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I Was Caught Off Guard

Personal Stories, Advice, and Support 114 People

    My Friends Sisters

    When I was 17, I was at my friend Mike's house. A few other guys and I were sleeping over so we all could get an early start on a fishing trip the next morning. Mike's two sisters Mindy (16), and Karen (17) were hanging around too. We were all goofing around in our pajamas...
    deleted deleted 26-30 4 Responses Jul 18, 2010

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    I had an unflattering moment in front of an

    attractive girl - I run cross country. My sophomore year, I was one of the top runners on the team. Guys and girls wouldn't practice together, but we'd go to the same venues to do workouts. Well, usually I wear standard running shorts, semi-loose with a liner, but going with the...
    louielabatt louielabatt 22-25, M Mar 10

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    Younger Sister And 3 Of Her Friends And My Mom See All

    well i was 15 then my sister melissa was 11 well i took a shower and after i was done i wrapped a towel around my waist and went downstairs i saw no one was home so i took the towel off and put it on the chair in the living room then went to the kitchen and made a sandwich well...
    billy17 billy17 18-21 16 Responses May 3, 2010

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    I Was Pantsed In Front Of A Beautiful Girl

    This happened about a year ago. I was at this barbecue in a local park and this really gorgeous girl came up to me. I’d liked her for a long time…she has lovely long brown hair and she’s stunningly beautiful and has a perfect figure. She even does some modelling sometimes...
    misterwise misterwise 26-30, M Aug 11, 2013

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    Intuition Too Soon

    Ok, so I have 5 friends in my life that mean more than the world to me. I'm an only child, so, they are my "siblings" who I happen to get along with more than not. Anyway, two of these friends like each other. Let's call the male in this R and the female- A. So, I found...
    MCJC MCJC 19-21, F Mar 20, 2008

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    Many Many Times.

    the time when my dad walked in on me masturbatiinn. the time when my dad walked in on me naked.. the time when my mother walked in on me and my boyfriend doin it. the time when my boyfriends mom walked in on me givin him head. the time when i had a couple and i cant remember...
    asdflkjghlove asdflkjghlove 16-17, F 4 Responses Jul 7, 2008

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    All I Wanted Was A Quick Trim And.......

    I'm waiting for a new young gal stylist working in a beauty shop.She was a neighbor of my high school friend who recommended her and he goes to her basement, so I just one day up & went to the shop for the first time. A short stocky elderly woman working there told me to come on...
    Mooreland12 Mooreland12 41-45, M 2 Responses Mar 1, 2013

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    Related Experiences

    this girl i like we have been going back and forth, for a while now. we used to be really close but its like whenever i start to get back close with her something happens that...
    unattached1 unattached1 22-25, M 5 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 5 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 a week ago

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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 3 days ago

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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 Aug 22

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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 6 days ago

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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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    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 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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    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 1 Response 4 days ago

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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 3 days ago

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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 23 hrs ago

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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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    I once fell asleep (druged) wearing a bra, top,panties, skirt, high heals, and panty hoes. And woke up on my stomach with my *** hanging of the side of my bed, my as* hole...
    bottomslut1 bottomslut1 18-21, M 3 Responses Aug 4

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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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    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 1 Response 4 days ago

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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 2 days ago

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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 2 days ago

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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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    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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    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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    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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    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 3 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 5 Responses 3 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 3 days ago

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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 2 Responses 2 days ago

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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 1 day ago

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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 1 Response 1 hr ago

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    I worked for a company called interface for 2 months for 10 dollars an hour. My job was to approach people and get them interested in our product, let them know more about it and...
    Thatonegirl53 Thatonegirl53 18-21, F 4 Responses 4 days ago

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    This is about the embarrassing moment I had during this weekend, visiting my girlfriend at her parents' house. But a little background info first. I have been with my girlfriend...
    Nailpolishaddict Nailpolishaddict 26-30, M 3 Responses Aug 10

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    I first had a vision at the age of 9, now i am 16. over the time i searched the place that i saw ( a dense foggy forest with a hill pretty far from the main battle) in my vision I...
    Mike4121997 Mike4121997 16-17, M Aug 13

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    My first time wearing pantyhose, was also the first time I got caught. Luckily, I was caught by my sister, as they were her hose I was wearing. I was 13 years old and had just put...
    pantyhoseguy7572 pantyhoseguy7572 41-45, M 4 Responses Aug 2

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    Schlitterbahn Spanking. In the summer of 2014, me, my brother, and my dad drive down to Galveston, Texas on vacation. We had a fun at the beach the whole week. On the last day we...
    Dts16 Dts16 13-15, M 1 Response Aug 19

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    There was one time when I was home alone and I was caught naked by my neighbor. I was tanning in my backyard in my bikini and I decided I wanted to get rid of some tan lines so I...
    Kenzie123 Kenzie123 18-21, F 3 Responses Aug 21

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    I had recently gotten out of a three year relationship when I met my current husband. He was an old friend, well liked by a lot of people. I thought I knew him. We wound up...
    breakingout2014 breakingout2014 26-30, F Aug 14

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    I was caught and still get caught, at least I try. He peeps pretty often. i pretend I dont know. I since have moved my bed in front of the window, I keep the blinds adjusted so he...
    TheBeastsPenetratingBlade TheBeastsPenetratingBlade 18-21, F 14 Responses Aug 12

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    Phone Folly! At one point we girls ran up such a phone bill that my parents told us in no uncertain terms we were not to use the phone without asking permission. Needless to say...
    Jilly53 Jilly53 56-60, F 1 Response 3 days ago

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    Back in elementary school, I used to steal many things.. minor things, but many lol. I'm talking people's pencils, gummy erasers, pencil grippers, pencil sharpners, etc. I had a...
    secretgal2 secretgal2 16-17, F 2 Responses