Free Shemale Stories

Fucked by a Shemale

My names - and I would like to tell you about a very sexual experience I had recently. First I would like to tell you I’m 30 years old and never had a gay experience, until now. It was a Saturday night, me and my brother were round the local town, after a few too many beers my brother met a bi... read more

shemale lover August 18, 2011 84%

Shemale Bitch

Hi there, First let me introduce myself. My name is Garry, I am 20 year old white guy with brown hair, and stand 5ft 10. I am British, but I have been living in the US for several years now, and this is a story about myself and a young shemale called Nikki. I first met Nikki when I was... read more

shemale lover August 24, 2011 75%

My first shemale sex

I had developed a strong desire to be with a hot looking shemale for a long time. I really did not know how to make contact with anyone in the small city I lived in, and figured it would likely never happen to me. One day at work at my computer support job, I was informed that another branch of our ... read more

shemale lover August 14, 2013 90%

My Life as a Shemale Part6

It was the night before my first day of school, I was excited. Sam was over and we were chatting away, she was really becoming a good friend. I told her about what had happened with Mike the week before and she listened to the whole story. She asked me how I had felt about it and I kind of laughed, ... read more

shemale lover February 25, 2015 91%

Jo, Shemale Goddess! Part 1

Jo plumped the cushion and carefully positioned it until it was precisely at the right angle. Nothing less than perfection would do. Ricki, her friend of twelve years was coming to stay overnight and she would notice if the tiniest thing was out of place. An impatient knock on the door signalled ... read more

shemale lover September 4, 2011 100%

MON SECRET RÉVÉLÉ ⚧️ ⚧️

C'etait ma propre faute. Comment ai-je pu être si stupide ? Je m'appelle Karl. J'ai démarré une entreprise Internet il y a douze ans. J'avais travaillé comme représentant d'un fabricant pour une maison de courtage spécialisée dans les marchandises importées. Je pensais que mon entreprise ne faisa... read more

Femboy 2021 March 30, 2023 50%

Bitch Maker

Alex was a rather short fellow, timid, and obedient, Sammie's type exactly. Sammie lay on her back with Alex's face between her thighs, his mouth working on her balls, her legs on his shoulders. She moaned and arched her back, reaching down to wrap her fingers in Alex's hair and grind his face into ... read more

shemale lover June 24, 2012 66%

A Fairy Tale Part 2

=-=-Chapter Six-=-= I woke up sometime later and I was feeling better, even a little hungry actually, and I wanted a shower and I needed to pee and...I cocked my head as I heard the unmistakable sounds of Mistress Stacy's bed moving. She had a large one, king sized, with old springs or somethi... read more

shemale lover December 6, 2011 100%

A Revenge Fuck Part 2

Frankie had been a great sport about the entire affair. She had taken me in, she'd showed me how to become and be the beautiful woman, Josie- she had completely made me who I was, even against her will. And then she was also there to shoulder support in my emotional crisis when things did not work o... read more

shemale lover June 3, 2012 100%

All Night Forced Sex Part 4

When I woke up all I had on was very small running shorts that had a slit up each side and a t-shirt. The shorts were unable to contain my hard-on so I let it stick out the bottom. No one was around and it felt nasty hot. I snapped out of my daze and began to panic just as she opened the door. &q... read more

shemale lover October 10, 2011 92%

Latex succubus

The lights of the city obscured the supposedly brilliant starlight in the night sky, leaving only dim and scattered scattered stars adorning the gloomy night sky half-covered by dark clouds, and the crescent-like crescent moon guarding it in the distance makes the night seem less empty Lonely. Mayb... read more

Alicexiao January 6, 2023 0%

Lesser of Two Evils

My name is Eric. At 21, I was working as the IT guy at a prominent Caribbean cruise company. My days were usually pretty boring. Fixing computer problems were usually a no brainer for me. People are so stupid when it comes to how they use their machines that I assume there will always be a need for ... read more

shemale lover March 27, 2013 84%

A Strange Romance

Although I was over qualified after I graduated and accepted a one as an Internet operations officer for one of the high street retailers. I was offered better jobs but I took the one with the retailers because it paid reasonably well and more importantly meant that I would have to relocate down to ... read more

shemale lover July 5, 2012 25%

Guy gets gangbanged

We've all been lost in thought before some of us thin about fast cars or high power jobs. Not me though I think about hot women with big dicks, petite bodies, and Double Dcups. I can't help it I just love shemales that is until I was raped by three of them. They had 9inch cocks a piece and... read more

Iced5 August 14, 2013 48%

Wet & Messy Sex

It was the text I'd been waiting for for ages. 'I'm back.' it said. Anish, one of the kinkiest guys I've ever met had finally decided to return to his holiday home, just a few minutes away from where I live. He's a well off Asian businessman and has a lovely place to entertain. It's been a while sin... read more

kiwicd April 27, 2022 100%

Lady Denisa's Gang Banged

The young black youth aged eighteen was lying on the bed while I mounted him for the third time that day. I used his cock and muscular body shamefully to bring myself off with no thought for his pleasure. Kenny was my toy boy, an aircraftsman from the base my husband commanded when he wasn't away on... read more

shemale lover November 22, 2011 0%

Finishing School for Shemales

Mistress K looked at the school report and smiled. She wouldn't describe herself as an evil bitch, but plenty had. She was proud of her position. Headmistress of the Finishing School for TGirls. So many beautiful shemale girls had left her careful administration and gone on to happy lives, or ... read more

shemale lover August 9, 2012 87%

Blushing Bride Chapter 4

Chapter Four: The Hen Party I've already told you all about the night a couple of days before my wedding, the night of my stag party, the night where I got to live out all my fantasies and play the blushing bride, dressing in my soon to be wife Gina's gorgeous white wedding dress and lingerie and... read more

shemale lover July 21, 2012 100%

Being a shemale's toy can be fun

Joliet called and asked if I would be interested in having some fun...I thought about the last time and how pissed off she got. I hesitated long enough for Joliet to whimper in the phone 'I promise to make up for my last theatrics, no bondage and I will reward you very handsomely if you attend to my... read more

shemale lover February 10, 2012 100%

My Shemale Sex Adventures

Fresh meat Kevin Judd submits to hot top Korra Del Rio in this sexy Valentines Day special. Sensual domination is Goddess Korra's forte and oh boy does she deliver once she gets her hands on this new submissive slut Kevin. Decked out in seductive, strappy black lingerie, thigh high stockings and hee... read more

KendraK June 16, 2020 50%