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I Was Caught Off Guard

Personal Stories, Advice, and Support 136 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 16 Responses May 3, 2010

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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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    Last night I fell asleep

    when my mom was out and I was on the computer, and I woke up to her screaming and yelling at me asking where I got the computer from.. 17 going on 18, yet I can't be trusted to go on the computer.. Too bad my mom doesn't realize she can't protect me from myself ;)
    LilVixen17 LilVixen17 16-17, F 2 Responses Jul 12, 2015

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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 18-21, F Mar 20, 2008

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    shortfry3 shortfry3 13-15, F 1 Response Jun 8, 2015

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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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    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

    Hello guys, Well, I hope you`re in for a good read but, I really hope some of you feel the same as I do and I don`t know if I`ll ever find someone in the same situation. If you...
    frozonov frozonov 36-40, M 1 hr ago

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    To be honest I feel like I've been betrayed by every person I know. The only person who didn't betray me and was consistent through and through was a weed smoking democrat and he...
    QuestionMarks QuestionMarks 41-45, F 1 Response 1 hr ago

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    I Reflect On Life I was a victim of molestation at a young age. Homeless and had a Druggie parent. I never told anyone about this until a few months ago because I always felt...
    Salyssasalenee Salyssasalenee 18-21, F 9 Responses 3 hrs ago

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    This ain't for the faint of heart, so you've been warned... When I was four years old, not only was I diagnosed with mild Autism, (which would eventually become high-functioning...
    RayMasters181 RayMasters181 18-21, M 15 hrs ago

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    When I was little I'd always loved going to my cousins house. No matter how much begging it took from both my brother and I we'd fight onwards with our dad until we won the battle...
    Peanut18 Peanut18 13-15, F 1 Response 1 day ago

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    Well, I was caught by my best friend today. I was wearing my pink with hearts bra today with my girlfriend and he showed up. Idk but somehow I guess he saw my bra strap. I lied and...
    pantyboy94 pantyboy94 18-21, M 3 Responses 1 day ago

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    "I hate my wife." He said as he began making one of the beds at the residential home for the mentally ill. "Why?" 17 year old me curiously asked the older guy who was training me...
    homeskilletx homeskilletx 18-21, F 2 Responses 2 days ago

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    This morning by my brother. I was almost there and had my ***** going hard. When I saw him I was so close that I couldn't stop. When I was finished he was gone
    emily69all emily69all 18-21, F 12 Responses 2 days ago

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    I was bullied all through high school (in the UK) by different people. The worst one was when I first started at that school at age 11 and it was a girl in the year above who...
    BexBaby84 BexBaby84 31-35, F 3 days ago

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    I am going to try and target 3 caught crossdressing stories by the weekend Here's story no1 they do come in parts. The bridesmaids story.... Hi my name Eric I am 17 and this is...
    EvaMarie1406 EvaMarie1406 22-25, M 3 Responses 4 days ago

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    well 2 years ago for Halloween right before a party I had no costume ideas, with my girlfriend knowing im a crossdressing fanatic her and her friend suggested I dress as a classy...
    crossdresserfun crossdresserfun 22-25, T 3 Responses 4 days ago

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    It was was the fist day summer break it was just me and my mom home .I was in her room dressing up in her clothes i hear her come up so i tried to hid in her closet but it was to...
    laura1974 laura1974 41-45, T 4 Responses 5 days ago

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    I remember when I was a young boy my mother left for work, so I thought I would play. I had on a pair of her panties and had taken out most of her slips and soft dresses. I had...
    anotheritguy anotheritguy 31-35, M 1 Response 5 days ago

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    So I had always been dressing whenever my parents would leave and run errands. So every time they left the house I would race into my moms room and immediately throw on a dress...
    lcd6993 lcd6993 22-25 5 Responses 6 days ago

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    I am open minded in many aspects.. one being my thoughts.. I don't mind sharing my thoughts about something to an extent.. and I don't keep many secrets.. I don't have secrets...
    Darasi Darasi 22-25, M 6 days ago

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    Well, I wasn't really caught but almost was close enough. I was in my sister's room when no one was home. I started to parade around in her bra and panties when I heard the front...
    ReneeTalley ReneeTalley 56-60, M 2 Responses 6 days ago

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    I had been getting dressed every time I was home by myself. I always had a day off during the week and my wife worked a normal work week. So there was all dressed up in my favorite...
    silknrachel silknrachel 31-35, M 4 Responses a week ago

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    I'm 19 and I just recently got caught stealing from Macy's over $175 worth of merchandise . This was my first time because I seen my friend do it and get away with it many times I...
    Boyer17 Boyer17 18-21, F Jan 31

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    I was in living room with adult video on and two toys in when he and 2 of his friends walked into the room
    SherryGee75 SherryGee75 36-40, F 38 Responses Jan 30

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    well I drive trucks for a living n my wife worked night shift. so her mom would come and sit with the kids over night. I was able to stop by the house on a run. I went to pick...
    jusreadin jusreadin 26-30, M 3 Responses Jan 29

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    Today again. After my spankings because I was caught lying. Mom made the bar of soap wet rubbed it in my mouth and then I had to bite on it during corner time. I hate the taste.
    bananasandapples bananasandapples 13-15, F 3 Responses Jan 29

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    On November 19th I got caught and had the chance to rectify situation but didn't so I got arrested and had pot on me so it got worse, I was more humiliated then what I have...
    Spalonely Spalonely 36-40, F Jan 28

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    This is somewhat of a different way of getting caught. I buy my cosmetics at my local drug store. It is nice because they have a self checkout line, and for a closet crossdresser...
    andreatcial andreatcial 26-30, M 3 Responses Jan 28

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    just been caught by a delivery driver wearing a Simon Jersey black dress and apron. The wife thought it was hilarious there she was in jeans, jumper and trainers and the driver...
    Bower99 Bower99 56-60 2 Responses Jan 27

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    Ep admin I won't bother post anymore stories as when I try too,,you won't post them and say they are in violation of this,that n the other...you won't even let me appeal against it...
    duranie duranie 36-40, M Jan 27

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    I was at a friends house and I was changing into my pjs so I went into her room and took a pair of panties when everyone was in the kitchen. That morning i was changing into my day...
    wild6464 wild6464 18-21, M 1 Response Jan 26

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    When I was 13 I was in my room laying naked on the bed playing with my ****, I don't know how long my younger sister was there watching me, I felt like I was going to come when I...
    homealonemale homealonemale 22-25, M Jan 25

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    When I was younger Lorraine and Craig lift me up and slammed me on the bed because I was having a temper tantrum Craig took my legs and walked me over to Lorraine and then the rain...
    upper1234 upper1234 22-25, M Jan 25

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    So a couple of days ago i was in my gymnastic class. The class is not part of the school but that's one of my extra curricular activities. OK so here is what happened that day. At...
    Dweetcandy Dweetcandy 13-15, F 1 Response Jan 24

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    Today, my friend and I had plans to go shopping. We had already gone to all the stores we had planned on shopping at and gotten a few things from a few of them when we decided to...
    vtcvr vtcvr 16-17, F Jan 24

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    I was 15 and was home alone.It was a Wednesday.Every Wednesday my mother grandmother and aunt would run erands and spend the day together. I'd wait an half hour and then start...
    joanne969 joanne969 61-65, T 2 Responses Jan 23

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    Not sure if it's crossdressing but got caught wearing red nail polish on my toes I was at school and I thought no one would notice but in pe we were doing gymnastics. And I had...
    EvaMarie1406 EvaMarie1406 22-25, M 1 Response Jan 23

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