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I Was Caught Having Sex While Crossdressed

Personal Stories, Advice, and Support 17 People

    When I still lived with my parents I was caught a few time but most memorable was having sex with my bf and was tied to the bed face down and my dad walked in and went mad kicked...
    Ldalg Ldalg 18-21, F 12 Responses Aug 11

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    Cuffed and detained during the holiday season. I wasn't really caught in the act of crossdressing but I was caught with the clothes for crossdressing. I actually had told this...
    banannasplitz09 banannasplitz09 22-25, M 3 Responses Jul 31

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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 6 Responses 6 days ago

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    First thing first she was heavily endowed . Like big breast ( fake ) and big but . I keep dreaming about her with long hair (blond) . I ate her out for hours and touched her all...
    venusimmortal venusimmortal 16-17, F 5 Responses 2 days ago

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    I just had a very embarrassing moment. I was babysitting two little boys and their baby brother. The other boys were about 10. I was taking care of the baby when it threw up all...
    Becky7171 Becky7171 18-21, F 22 Responses 6 days ago

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    I just had my first sex dream. It wasn't even sex but it was close to it. It was amazing. It was like it was actually happening.
    tiki18 tiki18 13-15, F 3 Responses Aug 16

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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 a week ago

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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 3 days ago

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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 1 day ago

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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 13 hrs 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 2 days ago

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    We had the wife of the couple we are best friends with, coming to stay with us for a few days while she was in town. We used to live a few miles from each other, but now we live...
    nytro44 nytro44 51-55, M 2 Responses Aug 5

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    I was 15 and had been wearing pantyhose regularly by that time. My wearing was usually limited to the 45 minutes I had home alone between getting home from school and when my...
    deleted deleted 26-30 1 Response Aug 5

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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 6 Responses 6 days ago

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    I was shoeing the wife and starred to blow big fertile load Into her and our 12 year old boy walked in and ten walked right back out. Lol
    Idbw Idbw 31-35 4 Responses Aug 13

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    I was staying the night with one of my friends in high school. He was down the hall in the bathroom and I was in his bedroom changing into pajamas. I was in my shorts just...
    Bobbie1952 Bobbie1952 61-65, M 1 Response Jul 30

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    This morning when my bro went to work he told me to stay home (cause I was at his house today) After he left my BFF called me and asked if I wanted to hangout. So I said yes cuz...
    Fifidog Fifidog 16-17, F 1 Response Aug 7

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    I've been thinking... Maybe people with high sex drives are 'normal' and those with 'normal' normal sex drives are missing something. A high sex drive is different to sex addiction...
    foreversadsam foreversadsam 26-30, F 7 Responses Aug 16

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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...
    pmgurl pmgurl 51-55 2 Responses Aug 16

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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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    Yeh well this one is a bit of an odd one because I've been a sex addict for 5 years, trouble is I'm only 17. I had to go to focus groups and everything.....I still can't get the...
    zacisbest45 zacisbest45 16-17, M 3 Responses Aug 5

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    I Havnt actually had an experience yet . My fwb and I have sext with couples and I find it Hott sexting with other females . It's fun when I'm at work and well my bf def gets the...
    Noismkr Noismkr 31-35, F 2 Responses Aug 13

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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 4 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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    I want to have sex without losing my virginityπŸ™ˆπŸ‘…πŸ™ŠπŸ˜’πŸ˜
    shorty755 shorty755 16-17, F 4 Responses Aug 3

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    WHEN I GET PREGNANT - I want to breastfeed my husband while gently kissing his forehead & massaging his d/I/c/k. I can't wait to see my sweet milk dripping down his lips. I would...
    Peachesx0 Peachesx0 22-25, F 4 Responses Aug 8

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    I am a sex addict, I think about it all the time, it honestly factors into almost everyone of my decisions. My wife use to put up with it and deal with it but recently cut me off...
    city83 city83 31-35, M 1 Response Aug 10

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    I want to have sex on the couch
    jackd01 jackd01 16-17, M Aug 16

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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 18-21, F 6 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 1 Response 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 6 days ago

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    One time some friends of mine were over and we decided to play truth or dare. I was dared to ***** naked, jump the fence into my neighbors yard and stand on her back porch for 2...
    deleted deleted 26-30 Jul 30

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    When I bought the house I am in now. It needed some work before I moved in. I told the HOA that I would be moving in a month after I closed on the house. They told me the...
    deavesl708 deavesl708 51-55, M Jul 31

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    I was driving on a solo road trip, so of course as I get further away I start looking for outlet malls or other Women's clothing stores. I come across a lingerie store, browse for...
    lacypantyboy lacypantyboy 26-30, M Aug 4

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    I swiped my first pair of panties from a friends sister when I was 9. By the time I was 11, I had collected quite a few pairs from her and my cousins. I kept them in a shoe box...
    Bobbie1952 Bobbie1952 61-65, M 4 Responses Aug 7

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    When I was 14, I would sun bathe naked in my back yard. We had a high rock wall around the yard so it was private. When my mom was at work, I would lay out in the sun nude and...
    Bobbie1952 Bobbie1952 61-65, M Aug 10

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    We had some relatives staying at our house, including two of my American cousins who are both teenage girls. I had just finished my bath and was going up to my room to put on my...
    Bartimaues Bartimaues 31-35, M 1 Response Aug 11

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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 6 days ago

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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 3 Responses 5 days ago

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    my ex locked me outside naked in his garden after a shower in the middle of the day.....and this is how i got revenge a few weeks ago......he came home drunk & fell asleep on top...
    JennaTolls JennaTolls 18-21, F 21 hrs ago

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    To Come Back~ From the place I have fallen And shattered into pieces I feel myself reconnecting All my past and hopes And dreams, returning To bind together once more The person I...
    Aurinne Aurinne 36-40, F 1 Response 4 hrs ago

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    One of my girlfriends walked in then joined in
    mommygotboobs mommygotboobs 36-40, F 4 Responses Aug 7

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    not in my home.. lol.. but in malls, cars and clubs etc :D hehe
    PoojaTimberlake PoojaTimberlake 18-21, F 1 Response 3 days ago

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    Hahaha I hate that cause when I wake up I'm like **** I didn't actually get laid lol
    uncoolmermaid uncoolmermaid 16-17, F 1 Response 2 days ago

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    I want to be taken in front of my parents. They can see how corrupted their perfect little girl is.
    libertinette libertinette 22-25, F 27 Responses Jul 31

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    because they will do anything, they are always freaks and like to get freaky
    jjmann2121 jjmann2121 18-21, T 1 Response Aug 4