Sort by
Relevancy

Free Stories

100%
April Fools!!
I'm Jimmy James and I've been hanging out with the same six guys since we started college. We're a pretty close knit bunch and have stayed in touch since then. At 25, I'm the only one of the seven of us still not married. Even though we all still get together for parties and get togethers, for t... Read full Story
shemale lover 2012-01-04 11,121 anal oral cd
50%
The Greatest Lie Part 2
Never take a long distance bus if other transportation is available. If I had just lobbied my parents a little harder, they probably would have sprung for the plane fare for my summer school session at Minnesota. They were still pissed at me about the problems I had at the end of senior year, but th... Read full Story
shemale lover 2012-01-18 2,996 taboo hardcore femdom
50%
Ghosts Chapter 3
Hello. My name is jamie. I am a pregnant shemale that is 6-months along with quadruplets. th father of my babies is a man, whose name I don't even know, I just refer to him as Master. You see, Master is a wizard of sorts. One day, Master cast a spell that killes him, but not completely. As a res... Read full Story
shemale lover 2012-01-26 3,035 Cumshot licking sucking fucking
50%
The Visit
A visit to a hooker, where I describe my bisexual experiences *** It was a weekday, I had bummed off work and had made my way to Ipswich for a visit to Rona, my favorite hooker. She was a lovely woman in her forties, with a fantastic figure, not slim but not fat and with huge tits. She... Read full Story
shemale lover 2012-01-26 8,003 Group Sex licking sucking pissing fucking
100%
Becky's Video
I suppose I was the one that first mentioned porn to Nikki. We'd been chatting on a girls' night out and laughed abut how I'd never found any porn in the house. She giggled and said I was bound to find some sooner or later -- all men had some, somewhere. A few days later, I'd completely forgotten... Read full Story
shemale lover 2012-02-25 4,208 Fetish orgasm domination crossdressing
90%
A Good Fit
I didn’t want to be there. Trying on clothes in a department store doesn’t rate high on my list of entertaining activities but I needed a few more sport coats so I bit the bullet and went to the upscale store at the mall. At least I had the freedom to go on a Monday afternoon when there ... Read full Story
shemale lover 2012-04-10 3,879 anal sex Group Sex facefucking
50%
Exotic Escapades Chapter 2
"Well howdy. What's a pretty lady like you doing all alone at a place like this?" Tammy walked closer to the trucker. "I'm lost." "Well, how can I be of service to you, ma'am?" Tammy tried hard to look at the dark face that greeted her. "I need a ride..... Read full Story
shemale lover 2012-05-05 2,230 Creampie ass fucking oral sex
100%
Michele And The Predator Part 2
The Predator was satisfied with his first taste of the woman who he had bent over the kitchen table and held captive; but he was far from finished with her. The snooty bitch had been taught her first lesson for the evening; his warm issue dribbling down her stockinged legs was evidence of that. &quo... Read full Story
shemale lover 2012-05-15 2,432 anal sex domination facefucking fiction
50%
A Turkish Delight Part 5
The door was now closed and in the shadows the two figures made their way toward the bed as I continued to service the ambassadors wife, her hands not letting me pull my head away for even a second. "Ah I see you have introduced yourself to the beautiful Christine my dear," Cooed the am... Read full Story
shemale lover 2012-07-16 2,402 Group Sex Blowjob rimjob
72%
Daughter Finds Out Mum Is A Shemale
I had a free period at the end of my school day so I decided to come home a bit early. I got home and headed upstairs to my room when I heard a faint moaning coming from the study. I leant in towards the door and I couldn't hear anything. I opened the door to make sure nobody was in there and what I... Read full Story
shemale lover 2012-07-27 58,444 shemale oral sex self sucking
0%
Tara's Adventures
Part 1 I had met them on line. Marla 1st then her owner Mistress Olivia. We chatted for well over a year and had met for drinks. They knew of my submissive fem side and we had planned meetings on several occasions but things always developed that upset them. Then a period of time developed whe... Read full Story
shemale lover 2012-08-11 5,000 anal Group Sex oral domination sissy
100%
Office Casual
"Good morning Ms. Anderson," Karen said as her boss walked past her desk station and into her office. "Good morning Karen," Ms. Anderson said, not even stopping to make eye contact, "I'm going to be very busy today, so I'll need you to let me know if you get any mail fo... Read full Story
shemale lover 2012-08-30 3,647 brunette cock Masturbation Blowjob shemale big
50%
Quid Pro Quo Chapter 1
She had spent the better part of the summer in that chaise-lounge, and Paul smiled to himself as he saw her there again, stretched-out and lounging lazily by the pool. His neighbor's wife Isabella was truly a gorgeous woman, and while she had spent much of the summer months out by the pool, Paul had... Read full Story
shemale lover 2012-09-06 3,474 Stockings Cumshot Big Cock cum swallowing ass fuck heels
100%
Don Juan With A Twist
A Celebration Stephanie thought that Halloween was the most romantically delicious of the holidays. She celebrated every year since her 21st birthday by going to a costume ball, picking up a masked stranger, and letting things happen as they may. Not knowing who was behind the mask was more ex... Read full Story
shemale lover 2012-10-23 2,822 cum oral sex foot fetish
100%
Amazon Archipelago
On the northern end of Stuart Island, in the far corner of the San Juan Islands in Washington State, an old lighthouse guards the broad, deep channel between the United States and Canada. No longer manned, the building and light tower stand empty now, replaced by a soulless but efficient solar-power... Read full Story
shemale lover 2012-10-24 5,189 cum ass licking oral sex
83%
Doubly Endowed
There was a very real sense in which Eunice could be considered doubly endowed. Not only was she a very attractive young girl, possessed of a proud pair of breasts, with good-sized nipples, and a slender figure, she was also possessed of an asset which even in these more enlightened times was a matt... Read full Story
shemale lover 2012-11-08 4,195 oral
50%
Dream Lovers Part 2
Chapter 2 Christine Moves In, Brings Her Roommate Matt could not wait to give Christine long awaited good news. He entered her room and did not immediately see her. He noticed the open bathroom door and saw the woman of his dreams stark naked at the sink bushing her teeth. Her ass wiggled as ... Read full Story
shemale lover 2012-11-15 3,027 Cumshot shemale oral facial
100%
Angel at a Christmas Party
Angel stumbles along to the upstairs guest bathroom of her friend Helen's house. The downstairs one is full at the moment and she needs to pee really badly. She is also horny as hell after watching one of the guys that is friends with Helen's husband dance and flirt with a bunch of girls that Angel ... Read full Story
shemale lover 2012-11-29 4,783 anal first time party
94%
Taken Chapter 1
Georgia pulled her Mercedes out of the gas station in Albuquerque back onto interstate 40 heading east. It was a long drive ahead to Chicago. She hated traveling alone, that was for sure, but the move to the office back east made it necessary. It was either drive there or sell her Mercedes and buy a... Read full Story
shemale lover 2013-01-18 7,049 Cumshot Big Cock ass licking big boobs ass fingering
37%
First time Crossdressing
I am a bisexual man, meeting straight, bisexual or gay men for our sexual pleasures. I post messages on various message boards that allow members profiles and posting messages. I also post to local groups in my area that allows one to post messages to a small geographical area or to a distant user g... Read full Story
shemale lover 2013-07-17 5,872 first time Crossdresser Fetish Mature bisexual
78%
My Futanari Dreamgirl
My Futanari Dreamgirl I opened the door and there it was, just swinging between her legs. Big and veiny with a bright pink head. My roommate Jesse didn't notice me walk into the bathroom. She had just stepped out of the shower and was toweling off her hair. Her eyes were covered by the towel... Read full Story
Jade Dixxon 2017-10-23 19,821 tranny Cumshot Blowjob Guy Fucks Shemale Futanari
100%
I Give Up
The following story is the first of four parts of a tale that explores the theme of transformation. It is thematically similar others that I have submitted but has a larger narrative arc. I hope you enjoy reading the first portion, Act One & Two. I continue to work on better editing and someone h... Read full Story
ASSEaster5678 2018-09-14 8,772 Cumshot Bareback Shemale Fucks Guy Big Cock Ladyboy
85%
My Awkward Phase
My Awkward Phase ©Alexandra Rios 2019 The greatest lie is that what happens in high school doesn't matter, because life begins in college. I pretended to agree, although I never believed it, for I was the world's greatest liar. Wannabees I was hanging out with my friends Quinn, Barb and Anne ... Read full Story
the greatest liar 2019-06-14 11,507 Small Tits anal sex Latina Masturbation Bareback Creampie Blowjob Big Cock transformation gangbang Shemale and Girl Guy Fucks Shemale Sex Toys Ass to Mouth cosplay hormones high school real life situations
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 full Story
the greatest liar 2019-06-18 7,259 Teen (18+) Small Tits Amateur Group Sex Latina Blowjob gangbang Guy Fucks Shemale cum in mouth
77%
Slut indiscretion
At 17, I had reputation among the people in my world. I had sucked more dicks than the average hooker. I had slept with men of every race creed and color. You can even throw in a mentally challenged lad or and autistic child as well. All because I loved getting sex. I think that a penis is the sexi... Read full Story
Regina10 2020-09-16 5,156 Crossdresser Big Tits Cumshot Bareback Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Ass to Mouth
66%
A different couple
I am Hans, as I already mentioned in my previous story, I am a mature guy (47 years old) who came to the Island of Tenerife more than two decades ago. I am a drinker, a womanizer and a gambler. In these more than 20 years I have seen them in all colors. I have made a lot of money and lost as much, I... Read full Story
lkusex 2021-03-08 5,261 Amateur Big Tits domination
100%
Regina" s Love session
As Tommy entered the apartment, I couldn’t help but notice that his cock was suddenly excited and outstanding tonight and I knew the reason. I smiled to myself with confidence because my l attire was getting the job done. I was wearing my shocking pink sheer lingerie with the frilly top that accen... Read full Story
Regina10 2022-04-01 2,131 Stockings Big Tits Cumshot Bareback Creampie Blowjob Big Cock Lingerie Guy Fucks Shemale pov Ass to Mouth cum in mouth
80%
intimate Cousins
My favorite cousin and first lover, Billy, was just released from prison and I was anxious to see him. I am ecstatic that he is out, and I am thinking about all the past fun we had as I prepare to revisit those good times. Tommy knows all about my relationship with Billy and he understands my need t... Read full Story
Regina10 2022-05-13 5,704 Stockings Crossdresser Cumshot Masturbation Bareback Blowjob Big Cock Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth double anal
100%
First Date With Daddy
My Dream Date. It hasn't happened yet, but a girl can hope, this story is very short story based on my fantasy's. It was Sunday night and I had my first date lined up with daddy. We hadn't met, but we had spoken online at depth and exchanged numbers. I had sent him a couple of pic... Read full Story
SEXYBADGIRL 2023-03-17 4,814 Crossdresser Bareback Creampie domination
100%
mushrooms in all shapes and forms
Mushroom season is open! Yummy! I love mushrooms, in all shapes and forms. We were about fifteen mushroom lovers who only get together to pick mushrooms, without any other friendly gatherings! For this last outing of the season, our splendid instructor was accompanied by her cousin, who was sup... Read full Story
hippocampus_171 2023-11-24 6,034 Small Tits Amateur Cumshot Mature small cock big ass bisexual cum in mouth bald men glabrous
100%
Nikki's Massive Strap-on
A quick recap in case you haven't read my previous stories. My name is Kacey. I'm 20 years old, white, 5'10" and 150 lbs. I have straight, shoulder length dark brown hair, light brown eyes and a thick, 6" cut cock. My girlfriend is Hannah, who also 20 years old and stands 5'10" weighing in at 140 lb... Read full Story
KaceyKlarissa 2024-02-23 3,379 anal Crossdresser Big Tits Cumshot Fetish Big Cock Lingerie Shemale and Girl domination big ass Futanari sissy cum in mouth
100%
Late Night Snack (Touch me in the morning)
I was awakened abruptly by someone banging on my door at 1am. At first, I thought it might be Harry, the man who replaced Mr. Cobb in my bed a few nights ago. He had been persistent and horny constantly. I think it was because fucking trans women like me was new to him and he hadn’t got enough of th... Read full Story
Regina10 2024-03-28 2,297 anal Big Tits Bareback Creampie Shemale Fucks Guy Blowjob Big Cock Ebony Ladyboy Lingerie
94%
Sex Ed Chapter One
My husband and I had quite an open marriage. We were both fairly sexually adventurous and this was reflected in how we both considered it to be ok for us to be going out and sleeping around, provided we were completely honest about it and came home and told the other one all about it. In fact, after... Read full Story
shemale lover 2016-03-08 6,360 pussy orgasm crossdressing
66%
Charisma & Tiffany Part 2
Tiffany's six cocks filled Charisma's six cunts and, although the sorceress was on top and, therefore, able to move faster and with more force and agility than the supine shemale, Tiffany, nevertheless, felt overwhelmed by the welter of sensations that had, as it were, laid siege to her consciousnes... Read full Story
shemale lover 2011-09-02 2,825 asshole shemale domination
100%
Bitch Maker Part 3
"Alex bring me some juice." Sammie said, rolling over in bed and hugging her pillow. "Yes mistress!" I replied, with enthusiasm. I crawled out of bed and walked down the hall, on the way past Tim's room I looked in on him. He lay there silent, his cock trapped in it's new c... Read full Story
shemale lover 2011-09-23 3,812 anal sex licking facial domination
0%
Charlie and the Chocolate Factory
One of the real joys of the holiday season is how the kink community comes together to celebrate. It seems that everyone is allowed to let their hair down that much more, to party like pagans, and to lose him or herself to pure hedonistic pleasure. This holiday season, the Houston kink community... Read full Story
shemale lover 2011-09-27 3,489 asshole cum Lingerie strapon
100%
Adventure with a Couple
A friend of mine, who thinks that i lead an exciting sex life (okay, i DO, lol) has asked me to relate an incident from my experience where i had a session with a couple. So, R, here goes. i guess i should relate a bit about myself, so that you understand how this affair took place. i am a 41 yea... Read full Story
shemale lover 2011-10-15 4,363 Big Tits asshole Uniform Sex Toys
100%
A Very Pretty Boy
The warm buddle bath feels so good on my smooth skin. I love shaving my long slender legs in the tub. My feet are a strong point, many lovers have said so as they kiss and suck my painted toes. Actually, I would be a good looking very sexy woman if my 7″ cum filled cut cock didn’t detra... Read full Story
shemale lover 2011-11-10 4,093 sucking cum
71%
Headmistress' Favorite Sport Part 2
Over the next week the twins trained him further. He was taught how to apply make-up and how to behave in a properly feminine and submissive manner and they trained his movements to be properly feminine. So as not to wear the skin of his ass, the twins introduced a new punishment tool for these trai... Read full Story
shemale lover 2011-12-12 4,707 torture toys bondage and discipline heavy
87%
Headmistress' Favorite Sport Part 3
There was no more time for Denise and Susanna to get over their chemically induced bout of incestuous activity as Denise was being sent to school. This was of course part of the plan. Slaves should always feel guilty about something and once their slave training was over, neither would be able to ma... Read full Story
shemale lover 2011-12-12 6,077 toys bondage and discipline chastity belt
57%
Bukkake and Gokkun
Bukkake and gokkun were introduced by the Japanese, who are nothing if not imaginative and creative in their depictions of pornography, especially of the sadomasochistic and bondage and discipline varieties. Rabid feminists are not apt to like bukkake or gokkun. They tend to see even heterosexual... Read full Story
shemale lover 2011-12-15 11,311 sperm bukkake
75%
Debbie Part 1
He had gotten a job with a large company doing odd jobs, mostly filing papers and bringing out mail. It wasn't much, but it was enough to pay for a small one-room apartment on the seedier side of town. Since he was still very shy from his experiences in high school he hadn't made any friends yet, bu... Read full Story
shemale lover 2011-12-22 9,054 transgender toys bondage and discipline heavy
50%
The Greatest Lie Part 6
In my rare moments of leisure in the weeks following my close encounter with death, I had had little opportunity to talk about it. Of course, the police had asked perfunctory questions, and I had testified at the coroner’s inquest, but until my next appointment with Dr. Erika Wright, I had not... Read full Story
shemale lover 2012-01-19 4,341 hardcore erotic encounters fantastic
0%
Thai Holiday
On Friday afternoon I had the car go around to collect Krissy at her office, then my wife, Mei, from home, and then me at my office. The girls were both wearing light, summer dresses and looked beautiful! Unfortunately as I was coming from the office I was wearing a Suit (But as usual with Black Lac... Read full Story
shemale lover 2012-02-05 3,117 Group Sex cum fuck oral
100%
The Dinner Guest Part 2
It all seemed to have happened very quickly since John had arrived home with our dinner guest. His best friend Rob, who unbeknownst to me had been looking at John’s videos and photos of me ever since we had first started “courting” on web-cam, was stuck in a deeply frustrating marr... Read full Story
shemale lover 2012-02-27 1,778 threesome cum cum swallowing
100%
A New Dawn Chapter 2
Tom and Dawn had fallen asleep together on Dawns large bed after her fantastic display of oral skill. Both had drunk rather a lot, and the comfort of snuggling up together had eased them both into blissful sleep. Tom was the first to wake, and with a horrible thought. Had it all been a dream? An ... Read full Story
shemale lover 2012-03-30 2,302 anal sex fingering facial oral sex
100%
Been Caught Cheating Chapter 2
I awoke in the morning to voices. It was Angela and her sister Heather! I could here them in the next room talking, but couldn't make out the words. Everything was still dark though. And I was still bound to the bed, and gagged. I had stayed like that all nightlong. Trying to move, I also found that... Read full Story
shemale lover 2012-04-23 3,342 Cumshot domination Sex Toys rimjob
75%
Exhibition Fantasy
We are away at the exhibition we are attenting for work and we have had a few drinks throughout the evening with the others. The excited tension between us has got progressively stronger as the nights gone on, we both hardly wait for what we know is coming. We all start to head off for bed and we... Read full Story
shemale lover 2012-04-23 2,450 Creampie Fetish cum Sex Toys fantasy
50%
Exotic Escapades Chapter 1
"You're an interestin' one," the guard said, leading Tammy down the corridors of the prison complex. "So what you mixed with?" "Blasian," Tammy replied, almost in a mumble. "Well I'll be," the guard smiled. "Niggasian?" He stopped Tammy and ... Read full Story
shemale lover 2012-05-05 2,523 anal sex Creampie oral sex
80%
Michele And The Predator
The predator peered through the bedroom window and smiled; he couldn't believe his luck. This woman was just to his taste; he felt himself begin to stiffen as his eyes devoured her; he couldn't wait until he had his hands on her. In his mind he played out the scenario that he envisaged would soon ta... Read full Story
shemale lover 2012-05-13 4,210 Fetish transvestite fiction
50%
Biker Boys Replacement Chapter 2
It's now Friday afternoon and I am in the shower. The hot water is running over my naked body as I soap myself thoroughly. I pause for a moment as I soap between my cheeks before pushing a couple of soapy fingers inside my tight hole. I gasp, it's the first time anything has entered me this way and ... Read full Story
shemale lover 2012-06-12 2,281 anal sex Cumshot oral sex wanking
100%
Biological...Father?
I stood on the stoop outside of a small white house with red shutters about a thousand miles from home. The house was in a nice neighborhood in the suburbs. There were rows of identical houses next to it with similar small patches of lawns and plain black mailboxes. All of the houses appeared to be ... Read full Story
shemale lover 2012-06-13 5,533 first time Cumshot shemale oral sex
75%
Bitch Maker Chapter 3
"Alex bring me some juice." Sammie said, rolling over in bed and hugging her pillow. "Yes mistress!" I replied, with enthusiasm. I crawled out of bed and walked down the hall, on the way past Tim's room I looked in on him. He lay there silent, his cock trapped in it's new c... Read full Story
shemale lover 2012-06-24 2,996 anal sex Cumshot jerking oral sex
70%
SissyRayG at the Roadside Reststop......
Last year I was traveling by car on business between Saskatoon and Regina, Canada. I was looking for a roadside rest area to use the washroom. I had all my sexy lingerie with me and hadn't had a chance to wear it for days as had been way to busy at work. I saw the roadside rest area I was looking... Read full Story
shemale lover 2012-07-03 5,306 anal Bareback sissy gloryhole
100%
Darla's Diary: Slutfest 1993
Vacation Day One At last!! Another fantastic two weeks of freedom...the freedom to do as I pleased and dress as I pleased because it was my VACATION TIME!!! This year was better than other years because it was the first time my wife and I had two weeks vacation each. Just like she does every othe... Read full Story
shemale lover 2012-07-14 3,672 oral facial cum swallowing anus
100%
Bob and Carol and Gemma and Alice?
I sat there, in the kitchen, suddenly very nervous again. The previous half-hour had started out nerve-racking enough but I had settled, more quickly than I had imagined. Carol hadn't laughed, she had been kind, and interested, and considerate, and she had listened and asked intelligent questions. B... Read full Story
shemale lover 2012-07-22 3,502 first time Cumshot oral sex cum swallowing