Sort by
Relevancy

Free Stories

85%
My day after forced feminization - fetish
My typical day starts with getting dressed in one of my favorite outfits. Short minidress, thigh highs, thongs, a corset and 6 inch Stilettos. I started wearing a corset to get my waist tighter and transition too the perfect hourglass figure. After Breakfast typically one of my wife's friends stop... Read full Story
TRTRAIN 2023-04-22 5,647 solo Amateur Masturbation Fetish Ladyboy Lingerie domination Sex Toys Homemade
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
LovelyLeo97 2019-06-21 7,524 Teen (18+) Crossdresser Cumshot Latina Bareback Fetish Uniform Lingerie domination Sex Toys
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 4,413 Stockings Small Tits Crossdresser Amateur Cumshot Masturbation Fetish Uniform Lingerie Homemade self sucking pov cum in mouth
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 4,703 Cumshot Fetish Uniform oral sex crossdressing
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 10,751 sucking Fetish Uniform domination big boobs
100%
SissY Piss faggot Facts Lena Scarlett sissy
Well, hi :) I just want to let you know that I won't post stuff here chronologically as I wanted :) HARD WORK xD Instead I will post all the quick thoughts about me and my sissy faggot experiences, OK? Now, today I just wanted to say that I've just realised that I'm beggining to like stuf... Read full Story
Lena Scarlett 2024-11-06 3,177 Small Tits Crossdresser Fetish Uniform Guy Fucks Shemale Sex Toys sissy piss Solo Shemale Compilation Ass to Mouth teen (18+)
50%
EROTIC FANTASY PART 1.
The Secret Manor of Lusting Intersexual Ts.Ladys as they enforce males into there training house all too become wimpering shemale sexslaves! I met a Lady once at Bar too which she was very sexy Lady as we had some fun now n then as too get too know each other I slowly tranformed myself into her E... Read full Story
Isabella Coupe 2024-09-25 1,950 Amateur Fetish Uniform domination
100%
Blushing Bride Chapter 5
Chapter Five: The Wedding Night I guess it's natural to be full of nerves and second thoughts on your wedding day but I'm not sure how many grooms have the sort of thoughts that I was having on the morning of my wedding. It wasn't that I wasn't very much in love with Gina, my beautiful fiancee, m... Read full Story
shemale lover 2012-07-21 5,169 Fetish oral sex crossdressing
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 7,573 anal ass Big Tits Cumshot Bareback Creampie Fetish Uniform piss Ass to Mouth cum in mouth monster cock watersports
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 4,346 Fetish orgasm fucking crossdressing
65%
Marcia Goes Back to School
Marcia was painfully nervous. She hadn't been able to eat very much in days. The upside was she was even skinnier which would make Mistress and her husband very happy. She'd always been thin and on the diet Mistress Carol had her on she was already thinner than she dreamed possible. Her anxious stom... Read full Story
shemale lover 2012-12-19 11,116 Masturbation Blowjob blonde ass fucking big boobs
100%
Foot fetish with a twist
I immigrated to the Green Bay area after I graduated College with a BA in Finance. A discipline that keeps you to yourself and you spend your day crunching numbers and write reports. I’m a very feminine woman, I love wearing lingerie and nylons, any type of nylons (pantyhose, thigh high, etc.) Aft... Read full Story
Stephanie_logan 2019-06-28 5,531 Stockings Lingerie Guy Fucks Shemale
100%
A Fetish Doll For Mommy
There is a very old saying," Be careful what you wish for because you might just get it." My fathers name had been James Bradley. He had been a CEO of a top Wall Street investment firm. My father didn't climb to the top by being a good guy. He was a total prick who would stab anyone he had... Read full Story
shemale lover 2011-11-13 12,161 Fetish crossdressing erotic encounters
100%
Anastasia's Life So Far
Chapter 1: Humbling Beginnings My story starts where most every crossdresser's story starts. It starts somewhere around the time I was an infant. I can remember not to mention being told several thousand times that my choice of toys as a child was dolls, strollers, dress up and tea parties, Barbi... Read full Story
shemale lover 2012-11-27 11,527 Fetish crossdressing feminization
84%
The Making of Erica - Sperm Loving Crossdresser
Confessions of a Crossdresser I am a crossdresser. It is an addiction. I’ve tried, but I really can’t stop myself: fantasies, endless looking at pornography, shopping, dressing, masturbation, and inevitably, seeking men to please. I have only sucked cocks, but over a hundred at my las... Read full Story
shemale lover 2015-09-03 17,130 shemales Masturbation Fetish
100%
Becoming Marie
I'd had always liked dressing in women's undies from an early age. It was usually my older sister's panties and skirts whenever possible. When I finally left home at eighteen and moved into an apartment in the town center, it really took off. I had had a few encounters with a few guys, mainly glory ... Read full Story
shemale lover 2012-03-22 3,922 anal sex sucking Fetish wanking crossdressing
100%
my fetish runs my life
I live in solitude, unable to cum out, a dresser drawer full of frilly, silken underwear, a well maintained soul patch and a limp cock, I need a dom so bad, a liv =e in, a pink room seclusion and conversion, fed female hormones, a cage to crush my shriveling cock, an enlarged, long butt plug that in... Read full Story
badbadboi667 2024-12-04 870 solo Amateur Lingerie Homemade femboy
76%
Nylon teasers
They came into the video store where I worked as a clerk. Almost every day. Teasers. Both of them. What made it both great and terrible for me was that it fed my deepest fetish -- stockings -- as it denied me any fulfillment other than frequent and frantic "self-gratification."... Read full Story
shemale lover 2012-01-30 10,418 Stockings Big Tits fucking foot fetish
100%
Been Caught Cheating Chapter 3
I awoke in pain. I had slept bound all night. And it also seemed that I had been hit with something to wake me up. Angela was standing over me with one hand on her hip and the other holding my bounds that I slept in. She was already dressed and ready to go. I looked around to make sure we were alone... Read full Story
shemale lover 2012-04-23 4,533 Fetish domination crossdressing
100%
Anastasia's Life
Chapter 1: Humbling Beginnings My story starts where most every crossdresser's story starts. It starts somewhere around the time I was an infant. I can remember, not to mention being told several thousand times that my choice of toys as a child was dolls, strollers, dress up and tea parties, Barb... Read full Story
shemale lover 2012-11-26 7,708 Fetish cock sucking crossdressing
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 14,880 Fetish bdsm crossdressing bisexual
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 15,525 Fetish bdsm transformation
50%
The Invitation Part 4
The light was gently filtering in through the curtains as Jack slowly drifted towards consciousness. For a moment or two of his half awake and half asleep state he was confused - something didn't quite feel right. He stirred in semi consciousness and his eyes shot open at the unfamiliar sensatio... Read full Story
shemale lover 2011-10-01 4,446 shemales Fetish orgasm
60%
Brotherly Love, Sisterly Love Chapter 2
"RACHEL" My twin sister, and sometime brother, and I had been experimenting sexually with each other and crossdressing together for around a month, growing to love and to perfect our new feminine personas until they became the ones we thought of as our true selves. Whenever our parents ... Read full Story
shemale lover 2012-09-28 7,038 Cumshot Fetish oral sex cum swallowing
50%
A Murder Misstery
When I rolled out of bed that fateful morning, I had no way of knowing that it would be my last day as Matt McCoy. After showering and dressing quickly (how I long for those days!) I bolted out the door for my train, looking forward to another manic day on the floor. Although I was one of the younge... Read full Story
shemale lover 2012-03-20 5,448 Fetish crossdressing feminization
80%
Aunt Cindy's Bizarre World Part 2
Chapter 7 I am guessing it was just over an hour until I heard the door open. It was her again, Miss Sindy Satin my auntie. This time she was wearing just an under bust white satin corset, long boots in satin exactly like mine but in white and her long, white bridal satin gloves and a the ribbon ... Read full Story
shemale lover 2011-12-02 8,477 taboo Fetish crossdressing sentimental erotic
100%
A Schoolgirl Story Chapter 2
I must apologise for the amount of time that it has taken for the second chapter of this story to come out. I have to admit that I had kind of abandoned it, but all your lovely feedback comments made me decide that I couldn't leave this one hanging. So thank you to everyone who wanted more of Wendy,... Read full Story
shemale lover 2012-06-05 9,063 Group Sex Cumshot oral sex assfucking
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 36,118 Crossdresser sucking Lingerie ass fucking ass fingering
85%
Whores and Pimps - Part I
Malcolm was a middle manager in a small business in a large city. Malcolm led a pretty boring life; he in his forties, single, devoted to his work, he liked to keep himself fit, all of his family lived interstate except for his older sister who lived nearby, and he led a quiet social life. Malcolm h... Read full Story
shemale lover 2012-05-13 8,633 Stockings Crossdresser Cumshot Fetish oral sex pantyhose
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 7,346 Creampie Fetish crossdressing virginity
100%
Woman Cross Dresses for Power & Sex
Tucked in the far corner of a dark, dancehall parking lot, Sarah, also known as Robert, was having sex in a car with Joseph, also known as Josephine. Having sex in a car was no big deal. A lot of couples have sex in cars. Yet, if a passerby could see through the steamy windows, a sight to behold, ev... Read full Story
shemale lover 2012-10-09 4,465 sucking Fetish fingering crossdressing
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 7,827 Cumshot Uniform Lingerie ass fucking domination
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 9,977 sucking Uniform domination swallowing spanking
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 9,325 anal tranny Stockings Crossdresser Group Sex gangbang oral domination Guy Fucks Shemale transvestite schoolgirl School uniform maid uniform
50%
The Invitation Part 5
This is the latest installment of a story about cross dressing and the changes in a relationship between a young man and woman at college. Bits are autobiographical, but not as much of it as I would like! If this is illegal where you live, don't read it. If this sort of thing offends you, don't ... Read full Story
shemale lover 2011-11-20 3,641 Fetish crossdressing feminisation
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 5,042 Fetish oral sissy