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I Was Dressed As A Sissy By Mom

Personal Stories, Advice, and Support 193 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 7 Responses May 29, 2011

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    Related Experiences

    When I was almost 14 my Mom dressed me as Little Bo Peep for an Easter Parade. I won the prize! My mom was an outstanding seamstress and rarely used patterns. She could create a...
    patty1650 patty1650 56-60, M 1 Response 6 days ago

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    My room was a mess, and mom told me to clean it. I went out to see some friends, and planned to clean my room later that day. Few hours later I came home, and saw mom seriously...
    marko098 marko098 18-21, M 5 Responses Aug 8

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    I visited my friend Stevie griffen and we went into his time machine and landed us knocking into Michelle antoinette . She was issued to say the least .before we know it were in...
    Pizzapaul Pizzapaul 18-21, M 1 day ago

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    Fessée au bord de la rivière. J'avais 6 ans . nous étions en weekend à la campagne . Il fait très chaud j'étais en maillot de bain . Nous étions au bord d'une rivière o...
    boeing707 boeing707 51-55, M 1 Response Aug 25

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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've never really came out to many about what happened in true detail. I was staying at my dads for the weekend, and a family friend, Ryan was also staying. I had known him since...
    0JustABrokenGirl0 0JustABrokenGirl0 22-25, F 3 Responses Aug 13

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    I believe my mom is trying to bring me down to build herself up. Im 22 years old I have a daughter who is 2 and I am 18 weeks pregnant. I have lived on my own but recently sought...
    donadeath donadeath 22-25, F 1 Response Aug 2

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    Hello, my name is Ashley and I was molested by my own cousin. This is my story.... It happened to me from age 10-13. My cousin was 17-20. I believe. I was innocent. He...
    Ashley1778 Ashley1778 18-21, F 2 Responses Aug 4

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    My mom left my room after I just kissed her tummy and I was left laying in my bed, rock hard. I decided to do my homework (the thing is, I really didn't have a choice...) and that...
    giggidy95 giggidy95 18-21, M Aug 12

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    All these fat jokes... Try these... Yo momma so short you can see her feet on her drivers license. Yo momma so short she broke her leg jumping off the toilet. Yo momma so old...
    crazynam321 crazynam321 36-40, M 1 Response Aug 17

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    i was born Cecil and was dressed in kilts from young and was teased meriifulless by others now in mature years wish to relive that experience Cecil
    kiltiepansy kiltiepansy 61-65, M 1 Response Aug 3

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    When I was born, my mom quit her job to stay home with me, and later my brother and sister. Of course, I appreciate this. But around the time I was 14, she decided that we were old...
    Nomorewars Nomorewars 16-17, F 5 days ago

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    So today my mom bought me a $90 stuffed toy. Its a retired Ty classic stuffed cat named Sugar. I know. A $90 stuffed animal? Why not just buy me a $5 teddy bear at Walmart...
    Acebo Acebo 18-21, F 2 Responses 3 days ago

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    I guess ever since I could remember I've hated my mom, always day dreaming about a mom that cared and loved me. I am now 15, and I can't even remember the last time my mother said...
    Jaaye1 Jaaye1 70+ 1 Response 2 days ago

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    When I started this new account i said I would use it to share more of my story. Well that didn't work out to well considering I've only posted two or three experiences about my...
    LivviyLove LivviyLove 16-17, F 3 Responses Aug 2

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    I was a teen mom at the age of 16, I had my second daughter at the age of 19. Of course I had the support of my family. I didn't want to be the typical story of a teen mom on...
    brokenhearted7108 brokenhearted7108 31-35, F Aug 18

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    I was a great student in high school. Graduated with honors, editor of the year book master of the webstaff, Captain of the colorguard. I was proud of myself for all my...
    molson91 molson91 22-25, F 5 days ago

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    This is about another person dancing in a VERY random place. It was late, around ten at night and me and my fiancé were stopped at a red light. Right across from us, where the...
    Dayzdreamer Dayzdreamer 26-30, F 1 Response Aug 14

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    Was a single mom raising two beautiful boys & dealing with a deadbeat dad!! Now my 19 son leaves home to live with dad!!😢very disrespectful towards me his mom... I think he's...
    drycleaners drycleaners 46-50, F Aug 15

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    It happened to me twice with two different people. Both men were friends of family members. The first time i was 3. It was my fathers best friend. I don't recall much of that...
    dreamerrose dreamerrose 26-30, F 1 Response Aug 8

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    Today I am dressed as a sissy maid. I will clean the house from top to bottom. Unfortunately, no one cares.
    letmespoo4u letmespoo4u 51-55, M 2 Responses 10 hrs ago

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    Yesterday was the fist day i spent with by master. I loved being all dressed up in really cute sissy clothes (he even made me lock my boy **** in a cage) and he made me service...
    bottomslut1 bottomslut1 18-21, M Aug 19

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    Mother didn't raise any wimps. Kidzone in Fort Sill Oklahoma...now THAT was the children's paradise! It looks so gigantic in my mind, but that's probably because I was so much...
    1stepforward3shovesback 1stepforward3shovesback 16-17, M 5 hrs ago

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    Being adopted we've all had those moments with folks when they find out we're adopted and trying to talk about it or explain it. I have a doozy I'd like to share with you all. A...
    Serenity14 Serenity14 26-30, F 1 Response 2 hrs ago

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    I had buck teeth til I was a 7th grader , I wasn't the prettiest lets just say that xD I was a loser socially and the way I dressed was bad lol ! I got bullied a lot mostly bc of...
    VictoriaKeepItReal VictoriaKeepItReal 13-15, F 1 hr ago

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    That moment when you tell a guy that youll ride him and take every inch before you even know how big he is. Then pull down his pants and realize that he's over 10 inches. But he...
    bottomslut1 bottomslut1 18-21, M Aug 22

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    A couple years ago I came home from football practice and was all horned up. I jumped in the shower and went to my room and started to take care of things :) I wanted it to last so...
    Josh49503 Josh49503 18-21, M 9 hrs ago

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    This would be perfect while we are all dressed up and sucking and ******* ohhhh yess
    Chr15thebikeaddict Chr15thebikeaddict 18-21, M 2 Responses 1 day ago

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    I love wearing all kinds of lingerie, and I especially like the kind that makes me feel like a sissy. I made this video when I was feeling a little sissyish. I hope you like it...
    VictoriaFredericks VictoriaFredericks 36-40, M 3 Responses Aug 12

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    I'm not Sure I took a Sissy quiz on a site called ProProfs and when I submitted it my results said... ??? I'm sorry. But this test was for men only not girls. So...did I pass...
    noahman97 noahman97 16-17, M a week ago

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    I am a sissy that wants to be taken and used by alpha males and turned into a sissy bimbo ****
    Sissyboitaylor Sissyboitaylor 18-21, T 8 Responses Aug 3

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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 was asleep when it happened. My clock radio turned on and i could hear it as i was sleeping. Maybe it woke me up or maybe it was coming into whatever i was dreaming. I remember...
    violet1698 violet1698 31-35, F 2 Responses Aug 11

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    Bobby and the girl at a friends birthday party Britney and Kathleen took me to a friends birthday party Saturday. I wore a printed knee length dress with a short net petticoat...
    bobbylee111 bobbylee111 36-40, T Aug 23

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    A mommy who won't threaten me. Who won't do her best to hurt me. People usually call me baby because I'm small. But it's the genuine innocence that I desire to treasure. I don't...
    Jaielll Jaielll 18-21, F 1 Response 21 hrs ago

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    Well, after a while I got it again.Me and my friends were planning to go to the movies, and after permission of my parents, I got to go.My parents told me that I had a curfew of 9...
    taylorcollison taylorcollison 18-21, F 7 Responses Aug 22

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    Hopefully i wasnt. Special thanks to my dear mom+dad
    fauxlady fauxlady 22-25, F 5 hrs ago

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    Gosh some of those online tests are absolutely worthless! LOL But, on the few that were actually worth the time to take... I passed the Sissy Test, with flying colors!
    curiositykillz805 curiositykillz805 46-50, M Aug 12

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    how can i become some ones sissy
    gerommino gerommino 66-70, M 3 Responses Aug 13

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    I'm going somewhere at noonish looking at the clock and it was 11:45..... Am I dressed? Nope? Am I comfy? Yup? I don't want to walk to the closet and find some clothes, underwear...
    NixGnome NixGnome 22-25, F 1 Response Aug 18

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    I am trying to find a way to be noticed as a sissy by women, last night I went out back to a main road, and I wore just panties and shoes, and stood by the road, so many cars drove...
    sissyslut4training19 sissyslut4training19 18-21, M 1 Response Aug 20

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    I'd never do this in real life, it's just a fantasy of mine. I'm a 100% straight guy but at night the thought of being blackmailed and turned into a sissy boi is one of my biggest...
    NightlockForever NightlockForever 13-15, M Aug 23

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    Sissy white boy. All I do is crave c*ck
    raelynnCD raelynnCD 22-25, T 1 Response Aug 25