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I Want To Be A Spanked And Cuckolded Sissy Maid

Personal Stories, Advice, and Support 207 People

    In The Beginning (part One)

    Emma, my wife, was straddling me, pinning my arms down and slowly moving up and down on me, the head of my **** just inside her vagina. She was teasing me and it was exquisite! Her voice sounded almost honey-like as she continued to **** me like this, nice and slowly, keeping me...
    jessicasissymaid jessicasissymaid 41-45, M Nov 6, 2011

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    What Is Worse?

    What do you fear most, a punishment by mistress with a hairbrush or paddle and then thanking her by licking her *****, or a punishment by master with his hand, and then thanking him by sucking his **** ?
    kelleygerard2 kelleygerard2 61-65, M Apr 5, 2012

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    I Can Dream Can't I,,,?

    Firstly it's the clothes. I just adore putting on my stockings and panties - the feel of them against my skin, how the suspender belt frames my bottom. Putting on a pair of high heels is just amazing - the sexy look and feel of them as I practice my sissy walk up and down. Adding...
    jessicasissymaid jessicasissymaid 41-45, M 2 Responses Aug 18, 2010

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    A Dream Come True

    Is there any fantasy more powerful for a submissive male--whether straight or gay--than the dream of being a sissy maid?Who is more powerless than a maidservant? One mistake and mistress or master can dismiss you on the spot and turn you out onto the street.Who is more worthless...
    kelleygerard2 kelleygerard2 61-65, M Apr 4, 2012

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    Related Experiences

    I am out one evening just wondering through stores watching women and getting ideas for outfits. A girl in her late 20 ' drops her purse and I help her pick it up. After exchanging...
    Janae60 Janae60 51-55, M 1 Response Sep 8

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    I want to serve someone as a maid for a week.... M from Delhi,,India.....anyone intrested and from India please message me
    Neha1002 Neha1002 18-21 2 Responses Aug 25

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    Hello my name is Jenny and my Ex boyfriend, his name is Bobby,......has wore all my clothes, well at least all my dresses and lingerie. I know it sounds so yucky, but as he grew up...
    jennylee911 jennylee911 46-50, F 1 Response 3 days ago

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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 6 Responses Sep 2

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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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    Hello everyone. You may call me discipline :) I don't want to give away my real name until I have gotten to know you all better personally, anyway. Back on topic. I have never been...
    Disciplining Disciplining 13-15, F 9 Responses Sep 6

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    I am a 17 year old girl. I live in a state where the majority of teens (over 60%) are spanked until they move out. I have very very strict parents so I get spanked a lot. I have...
    Kristina1997 Kristina1997 18-21, F 14 Responses Sep 5

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    Dear Diary,This is the tale of my life as cinderellaOnce upon a time i was born 1990 i am french who am i?I lived upon the riches with my dear mother and father they were always so...
    Cinderellagirl123 Cinderellagirl123 22-25, F 1 Response Aug 21

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    I wish I didn't have to go to work. Its not that I'm lazy, its just that I'm lazy.:) My sister is my maid. She brings me breakfast in bed sometimes. We take turns. She also makes...
    KiannaJ KiannaJ 22-25, F 2 Responses Aug 19

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    One of my best friends growing up was the son of my preschool teacher, and she spanked. He would be with us and sometimes if he misbehaved she took him to another room and spanked...
    deservedmorespanks deservedmorespanks 22-25 4 Responses Aug 28

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    On Friday I skipped the last two periods because i really dislike the classes and i was planning on changing one of the classes. Instead of going to class I hung out with a friend...
    tylerembry tylerembry 16-17, M 4 Responses a week ago

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    Result Yes!!!!!!!!!! Terribly sorry but you are in fact a sissy. Because you are a sissy you have the right to cry now. SISSY!!!
    CdKimmi CdKimmi 61-65, M 19 hrs ago

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    My brother Alex never gets spanked he never gets in trouble my brother Luke got spanked weekly and maybe even daily I am in between I get Spanked if I had to guess maybe 7 times a...
    BeautifulBabygirlkayla BeautifulBabygirlkayla 18-21, F 7 Responses Aug 17

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    The Wake Up Call! When we were in ninth grade we had a teacher called Ms Perkins for mathematics. She was a good teacher but dead strict and she wouldn't hesitate to pull out the...
    Tina303 Tina303 41-45, F 3 Responses Aug 20

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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 6 Responses Aug 22

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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 19 Responses Aug 22

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    Years ago when I worked as a Ren Faire as a Puritan, there was a woman; I guess 20, or 21. She had her father pick her up from site, the site was the San Bernardino site. Some...
    Sullan Sullan 36-40, M Aug 30

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    I was at the pet store with my older bro nick and my younger step brother Johnny. My two brothers said they were going to go buy some pet food and I went to go look at the puppies...
    Fifidog Fifidog 16-17, F 3 Responses Sep 2

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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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    From the age of about 6 I was spanked fairly regularly whenever I misbehaved. Normally it would be over my dads knee as a 'spur of the moment' thing, and with just his hand. But...
    Londonboi Londonboi 22-25, M 10 Responses Aug 22

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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 2 Responses Aug 25

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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 1 Response Aug 26

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    I still get spanked quite a bit but nothing like when I was younger. Then I was a huge pain, which often caused my butt huge pain. I was always in trouble for doing things I...
    laurenstone97 laurenstone97 16-17, F 5 Responses Sep 2

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    I am from a family of one sister and two brothers. Mom and dad were good parents but had very short fuses and did not tolerate any bad behavior. Our parents believed that...
    CarlaW75 CarlaW75 36-40, F 8 Responses Sep 3

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    I think I'm becoming a sissy, well a sissy slave
    giantsword18 giantsword18 13-15, M 2 Responses 4 days ago

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    Hi, my name is Ally. I just joined this site after reading a few stories about teens who still get spanked like me. I'm 14 years old and I live with my mum and dad, my twin sister...
    ally0014 ally0014 13-15, F 12 Responses 4 days ago

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    This Thursday (sept 11) i got spanked for three bad grades and being late to school. It hurt so bad. I begged not to be spanked but no luck. Then today (sept 14) i got spanked...
    lbflame lbflame 13-15, F 1 day ago

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    I'm 99% straight and I have many fantasies such as being a human dog, being tied up , but a new one join my list is wanting to be forced a sissy, I want to be forced a sissy by...
    giantsword18 giantsword18 13-15, M 1 Response 1 day ago

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    Maid Public
    eric2maid eric2maid 31-35, M 6 Responses Aug 16

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    I was 10 years old my dad came into my room and spanked me for being annoying he spanked me bare bottom it was so embarrassing
    brookesmihy brookesmihy 13-15, M 2 Responses Aug 18

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    Yeah I do get spanked, and I love to compare spankings with pictures. It doesn't matter where you got it from I like to see pictures of spanked teenagers like me, so if you wanna...
    GirlyChick99 GirlyChick99 22-25, F 11 Responses Aug 19

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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 Responses Aug 23

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    I went to aall-boy boarding school in the 60's aged 7,the use of the cane was rife.There were atleast 6 or 7 boys waiting outside the Headmasters office every morning,to receive...
    gazzaboy11 gazzaboy11 51-55, M 1 Response Aug 29

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    My mom sometimes used the hairbrusch but more often the carpet beater. First time I was 4-5yo when she found out that me and my friend had played with matches. She was so mad at...
    dlbenny dlbenny 18-21, M Aug 31

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    i will never forget it, i was 17 at the time. I was at my friend, Julia's house for a birthday sleep over, and her mother told us not to stay late that because we would have to get...
    spankedteenager spankedteenager 18-21, M 2 Responses Sep 3

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    Andrew first came into my life aged 9 and married my Mum only a few months later. As soon as he became my stepdad, things changed. He was so strict. I would get spanked for the...
    amymichel amymichel 31-35, F 12 Responses Sep 7

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    all the children were making too much noise i was sitting in my chair reading a novell but principle came with a stick and gave everyone a hard swat on the rear when it was my turn...
    ahmadiscrazy ahmadiscrazy 13-15, M 1 Response 4 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 2 Responses Aug 20

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    Sissy white boy. All I do is crave c*ck
    raelynnCD raelynnCD 22-25, T 2 Responses Aug 25

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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 2 Responses Aug 26

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    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 Aug 27

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    I love wearing sissy lingerie and my wife buys my lingerie
    rimonty59 rimonty59 51-55, M 6 Responses Aug 30

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    i was staying the weekend with my ( unbiological ) sister. my parents give her permission if i was ever bad that she could spanked me. i never thought she would but she did . she...
    ladybearcrazygirl ladybearcrazygirl 13-15, F 1 Response Aug 31

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