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I Was Caught Having Sex While Crossdressed

Personal Stories, Advice, and Support 17 People

    It was a while back, i never told my mom that i had seen her with another man anyway, i was at my house (BTW im 14 my profile says different but yeah) alone and decided to go to my...
    Zinnylok Zinnylok 22-25, M 3 Responses 4 days ago

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    Well you guys know that me and joy share a room together, so this really isn't new to me at all, I have seen joy having sex more times then I can count, I don't all was write...
    jennylovestosmile jennylovestosmile 18-21, F 7 Responses Aug 22

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    I was caught by my mum a few months ago. I was wearing some of her lingerie black tights and black heels strutting around the house. I didnt hear her come in and i turned around...
    tomcd95 tomcd95 18-21 6 Responses Aug 29

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    Spandex is so amazing and I really want to have a women wear spandex while having sex!
    ILoveSpandex ILoveSpandex 18-21, M 1 Response a week ago

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    I love being watched having sex and have been to a few swingers parties which was a lot of fun.
    leihaeldridge leihaeldridge 26-30, F 3 Responses 2 days ago

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    I was Caught Crossdressing by my next door nebor Guy and Im still doing it to day. I was in my Wifes We are the same size too. Well I was in her 34-C push up Bra, and Bikini...
    Kellyboy541 Kellyboy541 56-60, F 6 Responses Aug 21

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    I was caught by my auntie in her swimsuit in the bath when I was 14 I thought she was at work allday so I found one of her onepiece swimsuits slipped it on and got in the bath I...
    markwet markwet 46-50, M Aug 25

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    I was caught cross-dressing. I sometimes travel to different cities for work. In nice cities (San Francisco) I rent a motorcycle on my days off and ride to the nice places. In SF...
    Robertredlips Robertredlips 56-60, M 1 Response Aug 27

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    I love having sex with strong young guys so they can hold me tight and never let go.
    Irishsunglasses Irishsunglasses 18-21, F Sep 4

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    In the middle of the summer I was caught naked out side enbarising and funny. My uncials house has outdoor showers .my aunt told me and my friend jack to get in the showers and...
    jst135 jst135 13-15, M Sep 5

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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...
    Stephaniegirl226 Stephaniegirl226 36-40, M 5 Responses 3 days ago

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    I have always wanted to get caught cross-dressing and be horribly humiliated. This story you are now reading is not true, but I am sharing it as if it was true: Last Friday night...
    Robertredlips Robertredlips 56-60, M 1 Response Aug 27

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    One summer about 13 years old I became close with a best friend. We would experiment with each other while parents were away and we would spend the night at each others houses...
    lemoncrsh lemoncrsh 31-35, M 2 Responses Aug 28

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    The last time..? Maybe? So it's been a while since my last post (December) and I was thinking about coming out. Well, things took a hold of itself in it's own way and so much has...
    elliecarr elliecarr 18-21, T 8 Responses Aug 22

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    I work perm nights and often get woken by my dog who needs to go in the garden, one day knowing the house was empty I just got out of bed and let the dog out, the wife came home...
    Southlincsman Southlincsman 46-50, M Aug 30

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    Girls Spying Me In The Shower Hey guys, before I tell you my story you must know that I`m from germany and my english isn`t perfect. Maybe there some mistakes in my text. Some...
    Mickie19 Mickie19 18-21, M 1 Response 6 days ago

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    So I thought I could share one more embarrassing thing today. I was 16 and home alone and I felt very horny and so I decided to ********** :P. So I took of all of my clothes and...
    deleted deleted 26-30 5 Responses Aug 29

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    It was in 7th grade, My brother was having a sleepover with a few friends. Of course I didn't know and I was in my room in my putting on my pajamas when they burst into my room and...
    Chloe016 Chloe016 16-17, F 3 Responses Aug 30

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    Who's gunna push their hand up my skirt while everyone's in the room watching a movie hm?;). Hate family days x
    fuckmebabyx fuckmebabyx 18-21, F 9 Responses Sep 3

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    I've moved on! I discovered EP in June of 2011 because I wanted to learn about phone encounters...(I don't wanna write s..... e.... x... because then Ep doesn't always let me...
    jessesgirl24 jessesgirl24 41-45, F 3 Responses Sep 5

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    I've always dreamt of one day becoming pregnant and growing big and swollen, and having a guy around to **** me all the time.
    joyful613 joyful613 18-21, F 11 Responses 5 days ago

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    Ever since I lost my virginity to rape, I've just had this insatiable compulsion to have sex (often high risk sex). At first, I thought of it as a way to reclaim sex for myself and...
    teawithharry teawithharry 18-21, T 4 Responses Aug 20

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    Guilty, I don't think there's anything wrong with having a lot of sex
    Jena1011 Jena1011 18-21, F 6 Responses Aug 30

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    PROTECT YOURSELF. Even if a woman says that she is on birth control, put on a darn rubber. And provide your own because some malicious crazy girls like to poke holes in them to get...
    GottaGoo GottaGoo 22-25, M 3 Responses Sep 5

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    Sad, need all the time. I wish I was hot and could get the attention of men easily. You know how people get kinda weird when they've not had sex is a long time? That's me.
    foreversadsam foreversadsam 26-30, F 5 Responses Aug 18

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    When I was 17 my grandma caught me ************. And I was fully naked with nothing to cover up with. I've never shared this with anyone before.
    Lookingforadvice44 Lookingforadvice44 26-30, M 1 Response Aug 20

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    Caught a couple of times but the mother in law incident was the most embarrassing as she mentions it sometimes, usually recites the incident at family gatherings, I guess I have to...
    Southlincsman Southlincsman 46-50, M 1 Response Aug 30

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    Well, i've never been caught andi just want to tell you what I have. First I have no sisters only brothers. I only have 1 girl cousin and one day I hope to ask her to help me get...
    WhiteKyrem12 WhiteKyrem12 13-15, M 2 Responses 1 day ago

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    I don't really know where the dream started but I was at this party type thing and this super hot guy, I think he was drunk but anyways he pushed me into a tent and started taking...
    Angelwuvsyu Angelwuvsyu 16-17, F 7 Responses Aug 17

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    I get turned on by pregnant women so would live to have sex with one
    goonteam goonteam 16-17, M 2 Responses Aug 19

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    I am a 26 year old married woman with 2 small children who can't get enough sex.
    clare87 clare87 26-30, F 7 Responses Aug 22

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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...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 7 Responses Aug 20

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    This is a famous joke. Not true, but fun to repeat. Sam walked into the locker room to change into his softball uniform. The guys spotted the bra he was wearing and shouted "What...
    Robertredlips Robertredlips 56-60, M Aug 22

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    My friend came over to my house and he went to my room I forgot to put my pink thong away and he asked if I wear it I told him yes and he asked if I fully dressed I once again said...
    Pantyhoseboy1 Pantyhoseboy1 18-21, M 5 Responses Aug 23

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    I started collage again yesterday and wore me pretty green panties and a lot of people saw and this guy was cute told me to follow him so i did and we dressed up toghter and i tide...
    LOVERPANTIES LOVERPANTIES 18-21, M 6 Responses Aug 29

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    One day I went all dressed up and went to target. One way it was out of the way and where someone couldn't find me. I wore a blouse, a bra, a skirt, a full slip, and a red lace...
    DoubleDirtyPanties DoubleDirtyPanties 18-21, M 2 Responses Aug 29

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    Last night I was wearing my sisters clothes I had on her blue bra with matching getting on silky pantyhose black mini skirt pink crop top and 5 icnh pink heels on and I went to the...
    Pantyhoseboy1 Pantyhoseboy1 18-21, M 2 Responses Aug 31

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    So my GF had gone to work and I had the day off. It was about 8am and I just started to play with myself. It's my GF's birthday at the end if this month so I was expecting lots of...
    Dazzer2K Dazzer2K 26-30, M Sep 1

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    I was in my living room doing my, uh stuff. And I have a window where my neighbor can see me. I thought I closed the curtain but I did not. But she kind of giggled and seems like...
    Sepek Sepek 18-21, M 2 Responses Sep 2

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    I had to get something from the grocery store. I was wearing jeans and a t-shirt and decided to wear a pair of sandals with a 5" heel. My jeans sort of covered them, but not very...
    Robertredlips Robertredlips 56-60, M 4 Responses Sep 7

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    I thought that I was alone in the building and decided it was a good time to try on some new knee boots with a black bra, cami, panties, and nylons. I had accidentally trigger the...
    JessicaDale JessicaDale 51-55, T 1 Response 3 days ago

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    not in my home.. lol.. but in malls, cars and clubs etc :D hehe
    PoojaTimberlake PoojaTimberlake 18-21, F 5 Responses Aug 25

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    Hahaha!! This would be so awesome! (pic included)
    MrsGigalowJr MrsGigalowJr 26-30, F 8 Responses Aug 31

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    I think it's a million times better than with a guy. With a guy it's so boring and I want it to end usually but with a girl I can go all night and I love the taste and the way it...
    Blondebutterfly69 Blondebutterfly69 18-21, F 4 Responses Aug 31

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    I miss my fiancé so much... I wish he were here to **** me...
    GirlyPerson GirlyPerson 18-21, F 6 Responses 4 days ago

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    Someone should msg me! I'm bored!;)
    JDSHELLEY JDSHELLEY 18-21, M 19 hrs ago

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    I like a girl watching me on Skype as long she will help out a little
    scottishbigguy scottishbigguy 22-25, M 16 hrs ago