Free Shemale Stories

Public Exhibitionist Womans lingerie

I plan on making a video of me outside in womans lingerie and showing off my small cock in public. Yesterday I went to a bath house and walked around in a thong and stockings but no one wanted to share me and gangbang me, they all wanted me for themselves so I left. Maybe some day I will get to expe... read more

perogie5 December 31, 2019 66%

My First Experience

Preface: A few years ago I was surfing craigslist (back when that WAS a thing) and found a couple looking for a man. I responded to that post and went back and forth until we set up a time to play. I arrived on the night and had a few drinks, We chatted and I noticed that the husband kept touchi... read more

rileystar April 1, 2020 100%

2 Traileros

Una noche buscaba divertime con alguien y publique un anuncio donde buscaba a un hombre mayor que me hiciera su putita y le gustara verme vestida. A los 20 minutos un hombre me envio un mensaje diciendome que es camionero y estaria esa noche en la ciudad. Eso me exito mucho y le pregunte donde podri... read more

chz October 17, 2018 100%

The Making of Erica - Sperm Loving Crossdresser

Confessions of a Crossdresser I am a crossdresser. It is an addiction. I’ve tried, but I really can’t stop myself: fantasies, endless looking at pornography, shopping, dressing, masturbation, and inevitably, seeking men to please. I have only sucked cocks, but over a hundred at my las... read more

shemale lover September 3, 2015 84%

De la pucelle quinquagénaire à la mature disponible...

***Prologue - Confessions: Depuis que j’ai offert ma virginité, je me mets chaque jour un peu plus dans la peau d’une femme. Le petit bled où je vis m’interdit de m’exhiber socialement. Totefois je me suis faite une complice, mon épileuse qui me reçoit après la fermeture . Depuis mon nouveau début,... read more

hippocampus_171 January 11, 2023 50%

From a 50's virgin to a Mature good for all

***Prologue - Confessions: Every day since I offered my virginity, I put myself in the shoes of a woman. The little town where I live forbids me to show myself socially. However I made myself an accomplice, my epilator who receives me after closing. Since my new beginning, male masturbations are not... read more

hippocampus_171 January 11, 2023 100%

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%

A Schoolgirl Story Chapter 2

I must apologise for the amount of time that it has taken for the second chapter of this story to come out. I have to admit that I had kind of abandoned it, but all your lovely feedback comments made me decide that I couldn't leave this one hanging. So thank you to everyone who wanted more of Wendy,... read more

shemale lover June 5, 2012 100%

Weekend Fantasy

have so many fantasies....the one that gets me lately, is having access to a house out in the middle of nowhere, for a week or weekend, where i can dress up, all day. No one knows of my lustful secret....so the idea of being able to stay this way without thought, gets me so hard and such in the moo... read more

martley July 20, 2020 100%

Freak House Superstar Come Fest

Kiki and Ty Blaze were doing their thing. They were living on their love and passion, literally. The couple had taken their love, passion and desire to please one another and turned it into their livelihood. They had become stars in the world of underground porn. Their production studio, Nasty Nigga... read more

shemale lover February 1, 2012 50%

Driving Miss Michele

Michele drove carefully through the cold wet dark streets. She was not used to using the accelerator and brake pedals of her compact sedan in high heels and she was debating whether to pull over and unbuckle the strap of the high heel on her right foot and kick it off. She didn't want to bring atten... read more

shemale lover November 30, 2012 100%

Lady and the Cop

A cab pulled up to the front door of the Orbit Lounge bar and three curvaceous figures, Regina, Alice and Rita stepped out, paid the cabbie, and moved gracefully towards the main entrance. They were all so jubilant and any observer would suspect correctly that they were already under the influence. ... read more

Regina10 March 2, 2018 100%

Tara's Adventures

Part 1 I had met them on line. Marla 1st then her owner Mistress Olivia. We chatted for well over a year and had met for drinks. They knew of my submissive fem side and we had planned meetings on several occasions but things always developed that upset them. Then a period of time developed whe... read more

shemale lover August 11, 2012 0%

Gangbanged at the beach

My BBC friend took me to the beach, where people make sex. We arrived in his van. I was in the back of the van, chained blind folded, with my mouth wide open and a huge horse dildo in my sissy pussy. Suddenly I hear the van door opening. I hear many voices of other men. My BBC friend was telling oth... read more

brunasissyslavedolrj May 9, 2022 100%

The Weekend

The weekend A story inspired by the very sweet and sexy samantha satine and my beautiful wife Part 1 - The preparation samantha packed her suitcase with her usual attention to detail, makeup, lingerie, wigs, but no dresses. Her head was confused by this, Master D had given her instructions... read more

MasterofSissies1 December 4, 2018 72%

MY Party Favor Fantasy

My Party Favor Fantasy A fictional story built around an old fantasy of mine I ran a notice on one of those sex sites that said” Help me fulfill my fantasy and I bet we take care of some of yours also. Hi there, I am Penny and I am a total bottom trans w... read more

pennypenny January 8, 2019 92%

MY First Time with a non-binary/cross-dresser

After I had graduated high school but before I had left for college: I was hanging out with a friend and a friend of theirs at their friend’s house. For the story let’s call my friend Dan and his friend Charles. We were watching some movie on Charle’s (parent’s) big TV. Charles gets up eventually an... read more

ghostpeople March 12, 2019 100%

PRIMEIRA VEZ NO SWING

Olá, Neste conto eu vou falar da minha primeira vez em uma casa de swing,tudo começou quando eu vi um anuncio no site de relacionamento que teria uma noite trans em uma casa de swing, e como eu estava de boa nesta semana e com muita vontade de transar não pensei duas vezes e decidir ir nesta casa, m... read more

Brenda Pavanelli cdzinha October 24, 2019 60%

TO BE OR NOT TO BE – PART 1

TO BE OR NOT TO BE – PART 1 by Spanky de Bautumn This is a story about how taking a play to New York City changed people's lives. A transgender coming of age story. I was born Harold Stanley Dayes, not a great name for a kid growing up. I know my parents loved me, but Harold was my mom's dad a... read more

SpankydeBautumn February 22, 2021 87%

A Wife Comes Around Chapter 2

I caught my breath after my wonderful experience, as we were all around the table now commenting on my orgasm. I sipped my drink and exclaimed that was the best orgasm I've ever had. It was getting late now and I had to get going. I put the sopping panty in my bag and thanked everyone. About a mo... read more

shemale lover July 25, 2012 100%