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I Was Caught Crossdressing

Personal Stories, Advice, and Support 1,923 People

    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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    My wife found my makeup

    and pictures on my phone. Not a pretty sight. We have not had sex in 20 years, I do not cheat but like to dress up in private. She cannot understand and feels betrayed. I feel stupid and embarrassed, but know I cannot stop. Been wearing panties every day for 5 years, in private...
    jazz2013 jazz2013 56-60, M 4 Responses Feb 8

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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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    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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    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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    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 time I did get caught that I can remember was this. I must have been around 12-13 and I made sure every time I was alone and had at least 2...
    apwnn apwnn 18-21, T 3 Responses Mar 17, 2014

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    My Mum And Sister

    My Sister found some of my pantyhose but i was able to say they were my girlfriends and i thought i had gotten away with it. But the next day she must have gone through my laptop and found pictures of what they first thought was a girl (massive compliment to me :P) but realised...
    lucyxcd lucyxcd 18-21, M 11 Responses Apr 3, 2013

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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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    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 16 Responses Apr 15, 2014

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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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    My First Time

    I first started crossdressing when I was thirteen, I was at home by myself because my mom had gone out shopping with her friend Naomi. As I walked past my moms room i saw a pair of black pvc thigh high boots with a 6 inch heel and a platform on the bed. I wasnt sure at first...
    touchmythigh touchmythigh 26-30, T 24 Responses Dec 8, 2011

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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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    Well here's what happen today I'm 16 in high

    school and I was wearing pink polka dot thong and spandex over and red sports bra and over my guy cloths so I went to school and went through my day and during my lunch I didn't feel good and I went to the nurse which sent me home and my parents know I wear panties and...
    AZCROSSDRESSER AZCROSSDRESSER 18-21, M 5 Responses Mar 29

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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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    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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    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 7 Responses 3 hrs ago

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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 12 Responses Jul 22, 2012

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    Part 2 After cleaning up I remembered my mate

    said I could where his mum stuff so I went in the shower and had a full shave then went straight to the mum room opened the wardrobes doors and had a filed day I took out the black body con tight mini dress with black stocking with the straps and a pink lace thong and bra...
    missjazzmin missjazzmin 18-21 2 Responses Feb 1

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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 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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    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 a week ago

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    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 13 Responses Jul 3, 2013

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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 caught by my landlord we told him we were

    having problems with the pipes in the bathroom for master bedroom I was home alone so I was crossdressed I did not realize he had come over to check the pipes he had went under the house to check them before he knocked and he's saw me through the bathroom window when he knocked...
    Edwardkarter Edwardkarter 36-40, M 3 Responses Feb 2

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    went on a work trip and a female coworker went

    to the bar and found me there on a "date" with a guy I meant on Craig's list.
    Therealjason Therealjason 31-35, F 2 Responses Jan 16

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    YUP. GOT CAUGHT RED HANDED.

    KINDA. ANYONE UP FOR SOME STORY AND PIC SWAPPING TRADING?
    MacksInner MacksInner 31-35, M Apr 12

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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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    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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    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 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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    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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    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 a week ago

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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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    When I go out dressed

    as a woman I usually go at night because I don't want my neighbors to see me, However several years ago I went on an afternoon shopping trip as I wanted to buy some lingerie. I wore a black business suit with matching skirt and a white blouse. The trip was uneventful until I...
    Stephaniegirl226 Stephaniegirl226 36-40, M 12 Responses Oct 3, 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 2 Responses 3 days ago

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    I was having fun on a day off of school

    crossdressing I had a pink bra and a nice thing on and my sisters old prom dress on and my cousin happend to stop by and he thought that it would be hilarious to take a pair of hand cuffs and handcuff me outside of my house to the basketball hook which is right at the beginning...
    Cdkyle Cdkyle 18-21, T 6 Responses Feb 13

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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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    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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    Part two So my mum came back with bags full of

    shopping and told me to sit down she said I knew you was dressing up in my stuff I just never caught you and I wasn't going to bring it up because I'm guessing you weren't comfortable with it yet but now I know fill free to dress up anytime where at home and then she gave me the...
    missjazzmin missjazzmin 18-21 10 Responses Feb 5

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    The Lady Down The Street

    That lady whose house I would cut the grass who left her shoes outside. One afternoon I had gotten my hands on a Bikini a few yards down from hers and was wearing it when I went into her yard; she had high bushes which concealed the yard. I was working my way around the edge to...
    francescavera francescavera 56-60, T 11 Responses May 23, 2012

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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 1 Response 2 days ago

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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 13 Responses Apr 18, 2013

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    I just got caught. Really caught by my wife!

    This morning my wife had to go out and I arranged to follow on and meet her in an hour. This was a perfect opportunity to put on some girly clothes. So I went and Put on a pair of tight purple panties, Wolford 10 tights, an old bra, some B cup prosthetic breasts, a red bodycon...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 13 Responses Jan 11

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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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    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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