Sort by
Relevancy

Free Stories

100%
Chastity contract
The journey to becoming the perfect chastity slave is an exciting one! Many people who enjoy the control of wearing a chastity belt also enjoy having a clear set of rules and expectations to abide by. For this reason, many keyholders choose to implement a chastity contract. While it’s easy to get... Read full Story
Sophie Softcock 2024-12-04 610 chastity device on shemale Chastity Devices chastised
80%
Caitlin and Mistress Vicky
*Clack* *Clack* *Clack* The sound of my heels on the kitchen tile was distracting me right when I needed to focus. My wife, or Mistress Vicky as I'm to call her from now on, had left me quite a bit of chores to do today. I had just finished dusting and was getting ready to polish the kitchen floo... Read full Story
shemale lover 2012-03-01 4,976 Fetish domination feminisation
70%
I meet my new Mistress for the first time
I was feeling excited about and looking forward to Friday night. The reason for this was that I intended to dress up as my alter ego, Tania Harvey, and to go for a night out to a club nearby that is popular with TG’s, TV’s and other like minded people. I took a lot of care and attention over the way... Read full Story
Tania Harvey 2017-06-26 8,530 Amateur gangbang 3some shemale on shemale dominating
94%
My black shemale fucking me
My dear guests, I can't deny the fact that I enjoy reading Your comments more and more. Here is what a guy that goes by nick EbonyTSLover writes about the way his black shemale lover Mary with a huge 10.5 inch cock dominates and fucks the hell out of him. I've had Mary's very large black cock so ... Read full Story
shemale lover 2015-06-11 9,300 anal domination dick
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 10,003 transgender toys bondage and discipline heavy
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
shemale lover 2011-11-30 6,882 Fetish domination bondage facefucking
100%
Discovering Mistress Sarah's World Part 8
Part 8 -- Complete Surrender Chapter 21 Leaving Behind Joe's Life Mistress Sarah was very pleased with Josie's training and feminization. She was anxious to have complete reign over him so she sent him home a day early to pack up his things and prepare to leave behind his life in the Philadelp... Read full Story
shemale lover 2012-10-04 5,427 sucking cum strapon
66%
Discovering Mistress Sarah's World Part 9
Part 9 -- The Final Part Chapter 23 Leaving Work Josie's last week at work and concluding week of his normal life went quick. At work he spent time getting things in order for the next unlucky person to take over his job. Mentally he was already checked out of work. All he cared about was gett... Read full Story
shemale lover 2012-10-04 4,296 Fetish ass licking domination
100%
Mistress Faye and sissy selena
Mistress Faye, a towering figure in shimmering black PVC, her curves as sharp as the stiletto heels that clicked against the cold, hard floor, surveyed the room with a predatory gaze. Her submissive for the evening, who had lent off the stunning Mistress Debs, Selena, kneeled before her in a matchin... Read full Story
MasterofSissies1 2024-11-16 853 bdsm Shemale and Girl Latex bondage femdom sissy anal fucking chastity domme
83%
Headmistress' Favorite Sport Part 5
A new part of the first year slaves training was introduced as part of the plan to make them hopelessly addicted to sex. Every evening when they finished class they would be escorted to a room covered in rubber on the inside. The sissies were ordered inside unbound and unescorted, dressed only in th... Read full Story
shemale lover 2011-12-12 6,706 torture toys bondage and discipline chastity belt
50%
Caitlin and Mistress Vicky Chapter 2
I hummed softly as I put the finishing touches on the salmon. Teriyaki salmon was my wife's favorite dish and it filled me with pride to know that I was making her happy. My mouth watered slightly as I arranged the tray. (I would only be having a salad myself, as I had to maintain my figure.) Tak... Read full Story
shemale lover 2012-03-01 3,942 Fetish fuck domination oral sex
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 4,478 Fetish domination crossdressing
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
shemale lover 2012-03-01 3,717 suck Fetish fuck domination
75%
Sissify Your Boyfriend Manual - transation
original= manual-sissificar-a-tu-novio-4979 Used google translate, found some pronoun/object/context issues, and I believe ladybug = ladyboy Sissify Your Boyfriend Manual MANUAL FOR WIFE/GIRLFRIEND TO SISSIFY YOUR MAN, DISCOVER HIS SUBMISSIVE SIDE AND TURN HIM INTO ?HORNAND? AN... Read full Story
shelli_k18 2021-04-20 9,312 femdom sissyboy sissification sissy training FLR hotwife guidelines Modern Marriage Power exchange
60%
Pee-Boarding
Pee-Boarding (Another True Story)  It all started with a weeks holiday in 1997 at a Holiday Camp in Somerset, a place called St Audrie's Bay which was by the coast overlooking the Bristol Channel. St Audrie's was, and still is I think, a place Transvestites, Transexuals, and Sissies, could stay ... Read full Story
Colette_Scott 2023-09-21 5,392 Fetish domination sissy
80%
Chastity and its effects
I actually thought of writing this for some time now, this quasi-scientific testimonial and reflection about chastity. Now, I finally had some time to reflect, gather and compare info and experimentation from personal experience about the topic. More specifically, the effects it has on the mind and ... Read full Story
DoraTV 2023-02-09 6,771 Crossdresser anal play chastity sissygasm Sissyfication story chastity orgasm
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 4,350 orgasm domination oral sex
45%
Shemale Prostate Orgasmic Bliss!!!!
if she wanted breasts." "Oh no. That's the amazing part. The more I dressed him the more feminine he became. By now I'd moved him her and her clothes into the other bedroom. She wasn't happy with that but we came to an agreement; I'd milk her once a week and she... Read full Story
ProstateMilker 2015-05-01 14,369 Masturbation cum orgasm cumshots prostate
100%
Seven Lessons Part 1
Bryan was king of the road warriors. Speeding around the country in his sleek, powerful Mercedes selling whatever his latest job demanded. He was damn good at it too, always raked in huge amounts of commission until some faggotty client bitched about a one-sided deal he had put together and then it ... Read full Story
shemale lover 2011-11-30 3,362 Cumshot shemale oral
90%
Collette's Property
I've been Collette's lover for four years now and this gorgeous, incredibly kinky woman still continues to amaze me. Our sex life would be unimaginable to most people, even those who live lives embracing BDSM and other fetishes, and it's Collette who makes it happen. Of course everything is a trade ... Read full Story
shemale lover 2012-12-19 8,382 anal Crossdresser Blowjob domination ass fingering
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 9,232 anal tranny Stockings Crossdresser Group Sex gangbang oral domination Guy Fucks Shemale transvestite schoolgirl School uniform maid uniform
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 6,622 toys bondage and discipline chastity belt
0%
Headmistress' Favorite Sport Part 7
At the academy Denise and the others immediately resumed their old routines. The training for the second year slaves had started a few weeks before the new batch of sissies arrived at the academy. Not many new elements were introduced in the training as the second year was mostly about perfecting th... Read full Story
shemale lover 2011-12-13 4,955 torture toys bondage and discipline chastity belt
71%
meijiao dream
My father and I live on farms, mountains, forests, beaches. In the sunshine, I twisted my naked carcass to provoke Dad's animal desire, and the anus cave was large. Never close because Dad's meat stick sprays semen Wear neck collar, nose hook, hand shackles, foot shackles, bells, breast rings, st... Read full Story
Bluesyangiip 2019-05-07 4,461 Crossdresser Fetish Asian Ladyboy Guy Fucks Shemale Mature
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 3,804 Cumshot domination Sex Toys rimjob
100%
The benefits of a chastity cage,
The benefits of a chastity cage, It became very exciting for our couple to reverse the roles of Domination and submission. By wearing my chastity cage night and day for 3 years, I give my wife proof of confidence by giving her the key to my sexual desires and needs. I offered her my chastity by... Read full Story
sandratvtg 2024-07-06 3,490 Sex Toys femdom domination & submission cage de chasteté...
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 4,970 Big Tits asshole Uniform Sex Toys
50%
Mommy Adriana, I Will Obey You
Finally we were on our way home. Interestingly neither Mommy Adriana nor Mistress Andrea had cuffed or gagged me. So I just sat in the back of our car. During the short drive I had some time to think about what had happened in the past two days since my wife, err Mistress Andrea, and I had picked up... Read full Story
shemale lover 2011-12-18 6,024 anal hardcore erotic encounters
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 5,923 torture toys bondage and discipline chastity belt
80%
Trained and Tailed
It started like any normal relationship. I had dated my owner for several weeks now. He was not my owner yet, at the time he was just my boy friend. He was older than me, I was only twenty four and he was in his forties. A bit older than I had ever dated before, but he seemed nice and I didn't have ... Read full Story
shemale lover 2013-02-12 5,835 Big Cock ass fucking domination cd humilation
100%
Trying It On For Size Part 2
I looked up and saw the low slung scrotum swaying above my eyes, the long, thick, curved shaft pointing upward just in front of it. I heard a quiet tearing sound,"schshhhtt," looked further up and saw Tanya opening another one of her black foil Magnum condom wrappers. She placed the large,... Read full Story
shemale lover 2011-10-26 6,116 domination bondage anus
100%
Headmistress' Favorite Sport Part 4
Over the next weeks Denise and the others settled into the routine, accepting their new life. Cindy did, as Mistress Hoffmeyer had predicted, break very easily and now she had been remolded as the slave-sissy her master wanted her to be, docile and obedient. Others needed more effort and others less... Read full Story
shemale lover 2011-12-12 7,956 torture toys bondage and discipline chastity belt
100%
Carrie Ann's Delight
Chapter One It was a Friday afternoon that seemed of little consequence. I got up, shaved, cleaned and pampered my body. After my underwear was in place I wore my usual boots, boot socks, jeans and a plaid shirt. The bar at Fulton Street was busy that afternoon when I arrived about 2:00 and every... Read full Story
shemale lover 2012-03-19 6,790 cum domination transvestite rimjob
100%
Sultry Mistress,
Sultry Mistress, Natacha has now been living with me for over a year. It is a cerebral and perverse Domina who immediately wanted to submit me to her desires. She took power over me by making me discover my femininity during role-playing games. Like a spider, she imprisons me in her web a ... Read full Story
sandratvtg 2022-09-20 4,466 Stockings Amateur Lingerie domination Sex Toys
100%
A Cold Drink for my Mistress
It is Sunday afternoon and I sit waiting patiently for My sub, rachel to arrive. She has called and she is just a few minutes away. I always like to get together with rachel, she is such an obedient little slut, she does like to please Me and why not, I'm her Mistress, she adores Me, she serves Me, ... Read full Story
shemale lover 2012-02-23 2,556 Fetish domination crossdressing
80%
Owned sissy girl
I met the mature dominant couple that I now call Mummy & Daddy on the internet. Their ad said they were looking for a full-time live-in mature sissy plaything. After we made contact they invited me to their house. I was instructed to bring any sissy clothes with me and to refrain from orgasm for... Read full Story
Andrellina 2015-09-23 29,719 anal ass rimming cd sissy
83%
Wife Left Me so I Could be a Girl
I Am The Girl My Wife Did Not Want As the only child of a single mother I grew up around all things feminine. Having lingerie and stockings drying in the bathroom was normal for me and I always loved how pretty the full cut nylon panties and slips with tons of lace looked. I lived at home with... Read full Story
ASSEaster5678 2018-07-09 10,937 Shemale Fucks Guy Ladyboy Mature
100%
Brian Becomes Brittney
My name Is Brian or at least it was the first 18 years of my life. Brittney is my new name.... All of this started when I was just out of high school. It was the beginning of the summer and I was feeling great. During the summer I was planning to do a study abroad program for a year before colleg... Read full Story
shemale lover 2012-09-21 5,072 domination oral sex Sex Toys
90%
Brian Becomes Brittney Chapter 1
My name Is Brian or at least it was the first 18 years of my life. Brittney is my new name.... All of this started when I was just out of high school. It was the beginning of the summer and I was feeling great. During the summer I was planning to do a study abroad program for a year before colle... Read full Story
shemale lover 2012-12-21 5,550 Teen (18+) Crossdresser domination Sex Toys ts
84%
Alex to Alice Chapter 1
Everything had started off simple enough for Alex. He had met Elena at a bookstore while he was researching for a college paper. She was quite the vision at 29. She stood a respectable 5' 8" with a voluptuous body. While slightly plump, she maintained her hourglass figure and filled out quite n... Read full Story
shemale lover 2012-09-25 5,015 Cumshot domination oral sex
100%
What Price Desire
I stood in front of the imposing door, my hands visibly shaking, my mind running rampant, my thoughts a jumble as I opened it. The front of the building had only the number of the business adorning it, no letters, no writing, nothing to indicate what it was. Now that I think back on it, I can unders... Read full Story
shemale lover 2012-12-14 4,834 Fetish domination
53%
Domination Island Part 2
The warm night air was lightened by a gentle breeze drifting in from the ocean. The sky was clear and a multitude of stars pinpricked the blackness. The town was crowded that evening, bustling with shemales enjoying themselves shopping, dining or relaxing. The noise of music drifting through o... Read full Story
shemale lover 2011-09-24 18,779 pissing domination deepthroating
100%
Transvestite in trouble Part 3
I felt his stiff cock at my asshole. I shuffled my legs a little further apart, partly to prevent him ramming it into me and it hurting, and partly bacause I just wanted him to fuck me! "you fuckin dirty slut" he whispered...he'd noticed my little subtle movement " you want my cock... Read full Story
shemale lover 2011-09-26 2,714 anal shemales bdsm
50%
My Parisian escapades,
My Parisian escapades, During my many business trips to Paris, I never miss going to see my friend. Sabrina is a Cuban transsexual that I have known for several months. With her, I can let go with complete confidence and live my fantasies. I am one of his friends and lovers who give him the ... Read full Story
sandratvtg 2024-06-25 3,125 anal Stockings Shemale Fucks Guy Fetish Lingerie Sex Toys sissy wig gode pumps rosebud silicone breast split panties
68%
Got fucked by a Hawaiian shemale
This little nice story was posted at our blog today by a guy who calls himself "Shemale Horny". Enjoy reading. I was in the army stationed in Hawaii. My friend took me to a club down on Hotel st. We got a little buzzed but i remember there was some of the most beautiful women there or s... Read full Story
shemale lover 2015-05-07 7,251 anal Asian domination
50%
Domination of Bjarne
Dear Diary. At the behalf of my lover Bjarne alias Cigar54, I will ease the curtain of my bodouir and invite the curious reader inside to a little piquant seance that we had together during his recent visit over here. Bjarnes visites always begins with kissing deeply, while my hands find the way to... Read full Story
Louice 2018-03-02 3,781 Amateur Shemale Fucks Guy domination Ass to Mouth
100%
BBC DOMINATION SISSY BLANC
Mon nom est Tim. Je suis un homme blanc de 23 ans. Il y a environ 6 mois, j'ai déménagé à Los Angeles pour essayer de devenir acteur, mais comme vous vous en doutez, je n'ai pas eu beaucoup de chance dans ce département. C'était début novembre, quand je suis allé dans le bureau de mon... Read full Story
Femboy 2021 2023-02-04 1,584 Stockings Big Cock Lingerie domination Guy Fucks Shemale Interracial Sex Toys
72%
Got dominated by 2 shemales on the last day in Thailand
I took a trip to Thailand when i was 25. I told my friends I wanted to go alone so I could clear my head. The real reason was that I wanted so see some shemales. When I first arrived I spent a day looking at every club I could find in search of a good Shemale. It was nearly a week and I couldn't ... Read full Story
shemale lover 2015-08-05 12,582 Asian ass licking domination
64%
Domination Island Part 5
The man who belonged to Serena woke with a start. It was dark and very warm and he was covered in sweat. Another nightmare, another recurring hellhole. These dreams were all the same. Beautiful women running at him and he was unable to move. And they all had enormous penises, rock hard and drip... Read full Story
shemale lover 2011-09-24 26,452 shemales Lingerie domination
85%
Becoming a Shemale's Bitch
I just got into town and spent the whole day moving in and cleaning my new apartment. I didn't have much furniture but the place needed a lot of cleaning. I saw their was a bar a few blocks away from my apartment and decided to go out for something to eat. It was around five o'clock when I walk... Read full Story
metamafia 2012-12-21 120,029 hardcore Cumshot sucking bdsm domination
90%
My shemale bride
I've been dating a beautiful girl for about a year, her name's Sasha, she's got long dark hair, beautiful blue eyes, slim very sexy body, perfect, my little angel, and we get on great, so much so we decide to marry, only one problem, she won't let me in her knickers, but this make me respect her eve... Read full Story
shemale lover 2015-06-01 15,729 anal cum domination
100%
Fetish party with a twist
The smell of rubber and latex and the combination of the strobe lighting was overpowering, the techno sound of the club just added to the already intoxicated atmosphere of the place. The club was a frenzy of half naked, latexed, rubberised bodies covered in sweat dancing to the frenzied sound of tec... Read full Story
shemale lover 2011-09-22 4,691 anal sex Group Sex cum Latex
80%
Fetish party with a twist
The smell of rubber and latex and the combination of the strobe lighting was overpowering, the techno sound of the club just added to the already intoxicated atmosphere of the place. The club was a frenzy of half naked, latexed, rubberised bodies covered in sweat dancing to the frenzied sound of tec... Read full Story
shemale lover 2012-04-22 2,669 anal sex oral sex handjob
75%
Shemale gang-bang
I have been surgically modified by my mistress I have a small 6 inch penis (functional) I have no body hair except for my ‘pussy’ My anus had been surgically loosened for better sexual performance (can now tightly accomodate penises 2.3 inch diameter and 9 inches long) I have large... Read full Story
shemale lover 2012-03-26 5,042 Creampie gangbang domination
100%
My tranny slave
I had always wanted to be a master to a tv or ts so I placed an add in a contact magazine. Much to my surprise I received over 50 replies. One of which included a picture this was Emily a 19 yo tranny from hull. I immediately had to meet her so I called the number given and spoke to Emily for the ve... Read full Story
shemale lover 2012-08-19 3,775 shemale facial domination oral sex
100%
CD/TS Shemale Chrissy Fucked On the Ranch
I met John on the swinger site AdultFriendFinder. He was everything I was looking for: old, in his late 60s, and not rich, but financially stable and independent, owning a ranch that has been in his family for generations. Maybe he could become the Sugar Daddy I am looking for? I am a shaved-smooth ... Read full Story
Chrissy Tunnell 2022-03-04 4,102 Crossdresser Amateur Bareback Fetish Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Mature