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I Love Being Sissified Hmmmmm

Personal Stories, Advice, and Support 1,250 People

    I'm Developing A Desire To Be "sissified"

    I've been recently (and quite suddenly, I might add) immersed into the wonderful world of sissies, cross-dressing, and all things transgendered. A lot of the stories i've read have a sentence in the beginning of the story that reads something along the lines of "since high school...
    johnnybliss johnnybliss 41-45, M 7 Responses Jul 18, 2010

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    Progress Report

    Hello darling gurls, bois and everyone reading who might be somewhere in between: I haven't logged in for a while or posted any new stories because I've been away exploring and learning all sorts of different sissy things. Here is a short list of everything I've got up to. 1) I...
    becky2b becky2b 31-35, T 1 Response Apr 8, 2012

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    A Day In Pantyhose

    It has been many years that Jessica has been suppressed. She went away to save a marriage and rid herself of all her femme clothes, pics, mags, make up, wigs, and toys. I cannot say why, but this year she is fighting to come out again. Wife does not approve or encourage, and...
    JESSICAKNIGHT JESSICAKNIGHT 51-55, T 1 Response Jul 23, 2010

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    I Would Love This!

    This is one of my all-time favorite fantasies! I imagine being taken by one or many women and letting them have their way with me until I'm completly dolled up.
    deleted deleted 26-30 Jan 17, 2011

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    All Doll-up

    I LOVE BEING ALL DOLL UP. I ASK MY GIRL TO GET MY GARMENTS,MAKE UP,SMELLY SOAPS AS BUBBLE BATH. THEN I GET IN TO A WARM BATH, THEN SHE COMES IN WITH RAZOR,SHAVING CREAM. GET,S ME ALL CLEAN THEN I PUT ON SILK GARMENTS. I GO TO BEDROOM AND SHE PUTS ON THE MAKE UP ON. I START...
    byebyebird byebyebird 46-50, M 4 Responses Jul 13, 2010

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    Hormones

    I just took my first dose of OTC hormones today...I don't want to transition or completely shrink my ****, I just want to see how I feel, make my nipples more sensitive and maybe rounder hips so my panties fit and look better...I rally don't want to over do it just enough that I...
    brandilesalle brandilesalle 31-35 6 Responses Mar 2, 2011

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    My Fantasy

    In this fantasy I have a girlfriend who is open minded and allows me to be her slave. On this night she has a lover coming over for dinner. She dresses up for him in a hot little black dress with all the trimmings. when she's through, she looks stunning. While she gets ready, I...
    stringtone99 stringtone99 46-50, M 1 Response Apr 17, 2011

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    Janis Starts Her Sissification Of Chrissie

    Denver 1973 I moved to Denver for many reasons one was to explore my sexuality. As all guys know from the seventies pantyhose had gained popularity and defined women asgodesses in my and most guys eyes. I lived in a pretty nice apartment and at 18 I felt like King of the world...
    2010PH 2010PH 36-40, M Jan 8, 2013

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    Washing Dishes

    Last night while my wife was out with the girls I had the house all to myself and decided it was time to let Jessica out to play a little bit. I had a sink full of dishes to do and figured why not bring Jessica out to do them, it would make it more enjoyable. So I went upstairs...
    JESSICAKNIGHT JESSICAKNIGHT 51-55, T 3 Responses Jul 15, 2010

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    No Better Place To Admit It...

    I'm a sissy. Have been since I was twelve years old and am still working up the nerve to act out some of my fantasies. I'm much too good at suppressing things apparently. How do I know I'm a sissy? Read on: * I want to wear bras, panties, stockings, garters and corsets. * I...
    becky2b becky2b 31-35, T 6 Responses Dec 19, 2011

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    My First Time Being A Sissified. Part 1

    Ever since I could remember, I tought about how it would feel to be a girl. When I was in preschool, I would watch how the girls played with the dolls and the play kitchens that were set up in the playroom. I was entranced by the variety of clothing that they wore. The boys just...
    dianalynn63 dianalynn63 46-50, T 5 Responses Sep 15, 2010

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    Slave Auction

    When I was in my final year at school we held a slave auction to raise money for charity. This meant that somebody bought me for a fee and I had to be their slave for a day. Usually this meant that you had to carry their bag to school, do their homework, get their lunch etc. I...
    joanne1365 joanne1365 51-55, T 4 Responses Oct 22, 2010

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    Dressing As A Schoolgirl

    When I was 18 I had left school and gone to University to read Maths. My girlfriend at the time was still at school and approaching her final exams but she was not studying as she should and was not confident of gaining the grades she required. One day while I was helping her...
    joanne1365 joanne1365 51-55, T 4 Responses Jul 14, 2010

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    My First Time Being Sissified Part 3

    That night after what happened in the basement with Alise, I couldn't sleep. My head was filled with thoughts of how I looked and more importantly, how I felt. I was a bit scared at how much I liked looking like a girl. I felt different now. I didn't really think there was...
    dianalynn63 dianalynn63 46-50, T 11 Responses Sep 20, 2010

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    Jenny's Ex-boyfriend Wears Dresses Part 1

    After I found out my man wore girls clothes, I have since made him wear dresses around the house everyday now. His name is Bobby and I want everyone hear to know that he is a complete sissy wimp now. Bobby stays home and does all the household chores wearing his dresses that he...
    bobbylee111 bobbylee111 36-40, T 1 Response Aug 22, 2012

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    Wifes Sissy

    As a new husband, I went along with my wife and played at crossdressing. As it was exciting and fun, I didn't mind. Little by little, my wife kept up the game. I was getting sex so I played along. One day, I came home to find I had no male underwear, just panties, camisoles, bras...
    pantiescouple pantiescouple 26-30 6 Responses Jul 20, 2010

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    My Dream

    Can someone please make me look like this...............
    ronkey02 ronkey02 56-60, M 3 Responses May 4, 2011

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    Four Times

    I was done with four times by three different ladyboys. I truly love the thrill and experience of it. I even did oral job for one who has also done doggy style to me.
    closetcdmag closetcdmag 36-40, T 2 Responses Dec 6, 2012

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    Sissification

    Mmmm well I have have enjoyed wearing girls clothes since i was a teen, and over the years i have read stories of women sissifying and dominating males, I must admit that it has been a dream of mine to be sissified, I am rather small as a male and no matter how much i may try to...
    carolesweetie carolesweetie 36-40, T 2 Responses Sep 16, 2011

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    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 2 Responses Dec 22, 2011

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    My First Time Being Sissified. Part 2

    It was tuesday, very late in the month of june. Alise's sister's birthday party was just the sunday before and I was still dreaming about all the things that Alise taught me about dresses. School was out for the summer for a little over a week now. My little brother was starting...
    dianalynn63 dianalynn63 46-50, T 7 Responses Sep 16, 2010

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    Sissified

    i love being sisified Hmmmmm its adiction and had it since i was 13 and was sissified for first time. enjoy being sissified because its what i am that i have a sissyclitty love **** and *** and enjoy having my sissy ***** filled with ******* or a ****.enjoy having makeup on and...
    mandiejune mandiejune 51-55, M 4 Responses Jun 23, 2010

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    I Love To Wear Panties

    My first time was back in college. I was straight, dated girls and hung out with a group of friends. Often after class we would go to a local pub to party. It was not a great place but they sold cheep draft beer. One day there was a large group of us including this one guy who...
    COBilly COBilly 46-50, M 1 Response Mar 2, 2012

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    Contessa

    I went to a store in the Los Angeles area a few years ago dressed like a man and walked out dressed like a woman. It was incredible. The first thing she had me do was to get undressed. She looked at my small **** and handed me the perfect sized panties to cover my tiny bulge...
    Joie2010 Joie2010 56-60, T 11 Responses Feb 9, 2011

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    Related Experiences

    Now I tend to find being alone all the time isn't as fun loving as some folks see it. Now the other night I was sat down at the pub bar, drinking vodka & coke. Now I ain't a beer...
    ilikenetflix ilikenetflix 26-30, M 2 hrs ago

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    I love being obese. I love to eat salt covered fries constantly because they make me feel like i am satisfied and full of energy. I love when i buy a 24 pack of coca cola cans, and...
    frynsip frynsip 22-25 2 Responses Jul 6

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    Even though I love being single,I miss the cuddle of a beautiful,smart,funny,interesting girl. Am picky and I know,but I would never dumb down my standards for the experience. I...
    code254 code254 26-30, M 1 Response Jul 3

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    I have my own gym in the garage and love working out naked then jumping in my pool to cool off. Spent all day naked with my GF yesterday in the garden. We just love being naked lol...
    Dazzer2K Dazzer2K 26-30, M 5 Responses Jul 24

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    I love being barefoot, the freedoms it makes me feel, touching the different textures. The attention I get in public. And I love to see my toes splayed out with each step.
    BarefootLeroy BarefootLeroy 36-40, M 5 days ago

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    God I love being with Tyler <3 I cherish everyday I have with him. He's amazing, I love everything about him. He's funny, he's smart , he's caring, he understands me and he's...
    Meganrosee Meganrosee 16-17, F 2 days ago

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    I think its unfair that minors cannot share any nude pictures online. I love being naked and I have no sexual intentions. How is this child ***********? Being naked helps me feel...
    adguez adguez 13-15, M 8 Responses 1 day ago

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    I love being naked anytime and anywhere, especially on the beach.
    LilyOrlovsky LilyOrlovsky 13-15, F 23 Responses Jul 7

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    Spent the first few hours of the day naked in my back yard nude and now I am again! Got to love being drunk and naked lol
    cbrXX cbrXX 31-35, M 2 Responses Jul 8

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    Is it weird that im only 13 and love being nude?
    ike12344 ike12344 22-25, M 10 Responses Jul 15

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    I absolutely love being completely naked and ALMOST getting caught inappropriately by whomever may stumble upon me.
    etommy etommy 46-50, M 3 Responses Jul 17

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    I absolutely love being barefoot! I go barefoot ever chance I can't get, except in public or infront of people, but not everyone! You want to see me barefoot? Msg me! :)
    Dellxx5 Dellxx5 13-15, M 3 Responses Jul 18

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    I love being skinny!!! I think it's perfectly possible to be super skinny AND healthy at the same time. I feel like I have more energy, am lighter on my feet, look better in the...
    effie007 effie007 18-21, F Jul 21

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    dont you love being right about anything? it makes me happy
    princess5678 princess5678 13-15 a week ago

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    I do love being a Mom. My youngest just came in the room and wanted to go on a 'food hunt'. I was told that they were hungry. Well since I'm trying to be healthy they were...
    awkwardat50 awkwardat50 46-50, F 4 days ago

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    I love being full nude. It's amazing! For anyone that hasn't tried it yet you definitely should! Just walk around your house naked ir something!
    MrYoungNudist MrYoungNudist 13-15, M 1 Response 4 days ago

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    Being completely naked has always been fun for me. Ever since I was a little kid, being able to watch my penis just flop around when I jumped up and down just made me laugh. But...
    matt904 matt904 16-17, M 2 Responses Jul 9

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    Okay, so I've been single for a while now. By now, I've mastered the whole "happiness on your own" thing and I'm pretty good at telling myself that I'm okay. However, sometimes I...
    kaleidoscopekay kaleidoscopekay 16-17, F 1 Response Jul 6

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    When I was 16 I got pregnant, and I lived the feeling of being fat, and having a belly. I gave the baby in adoption eventually, but I just couldn't resist the urge to get pregnant...
    lifebeingborn lifebeingborn 22-25, F 3 Responses a week ago

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    So I used to be the skinny cousin in my family and my older cousin, Martha was pretty big. She got accepted to beauty college and lost all the weight in about a year and a half...
    MilkJune MilkJune 16-17, F 3 Responses Jul 4

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    Y do people like being fat
    boredandlonly boredandlonly 13-15, F 4 Responses Jul 5

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    My children are grown and are too busy for me and have a step father now they live with so it's very awkward for all of us I really miss being a dad I would love to be a dad to...
    dfries63 dfries63 46-50, M Jul 5

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    Maybe I'm weird but there is nothing better than wearing sweaters and shorts, and curling up in a blanket. I like warm weather too but I love that feeling when I'm curled up with a...
    lilzaybae lilzaybae 16-17, M 1 Response Jul 7

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    What a lovely July 4th weekend. I enjoyed being with wife; the kids; and the grandkids on the 4th. The entire day was great. Great weather and great fireworks. We actually was...
    L2BANBM L2BANBM 46-50, M 1 Response Jul 7

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    Nothing beats being alone. You can do whatever you want without anyone having a say at it's nice.
    kieshi kieshi 13-15, F Jul 8

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