Free Stories

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Sissy Maddie's New Apartment Gangbang
I’d just moved into the big city. Me on my own in a cheap apartment block. The flat was nothing special by any means, and the room next to mine seemed to be noisy with parties. But I was glad to be on my own. I had almost finished unpacking my belongings when I came across my stash of female clothi... Read full Story
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Becoming Sissy
I remember my first true and sober gay sexual encounter. The guy from the party that was my first BJ and first penetration was one of the closest friends of the group. He bought a house up north and 3 of the girls and me went to his house to help paint and work on some things. This was about a mo... 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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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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First Cross-dressings Loosing Anal Virginity
It happened after a month of me blowing that guy twice...I mean I was so damn excited and was craving for his cock....I was blowing him every weekend in his car after the school...his cock was almost 7 inches and was so thick and that I like so so much the gagging he was giving everytime, that chock... Read full Story
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Oggi in ufficio è arrivata la moglie del capo
In ufficio sono abitualmente usata da mio capo, ogni volta che ha voglia viene da me o mi chiama nel suo ufficio e mi usa per svuotare le sue palle, oggi arriva accompagnato da un biondona CIAO HELENA buongiorno LEI E’ MIA MOGLIE senza che io possa rispondere mi alza la gonna e le mostra la ... 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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Sissy Slut Reunion
Rob had moved back to town and called me. He had just moved into his new place and he wanted me to come by and talk. I knew what he really wanted from the tone of his voice, because I wanted it too. He said he had been thinking and dreamed about me the whole time he was away. My spirits lifted and ... Read full Story
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Giorgia e Helena esibite alla cena in villa
(storia di fantasia) Io e la mia amica Giorgia siamo due traveste molto effemminate, curiamo molto i nostri corpi e appariamo come femminucce sotto ogni aspetto ad eccezione delle nostre cazzette che sono praticamente sempre passive. Siamo ninfomani e completamente arse dal desiderio del sesso. Ci ... Read full Story
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Castro - shemale goddes
Nobody would have believed the scene was true, her slender, smooth and tanned legs crossed in such a deliberately provocative way as to reveal a glimpse of crisp white panties. Her tightly fitting, classically styled little black dress cut to ensure firm large breasts were displayed to maximum effec... Read full Story
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The Girl Next Door Ch. 03
derezzed Chapter 3 – The Night Out Michael woke up on Monday morning feeling quite relaxed. The sun filtered in through the blinds towards him. He felt warm from the gentle rays. As Michael became more alert, he examined his surroundings. The feeling of silk sheets wrapped around him and Ale... 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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The Girl Next Door Ch. 02
derezzed Chapter 2 – Taking the Next Step Into Depravity Michael hardly got any sleep that night. When he did his dreams were filled with images of Jenny and her large penis. He tossed and turned in frustration. As he rolled over for what felt like the thousandth time he was blinded by the s... Read full Story
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Girl from Uncle
Tonight, I have to tell it all. It’s no secret that my uncle and I had a very special bond he had been eyeing me with those adventurous eyes from the time that I was 14 years old. And frankly I enjoy his ogling. I could feel my nipples get so hard when he looked through me with those alert and spark... Read full Story
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My Romantic One Night Stand with a Beautiful T-girl.
My Romantic One Night Stand with a Beautiful T-girl. A friend of mine landed a gig DJing at the well known dance club in West Village of New York City. She invited me to check it out. Why not, I had no plans that weekend and she can put me on the VIP guest list. Which means I don’t have to wai... Read full Story
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TG Girlfriend moves in
Monday morning 6:00 am and I am just awakening, and I realize a naked body beside me has her arm around me, we are both naked. My wife Lydia is out of town to a seminar, and this adorable brunette perky tits and lovely eyebrows, beautiful lips slightly pink, sleeping beside me. Joanne and I had spen... 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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"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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L'INVESTISSEMENT SISSY ⚧️ ⚧️
La fin d'une autre longue journée. Près de 19h00 et Colin Spencer travaillait toujours dans son box, presque terminé avec le dernier des papiers que l'un des associés principaux de la société d'investissement dans laquelle il avait effectué un stage depuis près d'un an maintenant l&#... 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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ÊTRE UNE SISSY POUR VIV ⚧️ ⚧️
"Même moi, j'ai dû gronder ma fille pour avoir consulté un site de sexe sur Internet hier. Dommage, ça avait l'air plutôt intéressant. Mais même si elle a presque vingt ans, je ne pourrais vraiment pas lui dire maintenant, si." « Oh, qu'y avait-il de si intéressant là-dedans ? J'ai demandé. Vi... Read full Story
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SISSY MARI CHANTAGE ⚧️ ⚧️
La journée a commencé comme n'importe quel autre jour. Vikki se lève à l'aube, prend sa douche le matin et se sèche les cheveux. Ses longs cheveux ondulés brun foncé Lucius tombant en place aussi élégamment, magnifiquement et naturellement que jamais. Avoir l'air époustouflant était une demande si f... 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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SISSY AWAKENING ⚧️ ⚧️
"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 meilleure amie et une femme que je connai... Read full Story
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DE BRO À SISSY ⚧️ ⚧️
Mon ami Magnus et moi nous sommes connus presque toute notre vie. Nous nous sommes rencontrés en pré-maternelle, quand nous vivions à un pâté de maisons et demi l'un de l'autre. Nos familles étaient proches et nous avons grandi côte à côte. Nous nous connaissions depuis si longtemps; nous nous appel... Read full Story
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L'EXAMEN DE LA PROSTATE
Il a finalement pris rendez-vous chez les médecins pour l'examen de la prostate. Sa femme le harcelait depuis des jours, après qu'un de leurs amis eut récemment reçu un diagnostic de cancer de la prostate. En entrant chez les médecins, il a dit qu'il était ici pour un examen réservé p... Read full Story
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RÉVEIL SEXUEL SISSY ⚧️ ⚧️
Si ses histoires étaient vraies, non seulement beaucoup d'hommes ont eu des réveils sexuels entre la fin de la trentaine et le début de la cinquantaine, mais beaucoup d'hommes de mon âge étaient curieux de se féminiser, de sucer des bites et peut-être même d'avoir des fesses. Mais je ne peux pas ... Read full Story
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LE GRAND MAGASIN SISSY ⚧️ ⚧️
« Vas-y, embrasse-le, Christina. Tu sais que tu le veux ! Je suis Christina, et c'est ma petite amie, Sandy, qui me dit d'embrasser la bite dure de "Jamie" alors qu'elle dépasse de sa culotte en satin noir baissée. Son sexe est dur, mais doux au toucher, et mon cœur bat la chamade alors que je le... Read full Story
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A Perfect Pandemic: A Transsexual Transition in a Troubled Time
A Perfect Pandemic A Transsexual Transition in a Troubled Time A Novelette by Alexandra Rios Text Copyright Reserved © August, 2021 Dedication Transgender Day of Remembrance is a solemn occasion. I am offering “A Perfect Pandemic” for free as an antidote to the fear, phobia, discrimination, d... 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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SISSY SURPRISE
Mon mari n'était plus le même depuis son retour d'une tournée militaire de six mois. Il y avait divers symptômes qu'il avait changés, mais je ne pouvais pas comprendre et quelle pouvait en être la cause sous-jacente, car l'un des symptômes était qu'il était devenu obsessionnellem... 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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Closet Sissy Son fait en fille
Pourquoi étais-je à quatre pattes avec la bite de mon père dans le cul et la chatte de ma sœur dans mon visage? Je ne savais pas que ma mère était au courant de mon secret. Elle savait que je portais sa lingerie et celle de ma sœur. Cela a commencé lorsqu'un jour j'étais seul à la maison et que j... Read full Story
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JOLI GARÇON À SISSY GIRL ⚧️ ⚧️
J'ai rencontré ma femme Tara pour la première fois lors d'une soirée de réveillon. Je portais de l'eye-liner et mes cheveux étaient relativement longs. Elle m'appelait "joli garçon" pendant que nous dansions. Elle était très sexy avec un petit corps, de longs cheveux noirs et... Read full Story
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DU VILAIN PETIT CANARD À LA PRINCESSE SISSY ⚧️ ⚧️
Être un mec très petit 1 mettre 60 avec une petite carrure a été un handicap majeur dans ma quête de compagnie féminine. Avoir un micro pénis était le clou de mon cercueil. Tout au long de ma jeunesse, j'ai été ignoré ou rejeté par les filles. J'ai eu ma première petite amie à l'unive... Read full Story
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IL M'APPARTIENT ⚧️ ⚧️
Jack avait une très grosse bite. Je sais juste qu'il l'a fait. Pour être honnête, je ne l'ai jamais vraiment découvert. Mais j'ai fantasmé sur lui, me faisant tenir sa bite dans ma main, m'apprenant à la téter, à caresser sa dureté avec ma langue, à sentir le bout de sa bite caresser mes amygdales, ... Read full Story
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TO BE OR NOT TO BE – PART 2
TO BE OR NOT TO BE – PART 2 by Spanky de Bautumn Part 1. Sunny, Mel, and Shari learn they are going to New York to perform a play off Broadway and are really excited about it. Being a small troupe, we unseen members had to wear many hats. Unfortunately, there was just the two of us, Joe Donn... 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 AUX YEUX DE LUNE
Ma famille m'a averti de ne pas épouser Katie Haide. Ils ont dit que nous étions trop jeunes, que nous devions aller à l'université, que nous devions explorer nos identités avant de prendre un tel engagement. J'étais têtu, cependant, et je ne comprenais pas pourquoi ils essayaient de m&#... Read full Story
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ROUTE POUR DEVENIR UN SISSY BITCH BOY ⚧️ ⚧️
Je n'ai jamais vraiment compris pourquoi je ne semblais tout simplement pas m'intégrer. 22 ans, un récent diplômé du secondaire, une apparence décente. Juste douloureusement mince. La plupart des gars que je connaissais au lycée semblaient appartenir à une sorte de groupe. Athlète, érudit ou... 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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A Little Girl Forever
Since I was a little girl I dressed in my sister's clothes, she knew it and she kept clothes for me and sometimes she bought clothes thinking about me. She was my accomplice and still is. When I was alone I dressed totally as a woman and I felt totally satisfied and realized as such, this included m... 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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Slutty Sissy's 2 Loves
Tonight was young and I was already hot and bothered, my ass-pussy was on fire, and I could hardly wait for Bob and John to come over. I had invited them over to fulfill those erotic dreams I am constantly having about the two of them using me like a tool, and I wanted that so bad. I fantasized abou... Read full Story
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Lady In The House Ch. 09
A story by MicheleNylons ( Continued adventures of a cross-dressed prison prostitute. ) I lay there stunned, how had I miscalculated my effect on the Warden? The one man who could guarantee a transfer from this shit-hole; fuck!!!! The cravings of male sexual hunger within the confines of the ... Read full Story
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Pune crossdresser Night Girl
Hi friends, I hope you liked my earlier stories. This is my new story about a lady boy / crossdresser / sissy boy. Around 2 years back I came across a profile on Planet Romeo with name Nightgirl. I sent her message that i found her sexy and attracted to her and wanna meet her. I am alway... Read full Story
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Melissa
I'm a Japanese in my early forties living in Japan and I met Melissa online about a year and a half ago when looking for someone to chat. She is a black, 6 feet 2 inches tall, around 160 pounds and therefore a slim and beautiful transgender girl in her mid twenties. From Brazil, she is very friendl... Read full Story
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Sissy Slut: Gang Favored
I confess I am a nymphomaniac shemale slut who loves being the object of a man’s desires. That's why I was out here with these hookers trying to hook up with somebody to have sex. I'm either having sex or I'm thinking about having sex most of the time I like being a honey. I love having sex with men... Read full Story
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The Game 2
That next morning again Ada and I went down for breakfast and the table was smaller, It wasn't as grand as it had once been and to every guy at the table was now at least two girls. We had our normal breakfast and for once there seemed to be a little more chat between everyone, I think after bei... Read full Story
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How I Became His Office Fucktoy
Until this job ended last year, every day at my lunch break I would service one of my many Daddies in his office in the building where I worked. He'd always slip me a few bucks, a $20 or even $50 afterwards, not as a payment for sex, but as a "tip" "for all the hard work you do here," he says. I wor... Read full Story
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Oneness with the bodies
many years went into just fantasizing being with shemales. I was getting hornier day by day to try it out. But being in a relationship there was hardly any room or time for it. I once experienced it in bangkok and confirmed that I really can do it and actually love it. One day suddenly it was br... Read full Story
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The Interview
The Interview By Sabrina G. Langton *** 'A crossdresser goes on an interview in lots of pink, of course she gets the job' 'Author's note, just a quick little story with some really graphic sex, and a little tiny moral. I hope YOU like it.' *** "Okay, sit, sit, let's get started. S... Read full Story
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When Fantasy Comes True 2
After my first threesome encounter with Jenni and her friend, getting a golden shower from three trans women was a bonus. Being drunk and now four of us snuggled in bed, i thought the night had ended but i did hope for more. I was not disappointed as Jenni's friend (Sasha) who had been sleeping d... Read full Story
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Camming Down the Rabbit Hole Ch. 11
I sat there for some time, my phone still in hand. I couldn’t fully comprehend the situation and where I was. All this started when I was put on furlough and thought I would be losing my job, an idea born out of boredom, hornieness and desperation. What started as a regular cam show with a guy hopin... Read full Story
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Southern Hospitality Ch. 03
XtinaSmith2017 Ash looked himself over in his bedroom mirror critically, finding himself oddly self-conscious about his looks. He had been texting Laura all throughout the day and they had agreed that dressing pretty casual would draw the least suspicion, so he had. He wore a simple patterned ... Read full Story
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Nikki's Massive Strap-on
A quick recap in case you haven't read my previous stories. My name is Kacey. I'm 20 years old, white, 5'10" and 150 lbs. I have straight, shoulder length dark brown hair, light brown eyes and a thick, 6" cut cock. My girlfriend is Hannah, who also 20 years old and stands 5'10" weighing in at 140 lb... Read full Story