Free Stories

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How I Became Chrissy the Caged Sissy
I am a sissy, or femboy, or tgurl, or shemale? Well either way I like wearing female clothes and being treated like a girl, especially in the bedroom, and now I also like being locked up in a chastity cage that I wear 24/7 now. This is the story of how I became a caged sissy: "Put it on and ... Read full Story
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HOW MY AUNT AND SISSY NEPHEW CHANGED MY LIFE FOREVER! (fictional
It was the very first night of my month long North Carolina July summer vacation stay when my Aunt Meg suddenly entered the bedroom that I was temporarily sharing with my younger cousin Rudy. Being so openly effeminine in his body language,voice and looks, I had already planted such dirty thoughts ... Read full Story
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Sissy Experience - Episode 1: The Beginning
Hello All, Hope you’re all doing well!! This story narrates the beginning of my crossdressing and sissy adventures. Before I begin I’ll tell you somethings about my family. We are a family of four consisting of me, mom, dad and an elder sister. I am currently 20 years old and in college. My da... Read full Story
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Sissy Femboy Chrissy in Drag at the Club
"Can you wear a dress tonight?" "I can't crossdress in public, I'm not 'out' and don't want to be seen that way." "That's okay. We're going to a gay-only club that has a drag queen show tonight, so you'd fit right in." "Cool, but I'll have to change when we get there." "Awesome! See you tonight!... Read full Story
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How A straight tatted white guy turned me out to a femboy
So I met this straight white guy on an app (wont say) hes tatted a bit thuggish and likes black femboys I noticed. At that time in my life I really didnt embrace being femme I was kinda in the middle doing the cute gay twink boy thing. He didnt mind me presenting male he did like black guys or femme... Read full Story
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HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH
It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... Read full Story
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Masturbation fantasies 2: Looking for Amanda
Previously: William, a young lawyer who has no luck with women, decide he needs some relief from a live girl. Scared of going with a prostitute, he decides to try out a peep show first. Without knowing that the stripper he chose is kind of special, he ends up in a show with a shemale called Amanda w... Read full Story
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Sissy Slut and Stepdads part 2
My mother kicked Frankie out and swore that he was the last loser she would ever date. She believed that we were still having sex, and she was right. Pure raw animal lust drove us, and It was even better when we sneaked and got. That nervous adrenaline mixed with my passion and made me super horny a... Read full Story
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2nd date with Latina Sissy Destiny
So this was my second time with Destiny, a really cool Latina CD/Sissy who had just turned 22. You might want to read my first goaround with her title, “Deflowering Latina Sissy Destiny” as it will give background and context here. After our first encounter, she signaled that she was definitely... Read full Story
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A Shock at the Adult Theatre
I am very often thursdays in the adult theatre, because stylde crossdresser have free entrance at this day. I used to go there by public transportations, because I have no car. In the rear area of the shop we are able to change our clothes and to style up and storing our bags in a locker. About a... Read full Story
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SISSY RULES!!!
There are a few things a sissy must understand in order to attract, and then keep, her man. Let’s look at them, these Sissy Rules. (✿◠‿◠) 1. Men are superior to you. This is rule number one for good reason: it is a simple statement of fact. It is so important that many questions that a potent... Read full Story
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How I became a cute femboy CD
Chapter 1 Hello, my name is Natalie…well that’s what I named myself when I dress. Before I get started with my story about myself and when and why I started dressing and my first sexual encounters, I would like to give what I hope will be a brief rundown of myself. As I mentioned my name is Na... Read full Story
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How I became a cute femboy CD part 2
The game of husband and wife Kevin and I played went on for a little over 2 more weeks before we decided to go even further, I say we but it was Kevin who seduced me into it. We got together in our game as much as we could and it was a lot. I would always dress for him in various outfits and my ... Read full Story
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How I became a cute femboy CD part 3
about forty-five minutes after midnight and found two boys sitting on opposite sides of the couch playing a video game and teasing one another about how bad the other one sucks. My mom talked to us for a while and went to bed and by this time it was almost two am and we were tired so decided to go ... Read full Story
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LE NOUVEAU SISSY CLUB ⚧️ ⚧️
Il y a de nombreuses années, lorsque Craigslist était populaire pour les rencontres et les rencontres sexuelles, j'aimais lire les publicités. Je suis tombé sur une annonce dans la rubrique "Hommes à la recherche d'hommes". Il s'intitulait "Sissy Club Forming". Le titre m'a intrigué et quand j'ai cl... Read full Story
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Sissy Beginnings Full
Part 1 Jasmine was ruined. As she lay on the bed, the salty bitter semen tainted her taste buds, her cheeks resisting movement due to the dried loads smeared over her face, and her tight hole was flinching after the excessive period of hightened activity. The shame washed over her as she rea... Read full Story
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LE PROGRAMME D'ÉCHANGE SISSY ⚧️ ⚧️
Kristy a travaillé pour Le Matriarcat. Cela semblait plus officiel que ça ne l'était vraiment. Comme si c'était un "Nouvel Ordre Mondial". C'était en fait un club dirigé par des femmes spécialisées dans certains services que les hommes paient grassement. Cela pourrait être appelé prostitution selon ... Read full Story
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Beginning of my Bi Life
Well It's all Started When I Was at 13 or may be 14 years old. I began to watch porn and reading porn comics and began to masturbate. I wasn't getting much privacy at my home so I was staying at my school even after my classes was over and when everyone was busy at after school Sport hours I masturb... Read full Story
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COMMENT NATHAN EST DEVENU NATALIE ⚧️ ⚧️
Je m'appelle Natalie mais ce n'est pas le nom avec lequel je suis née; c'est plutôt le nom que ma femme m'a donné quand elle a fait de moi sa "sœur" et sa poule mouillée cocu peu de temps après notre mariage. Mon vrai nom est Nathan mais c'est un nom que je préférerais ne plus jamais utiliser parce ... Read full Story
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My first time as a Femboy CD
My name is Nick aka. Nicole. I am a 20 year old gay femboy crossdresser and this is a little story of how I started dressing to become Nicole and my first sexual experience besides masturbation. I grew up living in an apartment complex with my mother and sister, who was 2 years older than me. M... Read full Story
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Unexpected Twist
I'm a reporter for a regional newspaper in Germany, in my 30's and always in search of a good story. Last summer, while visiting a local pride festival for a short report, I got in contact with the regional queer community. A few months before, a new editor-in-chief took over in our office, a very c... Read full Story
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He Could Have R*ped Me!
This guy was so big, taller than me and I'm 6 feet, and bigger, not fat, just right for his big size, and I am so skinny, except for my tummy, that he could have pinned me down and forced himself onto and into me against my will, and no matter how much I'd struggle with him and fight back, he could ... Read full Story
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MONICA ME REJETTE ⚧️ ⚧️
Je suppose que je n'ai jamais vraiment oublié mon ex, Monica. Elle et moi sommes sortis ensemble pendant un an et demi à l'université, et c'était incroyable. Elle avait l'air incroyable : 5'6, de longs cheveux bruns, des yeux bleus brillants, une silhouette en sablier avec une pa... Read full Story
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fuck by my best friend's family
= Part 1. Alice's father = My name is Onikky 28-year-old Shemale from ASIAN, this story only shares the first experience of making love. The story begins when I first moved to a big city, looking for a new atmosphere, I don't have a place to live that I know is only my friend's name Alice who ... Read full Story
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Jesse in a dress
Jesse sat primly, as been instructed, gracefully crossing his smooth, shapely young legs reveling in the sensation of the light-taupe silk stockings, sending yet even more flurries of butterflies through his tender tummy. He gently draped the flaring of the soft pastel-yellow floral summer dress ... Read full Story
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I kneel in front of Dominatrix Persephone
Fan Mail. I kneel in front of Persephone.. She looks amazing in Her latex catsuit, but there is something else eye catching. Chance, Persephone huge hó rse c... It looks intimidating in picture, but just think how it must look when it is right in front of your face!! Holding it in my sissy hands, i... Read full Story
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My story, more or less pt.3
Earlier on, when I was scouring through various drawers and closets for feminine clothes in my home I have stumbled upon two old skipping ropes. "A fun time" I thought to myself, not giving them another look and continuing with my search. Little did I know they would become the backbone of my "sessi... Read full Story
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My cross dressing journey
I am a man who likes to cross dress, currently single and living alone in Beijing. I like to dress up as a woman and go out, passing through every street, entering nearby shopping malls and supermarkets, as well as the women's restroom inside, and live streaming on a live streaming platform. I also ... Read full Story
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Becoming Kacey
I indulged my crossdressing opportunities as often as I could, but as time went on, the chances grew further and further apart. Although I couldn't play dress up in my alone time, the fantasies never seemed to cease. When I entered high school, I dated girls and enjoyed the young passions that teena... Read full Story
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Working Holiday and Hardcore BDSM Experience in UK
I recently moved from Thailand to UK. I am living in the UK on a working holiday visa and earning some money. During my time in the UK, I have noticed that Asian guys are very attracted to older British guys. I have been with 3 men in the last 2 months and their ages are 40, 55 and 61 respe... Read full Story
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A Married Marilyn
"Class is dismissed. Don't forget the project due…" "Huh, what?" Marilyn woke up disoriented from her nap. When she finally came to, she vaguely remembered some project for Intro to Computer Science, gathered her legs from the chairs in front of her, dusted off her b... Read full Story
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His Pretty Little Party Dress
Percy was so excited he could barely contain himself. His birthday wish was coming true! He was getting to celebrate his birthday like a real little girl. The frilly girl's party-dress he was now wearing was splendid! It was a soft pastel-yellow little girl's traditional fancy party dress. Very, ... Read full Story
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Becoming a Chrissy - Chapter 1
I always knew I was a little sissy slut. When I was ten, I took a pair of my mommy’s panties to try on. It was a hot pink G-string that my petite mother must have worn when she was ready to get fucked by my daddy. It was just the right size to cover my prepubescent clitty and also stretch through my... Read full Story
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Joanna Tranny Prostitute
Joanna stood on the street corner and casually shifted her posture from one leg to the other. So far it had been a quiet evening for her with few punters around. Not many girls were plying the streets either. She’d had one customer earlier. He had been an Asian guy in a Toyota who’d stop... Read full Story
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lust of a sex-agenarian nana-pops
Frenzied lust of a sex-agenarian nana-pops; between dream and reality I had never fantasized of a manly man, even after offering my virginity; to a fabulous sissy. Before my new Era, my fantasy preferences were always with glabrous he-she’s, same about my relationships after… BUT BUT BUT… My last t... Read full Story
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Edging lessons for Hannah
Hannah and I began spending our weekends together. She didn't have a job and I was always free those days so every Friday or Saturday night became sleep over night where we could be two 18 year old sissies, doing each others makeup, playing dress up and sharing our deepest desires. Now that our rela... Read full Story
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What a sissy crossdresser really craves and fantasizes about
(This is non-fiction) Lots of attention. To be seen and watched. I want the neighbors to see me as I stroll in my yard wearing white vanity fair panties and bra, heels, with a lacy top and a cute bob wig. With my cock raging hard thru the pretty lacy panties, struggling to be free, bouncing around... Read full Story
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Marcia Goes Back to School
Marcia was painfully nervous. She hadn't been able to eat very much in days. The upside was she was even skinnier which would make Mistress and her husband very happy. She'd always been thin and on the diet Mistress Carol had her on she was already thinner than she dreamed possible. Her anxious stom... Read full Story
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Wedding Night Surprise
its my big dream to marry one women in our night wedding in the bed when i start to make her naked a discover i big dick between her legs wow she demand me to hide this secret and i accept ans she abuse to take me and more...... Read full Story
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My Awkward Phase
My Awkward Phase ©Alexandra Rios 2019 The greatest lie is that what happens in high school doesn't matter, because life begins in college. I pretended to agree, although I never believed it, for I was the world's greatest liar. Wannabees I was hanging out with my friends Quinn, Barb and Anne ... Read full Story
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Minha primeira experiencia CD REAL [PORTUGUESE]
Não é uma ficção, essa é a minha história de verdade. Primeiramente, como toda história desse tipo, vou me descrever. Sou branquinha, 1,73 de altura, 60kg, magrelinha, meu corpo e rosto são um pouco femininos mas não tenho atitudes afeminadas, sou mais andrógeno do que femboy, olhos e cabelos casta... Read full Story
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Paola mi porta a cena
E' venerdì e mi arriva un messaggio da Paola: "Domani sera vieni prima di cena" Cosa avrà in mente? La sera dopo arrivo a casa sua prima delle sette. Paola mi attende, il viso truccato perfettamente, i lunghi capelli pettinati. Indossa una leggera vestaglia semi trasparente che lascia intravedere i... Read full Story
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LA CRÉATION DE MONICA ⚧️ ⚧️
Je savais. En regardant en arrière maintenant, je me rends compte que j'ai toujours su. Je n'ai jamais rien fait à ce sujet, jusqu'à ce que je sois prêt mentalement, émotionnellement et physiquement. Je suis né Matthew J. Smith au milieu des années 70 en Amérique centrale aux États-Unis. J'ai grandi... Read full Story
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AUTOBIOGRAPHIE D'UNE ESCLAVE SISSY ⚧️ ⚧️
Avec un soupir, je me suis effondré dans mon canapé et j'ai ouvert une bière. J'ai fermé les yeux et j'ai écouté, le silence et le bourdonnement lointain d'une autoroute étaient la seule chose que j'ai entendue. J'ai ouvert les yeux et j'ai regardé autour de moi et je n'ai vu personne. Il a commencé... Read full Story
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Towel Boi: Agreement Signed
Ralph moved the mouse to wake up the computer. He navigated to his legal docs account and downloaded a generic pre-existing relationship agreement. He asked for the spelling of the new hire’s first and last name. “First name K-A-S-E-Y. Last name S-T-E-V-E-N-S.” “Got it,” acknowledged the owner. ... Read full Story
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Sissygurl
Sissygurl development A true sissy always wants to always look as sexy and desirable as possible and with a body that looks fabulous in your sexy sissy outfits so you will be super motivated to stay sleek and slim. Now let’s talk make-up. Besides the essential stuff to have in your make-up kit... Read full Story
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SISSY, HYPNOTISÉ
Il avait fallu six mois pour en arriver là. En sortant de la salle de bain, je me vis dans le miroir en pied et frissonnai. J'étais rasé sous les sourcils, sans poils et lisse, à l'exception d'une jolie piste d'atterrissage au-dessus de ma cage de chasteté verrouillée. À part la cage... Read full Story
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the start of what to cum
I responded to an ad on Craigslist from some guy asking for help to move some furniture. He was paying pretty well and, after I practically laughed at him for asking if I could lift the furniture, he agreed to have me over to get it done. We moved everything around for what felt like hours, often mo... Read full Story
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The formidable weapon of women
five ears of marriage, my desire for my wife having greatly diminished, she decided to take control of my sexuality. A female association transformed her in a few months into a perfect dominatrix both physically and cerebrally. Every night before bed, she approaches me, dressed in a latex comb... Read full Story
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A Shell of A Man
Six years ago, I was doing well enough to finally afford my dream apartment. It was a studio apartment on the upper side of town. So, I had the job, the apartment, the money... but I was lonely. Very lonely and very horny. Not only would I get all hot and bothered from looking at all of the pretty w... Read full Story
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Mein erster Kunde
Mein erster Kunde (Kurzes Intro für die, die meine Sissy Geschichte nicht kennen) Es ist jetzt ca 3 Jahre her das ich meinen ersten Kunden (freier) hatte und es ist noch wie heute in meinem Kopf eingebrannt. Ich war zu diesem Zeitpunkt 21 Jahre jung und habe in meiner Single Wohnung gelebt u... Read full Story
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L'arme redoutable des femmes,
Au fil des ans, ma femme s'est décidée à prendre le contrôle de ma sexualité en voyant que je n'avais plus de désir pour elle. Une association féminine l'a formé en quelques mois à devenir une dominatrice zélée. Au fil des mois, je suis devenu son soumis à la maison. Chaque soir, elle vient m... Read full Story
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a conversation
> Good morning Amber > Thanks for the videos. > I’m a little envious of that gentleman but it was lovely to see you be the perfect slut that you are.Very special to watch you suck a cock.You look fabulous as you worship it and surrender yourself to be used for pleasure. I would love to have you al... Read full Story
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Sweet Stephen Wears A Slip.
Stephen is a 'petite' boy, just a little smaller than his Aunt Melanie. Petite figures ran in the family in both the females and males. Stephen cut quite the girlish figure in his Aunt Melanie's pastel-pink full slip. 'Oh, my, don't you look just so simply darling, pretty missy!" Melanie cooed, ad... Read full Story
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Witch Chronicles
I have been asked to write down my perception of the events of the war. After what's just happened, I thought it best to wait and rest before writing things out, but the big wigs want me to get it all down while it's still fresh, so don't expect this to be an extremely military report. I... Read full Story
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First time crossdress with a friend
My lovely new Malaysian friend emerged from the bathroom, shyly in the low light. He was wearing thigh-high stockings, cute little panties and a matching top that was tied at the front. My heart leaped at this gorgeous site. He had advertised that he wanted to hook up with someone who appreciated... Read full Story