Free Shemale Stories

Lady In The House Ch. 03

A story by MicheleNylons ( Michele continues to be used by the inmates of a prison. Hot wet fluid suddenly soaked the tops of my thighs and the crotch of my panties. I felt stream after stream of his creamy seed shoot against my silken hosed thighs and being to slowly run down my legs. My crot... read more

✘Transensual✘ January 11, 2019 100%

Lady In The House Ch. 08

A story by MicheleNylons (Crossdresser must comply with jailhouse heavy.) "You!!!" Eddie screamed through the bars, then laughed. "Well done girls, quite a show, I really enjoyed that; and so did Michele obviously," he said snickering and pointing at the tent in the front of my skirt caused by... read more

✘Transensual✘ February 25, 2019 100%

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 more

✘Transensual✘ February 27, 2019 100%

Lady In The House Ch. 12

A story by MicheleNylons ( Michele, transvestite prison prostitute, in more trouble. ) "Hang on a minute Carmel; I've got an idea," Steve exclaimed and sauntered over to where I lay curled up in a snivelling ball, may face covered in semen mixed in with my heavy makeup; my clothes dishevelled. ... read more

✘Transensual✘ February 27, 2019 100%

Lady In The House Ch. 11

A story by MicheleNylons ( Next instalment of reluctant transvestite prison whore. ) A few minutes later I was still in a daze, trying to rationalise to myself what had just happened. I was operating on automatic pilot, rifling through the drawers of my closet looking for a pair of nylons to repl... read more

✘Transensual✘ February 27, 2019 100%

Lady In The House Ch. 13

A story by MicheleNylons ( Transvestite prison prostitute gets a visit from the Warden. ) I awoke in my cell the next morning unaware of the terrible fate that had befallen my sister Angie. I knew that Steve had sent his henchman Danny to do something to her in retribution for my recalcitrance bu... read more

✘Transensual✘ February 27, 2019 75%

Lady In The House Chapter. 01

A story by MicheleNylons ( Man in jail is transformed to prison slut.) How had it come to this? I was dressed as a woman and standing in the far corner of a darkened cell on E Block of Chelmsford Correction Facility for Men, and waiting for the most dangerous inmate in the jail. How had a mild... read more

✘Transensual✘ January 11, 2019 92%

Lady In The House Ch. 06

A story by MicheleNylons (Michele continues to be used by prison inmates.) From Part V Harry leant over me and kissed me full on the lips. "That was worth every penny; you are one hot nurse," he laughed. Harry grabbed a handful of my clean white skirt and wiped his cock on it. The silver... read more

✘Transensual✘ February 25, 2019 100%

Lady In The House Ch. 10

A story by MicheleNylons (The finale, what will happen to our transvestite prostitute?) Michele decided to throw caution to the wind and to try to satisfy Davey to the best of her recently learned abilities. She dropped to her knees besides the bed and slowly eased down the zipper on Davey's fly.... read more

✘Transensual✘ February 27, 2019 66%

Lady In The House Ch. 04

A story by MicheleNylons ( Prisoner's transformation continues.) From Part III Steve's orgasm started to subside and he continued to rub his cock all over my face. He smeared his spend all over me, it combined with my lipstick and makeup to make a hot sticky film that covered my face. Steve ... read more

✘Transensual✘ February 25, 2019 100%

Lady In The House Ch. 02

A story by Michele Nylons, Part II "She's all yours Eddie. She looks beautiful." I heard Carmel say as 'she' disappeared down the corridor, her high heels clicking on the tiled floor. Eddie appeared at the door to the cell, he stepped inside and closed the door behind him. "So what do yo... read more

✘Transensual✘ January 11, 2019 100%

Lady In The House Ch. 07

A story by MicheleNylons (Carmel and Charlotte want theirs.) From Part VI "You look gorgeous Michele," Carmel whispers through the bars. I wondered if she had read my mind when I was standing in front of the mirror admiring myself. "Well, I have to say you girls are looking something spe... read more

✘Transensual✘ February 25, 2019 100%

Be My Bitch

After a long day at work, I get in my car, and look forward to the long drive home. It gives me time to unwind and relax. I try to forget about the hectic office and concentrate on my beautiful girlfriend waiting at home with that warm smile that she greets me with when I get there. However, tod... read more

Go Balls Deep or Go Home August 6, 2018 66%

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%

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%

Porn Princess

They say if you are going on a journey of revenge, to dig 2 graves, one for your enemy and one for yourself. I thought I understood the meaning of that saying, but never so much as right now. My name is Dan, and at the age of 21, I had been working for nearly 2 years as a production manager for ... read more

shemale lover September 2, 2012 76%

La pistola NEGRA del Tío, entre Las Bragas de Mi Tía LA PUTONA

Aaayyy.. Yo sabía que la Tía había sido Flor de PUTONA.. pero, jamás me imaginé que me iba a tocar a mí 'hacerme cargo de sus cosas'.. su 'herencia'.. la casa ya vieja, por reordenar destinar y.. LAS COSAS que una descubre ya con los años! Todo estaba igual, pero HORRIBLEMENTE ARRUINADO.. más, e... read more

Ari Riè June 3, 2021 50%

Lope

Je suis une salope C’est un des fantasmes récurrents de la majorité des hommes qui aiment se travestir. Et j’avoue que l’idée m’a souvent excitée. Alors que j’étais avec ma femme dans une boutique de lingerie à Pigalle , des dessous très sexy entre les mains, un homme d'un certain âge a surpri... read more

osvp75 November 12, 2021 100%

QUELQUE CHOSE DE NOUVEAU ⚧️ ⚧️

e me suis transformé en un fétiche de travestissement de poule mouillée de Tumblr à l'époque. J'avais l'habitude de m'habiller avec la lingerie de ma femme, de regarder sissy hypno, de discuter avec des hommes. Mais j'avais besoin de plus. Donc, comme "cadeau gag" parce que je n'étais pas du tout sé... read more

Femboy 2021 March 25, 2023 50%

intimate Cousins

My favorite cousin and first lover, Billy, was just released from prison and I was anxious to see him. I am ecstatic that he is out, and I am thinking about all the past fun we had as I prepare to revisit those good times. Tommy knows all about my relationship with Billy and he understands my need t... read more

Regina10 May 13, 2022 80%