Sort by
Relevancy

Free Stories

95%
Best session with a T Girl
I like T-Girls. Recently had a chance to go to Costa Rica for work. While I was there I decided to see what Costa Rica had to offer in this department. There is quite a good amount of girls to select from. I started texting this Tgirl and we set a time. I got ready and headed over. It was a Hotel th... Read full Story
horny.hiker 2019-04-30 14,600 Stockings Masturbation Creampie Shemale Fucks Guy Lingerie rimming Ass to Mouth escort ts no lube anal fuck just saliva
100%
Pizza Delivery
She wraps her hands around the back of his head and shoves her cock harder and further into his throat. She can hear him gag and saliva burble in his throat. “FUCK I’ve needed this!” She says, pulling her cock out of his mouth and letting him take a deep gasping breath. “Holy fuck,” he says, cat... Read full Story
ghostpeople 2022-11-22 5,709 Bareback Shemale Fucks Guy Blowjob Big Cock Uniform Ass to Mouth cum in mouth
76%
Open Wide
"Turn your head slightly to the right," she told me. I turned and my face bumped up against her left breast. "Oops, don't you bite that now," she said. "I wouldn't do that," I replied. "You better not 'cause you'd make a hole and I'd fly backward ar... Read full Story
shemale lover 2012-09-01 10,173 Cumshot Blowjob Big Cock Uniform cum swallowing
100%
Every Year
Imagine me. A slim eighteen year old boy, dressed. I mean Dressed. Dressed up that is, in my sister's clothes. I felt good, very good. In fact I felt incredible. I had done this several times before when my parents had been away but never to this extent. They were away for two nights, visiting Uncle... Read full Story
shemale lover 2012-04-22 5,358 Cumshot oral sex deepthroating crossdressing
96%
New Job, New Life as as Sissy Slut
I was nearing my thirtieth birthday and times were getting tough financially. I had gotten laid off from my job and was collecting unemployment and doing some part-time work helping out friends with odd jobs. One of them suggested that I look into cleaning houses. I've always been very neat and peop... Read full Story
shemale lover 2012-12-23 9,433 sucking Uniform domination swallowing spanking
84%
Chambermaid
Denise loved the weekend morning shifts, especially when guests had left ‘breakfast in bed’ signs outside their doors. She wore her usual indecently short lacy black uniform, with a lacy white apron, black matching undies, stockings and black high heels; and with her hair and make-up immaculate she... Read full Story
Emma W 2019-10-29 5,966 blonde Uniform Guy Fucks Shemale
96%
New Job, New Life as as Sissy Slut Chapter 2
I was left lying on the floor, my face completely covered in cum. I was wearing lingerie and a dog collar and I had just been fucked long and hard by my "boss." My virginity had been forcefully taken. The thing is that I loved it. I loved being manhandled by this muscular man and I really ... Read full Story
shemale lover 2012-12-23 7,281 Cumshot Uniform Lingerie ass fucking domination
100%
Traci the Maid
Traci had gotten a job as a maid in a rich man's house. She looked just like any blond 26-year old woman - long legs, slender waist and high size C breasts. She had a heart-shaped face and giggled at all the right times. Only Traci had a secret that nobody at her knew job knew about - she had a 6&qu... Read full Story
shemale lover 2013-07-19 5,194 Stockings Cumshot blonde Uniform Guy Fucks Shemale
100%
New Girl
'Hey girl, watcha doin?' To this day, I don't know why I answered like I did. 'It's Jess!' 'Pleased to meet you, Jess! I love that show too! You actually look like Jess from that show 'New Girl'!' 'You're kidding me, right dude? I don't look at all like Jess, and that is not even my ... Read full Story
shemale lover 2012-12-22 5,685 Uniform Lingerie cd softcore
100%
I fucked the hotel handy man and he had a monster cock
I was on vacation in a new town and decided to stay at this new hotel. I heard it was the best and the location was close to some sites I wanted to explore. I enjoyed my stay there, especially one evening when my air conditioner stopped working, and the hotel guy came to fix it. He looked so hot tha... Read full Story
Madison Heights 2023-09-05 6,458 anal ass Big Tits Cumshot Bareback Creampie Fetish Uniform piss Ass to Mouth cum in mouth monster cock watersports
100%
School's Out
Steve asked me if I'd like to come to our school reunion. We were both twenty and being schoolmates seemed a long time ago. I agreed before he told me it was fancy dress. 'Your girlfriend, Sally's ok about this?' I ask dubiously. I knew Sally well, not that we got on particularly and she was ph... Read full Story
shemale lover 2012-09-03 4,846 Teen (18+) Masturbation Blowjob Uniform little cock
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 4,425 Big Tits asshole Uniform Sex Toys
69%
Sissy School
I arrived at the school at 8AM for the start of my new life. The school had promised a lot when I saw their website but I wasn’t quite sure what I was in for. I had arrived dressed in male clothes with none of my belongings as I had been instructed to on the website. I walked through the gates into ... Read full Story
Sissysophie780 2019-07-04 18,972 humiliation schoolgirl sissy slut punishment School uniform
100%
Whoops, I fucked my bosses son! Real story, written by a tgirl
Normally I never would have entertained the idea of sleeping with a co-worker but when I saw my boss’s son for the first time, that idea quickly went out the window. It wasn't like I didn't think about fucking my co-workers, I did… in fact, I would leave work some days leaking with precum from the v... Read full Story
Madison Heights 2022-10-27 6,616 Bareback Blowjob shemale Big Cock Uniform Lingerie tgirl office sex cum in mouth coworker creampied workplace
66%
The Coma Girl Brain Transplant
[This frivolous story is something I put together as an entry for a comedy competition earlier this year, not to be taken at all seriously, a bit more sci-fi than erotica, more of a mind-fuck than anything else so it’s not jerk-off material but hopefully some of you might still enjoy it] Thankful... Read full Story
cara_elaine 2017-12-19 6,348 Crossdresser Uniform domination
72%
The Weekend
The weekend A story inspired by the very sweet and sexy samantha satine and my beautiful wife Part 1 - The preparation samantha packed her suitcase with her usual attention to detail, makeup, lingerie, wigs, but no dresses. Her head was confused by this, Master D had given her instructions... Read full Story
MasterofSissies1 2018-12-04 8,481 anal tranny Stockings Crossdresser Group Sex gangbang oral domination Guy Fucks Shemale transvestite schoolgirl School uniform maid uniform
100%
The Experience of a Lifetime
My divorce was hitting me really hard. My wife outgrew our relationship and started living her own life and I had a front row seat to everything. My heart and life was upside down. I didn’t go out anymore. Friends and family both told me it was time to get my life back on track and start living ... Read full Story
therefill05 2020-11-30 19,739 Big Tits Cumshot Bareback Creampie Shemale Fucks Guy threesome Blowjob blonde Big Cock Ebony Uniform domination cum in mouth
90%
I am a sissy maid
Part 1 Around the end of my last high school year, my curiosity for crossdressing had just emerged, but I didn’t explore the fantasies too much as I thought it was just a phase. The following fantasy is something I have dreamed about for years… A friend of mine, Peter, was into the same video ... Read full Story
lea1234 2014-03-27 9,438 Stockings suck Uniform stroking cd
50%
Tranny swinging
Chapter 1. My wife Claire rang the doorbell and we both looked at each other, our hearts were racing, what was going to happen when entered these strangers home. The reason for our trepidation and standing in front of this alien door was that we had answered an add on a swingers site after we had... Read full Story
Amy4u 2018-01-04 5,156 Crossdresser Group Sex Uniform cd sissy
100%
Just One of Those Days Part 3
Hello again. My name is Amanda, I'm 33 and single, since I discovered that Richard, my now ex boyfriend, was a nasty cheating bastard. He turned me into the woman I've become, confidant exhibitionist and uninhibited, especially with sex. I'm a natural blond with long hair nearly down ... Read full Story
shemale lover 2011-12-09 3,739 sucking
100%
All Right I'll Do It
"Alright I'll do it but you promise you will never tell or bring this up again?" It was spring of 1970 and I had just turned eighteen a week earlier. My last year at Reidel High, located in a small northwestern town Nowhere USA with a Population of 2,700 and far away from the anywhere e... Read full Story
shemale lover 2012-10-10 4,029 Fetish Uniform crossdressing
100%
Josephine's First Day
My life at school was fairly uneventful. I wasn't brilliant academically. I wasn't a talented sportsman, actor or musician. I wasn't one of the popular children. I wasn't in physical fear from bullying, although there was a lot of teasing, name calling and 'jokes' that were funny for everyone else. ... Read full Story
shemale lover 2013-01-04 8,538 Teen (18+) Crossdresser sucking Uniform handjob
44%
A Lover Wet Dream
I fantasized about my tranny girlfriend fucking me the other night. I dreamt that she told me to be wearing my blue teddy, earring I got me for for birthday, thigh-high white stockings, and black heels. I came home all sweaty and dirty from a long day’s work, and told her to get me a beer from t... Read full Story
ASSEaster5678 2018-05-02 2,991 Bareback Uniform Guy Fucks Shemale deep penetration dreaming
77%
Porn site meeting and fucking ;)
We started talking on a site. I knew you were for real when you sent me a message introducing yourself. We only spoke for 2 days before we decided to meet up and I was excited to play with a real little slut. You told me the only things off limit were anal and scat otherwise i could do what I wanted... Read full Story
BalkanLoco91Ri 2019-08-26 4,753 Teen (18+) Amateur Cumshot Masturbation Bareback Blowjob Big Cock Uniform domination Homemade pov Ass to Mouth cum in mouth
95%
Proud To Be A Sissy Chapter 8
I woke up to hear daddy lightly snoring and in my sleep I had draped a leg over him so that my body was almost covering him. I giggled to myself realizing that even in my sleep the sissy slut in me reached to grasp his flaccid penis. Then I curled closer up against daddy and contemplated about how m... Read full Story
shemale lover 2012-12-24 9,068 Teen (18+) Crossdresser Uniform Lingerie domination
100%
Young Sissy Chapter 1
I don't know how long I was under...days, weeks...who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck with needles, filling me with horribly persuasive dreams of a beautiful new body. I tried to imagine myself as a man, just to s... Read full Story
shemale lover 2013-01-04 10,010 sucking Fetish Uniform domination big boobs
87%
Fancy dress party
Living near the coast, there are quite a few caravan/camping sites near us,Every new year me my wife and friends go out in fancy dress to one of the parks that has a great club house, Usually I go as Batman, a Centurion, things like that but last year my wife suggested we all go out dressed as Frenc... Read full Story
debbstv 2018-12-04 6,477 Stockings Crossdresser Amateur Outdoor Blowjob Uniform
90%
A Schoolgirl Fantasy
As I sat on the couch watching some boring show, I was thinking, "Being alone doesn't have good perks. Maybe if I wanted to dream something naughty, it might be cool." So, I closed my eyes, and I dreamed of a very naughty transexual schoolgirl who would do what I needed. All of a sudden, I heard a s... Read full Story
OldHungDude67 2019-03-04 5,457 Amateur Cumshot Blowjob Uniform Guy Fucks Shemale Homemade Ass to Mouth
100%
First fuck in public ;)
You’re only wearing a coat, I find a place where, I can kiss you then slide my hand between the flaps of your coat. I expose your breasts and slide my hand down across your tummy down to your pussy. My fingers start to explore your soft bush, working there way to your soft pink lips surrounding your... Read full Story
BalkanLoco91Ri 2019-08-26 3,644 Stockings Teen (18+) Amateur Big Tits Cumshot Outdoor Masturbation Bareback Creampie Blowjob Big Cock Uniform domination Homemade pov cum in mouth
100%
My first time as a gurl
Part one. My first time….I was 21 and had recently split up with my long term girlfriend so was feeling quite depressed and at a loose end. One Friday afternoon I was in my local pub and chatting to a few people I knew, one of these being Andy. He was in his late 20’s and was usually accompanied wi... Read full Story
Nicole-Andrea 2022-09-06 4,674 Crossdresser Amateur Bareback Creampie Uniform Lingerie
50%
Just for your fun
Invite me over ,I'll be as hottt as you like after I have my nipples played with --Sucking them , twisting them, pulling them , sucktion cupping them ,pumping them , etc --make me lick my lips while you tell me sexy stories and what you are going to do to me , slap me all over with crop . spank m... Read full Story
goodgurl34 2021-03-08 1,863 Crossdresser threesome Blowjob Big Cock domination Homemade
50%
Taping a Train
Ever since I took the leap and became and transformed my body into the one I was supposed to have I have never been happier. I love my soft skin, long dark hair. When ever I can I will look in my mirrors at home while naked and rub my hands up and down my body, feeling my big D cup breasts then runn... Read full Story
shemale lover 2012-04-12 2,971 anal Cumshot Uniform gangbang oral
71%
A Schoolgirl's First Time
I’d been emailing and phoning Dan for several weeks when he first suggested that we meet up. It was very exciting and I couldn’t wait. My every waking hour was spent thinking about it. The only odd thing was the request he’d made. “Can I ask you a bit of a kinky favour?&rd... Read full Story
shemale lover 2012-06-10 4,239 Cumshot Fetish Uniform oral sex crossdressing
100%
New Game by Jordan Skythe
New Game Alan tossed his game controller, then reclined on the bed and sighed. “I’m bored.” He nodded in agreement. “So am I.” He wasn’t, but wanted to see where the declaration could lead. “We need to do something new.” He felt his breathing increase, wondering if this was the moment he could... Read full Story
AuthorJordanSkythe 2022-01-24 1,937 first time Stockings Crossdresser Bareback Uniform seduction Lap dance
100%
Lady In The House Ch. 02
A story by Michele Nylons, Part II "She's all yours Eddie. She looks beautiful." I heard Carmel say as 'she' disappeared down the corridor, her high heels clicking on the tiled floor. Eddie appeared at the door to the cell, he stepped inside and closed the door behind him. "So what do yo... Read full Story
✘Transensual✘ 2019-01-11 4,638 Stockings Crossdresser Fetish Big Cock Uniform Lingerie domination PRISON PUNK prison sex Prisonboycum Prison Bitch
85%
My Orgasm at work
I finally found my sexual fantasy come true at work. I always fantasize about one of my female co-workers (and sometimes all of them) dominating me, pegging me, brutalizing me. That every time they walk by my office, they would pour their coffee on my floor next to my feet and i'll get on my knee... Read full Story
Chickzdigmeyup 2019-06-21 6,793 Teen (18+) Crossdresser Cumshot Latina Bareback Fetish Uniform Lingerie domination Sex Toys
100%
Just One of Those Days Part 2
Hello again. My name is Amanda, though sometimes I use the shortened version Mandy, when the mood suits me. I'm 33 and have stayed single for three years, since I discovered that Richard, my boyfriend, was not only cheating on me with dozens of women, some my so called friends but was al... Read full Story
shemale lover 2011-12-09 3,106 cum massage shemale sex
91%
Masturbation fantasies: Amanda, queen of the peep show
A guy visits a peep show with unexpected results. As he gets to watch a girl with something special, he discovers his hidden desires. This story contains: peep show – voyeur – gloryhole - fake tits – group masturbation – male masturbation – shemale – frottage - titfucking When William finall... Read full Story
ThatEroticWriter 2019-07-24 8,290 Big Tits Cumshot Masturbation Uniform Frottage
90%
Camming Down the Rabbit Hole Ch. 08
A familiar sensation greeted me as my eyes opened and a yawn escaped my mouth, that oh so delicious feeling of my morning wood straining against my silk night ware. It was becoming an ever occurring pattern that no matter how large the orgasm the night before I would wake with the hardest of cocks, ... Read full Story
Dani_does_Dallas 2021-11-15 3,681 Stockings Small Tits Crossdresser Amateur Cumshot Masturbation Fetish Uniform Lingerie Homemade self sucking pov cum in mouth
100%
Caught Dressed
Caught Dressed by Jordan Skythe Chapter One He turned in fright as the bedroom door opened, and frantically pulled his comforter off the bed as Bradley entered. “That was locked!” Brad straightened and smiled. “Woah! Hi!” “What the hell!” Brad motioned to the door frame. “You do know there’s... Read full Story
AuthorJordanSkythe 2022-01-20 3,431 Stockings Crossdresser Bareback Blowjob Uniform Lingerie
100%
Camming Down the Rabbit Hole Ch. 11
I sat there for some time, my phone still in hand. I couldn’t fully comprehend the situation and where I was. All this started when I was put on furlough and thought I would be losing my job, an idea born out of boredom, hornieness and desperation. What started as a regular cam show with a guy hopin... Read full Story
Dani_does_Dallas 2022-04-25 3,971 Crossdresser Amateur Cumshot Masturbation Blowjob Uniform Lingerie Shemale and Girl Sex Toys Homemade self sucking pov cum in mouth
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
shemale lover 2012-10-07 2,384 first time Cumshot oral
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
shemale lover 2012-02-06 5,048 sucking shemale massage
100%
An Invitation
"Oh come on,Sarah. There has to be a way." An innocuous enough statement, but that's how it all started. I'd just received an invite to Cressida's annual Christmas party which, maybe not on the Hollywood A list, was within the cognoscenti an occasion not to be missed. The soirees of ... Read full Story
shemale lover 2012-11-16 4,462 Fetish oral sissy
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
shemale lover 2011-10-14 4,533 Fetish domination nipples
66%
Trannies in Space
There was no spaceport on Jansen's Planet. There had been, but whatever calamity had befallen the world generations ago had also destroyed its port. It was one of so many planets out in the Barrens that had fallen on hard times. So Dekker set down the Barnabas in a clearing in the forest, a remna... Read full Story
ASSEaster5678 2019-01-25 11,925 Shemale Fucks Guy Guy Fucks Shemale Sex Toys space robots
100%
Tony to Tanya
My name is Tony and I'm an average 19 year old boy. I'm 5 foot 7 inches tall, have shoulder-length brown hair and blue eyes. I often get mistaken as a girl from behind because of the length of my hair and because I look after it really well. I've been told I'm as good-looking as most girls my age. M... Read full Story
shemale lover 2011-12-19 4,158 cum dildo ass fucking
88%
A Schoolgirl Story
Jason Sheen was eighteen when he moved to River Falls with his mother. Ever since he was a small child Jason had lived with just his mother, Felicity, and he could no longer remember anything about the father who had abandoned the two of them when Jason was just three years old. Fortunately, Felicit... Read full Story
shemale lover 2012-06-05 14,774 cum oral jerking off crossdressing
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
Sissy Annabelle 2022-10-07 5,139 Interracial crossdressing sissy cuckold chastity
87%
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 full Story
shemale lover 2012-08-09 10,358 shemales Cumshot domination oral sex
100%
A Game within a Game Part 1
Epilogue Rob came home from work. His wife Jenny was waiting for him. In her hands she held a letter. Jenny said: "We received this letter today. It is sad news from Marion S. We have met her and her husband John a few times - do you remember? John has had a car accident while driving fas... Read full Story
shemale lover 2012-03-05 14,003 Fetish bdsm crossdressing bisexual
100%
Beefy Buns
It's hard to get good help. Probably, that's true in any business, but it's especially difficult to find decent employees in the fast food racket. Believe me; I've tried. I manage the local Beefy Buns franchise--burgers, fries, and shakes is our mainstay, but the menu also features fish and chick... Read full Story
shemale lover 2012-04-22 5,898 anal sex Creampie blonde shemale
100%
Lady In The House Ch. 06
A story by MicheleNylons (Michele continues to be used by prison inmates.) From Part V Harry leant over me and kissed me full on the lips. "That was worth every penny; you are one hot nurse," he laughed. Harry grabbed a handful of my clean white skirt and wiped his cock on it. The silver... Read full Story
✘Transensual✘ 2019-02-25 3,596 Crossdresser domination prisoner prison sex Prison Bitch
100%
Roberta, Molly and Ed
Friday "Commander Cromartie?" Lt. Commander Edward Cromartie, USN, turned toward the voice that had spoken his name. He saw two female naval officers, a tall willowy light-skin Black woman, and a short Asian one. The Black one was wearing the uniform of a full commander, the Asian of... Read full Story
shemale lover 2012-09-04 5,171 Cumshot threesome Blowjob Big Cock condom sex
25%
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 full Story
shemale lover 2012-07-05 6,722 Creampie Fetish crossdressing virginity
100%
A Turkish Delight Part 2
As I sat in my hotel room I pondered my future and what may lie ahead. My passport had been seized and I was not able to leave Turkey nor could I tell anyone about my plight. It was late afternoon when a courier arrived at my hotel with a large white box. He rang the bell and upon answering I was gr... Read full Story
shemale lover 2012-07-16 2,601 anal Creampie Fetish domination crossdressing
100%
A Morning's Service
While this is a work of fiction it is something that I am actively looking for a dominant man to do to me ......... although I doubt in reality that my wife could be persuaded to be there, in all other aspects it is something that I want to experience. Contact me if you can help, enjoy. I had bee... Read full Story
shemale lover 2012-03-20 2,389 Stockings Fetish oral sex Sex Toys crossdressing
88%
Caught Crossdressing by a Real Man
This story is a continuation of night club cum slut. Ever since I first wore panties for a boyfriend, I had built up a collection of lingerie. I gradually worked up from panties to the most erotic lingerie I could find. My fascination with cross dressing went a little further with a new fetish f... Read full Story
shemale lover 2013-01-17 35,272 Crossdresser sucking Lingerie ass fucking ass fingering
100%
Hung Trans Lesbians Fuck Two Ladyboys
Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, Anal Fisting, Semen Swallowing, Role Play, Orgies, BDSM, Cock Sounding and Foot Fetish this story is for you. Note 2: All the characters are over 21. The names are fictitious, but some... Read full Story
darrell 2022-01-03 4,108 Group Sex Big Tits Cumshot Bareback Fetish Blowjob Big Cock Asian Ladyboy Sex Toys Mature cum in mouth shemale + shemale
100%
Cab Driver
I already have a raging hard on, and it is only 9pm. I have my clothes for the evening laid out on the bed before me, and my cock, balls and ass are newly shaved. I have decided to wear all black tonight: black lacy panties, bra and suspender belt, sheer black stockings, and a tight black dress that... Read full Story
shemale lover 2012-03-01 4,561 Stockings Creampie Fetish oral sex heels
100%
Eve Quest Part 3
Sometime during the night I was released. That exquisite pain at the point my limbs were release must have dulled my recollection of the events. I'm reasonably sure I was given the Toilet command and I hope I did a good job. In any event, I was still on the bathroom floor when I heard my mistresses ... Read full Story
shemale lover 2012-04-21 4,246 transformation oral sex cum swallowing
100%
A Letter to my Master
A letter to my Master telling him how I felt after the other night Master is coming round tonight and I have the flat to myself. He wants me dressed and ready for him. Good! I am aching for his meaty manhood and looking forward to tasting his cum. He has given me instructions as to what I must... Read full Story
shemale lover 2012-03-16 3,775 Fetish orgasm fucking crossdressing
100%
Dressing for my Master
Master is coming round tonight and I have the flat to myself. He wants me dressed and ready for him. Good! I am aching for his meaty manhood and looking forward to tasting his cum. He has given me instructions as to what I must wear and I know exactly what will turn him on most. I have the requi... Read full Story
shemale lover 2012-11-27 3,820 sucking jerking facial
57%
Ambers torment
It seem to be the typical day for Amber as she entered the home of Master. The usual early wake up and long drive down to his house seemed nearly routine though, the last visit was a few months past and the girl was anxious for what was to come. Although, her expectations were not different from any... Read full Story
shemale lover 2014-04-19 7,078 shemales Fetish bdsm
71%
Filthy Little Beast
I had very few memories of my early childhood. The ones I did have were anything but pleasant. I did remember my mother and her blind hatred of my father and myself. She was very tall blonde woman with cold blue eyes named Monica. My mother always dressed in the most expensive leathers and satins in... Read full Story
shemale lover 2011-12-02 12,293 taboo Fetish crossdressing erotic encounters
100%
Wife Converts Husband Chapter 3
After about a month of being dressed up and acting as a female, trying out all the different outfits we had purchased and Shelley feeding her strap on cock to my willing mouth and ass every chance she got. My ass and mouth was now well and truly broken in. Shelley came home one arvo with a flyer ... Read full Story
shemale lover 2012-10-18 5,333 anal sex sucking cum swallowing
100%
Flowers in the Heart Part 2
Chapter 1 "Hey Scott, Fauna kind of likes you," Jenna said, snickering. "Hey Jenna, it hard to hear yourself over that echo?" Scott said as he caught the football, and then heaved it back to Ronnie. "Huh?" Jenna asked, puzzled. "Yeah, your head up your ... Read full Story
shemale lover 2012-11-11 6,126 sucking oral sex facefucking
100%
Seven Lessons Part 2
That night he had many erotic images flood into his dreams, lingerie, fetishwear and sex, lots of sex. Hardcore action of all persuasions had filled his sleeping thoughts with him in both the receiving and giving roles. And then there were the bells, the bells were tolling for him. Actually, as t... Read full Story
shemale lover 2011-12-01 3,779 orgasm domination oral sex
100%
The Wonderful Adventures of Miss K
Miss K sat near her bedroom window in her pink silk robe, staring off into the late morning skyline in the distance while she held a cup of hot chocolate in one hand and ran the other through her waist length bleached blonde permed hair. The indirect sunlight lent the dark chocolate skin on her sili... Read full Story
shemale lover 2011-12-03 5,733 anal oral fingering long dick
100%
The Sin of Lust
"Forgive me, Father, for I have sinned." Father Jeremiah looked up from his paperwork to see Sarah standing in the doorway of his office. He cocked a brow at her, then returned to writing his next sermon. "I'm sorry, I can't help you," he said, without looking back up, "i... Read full Story
shemale lover 2012-04-08 2,587 anal sex Creampie oral sex rimjob
70%
First Time Sissy Maid
I had been fantasizing for many years about serving a dominant Mistress, watching lots of movies online, and generally lusting over the doms I saw posting ads. At the age of 28 I finally found the courage to answer a rather intriguing post by an older woman and her trans partner who were looking for... Read full Story
shemale lover 2012-10-27 16,695 first time Fetish Big Cock domination sissy
82%
Halloween Double Cross
It all started off so innocently... My wife Jo, tall, slim, blonde, aged 40 with 34DD tits and the sexiest big ass imaginable, works as a doctor. Her hours are long and arduous. She often comes home completely worn out. Only during the holidays does she tend to recover her sparkle. She is gorgeou... Read full Story
ASSEaster5678 2018-10-29 11,101 Shemale Fucks Guy sissy Halloween
100%
Part 2..My First time (Cont).
Part 2. I remember asking Andy if being made love to would hurt me, (note I said made love to and not being fucked) and he said it would hurt the first time but after that it should be ok so I asked him to make love to me. He asked me what position I would like and I replied I had no idea as this w... Read full Story
Nicole-Andrea 2022-10-05 4,196 Crossdresser Amateur Bareback Lingerie
0%
Headmistress' Favorite Sport Part 9
When Denise returned from the academy all this was taking place without her knowing about it. She started her new life as a maid in Mistress Rachel and Master Tony's house alongside her mother, Susanna. Susanna had in the meantime developed into a complete slave, craving punishment and humiliatio... Read full Story
shemale lover 2011-12-13 5,442 torture toys bondage and discipline chastity belt
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
shemale lover 2011-12-20 4,198 bondage and discipline heavy feet reluctant
80%
Permanent Stay in Mastersville Part 3
When I woke up I felt incredibly weak and when I tried to move I found out that I was restrained in some way. Realizing this I became wide-awake in an instant. I remembered that it hadn't all just been a bad dream. I really had been caught and enslaved. I tried sitting up in bed, but was help down b... Read full Story
shemale lover 2012-01-08 4,043 toys bondage and discipline heavy reluctant
95%
A Helping Hand
It was late on a Friday night when I heard my parents arguing. It always happened whenever they were getting ready to throw a big party. My mother played the role of party planner and handled all of the details, but between caterers, musicians, and the other help something always went haywire. My fa... Read full Story
shemale lover 2012-03-09 14,665 Fetish bdsm transformation
100%
A Job in the Theatre Chapter 16
"Ted has invited me to his poker game" Paula let slip. "Oh really? Now that sounds interesting" Sarah said. "It will be if we come up with the right uniform. It's all boys so I am going to dress in some sort of domestic help type uniform. But of course it has to be the... Read full Story
shemale lover 2012-03-15 3,109 shemales anal sex Big Cock
100%
The Trip Part 2
I awoke suddenly feeling dazed and with my head pounding. "Kara, baby...you okay?" asked Chris Chris roused from his slumber and reached for me. I was sitting up, breathing hard. "It was nothing. Just a dream, I guess."

 "Okay. If you say so." He rolled ove... Read full Story
shemale lover 2012-05-20 2,063 anal sex oral sex cum swallowing
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
shemale lover 2012-01-14 30,609 strapon porn