This experience may contain mature content, as flagged by the community.
Please click away if you do not want to see this content.
To report inappropriate content, please email us.

I Want to Find Naughty Sissy Boys to Play With

Personal Stories, Advice, and Support 504 People


    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
    5 Responses May 10, 2009

    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

    Nashville Area Sissy

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

    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

    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
    Dec 23, 2010

    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 @ 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

    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
    3 Responses Jan 3, 2009

    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

    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
    Mar 27, 2013

    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
    36-40, M
    Aug 1, 2013

    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

    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
    4 Responses May 16, 2011

    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
    Aug 13, 2009

    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
    1 Response Dec 31, 2012

    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
    51-55, M
    3 Responses Feb 26, 2011


    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 kiss me not there...I', going to do something mean that you will like my little man ****  you want it? Shake your head..ok open...
    PeaceToy PeaceToy
    46-50, F
    11 Responses Nov 21, 2008

    Sissy Boy

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

    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

    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
    2 Responses Oct 7, 2010

    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

    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

    How To Speak

    How do I speak to a sissy boy 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
    31-35, M
    Jul 30, 2013

    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.
    Ladyboyy30 Ladyboyy30
    31-35, M
    Jan 6, 2012

    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


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

    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
    2 Responses Dec 15, 2012

    i am a sissy baby boy,

    i wear diapers and love sucking on my paci and bottles of milk.
    abdl2015 abdl2015
    22-25, M
    2 Responses May 9, 2015

    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

    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

    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

    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
More Stories