Post
Experience Project iOS Android Apps | Download EP for your Mobile Device

I Was Caught Crossdressing

Personal Stories, Advice, and Support 2,133 People

    19 Year old Alex here,

    looking for a mistress to communicate with and obey over email. If anyone is interested please PM me. Thank you!
    alextetra alextetra 18-21 1 Response Jun 29

    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...
    GirlyLisaTG GirlyLisaTG 26-30, T 20 Responses Jun 11, 2014

    Your Response

    Cancel

    As the new work week started,

    it was time to put Kimberly away for a few hours. As I got up, I looked in the mirror, barely recognizing my male face, I decided to do something entirely out of the ordinary and pretty brazenly. Since my family was out of town, I decided I would wear panties instead of my...
    crosskimmy crosskimmy 26-30 6 Responses Jun 25

    Your Response

    Cancel

    So my parents caught me wearing my sister's

    underwear and got really mad at me and said well if that's what you want to wear then you can ask her if you can wear them. Well I really like wearing hers and don't want to buy my own. Does anyone have any advice on how I can ask her if I can wear her underwear.
    ryan1229 ryan1229 18-21, M 8 Responses Jul 18

    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 13 Responses Jan 11, 2013

    Your Response

    Cancel

    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 17 Responses Oct 10, 2014

    Your Response

    Cancel

    Hi guys my 2nd post I think,

    I have a problem, I want to be a girl and wear mini skirts and make up, I want my parents to understand me if I say to them "I want a sex change and move to Turkey and start my life again with nobody knowing who I am. I've not told them I crossdress, this is my dream tho...
    Lucy14CROSSDRSSER Lucy14CROSSDRSSER 13-15, T 2 Responses Jul 23

    Your Response

    Cancel

    My family was leaving

    for dinner and I didn't wanna go, right when they left I rushed to my sisters room and I had this all planned out. I put on a thong and sports bra. Put in some bra inserts. Then got her cheerleaders uniform and put it on. I did my makeup. I got my wig and I straightened my wig...
    CaitlynJennerIsAQueen CaitlynJennerIsAQueen 18-21, M 1 Response Jul 21

    Your Response

    Cancel

    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 11 Responses Feb 5

    Your Response

    Cancel

    How are you planning this weekend girls.

    ..I was planning to go for shopping wearing butt length skirts with no panties wearing ..and the whole sunday cleaning the house wearing single strap panty and bra
    Suhanicrossy Suhanicrossy 22-25, F 2 Responses 6 days ago

    Your Response

    Cancel

    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

    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...
    57Peggy 57Peggy 56-60, M 10 Responses Apr 17, 2012

    Your Response

    Cancel

    I was taking a week off to get moved,

    or so the story went, but really was using the time to enjoy being dressed and meeting some people that I had been chatting with over an adult line. Fully waxed smooth, hair styled and sprayed into place, nails perfectly polished and in very frilly, lacy lingerie I was finishing...
    amandatrane1 amandatrane1 51-55, T 6 Responses Jul 13

    Your Response

    Cancel

    I think the neighborhood security guard saw me

    in a short jean skirt this morning. He was making his rounds and stopped to watch me for awhile while I was working in my garden
    meg1cdforyou meg1cdforyou 66-70, M 4 Responses 6 days ago

    Your Response

    Cancel

    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

    Your Response

    Cancel

    I was 15 when I was caught by Mr.

    Gunderson, a neighbor who lived down the street. I'd found a summer job and got to stay home alone when everyone else went on vacation. Sixteen days by myself to enjoy dressing during the evenings or at least being able to wear panties and nities to sleep in! Most nights I'd get...
    amandatrane1 amandatrane1 51-55, T 4 Responses Jul 18

    Your Response

    Cancel

    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

    Your Response

    Cancel

    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

    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 13 Responses Jul 22, 2012

    Your Response

    Cancel

    I am home alone and, of course dressed up.

    Nothing extravagant only a black and white top and black skirt and heels. Just now I looked out the window to see if anyone was around and saw no one. I hopped outside to check the mail and as I did a young lady came along the path. I had missed seeing her coming. She looked at...
    Cherylj1 Cherylj1 66-70, T 3 Responses Jul 14

    Your Response

    Cancel

    i was caught crossdressing playing with my

    small sissy c--k. The dress was pulled up to my head and my pink lacy panties where down to me ankles,and in walked my sons friend.
    specialgurl specialgurl 61-65, M 1 Response Jul 19

    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 11 Responses Jul 3, 2013

    Your Response

    Cancel

    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 10 Responses Sep 13, 2014

    Your Response

    Cancel

    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...
    Sexyrachel1406 Sexyrachel1406 22-25, M 4 Responses Apr 24

    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 31-35, M 14 Responses Dec 27, 2013

    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 12 Responses Apr 18, 2013

    Your Response

    Cancel

    When ever she stays with me I have to dress in

    a sexy transparent saree without panties underneath it..she goes crazy my seeing me like this and ready to **** me upto her satisfaction
    Suhanicrossy Suhanicrossy 22-25, F 3 Responses Jul 8

    Your Response

    Cancel

    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 28 Responses Apr 27

    Your Response

    Cancel

    Mental note. When in bra

    and thong remember to shut back door. Nighbor may stop in and say hi. Trust me very akward.
    Averageguy41011 Averageguy41011 41-45, M 3 Responses Jul 19

    Your Response

    Cancel

    Tonight I took my usual evening walk on the

    city trail system. I've said this many times before, no make-up, wigs, breast forms or anything female above the waist. I was stopped by an elderly couple about half way. The lady looked me up and down and said, "For a young man you look quite pretty." I just stood there and...
    shadowplt shadowplt 51-55, M 3 Responses Jun 28

    Your Response

    Cancel

    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

    Your Response

    Cancel

    I am compelled to write

    for advanced cds-ing, anyone going out on regular basis in public to shopping malls to buy tank tops to anything girly? The issue I have almost everytime is there are out 10 people when I come in close contact as paying bill, standing face to face in line up, or just someone...
    cross2play cross2play 31-35 4 Responses 5 days ago

    Your Response

    Cancel

    What type of dresses do you like to wear

    when ever you wear alone??
    Suhanicrossy Suhanicrossy 22-25, F 13 Responses Jul 10

    Your Response

    Cancel

    just right now. I went to my car to grab my

    swimsuit and a few other things and I heard a neighbor with a female voice off in the distance say "look is that a cross dresser?" I was hoping the shaded drive way blocked me from view.
    hankypanty6664 hankypanty6664 31-35, M 1 Response 4 days ago

    Your Response

    Cancel

    My mother-in-law came round unexpectedly

    and caught me wearing a party frock, stockings and high heels. I had nowhere to hide. She played it really cool and just said she assumed my wife was out and left. I was so embarrassed and had to tell the wife when she got back.
    raggeevets raggeevets 56-60, M 3 Responses Jul 5

    Your Response

    Cancel

    She told that she already know

    that I like to wear girly clothes and told she would help me but I should to what ever she asks me to do
    Suhanicrossy Suhanicrossy 22-25, F 2 Responses Jul 6

    Your Response

    Cancel

    Black dress, underneath s & s,

    satin panties, my wife walked in, not her shock but mine when she said my dress was better than hers, we have not spoken of it since, but she does like to paint my nails
    deleted deleted 26-30 4 Responses Jul 18

    Your Response

    Cancel

    when I was 16 my Sister caught me wearing her

    panties and bra and nylons, she wasn't happy with me at all, I was very scared and didn't know what to do, She used that fact that I like wearing her stuff against me and made me her slave for a while, I actually enjoyed it
    deleted deleted 26-30 1 Response Jul 16

    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 14 Responses May 23, 2012

    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 24 Responses Dec 8, 2011

    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 7 Responses Jan 4, 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 18-21, M 16 Responses Jan 10, 2014

    Your Response

    Cancel

    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

    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 19 Responses Sep 3, 2012

    Your Response

    Cancel

    OMG I sure gave some people something to talk

    about this morning. I was at home after the wife left for work so I slipped on a bra, a skirt and a blouse then I put some lipstick on. I walked around the house doing chores when I remembered I had to go give blood today. So I put on my black microfiber panties, took off the...
    Sharon03 Sharon03 61-65 9 Responses Oct 30, 2014

    Your Response

    Cancel

    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...
    deleted deleted 26-30 9 Responses Aug 20, 2014

    Your Response

    Cancel