Sort by
Relevancy

Free Stories

100%
Different
Rosa was hearing things now. she was in the cell her new owner had put her in, a dark, damp, dungeon, and could see almost nothing. tied to the wall, a 10 inch dildo stuffed into her anus, a 9 inch in her mouth, and a chastity device on her newly aquired penis, nipple clamp on her tits, and every on... Read full Story
shemale lover 2012-02-21 2,599 shemales brunette tattoo
70%
I Can't Control It
Woke up, laying on my left side, to the sound of Marissa making quiet whimpering noises. I knew it was her because she had an unmistakable “little girl” voice that she moaned with while we had sex. Or while she masturbated. Just whenever she had pleasure.. down there... My back was to ... Read full Story
shemale lover 2012-09-18 7,337 anal sex Big Cock cum oral sex
72%
For Want of a Heel
"Shit, shit, SHIT." Sally glared at her right foot. The heel of her shoe was broken off, still caught in the chink of the cobblestone walkway she was standing on. She carefully set the bag holding her laptop down and reached down to pull the heel free. "Two hundred dollars," S... Read full Story
shemale lover 2012-11-15 3,836 tranny Cumshot oral sex
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 10,757 sucking Fetish Uniform domination big boobs
100%
Finding out my next-door neighbor was a crossdressing beauty que
Finding out my next-door neighbor was a crossdressing beauty queen. I mean fetish is trans women, but I don’t mind blowing a load to a beautiful cross-dresser. I used to live in a small apartment complex in Queens New York. My neighbor was a guy name Luiz from Brazil. A very friendly and fl... Read full Story
My Shemale Attraction 2023-02-12 6,889 Crossdresser Amateur Fetish cum in mouth
100%
Shemale on wheels tour
Being a sexy naughty city girl like myself…I get allot of attention from the boys. I always enjoy getting the attention of the small town boys that are not used to seeing a sexy bitch like me roll though town. They jerk off to girls like me online all the time. But having me right in front of... Read full Story
shemale lover 2012-05-17 4,021 anal sex fingering domination oral sex facefucking
100%
Camming Down the Rabbit Hole Ch. 12
We woke up many hours later, still intertwined, my morning wood throbbing as Ellie slid inside my panties and wrapped her hand around it. This was a much better way to wake up than usual, and we proceeded to have a really relaxed slow fuck. She reached a much more low key orgasm but I knew I wouldn’... Read full Story
Dani_does_Dallas 2022-05-09 5,895 Crossdresser solo Amateur Cumshot Outdoor Masturbation Blowjob Shemale and Girl Sex Toys self sucking pov cum in mouth webcams
100%
The Greatest Lie Part 9
Two hours after saying goodbye to Rick and Randy, Tran and I left Minneapolis and boarded a plane to LA. I fell asleep at take off, and woke as the plane began its descent. Tran was staring out the window at the city’s lights spread in an endless shimmering galaxy below. "Wow, I love LA a... Read full Story
shemale lover 2012-01-19 4,258 hardcore erotic encounters fantastic
80%
F Is for Fiona
I drove into the store car park. Stopped in my usual place, the one which said 'MAN' in bold letters on the tarmac, short for manager of course. Just for a moment I shivered despite the warm spring weather, this was honestly the first time the incongruity of that label struck me. I pulled on the ... Read full Story
shemale lover 2012-05-07 4,506 tranny fuck heels
100%
A Valentines with a Bang...x
Time had seemingly flown by since meeting the man I was to fall head over heels for on a drunken night in the town centre, the type of guy you would never expect to be dating a transvestite but here I was waking by his side as I had done for the past 6 months or so since we moved in together after m... Read full Story
shemale lover 2012-07-16 3,599 anal sex cum oral sex
100%
The formidable weapon of women
five ears of marriage, my desire for my wife having greatly diminished, she decided to take control of my sexuality. A female association transformed her in a few months into a perfect dominatrix both physically and cerebrally. Every night before bed, she approaches me, dressed in a latex comb... Read full Story
sandratvtg 2024-06-19 2,967 anal Lingerie femdom submissive femboy huge toys
100%
V Is for Vicky
"Mike, it's getting late. You really ought to go and fetch Martina." That was my wife Mary talking. We'd sat up until almost one in the morning waiting for Martina to get back from the party. At first I was reluctant, I mean, Martina was nearly eighteen and really we should be standing ... Read full Story
shemale lover 2012-09-07 4,258 Cumshot Blowjob Big Cock heels
100%
You're Gorgeous and I'm Curious
I love a lady in a short, short skirt, and this lady was wearing one of the shortest I'd ever seen: a bit of sky blue denim that barely reached her upper thighs and left her long, luscious legs mostly in view, covered as they were in just the tightest thigh-high white stockings. She was perched o... Read full Story
shemale lover 2012-08-18 5,525 licking sucking cum
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
Dani_does_Dallas 2022-04-12 4,026 Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade self sucking cum in mouth webcams
100%
Joey Says
My sister Beth had phoned to say she was in the neighbourhood, and could she call in. In fact she had a few days and could I put her up. It had been ages since I had last seen her but of course she was very welcome. I am Mat, 28 and recently separated from Kate. Beth is a year younger and as far ... Read full Story
shemale lover 2011-11-05 5,901 shemale oral Sex Toys
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 4,972 hardcore erotic encounters fantastic
0%
Belle Donne Italiane Chapter 1
"Beautiful women are born, not made..." Madame Jae Italia – the birthplace of the Renaissance, the Ferrari, Tortellini, and the films of Fellini. Where the men are God's gift to women, and the women are goddesses demanding your worship and devotion. Tatiana Celeste Genove... Read full Story
shemale lover 2012-04-26 2,767 brunette transformation tgirl
100%
Out of town, I broke free
So I was out of town on business, and I hadn't worn any female cloths out ever in my life, but this time I took some sexy cloths from my roommates girlfriend..and I had been chatting with this transgender girl in the city I was heading to for a few weeks, we would skype and get off together, and she... Read full Story
shemale lover 2012-05-26 3,121 first time ass licking cum swallowing foot fetish
100%
Double Anal With a shemale
....He answered the door and there she was beautiful as ever. He had just paid 500 dollars to have a transsexual e****t come directly to his door and greet him. She had on a long pea coat and thigh high boots. When she took the pea coat off all she had on was a one piece swimsuit. Her tits were a 36... Read full Story
shemale lover 2015-04-29 5,888 tranny suck Big Cock ass fucking dp precum
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 4,740 Crossdresser Amateur Cumshot Masturbation Blowjob Uniform Lingerie Shemale and Girl Sex Toys Homemade self sucking pov cum in mouth
100%
Used in a hotel room
This is a recurring fantasy I have about being used in a hotel room. I’m working on making this a reality but for now this will have to do. I travel a lot for work and end up in many cities across the world. Usually I am out and exploring bars and restaurants. Always ends with me jerking off alo... Read full Story
slvr2291 2023-01-11 5,160 anal first time Big Cock fantasy Surprise
80%
Debbie Part 7
As Debbie was led into Dr. Jacobsen's office, she saw that Mistress was already there waiting for her. "Your property Miss Chamberlain", the doctor proclaimed, indicating Debbie. Debbie's heart began to flutter with love and submissive fantasies as she saw Mistress. Mistress was dressed in... Read full Story
shemale lover 2011-12-23 10,086 transgender toys bondage and discipline heavy
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 31,812 strapon porn
100%
Blame Abba Chapter 3
Part 7 First date I do like making entrances, that was one of the best. I didn't wait for anybody's reaction, I just strode across the bar as easily as my tight skirt would allow. I didn't see Patrick at first, but Jeff was there, and he was looking at me. I had assumed none of my mates would be ... Read full Story
shemale lover 2012-07-18 3,893 first time Fetish oral sex crossdressing
100%
David to Dee
"Dave," she purred, "you know you can tell me anything. Surely you know you can trust me not to judge you by your fantasies." He was squirming under her touch, his eyes tightly shut, trying to avoid telling her his deepest secrets on the one hand, and on the other, hoping beyo... Read full Story
shemale lover 2012-07-29 13,222 Cumshot Masturbation oral sex
76%
Porn Princess
They say if you are going on a journey of revenge, to dig 2 graves, one for your enemy and one for yourself. I thought I understood the meaning of that saying, but never so much as right now. My name is Dan, and at the age of 21, I had been working for nearly 2 years as a production manager for ... Read full Story
shemale lover 2012-09-02 24,624 Cumshot Blowjob fuck fingering big boobs
85%
Unforgettable First Time
I am in my late thirties and have known for a while that I have a sexy body. I'm 5'11", slim and athletic with little cherry butt and shapely legs. A lot of women have told me my body is sexy. A few men have mentioned it too. Sometimes I get photo-snapped at the pool or the beach. I've been luc... Read full Story
shemale lover 2016-05-06 10,716 cum oral deepthroating
100%
Debbie Part 5
Debbie didn't wake up until her gag was wrenched from her jaws. Her hood, collar and earplugs had already been removed. "Wake up, shit-head," Mistress spat and slapped her face hard. Debbie came awake and noticed that all the straps holing her to the couch had also been removed. She felt a... Read full Story
shemale lover 2011-12-22 5,885 transgender toys bondage and discipline heavy
50%
A Trilogy of Trannie Tales
Terri and I had been having phone sex with each other on a telephone chat system for several days. We agreed to meet and go to my favorite park one day at around sundown, when most others would be leaving the park. Our intent was to flirt with and fondle each other around the other people, and then ... Read full Story
shemale lover 2012-07-11 3,978 Cumshot Fetish shemale oral sex
100%
David to Dee Chapter 2
His nipples had grown considerably over the last two months. Gina had been putting those little nipple suckers on him twice a day. Dave wouldn't be going to the gym anymore. Well, it had been a long time since he'd gone to the gym, anyway. Since Gina had had him shave his entire body, last spring... Read full Story
shemale lover 2012-07-30 6,277 anal sex Cumshot oral sex rimjob
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 7,052 Cumshot Fetish oral sex cum swallowing
100%
Discovering Mistress Sarah's World Part 6
Chapter 15 Joe's first 'female' public appearance as Josie was approaching fast. He was nervous about it. Fortunately Mistress Sarah had kept him busy most of the day so his mind was distracted. Shortly after his mind blowing masturbation session with her in the morning, she left to run errands a... Read full Story
shemale lover 2012-10-03 4,604 first time domination Sex Toys
50%
Transvestite father异装癖的父亲和儿子被农民工虐待
'migrant worker S, good at foul language and humiliation, SP, heavy hands, is it acceptable?' On the SM dating software, a message popped up. Migrant worker S. What the hell? I casually click on his information, 39Get 186 and 76, dynamic is full of handsome muscles, muddy shoes, a glimpse of gar... Read full Story
Oldslut Sissy 2024-08-21 2,407 Amateur Big Cock Asian Sex Toys Mature sissy chinese
100%
My First Time Out Part 5
Preface: It is not imperative, but helpful that one reads Parts 1-4 in order to grasp the personalities of characters in this story. WARNING: The following story contains some explicit foul language and IS NOT for reading pleasure of anyone under the age of 18; nor is it permissible to read if yo... Read full Story
shemale lover 2011-10-18 4,996 fingering tgirl handjob
100%
Secrets
Jon had invited me to spend another weekend at his place with another of his friends. I always find his friends to be interesting so I accepted. Jon had given me a garage door opener and a key to his home after my first visit. He met me as I parked my car in the garage. He was wearing his usual skim... Read full Story
shemale lover 2011-11-01 6,660 anal Blowjob transvestite
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 3,644 Fetish crossdressing feminisation