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I Love Being a Sissy Girl

Personal Stories, Advice, and Support 2,543 People

    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...
    sissyslavejamie sissyslavejamie 51-55, T 9 Responses Jun 17, 2008

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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...
    jennylee911 jennylee911 46-50, F 1 Response May 9, 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...
    lillygal8880 lillygal8880 22-25, T 18 Responses Apr 15, 2010

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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...
    starsailor85 starsailor85 26-30, M 3 Responses Nov 9, 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...
    deesiis deesiis 56-60, 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...
    Genivieve Genivieve 56-60, T 7 Responses Sep 26, 2011

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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...
    cdBethany cdBethany 22-25, M Apr 10, 2013

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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...
    seeallsides seeallsides 56-60, M 3 Responses Jul 2, 2008

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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...
    imyourguy imyourguy 18-21, M Dec 20, 2013

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    Finally Discovering The Real Me - I always knew that I had an over the top feminine side and started dressing later in lffe. I found what I was looking for partiallly. I gradually...
    monica7 monica7 51-55, T 6 Responses Mar 24, 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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    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...
    TonyaTV TonyaTV 41-45, T 5 Responses Aug 2, 2011

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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...
    Sexxxiinfem Sexxxiinfem 18-21, M 7 Responses Jul 14, 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...
    Genivieve Genivieve 56-60, T 5 Responses Jan 8, 2012

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    Fantasizing About You - I have a fantasy about ******* a hot sissy girl while I caress her balls and jack her off. If That's you and you would like a tribute to your beauty or just...
    goldrush49 goldrush49 46-50, M 2 Responses May 23, 2013

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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...
    sexygurlguy sexygurlguy 36-40 4 Responses Jan 10, 2011

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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...
    emma38b emma38b 46-50 Oct 17, 2013

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    For The Last 4 Weeks My Mistress Has Managed To Turn Me Into A Pure Sissy - For the past 4 weeks my MISTRESS gave up 10 minutes of her time everyday for 4 weeks to become the sissy...
    hornydevil2710 hornydevil2710 36-40 1 Response Nov 10, 2012

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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...
    SlutAi SlutAi 31-35, M 1 Response Feb 20, 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...
    Adam59 Adam59 56-60, M 1 Response Feb 21, 2013

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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...
    Genivieve Genivieve 56-60, T 2 Responses Jan 13, 2012

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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...
    sissymelissa69 sissymelissa69 36-40, T Feb 18, 2013

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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...
    LittleGirlInside LittleGirlInside 36-40, M 1 Response Jul 21, 2013

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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...
    size7satin size7satin 41-45, T 5 Responses Jul 16, 2011

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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...
    AnonymityDarkstone AnonymityDarkstone 31-35, T 2 Responses Apr 7, 2012

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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...
    Susie2000 Susie2000 22-25, T 7 Responses Feb 13, 2012

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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...
    lapsode lapsode 22-25, M 1 Response Apr 10, 2013

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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...
    Sissycumdump216 Sissycumdump216 26-30 2 Responses Jan 29, 2013

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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...
    Chastitygirl Chastitygirl 36-40 4 Responses Jan 29, 2009

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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...
    KEERTHICDR KEERTHICDR 18-21 1 Response Aug 19, 2013

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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...
    feraf87 feraf87 26-30, M Nov 5, 2013

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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...
    Danielle60 Danielle60 51-55, M Jun 26, 2013

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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...
    Auntjill Auntjill 36-40, F 7 Responses Oct 9, 2011

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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...
    MsMitzieKelly MsMitzieKelly 66-70, T 3 Responses Aug 11, 2012

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    Mistress Continues With Her Sissy'S - Debbie’s life and mine changed forever that day Mistress Janis said our ordeal would last only five years then we would be released but...
    2010PH 2010PH 36-40, M Feb 3, 2013

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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...
    CherrySissy CherrySissy 46-50, T 3 Responses Apr 3, 2009

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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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    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...
    watcher1978 watcher1978 31-35, M 4 Responses Dec 31, 2012

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    On My Own - I lived with an aunt growing up and while she knew that I wore panties and snuck into her makeup drawer, It was very hush hush and behind closed doors. I couldn't wait...
    monica7 monica7 51-55, T Jun 24, 2012

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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...
    Carolaus Carolaus 51-55, T 1 Response Sep 13, 2009

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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...
    Genivieve Genivieve 56-60, T 5 Responses May 13, 2012

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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...
    paulinapantied paulinapantied 56-60, M Oct 20, 2013

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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 5 Responses Sep 5, 2012

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    My First Ballet Recital - My first ballet recital happened when I was about 12 years old. My mum had enrolled me in the local ballet school the year before and this was going to be...
    danseuretoile danseuretoile 31-35, M 7 Responses Nov 17, 2011

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    Being A Sissy Girl For A Mommy And Daddy - i became a member of a swingers group and found a couple that wanted me in their circle of friends. They invited me over for a weekend...
    Dyerjenifer Dyerjenifer 46-50 6 Responses Oct 5, 2011

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    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...
    LilChrissy LilChrissy 36-40, F 5 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...
    sissykrisb sissykrisb 51-55, T 1 Response Mar 24, 2013

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    The Whole Package - I have dressed some since I was 10, then in my late teens I started making the package look wonderful, with makeup, nail polish, and jewlery. This is when I...
    RunAroundSusan RunAroundSusan 22-25 Jan 28, 2013

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    Why I Became A Sissy Girl - Why I became a sissy girl all started when I was a small child.  My mother's relatives all had girls for children.  Most of my dad's family...
    sisterindisguise sisterindisguise 56-60, T 6 Responses Jun 17, 2010

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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...
    danseuretoile danseuretoile 31-35, M 2 Responses Mar 26, 2012

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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...
    masterguy78 masterguy78 26-30, M Dec 15, 2012