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 Love Being a Sissy Girl

Personal Stories, Advice, and Support 2,548 People

    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
    7 Responses May 13, 2012

    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
    1 Response Jun 26, 2013

    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
    4 Responses Nov 9, 2013

    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
    6 Responses Jun 17, 2008

    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
    3 Responses Dec 19, 2013

    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
    15 Responses Apr 15, 2010

    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

    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

    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
    3 Responses Aug 2, 2011

    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
    6 Responses Sep 26, 2011

    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

    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
    1 Response Mar 26, 2012

    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
    22-25, M
    3 Responses Nov 23, 2013

    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

    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 my first ever ballet recital and I was so looking forward to it. My ballet lesssons had been going well and had been put in...
    danseuretoile danseuretoile
    31-35, M
    8 Responses Nov 17, 2011

    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
    2 Responses Jan 10, 2011

    Sissy Boy Gives Public ***** Show

    this story is real and i cant help but share it. i know its long but i wrote every sexy detail and encourage all of you to read it and give me your feedback. hope you all like ;) this story begins about a year ago, i was 17 at the time and a bit confused. secretly i am a slutty...
    alexmenace02 alexmenace02
    18-21
    3 Responses Aug 24, 2012

    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

    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
    22-25, M
    5 Responses Jul 14, 2013

    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
    8 Responses Dec 31, 2012
    sammi11 sammi11
    41-45, T
    9 Responses Dec 19, 2012

    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

    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

    I've reached another milestone

    as a gurl! After checking things on the web, a lengthy conversation with another member here who suggested I begin tucking and making a vagina with glue (which doesn't seem bad at all), I've decided to get a V-String vagina. Now I just need to find the best price available...
    Bellringer2c Bellringer2c
    56-60, T
    Nov 29, 2015

    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
    4 Responses Feb 13, 2012

    Amanda's Television Interview

    I wanted to share a little fantasy story I wrote to my close friend Mandy. I've known Mandy for over a year now and I would love to see "her" experience life as a little girl some day, I hope someone else can connect with this little scene too. It would be so perfect to be able...
    watcher1978 watcher1978
    31-35, M
    1 Response Nov 29, 2012

    H!i My nave is Laurie Plumb

    and I am a born sissy. In school, I was relentlessly teased for my feminine demeanor and man boobies. In 8th grade I had a powerful crush on an incredibly cute busty redhead named Laurie. At the same time, the macho boys started tormenting me at a horrible level. I never...
    LauriePlumb LauriePlumb
    51-55, T
    1 Response Mar 16

    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
    3 Responses Apr 27, 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
    3 Responses Jul 23, 2014

    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
    22-25, M
    Dec 20, 2013

    I'm looking for guys in my area to play with.

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

    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

    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
    3 Responses Jan 8, 2012

    From A Gay Basher To A Gay Crossdresser

    Since my brother in law and wife worked a plan to get me drunk and show instead of the gay basher I was ,I just used that to cover the fact that I wanted to suck ***** and wear panties and had been beaten up by much tinier men and women ,and made to admit in front of everyone I...
    sissybrucie sissybrucie
    56-60
    2 Responses Sep 19, 2010

    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

    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

    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
    3 Responses Mar 26, 2013

    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 developed my female moves. I now live full time as a woman, I have a set of boobs that look wonderful after they were...
    RunAroundSusan RunAroundSusan
    22-25
    Jan 28, 2013

    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

    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
    46-50, T
    2 Responses Sep 29, 2014

    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
    Jan 29, 2013

    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
    7 Responses Jul 19, 2010

    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

    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
    2 Responses Jan 29, 2009

    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

    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

    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, 2014

    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
    1 Response Jan 13, 2012

    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
    3 Responses Sep 5, 2012

    Laurie Plumb, part2. High School was a

    difficult time for me as I was unable to embrace my sissyness but unable to be a real man. Sort of a limbo. Laurie went on to date a wrestler/football player. One time I had to wrestle him in gym class.(Laurie was not there, which at the time I felt fortunate but now wish I had...
    LauriePlumb LauriePlumb
    51-55, T
    Mar 17

    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, 2014

    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

    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...
    Aeslyn Aeslyn
    36-40, T
    2 Responses Apr 7, 2012
More Stories