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I Want To Be A Spanked And Cuckolded Sissy Maid

Personal Stories, Advice, and Support 208 People

    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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    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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    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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    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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    Related Experiences

    Would love to meet a cool guy who was Dom and into a Sub Sissy Boi!
    PrettySissyBoiTG PrettySissyBoiTG 26-30, T 1 Response Jul 15

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    This is what I would truly love to find at some point!!!!!
    PrettySissyBoiTG PrettySissyBoiTG 26-30, T 2 Responses Jul 12

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    I wants to be a sissy maid for a strict Mistress
    sissyslave18 sissyslave18 18-21, M 4 days ago

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    Please anyone come on me ill be ur sissy maid :)
    sissyslave18 sissyslave18 18-21, M 4 days ago

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    Strengthen your breast plate with iron, young one, learn to be a proper knight. Run wild with your courage, fight until your days are gone. Life is what you make it. My dear, you...
    NatashaRose NatashaRose 18-21, F 2 Responses 11 hrs ago

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    So I have a very big issue with not keeping my mouth shut... Needless to say I always seem to say something I shouldn't. So my mother died a few years back and about a month after...
    Lexikay99 Lexikay99 18-21, F 8 Responses Jul 9

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    One morning about 2 years ago after I’d taken a shower and dressed in jeans and a polo shirt I woke my wife and said that today I was going to be her special maid and pamper her...
    Happymaid Happymaid 70+, M 5 Responses Jul 22

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    Hey, I'm kinda new here, but I just created a profile and I wanted to share my experiences with someone. I'm a boy, 17 years old, and I used to get spanked all the time when I was...
    Luke0104 Luke0104 16-17, M 4 Responses Jul 20

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    Everything turned from good to bad. It was 10:00 AM in the morning. The morning of my birthday. I was now officially 13 Years Old! My mum came in and woke me up, she said 'time...
    FlipFlopTan FlipFlopTan 16-17, F 3 Responses Jul 9

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    When I got to secondary school best friend soon became Katie. She was really pretty and lively and clever and we soon got round to being in trouble together. However, one thing...
    Jilly53 Jilly53 56-60, F 3 Responses Jul 13

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    When I got to secondary school best friend soon became Katie. She was really pretty and lively and clever and we soon got round to being in trouble together. However, one thing...
    Jilly53 Jilly53 56-60, F 4 Responses Jul 13

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    I was spanked from maybe age 4 to age 17 for sure. I know it was 17 because i remember my last spanking like it was yesterday. Worst ever, but that's another story. I was spanked...
    Heartsu Heartsu 26-30, F 6 Responses Jul 14

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    When I was 15 I went to my friend's house for the day. We were going to the mall in town but my friend told me that she had arranged to meet a couple of boys and go to out of town...
    Tina303 Tina303 41-45, F 2 Responses Jul 21

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    When I was 15 I went to my friend's house for the day. We were going to the mall in town but my friend told me that she had arranged to meet a couple of boys and go to out of town...
    Tina303 Tina303 41-45, F 4 Responses Jul 21

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    Do you think all teenagers between 12-18 should be spanked?Hey all, I am Taylor, 15 years old from a southern state. I had an interesting conversation with my dad. We both talked...
    taylorcollison taylorcollison 18-21, F 8 Responses Jul 7

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    Do you think all teenagers between 12-18 should be spanked?Hey all, I am Taylor, 15 years old from a southern state. I had an interesting conversation with my dad. We both talked...
    taylorcollison taylorcollison 18-21, F 8 Responses Jul 7

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    Do you think all teenagers between 12-18 should be spanked?Hey all, I am Taylor, 15 years old from a southern state. I had an interesting conversation with my dad. We both talked...
    taylorcollison taylorcollison 18-21, F 37 Responses Jul 7

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    Well... as it stood, I am nineteen and in college. Well, colleges and teens equal to many challenges especially when you are away from home. Okay, at first, I cannot make any...
    thelonercollegestudent thelonercollegestudent 18-21, F Jul 19

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    Last weekend I was off and took the time to visit some friends of mine. Keri was an instructor of mine in college and has helped serve as a mentor for me as I head back to school...
    Marcette88 Marcette88 26-30, F 5 Responses Jul 24

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    I want an older man to make me feel like a naughty little girl Don't ask me why I want this I just do I've actually spanked myself with a thin belt and it did sting a bit and make...
    karenluvsit karenluvsit 22-25, F 2 Responses Jul 10

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    yeah :( We have in our gaden a swimming pool that we can build up when ever we want. So I went to the water to have some fun but my dad ordered me out. He asked why I didn't...
    Jennyred Jennyred 13-15, F 12 Responses Jul 19

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    One time my dad was spanking me because i swore at my mom and after i told my dad i was to old to be spanked over my panties and my dad said okay and i thought that meant he would...
    Finny5 Finny5 26-30, F 4 Responses Jul 20

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    I'm trying to do the right thing not only for myself, but for my family, especially for my beautiful baby daughter, to whom I might never apologize enough for not choosing well her...
    mery81 mery81 31-35, F Jul 22

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    i kind of wrote about this before but i guess since this is a secret account i can write the rest. well my family is very strict and we get spanked bare... it's embarrassing...
    valbunny valbunny 13-15, F 5 Responses Jul 22

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    I've never wanted to change my last name. My surname is in my stage name, it's what I'm known by and I've never had any other. I've never knew another name my whole 34 years and I...
    DarkwingGoslyn DarkwingGoslyn 31-35 1 Response 2 days ago

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    I am Tammy and I'm 13 years old! I have a 9 year old brother Jacob and a 6 year old sister Alexis! I have a dad named Bill(35) and a mom named Charlotte(34)! Anyway, I get into...
    TammyMcDonalds13 TammyMcDonalds13 13-15, F 13 Responses Jul 1

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    I didn't want to go out but my friend wanted me to,i said no. so she asked for a metal spoon....our friend gave it to her. she bent me over pulled my dress up and spanked me,she...
    AruraRose AruraRose 16-17, F 11 Responses Jul 2

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    i got spanked on fourth of july in front of family us kids were setting off fireworks which was really fun then i started fighting with derrick and he was being a d*** daddy and...
    Tygersilk Tygersilk 13-15, F 7 Responses Jul 6

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    Yes please..take me and make me clean your entire house in a skimpy maid outfit :)
    LilLexi16 LilLexi16 16-17, F 43 Responses Jul 14

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    I love being a sissy, even more than that I love playing with others. There's nothing better than licking down someone and ripping a hole in some nylon stockings thirsty for her...
    raelynnCD raelynnCD 18-21, T Jul 19

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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 2 Responses Jul 21

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    I was spanked as a child and grew up in a great communty raised with spankings but not in public in private and I turned out great I also grew up in a great family my parents don't...
    Stephanie128 Stephanie128 18-21, F 2 Responses Jul 23

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    Last week I had my sweet 16. I wanted everything to be perfect and naturally I kept getting really upset when things went wrong. I have been planning this party for months...
    bridgetdarcy998 bridgetdarcy998 18-21 8 Responses 5 days ago

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    I am now 13 and I think 13 is took older to get spanked I often say it to my parents but they always say that so you prove and I say that I am older and now I will not cry or do...
    ahmadiscrazy ahmadiscrazy 13-15, M 9 Responses 5 days ago

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    I can remember being spanked numerous times as a child. Today, while in Walmart, I over heard a mother threatening to spank her young daughter, if she didn't stop her behavior. It...
    ryleebeth ryleebeth 18-21, F 6 Responses 5 days ago

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    spanked for sneaking out About 3 months ago I wanted to go to Betsy house to sleep over. I asked them and they said no so I was pretty mad and decided to go anyways. I decided to...
    bluecoconut77 bluecoconut77 16-17, F 5 Responses 3 days ago

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    Hello I'm new here I'm a 17 year old female from Toronto Ontario Canada and I still get spanked by my mom I hate it it's so embarrassing having to pull down my pants and panties...
    stevens0313 stevens0313 16-17, F 19 Responses Jul 2

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    My mother was a right character. On one occasion my sister and I had incurred the maternal wrath and were lined up for what she deemed the necessary punishment over her knee. After...
    Jilly53 Jilly53 56-60, F 2 Responses Jul 2

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    My mom spanked me during the 4th of July at my grandmas fireworks for not participating i was on the side of the house when she came out I dropped my shorts and undewear after she...
    Tl475 Tl475 18-21, M 6 Responses Jul 5

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    I really like being spanked tho. Nothing quite as thrilling as that delicious sting and a satisfying handprint in red afterwards. Hard to find someone to be rough to you in the...
    carry1love carry1love 18-21, F 2 Responses Jul 5

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    I believe you are who you see you're self as and if that's a women even tho you're a man who the **** saids ? Religion ? Pfffft **** that be who ya want even if it does mean you...
    kerw94 kerw94 18-21, M 4 Responses Jul 7

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    A a spanked parent we are both spanked here as well as our girls. Looking to know if other couples still get disciplined
    Momof2spankedstill Momof2spankedstill 41-45, F 9 Responses Jul 7

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    One with the belt for every minute but at least 5. I have been spanked for being late 20 seconds. We have a clock on the wall in the dining room and it showed 20 seconds when I...
    wkenny99 wkenny99 13-15, M 4 Responses Jul 15

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