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I Want to Find Naughty Sissy Boys to Play With

Personal Stories, Advice, and Support 517 People

    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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    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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    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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    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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    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 3 Responses May 16, 2011

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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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    Nashville Area Sissy

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

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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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    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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    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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    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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    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 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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    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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    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 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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    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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    Related Experiences

    I've always wanted to have other men play with my hair
    dantodawn dantodawn 51-55, T 2 Responses Jul 29

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    Hi i'm ishita.I usually wear sarees to office n I wear it 3 inches below my navel.One day my colleague invited me for her wedding reception and I decided to wear a creamy color...
    ishita004 ishita004 26-30, F 9 Responses Aug 7

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    I always wanted a naughty daughter sigh
    Daddylicksyou Daddylicksyou 61-65, M 1 Response Jul 28

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    I think about belly buttons constantly, and think about touching them and having mine touched all the time. A regular fantasy I have is I'm hanging out with a good looking guy...
    rlj119 rlj119 31-35, F 5 Responses 6 days 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 Jul 27

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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 Response Jul 28

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    I'm beginning to learn how to play the drums. My ex was a professional drummer and it just inspired me to learn how to play. I want compete in a drum off with him. Haha
    PeaceBatman PeaceBatman 22-25, F Aug 1

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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 3 Responses Jul 29

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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 Jul 29

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    I love playing with long hair, if it's really smooth and silky, I just love running my fingers through it....idk lol I'm weird....
    Daisymay77 Daisymay77 16-17, F 3 Responses Jul 30

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    Oh god, I love it when others play with my hair. I don't know why, but a lot of people are attracted to my hair. I guess you could say I have the old "Bieber" hair. You know...
    JurkoKD JurkoKD 13-15, F 1 Response Aug 11

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    I'd enjoy that so much! :) Play with my hair for hours non-stop!
    AntonyBoys AntonyBoys 18-21, M 3 days ago

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    It's just really relaxing and calming, when my friends go up to me and randomly start playing with my hair. It's the only thing that can shut me up. Cause I'm usually hyper and...
    countrygirlISTaylor countrygirlISTaylor 13-15, F 2 Responses Jul 30

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    I have really long thick hair and absolutely love when it's played with our brushed. I could stand someone playing with it for hours on end!! It is one of the most relaxing things...
    stakalisious stakalisious 36-40, F 6 Responses 1 day ago

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    I love it so much! Run your fingers through my hair, stroke my hair, play with my hair, brush my hair... I love it all <3
    JennyRose2 JennyRose2 13-15, F 3 Responses Jul 23

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    if you play with my hair, i will love you forever!!!! O w O)/
    griefseed griefseed 13-15, F 5 Responses Jul 29

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    Any women love to play with people's hair?
    ONEPIECE749 ONEPIECE749 18-21, M 5 Responses Aug 4

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    Having my hair played with is such sweet extasy, but not in a sexual way. My husband gets aroused because I can't help but purr from the sheer pleasure of it. Sometimes I massage...
    violetpenny03 violetpenny03 31-35, F 2 Responses Aug 6

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    If you play with my hair for a long time ill fall asleep
    litzz litzz 18-21, F 4 Responses Aug 6