Free Stories

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How I Became the Sissy Slut
It all started when I was about 11. I was a very petite and short and had long straight brown hair with whispy bangs as a child. I was often mistaken for a girl. I have a sister who was 6 years older than me about my size she used to dress pretty sexy with the tight jeans and the skin tight sailor b... Read full Story
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Hot Slutty Sissy
Hello, It’s me, and. I am about to make a big decision and right now I am dedicated to my fantasy. I got a call today from one of my ex boyfriends. I got so horny when I heard his voice that my nipples turn to steel. My titties seem to respond to the sound of his vibrating baritone. I couldn’t refu... Read full Story
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bi to sissy caught and turned
It was during a Wednesday nite supper this past April when Penny my wife of seven years, suddenly looked me straight in the eyes while calling me a GAY COCKSUCKER ! Instantly while I swallowed hard and quickly looked away from her, my worse dreaded fears in life had somehow just become reality! So ... Read full Story
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Dating my Sissy-sister (English)
You are wearing women's stockings and a thigh-high transparent top, the thin shoulder straps of which leave your arms and shoulders elegantly exposed! You're the real lil bunny to me in that girl outfit of yours... How about, should I teach the little one about the naughty girl? You're giggling a... 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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A Picture Perfect Sissy
"Holly, hold your breasts up. That's it honey. Squeeze the nipples between your fingers. Make them hard for me, sweetie." Jason lifted and pushed his soft breasts together, squeezed the small dark nipples, and hurriedly looked up to see if what he was doing was okay. He really wanted wh... Read full Story
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DEVENIR CASSIE
L'argent était difficile à trouver dans notre foyer. Être l'aînée de quatre enfants et ma mère étant une mère célibataire mettent nos ressources à rude épreuve. Nous avons rarement eu de l'argent supplémentaire dans notre famille à dépenser pour des choses comme manger au restaurant ou aller au ciné... Read full Story
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Zoe procures a sissy..Chapter 1.
Zoe Viper sat back on her sofa extremely pleased with how her Friday night was shaping up. Wearing lace top stockings,a tight,black,latex miniskirt with a red satin corset and elbow length,black latex gloves,she took a drag on her blunt. Blowing out the smoke through perfectly painted red lips,she... Read full Story
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SISSY MARI DE MAÎTRESSE
Morgan Ashley était une très jolie dame, pas une star de cinéma glamour, mais bien plus jolie que tout ce que son mari mauviette Robin attirerait normalement. À peine sortie de la douche, elle portait un peignoir en velours côtelé rouge et ses longs cheveux roux étaient enveloppés dans une serviette... Read full Story
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From accidental trans porn addiction to a cum filled booty
One night when I was around 30 or so I was watching some porn, nothing unusual for a guy like me, aka a sex addict. Sex addiction is great if you’re Tiger Woods and swimming in poon, but for guys like me - regular, awkward, slightly handsome in a very boyish way, weirdos — it’s not that fun. We... Read full Story
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Feminized by My Girlfriend
About 6 months ago I joined a gym because I have never had a very masculine body and now that I just turned 21 it was time to finally get off my butt and try to build some muscle. That is where I met my girl friend Brook who stands 5' 9", has a fantastic body and a gorgeous face. She looks like... Read full Story
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From Husband to Castrated Sissy
"Oh my god!" My wife looked up over the muscular shoulder of the huge black guy nailing her on our bed. Her long tanned legs wrapped around v-shaped torso. "Hi honey. What are you doing home early?" "Kelli what the fuck's going on here?!" At that, the black guy... Read full Story
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Hung Trans Lesbians Fuck Two Ladyboys
Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, Anal Fisting, Semen Swallowing, Role Play, Orgies, BDSM, Cock Sounding and Foot Fetish this story is for you. Note 2: All the characters are over 21. The names are fictitious, but some... Read full Story
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INCONTRO TESS
L'estate sta iniziando, è domenica mattina, mi sveglio nel letto di Paola, ieri sera siamo state alla festa di iniziazione (vedi storia precedente) e abbiamo terminato la nottata con una favolosa scopata, nonostante i pompini alla festa al ritorno a casa eravamo tutte eccitatissime ed i nostri cazzi... Read full Story
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Feminized by My Girlfriend Chapter 2
I followed Brook and Linda out of the spa onto the sidewalk and I looked around for the limo but it was no where to be found. As the girls started walking down the street and talking to each other, I asked where the limo was. Neither of them responded and just kept walking. I followed behind as clos... Read full Story
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A Sissy Boy is Made
By any measuring stick Greg Martin was a wimp, and a very submissive wimp at that. His wife of 14 years, Jaclyn, had discovered this even before the two of them were married. Actually, Jaclyn wouldn't have taken a second look at Greg, as most women didn't, had it not been for his submissive nature. ... Read full Story
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Feminized By My Mother Chapter 2
My mom was staying in as were Jen's parents so we parked on a dark road and made out while I fingered her. Her panties were absolutely drenched when I was finished, and she rubbed her hand inside them and used her pussy juice to jerk me off, I spurted all over my pants and she laughed. "I ho... Read full Story
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Sissy's Baby Ch 1-4
A CHILD FOR SISSY BY MISTRESS DIEDRE DAMON A submissive sissy whore who misses her “period” is forced to carry a baby for a full term as punishment for the transgression. CHAPTER ONE: SISSY’S BIG MISTAKE A friend of mine had a live in sissy awhile back who was required to... Read full Story
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Young Sissy Chapter 1
I don't know how long I was under...days, weeks...who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck with needles, filling me with horribly persuasive dreams of a beautiful new body. I tried to imagine myself as a man, just to s... Read full Story
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Sissy pour un jour
Certains appelleraient cela une crise de la quarantaine ... même si je n'ai que trente-cinq ans et j'espère que je n'ai pas encore atteint le milieu de ma vie. Certains me traiteraient de pédé ... même si j'adore manger la chatte et baiser ma femme. Certains appelleraient cela ... 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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SISSY GIRL POUR TOUJOURS
L'appel de Maîtresse Andrea a fait ma journée. Je ne l'avais pas vue depuis plus d'une semaine et j'avais hâte de jouer avec elle et de voir enfin ma chasteté retirée. Vous devez savoir que Maîtresse et moi nous connaissons depuis de nombreuses années et j'ai toujours aimé être son poule mouillée. ... Read full Story
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Feminized By My Mother
Hello. My name is Dan. I'm doing okay, you? I see. Well if you are going to be listening to my thoughts please keep the volume down, I am trying to think. Some things are going on that have got me very mixed up and I have to concentrate. Like most overly complicated things in life, a woman is inv... Read full Story
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How I began my crossdresser transformation
Here are the usual disclaimers this story is for adults only if you are viewing this and are not 18 years of age or older please close this page immediately. There is no crossdressing in the story but this is how I began my transformation from regular boy into cock sucking teenage crossdresser.... Read full Story
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SISSY POUR UN JOUR ⚧️ ⚧️
Certains appelleraient cela une crise de la quarantaine... même si je n'ai que trente-cinq ans et j'espère que je n'ai pas encore atteint le milieu de ma vie. Certains me traiteraient de pédé... bien que j'adore bouffer la chatte et baiser ma femme. Certains appelleraient cela de la curiosité.... Read full Story
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I got humiliated in a catfight
Im a crossdresser and I am very feminine and extremly dainty. I was attracted to a man at a park I went to. He knew I was a crossdresser. I would always say hi when I saw him, but that was it. One day he asked me(on a rainy day as I was getting in my car), do I have a boyfriend am I bi, he wanted to... Read full Story
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Regina's scary, and sexy Blind Date
I had just finished doing my makeup, finally deciding which blush to use, and I thought I had some time for my meditation. However, Mr. Cobb was early. The gold minidress I wore showed enough legs, ass and tits to make any man horny, and the strappy tanned five-inch sandals, made me feel majestic ... Read full Story
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Ivana Pushing Sissy's Limits
"You look ravishing," my wife Ivana said as I stood before her in a short red velvet dress with white tights and black Blahnik mary janes heels. She walked over to put a hair band in my long black hair. It was down to my shoulders now, flat-ironed straight. We stood together in front of... 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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First Time Sissy Maid
I had been fantasizing for many years about serving a dominant Mistress, watching lots of movies online, and generally lusting over the doms I saw posting ads. At the age of 28 I finally found the courage to answer a rather intriguing post by an older woman and her trans partner who were looking for... Read full Story
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First time crossdresser
Back when I was an adolescent of fifteen years, I was and presently still interested in shemales. As a explored my sexuality through viewing of trans girl porn, I came across a sissy hypnosis video. I personally don't believe in hypnosis but my curiosity got the better of me and I watched. The ... Read full Story
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My experience with sissy hypno
So, I have decided to make my experience with sissy hypno known so it can act as a testimonial. Sissy hypno works! Interpret that however you want. When I was younger, naive, I was a man, I worked out, I had no interest or desire in cross dressing. I looked at porn occasionally and I was clickin... Read full Story
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Del's 1st sissy
Sometimes an occasion just pops right up for me to satisfy my sissy side. My wife had decided to take the kids on a mini weekend vaca up the coast. I had a lot of daytime work to do, but I remembered her friends Del and Ceci were around. Del is so horny all of the time, he's a bit of a perv, but I f... Read full Story
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Trans sucht Daddy
( Anonymität Diskretion ) Schreibe eher über mich Geschichte meine Sex Lebenslauf !!! kommt Später Da ich ja aus Erfahrung weiß da viele Herren auf Anonymität angewiesen sind und wert darauf legen dürfen mich sehr gerne was mir auch sehr Gefällt mit Maske im Hotelzimmer + Ferienwohnung besuche... Read full Story
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Dancing at a trans club by chance
I'm working part-time at a trans club these days, but I'm still only working on serving. But by chance, the boss suggested that I try dancing on the pole dance stage in the center of the club. I was embarrassed because I was not good at dancing, but people around me suggested me to dance once,... Read full Story
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Why I miss my ex
Why I Miss My Ex I feel obligated to say that I am not a passable crossdresser, not even close. Even without my beard, I’m very masculine, large framed, and I have a very deep voice. All of these things aside, I love to dress up in sexy lingerie, panties, dresses, bras etc. While I’m dr... Read full Story
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Sissy story and 1st meet humiliation
I recently met up with someone to be a sissy slut for them and wanted to share what happened on my first meet. This is the genuine true story. I use the username indoblu on websites, but my sissy name is Holly so I'll refer to myself from now on as such. I'll mention my history as a sissy before tal... Read full Story
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Karen, My School Teacher Part 4
Meeting my other teacher By FoxyHosed Next morning as I woke up, I jumped in my clothes and got myself a coffee, and went to school. I got in 15 minutes early because I didn't want to run into Karen. As I entered the door to the school, I saw some of my classmates. I thought the coast was clea... Read full Story
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Ma femme et maintenant elle va me transformer en Sissy
Karen et moi sommes mariés depuis 28 ans. Nous avons eu nos hauts et nos bas, mais nous sommes restés fidèles et avons produit deux excellents sexe en conséquence. J'ai toujours été secrètement bi. J'ai été pris au piège de quelques accessions, mais j'ai résisté aux tempêtes et j'ai visité des relat... Read full Story
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From boy to crossdresser episode 4
I used to dress as a woman in private and see myself as a woman. I used to do feminine and girly things, I danced, I put on make-up, I started to see myself as a girl. I enjoyed this work and it made me more lustful. I masturbated more and played with my dick more. It was at this time that a memor... Read full Story
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A SISSY'S DESTINY
Gayness courses through your body. Your sissy cock soft but tingling in your gloopy sheer g-string, Toes slipping in their stockings pinched just right in high heels. Running your tongue over lips painted and glossy. Here you are. This is what you gave up your life for. This is why you gradually cut... Read full Story
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Cheating Sissy Wife
My name is Ginger and my main stud is Keith, a truck driver, who is only in town once a week. We have and ongoing role-playing fantasy that we carried out whenever he was in town. I am his dutiful ideal housewife who is perfect in every way. My talents excel in both the kitchen and the bedroom. I fi... 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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Sissy Boy Chuck devient juste Sissy
Il y a longtemps, j'ai réalisé que j'avais un faible pour les vêtements pour femmes. J'avais l'habitude de me faufiler dans la chambre de ma sœur, la chambre de Jessica et de m'habiller dans ses vêtements. Elle avait un an de plus que moi, mais nous avions pratiquement la même taille. J'ai eu une in... Read full Story
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"SISSIFIED": 12 JOURS DE SISSY-MAS
JOUR 1: mardi 25 C'était le matin de Noël quand j'ai entendu frapper à ma porte, ce qui était, bien sûr, très étrange à dix heures du matin. À midi, j'allais chez ma famille pour Noël, et j'avais rarement des visiteurs inattendus. Toujours dans ma robe, je me dirigeai vers la porte et fus s... Read full Story
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SOUMISSION BBC DE SISSY
« Tyler ! Arrêtez-vous – vous regardez à nouveau, et il l'a remarqué ! » La voix de Jack chuchota d'une voix rauque à l'oreille de Tyler alors que l'eau chaude de la douche tambourinait dans son dos. Il ne restait plus que les trois sous la douche maintenant. L'entraînement de basket-ball était t... Read full Story
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SISSY AWAKENING
- Trou de gloire du sex-shop - "Hey bébé, quand est-ce que tu rentres à la maison?" le message texte bourdonnait doucement. Sortant discrètement le téléphone de ma poche, je tape "Même heure que d'habitude, juste après 5 heures, pourquoi... quoi de neuf ?" C'est mon amante Sarah, ma meilleu... Read full Story
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A LA DÉCOUVERTE DE L'AMBRE ⚧️
J'ai toujours aimé la lingerie féminine. De regarder des catalogues à voir des copines le porter, j'ai adoré le look et la sensation de la lingerie sexy et soyeuse, mais pour moi, cela a toujours été plus profond. À 18 ans, j'ai essayé ma première paire de culottes, oh mon Dieu, c'était merveilleux ... Read full Story
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SISSY JESS, COCU PAR MAMAN ⚧️ ⚧️
"Jess, Jess, j'ai besoin que tu m'aides à porter les courses." Jess gémit et, coupable, il souhaita que sa mère demande à quelqu'un d'autre de l'aider. Il voulait juste regarder toutes les autres filles sissy sur Twitter et obtenir son petit « excitation » dur. Il desc... Read full Story
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TROUVER LA LIBÉRATION EN TANT QUE SISSY ⚧️ ⚧️
Je voulais éviter le brouillon de poule mouillée et j'étais célibataire depuis cinq ans. Je ne pouvais pas leur permettre de penser que j'étais l'échec d'un homme incapable de satisfaire une femme. J'avais pourtant un plan. Mon amie de longue date Emma a pu témoigner que nous avi... Read full Story
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SISSY MAID TO BE . . . ⚧️ ⚧️
C'était le vendredi typique quand nous nous sommes réveillés. Il est temps de préparer les enfants pour l'école, puis de s'entraîner où les parents de Lizzy viendraient les chercher et les garderaient pour une nuit au bord du lac. Puis se concentrer sur le travail pour nous deux. Nous av... Read full Story
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Sissy For My Flatmate
My heart was racing as I gazed up at my flatmate, there was an something of an evil gleam in his eyes as he looked down at me and my mind kept jumping back to the events that lead to this moment. I'm a closet crossdresser, yet now my flatmate (whom I managed to hide my “hobby” from fo... Read full Story
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Becoming a Sissy - My aunt my Mistress
For more than 6 months i’ve got this fetish, whenever my mom is out i crossdress with her clothes. It all started with porn, and slowly i got courage and from a pair of panties i ended up full crossdressed, with the make up made. Everything changed on this day, when i decided to crossdress even ... Read full Story
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Becoming a Sissy - My aunt my Mistress II
There i was on the lobby block, dressed up as a whore with my pants down and my ass plugged, next to me was my aunt, laughing of my boner, my mind went blank for a second not knowing if all this is real but i was interrupted from trance when my aunt shacked me and said that we need to go. I pulled m... Read full Story
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SUMMER VACATION by Spanky de Bautumn
In our house, it was a well-known secret that my mother kept her change in the top drawer of her dresser. The same drawer she kept her slips, chemises, panties, and all other satin, nylon, or lacy ladies undergarments. During the summer, my brother and I would run to that wondrous drawer when... Read full Story
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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