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I Am Wanting To Be Caught Dressed As A Girl By My Mom

Personal Stories, Advice, and Support 224 People

    I finally got caught giving myself a bj by my now girlfriend. She was totally cool with it cuz I don't cheat on her. She asked how often. I told her the truth...I have an orgazm...
    Rayray0722 Rayray0722 46-50 1 Response 2 days ago

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    I always grew up with my grandma, everyday when i was younger I cried for my mother constantly wanting her by my side, not realizing what she's doing. At 7 I would scream and cry...
    AlwaysBeStrong16 AlwaysBeStrong16 13-15, F 1 Response 3 days ago

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    First time i was caught ************ was when i was 13 and my mom came home early from work, i was in the family room watching **** on the tv. and she just told me its fine and i...
    Bluesclues93929 Bluesclues93929 26-30, M 1 Response 3 days ago

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    I was questioning doing this but I built up the courage rose is my female name I am almost 15 I constantly wear a thing to hide the bulge I've never really dressed up when I was...
    RoseWalker RoseWalker 13-15, T 3 Responses 3 days ago

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    Hi! Girl here, wanting to talk to other big beautiful women like myself! Just needing some girly friends to talk to! ❤️ Don't be shy c:
    muckwitch muckwitch 18-21, F 2 Responses 3 days ago

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    i was caught by the paper lady. i don't know her personally. she must have told her husband. he slowed down every time he was on the route after that.i have been a little more...
    sbjj sbjj 51-55, T 3 Responses 3 days ago

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    I was at home alone and I decided to dress up like everyday. So I was wearing some black and pink lingerie and a golden fishnet garterbelt, and a pair of sexy black 4 inches heels...
    ImasexyCD ImasexyCD 13-15, M 1 Response 3 days ago

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    This was the very first time I cross dressed: Plaid skirt Luxure garter belt Fishnet stockings Intimo push-up bra It was such a good feeling to be girly 😁😁
    frozochick0400 frozochick0400 18-21, T 4 Responses 5 days ago

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    She hates all the boyfriends and girlfriends of her kids. She puts medallions and herbs around the house from old people who are rumored to be palm readers or practicing witchcraft...
    aviaxion aviaxion 26-30, F 5 days ago

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    I'm 16 and I think I self sabotaged myself.... again? So the night before I pulled an all-nighter and stayed up to finish this book that I like. I realized if I wanted to do...
    Goodhearttou Goodhearttou 16-17, F 2 Responses 6 days ago

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    He looks so sweet sitting on my bed, sometimes it takes a while for Matthew to settle and understand that mother knows best, but he is still a child after all. But now he sits...
    matthewsmummy matthewsmummy 46-50, F 1 Response 6 days ago

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    This happened about two years ago. It was dark outside, and warm. I diced to go swimming; I went to my room and put on my swim trucks. I told my mom and grand mom that I’m going...
    naruto75 naruto75 18-21, M a week ago

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    I'm 20- I got caught using my moms panties a week ago..embarrassing..any other moms caught their son?
    jakekendall1988 jakekendall1988 22-25, M 2 Responses Jun 23

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    Journal Entry No: 20 Bikini Lines I had the house to myself today finally. I was up all night the night before knowing I would have all day to finally be myself. I got up early...
    crosskimmy crosskimmy 26-30 4 Responses Jun 23

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    I've dressed up as a girl for Halloween twice but wish I did it a lot more. The first time, when I was 14 I went with my gf of the time and her friend and her boyfriend. there wasn...
    crossfitprincess crossfitprincess 22-25, M 4 Responses Jun 21

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    This piccie is my latest from the early morning of June 20th, 2015.PERIOD!! My earliest memories involve me wanting/NEEDING to be a girl so very badly that it HURT! I do not ever...
    SissyRebeccaCD SissyRebeccaCD 41-45, T 9 Responses Jun 21

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    I already dress as Tiffany a young girl anyone in UK. want to play call me
    Garethhyde56cf833le Garethhyde56cf833le 46-50, M 1 Response Jun 20

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    And it was not easy, and no it was not all that nice of me. We were young and i never really had any intentions with our relationship, I thought nothing of it (which partly was...
    mirkwood86 mirkwood86 26-30, M Jun 20

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    OOPS! I was born the exact middle child of five children. I had an older brother and sister on one side and a younger sister and brother on the other side. There was a twelve year...
    MeganMary MeganMary 22-25, T 12 Responses Jun 18

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    Okay so this is going to be a big read… So basically me and my girlfriend have been going out for just over 4 months now and we have met in real life twice (Long distance...
    Anonypodz Anonypodz 16-17, M 1 Response Jun 18

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    I was with all of my cousins down in LA. Now, I am the youngest so I was always trying to prove my maturity. We are all girls and we go to the bathroom. We went into the first...
    nathanielphantomhive nathanielphantomhive 22-25, F Jun 18

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    anyone out there that can help me ask me through a message to wear some type of girl clothes and I will show you cause I don't know what to wear
    deleted deleted 26-30 1 Response Jun 18

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    So this morning we got a order in at the store, so while the guy was bringing in the boxes, I heard the front door bell go off, so I walked to the front of the store it was my mom...
    jennylovesroses jennylovesroses 22-25, F 3 Responses Jun 17

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    Like a beggar would hate the rich people who kick them away, I samely detest the girls. As I used to read that Women are Tender hearted, nice beings, loving creatures, etc., I used...
    lslav2 lslav2 18-21, M 1 Response Jun 17

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    so I'm in love with this girl. so where to start? Um. when I was in the second grade we had reading buddies that would come down and read to us. and I so happened got paired with a...
    flo877 flo877 13-15, F 3 Responses Jun 17

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    My mother has her whole life been addicted to something, whether it be marijuana in her teens, meth and heroin in her young adult, and now because of her job restrictions and...
    MisterZanded MisterZanded 22-25, T Jun 17

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    I've been wanting my own family for a really long time. Growing up my mom said she could never picture me with my own family. I'm really good with kids. I love watching them.But...
    vallerinaballerina vallerinaballerina 18-21, F Jun 16

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    My boyfriend and I have been dating for almost 4 years and he's been posted to QLD for the last year at 2 CER. I'm currently studying in NSW and can't transfer because of my degree...
    bp1794 bp1794 18-21, F 2 Responses Jun 16

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    I just got out of the shower when I heard my friend pull into the driveway. I opened the front door as he was walking to the house, but just before I stepped outside to greet him...
    deleted deleted 26-30 1 Response Jun 15

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    Well I previously posted about wanting to be with my best friend and I finally gave it a shot...and she said no. Rejection at its finest :(
    slofox slofox 22-25, F 16 Responses Jun 15

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    As me wanting to be a girl it comes with alot of things i will need to change, anyone got tips on acting and being more feminine? please help
    maddie1136 maddie1136 16-17, T Jun 15

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    When I was in my teens I used to dress in my sisters clothes all the time while everyone was at work. One day I got very little sleep but I wouldn't pass up the opportunity to...
    RikkaHimeko RikkaHimeko 22-25, M 3 Responses Jun 15

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    So, last night at 6:30 pm I was at dinner to celebrate a friend's birthday with a girls' night out. It's rare that all six of our schedules coordinate to allow us an evening...
    livelaughlovedream3 livelaughlovedream3 41-45, F 8 Responses Jun 13

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    The first time I was caught it was by my mom. I was wearing Baby blue panties and a bra I had taken from my sister. I was 6 At the time. I was outside riding my bike when she...
    tadckd tadckd 41-45, T 2 Responses Jun 13

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    i really cant handle this life no more , since i was a child i adore mom i didnt wanted anything in the world except mom but when i get older she is so angry she was litterrlly...
    taifalamim777 taifalamim777 26-30, F Jun 13

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    I'm the type of girl that doesn't enjoy getting dressed up. I'd rather wear a pair of jeans and a tee than deal with all the work dressing up entails.
    redhairedgirl97 redhairedgirl97 16-17, F 1 Response Jun 11

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    I'm not saying that I'm out of this world beautiful... But I know that the majority of people would class me as being very pretty. I have blue blue eyes, blonde hair and curves in...
    busybrain busybrain 26-30, F 1 Response Jun 11

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    I have been asked this many, many times. When is the time to start dressing as a girl seriously? Not so easy to answer, but here's my thoughts. I started as most, before I was 12...
    MiriamK MiriamK 56-60, T 7 Responses Jun 11

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    My mother was a dancer, ballet and contemporary dance teacher and choreographer. My sister, two years older than me, from the four and studying dance. My father left my mom and her...
    cristyfontana cristyfontana 18-21, T 1 Response Jun 11

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    Hey. I have been wanting a girl to talk to about playing dress up for the longest time... So if you are interested hmu :)
    tcreatedy tcreatedy 13-15, M Jun 10

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    I got caught naked while enjoying some quality time alone on the bank of a nearby river. Just a short distance from a bike trail, I had found a secluded, wooded spot on the river...
    DC0990 DC0990 36-40, M 1 Response Jun 10

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