I had on her blue bra with matching getting on silky pantyhose black mini skirt pink crop top and 5 icnh pink heels on and I went to the...
    Pantyhoseboy1 Pantyhoseboy1 18-21, M 2 Responses Aug 31

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    A long time ago now I lived on my own and would dress up all the time I got so used to it and it was perfectly normal for me. One day someone knocked at the door and I went to open...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 7 Responses Aug 20

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    I have always wanted to get caught cross-dressing and be horribly humiliated. This story you are now reading is not true, but I am sharing it as if it was true: Last Friday night...
    Robertredlips Robertredlips 56-60, M 1 Response Aug 27

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    Not many people know I wear woman's underwear. I got caught in a thong by a sales assistant at ann summers. Yesterday I went into ann summers and seen a white thong with...
    nikolas444 nikolas444 18-21, M 2 Responses Aug 24

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    When I was 14 I started crossdressing. My Mother and older Sister were gone quite a bit. One day after school I went home and started putting on my sisters clothes. Bra, panties...
    Stephaniegirl226 Stephaniegirl226 36-40, M 5 Responses 3 days ago

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    I had to get something from the grocery store. I was wearing jeans and a t-shirt and decided to wear a pair of sandals with a 5" heel. My jeans sort of covered them, but not very...
    Robertredlips Robertredlips 56-60, M 4 Responses Sep 7

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    i went downstairs to go outside to smoke,i thought my aunt was asleep in her room.im out smoking when i see the front room light come on.i start to get real nervous,then the front...
    SISSYGUYMARIGAIL SISSYGUYMARIGAIL 46-50, M 2 Responses a week ago

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    One day I went all dressed up and went to target. One way it was out of the way and where someone couldn't find me. I wore a blouse, a bra, a skirt, a full slip, and a red lace...
    DoubleDirtyPanties DoubleDirtyPanties 18-21, M 2 Responses Aug 29

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    It was in 7th grade, My brother was having a sleepover with a few friends. Of course I didn't know and I was in my room in my putting on my pajamas when they burst into my room and...
    Chloe016 Chloe016 16-17, F 3 Responses Aug 30

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    The last time..? Maybe? So it's been a while since my last post (December) and I was thinking about coming out. Well, things took a hold of itself in it's own way and so much has...
    elliecarr elliecarr 18-21, T 8 Responses Aug 22

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    When I was 17 my grandma caught me ************. And I was fully naked with nothing to cover up with. I've never shared this with anyone before.
    Lookingforadvice44 Lookingforadvice44 26-30, M 1 Response Aug 20

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    I work perm nights and often get woken by my dog who needs to go in the garden, one day knowing the house was empty I just got out of bed and let the dog out, the wife came home...
    Southlincsman Southlincsman 46-50, M Aug 30

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    Caught a couple of times but the mother in law incident was the most embarrassing as she mentions it sometimes, usually recites the incident at family gatherings, I guess I have to...
    Southlincsman Southlincsman 46-50, M 1 Response Aug 30

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    Well, i've never been caught andi just want to tell you what I have. First I have no sisters only brothers. I only have 1 girl cousin and one day I hope to ask her to help me get...
    WhiteKyrem12 WhiteKyrem12 13-15, M 2 Responses 1 day ago

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    One summer about 13 years old I became close with a best friend. We would experiment with each other while parents were away and we would spend the night at each others houses...
    lemoncrsh lemoncrsh 31-35, M 2 Responses Aug 28

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    So my GF had gone to work and I had the day off. It was about 8am and I just started to play with myself. It's my GF's birthday at the end if this month so I was expecting lots of...
    Dazzer2K Dazzer2K 26-30, M Sep 1

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    Girls Spying Me In The Shower Hey guys, before I tell you my story you must know that I`m from germany and my english isn`t perfect. Maybe there some mistakes in my text. Some...
    Mickie19 Mickie19 18-21, M 1 Response 5 days ago

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    My friend came over to my house and he went to my room I forgot to put my pink thong away and he asked if I wear it I told him yes and he asked if I fully dressed I once again said...
    Pantyhoseboy1 Pantyhoseboy1 18-21, M 5 Responses Aug 23

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    LOVERPANTIES LOVERPANTIES 18-21, M 6 Responses Aug 29

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    So I thought I could share one more embarrassing thing today. I was 16 and home alone and I felt very horny and so I decided to ********** :P. So I took of all of my clothes and...
    deleted deleted 26-30 5 Responses Aug 29

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    I was in my living room doing my, uh stuff. And I have a window where my neighbor can see me. I thought I closed the curtain but I did not. But she kind of giggled and seems like...
    Sepek Sepek 18-21, M 2 Responses Sep 2

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    Here's a cheeky pic of me and my panties x
    69morninglory69 69morninglory69 26-30, M 4 Responses Aug 27

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    my ex locked me outside naked in his garden after a shower in the middle of the day.....and this is how i got revenge a few weeks ago......he came home drunk & fell asleep on top...
    JennaTolls JennaTolls 18-21, F 2 Responses Aug 28

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    Back in elementary school, I used to steal many things.. minor things, but many lol. I'm talking people's pencils, gummy erasers, pencil grippers, pencil sharpners, etc. I had a...
    secretgal2 secretgal2 16-17, F 2 Responses Aug 17

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    I am a life long cross dresser - started when I was five. I remember as a pre-teen discovering Kotex pads and that funny belt with which women wore them. I had not a clue why, I...
    cdsubalice cdsubalice 56-60, M 2 Responses Aug 29

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    I can’t tell if I am dreaming or not. One moment I am in a room full of people. The next I feel my body being moved around on a bed and the blurred images and voices are back. I...
    perilousindenvers perilousindenvers 18-21, F 1 Response Aug 27

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    Phone Folly! At one point we girls ran up such a phone bill that my parents told us in no uncertain terms we were not to use the phone without asking permission. Needless to say...
    Jilly53 Jilly53 56-60, F 2 Responses Aug 29

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    I was born with brain damage. When my mom was in labour, we went under stress. I have troubles feeling certain emotions, I lack some impulse control, and I blackout and get severe...
    cyanidemaxwell cyanidemaxwell 16-17, F 5 days ago

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    Many times. My brother was born in Branson and my dad was raised in the nearby town of Hollister.
    OzarksTrucker OzarksTrucker 36-40, M Aug 17

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    In the ungodly heat of summer I really suffer, and here in NYC, the streets can be merciless so I opt to wear nothing but light cotton sundresses. No bra, no panties, just an added...
    josilver josilver 56-60 1 Response 6 days ago

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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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    If i ever get caught by my mom while wearing her panties what should i say, what are good excuses for me to tell her. And if she asks me if i would like to have ones should i say...
    helpmepls99 helpmepls99 13-15, M 4 Responses 6 days ago