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I Love Being a Sissy Girl

Personal Stories, Advice, and Support 2,528 People

    What Is A Sissy These Days?

    I think a male-born person can become certain that they are a sissy when they are not only desiring to take on the appearance of a woman to an higher degree (either more sexy or girly than woman usually are), but very much enjoy the role and duties that comes with being a woman...
    LilChrissy LilChrissy 36-40, F 4 Responses Mar 26, 2013

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    Since Childhood

    ive been a sissy since my older sis started dressing me around age 4 love the clothes the attention the wierd fun slutty sissy sex everything regarding crossdressing sissies adult baby humiliation dressing preg showing off anything wanna play ? go shopping ? im in wisconsin...
    sissykrisb sissykrisb 51-55, T 1 Response Mar 24, 2013

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    Finally Going For It All.

    After many years of dressing in my sisters or Moms I'll fitting clothes. Then getting married and having a wife that was totally negative when it came to my desire to express my feminine side. I decided to to go shopping for an outfit of my own. I carefully had made plans so that...
    Genivieve Genivieve 56-60, T 5 Responses Jan 8, 2012

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    WOW! 2575 members how awesome is that,

    and I think we can comfortably 10 fold that number of Sissies on other websites and then take that combined number and 10 fold again for our sisters that are not so visible. I'm so Thankful for this very special gift as I've been a Sissy since birth and actively going about my...
    Sissykrystaltg Sissykrystaltg 51-55, T 4 Responses Dec 19, 2013

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    Being a Sissy Girl

    I love being a sissy girl, ever since the time My Girl friend caught me fully dressed in a satin partydress. her amusement was great as i looked what i was a guy in a dress !! After a lot of questions as to what i really wanted ihad to confess my dream was to be fully...
    Carolaus Carolaus 51-55, T 1 Response Sep 13, 2009

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    Aunt Of A "gurl"

    Hello every one. My name is Jill and I am the aunt of a young boy who likes to dress and be as feminine as he can be. No I am not one of those aunts who caught him dressing in her clothing, I am not a dominatrix, and I do not in any way force him to dress and act this way. I do...
    Auntjill Auntjill 36-40, F 6 Responses Oct 9, 2011

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    My Most Feminine Experience

    One night another T-gurl and I got all dressed up pretty and went out to a gay bar. We went in and sat down, ordered drinks and were enjoying the music. We got up and danced a few times. After a little while a guy came over to our table and asked me to dance, I said OK and he...
    Genivieve Genivieve 56-60, T 2 Responses Jan 13, 2012

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    Sissy Sissy Me

    i'm a sissy when i'm with a man and i'm a sissy when i'm alone. i want to be a sissy fulltime for the right person.
    allisoncder allisoncder 51-55, T 4 Responses Sep 5, 2012

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    No

    Hi im not a sissy but I love them if any sissys would like to chat message my kik its _whos_in_charge
    imyourguy imyourguy 18-21, M 3 Responses Nov 23, 2013

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    Not Just Physical

    I love the feel of nylon, satin, and lace against my freshly shaved body. The feel of my bra cradling my small breast.  The smell of the lotion that I use. I don't know that it's I feel like a sissy girl. I think it is more of feeling...
    bicleveland bicleveland 36-40, M 5 Responses Mar 6, 2009

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    It All Happend So Quick!

    It all happened so fast. One night my wife and I were making love and I happened to to tell her that her lipstick had a great taste.Within a flash she asked me if I wanted to put some on so I could really enjoy it. Of course I did and from that moment she had me hooked.The next...
    sexygurlguy sexygurlguy 36-40 4 Responses Jan 10, 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 1 Response Dec 15, 2012

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    You Lucky Girl, You !

    You Lucky Girl, You ! I think one of the most important things that I need to do here, and in general, is to talk to others like me, crossdressers, transvestites, sissies, etc. Alright, so you already know you are not alone. Far from it. But, you still feel guilt, shame...
    CherrySissy CherrySissy 46-50, T 3 Responses Apr 3, 2009

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    A Sissy Cuckold

    I am in 24/7 Chastity and on Female hormones by my Wife and Mistress who has been Feminizing me.She has Her male Lovers whom I must get erect for Her.My tiny thing is never allowed to be used on a Woman as it is not a penis It's too small to be one Mistress says.I drink Her...
    Chastitygirl Chastitygirl 36-40 4 Responses Jan 29, 2009

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    Do You Allow Or Conform?

    Last night my daughter and I were talking, just silly stuff. Now I never hid me from my children. Most of the time I was a single father so it would have been hard to hid it anyhow. So the conversation moved to how my 3 yr old grandson is ******* a fit because he wants to wear...
    size7satin size7satin 41-45, T 5 Responses Jul 16, 2011

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    I Started With Mom's Lingerie And Ended Up With Her Toys....

    When I was 13 or 14 I used to sneak into my parents bedroom when they were away. It started with finding my mothers panties. This then progressed to wearing those panties and pantyhose along with a stuffed bra and sometimes a teddy. it made me soooo horny and i was always came...
    Susie2000 Susie2000 22-25, T 6 Responses Feb 13, 2012

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    Long Journey

    I always liked to cross dress. It would make me feel so relaxed. I was married twice andy in another long relationship with a woman. They never did approve really of my dressing. I had hookups with men and it never felt really good. Generally they were married and they had a...
    Danielle60 Danielle60 51-55, M Jun 26, 2013

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    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 Feb 18, 2013

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    Ready to Live!

    i love being a sissy girl! i can't wait to build a big wardrobe of pretty, frilly things! i want to be dressed up all sissy from head to toe and skip down the sidewalk like a little girl so the whole world can see me!
    sisipamprsboi sisipamprsboi 41-45, M 4 Responses Apr 27, 2009

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    Naughty Naughty Sissy!

    i love being my Wife's naughty and slutty sissy! i love dress up with my maid costume, legs wrapped in nylon, the feeling of the thong in my exposed *** crack while i stay there, kneeled, sucking Her *******!
    SlutAi SlutAi 31-35, M 2 Responses Feb 20, 2013

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    My Second Ballet Recital 'le Spectre De La Rose'

    After a few years of taking ballet class, I was improving very fast and my teacher was delighted. I had been working hard and as the lone guy in the ballet school the girls were lovely and supportive of my interest in ballet. I had developped a good technique and natural grace...
    danseuretoile danseuretoile 31-35, M 2 Responses Mar 26, 2012

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    When I Loved to Be In Lady's Things

    It was early in my training.  As we departed a jazz club we came upon two men passionately kissing and hugging.  She told me to tell her what I thought.  I advised I wondered what color panties they were wearing.  She was not amused, but said nothing.  I...
    seeallsides seeallsides 56-60, M 3 Responses Jul 2, 2008

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    Love

    I simply cannot imagine life not being a sissy, I cannot fathom life without my sissiness. It flows through me like a river, dictates my thoughts and actions and is ingrained in my very soul. The need, the desire to be a little girl, exude the femininity that swells within...
    LittleGirlInside LittleGirlInside 36-40, M 1 Response Jul 21, 2013

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    I Do Love It

    I do love being a sissy girl. i wear women's clothing all the time. I have something on all he time and that is panties. I wear a bra day. I dress as a female all the time at home. In fact my male clothes are pants and shirts everything underneath is feminine. I  love  the...
    Adam59 Adam59 56-60, M 1 Response Feb 21, 2013

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    The Prom

    It was Saturday morning, the big day, the day of the prom. I woke up in my red lacy lingerie set and was feeling pretty and excited for prom. I had grown to like being a sissy and all dressed up. I walked downstairs and my step-mom was down there already with Steph and Tyler...
    Sexxxiinfem Sexxxiinfem 18-21, M 5 Responses Jul 14, 2013

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    I'm A Very Sissy Girl

    I always knew that for one, I'm supposed to be a girl, two that I'm a very girly girl. I remember when I was 4 years old and I put on balereena dress and I felt so girly as I danced and twirled around pretending I was a young girl in dancing class. As I grew I loved playing...
    lillygal8880 lillygal8880 22-25, T 18 Responses Apr 15, 2010

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    Soon And I Can't Wait!

    I have purchased a make over from a "T" friendly salon, I will be going to a hotel the day before my appointment and will probably check in early so I can go clothes shopping that day. I have been growing my hair and am sooooo excited to have it done at a salon, I haven't made...
    Genivieve Genivieve 56-60, T 5 Responses May 13, 2012

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    sammi11 sammi11 41-45, T 9 Responses Dec 19, 2012

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    Any sissys trannys or crossdressers

    who want to sext? ;) message me on kik if your sub ill make you my ***** if your dom then ill do anything you want! ;) super horny so don't be shy my kik is _whos_in_charge
    imyourguy imyourguy 18-21, M Dec 20, 2013

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    So Speical Relationships As A Sissy

    Today, my wife invited a friend, Kelly, over to the house for lunch. She is a younger woman. Her hair is long, full, dark and just starting to show some gray. She is horrified about having the gray streaks but very much afraid of coloring her hair. She has also appeared to be...
    MsMitzieKelly MsMitzieKelly 66-70, T 4 Responses Aug 11, 2012

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    Had the most amazing evening last night.

    My wife bought me a new yoga outfit that is very sexy. We ride our bikes to yoga class together. Then did heated yoga. It was quite the work out. As usual, my focus was gratitude for my wife. I always focus on some aspect of her that I am grateful for and it really helps...
    herlittlebitch herlittlebitch 46-50, M 1 Response Sep 12

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    Mistress's Sissy Girl

    Although at first Mistress didn't really want a girl for a husband She found that She likes it and now prefers me that way. i love being jamie. i feel younger and more alive. Embracing my femininity and letting my masculinity go is so erotic to me. i love dressing and being a...
    sissyslavejamie sissyslavejamie 51-55, T 9 Responses Jun 17, 2008

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    Help

    I have always enjoyed dressins as a sissy. It started when I would steal my little sisters pantied and then show her I had them on. The feelings kept getting stronger and I would put myself in many humiliating situations just to ge caught. I am now in my fifties and still my...
    paulinapantied paulinapantied 56-60, M Oct 20, 2013

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    There is nothing that i love more

    than being at Mistress' service, dressed as girly as she will have me and ready to do anything that is required of me. Last weekend, Mistress had a guest over, he brought along his slave (a genetic woman) who he had been training for years. There was no greater compliment for...
    SissySonja SissySonja 41-45, T 1 Response Sep 29

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    Pink!!!

    God I love it. I love soft pink satin with bows. I love stockings with bows at the top or footless tights with lace around the ankle. Well, there is some much I love. All of it tender, sweet, and a lot of it a bit childish. Including my stuffed aminals. (yes, meant to spell it...
    AnonymityDarkstone AnonymityDarkstone 31-35, T 2 Responses Apr 7, 2012

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    My wife has been on a ruined ****** kick.

    Makes me do it several times everyday. She thinks it is absolutely hilarious, especially when I lick it up for her.
    herlittlebitch herlittlebitch 46-50, M 1 Response Sep 24

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    Feeling Unwell,So Having A Girly Day.

    woke up this morning,got a sore throat,chest infection and basicly feeling icky. to cheer myself up,i got dressed up in my pretty gingham sweet lolita dress,it looks very cute and little girlish.ive coupled that with full lingerie(naughty pink satin panties,matching pink lace bra...
    cdBethany cdBethany 22-25, M Apr 10, 2013

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    Being A Sissy

    I just want to say that I love being a sissy girl. I love the feel of panties against my bare *** and the feel of a bra on my boobs.
    luvbkdk luvbkdk 36-40 Dec 6, 2012

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    Sissy Needs Help!!

    Hi gurls so I´m a closet Cd, I´m Bi and have a girlfriend she´s very accepting. The thing is I dont know how much she lets me wear short shorts and panties from Victorias Secret. I wan´t to take it to the next level and thought about Palazzo flow pants (link below). I have...
    feraf87 feraf87 26-30, M Nov 5, 2013

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    Sissy Declaration

    I am a sissy maid. It is my purpose to serve my betters and act as their entertainment when so demanded. I will not strive for my own pleasure or gratification. My penis is locked in chastity and only serves to further entertain my betters. I *** at their discretion, in such...
    lapsode lapsode 22-25, M 1 Response Apr 10, 2013

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    Helping Out The Neighbor!

    Fantasy fiction Back when I was a young boy around 9 or 10 years old we lived out in the country with only a few neighbors close by. A mile or two away was an older man who had lost his family in a train accident a several years earlier. His wife and son and two daughters had...
    TonyaTV TonyaTV 41-45, T 6 Responses Aug 2, 2011

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    Wearing An Easter Dress

    I've never actually had any desire to dress or be dressed as a girl myself, but I've always had a strong fascination with boys or men who just "melt" at the idea of being sealed up inside the prettiest and most dainty dresses, with all of the accessories imaginable to make him...
    watcher1978 watcher1978 31-35, M 4 Responses Dec 31, 2012

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    A 16 Year Old Wants To Be A Sissy

    so this is my friend talking i wanted to know about being a sissy so i let him ask on my profile ok so im 16 i get so horny from veiwing other sissies picture and i wanted to be a sissy for a while now but dont know where to start tbh is there a school for it? i would like to...
    Sissycumdump216 Sissycumdump216 26-30 2 Responses Jan 29, 2013

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    Ballet Class Sissy

    When I was aged 9 my mother sent me to ballet lessons. My older sister was learning ballet and she felt I should also learn. the fact I was not only the only boy in my ballet class, but the only boy in the ballet school of over 200 girls didn't concern my mother. She felt ballet...
    starsailor85 starsailor85 26-30, M 2 Responses Nov 9, 2013

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    Sissy Shirts To Wear

    I found some really bold sissy attire for all you sissy boys on here from Cafepress.com http://www.cafepress.com/mf/77844249/i-love-to-wear-panties_tshirt?productId=841366104 http://www.cafepress.com/mf/34010281/i-wear-thein-my-house_baseball-jersey http://www.cafepress.com/mf...
    jennylee911 jennylee911 36-40, F 1 Response May 9, 2013

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    Her Sissy Husband

    In the weeks leading up to Valentine's Day, my wife expressed that she wanted a special day. She said I was to get her nothing for it, but that she had it all planned out. The day before, I came home from work to a wrapped box with a red bow and a note that said she was at the...
    pantiescouple pantiescouple 26-30 9 Responses Jul 19, 2010

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    My First Time Cross Dressing Part2

    HI FRIENDS THANK U FOR MY PREVIOUS STORY COMMENTS. HERE IS MY CONTINUATION FOR MY PART 1 ,,,. MY MOM BOUGHT TWO NIGHTIES FOR HER, BUT WORING NIGHTIES IS NEW FOR HER SO SHE WAS UNCOMFORTABLE WITH THAT NIGHTIES AND SO SHE KEEP IT IN THE WARDROBE WITHOUT USING IT ANYMORE. ONE DAY MY...
    KEERTHICDR KEERTHICDR 18-21 1 Response Aug 19, 2013

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    Meeting With Top Dom

    Well finally, I feel as if I have won the lottery !! I am visiting a top dom next Tuesday, at his house !! I have to get into my undies when I get there, and then do as he says !! I am just drooling with anticipation. We have spoken on the phone, he is Italian, and he has...
    emma38b emma38b 46-50 Oct 17, 2013

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    I Am A Sissy Girl

    I have wanted to wear panties since i was about 8 years old. Over time i was able to wear them once in a while. Finally about 8 years ago (in my 50's) i started wearing them full time. Since then i feel like i am doing the right thing. When i get a chance i dress up more. I...
    deesiis deesiis 61-65, M Mar 28, 2013

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    How I Started

    When I was 7 years old I tried on some of my mother's red lipstick. I was a very intense feeling for me. After that first time, I would put her lipstick on every chance I got. Several years later I tried one of her bras and then dresses, high heels, nylons etc. I loved it when...
    Genivieve Genivieve 56-60, T 7 Responses Sep 26, 2011

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    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

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