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I Am Interested In Sissies

Personal Stories, Advice, and Support 2,085 People

    My Boyfriend Isn't A Sissy.

    But I do make him wear pretty panties and camisoles. The thing is, when I'm dressing him up in pretty underthings, it's much more about making a pretty boy feel special and well-decorated than it is about humiliation or feminization. I think men's clothing just isn't decorative...
    stockfootage stockfootage
    31-35, F
    2 Responses Jan 19, 2011

    A Nipple With A Twist....part6

    I just finished this chapter of a story I have been writing I feel it  fits here so i have decided to share it with you. Hope you enjoy. I love the group here!      It has been nearly two weeks since I last saw or spoke to officer Davis. Mr. Marco, I call  him now, well...
    strictly4mygoddess strictly4mygoddess
    36-40, F
    Dec 15, 2011

    Are There Any Real Bi Or Gay Sissies On Here Looking To Meet A Top Man?

    I know there are many online fantasy seekers here. I get it..its fine but cyber is NOT for me. I am looking for a real time sissy/crossdresser or smooth femme boy for real time meetings and affairs. I live in NYC and can host or travel within a reasonable distance. I am often in...
    alexanderinnyc alexanderinnyc
    41-45, M
    2 Responses Oct 31, 2012

    I'm a sissy looking for a man to play with in

    my area. I'm in Georgia south of Atlanta.
    sexyalyssagurl sexyalyssagurl
    36-40, T
    Feb 26

    Looking For My Cyber Sissy

    Hello all you adorably pretty sissies. I am looking for a suitably cute boy to become my 'cyber' sissy. I am looking forward to telling you all the pretty things you will have to wear and training you will have to undertake. Interested? Aunt Jacqueline
    xauntiejx xauntiejx
    51-55, F
    13 Responses May 8, 2012

    Sissy Justina

    Justina I had been on my job few a few months when I caught my very feminine White boy coworker having lipstick applied by a female coworker. He was caught off guard and I knew it, so I said," what the hell is going on here"? He stammered a bit and mumbled something about "she...
    keithblack keithblack
    36-40, M
    5 Responses Apr 4, 2011

    I Would Prefer To Just Be Called Kaylee

    I am feeling a quite embarrassed about myself right now. It's not because I have been wearing skirts and dresses and other girlish things since I was 8 or so ...for the last dozen years give or take.  It's not because I have more panties than I can count or that I know how to...
    deleted deleted
    26-30
    9 Responses Aug 5, 2012

    Sissies Are Cute

    I like cute sissy boys and feel uniquely placed to humiliate them for having there little sissy dickys. I particularly like diapered sissies and want to make them waddle and flounce like little girls in pretty frilly short dresses.little sissy dickys should be kept well burred...
    waddlergirl waddlergirl
    51-55, T
    7 Responses Nov 2, 2012

    You May Think This Is Really Silly....but....

    ...I am not only interested in "Sissies", but I love them. I think "Sissies" are sooo brave, that they dress up in such lovely clothes, all satin and lace and take their role playing to a new level.   I would just looove to be 20 or 30 years younger...
    redbow25 redbow25
    56-60, M
    4 Responses Apr 26, 2009

    I Just Love Making A Little Sissy ***** Serve Me

    No ***** seem as eager for **** as the sissy ***** who have been properly shown their place.
    deleted deleted
    26-30
    Apr 19, 2012

    Black Wife Wants Me To Xxxx Her Black Sissy Husband

    I meant a Black woman online who wanted to have some no strings attached sex. After a couple weeks of chatting and meeting in public places, she decided she wanted to xxxx! She told me I could come over to her place, but she would have someone there to make sure she was safe. I...
    keithblack keithblack
    36-40, M
    Mar 28, 2011

    Strange Obsession

    Im obsessed with sissy's to the point where i prefer them over women (im bisexual) and i know what turns me on about them the fact that the majority of them are comfortable with who they are and are not ashamed to be sissies and alot of them are very passable and even look...
    deleted deleted
    26-30
    Oct 27, 2012

    I Love Having A Sissy!

    I have had my sissy for quite a few years now and think every woman would benefit from experiencing the love and pleasure having a sissy in your life. Okay it can be time consuming - sissies need a lot of training so having one can be time consuming - you have to get them well...
    Juliadomme Juliadomme
    41-45
    7 Responses Jun 16, 2011

    Looking To Be Sissifed

    Hi everyone, I'm a 26 y/o male from London and dearly love the thought of becoming a sissy full time and be with other sissies and maybe even a mster or mistress. I have quite a feminine body already plus don't really have any friends so spend most of my time fantasizing about...
    footpuppy footpuppy
    26-30, M
    2 Responses Mar 27, 2010

    Lil Ab Me

    Ello all one very cute ab sissy here single 40 and very subby too i love a Mommy or Daddy or Dom tv or sissy to baby me very much so i love all pretty pink baby wear and love and adore terry nappys and yummy pink baby pins and pink baby reins ooh how i love to be in a baby life...
    sissymelissa69 sissymelissa69
    36-40, T
    1 Response Feb 18, 2013

    Would Like To Meet A Sissy!

    I am not a sissy, but I think they are hot. I have recently come to terms with the fact that I am bi curious and have been given permission from my wife to explore it. The best way that I think I can do this is either with a shemale or a sissy. I am 6'2", 240lbs (not fat, a...
    max29 max29
    26-30, M
    Jul 15, 2010

    Love Being a Sissy

    got into being a sissy with the girl next door dressing my up!!Then my girl friend found me in her pantes o transfome minto her sissy. Love beig fored o make love to other sissies and being a sissy myself!!
    mandiejune mandiejune
    51-55, M
    1 Response Jul 7, 2009

    Hello,my name is jacob

    but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this. i am now seeking help from someone who lives near me. i live in Virginia and am looking for some one I can meet, i love EP...
    zoey764 zoey764
    18-21, T
    1 Response Jul 23, 2014

    Desires

    I do no know why it is so hard to find a dommy mommy. All I want is to find a woman who will make me wear diapers 24/7 and act and dress me like a little girl. I want to become completely dependent on her for everything. And I want her to train me to take her strap on like a good...
    babiboy babiboy
    22-25, M
    1 Response Oct 23, 2011

    Sissy Search For Sisters

    I would totallly LOVE'ta find another sissygirl like me in'tha western Washington state area...'round Olympia. Looking for yummy friends and such for chat, and such. I'm totally lonely, know there's just gotta be other girls close by that feel this way too. Let's share!
    AshKat AshKat
    41-45, T
    Dec 16, 2009

    I want to know if you agree with the following

    definition of a Sissy?A Sissy is a submissive crossdresser.Beyond that the submission can take many forms. I'm not personally into all the punishment, diapers, cuckholding, bisexual activities, sex toys, gagging etc. But I do think these things all fall under the heading of...
    Robyn56 Robyn56
    56-60, M
    Sep 22, 2015

    Trapped In My Own Wish

    i met my mistress 3 years ago she's is a tough one. from the start i told her after a few months that i was a crossdresser, at first she got mad and left me for a few days, then she came back said sorry for freaking out. I was super happy. but things were different from then on...
    Janelwendy Janelwendy
    36-40, T
    2 Responses Jun 30, 2010

    Sissies Like Sissies

    Most sissies are lonely people, thinking they are alone in their fetish. This isn't so! I have recently started meeting other sissies and it is wonderful to just share company and dress up! Having a Mistress or other woman who could accept my fem side would be wonderful, but I...
    PrettyPennyM PrettyPennyM
    41-45
    2 Responses Jul 18, 2011

    I Want A Sissy

    I want a man who wants me to dress him like a girl and will let me have him watch have sex with his new found lovers . . . add me if this can be you
    72inchbigbootymami 72inchbigbootymami
    22-25, F
    8 Responses May 23, 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
    Dec 15, 2012

    Bi Female Looking For Sissies

    Hi sissies! I absolutely adore sissies and would love to chat and get to know one! Please message me if you're interested. Kisses, Jessica
    JessicaXoX003 JessicaXoX003
    22-25, F
    21 Responses Apr 23, 2013

    Looking For A Special Couple Near Seattle

    I am looking for a cuckold couple in the lower Puget Sound area, this couple needs to have a bi sissy hubby or at least have a hubby who is interested in becoming more feminine. Have been looking for years. I am a Bi Dom male 53 and my wife may or may not join us. Please be in a...
    deleted deleted
    26-30
    1 Response Nov 11, 2011

    I'm Your Next Sissie ..

    I'm sissie looking for fun on cyber or meetings Anyone can do what ever they want to with me .. looking up for you, byebye
    selmer69 selmer69
    22-25, T
    3 Responses Sep 9, 2012

    Top Daddy Looking

    Hi Gurls, I am a Top Daddy looking for a new plaything - if you think you are up to it, let me know and we can discuss. Please check my profile to see who I am and what I am about before contacting me. Adi
    addolan addolan
    36-40, M
    Apr 10, 2013

    First Time Seeing An ***-***** King In Action

    First time seeing an ***-***** king in action The first time I actually saw an ***-***** King in action was when I walked into my neighbor’s bedroom. I had been invited over to Birdman’s townhouse many times before. Often we would chill while having a beer and he would do...
    keithblack keithblack
    36-40, M
    10 Responses Apr 4, 2011

    Not Sure If I Gave the Group the Right Name

    I get turned on by crossdressers and t girls who are very beautiful.  Maybe they have a pretty face or just beautiful legs.  I consider myself to be straight but wonder. 
    deleted deleted
    26-30
    4 Responses Apr 10, 2009

    Makeup And Sissification

    I am a c*cksucker and anal bottom who has occasionally crossdressed when a man asked me to. It's very addictive and I want to do much more crossdressing, perhaps even to have a part time life as a transvestite. My primary weakness is makeup... I've simply no experience in...
    Kennp Kennp
    56-60, M
    Apr 2, 2011

    Sissy?

    I don't understand what a sissy is, and where the lines are drawn or not drawn, verses a Rubber Pants fetish, Spanking fetish, or Spanked fetish, or even Enema fetish. Can anybody define this? I see all these Fetishes crossing lines at times.
    LRPS13 LRPS13
    56-60, M
    5 Responses May 20, 2013

    I'm A Sissy

    I started dressing in girly things so many years ago. I've been a ****, tart all naughty femme things over the years. But my real love now is the sissy world. Love to meet other sissies and would adore to to meet a real lady who would enjoy bringing out my sissy side. Love...
    panseyanne panseyanne
    46-50
    1 Response May 5, 2010

    How Am I, And Why Am I Not Totaly Happy?

        Every since I was a little boy. I have always felt like i don't fit in,and being Romain catholic did not help. in Catholic school I was a little of the good in the belief in god. and lot of physical and mental abuse; also I think being me was enough for Them. the first...
    italinchick33 italinchick33
    31-35, T
    May 6, 2011

    Passable Little Sissy

    The first time I came in contact with a sissy was at a friend's party...She was so passable that throughout the evening I really thought of her as a girl..She had been flirting with me all evening so I thought what the heck....as we were kissing I reached down and found out the...
    PoppaBear53 PoppaBear53
    56-60, M
    7 Responses Feb 15, 2011

    I Want A Sissy

    I love sissies for their femininity, passiveness and willing to please strong Men like myself. I have dated genetic women of course but over the last several years have had relationships with sissy boys , femme boys, crossdressers and the like. It would be nice to find a...
    alexanderinnyc alexanderinnyc
    41-45, M
    13 Responses Nov 8, 2009

    Sissy That Loves Other Sissies In Iowa

    I live in Central Iowa and would love to meet another sissy to share my life with. I have not had much luck finding a mate that under stands sissies. I am proud of the fact that I am a sissy and do want to live a lie. I under stand being a sissy as only other sissies can. Living...
    mikesissy mikesissy
    46-50, M
    Feb 2, 2011

    Sissy Call

    I was wondering if any girls would be a dear and make a video for me as a sissies so I can get hard off and ***? Pleas any sissies just be a good girls and bend over and do sissies stuff and if so could you make yourself for me pleas? Write me if you will do it it?
    Sissycumdump216 Sissycumdump216
    26-30
    Jun 8, 2012

    In Need Of A Top Master To Please

    My first sexual experance was with another boy. I wanted to be on bottom and he wanted to top me. It was wonderful for both of us and this happened many times over the years. I learned a lot about sex that way and knew this pleasure would happen often as possible. I think every...
    glennsingle glennsingle
    61-65, M
    3 Responses Aug 14, 2011

    Sissy Heaven

    So, a place for me to express myself i think. This is the place i have been looking for, for quite a long time.....30 years as far as i can remember.I want to share with you my feelings as a sissy/girl/female/lady, my feelings for sissies and how i feel when im dressed as a sissy...
    Prissysissy1970 Prissysissy1970
    41-45
    Apr 16, 2012

    Life As A Sissy

    I have found being a male yet feeling overwhelmingly a girl extremely frustrating. It seems both for both men and women attracted to sissies....it generally is a fling or for sex. I have spent 20 years trying to find a loving healthy relationship. sex yes....love...no. I dream...
    Danielle60 Danielle60
    56-60, M
    Sep 17, 2013

    Sissy Awakening

    As I became aware of the difference between girls and boys I was jealous of the girls. The girls always seemed to be having fun. They played dress up, giggled as they whispered secrets to each other about each other, laughed at the boys, and teased the dads and older boys. I...
    sarahann648 sarahann648
    41-45, F
    3 Responses Oct 31, 2011

    Sissiness

    my mommy keeps me in frills and silks all the time at home. My hobby is learning how to grovel when I am at my most frilly sissiness
    deleted deleted
    26-30
    Aug 3, 2011

    My Love of

    i love sissies....they are so pathetic and funny.....in my opinion every Lady should have one
    dollysMistress dollysMistress
    31-35, F
    20 Responses Aug 31, 2009
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