Post

I Was Caught Crossdressing

Personal Stories, Advice, and Support 1,538 People

    Today my mum was at work

    and my brother and sister were asleep (for the whole day) so i decided to go through my mums cloths and i found the most beautiful see through silk dress ever it was black with blue lining and a blue ribbon (i will use for my avatar) anyways a snatched it and hid it in my room...
    conankoller conankoller 22-25, M 4 Responses Jul 13

    Your Response

    Cancel

    I was 15 and had been wearing panties

    and hose and whatever lingerie I had available to me..my moms or my sisters things for the most part...till I spent one weekend at an aunts house as my parents were attending a wedding and thought it best I stay with my moms sister for the weekend...my aunt was out at a co...
    Girdlesissi Girdlesissi 51-55, M 7 Responses Jan 4

    Your Response

    Cancel

    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...
    LisaTG LisaTG 26-30, T 7 Responses Jun 11

    Your Response

    Cancel

    The cleaning lady (Charlotte) comes to the

    house weekly, and irons my shirts that I leave out, normally 5 shirts for the week ahead. However, today there were only 4 shirts, so Charlotte went to my wardrobe to see if any more shirts were in the cupboard. In my wardrobe are ~5 skirts, ~4 dresses, in one corner of the rack...
    imogentranny imogentranny 36-40, F 5 Responses Feb 6

    Your Response

    Cancel

    Painted Toe Nails And Shaved Legs

    I've been cross dressing for only a short time, but my wife is very accepting of it, and we both really get into at home when we can. Well Easter weekend just gone, we were sitting in bed watching movies and relaxing, it was too cold and wet to go out, so we decided to paint each...
    MsTeriLuv MsTeriLuv 46-50, M 11 Responses May 14, 2012

    Your Response

    Cancel

    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

    Your Response

    Cancel

    I am a closet crossdresser,

    before leaving the house this weekend, I forgot to put a pair of my heels away. I have a feeling that my housemate has been into my room while I was away, as she is being a bit weird. Should I bring it up with her?
    mae080954 mae080954 26-30, M 15 Responses Feb 24

    Your Response

    Cancel

    My First Time Out

    One day when my parents and sisters were out I got an incredible urge to dress up. My sister was kind of a ***** so I went into her room and grabbed a thong, sexy mini skirt and fishnets along with a cute bra and top. I did my make up so I look just like my sister exactly like a...
    deboss98 deboss98 41-45, T 3 Responses Apr 20, 2013

    Your Response

    Cancel

    I missed the mailman

    and needed a letter mailed. So I hopped into my car and drove to the post office. I was wearing a black bra with a oversized tank top and black shorts. It let my bra show real good on the sides, I was planing on just putting the letter in mail box and leaving. But the woman...
    meg1cdforyou meg1cdforyou 61-65, M 2 Responses Jul 13

    Your Response

    Cancel

    Worst Punishment Ever.

    I've been crossdressing since I was 13 and didnt get caught till I was 15 and it sucked. ( I always tried to keep it a secret) I always stole my sisters or my mom's clothes whenever they were away for at least an hour. So one day I only had school only till 12:00 and my mom...
    DCYDDON DCYDDON 18-21 7 Responses Aug 31, 2013

    Your Response

    Cancel

    A night out as Rhonda had me visiting a local

    establishment where a band was playing that I follow. I was with a friend, and she is very acceptable of my crossdressing. I was beautifully dressed in a blue blouse and a red skirt and 2" blue pumps. I had just had a facial and had my arms, legs, chest and back waxed. I had...
    SweetRhonda SweetRhonda 51-55, T 5 Responses Apr 8

    Your Response

    Cancel

    Hello,my name is jacob

    but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this. i am now seeking help from someone who lives near me. i live in Virginia and am looking for some one I can meet, i love EP...
    jmallon764 jmallon764 18-21, M 1 Response 9 hrs ago

    Your Response

    Cancel

    I was caught by my Mom it was

    when I was about 8 we were having some friends over for a party. I snuck off and found my Mom's high heels and put them on and was admiring myself in the full length mirror when I heard someone behind me saying those look good on you. I was shocked to turn around to find my mom...
    pmgurl pmgurl 51-55 3 Responses Jul 9

    Your Response

    Cancel

    More times than I wish.

    I remember starting around age 5, my father was a drinker and fighter, me not so much. I always identified with Moms side of the family which were all women. they all had a bad habit of picking abusive, drinking men. Anyway, I would try on Moms stuff here and there and when...
    michelledavid59 michelledavid59 51-55, M 9 Responses Mar 13

    Your Response

    Cancel

    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 14 Responses May 23, 2012

    Your Response

    Cancel

    Caught by neighbor today.

    It is very cold here today. As normal I sleep in some sort of lingerie. Last night I fell asleep in my black satin cami and thigh highs. I wasnt thinking to much of it this am. It was around 3 below zero i wanted to run out and start my car so it could warm up as i got ready...
    guyinsatinlingerie guyinsatinlingerie 36-40, M 9 Responses Jan 6

    Your Response

    Cancel

    At the age of twelve my mother caught me in her

    pantyhose. She told me that it was not right for me to do that. All that did was make me get sneakier. I soon discovered the clotheslines of my neighbors and found many items to use. I dressed when ever I got the chance. I was so in to wearing bras and nylons that one night...
    charlibitv charlibitv 56-60, M 1 Response Jan 28

    Your Response

    Cancel

    A friend and I once went to a nude beach.

    She had me remove all my clothes and place them in a bag. I did not even have my glasses. Then she left with all my clothes and other belongings. I am now stuck at the beach with no clothes and no way home. Many others were at the beach that day, including a police officer. Most...
    chuppecatnutter chuppecatnutter 51-55 3 Responses Feb 12

    Your Response

    Cancel

    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 23 Responses Dec 8, 2011

    Your Response

    Cancel

    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

    Your Response

    Cancel

    When I was 12 i realised a loved the feel of

    female clothing being a guy myself it was strange I knew my mum would freak if she found my out so in the end i decided to make my own dresses i used my old t shirts and anything i had but one night when i was supposed to be alone i was cross dressing and doing poses around the...
    Crossdresserman Crossdresserman 22-25, M 4 Responses Jul 13

    Your Response

    Cancel

    The first time i was caught crossdressing i wad

    16 and wearing high heals, fish net stockings, a short skirt, a small skimpy shirt and makeup on. The worst part is my mom caught me while i was riding my boyfriend and my bestfriend was part way through giving me a facial
    bottomslut1 bottomslut1 18-21, M 2 Responses Jul 6

    Your Response

    Cancel

    Dress Up With Sister Inlaw

    I split up with my wife last year and was liveing with my bro and sister inlaw 1 day she caught me in her pantie draw she askd me what I was doin. So I had to tell her that I like wearing them so she ask 2 see me in them so I turnd around and said only if u dont say eneything 2...
    pantiesilike pantiesilike 31-35, M 4 Responses Oct 15, 2013

    Your Response

    Cancel

    When I was about 16 I found my Mom's red

    lipstick and decided to put it on, thought I would only leave it on for a few min. I had it on and was doing some things in my room when a friend called and said they were going to get a ball game up and to come on over. I said ok be right there when I rode up on my bike his...
    pmgurl pmgurl 51-55 Jul 9

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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 16-17, T 3 Responses Mar 17

    Your Response

    Cancel

    Today i went to play volleyball at the fitness

    center and or the first time i wore pink girl spandex and my sports bra and girls workout shirt it was wonderful everyone liked what i was wearing
    PANTIESFORLIFE12 PANTIESFORLIFE12 22-25, M 5 Responses Mar 7

    Your Response

    Cancel

    Search Open in App Experience Project You

    are not alone. Find people who understand you with our FREE app! I Got Caught Cross-dressing I was in 14 when I was caught . See I lived with six sisters and my mum (only boy I'm house) not precisely when my oldest sister chanade was looking after me she would dress in...
    Channybearxoxox Channybearxoxox 18-21, F Mar 15

    Your Response

    Cancel

    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 9 Responses Apr 3, 2013

    Your Response

    Cancel

    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 24 Responses Sep 3, 2012

    Your Response

    Cancel

    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 11 Responses Apr 18, 2013

    Your Response

    Cancel

    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 26-30, M 14 Responses Dec 27, 2013

    Your Response

    Cancel

    when i was 14..... when i was only 14 my stepmom

    and dad went away for the night (to a hotel) so i was so excited to have the house to myself. as i was still in my crossdressing phase and in the CD closet, so when everyone went i spend from 2pm til i went to bed crossdressing. started off in gym gear and did a bit of exercise...
    shylilpaige shylilpaige 18-21, T 7 Responses May 14

    Your Response

    Cancel

    It was coming up my 12 birthday

    and I couldn't wait as I would be on my way to my mums and summer holidays, I was thinking wonder what my mum has got me, as my dad stopped and said good bye to me I waved and ran up my mums house as fast as I could. as I reached the house she was outside waiting for me, her she...
    loulou71 loulou71 41-45, M 2 Responses May 31

    Your Response

    Cancel

    HOW i told my parents

    and the results if u have not told ur parents and are thinking bout it read this NOW!!!!!!!!!!!!!!!!!!!!!so this is what happened i had written a note and left it in an obvious place, i then waited.(check out other story for more description on the beginning)(skipping part in...
    jmallon764 jmallon764 18-21, M 5 Responses 4 days ago

    Your Response

    Cancel

    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 6 Responses Jan 4, 2013

    Your Response

    Cancel
    fercrox fercrox 46-50, M 1 Response Apr 6

    Your Response

    Cancel

    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

    Your Response

    Cancel

    Caught Big Time So after being on this social

    site, I was definitely feeling like I had to get into femme. My desires were raging. So I got all dolled up in some clothes that someone on EP had requested to see me in. I had tucked and put all my foundations on and made several clothing changes for the pictures she wanted...
    JessAngel JessAngel 22-25 12 Responses Dec 8, 2013

    Your Response

    Cancel

    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 gas station or a walk through the park etc. One time last summer I came across a check stop that was looking for drunk drivers...
    Brandie1960 Brandie1960 41-45, M 5 Responses Apr 9

    Your Response

    Cancel

    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 6 Responses Aug 9, 2012

    Your Response

    Cancel

    My girlfriend found a pair of my panties.

    She asked "who is the other woman?" I said "there is no other woman. They 're mine." She yelled "what are you gay!!??" I was a hetero dresser until then. I would be on the floor sucking a ***** with another one inserted in my ***. I guess I was in denial. I did want to suck...
    LuanneW LuanneW 66-70, M 10 Responses Dec 11, 2013

    Your Response

    Cancel

    Years ago I dressed up in my gf's undies

    and work clothes for a laugh when she got home. Her reaction was not great as she was shocked and suprised. Read more in my comment.
    morninglory68 morninglory68 26-30, M 2 Responses May 6

    Your Response

    Cancel

    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...
    Pegg Pegg 51-55, M 9 Responses Apr 17, 2012

    Your Response

    Cancel

    Caught By Aunt

    I have secret desire of wearing lingerie and pretty girly stuff which I used to do alone. I have a taste of classy lingerie which I developed by observing my Aunt, who has some pretty and cute lingerie which were always in my wish list. How come I know about it? Well whenever I...
    shania0adorable shania0adorable 26-30 7 Responses Dec 24, 2012

    Your Response

    Cancel

    I went out being the guy i am i was wearing my

    sexy black dress and heels when i was in a shop i saw my friend who noticed me i ran like hell and he followed i hid but he told my mum ohh was she pissed she made me walk around town in a pink too too makeup nylons my hair up and heels with a handbag and now i am her little...
    conankoller conankoller 22-25, M 3 Responses Jul 13

    Your Response

    Cancel

    I was 16 when she caught me wearing her panties

    and bra. I was in my room dressing up didn't know she came home and caught me she said you look cute let's go buy more
    LOVERPANTIES LOVERPANTIES 18-21, M 7 Responses 3 days ago

    Your Response

    Cancel

    I Wasn't Caught, She Alreay Knew

    If you read my first story, you know that I was raised as a girl for the first 51/2 years of my life. My moms sister was only 15 when I was "returned" to being a boy, and she seemed to be angry that I had to change. Even though I had been made to change to a boy, I continued to...
    Ddsmen Ddsmen 31-35, F 6 Responses Sep 29, 2012

    Your Response

    Cancel

    One time - I must have been 11

    or 12 - my parents went out to dinner and decided to leave me in charge of my brother who is 5 years younger then myself. I remember that we had been discussing whether I should be allowed to be the babysitter and if I was responsible enough to do it. Of course I said I...
    tvCorinne tvCorinne 51-55, T 4 Responses Jun 8

    Your Response

    Cancel

    it all started when I was about 6 years old,

    my mum and dad split up from each other I had gone to stay with my mum for the holidays, I was sat on her bed 1 night she was sat there brushing my hair I had really long red hair, just for a laugh she said let me put your hair in pig tails see what it looks like like ok I said...
    loulou71 loulou71 41-45, M 2 Responses May 29

    Your Response

    Cancel

    I was caught crossdressing

    for a few times. One time, in a hotel, I wore a long dress with a fashion bra with breast forms underneath. I went down to the 1st floor and went inside an elevator and pushed top floor button to go up for a dare, I did that several times. And when the door opened, a guy was...
    bambi2810 bambi2810 31-35, M 1 Response Feb 22

    Your Response

    Cancel

    By my wife and asked how long have I have been

    wearing her bra and panties?i said since we 1st met b4 we got married and I saw u had tons of sexy panties..she then asked if that's why I always bought her new panties weekly .. About 3 to 6 pairs a week.. Her never kept them just always shared them with out her knowledge till...
    kysatinman kysatinman 41-45, T 10 Responses Dec 31, 2013

    Your Response

    Cancel

    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 16-17, M 18 Responses Jan 10