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I Dress Up As An Sissy Baby and Then Do Self Bondage

Personal Stories, Advice, and Support 100 People

    Sissy

    i also dress up as a sissy little girl and do self bondage
    keitaro849 keitaro849 22-25, M 8 Responses Mar 1, 2009

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    Locked In Diapers

    Next week Lady leaves on a business trip.  As She is not into enemas, i wait until She is gone to "play." i plan a session of self bondage after a day's enemas where i will be locked in a baby romper (onsie) with the key mailed to the house. i plan to mail two...
    redlace redlace 61-65, M 3 Responses Dec 6, 2009

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    Nappies And Dresses And Bondage

     hi i started wearing plastic pants about 11 or 12 when i store some baby ones from a local shop but one day i went home and my mum saw i had dirty shorts on she take them of and she wash them i said no because i had the plastic pants she order me to take them off then she...
    nappyboy1954 nappyboy1954 56-60 3 Responses Dec 11, 2010

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    Sissy Baby Self Bondage

    From time to time I dress up as a sissy baby (big diaper (holding 4-5 big wee's), plastic onsie to prevent leaking,  stockings, sissy baby dress, dummy). I drink some baby bottles with milk or water and then lock myself up in a baby sleeping bag with spreader bars on my...
    Kadya Kadya 41-45 3 Responses Jan 20, 2009

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    In Collar, Cuffs, Chains, Belt, ...

    i am a sissy adult baby girl subbie who loves being locked into her diapers and plastic baby pants and collared and cuffed and chained for long periods of time - long enough for her to thoroughly soil herself and begin getting diaper rash. it is best to be taken by a lezbian...
    joni2spirit joni2spirit 61-65, T 1 Response Jul 25, 2010

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    Diaper Bondage For A Sissy Baby.

    I have a Mistress who has forced me to wear Diapers, but she is not here all the time, so she has come up with a way to keep me in Diapers all day. I have some keys to padlocks, and these are placed in the mailbox outside my house. Then I am dressed up in female clothes, with...
    sissybabylaura sissybabylaura 56-60, M 3 Responses Oct 10, 2009

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    Vibrating In My Wet Diaper

    My wife is out tonight. As soon as she left, I got into one of my diapers. It was not long before I had soaked it. I then took out my smallest of my three butt plugs. I am sitting here writing this as it pulses through my body. In a little while, I will increase the size...
    daveaby daveaby 46-50, M 1 Response Jun 7, 2013

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    Monday Fun Day

    SATURDAY Lady was going to be out of the house on Monday, so i expected to have the day to myself. On Saturday i did my usual routine to mail keys to myself; i went to two different post offices and mailed a key from each to our home. (insurance against post office delays...
    redlace redlace 61-65, M Jun 7, 2011

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    Stuck In A Wet, Messy Diaper

       One day I was home alone and decided to have some fun combining my diaper wearing and self bondage.   I put a small plastic cup filled with water in the freezer the night before.    That morning, I first shoved a bisacodyl...
    kerry44111 kerry44111 46-50, M 1 Response Jan 7, 2010

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    Related Experiences

    Hi amy here, its my sissy katie birthday today. Should I make it special. See comment below.
    naughtyamykevin naughtyamykevin 41-45, M 2 Responses 4 hrs ago

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    Once your wife decides to have you become her personal sissy maid, being a sissy becomes second nature to you after awhile. Like yesterday. My wife had to leave early for a...
    deeken deeken 36-40 3 Responses Oct 21

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    I think she's the cutest thing ever. Especially when she brags how cute she is. It is impossible to stay mad. hahaha. I learned something new through her. I never thought it would...
    ParkerMaguire ParkerMaguire 26-30, M 1 Response 2 hrs ago

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    Hi amy here just got back from work, found my sissy boyfriend still dressed as I left him. Hes great sissy name katie. Love him for doing as I tell him all the time.
    naughtyamykevin naughtyamykevin 41-45, M 8 Responses Oct 20

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    I am in need of a strict Mistress to serve. Please be real and sincere. If asking for money or to fill out a profile on Alt.com I will ignore it as those are scams. I am 100...
    sissyboy4Mistress sissyboy4Mistress 31-35, M Oct 22

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    I am in need of a strict Mistress to serve. Please be real and sincere. If asking for money or to fill out a profile on Alt.com I will ignore it as those are scams. I am 100...
    sissyboy4Mistress sissyboy4Mistress 31-35, M Oct 22

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    I am in need of a strict Mistress to serve. Please be real and sincere. If asking for money or to fill out a profile on Alt.com I will ignore it as those are scams. I am 100...
    sissyboy4Mistress sissyboy4Mistress 31-35, M Oct 22

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    I am in need of a strict Mistress to serve. Please be real and sincere. If asking for money or to fill out a profile on Alt.com I will ignore it as those are scams. I am 100...
    sissyboy4Mistress sissyboy4Mistress 31-35, M Oct 22

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    I am in need of a strict Mistress to serve. Please be real and sincere. If asking for money or to fill out a profile on Alt.com I will ignore it as those are scams. I am 100...
    sissyboy4Mistress sissyboy4Mistress 31-35, M 1 Response Oct 22

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    Today is one of those days where I'm reminded of the type of sissy I am. My wife has to go to work later. But for now, she's relaxing in the living room, wearing a pair of pajamas...
    deeken deeken 36-40 1 Response 6 days ago

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    So before today it has been months since I bought my last dress. Since I moved back home from university I haven't been able to wear "women's" clothes due to my family not knowing...
    shadowhero92 shadowhero92 22-25, M Oct 12

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    I would love to meet a dominate woman who would make me her sissy maid, that would be such a dream come true :)
    LisaTG LisaTG 26-30, T 1 Response 5 days ago

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    When I was younger i hade 2 girls from work dress me i wore panties to work one girl saw as I was bending down so she told her friend who worked there and it was at a video store...
    girlyboy09 girlyboy09 26-30, T 3 days ago

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    my wife has definatly been f@#$ing other men she came home last night tired and ho@#Y as soon as she came to bed she noticed i was in my pink lacey nighty and instantly had me...
    sadei sadei 31-35 2 Responses Oct 21

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    I spend most of my days dressed as a maid now. My day usually consists of taking care of the house and seeing to my wife's needs. She is a career woman and the breadwinner in our...
    deeken deeken 36-40 4 Responses Oct 16

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    I think this is a wonderul idea! I once was chatting with a friend, "Emma". while she was waiting for her 2 kids at a balet class until the kids came out. Whe nclass was over, she...
    nothingnobodynowhere nothingnobodynowhere 26-30, F Oct 18

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    Daddy looking for a baby girl or sissy. Age, weight, hight, gender : none of that matters to me as long as ur willing to wear and use diapers/panties and send daddy pics ;)
    ABdadd ABdadd 22-25, M 1 Response Oct 19

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    So I decided I'd post this to try to get attention and make people feel bad for me because pity is attractive. When I was just a baby it's when the docs told my mother "lil...
    fhchfh663 fhchfh663 70+, T 5 days ago

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    Mistress and her happiness is all that this sissy slave lives for and there is no other way that life could be any better. For some this would be a hell, a prison that would crush...
    SissySonja SissySonja 41-45, T 1 Response Oct 6

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    I have to say, for me, when i hear this term, it still makes me cringe with the utmost contempt. i find it so sad, that we as 'women' choose to attack and diminish one anothers...
    sugabuga1 sugabuga1 31-35, F Oct 9

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    What a day! After everyone left the house I put on my girl clothes. Black and white flared skirt, a white pullover sweater and all of the correct under garments. The sweater was...
    mat2Robin43 mat2Robin43 51-55, M 15 Responses Oct 13

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    Because my ability to control my emotions is alike of ones to a baby. When I don't get attention from those I wanted attention from I'll start to throw tantrums. Even here. I'm...
    SwanNual SwanNual 22-25, F 4 Responses Oct 17

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    I just love bondage and the feeling it gives you
    SexyQuinn123 SexyQuinn123 22-25, F 1 Response Oct 11

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    How many of us look into the mirror and hate what you see? Wait a second. Did you create yourself? No, you didn't. I made myself feel bad for years because of my appearance and I...
    ladybug96 ladybug96 16-17, F 2 Responses Oct 21

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    Some would call me a sissy if they didn't know me. True, my wife wears the pants and brings hone the bacon! But I fry it up in a pan and never ever let her forget she is a woman...
    MrsJoanieBNH MrsJoanieBNH 56-60, T 4 Responses a week ago

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    I'm so conflicted. I think in straight but I'm so turned on by the thought of being dressed up and forced to pleasure a man. Somebody help me.
    raelynnCD raelynnCD 22-25, T 3 Responses 3 days ago

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    I served my wife and my sister dinner dressed in my pink maid uniform, i stood there while they exchanged stories about me, when my sister was leaving my wife told her the next...
    mysissy mysissy 56-60, M 1 day ago

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    My wife had friends over last evening and of course i served and catered, they kept lifting my dress so my wife had me pull it off and i spent the remainder of the evening in my...
    mysissy mysissy 56-60, M 1 Response 1 day ago

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    Yes, I did write about this before, but I just can't get over it. It happened years ago, and perhaps because my wife is very ill, I'm compelled to write this in more detail. While...
    LittleMelissa LittleMelissa 61-65, M 2 Responses Oct 21

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    Hi! I'm Alex! Im a 17 year old boy who like diapers, and dressing in pretty clothes. I want a mommy who will love me and treat me like the little baby girl i am. I live Rp but...
    AlexBunnyBoy AlexBunnyBoy 18-21, M 1 Response Oct 17

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    I have a fantasy were I'm abducted by this farm girl. She strips me and ties me up in her barn. She then attaches pumps to my breasts and milks me.
    Badgirllucy Badgirllucy 31-35, F 11 Responses Oct 2

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    I want a girl to feminize me and turn me into her sissy slave.
    jackhammer184 jackhammer184 18-21, M 1 Response Oct 5

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    I need a little sissy girl
    Masterlicks Masterlicks 31-35, M 1 Response Oct 13

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    I got omg what a sissy I'm not even gay I'm bi LOL :)
    Girlylittleboy Girlylittleboy 70+, M 1 Response Oct 15

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    I have sissy potential. (According to the test.)
    CollinDawg CollinDawg 13-15, M Oct 16

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    It's no secret that there are a bunch of us cross dressers who's best assets are their legs among other things. It's a focal point, don't deny it. I am getting frustrated at some...
    nyloncrush nyloncrush 41-45, M 3 Responses a week ago

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    hi im a 18 year old sissy after a strict skype mistress im very obedient and need owned skype id live:aka_jamie123
    jamieleeaka jamieleeaka 18-21, M 1 Response 6 days ago

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    I am a sissy and I want to have a mistress and be humillieated and do nasty stuff for her
    Girlyprincess1401 Girlyprincess1401 13-15, M 1 Response 4 days ago

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    Well, I don't have a boyfriend, but I would love to have a sissy guy. Ehe! 😁
    iamcarlolita iamcarlolita 26-30, F 3 Responses 3 days ago