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I Was Caught Wearing A Bra

Personal Stories, Advice, and Support 167 People

    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...
    dustywhitney dustywhitney 51-55, T 3 Responses Nov 24, 2012

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    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...
    gneena gneena 70+, F 3 Responses Nov 24, 2009

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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...
    vastsea vastsea 31-35, T 2 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...
    robbi95 robbi95 46-50, M Jul 16, 2011

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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...
    Keliegh Keliegh 41-45, M 1 Response Oct 8, 2012

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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...
    gneena gneena 70+, F 3 Responses Apr 15, 2010

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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...
    vastsea vastsea 31-35, T Apr 19, 2013

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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...
    Seggie18 Seggie18 31-35 Jun 9, 2012

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    since i was 12 i liked wearing high heels because they make me feel as a girl but once i was in my bathroom and my mom was doing something in my room but i didnt notice and she...
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    I got caught wearing my Mum's panties when I was 14, I was wearing a pair of her silky purple briefs. I used to wear them so much and then put them back. I was walking around the...
    LucyTG LucyTG 26-30, T 4 Responses Mar 19

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    I've been caught many times wearing my sisters lingerie and it's funny because my crossdressing started because of my sister. My sister and I are only two years apart and when we...
    Dirtyblondeslut69 Dirtyblondeslut69 22-25, M 3 days ago

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    I can't remember the first time I did get caught coz I think I was around 6 or 7 and it was just dismissed by people as I didn't understand what I was really doing. But earliest...
    apwnn apwnn 16-17, M 2 Responses Mar 17

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    I do not like wearing a bra but I do because I need to these days. I need to give my girls a break from captivity.
    ebonynbill ebonynbill 26-30, F 2 Responses 1 day ago

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    I got caught by my ex wearing hers she made me take pics and videos and then she made me get diapers and a pink bow for my head
    Subsissy42 Subsissy42 41-45, M 18 hrs ago

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    Im starting a Ki.K group chat ANY full time cross dressers under the age of 20 This is a chat for crossdressers to show off their outfits talk about shopping clothes and post like...
    lovevspink16 lovevspink16 18-21 Apr 5

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    I was at a party and a group of us were playing kings cup, one of the cards was a dare card. Soon enough I got the dare card and my friend got to dare me. She dared me so I had to...
    Markhill111 Markhill111 22-25, M Mar 25

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    today I went to my friend's house we went outside and did random thing but I fell in a lot of mud so I went inside to take a shower I didn't know anyone else was home so I didn't...
    deleted deleted 26-30 4 Responses Mar 26

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    A night out as Rhonda had me visiting a local establishment where a band was playing that I follow. I was a friend, and she is very acceptable of my crossdressing. I was...
    SweetRhonda SweetRhonda 51-55, T 4 Responses Apr 8

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    I was 13 and spending a couple of weeks with my grandma and aunt's house for during the summer. they had gone to the store and left me to watch TV. I decided to explore my aunts...
    sissyroni sissyroni 51-55, M 1 Response 6 days ago

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    Tonight I got caught by my girlfriends best friend, do to panty lines. Who would of guess that is a dead give away
    tellmesomething1 tellmesomething1 22-25, M 2 Responses Mar 25

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    Some people are just bat*#itcrazy! I can't believe what happened today. This is a true story!!! So I was on my lunch break when some woman on a bicycle started screaming. She...
    xMissTix xMissTix 26-30, F 5 Responses 2 days ago

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    This happened when I was 15. I'd finished rugby training (night training after school) and went into the shower room for a shower. To set the scene, it was a communal shower with...
    Zacey Zacey 31-35, M 1 Response Mar 22

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    I was seven months pregnant with my first child. My husband and I had driven up the coast and attended church and then had a nice, romantic dinner overlooking the beach. On the...
    lostworlds lostworlds 46-50, F 2 Responses Apr 6

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    The uncertainty is exciting. I will go for drives in a skirt nylons shoes and a blouse with no make up or wig. Then I will go into stores like corner store or a coffee shop or the...
    Brandie1960 Brandie1960 41-45, M 2 Responses Apr 9

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    I remember once when me and my ex-husband were making love on the sofa as we thought we had the night too our selfs. All I remember was my daughter and her boyfriend at the time...
    SalinNY SalinNY 46-50, F 6 Responses 4 days ago

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    Look at mycrox-d.com Lingerie for crossdresser
    fercrox fercrox 46-50, M Apr 6

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    My wife and i thought we had the house to ourselves for the evening. Right in the middle of having sex my stepson walked in the house and saw us.
    celticwolfMRD celticwolfMRD 41-45, M 6 days ago

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    I have always like wearing bras. First it was my Mother's and then my wife's. Finally I thought enough is enough and it was time for me to purchase my own. I called Macy's and...
    scottwilson50 scottwilson50 61-65, M 1 Response 2 days ago

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    I love wearing bracelets. Usually I got at least three on each arm. The more colourful the better. One's a medi tag but you can change the bracelet part. My favourite is one made...
    laurenhj laurenhj 13-15, F 1 Response 2 days ago

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    Hi, my name is Momo, I'm a 15 year old boy and I'm from Bath,Uk. On the 12th of December 2013 I was robbed at my home in the town of Bath. I was robbed by a boy in my class, his...
    MJ433 MJ433 13-15, M 1 Response Mar 23

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    An email I got several years ago when I was a fledgeling red bottom journalist. ------------------------------ 4/3/08 Hi :) You're so right; it's really embarrassing for me...
    Phoebe20 Phoebe20 18-21, F 2 Responses Mar 22

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    So we were childhood besties and we both had feelings for each other's. He told me when I had gone to the hospital after a car accident. I of course loved him too. We started...
    Wolfygirl172 Wolfygirl172 22-25, F 1 Response Mar 19

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    when I was about 12 I was always interested in my mothers and sisters tights but I never tried them on I always just look so one day my mum and sister was out and I seen there was...
    Ilovetights123 Ilovetights123 26-30, F 3 days ago

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    When I was about 7, my brother and I received one gold chain each as a gift from a close family friend. Our parents thought that we were too young to wear something so valuable so...
    deleted deleted 26-30 5 days ago

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    I haven't posted on here in a while but a lot has happened since :). Me and my gf broke up so now I'm stuck wondering if there will be another girl to accept my panties and such...
    pantyboy94 pantyboy94 18-21, M 5 Responses Apr 1

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    I Confessed to my girl friend that even though I am a man I have always thought like a girl. For the longest time I thought I was a freak. I found out a few years back that when I...
    kit7777 kit7777 41-45, M 1 day ago

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    I've been wearing everyday, and gotten daring enough to let a little show through my clothes. Today, I was wearing a light push-up bra, and a colleague out of the blue pointed out...
    val83 val83 26-30, T 1 Response 1 day ago

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    First off I am a girl. When I was 13 and getting ready for my confirmation my mom bought me my first pantyhose. My older sister showed me how to put them on. I wore pantyhose...
    trojan83 trojan83 26-30, F 4 Responses Apr 2

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    The fist time I use Girl Clothes....It was night y I just wake up to go to the bathroom so I see it, the was a cute(for me) bikini (ask for photo) so I just decide to try it on I...
    vanessalovewearingpanties vanessalovewearingpanties 16-17, F 1 Response Mar 18

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    As far Back as I can remember, my older sisters would dress me as a girl and play house with them. I really don't remember when I started to feel how good I felt being dressed in...
    ruagirl ruagirl 66-70, T 2 Responses a week ago

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    i was 16 at the time, home alone parents at work brother and sister at school. I had been chatting with this girl online for a few weeks and i considered her to be a true friend...
    Pjstuart Pjstuart 26-30, M 1 Response 3 days ago

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    Every since I was in 4th grade I'd occasionally go into my sister's (who's 3.5 years older than me) bathroom to wear her underwear and (training) bras. Then when I was older in...
    BlackHedgehog24 BlackHedgehog24 16-17, M 2 Responses Apr 5

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    I admit it - I like to cross-dress. Sometimes, I would put something on, and just for a bit of a rush, take a quick walk around the outside of the house (either from the front door...
    KatieTreat KatieTreat 51-55, T 1 Response Mar 28

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    WORST TIME OF MY ENTIRE LIFE! I previously wrote a different story about a kidnapping mix up, but this time´╝îit was for me. So I was walking my dog, he is a tiny pug. And...
    Gibson128 Gibson128 13-15 Apr 5

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    Last year me and my friend AJ said we said that I live with his mom, dad and older sister and he lives with my mom, dad, and younger sister. We did this so we could see what it is...
    Sarahismygirlname Sarahismygirlname 13-15, T Mar 31

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    I will definitely support the international braless month. I hate wearing a bra and love to show off my boobs and hard, sensitive, and long nips.
    birthdaypartyforme birthdaypartyforme 41-45, F Apr 2

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    Lately I've been more open about my crossdressing. I'm still subtle about it but I've been going dressed in leggings and yoga pants more and more. I'm still afraid of the looks I...
    pantyboy94 pantyboy94 18-21, M 3 Responses Apr 5

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    This morning I felt the urge to wear my jet black high waist pantyhose and one of my wife's dresses and the brand new black patent leather pair of pumps I just bought, when I had...
    wtbwoman wtbwoman 41-45 3 Responses Apr 7

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    I miss my braces :( I'm now wearing retainers but I miss my braces :(
    Thatssoawesome Thatssoawesome 13-15, F 2 days ago

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    I love wearing women's panties, I also were bras dresses blouse slips etc
    astroboy4545 astroboy4545 61-65, M 9 Responses Mar 21

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    Is wearing Hanes tighty whities a good brand
    Eddy0925 Eddy0925 18-21, M 1 Response Mar 25

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    If I'm not wearing diapers I'm in my bra, and panties!!
    sexual445 sexual445 26-30, M 3 Responses Mar 31