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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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    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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    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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    Related Experiences

    I finally went out in public dressed as a girl :D
    Heaven21 Heaven21 18-21, M 1 Response Jul 29

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    Well this weeked we have a family get together at the lake, but I have to work at the pool this weeked, so my mom brought over my baby sister so I can babysit her, but this morning...
    jennylovestosmile jennylovestosmile 18-21, F 11 Responses Jul 24

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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 remember the last spanking I got from my mom. I was 12 and she wouldn't let me go over to my friend's house one day so I cussed at her and stormed into my room and slammed the...
    bridgetdarcy998 bridgetdarcy998 18-21 5 Responses Jul 30

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    I had my son on my 16 th birthday. I know having a child as well a child is/was wrong. I make no excuses for it. I have though, never regretted having him. If I could do it all...
    AuntieShani AuntieShani 36-40, F 1 Response Jul 27

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    What would be your choice as a parent or child, a week long grounding or a spanking to get it over with?
    Mia013 Mia013 13-15, F 30 Responses Jul 24

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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 a week ago

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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 3 days ago

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    Getting it over with! When I was about 16 I made the mistake that many teenage girls make of not being aware of the time. So I arrived home an hour after curfew. Daddy for some...
    Tina303 Tina303 41-45, F 7 Responses Aug 1

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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 Aug 3

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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 2 days ago

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    I was with my mom (obviously xD) and my grandma (who was driving) and we were on pur way to Germany from Holland when suddenly guess what I decided to come out at the worst time...
    i1n2d3r4a5n6i7 i1n2d3r4a5n6i7 13-15 1 Response Jul 23

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    I saw the guy who was my first kiss ever at the grocery story the other night. I was with my mom. Keep in mind this first kiss happened last October yeah :$ oh well. He's a senior...
    Gayminniemouse Gayminniemouse 13-15, F Jul 29

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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 6 days ago

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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 5 days ago

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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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    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 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 got 100% Sissy on The Sissy Test, Found it on Google, now I am going to take the Inner Gender Exam or something, will goggle it and let you know my results and the name of the...
    PrettySissyBoiTG PrettySissyBoiTG 26-30, T 5 Responses Jul 21

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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 7 Responses Aug 3

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    Once I was in a small local store trying on clothes. I needed a new swim suit so I was in the changing room trying some on completely naked. I found one that I liked and i was...
    deleted deleted 26-30 1 Response Jul 31

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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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    I'm a proud sissy, and I want to play. Message me. Please. You won't regret it :p
    raelynnCD raelynnCD 18-21, T 5 Responses Jul 24

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    I do love being a Mom. My youngest just came in the room and wanted to go on a 'food hunt'. I was told that they were hungry. Well since I'm trying to be healthy they were...
    awkwardat50 awkwardat50 46-50, F Jul 28

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    Walked in moms room this morning and there she was fully exposed it was nice I sat on her bed and talked to her for awhile while she got dressed for work
    jpkf79 jpkf79 31-35, M 1 Response Jul 30

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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 2 days ago

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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 9 hrs ago

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    SUMMER CAMP TRUTH OR DARE Earlier this summer my sister Lizzie and I went to the same summer camp. We stayed there for two weeks. A lot of other kids from our school were going to...
    Jenjoejen Jenjoejen 13-15 3 Responses Jul 21

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    Background:16 male.straight.crossdresser since 13. Story: My family went out to see my aunt and her family for the next three days leaving the house to myself. I would have gone...
    Sahawks18 Sahawks18 16-17, M 1 Response Jul 25

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    It was my first journey to the USA with my friend. We planned to stay at his uncles place in Melbourne, Florida. It seemed very awkward in the beginning that I was going to spend...
    meetmuchhala95 meetmuchhala95 18-21, M Aug 1

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    When I was a young man my grandmother liked to dress me as a girl.I think it was her way of punishing me if I was naughty.I was quite often put in a bra, girdle,seamed stockings...
    supersteve3 supersteve3 51-55 Jul 24

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    I let my sister know i am a CD,about a month ago she thought it is weird at first but i am starting to think shes accepting me, yesterday she said wanna get dressed up? I was like...
    princess922 princess922 18-21, M 2 Responses Aug 4

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    This happened last year. It was really hot and all we had was a kiddie pool. I filled it up with water and put on my swimsuit and sat in it for a while. After what seemed like a...
    fshlor fshlor 18-21, M Jul 21

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    I contributed all week long, dressed Dad at the nursing home, took him to the funeral, the interment, and stuck out the lunch afterward. But when it came to hanging out with my...
    CantEscapeMe CantEscapeMe 51-55, M Aug 2

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    Yeah, it's true, but why is the picture for this experience this?! I wouldn't exactly say that was well dressed!
    Seblett Seblett 13-15, F 2 Responses Aug 3

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    I had been holding my secret in for so long and it was killing me. Finally I told my GF and she was just so precious; perfect. She has taken control of me and is teaching me how to...
    Winesissy Winesissy 46-50, M 2 Responses Aug 11

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    Anybody notice the picture for this group?? Lmao! That's not exactly my definition of well dressed!!!
    notyourgirlfriday notyourgirlfriday 31-35, F 2 Responses Aug 3

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