Free Shemale Stories

"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 more

Femboy 2021 January 20, 2023 50%

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 more

CDDIXIE4U January 8, 2019 91%

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 more

smtmsbrianne September 1, 2020 92%

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 more

Regina10 March 2, 2021 94%

The first day of a sissy bitch

She's preparing to become a sissy slut First long and extensive showering then a total shave and she started to turn into the femme of a sissy slut. Naked in front of the mirror, she applied the foundation and spread it evenly across all areas of her face and neck. Next she slipped into her b... read more

sqimyetxräa52 December 19, 2017 60%

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 more

Regina10 November 23, 2020 100%

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 more

CDDIXIE4U January 8, 2019 100%

The sissy dreams

Everyday I wake up in a state , halfway between a happy sissy and a closeted white boy. My mind is constantly trapped in that state. Suffering in silence, the people in my life seem to be oblivious to it, I have it well hid. 48 years of fist fights and weed, long hair and leather coats, Oilfield job... read more

badbadboi667 January 4, 2021 83%

Maid in waiting.

This is my version of an incident that happened to me a few years ago. I live in a remote area of Scotland but I attended University in Edinburgh, the country's capital. I made friends then with a couple who were Bi and into swinging. They had arranged a sex party and I was invited. I was helping th... read more

Missy47 August 17, 2020 100%

a day in the life of Amber SissyZofen 264

And the days had passed one after the other and now it was the day of my date. He sent me a txt at 8.30 on Saturday morning to say he was coming And you remember he was leaving his phone at home in case his wife called You know I had sent him my address, parking advice and left the gate ajar. ... read more

amberdoll September 15, 2020 66%

Deflowering Latina Sissy Destiny

A real life story of my one and only time deflowering someone and being their first real encounter, I was 27 at the time and she was 21. I am absolutely convinced that Trans girls and CDs have a bit of a 6th sense when it comes to perceiving which guys are into them even in a public situation. I ... read more

AllenB September 7, 2022 100%

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 more

Regina10 September 14, 2020 100%

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 more

Chrissy Tunnell February 3, 2022 100%

Caught in the act...

One summer, my cousin Nancy came to stay with us for a while, as her parents had gone away on a cruise trip. At 18 years old, she was a couple of years older than me and in the full bloom of her young womanhood, so to speak. She knew it, too, and it was obvious that she had no problem at all in pull... read more

caroletv31 April 23, 2018 92%

When I Knew I Was A Crossdressing Sissy Slut

I remember the fun I had taking selfies with sexy little outfits and make up on. I loved the dirty,sexy feeling of taking pics of me exposing my asshole and sliding back onto a suction cup dildo stuck to the wall. Hearing from a guy just how much he wanted to eat my ass or fuck me always got me ting... read more

pennypenny September 5, 2018 84%

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 more

Regina10 July 27, 2020 85%

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 more

Femboy 2021 February 2, 2023 100%

FUTA UNIVERSITY BOY-JOUET

L'interphone du bureau de Jane Johnson bourdonna. "Oui, Mary," dit Jane. "Il y a une Mme Winter ici pour vous voir madame." Marie a répondu. "Par tous les moyens, envoyez-la directement." dit joyeusement Jane. La porte du bureau du principal a été ouverte par ... read more

Femboy 2021 February 10, 2023 100%

Daddy looking for his sissy sub

You come over. Your cock is in a cage from last time. I go exercise so you can shower and dress up. You make sure your ass is clean. You put on lingerie, miniskirt, stockings, sexy top. Makeup. Wig. You now look like the woman you always wanted to be. You get ready for dinner and cook for ... read more

funexpat36 January 2, 2017 68%

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 more

Tvtrinity August 29, 2016 77%