Free Stories

80%
JUERA MARICON
My name is Keven Jeanne and, Yes, I am a Sissy! When I was 13 I put on my mom's panties and some of her lipstick when she was at work. I had longish blonde hair and I ruffled it up - kind of teased it up - and when I looked in her dresser mirror, I almost ejaculated. Because what I saw looking ... Read full Story
100%
Lucky to be insatiable...
I reached down to you with both hands and you grabbed them with your slightly trembling, soft hands. I pulled you to your feet and draped your long coat over your shoulders. I put my arm around your shoulders and walked you out of there. As we passed the clerk on the way out, I tossed him a few bil... Read full Story
80%
Vacation fun
I was staying at a nice hotel for a week while working and in the evening, there was not a lot to do so I decided to go for a little walk along the nice pathway they had at hotel. It was very private and wondered around a bunch of flowers and trees and brush and along a nice little river. I had walk... Read full Story
100%
The waterfall chapter 1
The car cruised smoothly along the winding countryside road through the spectacular North Yorkshire countryside. The green hills rolled either side of the road, seemingly endlessly, interrupted only by forests and the occasional farm. “you've picked a lovely part of the world Kelly I will give you t... Read full Story
97%
The Best of Both Worlds
“Promise not to fall in love while you’re away?” Lana asked as she wrapped her arms around me. “I’ve told you several times already,” I snapped at her. I had begun to get more than frustrated with her. “This is just a business trip and nothing more, besid... Read full Story
100%
Becoming Her Whore
"I know," my wife Casey said softly as her hands caressed my naked body beneath the covers of our king sized bed. "You know what?" I asked. I didn't know what game we were playing but I was ready to fuck. "I know what you look at on the computer and what you fantasize ... Read full Story
88%
Jesse's Dream Job
Jesse sat nervously in the waiting room of the opulent office. He was there for a job interview as a personal assistant. Now at six foot tall with 220 lbs of football hardened muscle he did not fit the description of a personal assistant, but the advertisement on line had been pretty specific about ... Read full Story
33%
Growing up CD
Peter, Max and I played together like that for the rest of the weekend. We must have sucked each other's cocks at least 10 times over the three days. Peter and I were both physically drained. Max just seemed to be insatiable for our bodies. He didn't want us to go. He kept on saying how much he ... Read full Story
77%
My Wifes' Whore
I recently lost my job due to a scandle within the company. I've been looking for a job for a month, but noone wants to hire me because of the scandle. My wife has been paying what bills she can but she doesn't make enough money. I usually stay at home and do all the housework while I don't have a j... Read full Story
66%
Bar Table Fun
Up to Miss Kate's door i walked, then knocked on the door happily. i hadn't been to Mistress's home for a couple weeks, and was thrilled to finally be back to see Her. She opened the door and smiled at me, i smiled back and lowered my eyes. "Come in sissy", She ordered. i quickly scampe... Read full Story
50%
Caitlin and Mistress Vicky Chapter 3
I was sitting nervously in front of the mirror in the newly decorated guest room. Chad was set to arrive in half an hour. My wife was getting ready in what was for now our bedroom. She had told me to dress up for the occasion, though I was still to wear my maid's outfit. I opened my jewelry box and ... Read full Story
33%
Alabama Nan: Round 2
I looked at Karen and said "What the hell do you mean Round 1." Karen gave me no answer. Instead, she removed her shirt and began to spread some of my cum on and between her tits. Watching her do this, quickly got me hard again. I licked my lips and purred. I knew what Karen had in mind... Read full Story
100%
T Is for Teresa
Transgender-themed stories which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! It was when I was still living at home, or at least staying there in the college holidays, that Mum came home and found me and Jack Horton lying on the living room ... Read full Story
100%
Retail Therapy
It began, as many of these stories do, with a pair of panties. I love lingerie as much as the next girl, but never overly indulge, as money was a little tight. My new husband Alexander and I had finally settled into our post-college lives and were reasonably well off, but had a plan to pay off colle... Read full Story
100%
Just a Dream
Ok – now here is the deal – in no way is what you are about to read a real story. It was only just a dream – going to put this down as fast and best I can remember it all before I forget. I walked into the packed sports bar wearing my U of State T-shirt. Not a seat to be found &... Read full Story
100%
From Virgin to Fuckslut
I had finally decided to take the plunge. I posted an online ad, saying that I had long had gay fantasies, and had finally decided to explore them. I wrote that I wasn't exactly sure what I was looking for, that I was open to suggestions and I'd never done anything with a man before. Most of the men... Read full Story
94%
The Accidental Sissy
My girlfriend and I live in an apartment in small town in Texas. She a good looking 31 year old babe with a great body and sex drive to match. My girlfriend, Suzy is full figured but not fat, just a big girl and I love every inch of her. Me, I'm 6', 185, starting to put on a little of that middl... Read full Story
42%
Make that Date
Below is a transcript of a recent episode of a new made for TV series called 'Make that Date'. Chuck: "Hi, everyone, this is Chuck Woolery, and welcome to another episode of . . ." "Make that Date," the audience screams in unison. Chuck: "I would like everyone to pu... Read full Story
85%
Fucking with Gina!
Hi! Here I am with my own story! I’m a young white guy, a good looking son of a bitch! When I was a college student, one of those numerous young people who always rush for something, then I was a focus of interest for lots of chicks around! But then something changed. Changed a lot. As I remem... Read full Story
75%
A Futa Futcha
This story depicts a fetish know as Futanari Fuatnari: A type of Hentai, most often depicting hermaphrodites or females with male sex organs. Also known as Dickgirls. Transformation Futa is a long standing kink of mine, though it has been a while since I indulged. The major difference is that ... Read full Story
85%
Alpha Gamma's Secret
Molly woke up to the sound of her alarm clock beeping. She opened her eyes slowly and looked at the time. It was 7:00 AM. She groggily reached over to shut it off, pulled away her blankets, and stepped out of bed. She walked from the bed room which she shared with her sorority sister Gina to the ... Read full Story
60%
Old Man’s Folly Part 2
I had been with Lizabeth several times over the last months I had known her. She was really a TV but I considered her and called her a beautiful woman that just happened to have a cock. I am in my 70’s, widowed but still very much interested in satisfying my sexual appetite. My times with Liza... Read full Story
50%
Chinese Extremes Part 5
One morning Lien was one of three sissy-slaves were cleaning the slave toilets. The two others were using their tongues to clean the floor meticulously. Meanwhile Lien was using her tongue to clean the toilets. She was carefully licking the funnel leading down into the mouth of castrated toilet-slav... Read full Story
100%
Special Shemale Fun
Everyone in the hallway jumped slightly, turned and quickly looked at the tall girl near the sound of the slamming locker. Satisfied that there was no crisis at hand, the kids at the school mostly went about their business. Of course, there were the few admirers that glanced at the girl at the locke... Read full Story
50%
Sealed With A Lick
The frail, skinny boy who sat sleepy-eyed on the bed before me gingerly pulled the hem of his bright orange top an inch or so lower to cover the lean, white meat of his belly. His long, shaven legs dangled in opposite directions off the foot of the bed. He wore striped knee socks, navy blue and red,... Read full Story
87%
Wife fucked by shemale
This is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 kids from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these pro... Read full Story
75%
All Right I'll Do It Chapter 2
The door closed and I stood there in shock. John's cum was drying and pulling my skin as if he was pinching my cheek. I rushed to the bathroom. I had barely gotten the shower running when I had to kneel in front of the toilet and vomit. My mind swirled as both the humiliation and probably Robert's s... Read full Story
95%
Crossdressed cocks
I was looking forward to the fun I could have in my own place. I spent some time on the male chat line looking for someone to play with. he to liked to dress but like me was not at all passable . when he showed up at my place he hade on black thigh highs open toe heels and a corset ,he was taller th... Read full Story
88%
Becoming Lisa
From when I was as young as 9, smooth and long blonde hair, I was always dressing in my older sister's panties and bra, panty hose. My breasts were kinda girlish and i had long nipples that would get hard when I played with them. I was older now, but still only had a small 4 inch cock when it was ha... Read full Story
96%
Fucking A Cute Asian CD
I've always wanted to fuck a cute young tranny. I love their femininity - those gorgeous gurl bodies and the way they are into the lifestyle. Such a turn-on. I pulled my cock out of my boy Kevin the other night and the two of us collapsed in a heap, satisfied with what we'd just done. As we lay in... Read full Story
92%
My Neighbor
When I got divorced and was finally living alone I had many fun times getting fucked all I could by both men and women. I was always dressed when home and loved to stay that way all weekend long and would just put on some pants over my outfit to go shopping sometimes with a coat or shirt over my ope... Read full Story
100%
Blind Date
XtinaSmith2017 Anthony awoke to a piercing buzzing tune, a nice enough melody, but one he had come to despise shortly after he had made the mistake of making it his alarm. The culprit, his smart phone, was plugged in on the nightstand beside him and was in the process of making him gleefully aw... Read full Story
100%
The Married Man of Summer #1
The Married Man of Summer #1 By Sabrina G. Langton *** Something quick.. something from a nice quiet neighborhood, I hope YOU like it... *Stories from the real world This story is slightly, slightly, very slightly autobiographical. Ha... *** Between the beginning of summer 1987 and th... Read full Story
94%
The Babysitter's Secret
The story that I am about to tell you took place on a day that started out very ordinary, but would end up as the least ordinary day of my life. Until that particular Winter day, I thought I knew who I was. I was Peter Fuller -- respected educator, devoted husband, loving father. I had never cheated... Read full Story
100%
Jamie is taken Part 1
Jamie loved his job. Not only did he enjoy the job itself, but it also provided him with outstanding opportunities when it came to getting laid. Jamie was 21 years old and had moved to the city eighteen months before. Not long after he had gotten the job, working as a sales clerk and tai... Read full Story
100%
Jamie is taken Part 3
When this process was completed the Chinese gentleman s turned to his new acquisition in the floor. He lifted him up from the floor and deposited him on a high-backed chair; his legs still folded up, and tied him to it. Then he removed the strap from around his throat and instead shoved ... Read full Story
100%
Bethany's Secret Part 3
-6- February 16th was my birthday and I was eagerly awaiting spending the day (and night) with my girlfriend, Bethany. I had met Bethany six months earlier, when she was just a new student in my high school. I had fallen in love with her at first sight and becoming her boyfriend became my top pri... Read full Story
100%
Story for adults Part 2
The next morning training began in earnest. Pete/Alice ate breakfast by sucking a thick liquid out of a dildo mounted on the wall and after breakfast his insides were cleaned out by five very painful enemas. Then his corset was tightened to make up for the slack coming from his body adjusting to the... Read full Story
75%
Story for adults Part 4
Alice's place in the household proven to be quite complicated and very demanding. First and foremost she was Mistress Angela's slave and her needs came first. Pleasing and servicing Mistress Angela and Mistress Janice both sexually and otherwise took up a great deal of her time. Her life acquired a ... Read full Story
75%
Becoming A She-Males Bitch Part 3
When my alarm went off, it woke me up abruptly and scared me. My heart was pounding so I took a minuet and got myself together. I went into the bathroom and removed my collar. I took a shower, shaved and applied my make-up. I grabbed a thong from my dresser; I picked out a pair of heels from my clos... Read full Story
42%
Chinese Extremes Part 3
It was time to leave Mistress Ming's house and Lien was dressed, or rather tied up, by the two little sissies. First a brutal corset was fitted around Lien's waist, followed by a broad, black leather collar. Lien's hands were then tied in an armbinder, a black leather sack that held Lien's arms behi... Read full Story
50%
Ghosts Chapter 2
"Good morning my dear jamie. Have a good nights rest?" my captor speaks, invisible as ghosts are. I am as I was when he left me. I have invisible ghost restraints on my wrists and ankles. I'm lying on my back, spread so my arms and legs form an X shape. The cum that my ghost captor m... Read full Story
83%
Francis Meets a Black Stud Part 4
After I got back to my camper, I packed a bowl and took a few quick hits. I then quickly straightened myself up. My dick was rock hard and I really needed release and desperately wanted to return to my man and worship his cock some more. I needed to cum so bad, but I did not want to until he said th... Read full Story
93%
My First Time
This is my first ever story written about my first ever sexual encounter with a transgender woman. I really hope you enjoy and want to leave me some feedback… I have slept with many women in my life. I have been married, had more girlfriends than I can remember, several fuck buddies and far too m... 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%
She's Not Hazel Part 2
I could not get out of my mind the sight of fucking Maria and she turns out to be a she-male. I was surprised that it didn't matter, I loved her perfect ass and the way my dick felt in it. The sight of her jacking herself off and then cumming on her stomach is etched in my mind and I can't wait to s... Read full Story
100%
Dream Bride Tranny Chapter 3
I was never allowed to forget that I had had sex with my 18 year old niece when she modelled a few bridal gowns for the KBG. Even her wedding day was hijacked and, in the final part of a wedding day shock for bride Kirsten, she has dressed her Uncle in her most amazing bridal gown and is about to em... Read full Story
100%
Angel Chapter 6
This is an entry in the Literotica Winter Holiday Contest, and is part of an ongoing series on the life of Angel Jones, a beautiful young T-girl in London. For more detailed information on her and on the other characters who appear in this story, please see previous episodes. Angel Jones was uns... Read full Story
78%
Cara's First Time
Cara's First Time This little true story is about the first time I was with a man and a night that I will never forget. My name is Cara. Well that's my girly name, I'm a cross-dresser. I've loved dressing up in women's clothes since I was young when I used to dress up in... Read full Story
50%
Blue collar Master, white collar slave
I sit on the couch in my owner's house, dressed every bit the slave I am. My body from the tips of my toes to my eyelashes is completely and permanently hairless, smooth, soft and beautifully tanned. My upper body is clad in a thin, soft and pink rubber T-shirt and my ass is clad in a pa... Read full Story
100%
Whoring for freedom
It is four o'clock on a Friday afternoon and I have been driving for almost two hours on my way to a cabin in the middle of nowhere. According to the instructions my Mistress gave me, I still have about an hour to go. I have the air conditioner on because it is a very hot day and I have to make sure... Read full Story
80%
Chapter 2 - Cuckold Cruise
If you read Chapter 1, you know how I’ve been a weak, submissive sissy my whole life. My tiny nub of a penis never fully developed has never been inside a woman. I was fortunate enough to find and marry a strong and beautiful woman who accepted my submissive nature but only learned the full scope ... Read full Story