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I Was Caught Having Sex While Crossdressed

Personal Stories, Advice, and Support 17 People

    Me and my husband have not had sex in a while and seeing as though our only daughter Freya who's 12 was in bed we thought we could have someone fun so we went upstairs and my...
    kelsjade kelsjade 22-25, F 3 Responses 2 days ago

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    For the last few months I have started to fantasize about having sex with a close and very dear lady friend of mine and I can’t seem to get her out of my mind for some reason...
    bfox2608 bfox2608 36-40, M 2 Responses Sep 27

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    When I first read this, I thought it said "I have been walked OUT on while having sex." I thought how horrible that must be!! But then I read it a little closer...... So I...
    lostit77 lostit77 46-50, F 1 Response 9 hrs ago

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    Love having sex with h women
    Dloveski Dloveski 36-40, M 1 Response Oct 10

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    I had been naked in public a few times before this and despite a few close shaves had never been caught or reported. This time I was walking home from school with my friends when...
    Bartimaues Bartimaues 22-25, M Sep 27

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    I started crossdressing in my mother's clothes when I was 10 and became addicted to it almost immediately. A few years later, my little sister caught me at it. I became submissive...
    cdchrystal cdchrystal 46-50, M 5 Responses Sep 29

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    Girlfriends mom pounded on my truck window while she was riding me cowgirl in her driveway and screamed for her to get out right now
    kennomarko kennomarko 36-40, M 2 Responses 8 hrs ago

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    I was at my brothers house in the morning cuz I slept over there. So when he left for work he told me to pick up my sister at the bus stop at 12 cause she was coming from a day...
    Fifidog Fifidog 16-17, F Sep 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...
    Stephaniegirl226 Stephaniegirl226 36-40, M 10 Responses Oct 3

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    There is this childhood crush i had on my dad's ex wife's relatives . he was some kind of hero in our neighborhood, he saved this kid from a fire or something like that, anyway he...
    Gemma3sahara Gemma3sahara 31-35, F 3 Responses 4 days ago

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    Well, to be more exact, it was my panties. I couldn't really hide it either, since I was wearing only my panties, while squatting, over my bed, with a bulge in the back. The maid...
    LittleStain LittleStain 18-21, F 1 Response Oct 8

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    I was about 16 and I awoke very hard... I knew the maid was going to come and wake me up in a few minutes, so I totally undressed and pushed the blanket and sheet away, then laid...
    coolrobert coolrobert 51-55, M a week ago

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    Last night was so weird...like OMG I dreamt I was having s*x with my ex... We were like.. Sitting in his huge chair playing videos games together and I lost and I acted sad, and...
    MaciP MaciP 16-17, F 1 Response 15 hrs ago

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    There is nothing better than pleasuring a woman..... Feeling her getting nice and hot and slippery as I fukk her with my tongue and fingers.... Having her thrust her pu^sy up to...
    femmeme femmeme 36-40, F 3 Responses Sep 21

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    Recently got caught in my g string in the locker room lol. Not a very pleasant experience
    TheGrandPoobah TheGrandPoobah 13-15, M 2 Responses Oct 4

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    In my house nakedness is not encouraged so I have to find my moments when I can. I love being naked, as you will see from my other stories, and I love sleeping naked, but can only...
    Bartimaues Bartimaues 22-25, M Oct 2

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    Hi there! I am a 17 year old sissy cross dresser and I have been dressing as a girl since I was little. I was recently found out by my sister. I was home alone at the time and I...
    ThatSissyBoy ThatSissyBoy 22-25, M 10 Responses Oct 1

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    I It was elementary school and it was winter. I climbed the fence to get my friends baseball. I ripped my sweatpants. There I was just climbing back over the fence and my teacher...
    Balloonboy33 Balloonboy33 26-30, M 2 Responses Oct 5

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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...
    Phxpaulena Phxpaulena 61-65, M 8 Responses Oct 10

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    This morning as I was sending my wife off to work, I walked out to check the mail, then walked over to the garbage can to throw the junk mail away. As I was standing there, my...
    Sharon03 Sharon03 56-60 5 Responses 4 days ago

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    I was naked and so horny at home when the door bell goes forgetting my self I answered the door ... It was my mums friend I was fully hard at the time it was funny as she said I...
    hotty35 hotty35 31-35, M 2 days ago

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    I like to sleep in my underwear, so this led to an embarrassing moment one morning. I slept a little late, it felt good and I felt refreshed. I toss the covers off of me, and go...
    GothPolkaDot GothPolkaDot 18-21, F 4 Responses 19 hrs ago

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    I'm not sure where my Momma learned about the psychology of sex...a Geisha probably. I was a good listener so she talked and talked and talked and talked to me growing up. A few...
    ObiOneyouremyonlyhope ObiOneyouremyonlyhope 41-45, F 1 Response Sep 22

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    It was her brother that saw us, he joined in. I'm glad I didn't get crabs.
    LittleStain LittleStain 18-21, F Sep 30

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    Your Response

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    I had the day off so I decided I would put on my panty hose and geans and a top and my high heel boots with a strap that locks. I locked the locks and put the keys on my dresser...
    pmgurl pmgurl 51-55 2 Responses Sep 21

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    I would love to have a women just take advantage of me. Tie me up slap me play with me ;)
    madisonjackson24 madisonjackson24 18-21, F 1 Response Sep 26

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    I love to put my d in you I'm so h need to sx chat with h girl
    Dloveski Dloveski 36-40, M 2 Responses Oct 10

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    My husband left me on March 15, 2014 while I was 3 months pregnant. He moved in with his girlfriend a week later. And now she is pregnant. When he first left him and I was still...
    devistated62 devistated62 26-30, F 1 Response Sep 21

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    Update. Last time I posted I was overwhelmed at how many responses I had. Some understood my struggle and some completely didn't get it. Reading it now I was pretty upset writing...
    2Blossom 2Blossom 46-50, F 15 Responses Sep 27

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    My dad, the big tough guy that he is, always warned me about screwing up. He was raised with that sort of idea, he believed in it. Thankfully, I am an only child and his little...
    Theworldisminenow Theworldisminenow 18-21, F 1 Response Oct 12

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    I have read a lot of the stories here and they all seem to blame the 'refuser'. (a term I have just learnt) Well I guess that means I am the refuser but I don't believe that means...
    alyssiax alyssiax 41-45, F 23 Responses Oct 11

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    So, I've posted previously, but its a been a long time. I've been married over 11 years, the vast majority of which which have been sexless. I've spoken to my wife countless times...
    Xaeth Xaeth 36-40, M 22 Responses Oct 8

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    How to Find Out About Someone's Sex Life edits by: PoliceExperiment, Andrew (see all) Every been curious about someone's sex life and you know it's off limits to talk about? but...
    policeExperiment policeExperiment 22-25 Oct 2

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    Living in Japan, my experience may be slightly different than a lot of you... I've been married for 8 years, she got pregnant before we were married, and since then, I can count...
    griker42 griker42 31-35, M 8 Responses 7 hrs ago

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    Rediscovering Sex in a Sexless Marriage: Rediscovering sex - This is where things are at now. For those who are reading my story for the first time let me point out my marriage...
    Fireflyz26 Fireflyz26 31-35, F 13 Responses Oct 2

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    I've only been in four major relationships in my life. Two marriages, a highschool sweetheart, and a mistress. Everything else was frivolous extracurricular sex. However, I...
    2opts1choice 2opts1choice 36-40, M 5 days ago

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    OK, Here is my question to all who live in a sm.If your partner is a damn good partner, loves you and treats you amazing and you know you guys have what it takes to be together...
    ooomooo ooomooo 18-21, F 22 Responses Sep 28

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    Today is H's birthday. It's not starting out too great, with the IBS (which is one of my issues as well), and going to the courthouse to see if the judge will be keeping his oldest...
    Harley53 Harley53 56-60, F 6 Responses Oct 10

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    It is what it is. By the end of my first marriage, I wasnt having sex with my wife. Not because I didnt want to, I just couldnt. I was not attracted to her anymore. I dont mean...
    RobertCarlos RobertCarlos 46-50, M 7 Responses 2 days ago

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    Well, I don't live in a SM anymore. I left him 1-year ago today. I'm still sexless (not for the whole year) but that's now my choice as opposed to a symptom. Choice feels way...
    NeedingToVent NeedingToVent 36-40, F 5 Responses 15 hrs ago

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    Push, Push, Push … That is the main instruction for childbirth according to the Starfleet manual (see TNG episode “Disaster”, when Worf helps Keiko give birth). It is also...
    SleeplessKnight SleeplessKnight 41-45, M 9 Responses Sep 30

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    There’s a number of reasons why people live in sexless marriages, every married couple’s situation is different; you could talk to fifteen different couples and hear fifteen...
    miryam57 miryam57 56-60, F 7 Responses 3 days ago

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    At ten till five this morning H asked me if I was ready to go! I told him (again!) my son was picking us up & taking us for my surgical procedure. The carpal tunnel surgery went...
    Harley53 Harley53 56-60, F 6 Responses Sep 22

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    Note from OppositeLand My post SM lover threw his back out last weekend, and is in pain, plus had a 5-hour drive starting early in the morning to do today. So, of course, I...
    Mettamomma Mettamomma 61-65, F 14 Responses Sep 25

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    I was about 11 or 12 at the time, he was 18. He is my stepmother's brother. We had been watching a Mike Meyers movie together. I've always loved horror movies. This particular...
    secretsleftuntold secretsleftuntold 16-17, F 4 Responses Oct 4

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