Sort by
Relevancy

Free Stories

100%
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
Chrissy Tunnell 2022-02-02 2,644 Crossdresser Amateur Bareback Fetish Blowjob Ladyboy domination Guy Fucks Shemale Homemade cum in mouth
100%
Far Eastern Adventure
He was transferred to the Far East with no real choice in the matter. His boss never took no for an answer and rarely gave him the opportunity to try. She had been acting strangely for the last few weeks, eyeing him oddly as if trying to unravel some hidden mystery within him. This strange perusa... Read full Story
shemale lover 2019-10-20 8,101 Cumshot tgirl nipples
87%
Shemale First Time
First time Sex with a shemale. Intro. I have read several stories of first time sex with Transexuals and none relate to my experience. So for those who are truly curious about how to go about it and what it is like this is my tale. I have always been a straight guy as far as I know. Married... Read full Story
shemale lover 2011-08-24 9,085 first time asshole shemale
66%
She Called My Bluff!
Hi my name is Michael, this begins a story about a moment of weakness where I severely underestimated my wife's determination and resolve to hold me to a promise. My wife Carol and I had been married for about five years, she was a bit older than me in her mid thirties. With a bit of age she h... Read full Story
shemale lover 2011-11-16 5,997 suck shemale orgasm
50%
The Greatest Lie Part 6
In my rare moments of leisure in the weeks following my close encounter with death, I had had little opportunity to talk about it. Of course, the police had asked perfunctory questions, and I had testified at the coroner’s inquest, but until my next appointment with Dr. Erika Wright, I had not... Read full Story
shemale lover 2012-01-19 4,434 hardcore erotic encounters fantastic
50%
The Greatest Lie Part 11
"En Francais", they say "plus ca change, plus c'est la meme chose:" the more things change, the more they stay the same. When Tran and I got back to Minneapolis from our trip to Thailand for our sex change operations, it was every bit as dark, frigid and depressing as it had been... Read full Story
shemale lover 2012-01-20 5,101 cum transformation erotic encounters
0%
The Greatest Lie Part 16
As soon as we were safely back in our hooch, I retrieved the iBook from its hiding place under the floor and opened up Spartan's main Excel spreadsheet. I re-sorted the list against the data from the last three weeks of our frustrating field work, by district, language group, age, and every other ca... Read full Story
shemale lover 2012-01-20 4,901 first time femdom crossdressing
50%
She had a COCK bigger than mine ..oh my !
this is no B.S ,no fantasy, no make belief, no fairy tale,.. this is a TRUE STORY and an ACTUAL EVENT. iv always been a very observant k** growing up always trying to find the unseen and overlooked things in life i guess you can say curious....how curious ??:] well... there was this older lady... Read full Story
shemale lover 2012-03-16 46,606 sucking Big Cock ass licking swallowing
60%
Amethyst: a Story of Fulfilment
I think I must be one of the happiest men ... women ... people alive. I scarcely know what I am any more; neither do I care. My beloved friend Garnet shares that same opinion with regard to his ... her own position. I'm quite sure that our companions, Opal and Sapphire, are also absolutely content w... Read full Story
shemale lover 2012-10-28 3,870 Masturbation Fetish crossdressing
92%
A Surprise Relationship
This is a fictional story, although it is based on people I did know. "Tony" and his twin sister "Kim" are based on a set of twins I knew, who were almost identical. I did have a relationship with "Kim" for almost two years, however, the relationship with "Tony&quo... Read full Story
shemale lover 2013-01-29 5,205 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
70%
Sara by Sara
1000 – Sissy Story 29 – Sara by Sara Filed Under: Sara, Sissy Story by Anna Malice — 3 CommentsFebruary 26, 2012 4.00 avg. rating (81% score) - 3 votes Post number #1.000 I never thought to reach this moment.. in truth i always thought to cancel this blog.. a lot of time before of this.... Read full Story
saralovescd 2017-05-02 4,858 first time crossdressing college
100%
I Give Up
The following story is the first of four parts of a tale that explores the theme of transformation. It is thematically similar others that I have submitted but has a larger narrative arc. I hope you enjoy reading the first portion, Act One & Two. I continue to work on better editing and someone h... Read full Story
ASSEaster5678 2018-09-14 8,904 Cumshot Bareback Shemale Fucks Guy Big Cock Ladyboy
83%
Milking Time Jordan's Arrival
These stories involves a group of shemales who live on an island that exists in our world, but they chose to remain mostly isolated. That's part of the reason I also call them amazons. The shemales in my stories have genitalia that start at John Holmes' size, and then get much bigger. (This is a... Read full Story
gman57 2019-09-25 10,461 Big Tits Big Cock shemale + shemale
90%
Panty Town
Chapter One -- Jamie Jamie Sanders did not think he was a sissy. Growing up, he played with trucks and showed his innate male aggression though soldiers games with the other boys. He climbed trees and watched baseball with his Dad and brother. Unfortunately, by the time he was in eighth grad... Read full Story
shemale lover 2012-01-29 19,138 Big Tits sucking ass licking fucking
50%
Fangs for the Mammaries
I awoke from my dreamless sleep moments after dusk and opened my coffin. Darkness had descended upon the city and I felt the need. I was hungry. It was time to feed. It had been this way for several centuries and it wouldn't change in millennia as long as I was nourished with human blood. Not just a... Read full Story
shemale lover 2012-05-26 2,820 Fetish crossdressing fiction
60%
A Ski Bunny is Born Chapter 3
Kim and I are thrilled that so many people are enjoying reading about our adventures. We have received so many really nice e-mails from lots of lovely people, its good to know you girls and guys out there are enjoying them! We had promised each other a trip to Europe but hadn't really made any fi... Read full Story
shemale lover 2012-06-22 8,124 Cumshot Sex Toys 69 position handjob
71%
A Ski Bunny is Born Chapter 4
Our next port of call was Copenhagen (Denmark!). We left London early one wet afternoon and flew across to Denmark's capital, which was also wet! The flight was relatively short and when we arrived we caught a taxi to our city center hotel. We had 5 full days here and were intending to enjoy each on... Read full Story
shemale lover 2012-06-22 6,979 butt fucking facial oral sex
100%
Andy as Mandy Lose His 'Virginity'
Andy continues the tale where Polly left off... just heading home after a trip to the sex shop. I couldn't really believe what was happening to me, nor what had happened so far. I had just walked out in town as a slim and sexy woman, with my new friends in tow and my cock tightly constrained in t... Read full Story
shemale lover 2012-11-28 3,729 anal first time Sex Toys
100%
Oh The Joy!
As I removed my trousers my mind started to think about the naughty things I could get up to very soon. What possible delights that may await me today. With my male clothes now in a pile on the floor, I stand there naked with a completely hairless body, the recent full body wax worth all the pain I ... Read full Story
Sexy Michelle 2013-12-17 7,103 Stockings suck oral Lingerie deep throat cd
66%
Trannies in Space
There was no spaceport on Jansen's Planet. There had been, but whatever calamity had befallen the world generations ago had also destroyed its port. It was one of so many planets out in the Barrens that had fallen on hard times. So Dekker set down the Barnabas in a clearing in the forest, a remna... Read full Story
ASSEaster5678 2019-01-25 11,962 Shemale Fucks Guy Guy Fucks Shemale Sex Toys space robots
72%
ACROSS THE STREET AND TWO DOORS DOWN by Spanky de Bautumn
Jamie knew he was different. He didn’t fit in with the other boys, but he didn’t feel like he fit in with the girls either, he just knew he was different. He wasn’t into dolls or balls. He was the smallest boy in his class and more than half the girls outweighed him. But the one thing he had going f... Read full Story
SpankydeBautumn 2021-01-29 11,183 Teen (18+) Small Tits Crossdresser Fetish Blowjob Lingerie Guy Fucks Shemale cum in mouth
50%
Histoire d'une fille qui n'en est pas un
Les années d'enfance Je suis née le 25 décembre 1993, à 11h45 du soir. Je commençais donc par gâcher le réveillon de mes parents. Non ils étaient heureux disent ils. Ma sœur était née depuis 2 ans. Je ne me rappelle plus mais j'ai du être choquée quand j'ai vu tout ce bleu pour m'habiller, dans... Read full Story
Femboy 2021 2023-01-27 847 Stockings Teen (18+) Crossdresser Cumshot Blowjob Big Cock Lingerie domination Guy Fucks Shemale cum in mouth
82%
Tranny Gas Station Attendant
This happened about ten years ago and I thought I'd share it with you all for your enjoyment and mine! Like I've said before, although I'm bi-sexual, I don't walk around checking out other guys, nor do I like to be intimate with one. Sure, some might consider taking a cock in the mouth or ass intima... Read full Story
shemale lover 2014-06-29 7,713 Stockings shemale cumming
50%
Lust and Love with Leona
This is a work of fiction. * The days after I fucked with Leona I spent alone. She has told me that she was going for shoot in the Bahamas for a week. I was a man who had everything in terms of material comforts, and there was not a girl I couldn't pull in a bar. But I found that I could not s... Read full Story
shemale lover 2011-10-07 4,431 hardcore celebrities oral extreme
75%
Memoranda From Mr. P
Mr. Reddie used to call me Petro, as a short familiar name; his sly friendly way of reminding the two of us of my thick lengthy cock. Mr. Reddie maintained, when it was hard and erect, my cock looked and felt as lovely as Italian marble, hence the contraction of the Italian for stone: Petro. Whi... Read full Story
ColonelSaint 2012-03-19 3,454 Group Sex cum oral femboy
85%
Fucked by indonesian ladyboys
this is a true story of what actually happened to me in bali When i was 17 i was on holiday in bali, indonesia. i'd only had sex once prior, with a genetic girl, and i barely managed to get hard and wasn't able to cum so i knew pussy wasn't for me. i had been clubbing several tim... Read full Story
shemale lover 2014-09-17 60,772 suck Bareback Asian Ladyboy ass fucking
88%
My first time as a Femboy CD pt 2
David ordered me to dance for him and I hurriedly got off the floor and walked over to the radio and turned it on. I changed the station from an alternative rock station to a top 40 one, which was better for dancing. After I selected the station I moved to the center of the room and started to dan... Read full Story
Nicole_femboyCD 2014-12-03 20,860 anal Crossdresser Cumshot Blowjob rimming cd
77%
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
Cute_Femboy 2016-04-05 45,581 first time crossdressing cd sissy
95%
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
Cute_Femboy 2016-04-05 12,092 first time oral sex nipples crossdressing cd sissy
88%
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
Cute_Femboy 2016-04-05 6,871 first time fingering crossdressing cd sissy
86%
La primera vez que me hicieron mujer
Desde mis mas lejanos recuerdos, siempre sentí la necesidad de lucir femenina...recuerdo que de niña me encerraba en el cuarto de mi mama y me probaba las medias panty y los tacones, sobre todo unas sandalias doradas que me encantaban...podía pasar horas en esa habitación imaginándome siendo toda un... Read full Story
maritza_tv 2023-04-28 10,291 anal Small Tits Crossdresser Amateur Bareback Creampie Big Cock Guy Fucks Shemale Interracial Mature cd sissy femboy
100%
j'adore raconter ma vie...
Ce premier jet (sans jeu de mots) n'est pas à vrai dire une histoire, mais juste un texte de présentation. Je suis un mec, ou une femme ratée, ou un androgyne, je ne sais pas exactement...pas un mâle en tous cas dans le sens poils, barbe muscles...je n'aime pas les hommes, j'aime les filles, d'aille... Read full Story
Rosanus 2019-01-08 1,098 Amateur
50%
je m'introduis....
peut-on écrire juste pour soi, sans imaginer un lecteur ou bien une lectrice, confortable dans son canapé, ses belles cuisses haut croisées, une bretelle qui a glissé découvrant le haut d'un sein, les lèvres humides entrouvertes par l'attention qu'elle porte au bouquin qu'elle tient négligemennet e... Read full Story
Rosanus 2019-01-09 1,519 Amateur shemale + shemale
50%
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
Nyxie 2020-05-04 1,733 Crossdresser Amateur Latina Masturbation Bareback Blowjob Lingerie
50%
Minha segunda experiência como CD [PORTUGUESE]
Olá, antes de mais nada quero avisar que minhas histórias são verdadeiras e que eu me descrevi na minha primeira história, por isso não o farei novamente. Minha segunda experiência aconteceu 6 meses depois da primeira, não disse qual idade eu tinha na época, então vou dizer agora, nessa história ... Read full Story
Nyxie 2020-05-04 1,348 Stockings Teen (18+) Crossdresser Amateur Cumshot Latina Masturbation Blowjob Lingerie cum in mouth
57%
MY CONFESSION
MY CONFESSION Story of Emilio Anaya, lover of girls with penis. I have that to do a confession. I hope you keep the secret, please be my confessional today. I love T-Girls, Shemales, Tranny, Ladyboy, Femboy, Transvestite, Transsexual, girls with penis. Just by saying it, I have taken a weight ... Read full Story
emilio1213 2020-05-11 3,132 Amateur Masturbation Solo Shemale
87%
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
Trapbomb1 2021-05-25 4,253 sucking Blowjob cum bisexual cd sissy femboy bi trap
94%
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
KittyHot 2021-06-18 7,980 Crossdresser Amateur Fetish submissive feminization sissy submission femboy hypno beta obedient
100%
Inmediatamente despues
Luego de que el termino en mi nalga, todavía con la sensación de placer que teníamos los dos, me beso tiernamente y me pregunto donde quedaba el baño. Yo todavía de rodillas en el sofá, pase mi mano izquierda sobre mi nalga y sentí el semen que mi macho había depositado sobre mi y lo trate de recoge... Read full Story
maritza_tv 2023-04-28 1,204 anal Crossdresser Amateur Creampie Big Cock Ladyboy Lingerie Guy Fucks Shemale Interracial Mature Homemade sissy femboy
100%
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
SissyAngelina 2021-09-08 1,905 Crossdresser trans slut sissy femboy Deutsch german hure
80%
The Farm
“See you Sunday, baby,” said Marcus Jenkins to his wife, Tasha. “Alright! Have a good day at work,” the wireless phone company retail store manager smiled. “Love you, Kobe! Love you, Tiara,” the wastewater plant operator said to his offspring. “Love you, too, daddy,” the youngsters rang out in un... Read full Story
Faggyboi and Puzziboi 2021-12-08 5,275 Teen (18+) gangbang Guy Fucks Shemale sissy femboy Ass to Mouth
100%
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
Chrissy Tunnell 2022-01-27 3,981 Crossdresser solo Amateur Masturbation Fetish Blowjob Ladyboy domination Guy Fucks Shemale Sex Toys Mature Homemade
100%
K*dnapped & R*ped
"You're nothing but a tease, a flirt, you just like to play around and lead guys on," someone messaged me on the swinger site I'm on called AdultFriendFinder. "No," I replied, "I have actually hooked up with guys I met here, I am just very busy." And that is the truth. I work a full-time job and ... Read full Story
Chrissy Tunnell 2022-02-02 3,343 Crossdresser Amateur Outdoor Bareback Fetish Ladyboy domination Guy Fucks Shemale Homemade
50%
Need A New Keyholder/Daddy
I get an erotic thrill off of the thought of another man "owning" my body and having control over my sexual pleasure. I enjoy having my boyclitty, my cock, locked up in a chastity cage; it represses my erections, hides my cock so I rarely see it, and denies me any of that little sexual pleasure of t... Read full Story
Chrissy Tunnell 2022-02-14 2,155 Crossdresser solo Amateur Fetish Ladyboy Lingerie domination Guy Fucks Shemale Frottage
100%
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
Chrissy Tunnell 2022-02-18 3,601 Crossdresser Amateur Fetish Blowjob Ladyboy domination Guy Fucks Shemale Mature cum in mouth
0%
My first experience
Forget to share second part, thats why i posted again. I am a bisexual(passiv), i was born in muslim county and being bi is like crime. Thats why i never had any sex with a guy. I was just mastrubating and fingering my ass, sometimes was using cucumber . Finaly i had a opportunity to go Europe and... Read full Story
Private_love 2022-07-22 3,967 Crossdresser bisexual femboy bi
75%
Information about me
Information about Bella Shaw Hi, my name is Bella and I am a transvestite / crossdresser (call it whatever is more convenient for you). When I was 16 I learned what transvestism is and I was instantly attracted to it. Since c***dhood, I did not like being a boy, on the contrary, I was attracte... Read full Story
BellaCDShaw 2022-09-13 3,463 Crossdresser transvestite femboy sissy slut
100%
Обо мне
Хочу рассказать о себе по подробнее. Моё имя Белла, я кроссдрессер, и в сексе я пассивная (всегда). Я обожаю постоянно придумывать себе новые образы, и одеваться в вульгарные наряды. Я настоящая шлюха, насадка для мужских членов, мой ротик их личное чистящее средство, и я горжусь этим. Когда я вижу ... Read full Story
BellaCDShaw 2022-09-13 2,829 Crossdresser Amateur transvestite sissy femboy
66%
Samantha sissy TGTF
Theme and genre of the story: The genre is about gender bender, futanari, gay, physical transformations of the body, magic and biology, the kink in particular that must excite in the story is the perversion of the transformation of the body and mind through a magical element that manipulates biol... Read full Story
Samantha sissy world 2022-09-20 4,352 Teen (18+) Crossdresser Big Tits transformation transgender feminization pov sissification Cartoon magic Gender Bender
100%
Santa & Mrs. Claus
In my story called "Santa Likes Fembois" here I explained that I discovered that last Christmas when Santa Claus visited my house then made me suck on his cock before fucking my boypussy. He also gave me an actual present: a winning lottery ticket. Well, with that multi-million dollar winning ticket... Read full Story
Chrissy Tunnell 2022-12-01 3,454 Crossdresser Amateur Bareback Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Mature cum in mouth
100%
My story, more or less pt.2
So there I was, a boy with a desire. (Refer to pt.1 for context) A few months went by from the "initiation" and I've progressed quite a bit I have switched from shemale porn to femboy porn, to relate to the main characters more. I have also scoured every closet in desperate search f... Read full Story
Thigh_High_Boi 2022-12-23 5,104 Stockings Blowjob Ladyboy Lingerie Homemade self sucking cum in mouth
100%
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
Thigh_High_Boi 2023-01-06 3,491 Stockings Masturbation Fetish Ladyboy Lingerie Homemade pov
50%
PREMIÈRE ÉTAPE FÉMINISANTE
Aujourd'hui, ma mère et moi sommes allés acheter des maillots de bain dans un grand magasin local. C'était en début d'après-midi et nous avions pratiquement l'endroit pour nous tous seuls. En entrant dans le magasin, nous sommes passés devant une grande colonne couverte de miroirs, et je me suis ... Read full Story
Femboy 2021 2023-01-27 801 Stockings Teen (18+) Small Tits Crossdresser Fetish Lingerie domination Sex Toys
50%
SOUS LE CONTRÔLE DE MAMAN ⚧️ ⚧️
Jaime se tournait et se retournait dans un sommeil agité, ses yeux fermés et son visage grimaçant alors qu'il luttait avec ses rêves. Normalement, il s'endormirait paisiblement au son d'un podcast bourdonnant, mais pas dernièrement. Bien qu'il ne le sache pas, chaque nuit, sa psyché ... Read full Story
Femboy 2021 2023-03-18 764 Stockings Teen (18+) Crossdresser Lingerie domination Sex Toys
50%
DE L'ENFER AU PARADIS ⚧️ ⚧️
Je ne pouvais pas croire, même si je détestais ma meilleure amie pour retourner à chaque fois avec son ex, ici je faisais la même chose. C'était absurde. Je n'arrêtais pas de me dire que c'était une fois. S'il était la même personne âgée qui trichait, je serais exclu, mais l'arge... Read full Story
Femboy 2021 2023-03-22 596 Stockings Crossdresser Fetish transformation Lingerie Guy Fucks Shemale
100%
A TRAVERS LE PARADIS ET L'ENFER ⚧️ ⚧️
Scarlet soupira profondément en regardant les images de surveillance. Avec un doigt fatigué faisant défiler plusieurs pages de néant, juste des étudiants qui passaient leur journée, elle était sur le point d'arrêter et de se faire virer. Par nécessité, cela était devenu sa routine quotidienne, e... Read full Story
Femboy 2021 2023-03-24 789 Fetish Big Cock Futanari femboy