Free Shemale Stories

Shy Marcy

After becoming acclimated to my new friends and their life choices, My friend Sammi noticed a girl in "our" restaurant that always sat alone and made no eye contact. We all discussed her and everyone determined that someone should approach her and make her comfortable. One guess who was elected... ... read more

GirlyArms February 22, 2021 71%

Wie sich schlagartig mein Sex Leben änderte... Teil 1

ich war nun schon einige Zeit heimlicher Crossdresser. Nie wurde ich von meiner Freundin erwischt, auch wenn es manchmal wirklich knapp war! Ich hatte ein sicheres Versteck für meine schönen Sachen und meine Sextoys und konnte hin und wieder meine geheime Neigung ausleben wenn sie nicht da war.Trotz... read more

Holly Swallow March 20, 2019 72%

Pa-mie sex-agénaire

Luxure frénétique d’une pa-mie sex-agénaire; entre rêve et réalité Je n’avais jamais fantasmé de mec viril, même après avoir offert ma virginité; mais à une fabuleuse sissy. Avant mon Ѐre, mes préférences de fantasmes étaient toujours avec des lui-femme glabres, idem concernant mes relations d’aprè... read more

hippocampus_171 July 9, 2023 50%

lust of a sex-agenarian nana-pops

Frenzied lust of a sex-agenarian nana-pops; between dream and reality I had never fantasized of a manly man, even after offering my virginity; to a fabulous sissy. Before my new Era, my fantasy preferences were always with glabrous he-she’s, same about my relationships after… BUT BUT BUT… My last t... read more

hippocampus_171 July 9, 2023 50%

BANGING AROUND BANGKOK

BANGING AROUND BANGKOK: THE AMOROUS ADVENTURES OF CAITLIN "MEOW" MORRISON after living and working in Thailand/SE Asia for many years i decided to write an erotic story based on some of the people i have known, venues and places i have been, and the P4P night-scene where i spent way too much... read more

bkkldby June 17, 2019 85%

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 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%

THE ATTIC NOVEMBER 7

THE ATTIC NOVEMBER 7 – PART 1 THE JOURNEY AND GETTING READY. Susan had not had the opportunity to make the journey to the Attic dolled up to the nines so she made do with just wearing her black and pink lingerie under the hideous drab stuff (yuck). Having arrived early and parked up, she relaxed ... read more

sexysusang March 9, 2018 87%

My Vancouver get a way....

I was in a different city, where no one knows me, free. My boi hole started to tingle as soon as I realized I could finally prowl the gay scene of a big city, with two and a half days of zero commitments I had little time to waste. I went to the hotel room in Abbotsford and showered, shaved and trie... read more

badbadboi667 December 14, 2020 91%

My lifes story, which I want to share it with world!

Since my childhood very beginning every time when I see female to which I am attracted to, I imagine how I would go down on her, I just love to do enjoying it for hours. I am obsessed with cunnilingus and I do it with passion!... and then this happened... I'm still writing my full movie scene abo... read more

Sanitaladyboy September 2, 2020 54%

One Torrid Night

I had no idea how a sexual impulse one night while we were fooling around would excite us so much later. We have been married for nearly 27 years and we have just found our love life again after some barren years. A year previous to this story I had come out of the closet and told my wife about my c... read more

shemale lover December 28, 2011 50%

CD and BBC Gangbang 1

My name is Mike, as a "Gurl" I go by Fiona. I am a gay man, mid thrities, white, 5' 9' 165, reasonably handsome, both in and out of women's clothes. One of the ways I express my sexuality is to dress as a woman and get fucked by other men. Preferably in a humiliati... read more

FionaFucked October 27, 2014 94%

Cast party

My name is Dan, and I have always considered myself an adventurous and open minded person, but my experience was taken to a whole new level in my junior year of college when I got involved in an amateur theatre group. We all got along astoundingly well and I found myself becoming friends with severa... read more

shemale lover June 13, 2015 89%

Brazilian Discovery Chapter 2

Chapter 02: First days in Brazil The tub was so large that it could have been a small swimming pool. Joan plunged into the water and started to lick Barbara's pussy underwater. When he rubbed the tip of his nose against Barbara's clit, she mightily climaxed several times in a row! Sometimes, inst... read more

shemale lover August 25, 2012 100%

Flight cancelled

I was on my way back from a long business trip to Chattanooga, Tennessee and deciding to hit the airport bar during my layover. As I walked up to the bar I noticed there was only one seat open. I took it. I ordered my favorite drink, an old fashioned neat with makers mark. As I sat there waiting for... read more

Jsmithsub October 31, 2019 94%

When in Athens

I received an envelope addressed to me through the hotel in Athens I was staying at, I opened it and withdrew an embossed card, inviting me to a club that I had never heard of before, after much deliberation I decided to try it. I alighted from the taxi at the main entrance about 10 pm the foll... read more

shemale lover November 29, 2011 57%

The Invitation

"You see, we have to come up with something that would be so embarrassing for you that there is no way that you would ever show those pictures of me to anyone, regardless of how d***k you got, or how horny you got or how pissed off at me you were,” Sally went on. “Something that wou... read more

shemale lover March 20, 2012 100%

Exposure, Disclosure

The Greatest Liar, Exposure, Disclosure © Alexandra Rios 2019 Author’s Note: This is a continuation of the narrative which commenced with “My Awkward Phase”, which I posted here previously. Readers may wish to read that before continuing, although I have written them to stand alone. Natives s... read more

the greatest liar June 18, 2019 100%

Steve

So on AFF, I used to be gold but guys will just hit you up, sooo I got hit up by an 8in boy. Wasn't sure I'd want to prep up an 8 so I didn't get all ripped up, but nice profile and a fucks a fuck sometimes. What to wear to get cum in tonight? Still pretty warm, I'll go mini with tighter leotard (mo... read more

smtmsbrianne September 16, 2020 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%