Free Stories

100%
What I dream about
I'm shortly to embark on a trip to amsterdam in the new year and am very excited for one thing in particular, the opportunity to come across a real life shemale! I've been a massive admirer of shemales for a long time now ever since I first saw one. I don't remember exactly how I came across them b... Read full Story
100%
Who actually likes English class?
I was sitting in yet another boring as hell English class. Seriously, why do I need to read Chaucer? Is that necessary for anything I will do in my life? As much as I try to convince myself the answer to those questions are yes, I still can't get interested in what he talked about in 1400 a.d. Ho... Read full Story
50%
Hot And Horny Meeting
I was invited to chat to a bunch of women who were interested in the female body and how it's reproductive system worked. They had put in a request for information on how the lactation process worked and what would be the best hormones needed for a healthy lifestyle. Most functions I attend are f... Read full Story
100%
Exotic Erotic Janaina
As the music played in the background, Janaína, the lovely Brazilian babe and her partner slow danced together. Their bodies moved almost as one and from across the room a tall handsome older man looked on. Behind his glass of wine he admired them, the way they moved together, the way his coc... Read full Story
93%
Horny Aerobic Instructor
Carla is big on aerobic workouts and she loved watching her instructor's muscles as he worked out hard with them. His hot sweaty muscular body did wonders for Carla's sexual appetite. She puffed around the room when he did, did step-ups when he did them she always worked out at the front of the c... Read full Story
100%
Me and a transvestite man part 3
This is the last part of my true story. I had expected it only to need two parts, but it seems that I'm quite a wordy writer, so it now spans 3 parts. Where did I leave off last time? Oh yes; Toni, the gorgeous Brazilian TV was leaning forwards, dressed in her black lingerie, her firm arse toward... Read full Story
100%
My Apartment
I live in an apartment in Buckhead on the 14th floor of a high rise. A large two bedroom that faces the city of Atlanta. I had been a large mall in the city yesterday and once again was looking at the magazines in a large store on Peachtree Street. One of the sales clerks and I were talking about... Read full Story
62%
Bobbys Preggo Shemale Turn
This is a story about how a 14 year old normal guy became a sexy 16 year old pregnant Shemale. It has many similarities to real events. Bobby was a normal guy. he grew up in a good family and was fairly popular. One day when he was in 9th grade his class recieved a new teacher. Her name was... Read full Story
25%
How To Spot A Shemale
More and more men are taking female hormones, receiving breast implants, and undergoing sex-change operations to become "women." Some start these procedures while they're still teens and more than a few mimic women so well that they can use the ladies' room without raising an eyebrow among... Read full Story
84%
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 full Story
66%
Buffy the Shemale Vampire Slayer Part 4
Damn! Wherever Willow was, she wasn't home. The witch still hadn't returned to her motel room. At least, this time, Buffy hadn't had to rely on Sunnydale's public transportation system. Xander had given her a ride across town. He'd offered to wait, to make sure that Willow was back, but Buffy, wa... Read full Story
100%
A Fulfilling Life Part 1
Sophia Sappho, a beautiful society woman of 37 years, is having a few girlfriends over for cocktails one evening. Unbeknownst to her friends the hostess has a male washroom attendant available in the powder room. The first guest retires to the powder room a little urgently. Frantically she lifts ... Read full Story
66%
Swimsuit summer 2010
This really happened and even now I got both excited and scared thinkig about it. Near me there is a bay that's very quiet, even in the height of summer its rarely visited, and I took to driving there in my car and sunabathing in just my swimsuit and hairpiece...seeing as many females of my age ar'... Read full Story
100%
Leather Shemale & Leather Wife
I have always loved seeing others wear leather. I, too, love to wear leather and have a growing collection. I can't remember when it started but it seems I have always had this fetish for leather. During my first job out of college, I met a lovely young woman named Mikky. She was beautiful. Long dar... Read full Story
100%
Erin and the Shemale
Erin was up bright and early on Friday, getting a good hour jog into her schedule. She didn't have to be in class until two hours from now. As she was jogging, earlier male joggers had passed her by with their eyes directly on her bouncing melons. Even wearing two sports bras and two regular bras we... Read full Story
100%
Biker's Secret
It was a hot day last Summer, when I decided to set off for the day, on my Kawasaki 500. I like to wear lingerie under my biker gear, so I slipped on a black bra, matching suspender belt, black silk stockins, and my favourite black lacy French knickers. I put on a nice powder-blue camisole top, ... Read full Story
66%
Electric Shock
I'm glad you enjoyed my story. I have been dressing for many years, and it's only lately that I thought I'd share some of my experiences with other cd's I am NOT convincing; all the stories in Nifty seem to be by gorgeous she-males who cannot be distinguished from the real thing. Much as I woul... Read full Story
100%
His Perfect Shemale Partner Part 1
I am in senior year of school and anyone who has been to school at 18 will know it is not a pleasant time to be working when your friends are all out drinking and enjoying themselves but I needed to go back to school to go the university I wanted to go to. I am a tall fairly muscular straight guy wh... Read full Story
100%
by a Shemale Part 2
I was awaken early Monday morning when Felicia lightly kissed me on the cheeks and said it was time to start my hormone regimen. I looked at her and she had her left hand opened and she had a white pill and in her right hand a glass of water. I was no longer fighting or resisting especiall... Read full Story
100%
A good first time Part 1
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 full Story
80%
Seduced Willingly Part 2
She must have had on lacy silky panties, but cause as she picked up the rythm doing my back and lower back with her hands, her cock was slowing sliding up and down. I was literally having butterflies, I was probably trembling in my thighs and precum was leaking out of me like a faucet. I was more tu... Read full Story
80%
Jenna & Stephen Part 2
A lot has happened between Jenna and I since that fateful afternoon when we shared our wildest past experiences, and then lived-out my kinky secret the very next day. While there have been very different circumstances since then, our sexual relationship has still mostly revolved around my affinit... Read full Story
100%
Adventures of Shemale Sandra Part 1
His name was Phillip. Or at least it had been. Honestly, he wasn't sure who he was; all he knew was that what he had done two years ago was what he thought was right. This was the lifestyle he wanted. It should be said that Phillip has always had strong female influences throughout his life. He a... Read full Story
66%
Adventures of Shemale Sandra Part 2
Sandra thought about Jeff all through the next day. He had been her first, and she could still recall their experience as if it had happened only moments ago. She could feel his rough hands on her tender flesh; his sweat falling in beady drops on her soft belly; his stiffled grunts echoing in her ea... Read full Story
100%
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 full Story
100%
A Shemale Vacation Part 2
We sat there staring despondently at the ground. We had searched through all our bags and pockets and had nothing like the money we needed to pay for the hot sex sessions we had each enjoyed with the hot, hung Dutch whore. The guy, the pimp, who had previously been all smiles and friendly encouragem... Read full Story
100%
Kim the Cheerleader Part 2
Everything was going right. In fact, it was going more than right. It was going perfectly! It was a big gamble using fake information to get into college. Every day she ran the risk of getting caught or exposed. But everyday that passed without that happening made it seem less like to happen at a... Read full Story
50%
An Appreciation Part 1
Andrea Dworkin has long opposed pornography. She has also rejected erotica. This essay is a refutation of Dworkin's position. Allow me to begin with a quote from a SilkyOne Literotica story, "Silky 09.' Someone tells Silky (the eponymous heroine of the Silky Series) that she is Gorgeous. ... Read full Story
50%
Girl With A Dick Part 3
Randy was intrigued to see a teacher from campus, Carole Dunning, at a bar one evening... she'd always admired the beautiful professor from afar. Carole was stunning, beautiful and smart, and very young for a professor... Randy decided that since she'd never had a class with the woman there really w... Read full Story
97%
Shemale Runner
This is based on a real life experience and is about consenting adults engaging in sexual activities, if you are offended by such themes as shemales then do not read on any further. I try to stay fit, I run every day after work for an hour. There is an old dirt track walking path that links fa... Read full Story
50%
Narrative Messages Part 1
The theme of a story is its moral, its message, its meaning. Today, the story's theme is rarely, if ever, explicitly stated. Instead, the writer leaves it to the reader to figure out the meaning of the story for him- or herself. The theme, in other words, is suggested by the story as a whole, especi... Read full Story
100%
When She became He
A Good Friends Advice "You need a good massage" You know how it is, when everything is going so well, the only way to go................, is down. Let me explain. It started when I just knew I had to dump my boyfriend, even that was a loose term. The first part was true, in two w... Read full Story
100%
Shemale Maid
Colleen rushed through the mansion's open gate and headed towards the main door. She opened her mini leather bag and searched frantically for her keys, although she knew she was hopelessly late. Was it her third or fourth unsuccessful attempt in a row to get there on time? Or had there been more? Oh... Read full Story
80%
Showroom Part 2
I had rushed out of the showroom and quickly driven off, removing myself from her... him, hell I don't know what. It just seemed impossible that such a beautiful woman could... well could have been a man. Why didn't I see it? She seemed so natural, so seductive and so good at giving me a blow job. ... Read full Story
100%
Showroom Part 3
While driving from the park back to the car dealership we expressed relief that the park maintenance folks hadn't arrived a few minutes earlier. What a sight they would have had seeing a beautiful woman massaging her breasts while the guy in the car with her sucked her cock. Laughing, I said, "... Read full Story
50%
Mutually Assured Attraction Part 1
Max's life sucks. His job is leading nowhere and women avoid him like the plague. On most weekends his free-time is spent drunk in bars, hitting on women that don't want his attention and ultimately passing out in some back-alley. To make matters worse, his hairline has all but receded off the back ... Read full Story
100%
Transgender fantasy
It’s a beautiful clear day, blue skies and a light breeze, low 80s. I figured I’d go for a hike in the woods in a tank top and shorts, arms and legs nicely muscled, About an hour in my body is glistening from a light sweat. I come to a stream and pause. A cool drink from my water bottle ... Read full Story
100%
Kayla and Tracy: Good morning
"Thirteen...fourteen...fifteen, whew!" The sound of the bench press bar slammed down on the frame as the Amazon finished her work out. Blindly, she reached down and grabbed her towel, wiping the sweat off of her face before she sat up. Weary from exhaustion of a good morning workout, he... Read full Story
66%
Cock Sucking Jail Whore
I've always known that I was not meant to be a guy. Being sexual curious I would look at porn mags like any one does. At first it was just magazines with pictures of naked woment. It was when I ran across my first Hustler magazine that my life was changed forever. Seeing pictures of studly guys with... Read full Story
100%
First Real Cock I Got
I must have been around 15 and it was during a carnival festival. Most of the boys were dressed as cowboys, super heroes, firemen etc. For me it was the chance i was looking for to dress up on woman's clothes. I had picked up a mini dress, fishnet and a small top that was letting my belly free. I g... Read full Story
100%
My Last Duchess
"I'm happy to do it, of course," Thaddeus said, "but, remember, that every correction--" "It's not a correction," I interrupted. "--or revision," Thaddeus continued, "is an extra hundred dollars, minimum." "Fine," I said. I wanted ... Read full Story
75%
The Adventurous Couple
"Whose ass is this?" Nancy screamed at me as she had me bent over the edge of the bed and fucking me in the ass with her 8" strap-on dildo. "It's your ass Mistress; it has always been your ass!" I replied through gritted teeth. Earlier that evening, my loving wife, cam... Read full Story
100%
My First and Last Girlfriend Part 6
His dick was already hard and ready for a second round. I was lying on the bed on my back, and he was looking at me dressed in my sexy outfit. I was still wearing the high heel sandals, the laced garter belt and the fishnet stockings were making my long legs look delicious. Under the miniskirt, m... Read full Story
100%
A Stitch in Time Saves Nine
I'm lucky to have met Frankie. She's not one in a million, not with (at last count) one in ten males transitioning to shemales, but she's still a relatively rare find. We females who are transitioning to hemales, on the other hand, currently number thirty-three percent of the world's population! Fem... Read full Story
33%
Being Barbi's Bitch
After ten wasted years of foolishly trusting in love to 'cure' me of my femininity, I had only just begun to re-embrace the sissy inside me when something made me reach out to an old friend. What made me do it, I really don't know. Although I was once again revelling in even the smallest aspects of ... Read full Story
50%
The Invitation Part 4
The light was gently filtering in through the curtains as Jack slowly drifted towards consciousness. For a moment or two of his half awake and half asleep state he was confused - something didn't quite feel right. He stirred in semi consciousness and his eyes shot open at the unfamiliar sensatio... Read full Story
0%
Matthew’s Return Part 2
I awoke early the next morning with the sensation of my cock being sucked. I opened my sleep fogged eyes and saw Matthew's bobbing head slowly coming into focus. I exhaled a deep sigh. He was a great cocksucker. Standing nearby was Kayla looking a little less forelorn than last night. Her fingers... Read full Story
75%
Turned into a Toy
I clicked the lock shut on the locker containing all my clothes and looked down at my now naked body. I was in very good shape for a fifty year old. I'd always been thin and now I was shaved from the ears down and all six feet of me looked smooth and toned. My cock was a bit tumescent, larger than a... Read full Story
92%
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 full Story
100%
All Night Forced Sex Part 7
When I finally awoke there was a woman standing over me with a very sinister look on her face and with something in her hand. When i noticed i was just laying there i tried to get up to run away and she pushed a button on the device that and all i felt was an agonising pain in my balls. I immediatel... Read full Story
83%
Pay the Genie Part 3
"Don't get too excited, Scott. I'm just here for my dvds..." Scott watched the blood rush to his ex fiance's face in embarrassment as she thought she walked in on him with another woman, then he watched it drain away again as she took notice of the piece of meat dangling between Ura's l... Read full Story
100%
Five Years Gone
"Five Years Gone" "Hi, this is Maribel." Her voice was a little more throaty and lower than I had envisioned, but that along with her Spanish accent made her even more alluring. I kept running her photos through my mind while I answered: "Hey Maribel, I was hoping t... Read full Story
100%
Goddess at the Bar
The beeping began, suddenly, and without remorse. Jan reached over, slapped the off button on her alarm, and lay for a moment debating the merits of rising out of bed. Deciding that waking up would be more productive, she slid out of bed, stood, and walked to the bathroom to take a leak. Emptied,... Read full Story
100%
The House of Lesslie Part 2
I. I woke up. Even after having taken over the House of Lesslie weeks ago, each morning was still the same, and came with the same feeling of disorientation, in need of a few moments to adjust to the realities around me, as new as they were. The bedroom around me was still darkened by heavy... Read full Story
100%
TG - shemale at the airport
Layovers are a pain at the best of times but the prospect of five hours at the airport was not a good one. My inbound flight had been delayed and I had missed my connection, so there was nothing for it but to wait out the afternoon and catch the next 'plane home to the wife and kids. The only ... Read full Story
100%
Saturday at the Park
Saturday afternoon at about 3PM I left a bar after lunch and a few drinks. On my way home I passed a park that typically is crowded but today there weren't many cars so I went back. In the park I saw a few people at the entrance but no cars parked in the back half. I parked on the side of the roa... Read full Story