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I Love Being a Sissy

Personal Stories, Advice, and Support 559 People

    Sissy

    since i was 13 have love being a sissy and getting dressed up!i am a submissive sissybitch who loves to get dolled up and then get her holes filled.i am a cumslut who loves to swallow and have a hard **** up her sissypussy!just love to wear a dress and even better dressed as a...
    mandiejune mandiejune 51-55, M 3 Responses Jul 10, 2010

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    It Is Who I Am

    Being a sissy is who I am, it therefore defines me, it shapes me and is as part of me as are my limbs. I cannot imaging not being a sissy, I cannot imagine what being a man is like and I would be utterly lost if my sissiness vanished. I look at being a sissy as a gift and...
    LittleGirlInside LittleGirlInside 36-40, M 1 Response Jun 8, 2013

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    A Sissy Is ...

    The difference between being a crossdresser and a sissy is that a crossdresser puts on a pair of girl's panties and then feels out of place; a sissy puts on her own panties and then feels like painting her nails. * giggles* It's so true!
    CherrySissy CherrySissy 46-50, T 15 Responses Mar 26, 2010

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    Closet Sissy

     i am a submissive sissy who has not yet had the pleasure of being trained even though i have known that i was a sissy since i was 13 years old untill now i have not really looked for real life encounters even though when i was 21 or 22 i posted some adds on dateing websites...
    sissykris sissykris 31-35, M Aug 12, 2009

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    **** Snot Slinging Sissyslut

    Hell yah, sissy **** Jameon was slinging **** snot this weekend, it was a slow to med weekend with only 10 *****, on top and under the bridge. The boys were more than willing to breed and sed me and Jameon was not turing any ***** away. Two memeorable loads taken were one stud...
    jameon01 jameon01 31-35, T 2 Responses Apr 8, 2012

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    Webcam Sissy ****!

    I just want to tell someone about my new found love ive have been going on roulette cam sites for about a week now and i love it. Having people tell me want to do form them on the cam and knowing they want to watch me is such a trill for me. The only thing i don't get is alot of...
    fayevalentine2011 fayevalentine2011 22-25 Jun 19, 2012

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    How Celia Became The Permanent Sissy Slave Forever!!!!!, I Wish I Wish I Wish I Wish

    Celia, this is how i want you to do what we talked about on th phone yesterday. I need a final unquestionable demonstation of your commitmant, dedication, servility, submissivness, and obedience. First you will need to go to a beauty salon for a hair cut. I want you in a style...
    sissyslavecelia sissyslavecelia 51-55, T 2 Responses Apr 20, 2011

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    Webcam Sissy ****!

    I just want to tell someone about my new found love ive have been going on roulette cam sites for about a week now and i love it. Having people tell me want to do form them on the cam and knowing they want to watch me is such a trill for me. The only thing i don't get is alot of...
    fayevalentine2011 fayevalentine2011 22-25 1 Response Jun 19, 2012

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    Being A Sissy Is Being True To Yourself

    if you grew up wearing girls clothes having older boys and men use you if you like the feeling of panties skirts long hair painted nails bikinis babydolls diapers under your sissy dress be tru to you be a sissy
    sissykrisb sissykrisb 51-55, T 2 Responses Apr 7, 2013

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    Never Understimate The Power Of A Sissy

    We sissies have male admirers, those men who know we are not women but nonetheless enjoy our femme personas. They know we have "something extra" but consider it part of our charm. These admirers like to see us all pretty, dolled up in girlie clothes, and smelling clean & fresh...
    janusatv janusatv 61-65, T Aug 13, 2013

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    I Love Being A Sissy

    I love beign a Sissy..i love my friends showing off hwo girlie an soft they have made me....
    pinkbabysnowboi pinkbabysnowboi 18-21 2 Responses Jan 10, 2011

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    Sissy Little Girl Forever

    I love being a young girl, and really get into it. It's not that I don't like sex.. I love men, and I guess it's a special type of man who will like me dressed this way.
    kiersten kiersten 41-45, M 1 Response Jun 19, 2012

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    Being Sissy

    I just love being a sissy and have my bf take me around. being a girly boi is just so fulfilling to me I just quiver thinking about it
    sissiegirl sissiegirl 51-55, T Dec 20, 2010

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    Sissy

    I love dressing as a sissy the feeling of girls clohting makes me feel good and sexy I only dress as a sissy in the house as I lack the courage to do so outside, when I do go out I have girls knickers on under my clothing. I have hidden the fact that I am a sissy from my family...
    Smiller79 Smiller79 41-45, M Jan 4, 2013

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    Related Experiences

    I love wearing sissy lingerie and my wife buys my lingerie
    rimonty59 rimonty59 51-55, M 3 Responses 10 hrs ago

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    Now I tend to find being alone all the time isn't as fun loving as some folks see it. Now the other night I was sat down at the pub bar, drinking vodka & coke. Now I ain't a beer...
    ilikenetflix ilikenetflix 26-30, M Aug 1

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    I love being a mom because I love the smiles on my son & daughter faces. When they smile; my Heart smiles. I gave birth to three children, my first born/ late daughter who would of...
    Nefateria40 Nefateria40 36-40, F Aug 2

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    Hi my names scummy girl I'm 14teen and a dirty lesbian girl, and I love being bullied by other girl's. I get bullied at school by older girls which I like a lot. They gave me...
    scummygirl scummygirl 13-15, F 2 Responses 4 days ago

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    I just love being by myself. I have time to think. My friends keep trying to hook me up with thier friends. I hate it though. I love being able to have peace and quiet in my life...
    sfdrboy sfdrboy 22-25, M 4 days ago

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    So it's me again. The guy that people seem to love to hate but I accepted the hate. I admit that a part of me miss having to think about someone else then me all the time. What I...
    ilikenetflix ilikenetflix 26-30, M 1 Response 20 hrs ago

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    I think its unfair that minors cannot share any nude pictures online. I love being naked and I have no sexual intentions. How is this child ***********? Being naked helps me feel...
    adguez adguez 13-15, M 8 Responses Jul 31

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    I love being completely naked on the beach, or at home and being totally shaved or waxed bald from head to toe, including eyebrows and eyelashes, makes it even better - as shown in...
    lifeuniverseeverything lifeuniverseeverything 36-40, M Aug 21

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    If anyone wants to talk about something or get someone off their chest just message me :) i love being able to help and talk to people
    dann5 dann5 13-15, M 1 Response Aug 2

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    i love being daddy girl he awsome
    lisarowell420 lisarowell420 22-25, F 3 Responses Aug 3

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    I've recently been diagnosed with pure laziness and I couldn't be more excited. I love being lazy. I mean who doesn't like sitting on the couch re-watching their favorite shows on...
    TastyMcDangles TastyMcDangles 16-17, M Aug 4

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    Man I love being fat who else does?
    fatgainer24 fatgainer24 13-15, M 6 Responses Aug 4

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    I love being watched while I jerk off, it makes me so hard. I really want you to watch me and I want to tribute your pics! HMU
    Funone17 Funone17 22-25, M 2 Responses Aug 5

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    Its a wonderful feeling like everyone else says. I also love being completely naked on the internet. :) 
    nudieguy nudieguy 22-25, M 1 Response Aug 10

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    I love being naked at home but it's always weird when friends or family arrive without warning!!!
    Goliath2014 Goliath2014 41-45, M 5 Responses Aug 11

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    I love being barefoot. I feel more free and unhindered. I am going to start decorating my feet with barefoot sandals and toe jewelry. :)
    sanarirachel sanarirachel 31-35, F Aug 11

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    Hanging with my daughter. Love being a mom.
    tylaya01 tylaya01 18-21, F Aug 11

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    I come on here and can express myself freely and it usually feels good.... But Damn I love being a MAN and all that goes with it. Macho **** and all...
    JimD911 JimD911 41-45, M 1 Response Aug 14

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    Of course I do! It's like a feeling like no other.. The grass beneath my paws and the wind flowing through my fur is just amazing, playing, running around on all 4's, chasing my...
    XxWolfGirlMidnightxX XxWolfGirlMidnightxX 13-15, F 1 Response Aug 16

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    I love being country๐Ÿ’š๐Ÿ’š๐Ÿ’š๐Ÿšœ๐Ÿšœ๐Ÿšœ๐Ÿšœ๐Ÿšœ๐Ÿšœ
    purpleeyes98 purpleeyes98 16-17, F Aug 22

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    I love being naked anywhere and everywhere. I am naked on my couch right now, and horny as heck!!! any ladies want to exchange pics? I am BBM.
    widower2014 widower2014 41-45, M a week ago

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    I am his.I don't wear a collar but I wear pieces to signify my commitment to him.I do as he asks, willingly, affectionately and with great attention.I talk with him each and every...
    desirabledreams desirabledreams 46-50, F 5 days ago

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    I Love Being Alone. Meaning no bf, is a warm feelings for me. Even if you're living with a gentle kind roommate. Loneliness does not despair the emptiness inside me. I'm a...
    DiscoNight1970s DiscoNight1970s 46-50, F 4 days ago

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    Literally on our doorstep is a vast once Royal domain called the New Forest. I love to go wandering alone in the forest to find images to draw, yes, but also just to enjoy the...
    DearbhalC95 DearbhalC95 18-21, F 2 Responses 3 days ago

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    I love being cared and i do care about others a lot...but they dont show a little care back to me... i still care about them even when they dont .. i dont expect them to be like...
    nixf1 nixf1 22-25, F 4 Responses 2 days ago

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    I really love being a fatty. I stuffed my face with Mc Donalds for breakfast and Burger King for lunch and had a few burritos for lunch.
    Fantasypiggy77 Fantasypiggy77 22-25, F 2 Responses 1 day ago

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    I love being naked, when I am home alone I always am, especially doing housework or gardening
    Southlincsman Southlincsman 46-50, M 2 Responses 19 hrs 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 Aug 20

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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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    Although I am a very private person I used to love sunbathing nude and skinnydipping when no one was around. Our swimming pool is very secluded and not visible from the street or...
    Anthony1962 Anthony1962 51-55, M Aug 21

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    Before I was 13, I never thought much about being shirtless; I was only shirtless at the pool and at the beach. Everything changed when I was 13 because I went away to boys...
    Triangulate Triangulate 18-21, M a week ago

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    Sacramento? Maybe! I'm going to say this a few times in my stories for this experience project... I'm used to living near a place (LA) that on any given day could be the center of...
    lovingone lovingone 36-40, F Aug 2

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    Well, most of the people that spend time being always online prefer meeting new online friends coz theyre a new person here and they are not judged here than in reality. I have...
    fruitella06 fruitella06 18-21, F 1 Response Aug 14

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    Iยดm a housewife who got stronger than my hubby by using his weightset when he is at work. everything changed after i realised what fun it is to be the stronger spouse, Once i...
    CarlaMaria CarlaMaria 31-35, F 4 Responses Aug 6

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    Yes I love it. I'm Not brainwashed like user skeeter says don't understand the lifestyle than stay out of my business! I am a happily spanked girl who needs a red bottom to keep...