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I Was Dressed As A Sissy By Mom

Personal Stories, Advice, and Support 195 People

    I thought I’d reflect on another shopping

    incident I had some time ago. I was speaking to a friend and was reminded about it. I was in either Wal-Mart or K-Mart and went down an aisle I believe in house wares. Right at the beginning of the aisle there was a woman about 30 ish and a young girl about 10 or 12. They were...
    francenemarch francenemarch 66-70, F Dec 9, 2013

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    The Shopping Trip

    Hi Folks: I still owe you the second part of the true story about my GF. I had a hard drive crash and I'm still trying to recover my files. Like a dummy, I did not back anything up. I hope to recover the files rather than have to start from scratch. In the mean time I'd like to...
    francenemarch francenemarch 66-70, F Jun 19, 2013

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    I Wear Diapers 24/7 For The Summer

    My mother died recently and my sister who is 17 yrs. old has put me in diapers & vinyl pants because I have had frequent accidents lately.  In addition, she has taken all my male clothes, put them in a trunk and bought me dresses and nitegowns to wear.  I am 13 yrs old and...
    dasafe dasafe 13-15 6 Responses Jul 22, 2011

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    Party Dresses

    As most know here it was with the encouragement of my mom that I wore dresses as a young boy. However, I also had what my brothers called "Sissy Dresses". Although they would never say anything in the presence of my mom for fear they too would be so dressed. Some here...
    Melodie13 Melodie13 61-65, M 10 Responses May 29, 2011

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    Related Experiences

    I was in elementary school. I decided to skip school with my friend Josh. It was back in the late 90s and my school was very close to my house. So my mother just let us walk to...
    dyssoc dyssoc 22-25, M 4 Responses Mar 24

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    As far Back as I can remember, my older sisters would dress me as a girl and play house with them. I really don't remember when I started to feel how good I felt being dressed in...
    ruagirl ruagirl 66-70, T 2 Responses Apr 9

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    One day i woke up i noticed i had woke up earlier than usual mom said “Heres your report card”she said as i unfolded it i then read: Math: F English: D Science: C and etc i...
    Carlyspnks Carlyspnks 22-25, F 5 Responses Apr 6

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    No Running in The House This happened when I was about 6 years old. I was a hyper kid, so I got bored easy and was always running around playing in the house. This drove my...
    Iceman03 Iceman03 26-30, M 1 Response Mar 30

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    I got spanked today for getting bad grades at school. I got out my report card last week and as soon as I saw it i knew i will be spanked hard, so i decided to hide it from my mom...
    leaklog leaklog 18-21, M 2 Responses Apr 2

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    I got spanked today for getting bad grades at school. I got out my report card last week and as soon as I saw it i knew i will be spanked hard, so i decided to hide it from my mom...
    leaklog leaklog 18-21, M 2 Responses Apr 2

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    My mom did most of the spanking in the house. My dad was never home if I saw him once or twice a week it was surprising. I haven't seen them in about 9 months now. My mom is a...
    soxs45 soxs45 18-21, M 5 Responses 3 days ago

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    Yesterday mum spanked me again, its been a week no witch isn't to bad for me i guess. I was suppose to visit my aunt and went to a friend instead, my aunt called mom to ask what...
    Mia013 Mia013 13-15, F 17 Responses Apr 1

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    I remember the first time I got the slipper from my mum .. I was 14 .. So this was 4 and a half years ago .. I was never in any real trouble at school but I was sometimes a bit...
    redbottommegan redbottommegan 18-21, F 5 Responses Apr 11

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    this is a real story: one day me and my dad and my grandparents were at dinner with us and i was acting up being a brat and stuff so we had to leave early my dad kept saying ur...
    Carlyspnks Carlyspnks 22-25, F 6 Responses Apr 6

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    Je devais avoir 4 ans , nous étions maman et moi au marché . Je la tenais par la main . Maman me lâcha pour s'approcher de l'échoppe des fruits . Il y avait assez bien de monde...
    boeing707 boeing707 51-55, M Apr 8

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    A night out as Rhonda had me visiting a local establishment where a band was playing that I follow. I was with a friend, and she is very acceptable of my crossdressing. I was...
    SweetRhonda SweetRhonda 51-55, T 5 Responses Apr 8

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    My A (adoptive) parents knew about me through a lawyer before I was born. Then they drove from Miami to Boynton Beach FL. to pick me up when I was only 8 hours old. My brother was...
    BAM33156 BAM33156 51-55, F 1 Response Apr 3

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    It happened when I was 14 - probably only me second time drinking out. It was a weekday and I had skipped class with my best friend, Alexis. We went to probably the most underrated...
    xxxrina xxxrina 22-25, F 4 Responses Mar 24

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    I was 8, Rosa was 15 and Anna was 13. "Kirsty! Don't do that it's dangerous!" I was in the garden, mom was sunbathing and Anna and Rosa were playing chess. The boys and dad were...
    KirstyAJohnson KirstyAJohnson 31-35, F 4 Responses 6 days ago

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    The uncertainty is exciting. I will go for drives in a skirt nylons shoes and a blouse with no make up or wig. Then I will go into stores like corner store or a coffee shop or the...
    Brandie1960 Brandie1960 41-45, M 3 Responses Apr 9

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    April 14th was the 4 year "anniversary" of when my ex punched me in the face and slammed my head into the car window. At school that day a friend told me that if he hit me again...
    Jeradactyl Jeradactyl 22-25, F 2 Responses 4 days ago

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    We had a pool at my house growing up. One early summer day my parents let me (17) home for the day with my two sisters (14,11) and we were given a list of chores to do. I was...
    JulieW82 JulieW82 31-35, F 4 Responses 3 days ago

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    Okay, I'm extremely grateful for my mom, let that be known and I love her but currently I'm mad at her. Recently, about 3-4 months ago my mother was told she had breast cancer...
    okay56 okay56 13-15, F Mar 27

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    Ok I new at this kinda!:)lol but anyways i was with my mom and my dad was at home and me and my mother went to the store and i asked her if i could have some candy but my mother...
    1Maria17 1Maria17 16-17, F 9 Responses a week ago

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    Dying. It leaves you with a much different attitude about life."Dave, call 911. Somethings real wrong." is what I called to my room mate from the hallway. I retreated the four...
    mmob mmob 56-60, F 1 Response Mar 23

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    Well I'm Stefan I'm 17 my dad passed away when I was 3 my mom married again my current step father he's from Ukraine he has a son 14 yo my younger stepbrother my mom died 6 years...
    stefan14 stefan14 16-17, M 2 Responses Apr 3

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    My first really bad belting was when I was 12. I had failed a major test in school because I didn't study. I had lied to my parents about studying. The teacher wanted me to have...
    JulieW82 JulieW82 31-35, F 5 Responses Apr 14

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    I was a teen mom at 13. I had a boyfriend and we were stupid in having unprotected sex because I ended up with biracial twin boys. I have raised them to be great young adults. I...
    birthdaypartyforme birthdaypartyforme 41-45, F 3 Responses Apr 2

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    Spoke to a psychic. She informed me that the reason behind my Ex leaving was because his mom got inside his head. She said that she's racist and never wanted us together. Do I...
    JustLaniece JustLaniece 26-30, F Apr 6

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    I was Prom Queen my senior year of high school. It was an epic moment for me haha I didn't expect to be the Prom Queen. It was awkward dancing with my cousin though lol he was the...
    Ipromiseyou Ipromiseyou 18-21, F 3 Responses Mar 24

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    It was super nasty :( mommy was mad
    bleach14443 bleach14443 13-15, M 1 Response Mar 25

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    I'm not a husband I'm actually single but I do fantasize about still being married and being the sissy husband. I love to clean dressed up and do all the "girly chorus" It fun...
    olsentrisha olsentrisha 41-45, T 1 Response 3 days ago

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    See, this titles kind of misleading. I had "A" fight with my mum, "A" meaning one. Not the truth in my case, unfortunately. If you want to skip this next paragraph, it's just some...
    NTC123 NTC123 13-15, F 3 hrs ago

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    Last year me and my friend AJ said we said that I live with his mom, dad and older sister and he lives with my mom, dad, and younger sister. We did this so we could see what it is...
    Sarahismygirlname Sarahismygirlname 13-15, T Mar 31

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    I don't know what to say... It was intense and chaotic and I could feel my heart race to the boom of her voice. It just feels... So painful to know that the one who raised you...
    JohnAtArms JohnAtArms 13-15, M 2 Responses 4 hrs ago

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    I want to fully converge. I want to be fully turned into a sissy. But I don't know the steps. I can't just go out by a bunch of girls clothes and tell everyone I'm a sissy i have...
    LeashedPIGGYY LeashedPIGGYY 18-21, M 2 Responses Apr 1

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    I am a sissy little girl made to be by Daddy because I'm his little Sissy princess!
    PrettySissyBoiTG PrettySissyBoiTG 26-30, T 4 days ago

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    "I told ya'll not to wet the floor" .... I'm 26 and still remember this moment like it was yesterday. My sister and I were 4 & 8 years old, we shared bath time.. Our step father at...
    sicajae7 sicajae7 22-25, F 2 Responses Apr 5

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    I was inspired to share this by a message a was sent in ep. You know who you are :) I could probably see my mom naked any time I want, but it's only happened once before though. I...
    justme2912 justme2912 18-21, M a week ago

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    am looking for a man or women to take me an dress me up as a sissyboy so i can be set free live in lakeland fl have spouse who dosenot want me in a sex less marreg to help me all...
    eaglecry eaglecry 61-65, M 4 Responses Mar 26

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    I want be a feminized sissy wife for a hot gentleman. I want to be his feminine partner and companion. I would make him dinner in sexy outfits, give him spontaneous, non...
    erintgirl erintgirl 26-30, T 1 Response Mar 30

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    I want a sissy toy <3 <3 where is my princess?
    JadenLangVageta JadenLangVageta 13-15, F 2 Responses Apr 8

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    I want a sissy toy <3 <3 where is my princess?
    JadenLangVageta JadenLangVageta 13-15, F 3 Responses Apr 8

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    I want a sissy toy <3 <3 where is my princess?
    JadenLangVageta JadenLangVageta 13-15, F Apr 8

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    Can some1 take me as a aprentice to become a full blown sissy
    Jaymaster1234 Jaymaster1234 13-15, M 1 Response Apr 11

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    Some1 train me in the way of the sissy
    Jaymaster1234 Jaymaster1234 13-15, M 3 Responses Apr 11

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    is there any man in dubai who would love to make me their sissy. if yes message me older men in dubai
    shifakhan shifakhan 18-21, M Apr 13

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    I love being a mom but my schedule is crazy ! I'm going to share what a typical day for me is like . 5:00 am I wake up to feed or change my son Kaine cause he wakes up around that...
    Loving1234 Loving1234 16-17, F 1 Response 5 days ago

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    Real and pretty sissy boi needs a real man to make me his princess!
    PrettySissyBoiTG PrettySissyBoiTG 26-30, T 5 days ago

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    If I could find a job somewhere where they'd let me dress like a little sissy girl, that would make life perfect!
    BabyMaryanne BabyMaryanne 46-50, M 3 Responses 4 days ago

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    My Daddy makes me feel like a princess. I'm such a lucky sissy.
    BabyMaryanne BabyMaryanne 46-50, M 4 days ago

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