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

Personal Stories, Advice, and Support 100 People

    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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    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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    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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    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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    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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    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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    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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    Related Experiences

    One day my wife asked me to compare myself to this list of things and check {!} which ones apply to me. 1.Not afraid to show your emotions, like crying in public. ! 2.Embrace...
    CdKimmi CdKimmi 61-65, M 54 mins ago

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    I got a great idea! We all can dig a nice big cesspool of human waste and go skinny dippin in it. Rub raw waste on each other bodies, hair, and maybe eat some. Wouldn't be fun to...
    KawaiiDemon KawaiiDemon 18-21 6 days ago

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    My ex used love dressing me up, then one day she said that she wanted me to know what's it's live to be a women so she wanted my permission to dress me up but not just in latex...
    Sportsman007 Sportsman007 51-55, M 1 Response Aug 4

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    i miss my childhood so much, the way we dressed, the tv shows and there is this film or episode that to this day i cant remember what it is and it still frustrates me.
    cantpick cantpick 18-21, F 2 Responses 3 hrs 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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    You Tell Me I can understand why some of my friends think I'm girly or even gay (which I am, but they don't need to know right? ^^; ). I’ll just compare myself to most of the...
    noahman97 noahman97 16-17, M 1 Response 1 day 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 a week ago

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    I am 19 and a sissy, im looking for a mommy or daddy to take care of me in real life i will do anything im told and be a very good baby. Message me if you want a cute little sissy...
    TB16 TB16 16-17, M 22 hrs ago

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    I've been having some thoughts about this for a few days now, which I might have partly reflected in comments I've made here and there, can't remember... What I've been thinking...
    sometimeslonelytoo sometimeslonelytoo 41-45, M 27 mins 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 4 days ago

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    I live alone. Have a few number of friends. Don't have family close by. No boyfriend/ children. My only responsibility is my flat. I have to be tight/frugal with my money because...
    lilygeorge12 lilygeorge12 22-25, F 1 Response Aug 1

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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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    my gf seems to be into bondage.. So like .. What exactly will she like me to do? I dont really like it and I would feel terrible hurting her haha
    username3invalid username3invalid 18-21, M Aug 10

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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 17 hrs ago

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    I've been looking for a man who would be interested in some bondage. Tie me up and take advantage of me.
    Jessahhh Jessahhh 18-21, F 5 Responses 13 hrs ago

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    My self-esteem is like a rock. The higher you bring it up, the harder it comes down .-.
    ButtersTheMerciful ButtersTheMerciful 13-15, F 1 Response 3 hrs ago

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    I'm very self consious.When im in a public place, i think that i'm being made fun by the people, but they're not even lookin' at me!!
    ViolaGladys ViolaGladys 13-15, F 1 Response 1 hr ago

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    I just passed my sissy test with a hundred%
    abbyseaney abbyseaney 16-17, T Jul 27

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    Israel, Israeli, Cuckold, cuck, Hot wife, mistress, bull, sissy I WANT TO MEET CUCKOLD COUPLES IN TEL AVIV ISRAEL For you Israelis I recommend this blog - I know this couple in...
    IL2014 IL2014 36-40, M Aug 17

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    Have you been dreaming of getting out of your wrong male body and been feminized into a sexy lady ? are you currently dressing as a lady and doing your best to be feminized ? Here...
    bestmistress bestmistress 36-40, F 4 Responses Aug 18

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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 3 days ago

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    So the other day I was babysitting this kid all weekend because his parents were out if town. I was there most of Saturday, stayed over the night and they came back Sunday evening...
    Kenzie123 Kenzie123 18-21, F 18 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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    14, in West Virginia, looking for someone to do this to me. Message me guys. I love bondage and rough sex.
    haleyj55 haleyj55 13-15, F 2 Responses Aug 16

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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 6 days ago

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    Every time i see someone that stands out from the crowd it really puts a smile on my face, not because i find it funny but because they have the self confidence to dress, act, look...
    abby9305 abby9305 13-15, F 2 Responses 4 days ago

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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 3 days ago

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    I'm young and would love to be an older guys little sissy b*tch
    notsoninjaninja notsoninjaninja 16-17, M 3 days ago

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    Sissy white boy. All I do is crave c*ck
    raelynnCD raelynnCD 18-21, T 2 days ago

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    I had this same experience twice. J already wrote about one of them, when I was 17, but I also had this experience when I was 14. My twin sister was always out at her friends...
    Carlsoncarly Carlsoncarly 18-21, M 1 Response 1 day ago

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    hi im a 18 yr old sissy that loves to crossdress and turn all girly and naughty, i love being demanded to do things and i am looking for a mistress who can take care off me i can...
    stranger123456 stranger123456 18-21 13 hrs ago

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    I am looking for mistress or master to nake me their sissy princess toy im from newcastle uk message me of youd like a new toy
    jamieleeaka jamieleeaka 18-21, M 12 hrs ago

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    I guess people don't understand why, but I have a super analytical mind which blows. For instance, I see a body that you can tell just had a baby, but most people would assume 4...
    RjMommy245 RjMommy245 22-25, F 2 Responses Aug 2

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    A little conversation with my 3 year old daughter the other day. She was wearing a pretty little dress, spinning round so the skirts puffed out. She looked so cute. She turned to...
    Heellover Heellover 36-40, M 9 Responses Aug 8

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    Last night I dream that I was n what I thought it was haunted house. It was night time and I was walking through this house hallways. Walls were bright yellow. I had a flashlight...
    bracamara bracamara 36-40, F Aug 10

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    Well I'm babysitting for a parent who works as a home-carer, she needed someone to fill in for her yesterday so she asked me to look after a woman who's terminal ill, and I...
    PompeyLd87 PompeyLd87 26-30, F 1 Response Aug 15

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    I'm sorry, I hate being here. But I need to get some things off my chest before I do something stupid. I am 67 days clean, and I don't want to reset the number, but I know I...
    ReesesPeaces ReesesPeaces 16-17, F 2 Responses a week ago

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    The New Equal Rights Law (A Dream I Have) Part 8 Steve picked me up from my office and took me to a nice steak house for lunch. He said that Janice had been in a meeting and...
    slipgirl274 slipgirl274 61-65, T 21 hrs ago