Free Stories

91%
HOW MY AUNT AND SISSY NEPHEW CHANGED MY LIFE FOREVER! (fictional
It was the very first night of my month long North Carolina July summer vacation stay when my Aunt Meg suddenly entered the bedroom that I was temporarily sharing with my younger cousin Rudy. Being so openly effeminine in his body language,voice and looks, I had already planted such dirty thoughts ... Read full Story
100%
Edging lessons for Hannah
Hannah and I began spending our weekends together. She didn't have a job and I was always free those days so every Friday or Saturday night became sleep over night where we could be two 18 year old sissies, doing each others makeup, playing dress up and sharing our deepest desires. Now that our rela... Read full Story
100%
Camming Down the Rabbit Hole Ch. 10
As the sun beamed in through a gap in the curtains my now familiar morning wood strained at the silk of my nightwear. How was it that no matter how hard I came the night before it would wake up eager and ready to go. As had become customary my mind would be filled with the events of the previous nig... Read full Story
71%
A Ski Bunny is Born Chapter 4
Our next port of call was Copenhagen (Denmark!). We left London early one wet afternoon and flew across to Denmark's capital, which was also wet! The flight was relatively short and when we arrived we caught a taxi to our city center hotel. We had 5 full days here and were intending to enjoy each on... Read full Story
100%
My First Time Out Part 3
Angelo was still working on Shayna's blonde wig. He fussed with it, combed it, and teased it. Angelo knew a romantic style was very important to Sir Dominique. Shayna was escorted to a tremendous makeup table. Saki placed a headband on her that stretched her scalp and raised her non-existent eyeb... Read full Story
100%
Donna is Donna but John is Joan
I’m an average size guy. Five ten, almost thin, and at thirty years of age, very little facial hair. My beautiful wife was four inches shorter than me, thinner and as she had pointed out many times before, my arms were as skinny as hers. She always talked about me dressing up girly with her be... Read full Story
93%
Sissy Experience - Episode 1: The Beginning
Hello All, Hope you’re all doing well!! This story narrates the beginning of my crossdressing and sissy adventures. Before I begin I’ll tell you somethings about my family. We are a family of four consisting of me, mom, dad and an elder sister. I am currently 20 years old and in college. My da... Read full Story
100%
Camming down the rabbit hole Ch6
In the morning I decided to give the running a miss and do a long session with the DVD, my legs had become a little sore and tight so some extra stretches and yoga would really help. I once again surprised myself with how much more flexible I had become, the plug still in my ass giving me occasional... Read full Story
100%
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 full Story
100%
Deflowering Latina Sissy Destiny
A real life story of my one and only time deflowering someone and being their first real encounter, I was 27 at the time and she was 21. I am absolutely convinced that Trans girls and CDs have a bit of a 6th sense when it comes to perceiving which guys are into them even in a public situation. I ... Read full Story
100%
2nd date with Latina Sissy Destiny
So this was my second time with Destiny, a really cool Latina CD/Sissy who had just turned 22. You might want to read my first goaround with her title, “Deflowering Latina Sissy Destiny” as it will give background and context here. After our first encounter, she signaled that she was definitely... Read full Story
100%
She lied ........ Part 1
I had walked into this bar on Castro St. in San Francisco, not realizing that it was a place for transsexuals. I chatted up with this super sexy bartender dressed in all lime green. We made small talk & she invited me up to her place after work. Being that she lived only 4 blocks away & it was a... Read full Story
84%
She never saw it coming
When I was 19/20 I used to frequent LGBT bars roughly twice every month. Most nights not much would happen but I found myself going to the trans nights more often. Until I eventually had some experience with trans girls. It was mostly fairly soft fun. Me getting oral and occasionally topping th... Read full Story
50%
My First Time Out Part 4
It was Sunday morning at eight o’clock when the phone rang. Shayna’s eyes felt like they were glued shut but managed to answer the phone on the third ring. “Morning,” said Shayna as she was still half-asleep. “Good morning Shayna. This is the Bell Captain calling.... Read full Story
100%
HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH
It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... Read full Story
80%
my new life with my sister-in-law
Yesterday, I went to visit my brother's newly-divorced ex-sister-in-law in her brand-new apartment. It was meant to be a friendly visit and an opportunity to discuss her new start in life. To describe her to you, she's a slightly chubby woman in her forties, blonde hair, blue eyes, very charming wit... Read full Story
100%
It Started by Waxing and Ended Up Something Else
The Best sex I ever had? With a 29 year old female about 7 years ago, (2017) Her alleged name was Ashlee, How did I know her? For about 3 years I was paying for a total body etc. professional waxing, with Karen who had a business in Lincoln. People have not lived until they have gone through... Read full Story
100%
Friendly Neighborhood
"Oh my God Katie, your ass is so fucking hot" I hear as the cock slides in and out of me. "Yeah baby, suck my cock" comes from the guy standing in front of me with his dick in my mouth. I'm on my knees with a cock in my ass and one in my mouth. These cocks belong to my neig... Read full Story
94%
First CD experience
I was having difficulty hailing a cab after a night out when I saw her walking towards me. A slim blonde in big heels, black fishnets, a pale pink mini skirt and a snug fitting black playboy bunny top exposing her midriff. Anyone would have spotted her a mile off. At this point I was quite simply lo... Read full Story
100%
First Time with a Male Part 2
After her hair was rinsed, Travis squeezed the water from her hair. Then he wrapped a towel around her head and sat her back up. Before Travis unwrapped the towel from around her head, Mavis reached over and began to massage his crotch. "We have company, darling," Travis said, as Mavis ... Read full Story
50%
a bride for a day
A letter from an admirer who will visit me in time. All girls want to be a bride for a day. I went down to see Amber now isolation is over and we spent two days just fucking, spanking, sucking, peeing, smearing, wanking and just about anything we could think of. Them Amber suggested we have a... Read full Story
33%
your bride to be
Good morning Michael, I loved the story you wrote for me All girls want to be a bride for a day. I wonder if it is practical to do this as I would like to. Fantasies are nice but are really only worth having if you can make them happen or if the opportunity arises. A mock vicar would be qu... Read full Story
50%
all girls want breasts
All girls want breasts - a lifestyle Sissygurl and her boobs. Let’s start with saying a Sissygurls tits are important to her. Whether you call them breasts or tits it is the same thing. For all women, her breasts are a very important and visible sign of her ‘womanhood’ and regarded as a key a... Read full Story
100%
Sissy Slut and Stepdads part 2
My mother kicked Frankie out and swore that he was the last loser she would ever date. She believed that we were still having sex, and she was right. Pure raw animal lust drove us, and It was even better when we sneaked and got. That nervous adrenaline mixed with my passion and made me super horny a... Read full Story
50%
La soumission
Mon amie Sophie qui m’a déjà surprise à deux reprises dans des situations équivoques, n’a pas tardé à revenir à la charge en m’appelant au téléphone pour me faire une proposition singulière. « Mélina, samedi soir, débrouille toi pour te libérer et me rejoindre à la maison. J’ai une surprise pour ... Read full Story
100%
Unexpected Twist
I'm a reporter for a regional newspaper in Germany, in my 30's and always in search of a good story. Last summer, while visiting a local pride festival for a short report, I got in contact with the regional queer community. A few months before, a new editor-in-chief took over in our office, a very c... Read full Story
100%
Jesse in a dress
Jesse sat primly, as been instructed, gracefully crossing his smooth, shapely young legs reveling in the sensation of the light-taupe silk stockings, sending yet even more flurries of butterflies through his tender tummy. He gently draped the flaring of the soft pastel-yellow floral summer dress ... Read full Story
88%
A girl from the bar!
This guy picks up a chick in the bar and takes her to a private room, the only thing on his mind is to fuck her, but there’s a surprise that the chick has prepared for him! When I stepped down to the hotel’s bar I didn’t even notice that girl at once. I sat my ass down on the so... Read full Story
69%
From Mob to Shemale
Two years ago, I was a member of the Ciccio family in Chicago. I wasn't very high up in the organization, because I wasn't Italian. I had made my way up through the ranks, however, and was making a pretty good living. I had everything I wanted, got all the girls I wanted, and did just about ... 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%
The Wizard's Semen
The forest was dense, thick branches hid the way ahead forcing the four women to push through gaps that weren't really there as the foliage scraped and scratched them, making life very uncomfortable. "This can't be the way, there's something wrong" said Minerva from behind the leader, Cara... Read full Story
66%
Elizabeth: Beginnings of a Sissy
I had a pretty good system going. My 18 year old sister would stay up to watch Sex And The City reruns with me (well she watched, and I smoked weed), and during the first ad breaks, would run downstairs and get changed for bed. During the next ads, I would go to the bathroom, and on my way, raid her... Read full Story
90%
My life as a girl
He stood up and unbuckled his pants and let them drop to the ground. Pushing me down to my knees in front of him, his cock hitting me in the face. God it was at least eight or nine inches and his balls hung heavily down. There you go you little tease. He jokingly said. Its all yours to enjoy my b... Read full Story
80%
Sex Crazed
Jessica Torinowas a very beautiful, Wealthy,and successful woman.she hadburgundy red hair and a stunning body. She had a great job, Great Family, and a great sex life. She was 5'6, 34 double d, and awaist measuring 34 inches. her boyfriends'namechristian. hewas a tall, tan, and handsome bisexual mod... Read full Story
100%
A Real Fantasy
It was a boring Wednesday evening. I was away from home on business. With nobody to talk to and nothing good on the TV I decided to go for a walk. I walked for a few blocks and noticed the neighborhood was changing from hotels and bars to strip clubs and adult bookstores. I had never been to a strip... Read full Story
66%
Dance Bar Bathroom Slut
Dressed in extremely short cut off blue jeans shorts that showed my ass cheeks, 4-inch red heels, a red tank top, a sports bra, way too much make up and a blonde wig, I set off for Atlanta. "Black guys love trashy blondes don't they?" I thought to myself. I checked into an Atlanta hotel... Read full Story
80%
Bisexual Black Man's Paradise
The name is T.J. Brown. I'm an engineer working at Walpole, the toughest correctional facility in the state of Massachusetts. My days are spent reading books, exercising and occasionally tussling with other workers. The facility is undergoing some expansion and I'm the lead engineer on this gig, wor... Read full Story
100%
A Slut is Born
There I was, one week before the end of high school. Going to college in the fall. Nice car, good family, friends. I had it all. So, what was I doing on my hands and knees in a video booth on the wrong side of town, dressed as a cheerleader with a cock in each hand, one in my ass and one buried in m... Read full Story
89%
Father-In-Law Shemale Adventure
My wife's parents were visiting LA from back east. We live in a small one-bedroom apartment in the valley. She wanted them to stay with us but we didn't have room. They got a room in West Hollywood. My wife and her mom had gone shopping for the day. I was supposed to be at work but at the last momen... Read full Story
100%
My tranny slave
I had always wanted to be a master to a tv or ts so I placed an add in a contact magazine. Much to my surprise I received over 50 replies. One of which included a picture this was Emily a 19 yo tranny from hull. I immediately had to meet her so I called the number given and spoke to Emily for the ve... Read full Story
100%
The girl inside me
I with my dolls outside the yard with Amber. What the fuck are you doing you little sissy? Screamed my daddy as he grabbed the doll out of hand and pulled me into the house. That day I learned what boys do and what girls do... but daddy I am a girl I said. Daddy looked at me just shook his head boys... Read full Story
100%
Fitting Room Fantasy
Being a 'girl of a certain kind', I always use the women's fitting rooms in stores when I am out trying and buying clothes. I tend to avoid the 'communal' type, where we are all stripping off together, as I'm quite shy and you also never know if someone may pick up on the fact that not everything ab... Read full Story
88%
Never Wanted To Be Your Girlfriend Ch. 01
So here I sit, waiting to hear what will become of me, and I can't help wondering how the hell I got here. I know how it all got started. And it was all Michael's fault -- Michael and I met my first year of high school. We were both the smart nerdy types. And at around 5'6" and just over a 100 po... Read full Story
83%
Tranny gang bang
It was pretty dingy in here, the sunlight came through a old dirty high window and a single fluorescent tube did little to lift the overall gloom. An oppressive smell of stale piss also hung over the whole place. What was I doing in here? In truth I did not know but I was 16, horny and wanted to ... Read full Story
100%
Working the Glory Hole
After so many nights of torrid fantasies plaguing my sleep, I took a long look at myself in the mirror. I had been slowly embracing my femininity over the past few months. My hair had grown past my shoulders, I was shaving my entire body on the regular, and I would wear panties under my guy clothes ... Read full Story
75%
Passion in the Rough
Tonight, I was searching in vain for a parking place close to the club, but unfortunately, I had arrived late and there were no empty spaces close by. I drove around and went down several streets in the same block until I found an empty spot. That was perfect I thought as I found a parking place and... Read full Story
94%
Penitentiary Pussy-Butt Boy
Hi: My name is Bobbie. Would you like me to tell you how I became a Penitentiary Pussy-Butt-Boy? Well, it all started with a robbery gone wrong. I wasn’t even in the bank when the guard got shot and I still got almost as much time as the others. So, not long after the trial I was sent to the sta... Read full Story
60%
The Creators: Book One by
Chapter One: The Life Giver BRANDON My twin sister is dead, but she’s not gone. Death is a tragedy in the remote village of Towerhead, but it’s not a rarity. Farming accidents, disease, famine, natural disasters, you name it, it kills people in Towerhead. So, six years ago, when the oxen-pul... Read full Story
50%
"SISSIFIED": 12 JOURS DE SISSY-MAS
JOUR 1: mardi 25 C'était le matin de Noël quand j'ai entendu frapper à ma porte, ce qui était, bien sûr, très étrange à dix heures du matin. À midi, j'allais chez ma famille pour Noël, et j'avais rarement des visiteurs inattendus. Toujours dans ma robe, je me dirigeai vers la porte et fus s... Read full Story
50%
HypnoSissy: Partie 1
DEVENIR COCKSUCKER Alors que je prenais le sixième chargement dans la gorge, quatre autres étaient déjà déposés dans mon cul et il me restait encore une file d’au moins six à attendre leur tour pour déposer leur chargement dans l’un de mes deux dépôts de sperme, je ne pouvais pas m'empêcher de ... Read full Story
50%
Mood Hair
Today, I want to talk, as it were, about hair and how it enhances facial expressions and, therefore, personality. Too often, writers of erotic fiction overlook this means of helping to characterize their shemale (and female) characters. However, when hair, whether blonde, brown, black, red, or some ... Read full Story
50%
Clinton
"How many inches?" she asked. "Twelve," he said. "Really?" "Really." "If you're lying, you're just wasting your time." And mine, she thought. "I'm not." "Okay, then. It's a date." Tiffany hoped the jerk was te... Read full Story
50%
Hard Decisions by Elaine © 2020
Hard Decisions by Elaine © 2020 No one in this story is based on anyone alive or dead. It is a work of fiction and should not be read by minors. I appreciate the kind efforts of many of my friends who cast a welcoming glance over the initial writings. I owe you all a big debt of thanks. Prolog... Read full Story
96%
Family Frolic
FRIDAY My sister and her husband wanted to take a few weeks off in the sun and asked me to look after their kids for a while. I'd move out of my tiny apartment and into their house for the duration. As I was still living off my severance and they had a nice spread with an indoor pool and a h... Read full Story
100%
Lola Chapter 5
Lola chapter 5 Summer vacation was coming to an end. Most of the time we had been to ourselves, mostly at home but also a couple of shorter trips. Beer tasting in Stockholm's archipelago, a trip to the west coast, overnight stays in hotels, everywhere we were received like any other couple. A fam... Read full Story
100%
Fucky-Fucky
Dan felt his insides repeatedly fill up and then release with the colonic irrigation solution. His erection pointed straight up and swayed. "Please?" he asked. The colonic therapist, Pamela, smiled sweetly and shook her head. She willingly discussed sexual topics with Dan, a regular ... Read full Story