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I Was Caught Off Guard

Personal Stories, Advice, and Support 118 People

    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 15 Responses May 3, 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, 2014

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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 care program and then to stay home together until he got home. So he left then I called my friend up to hangout we did then at 12 I picked up my sis...
    Fifidog Fifidog 16-17, F Sep 24, 2014

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    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 3 Responses Jul 18, 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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    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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    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 18-21, 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 3 Responses Jul 7, 2008

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    Related Experiences

    as a guy, most expect us to wear boxers so when I was caught in the hall of my dorm wearing just skimpy low rise briefs, it was a little embarrassing
    Pickles3000 Pickles3000 22-25, M Apr 24

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    When i was 15 i finally was home alone for once for a decent amount of time so i figured it be a perfect time to dress up. I got completley naked went into my moms closet and...
    Zxxvb Zxxvb 22-25, M 2 Responses 8 hrs ago

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    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...
    chaztrisexualnow chaztrisexualnow 46-50, M 57 mins ago

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    Nobody was around so i thought getting changed in the back office before going out would be a good idea, but forgot about the CCTV camera that was in there so I wasn't seen by...
    louisetiger1 louisetiger1 31-35, F 9 Responses Apr 7

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    When I was twenty something and still single, I was enjoying the evening being nude around the house. I had completely forgotten that a female friend was coming over to borrow...
    Bobbie1952 Bobbie1952 61-65, M Apr 16

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    I was 5 when my mom walked into her room while I was trying on her white very lacy , half slip. I felt the half slip fit better that the full slip and it did. She asked what I was...
    carolannP carolannP 61-65, M 2 Responses Apr 13

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    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...
    Allysoninaz Allysoninaz 46-50 5 Responses Apr 19

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    I got off work early today and drove home. Once there, I'd changed into my skirt and boots. There I was all dressed (nothing upstairs, just a skirt and boots...sorry gurls) when...
    shadowplt shadowplt 51-55, M 2 Responses Apr 23

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    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...
    angiecan angiecan 51-55, T 21 Responses 6 days ago

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    There I was (today) sitting on the couch watching "The Bible" when my daughter and her boyfriend walk in from the garage. I looked to the door then bolted upstairs to my room to...
    shadowplt shadowplt 51-55, M 5 Responses Apr 4

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    I was 5 years old when my Mom caught me wearing her red lipstick, and posing in the mirror with a cigarette. She didnt freak out. She just wiped my mouth and told me I was very...
    sillytilly2012 sillytilly2012 51-55, T 3 Responses Apr 8

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    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...
    Ryanisaacs1406 Ryanisaacs1406 18-21, M 1 Response Apr 24

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    YUP. GOT CAUGHT RED HANDED. KINDA. ANYONE UP FOR SOME STORY AND PIC SWAPPING TRADING?
    MacksInner MacksInner 31-35, M Apr 12

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    I was wearing a thong when my roommate caught me they we hers lol
    xxmick xxmick 31-35, M 1 Response 1 day ago

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    I've been seeing a new man for a while and he loves thongs so I thought I'd surprise him by inviting him over and be on all fours in a very small thong waiting for him. It back...
    shona1967 shona1967 46-50, F 11 Responses Apr 4

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    I was just wearing my kaftan this morning before I got dressed. I decided to paint my nails purple for fun. I had just finished painting them and was cleaning up the kitchen when...
    Sharon03 Sharon03 61-65 9 Responses Apr 13

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    When I was 16 I had been crossdressing for like 5 years. I was always worried about my my parents or my sisters catching me. One day in the summer they were all at my little...
    GregNHL1994 GregNHL1994 18-21, M 4 Responses Apr 19

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    One night I was leaving dorm room for half a second to fill up my water bottle. I was wearing a white tank top and panties. I didn't realize but the door locked behind me and so...
    Elliepanties20 Elliepanties20 18-21, F 11 Responses Apr 24

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    I went over to a friends house for a swim party. I met my cousin there who showed me the house and where I could change into my swimsuit. I went into the room and started to change...
    Elliepanties20 Elliepanties20 18-21, F 12 Responses Apr 24

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    It was shortly after I started going out dressed enfemme in public and I was wearing a modest blue dress and heels like I had just gotten out of work. Walking into a department...
    Elizabethanne253 Elizabethanne253 61-65, T 8 Responses 4 days ago

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    Well after my husband let me out of my restraints, if your curious we had sex this morning, but he asked me if I could make breakfast while he took a shower, so I didn't even...
    kimheart1992 kimheart1992 22-25, F 10 Responses 3 days ago

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    I kept it from my wife, but she guessed i was doing it. I wear men's underwear leaving the house, then change into panties at work. I also wear dresses,skirts & lingerie when...
    simonsteane simonsteane 46-50, M 4 Responses Apr 7

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    when I was 13 yrs old I wore my sisters skirt and then my sister and mom saw me they then tied me to a chair done my nail paint make up put a wig on my head shaved my legs then...
    ramanfemi ramanfemi 18-21, M 5 days ago

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    I love my high heels and have multiple pair when I do not have time to go full girl mode Just wear them under a long pair Of women's boot cut jeans I walk as good as any gg...
    taracd55 taracd55 56-60, M 2 days ago

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    I have shown off my mrs to friends and strangers and have watched her get intimate with them as well
    nakednudist nakednudist 46-50, M 2 Responses Apr 6

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    PIC ATTACHED FROM THAT NIGHTSTORY IN COMMENTS
    MacksInner MacksInner 31-35, M 3 Responses 4 days ago

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    I cant tell wether my boss is flirting with me or just being friendly. I've caught him checking me out, and he tells me i look hot/good/beautiful/sexy/gorgeous when he sees me. One...
    princessxenawarrior princessxenawarrior 18-21, F Apr 13

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    I was in love with this woman who fell in love with me we work together at the library she was a janitor and I was the security guard it's a bad town that needs a security guard...
    dfries63 dfries63 46-50, M Apr 23

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    MEGA MORON AWARDS Tennessee: A man successfully broke into a bank after hours and stole the bank's video camera, while the camera was remotely recording. (That is, the videotape...
    jml2000 jml2000 56-60, M 2 Responses Apr 5

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    Was doing the math, and my last full time job paid $160 a day & I worked 40 hours a week. After an industry bubble burst last year I was laid off. Now I'm averaging $150 a week...
    Jakd69 Jakd69 22-25, M Apr 24

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    If you think that your family loves you... Think again! If you think that they'll always be there for you... Think again! If you think that they'll accept you completely despite...
    Starvin9Artist1 Starvin9Artist1 22-25, F 3 Responses Apr 15

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    Nearly caught in my ex girlfriend panties. It was the day before her brothers wedding. She stayed with the bride and I stayed in her house with the groom. They all went out leaving...
    Iamconfused1 Iamconfused1 22-25, M 1 Response 19 hrs ago

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    As I told in the other story I was slim and small and had longish hair, so I always got caught to play girl parts in school plays. In one I was in a girls dancing group (all boys...
    Nilooshi Nilooshi 26-30 12 hrs ago

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    The Angel in my life. Okay a little back ground first... I live out in the country on a dead end dirt road. we have a lot of land where I live some is a field and most of the...
    btiny13 btiny13 13-15, F 1 Response Apr 18