Free Shemale Stories

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 more

SpankydeBautumn January 29, 2021 72%

Camming Down the Rabbit Hole Ch. 07

Opening my eyes I struggled a little as the residual cum on my face from last night’s show hadn’t been fully wiped off, I felt the dry and crusty leftovers crinkle on my skin, but couldn’t help but smile to myself as I remembered how it had got there. The intensity of that orgasm had been on another... read more

Dani_does_Dallas October 22, 2021 100%

Not your usual birthday present

So here we go again “Happy Birthday” to me, at 51 it’s not that great really it’s just a reminder your getting older!! Anyway here I am 51 having an absolute ball and fulfilling my wildest dreams, Justina likes being out of the closest and loooooves cock.. So for her birthday she hopes someone has ... read more

Samantha Jewels January 12, 2022 50%

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 more

Brina Giselle December 4, 2023 100%

Camming Down the Rabbit Hole Ch. 09

As per my previous mornings recently, I stirred and rubbed the sleep from my eyes, that delicious feeling of my silk night ware stretching over my taught nipples and my morning wood throbbing in its lace enclosure. The urge to touch myself was palpable, it seemed no matter how hard I came the night ... read more

Dani_does_Dallas March 22, 2022 100%

My lusty landlord

Gopal Reddy has been my landlord for about 7 years now. I rented his flat back in 2015 at Whitefield, Bangalore and have been staying there with my mom. Gopal Reddy and his wife Manjula are from Anantapur, Andhra Pradesh and they keep visiting us whenever they come down to Bangalore. Both of them... read more

Manusha Tranny December 12, 2022 100%

First Time: How I Love Cock

The first time I ever sucked a dick was when I was around 12 years old. I was at a sleep over with a friend. We were camped out in his backyard in a tent and he started things out tentatively by asking about my luck with the ladies, which was non-existent. Then he suggested that since neither of us ... read more

wickeddogg December 11, 2019 83%

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 more

the greatest liar November 16, 2021 100%

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 more

Femboy 2021 March 21, 2023 50%

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 more

Femboy 2021 March 25, 2023 50%

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 more

Femboy 2021 April 23, 2023 100%

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 more

Femboy 2021 March 26, 2023 50%

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 more

Femboy 2021 March 24, 2023 100%

Dating all whole my life

Julia and Ilya, together 10 years It was more than 10 years and 2 children ago. In December 2005, we agreed to meet at the gate of my office after a working day. I did not go out godlessly for a long time (40 minutes from the appointed time), but he still waited. I hope he does not regret it ... read more

PornoDating August 15, 2019 40%

How I learned the pleasures of anal

This narrative is the journey that lead up to my first experience with anal sex. The details I have here are as accurate as I can recall and any dialog is essentially the best of what I can remember now. It of course gets more sexually explicit and graphic towards the end... I was born and grew u... read more

Dressed2Thrill July 29, 2015 91%

The Three of Us

Imagine you are a lonely person on the inside, and just wanting all your life to be loved for who you are. Holli Artigas, was just that person. Wondering whether her obsession with Jon Silva, a football star, was from a casual encounter, or was she truly fond of him? Growing up in the Sao Paulo, ... read more

Jon Paul April 28, 2024 100%

A Win-Win

A Win-Win By Sabrina G. Langton *** Author's Note: Hi, just a quick, crazy story about a wife actively participating in her CrossDresser husbands sex life. Just a bit of fluff, hope YOU like it.) *** We were laying in bed, sex was done, my wife could now relax for the rest of the month ... read more

Brina Giselle March 31, 2024 100%

Duel With the Devil, Chapter 20 of The Greatest Liar

Duel With The Devil This is a work of fiction. All characters (including the narrator), celebrities, places, residences, neighborhoods, restaurants, legal agreements and proceedings, events and incidents are either the products of the author's imagination or used in a fictitious manner. Any r... read more

the greatest liar July 19, 2023 33%

Danielle's First Time

Danielle was born in the winter to 1976, but she was born a male by the name of Daniel. Daniel looked like a normal male child aside from liking girly things. Whenever Daniel would play dress-up he'd always dress in his mother's or his aunt's clothes and his parents thought that was cute until Danie... read more

shemale lover February 3, 2012 100%

Danielle Works a Saturday

It had been a few months since his wife left him. Well "ex-wife" as the divorce had been recently finalized. It was her choice; she walked out on *him*. She said she got tired of "Danielle", even though she was entirely responsible for Danielle's "birth" to begin with. ... read more

shemale lover June 18, 2012 100%