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I Was Caught Crossdressing

Personal Stories, Advice, and Support 1,966 People

    Caught Again.

    I went to the doctors last week, to get some pre-surgery things done. While there, the nurse told me that I needed a tetnes shot. I sat there horrified, and tried to get her to look past he shot, I knew where the shot had to be administered to, my ***! I had been running late...
    kattie2121 kattie2121 51-55, M 12 Responses Jul 3, 2013

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    I think I was caught

    as week ago n the bathroom on the pot thought i locked the door but found out i didnt. i dont think I pulled my pants up quick enough n my boss probably seen my thong panties he took a second 2 come in but there's a mirror when u come in the door for the toilet I was on funny...
    whitwhit86 whitwhit86 26-30, M Feb 16

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    I got dared by my sister to dress in her clothes

    so she got me a a bra, thong, wig,high heel shoes and the most beautiful dress also she done my make up and I looked like a fairy tale princess in pink. My mum walked in and my sister said that she always wanted a little sister. The next day my mum told me to dress up again and...
    Manudglh96 Manudglh96 18-21, M 7 Responses Jan 7

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    I've been caught several times by my wife.

    She's not really cool with it but does tolerate. I've never dresses with wigs, make-up or anything female from the waist up. I Just like skirts, panties, heels and nylons. She's ok if I'm not dressing around her. Almost got caught by my parents a few months ago. I went to...
    shadowplt shadowplt 51-55, M 1 Response Feb 24

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    Ooh la la..... ....a very close call

    for a very French maid: 100% True Story: When I was 21 and at university I shared a flat with one male friend. He had no idea that I was a crossdresser. Anyway he had gone away for the weekend....I had done all my prep....legs and body shaved...moisturised....and my chosen...
    chloetrans1117 chloetrans1117 31-35, M 14 Responses Dec 27, 2013

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    Caught By My Mother

    I was 16 at the time and had been crossdressing in my mother's clothes since I was 6. I thought I was clever about it, but more on that later. A friend of mine had 3 sisters who were 15, 14 and 12 at that time. I remember we had been out after midnight one saturday night and...
    MelissaStewart MelissaStewart 22-25, M 12 Responses Apr 18, 2013

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    when I was 13 yrs old I wore my sisters skirt

    and then my sister and mom saw me they then tied me to a chair done my nail paint make up put a wig on my head shaved my legs then wore me panties and bra then skirt and taken me to a shopping mall they buy bra panty skirt saree and all for me ..in the mall I have to go to...
    ramanfemi ramanfemi 18-21, M 2 Responses Apr 28

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    Caught

    When I was 13 I had been crossdressing for 3 years now and was never caught. I started telling a few girls I always talked to about how I crossdress and they told me I should tell my parents but I knew I didn't have the guts to tell them at all. Well one day when my mom left for...
    lime277 lime277 22-25 13 Responses Jul 22, 2012

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    I was caught when I was 14.

    My parents were at work and I had the urge to put on one of my mums dresses and a pair of her knickers. I had been dressing for a year or so in secret and always loved my time alone. I was in the dress and i didn't hear my mum come in the house. She didn't shout I just heard her...
    GirlyLisaTG GirlyLisaTG 26-30, T 19 Responses Jun 11, 2014

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    My first experience was in my first foster home.

    Jodi was 19 I was 10. The room smelled ok, just like her perfume & her with perfume. those of us that started cross dressing know that special overpowering smell that is just heaven that you get lost in while cross dressing. I would would do my "Goldilocks" bit. I would put on...
    chaztrisexualnow chaztrisexualnow 46-50, M 4 Responses May 3

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    I was 5 when my mom walked into her room

    while I was trying on her white very lacy , half slip. I felt the half slip fit better that the full slip and it did. She asked what I was doing, I blushed, laughed took off the slip and put it back, she only smiled then left the room. From on, I always went into her Lingerie...
    carolannP carolannP 61-65, M 2 Responses Apr 13

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    MacksInner MacksInner 31-35, M 5 Responses Apr 29

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    Caught By My Sister

    I was 14 and just started crossdressing. I snuck into my sisters(she was 18) room while i was home alone. My sister was out witu her friends and my parents were at work. I stole some panties a bra a couple of her dance outfits (very colorful with dimonds and sparkles) and a...
    ttttt56789 ttttt56789 22-25, M 7 Responses Jan 4, 2013

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    I've become rather open to my family

    and friends about my crossdressing. Labor day weekend I was attending a family reunion. I was bent over and my panties were showing, when my one and only male cousin put his hand on my back and said" I think I have those same panties!". After an awkward snicker. We discovered...
    Phxpaulena Phxpaulena 61-65, M 14 Responses Oct 10, 2014

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    my wife saw some pics I had on my iphone.

    I had on a beautiful dress, makeup, my favorite black shapewear and a nice brown wig. she just looked at the phone then at me, I was expecting anger or at the least the lets talk about it speech but no all I got was laughter. she will never know the damage she did to on thee...
    Stacy1165 Stacy1165 36-40, M 7 Responses Mar 3

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    Surprise surprise. ..

    . I had a meeting to attend yesterday in Des Moines IA. It was just in the afternoon so I drove up and back the same day.  I got dressed in my man clothes but put on panties and thigh highs. The plan was to wear a pair of heels to drive to and from the meeting.  I left the...
    cdjo cdjo 41-45, M 17 Responses Apr 15, 2014

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    I got off work early today

    and drove home. Once there, I'd changed into my skirt and boots. There I was all dressed (nothing upstairs, just a skirt and boots...sorry gurls) when the garage door opens and my son starts into the house. BTW, he lives on his own. I certainly wasn't expecting him home. I ran...
    shadowplt shadowplt 51-55, M 3 Responses Apr 23

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    I was just wearing my kaftan this morning

    before I got dressed. I decided to paint my nails purple for fun. I had just finished painting them and was cleaning up the kitchen when our roommate walked in the front door with a friend. There I am-red toenails, purple fingernails and a kaftan when a strange woman walks in...
    Sharon03 Sharon03 61-65 9 Responses Apr 13

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    Thinking about it now,

    after all the close calls and 'hiding' of things, deep down I suspect many of us hoped we would be caught. But caught by someone accepting and understanding that might have allowed us to experience that side of ourselves. Without the cruelty and ridicule that too many have dealt...
    Allysoninaz Allysoninaz 46-50 5 Responses Apr 19

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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 it completely forgetting that I was wearing pink tights and a really short black skirt. I opened the door and one of my friends was...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 9 Responses Aug 20, 2014

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    I was 13 and at the weekend my mum

    and sister and brother went out. I stole £10 from my mums purse and went to the drug store. I bought red lipstick and red nail polish. I went home and put on knickers and a dress. Then I painted my toenails red and my nails red. I got a dress and heels and put them on. My mum...
    Ryanisaacs1406 Ryanisaacs1406 18-21, M 3 Responses Apr 24

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    I think we all want to get caught

    but why do we hide our things if we wanted we could just show our family dressed and say this is who I am can someone help me answer this question
    crossdresser1065 crossdresser1065 13-15, M 4 Responses May 13

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    Last Sunday I took a drive to another city with

    the intent of dressing and shopping. Just a little me time. I got to the mall and totally freaked. I chickened out. As I was getting ready to drive home, I stopped at a chad station to get a soda. I was peeved at myself for being a coward and forgot I was dressed. (Just so you...
    shadowplt shadowplt 51-55, M 3 Responses Mar 31

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    My Mother In Law Busted Me And More

    Her mother caught me wearing her panties, bra, and a nightgown. Back about the time my first wife found out about my wearing women's clothes, I had a real strange experience with my mother in-law. She had a habit of taking naps in the afternoon between 1pm and 4pm in the nude. On...
    francescavera francescavera 56-60, T 13 Responses May 23, 2012

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    When I was 16 I had been crossdressing

    for like 5 years. I was always worried about my my parents or my sisters catching me. One day in the summer they were all at my little brothers baseball game. So I decided I was going to dress up a bit. I went into my older sisters room, she was 19 and had a lot of sexy things...
    GregNHL1994 GregNHL1994 18-21, M 4 Responses Apr 19

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    When i was 15 i finally was home alone

    for once for a decent amount of time so i figured it be a perfect time to dress up. I got completley naked went into my moms closet and browsed through all her clothes. I decided on a red sundress, brown sandals, pink panties, a cowboy hat, and this nice pink purse. I had just...
    Zxxvb Zxxvb 22-25, M 2 Responses May 3

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    SEX ED WITH MOTHER- Felt like sharing a story.

    This takes place back in the 80's my dad and mom split up. My mom and me had to move in with my grand mother. After that I with drew from the things I liked to do pretty much go to school and come home and do chores. After a year or so things calmed down but I was so confused...
    AL38DD AL38DD 31-35, M 6 Responses May 4

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    so my wife already knows I dress,

    and I have been doing it openly with her for a few years now. Well a few nights ago my daughter came downstairs and caught me in my wig and no makeup but didn't know it was me lol. tonight though she came down and I was all done up but she only saw me from the back and said...
    Allyson02 Allyson02 31-35, T 10 Responses Mar 1

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    There I was (today) sitting on the couch

    watching "The Bible" when my daughter and her boyfriend walk in from the garage. I looked to the door then bolted upstairs to my room to change. RELLY wasn't expecting them home. I think my daughter caught me, but she never said a word. My heart was racing as I changed. Phewww.
    shadowplt shadowplt 51-55, M 5 Responses Apr 4

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    Was caught by boyfriends girl friend wearing

    bra with tanktop panties (thong) and thigh high socks.
    Zap4you Zap4you 46-50, M 2 Responses 3 days ago

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    I Told My Bestfriend

    Hey everyone well the other night i decided i was going to come out and say everything to my bestfriend Amber. Her and I have been bestfriends for a year and she is very trustworthy so i thought i would tell her. So i told her i needed to tell her some of my secrets and she...
    AutumnCD AutumnCD 18-21, M 15 Responses Jan 11, 2013

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    I owned an office cleaning business

    and working when they were closed and no one around. Sometimes I'd take my girl clothes in and change and clean as a woman but I always kept my change of clothes near. That night I had finished one place dressed and figured as no one was around I'd drive to the next place as I...
    Lyndaloves1957 Lyndaloves1957 56-60, T 13 Responses Nov 6, 2014

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    I came home early to vacuum

    and mop the house for company that is coming over tonight. I enjoy doing housework simply dressed in a bra and panties, lace of course, sometimes a pretty sundress. I feel very feminine this way and it brings me great joy. My FedEx man usually just leaves packages at my front...
    parttimelisa parttimelisa 51-55, M 4 Responses Feb 13

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    one night when I was 11 it was like any other

    night but I couldn't my sleep. I saw a pair of panties on my sister's bed earlier that day so that night I went into her room and closed the door I found the panties and put them on I loved them! but then my mom came in lucky my shirt was long enough to cover...
    crossdresser1065 crossdresser1065 13-15, M 4 Responses May 9

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    Fiction. I will continue

    as as blog if it has positive response. It was late evening when I returned home after spending a couple weeks visiting my Dad, stepmom and half sister and went to to my stepmothers sisters wedding. Another story for later. At any rate Mom greeted me and told me to put my...
    angiecan angiecan 51-55, T 25 Responses Apr 27

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    Caught By Mom

    I Have been a cd since 9.I was never caught until i was 17. Its my first story over here so it may seem boring but anyway.I used to steal my sister bra panties an all that stuff &wore secretly.One day mom dad an my sis went to my aunt's for weekend.I refused coz i had planned...
    katiegorgeouss katiegorgeouss 18-21, M 20 Responses Sep 3, 2012

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    I was 5 years old when my Mom caught me wearing

    her red lipstick, and posing in the mirror with a cigarette. She didnt freak out. She just wiped my mouth and told me I was very pretty, too bad I was a boy. She told me to stay out of her things, which of course I didnt. I continued to dabble in her make up. When I was around...
    sillytilly2012 sillytilly2012 51-55, T 3 Responses Apr 8

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    I was caught crossdressing today it was my fault

    as i got the courage to try a dress on in the changing rooms of a clothing store the store clerk said" i looked good" i enjoyed the rush i shall be doing this again soon
    LucyJarvis LucyJarvis 22-25, T 2 Responses Feb 16

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    mskeaton mskeaton 31-35, F 8 Responses a week ago

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    I have been caught twice.

    when I was 12, I used to wear my moms pantyhose, heels and dresses...also makeup and her wig. I hid them in the corner of the bathroom behind the tub. my parents found them. later, when I was 33, I had bought a pair od high heels on ebay. I had been wearing them around the...
    dressupgina dressupgina 41-45, M 7 Responses Feb 28

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    It was late and I was alone with my mom in the

    house, she was watching tv and eating in her room, so why not? I went over and got out all my clothes and slipped into a nice pair of orange panties, a bra with cute flowers on it, black yoga pants a long vneck and a sweatshirt and went to my bed to text my friends, before I...
    Diamondcdx16 Diamondcdx16 18-21, M 15 Responses Jan 10, 2014

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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, wig, skirt, sweater and high heels. I was applying lipstick and admiring myself in the mirror. My Mother came home early and walked in on...
    Stephaniegirl226 Stephaniegirl226 36-40, M 9 Responses Sep 13, 2014

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    I've been caught twice this is the second time

    I got caught I'm the last of my siblings who is still staying at home so it's just me and my mum. It was on a Friday I never had work so I had the house so night before I did a full body shave so my mum leaves for work and I rushed straight up stairs to my mum room and grabbed...
    missjazzmin missjazzmin 18-21 4 Responses Feb 5

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    Caught By Brain Integrator

    Yesterday morning I had just about finished my normal "Pegg" chores and was about finished peeling a 5 pound bag of carrots for work tonight when I heard a light knock on the front door. I turned to look and this fellow who had done brain integration on both me and my wife was...
    57Peggy 57Peggy 56-60, M 10 Responses Apr 17, 2012

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    I was home alone my GF was gone

    for the weekend so I took the opportunity to dress. I went and got a sports bra and suntan panty hose I put on a nice dress and some high heels, a pair of knee length boots with 4 inch heels. I stayed like that all day which was Friday. That night I slept in a babydoll nighty...
    pmgurl pmgurl 51-55 8 Responses Aug 16, 2014

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    Teenage Days

    My older sister and I always got on well together. There was not much of secrets between each other. Whilst growing up I had seen her develop and used to ask the usual questions and she had never shied away from showing me her body. She was older to me by a year and half. It was...
    DilXXX1982 DilXXX1982 31-35, M 8 Responses Aug 9, 2012

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