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I Want to Find Naughty Sissy Boys to Play With

Personal Stories, Advice, and Support 514 People

    Cuddles

    i would love to be in a big **** of naughty sissy diaper boys. we could kiss & cuddle and take turns gang banging each other and sucking each other's ***** and swallowing all our yummy ***. we could roll around in our wet & poopy diapers then change & powder each...
    sisipamprsboi sisipamprsboi 41-45, M 4 Responses May 10, 2009

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    I Want To Be Someones Sissy Boy

    Hi all, I am a mwm that shaves most of my body real smooth and lotions it everyday. I have always wanted to be another mans submissive sissy sex toy. I am married discretion a must and I don't have a place to play. I love woman but lately the Penis is always on my mind and balls...
    slicksean slicksean 51-55, M 1 Response Apr 17, 2013

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    Sissy Boy

    I also want to be a sissy girl or adult baby girl whoc wear baby clothes like plastic nappies and a teat also wear pretty pink dresses and many other girly things. I am England in The West Midlands
    perksjohn perksjohn 61-65, M Oct 31, 2012

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    I Am Willing To Submit

    I am 17 yo guy , I am totally wanting to submit to a lovely mistress who will make me *** more and more , or deny me from coming for many times , and make me smack my balls and put clamps on my nipples , also make me put my finger in my a$$ if u will , comment back
    izmail izmail 18-21, M Jul 2, 2012

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    My First Training Session

    I found a sissy boy who wanted me to show her how to dress, serve and service me while her wife watched..........being a Dom, I was up for the change.....I got her in touch with my friends who did hair, makeup, shaved her from eyebrows to her toes....transforming her to a...
    PoppaBear53 PoppaBear53 56-60, M 6 Responses Nov 4, 2009

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    Sissy Baby

    Id love to find a sissy boy to play with. Especially if he's dressed as a baby girl in soggy wet cloth diapers
    sissydiaperboy sissydiaperboy 51-55, M 4 Responses Jan 3, 2009

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    A Walk In Central Park

    few years ago, I was meeting my girlfriend to attend a party thrown by a magazine company she has business with. She drove from work, while I took the subway. It was near 81st and 5th on the east side of the park. Since it was a nice evening, I decided to get off the A train on...
    sissyjackie2008 sissyjackie2008 46-50, T 2 Responses Dec 26, 2010

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    Please Use Me

    Im a little sissy with a tiny clitty and want to meet with any one that would like to use me
    Sissyslut2390 Sissyslut2390 18-21 2 Responses Oct 7, 2010

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    I Want To Live With A Sissy Baby.

    Hello. My name is Mike. I am an adult baby that like to wear sissy type clothes also. I am also a man. As much as I like to be a sissy baby, I like to be a man also that takes care of an adult baby. I have loved diapers all my life. You can read the whole story in other post that...
    mikesissy mikesissy 41-45, M 4 Responses Feb 26, 2011

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    Nashville Area Sissy

    Anyone needing a sissy near Nashville?
    TNsisssysub TNsisssysub 51-55, M 7 Responses Dec 3, 2010

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    HaHaHa

    sissy boy with the hairy legs..**** and panties..oh you want to look pretty but you are a BOY! lipstick for you my litte tata apply..now kiss me ..no not there...I', going to do something mean that you will like my little man ****..do  you want it? Shake your head..ok open...
    PeaceToy PeaceToy 46-50, F 11 Responses Nov 21, 2008

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    Submissive Crossdressing Sissy

    I love to wear girly baby clothes or even womens clothes, ive been forced into some girl clothes and been made to give oral to some guys aswel as girls and i love the feel of it, i love being dominated and made to do stuff and willing to experiance more!!! i dont mind what you...
    Subsissycdboy Subsissycdboy 18-21, M Jan 29, 2013

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    And Then I Was a Sissy

    i was 14 when on holiday with the family and went next door to retrieve a ball and the man there spoke to me and said would i like an orange drink being hot i said yes  and went in  there to my surprise was sissy boy dressed in beautiful lingeri and the neighbour said...
    huia20 huia20 26-30 2 Responses Aug 13, 2009

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    Mage Masala

    Dear all, i am mage normally people call me ike this me also like that same,i alerady married but not satisified.but i love my wife lot because she loves me more then any body in the world.but she dont have that much stamina .but i am loving sex with girls lot.if any body...
    hotmage hotmage 31-35, M Aug 1, 2013

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    Wants To Find Female To Play Mommy With Me

    online in chat my ym is ky_blue_tater at yahoo dot com i am open to almost anything love lynsbabyboy
    deleted deleted 26-30 Dec 23, 2010

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    Want An Online Mistress

    I will do anything on cam for her without limits.. I will wear my lingerie, spank my *** till red, put big toys in my ***, ***, eat my *** and more... I have no limits and i can get as dirty as she wants me to.. Add me if you want me to be your sissy slave. Lady_boyy82@yahoo.com...
    Ladyboyy30 Ladyboyy30 31-35, M Jan 6, 2012

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    Sissy Boy

    Love being some girl's sissy boy and summit to her.
    TN2Kinky4U TN2Kinky4U 51-55, M 1 Response Jan 22, 2010

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    Looking For A Sissy Cd...

    Looking for a sissy CD to skype with and meet up with for fun times. Los Angeles, CA
    GrnEyedMonster310 GrnEyedMonster310 26-30, M Dec 4, 2011

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    How To Speak

    How do I speak to a sissy boy ...how can I leave an attractive message to get a sissy boy a message on a phone line a phone dating line I just don't know what the right things to say can anyone help me
    zxzane zxzane 26-30, M Jul 30, 2013

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    Sissy Fun

    I would luv a feminine sissyboy in sexy lingerie to play with ,we could dress each other up and suck & *** allnite .yummy
    paige2000 paige2000 36-40, M 2 Responses Oct 11, 2012

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    Looking For Someone

    Well I'm more looking for someone to want a naughty cd :P To dress up and have fun with hehehe if you catch my drift...only catch is, it's got to be a female lol Hrmm...and the search continues!!!
    tobimaru tobimaru 22-25, M 1 Response Jul 4, 2010

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    Utah

    Utah needs more younger sissy's
    PantyBandit64 PantyBandit64 41-45, M 1 Response Apr 26, 2011

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    My Story

       i have known that i am a submissive sissy from a young age at 13 i used to steal my aunt's bras and panties and pretend to be tied-up and forced to service the person who kidnapped me and soon after i started i was unable to successfully ********** or climax (even...
    sissykris sissykris 31-35, M 2 Responses Aug 11, 2009

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    Any Dominant Mothers Or Women Want To Chat On The Phone? Or Windows Messagner?

    msg me for my number. n my hotmail acount is socksholly @ live.com im a 18 yr old sissy boy wearing diapers n crossdressing n much much more im opened to pretty much everything n anything so dnt be afaired hit me up!
    oo7gunmaster oo7gunmaster 18-21, M Nov 5, 2012

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    I Want A Sissy Boyfrend To Be My Girlfreind

    I want to play with her tiny sissy ****.Make her wear her sissy frock.I want to watch her sissy walk.Forbid all but sissy talk.I want to see her curtsy with a smile.I'll punish her for being vileThen make her *** but sissy style.
    waddlergirl waddlergirl 51-55, T 2 Responses May 16, 2011

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    Master Seeks Sissy

    I am a 28 year old, baby-faced, 5' 8", 70 kg City professional living and working in London. I am looking for a reasonably local sissy aged 18-23, smaller than me in every way, who wants to be completely feminised by me. Inexperience is a must - I want a shy submissive type who...
    masterguy78 masterguy78 26-30, M Dec 15, 2012

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    I Know A Real Naughty Sissy For The Ladies In WV

    For the ladies that live in or near Huntington WV I know a really obedient and naughty sissy, but he is a closet sissy, His name here is spankurfanny.
    Desiree6969 Desiree6969 36-40 Mar 27, 2013

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    I Am Southern Androgenous Sissy Boy Bottom Seeking A Masculine Top For Dating/ltr!

    Androngenous, Submissive, Soft, Silky Smooth Bottom Sissy Boy, Outgoing, Nelly, Sweet, Funny, Creative, Honest, and Fun! I would love to meet and share my life with one very special Masculine, Dominant, Fun, TOP who is is very Protective, and really READY to build a home and life...
    AdorableBOYforYou AdorableBOYforYou 26-30, M Feb 26, 2011

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    I Want To Be A Sissy So Bad!

    Due to obsessive use of Tumblr, I have become attracted to the thought of being a sissy. I only used to wear women's underwar while I was at home, although I now where them all day, every day. Over the past two or three months, I have toyed my ******* with my *****, although it...
    NeedToBeSissy NeedToBeSissy 18-21 Dec 31, 2012

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    Love Eyeliner

    when i was 12 i relised i loved the new romantic schene so i started wearing the make up the tihght clothes next thing i knew i was wearing thongs and a full face of make up and ive never looked back
    Rockingheels Rockingheels 26-30, M Oct 11, 2009

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    Can Be Very Sissy...

    Love to be "forced" to dress in lingerie and be a sissy...Anyone in the Tampabay area wanna play?
    ivan813 ivan813 61-65, M Dec 8, 2008

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    Sexy Sissy

    Luv to meet any sissyboys for chat or fun.I'm fromOZ,melb,Victoria.I luv wearing sexy lingerie for trannys or other sissys.yummy.
    paige2000 paige2000 36-40, M Oct 10, 2012

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    Related Experiences

    i wish i have a girls that can play with my underwear bulge.
    DiaperSaggyFull DiaperSaggyFull 18-21, M 1 Response Jul 9

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    I've always wanted to have other men play with my hair
    dantodawn dantodawn 51-55, T 11 hrs ago

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    I always wanted a naughty daughter sigh
    Daddylicksyou Daddylicksyou 61-65, M 1 day ago

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    I want to learn how to play an acoustic guitar. I don't know anything about guitars, but I have done some research and finally settled on a guitar. I'm excited to purchase it and...
    jennied08 jennied08 22-25, F 1 Response 2 days ago

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    So here's a list of all the different celebrities of whose hair I would love to play with. Top 20, not necessarily in order. 1) Lea Michele 2) Selena Gomez 3) Lucy Hale 4) Kate...
    Hairaddict67 Hairaddict67 22-25, M 1 day ago

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    I really reallllyyy want someone to come play with me...
    raelynnCD raelynnCD 18-21, T 1 Response Jul 6

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    I have fantasies about playing with long hair: stroking it, smoothing it, running my fingers through it, burying my face in it, kissing it, and all sorts.
    AntonyBoys AntonyBoys 18-21, M Jul 18

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    Are there any women who would let me play with their long silky hairs? I would love to get my hands on a head of beautiful hair, and I would give you anything you wanted in return...
    AntonyBoys AntonyBoys 18-21, M Jul 18

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    I have always wanted to have a girlfriend that could play with my hair and plait it... Curling it around her fingers and pulling gently, it is an amazing sensation
    kaykoi kaykoi 18-21, F 2 Responses 11 hrs ago

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    I love playing with other people's hair, and having my hair played with. It's so soothing and it puts me to sleep
    Annapie Annapie 18-21, F 1 Response Jul 7

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    I love it when a girl puts her hands through my hair and plays with it and I'v got a head full of hair so there's loads to play with lol
    DatRandomGinger DatRandomGinger 16-17, M 1 Response Jul 11

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    My hair does not get played with enough, but when it does 😍 best.feeling.ever! Can I hire someone to play with my hair all the time?
    Rach3191 Rach3191 22-25, F 8 Responses Jul 11

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    It is good, but sets us apart sometimes. And there is something named the curse of knowgled. (wiki it) Example 1. I havent played World of warcraft for a long long time. And...
    mirkwood86 mirkwood86 26-30, M 7 hrs ago

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    I still do play with toys, I love buying Hot Wheels and Matchbox toy cars and Nerf guns and action figures! And I love the Star Wars series toys!!!! I'm still a kid at heart!!!
    MilitaryHistoryNerd94 MilitaryHistoryNerd94 18-21, M 1 Response Jun 30

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    Anyone can feel free to play with my hair, it is amazing. Especially having long hair )
    tmcb2722 tmcb2722 13-15, M 1 Response Jul 7

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    So today I tried a home remedy for my hair with olive oil and eggs and it worked out great!! It was a little gross but the end result is perfect my hair is all soft and silky I...
    7lee7 7lee7 16-17, F 1 Response Jul 10

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    I am a man with long hair and I love to have it played with by women.
    Devinehellcat Devinehellcat 36-40, M Jul 13

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    My boyfriend plays with my hair occasionally. It just feels nice & its cute
    xJamix xJamix 18-21, F 1 Response Jul 18

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    When I was 10 I learned to play with myself And once I got it done I did it off and on for hours after that day I did it almost every night when I was suppose to be asleep
    msjayy msjayy 18-21, F 4 Responses Jul 20