Chastity Sissy Story
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Chastity Sissy Story
Forced to be a Sissy Maid Part 1: Sentencing is now available to read on Kindle and for free with a Kindle Unlimited membership.
Announcing the release of our short story, My Roommate the Sissy: Feminized & Pleasured.
The final part of our sissy story, The Sissy Bet. My life allows me to orgasm under one condition, I agree to be her sissy maid.
Part 7 of our sissy story, The Sissy Bet. My wife rewards my cleaning by pegging me.
Part 6 of our sissy story, The Sissy Bet. My wife makes me clean the house dressed as a sissy maid and then judged my cleaning.
Part 5 of our sissy story, The Sissy Bet. My wife demands that I clean the house dressed as a maid.
We’re proud to announce the release of our first book, Becoming a Sissy Maid: Unlocking Hidden Desires.
Part 4 of our sissy story, The Sissy Bet. My wife and I go home to try on our new bras and panties together.
Part 3 of our sissy story, The Sissy Bet, when my wife takes me to the store to buy panties.
The continuation of our sissy story, The Sissy Bet. About how a bet on a football game turned me into a sissy slave.
The story of how losing a simple chastity bet on a football game changed my life.
The conclusion of the story of how my wife turned me into her sissy maid then trained me to become her sissy slave.
The continued story of how my wife forced me to be her sissy maid and how she trained me to be her cock loving sissy.
The continued story of how my wife forced me to be her sissy maid and how I started longing to be her sissy.
The continued story of how my wife forced me to be her sissy maid as she now transforms me to be more feminine for her.
The continued story of my new life, forced to be my wife’s sissy maid as she finds new ways to punish me.
The continued story of my day forced to be my wife’s sissy maid and clean our house while in chastity.
The start of my story of how my wife forced me to be her sissy maid while in chastity.
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by AnotherRandomWriter
on May 2, 2018
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The call from Mistress Andrea made my day. I hadn't seen her for over a week and was looking forward to playing with her & having my chastity finally removed. You should know that Mistress and I have known each other for many years and have I always enjoyed being her sissy sub.
Lately she has been training me to be more feminine in appearance. I have been r...
Chapter Six: Chantel's Decline is Achieved, Owned by a Black Master as his Sissy Maid and Slut.
I cannot believe at what is happening to me here. Master named Gage is about to purchase me and place me into slavery as his sissy maid and sissy slut. I am near in panic, I want to run away, get into my car and drive for the safety of my home. But I know this wi...
Present day:
We arrived at the 'Sissy Salon' which was a covert sex club for downlow gay wealthy men and lesbians. As his agent and pimp I collected all his performance fees. I walked into the 'Sissy Salon' to make sure that everything was in place so my sissy husband could perform. Then I went to his dressing room to make sure everything I requested for me...
THE DOMINATRIX ORDER: FEMDOM EROTICA 2
BOUND BY LAWS
BY J.W. SMITH
***
"All Women Are Created Equal" was inscribed on the bronze plated plaque on display in Representative Johanna Aletheia's office. It was the declaration put forth by The Founding Mothers of Femininus, of which Johanna's ancestor belonged to. Johanna was of the oldest lineage of Feminin...
(A bit darker than most of my tales. It would fit in gay or nonconsent as well. Gay sex, sissy sex, chastity and punishment.)
***
I love this bar, Butch thought to himself as he finished another beer. And why shouldn't he. It had everything a Leather Bear could want. Plenty of hot men in leather, and some women as well. A bunch of trans girls and some siss...
Hello everyone, my name is Mike and i am now a sissy cuckold. If you don't know what a sissy or a cuckold is i will explain, a sissy is like a cross-dresser but usually dresses up in pink frilly women's clothing and cuckolding is similar to a hotwifing where she goes out on dates and fucks other men without her husband/boyfriend around but with cuckolding it...
I slept well that Sunday night which surprised me, though I guess I was probably exhausted. I woke up with my normal hard-on a bit before 5am, well it would have been a hard-on but for the cage. My penis was certainly trying. I never found it an uncomfortable feeling, just frustrating that there is no ending and I could not jerk off, and now who knew what wa...
I am a sissy and I love it like most sissies I dream about belonging to a man to be owned by him. I fantasize about being outed and being forced to become a transsexual. I put out adds on craigslist NY looking for a Master. I take lots of pictures dressed, I take videos dressed saying my name is Karen I am a sissy and I want to become a transsexual for a rea...
Chapter Two: A New Girl
It was the first day of February and almost six months into Freddie's jail sentence. Or at least it would be if Freddie still existed. On his second week inside, Freddie had been transformed into sissy Lauren, the girlfriend of E wing boss, Ronnie.
Lauren had now learnt how to apply her make up to the style of most of the instructio...
What's up dear family? My name is Yasmina Hussein and I'm a Somali Canadian woman living in the City of Ottawa, Ontario. A while ago I discovered the world of BDSM, shortly after my divorce, and have been really into it ever since. I discovered that I have a talent for and a desire to dominate people, especially men of color. As a Somali Canadian woman, I wa...
Title: Decision time
Background/update
Even if you've been following the last couple of stories about my subject, Muffin, you might want to read this background as there are a few new points of note.
Muffin is slightly heavyset, 36 years old, about 5' 7" and 160 pounds. He is quite submissive and seems to be aroused by a number of fetishes, but he professe...
Howard Bryce went to the locker room five minutes before the whistle blew.
He was in a hurry, hoping to beat his colleagues so he could change into his street clothes unobserved, and protect his secret.
He power walked through the factory, taking an unauthorized shortcut between two processing machines (an act that would get him suspended for three days w...
Editor's note: this story contains scenes of incest or incest content.
*****
I pulled into the driveway to my house and I was disappointed to see my future mother-in-law's car in the driveway.
"Oh great" I think sarcastically. I'm not looking forward to interacting with her so soon after getting off work. I had just come from a long day working in IT for...
Monday morning I was awakened early by Miss Annie releasing the air from my plug and swiftly pulling it from my bottom. I cried out from being so crudely awakened from my slumber and that got me a quick but hard smack on my already bruised bottom. "Good morning Brenda, time to shower and get ready for a big day", she informed me.
"Thank you Mistress" I answ...
Since Mark was a kid he dreamt about being a hero. He wanted to be someone who did the job on his own. He wanted to be the macho just like his hero The Jaguar Man. He was the proudest man about himself. Having been grown up in an orphanage after his parents were both killed by a robber, he knew best that no kid deserved to lose his family. That's the reason...
Authors note: This story is an immediate sequel to my first story "Carol's Christmas". The events of this story deal with the younger man named Marcus who Mrs. Carson initiated into the mysteries of sex and submission in "Carol's Christmas".
*
Marcus was sweating bullets as he rang the door. He burned for Mrs. Carson...Mistress Carol...and needed to be wi...
"We need a little more feminine energy around here."
The words hung in the air as Tommy's devoted licking of Mia's ass slowed to a stop.
"You mean another woman?"
Mia hooked her legs behind Tommy's head and pulled his face back into her ass.
"No, I mean you, you dumb sissy bitch."
Once Tommy finished with pleasuring Mia, she led him into her closet. She...
Dear readers this is my first story and I hope you enjoy it. Your comments and suggests will be most helpful. I am planning on continuing the story if the feedback is positive.
This story is based in part on facts and part on fiction. I will leave it to the reader to decide which is which.
*****
We had just finished dinner and I was in the den getting rea...
Correspondence from older (50-70), dominant ladies most welcome.
*
The next few weeks passed slowly for Chris. He was initially terrified of his new Mistress, - after the ordeal of his 'breaking in'! However, his new Mistress (Theresa) didn't want a simpering bundle of nerves to play with. Dominance for her was a varied and protracted feast; full of spice...
This is the continued story of my life as a sissy and is a continuation from part 1 The Set Up.
*****
As I mentioned I am sat tied to a chair with my stepdaughters panties placed so the crutch is over my nose, it's a long story which started when I met and married my wife now Mistress some six months ago.
I am now a total submissive sissy cum slut for my...
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When Mistress K and Slave D aren't packing your orders or answering your emails we like to take some time out to write chastity stories for you all to enjoy reading. There's nothing quite like the feeling knowing that many of our customers and readers have spent time squirming in your locked cock cages while reading these. We love a little tease and denial and hope that these stories go some way to making your swollen balls a little less comfortable.
Some of these stories are completely fictional and figments of our collective filthy imaginations. Others are direct accounts of our private play sessions. We'll leave it up to you to figure out which ones are fantasy and which ones really happened.
Each time we write and post a new story on our blog we'll add a link to it on here.
We also love to hear your feedback and suggestions, so please do leave a comment at the end of the story you read and let us know what you thought of it.
Chastity Stories: Male Chastity and Anal Play #1 - Part 1
This was the first chastity story that I ever wrote and it gave me the confidence to write more, which has led to the other stories you can read below.
Mistress K messages slave D and orders him to put on his chastity cage and await further instructions. Once she returns home for some light impact play before fucking her submissive with a strap-on.
Male Chastity and Femdom #1 - Part 1 / Part 2
A short trip away for slave D and Mistress K turns into a severe play session that includes humiliation, a harsh caning and anal play before a stunning new dominatrix is introduced to join in with the fun.
Male Chastity and Femdom #2 - Part 1 / Part 2
With a new Beast stainless steel chastity cage locked onto her slaves cock, Mistress K decides it's about time slave D found out what it's like to be a sissy. If you're a fan of sissy chastity stories you'll love this.
Chastity and Femdom story featuring Mistress Adreena Angela - Part 1 / Part 2 / Part 3
This is a 3 part story that involves 1 male submissive, 1 female submissive and 2 female dominants. Mistress K returns home with a few friends to play with slave D in our new play space. Lots of kinky fun is had.
We commissioned Sushiyo to create custom artwork for each part of this story, which can be found at the top of each part.
Chastity Stories: Double Domme Femdom and Forced Bi - Part 1 / Part 2
There's a first time for everything. The chastity slave in this story attends a private play party for his Mistress and gets a very big surprise; his first experience of forced bi play.
Chastity and Femdom story featuring Mistress Terra - Part 1 / Part 2 / Part 3
Written for Mistress Terra to be read out for her OnlyFans account as more of a script. The dialogue sections are marked in bold.
This story is written at the time when social distancing restrictions were put in place during the Covid-19 pandemic are finally lifted and the chastity slave finally gets to meet with Mistress Terra for a private play session, or so he thought. He takes a good beating before being used for the latex clad goddesses pleasure.
Chastity Stories: Play Session #1 at the Secret Dungeon - Part 1
A few years ago Mistress K and I had an overnight stay at the Secret Dungeon in High Wycombe. We had two full play sessions during our stay and this is the story about the first of them.
After a day of servitude to Mistress K in central London with my cock caged we then got the train to the Secret Dungeon and my devious latex clad dominant toyed with me before ruining my orgasm and making me clean up all of the mess.
Chastity Stories: Forced Bi with Another Kinky FemDom Couple - Part 1 / Part 2
After weeks of tease and denial from Mistress K I was expecting another weekend of servitude to her without the possibility of an orgasm. A text message from a mystery sender changed everything.
I love to fantasise and if you've every wondered what it would be like to serve two beaufiful dominant women while one pegs your ass and the other forces you to such a cock then you're in luck!
I thoroughly enjoyed writing this one and hope you all enjoy it.
Chastity Story - Considering a Hearty Yield - Part 1
What happens when your lover expects you to cum big, thick, hearty loads every time you orgasm, but you just love masterbating? It's time to get a chastity device and lock that cock she thinks.
Short Story: Pegged after 3 Weeks in Chastity For My New Keyholder - Part 1
With the aim of becoming a collared slave for Mistress H, slave D receives a visit from his new keyholder. She decides it's time to have a little fun with him and pegs him to orgasm before locking him back into a new cage.
Lesbian Chastity Story: Chastity and Cultivating Desire - Part 1
A sensual story sharing a lesbian woman’s hesitant introduction to chastity. Overcoming sexual dysfunction and exploring the cultivation of desire through denial and submission.
Chastity and FemdDom Tasks List Story - Part 1
During a rare free weekend Mistress K sets slave D a list of tasks to complete within 2 days. As long as he follows the rules and completes all of the tasks he will earn a reward of her choosing. Will he succeed?
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This is a continuation of the story of Becoming a Sissy Maid .
As the months passed and my wife kept me locked in chastity more and more for longer and longer, my desire to be Zoe, her sissy maid , grew every day. Luckily, my wife “made” me be Zoe every weekend and sometimes a time or two during the week. I loved every second of it.
My wife would peg me when she deemed it a special occasion or I earned a reward. After a few times she told me she had to buy a bigger dildo because the old one was getting too small for my sissy pussy. I was nervous to take a longer and thicker dildo, but was pleasantly surprised by how much better it felt.
On most days she required that I wear a mouth gag that was shaped like a penis. She made me alternate between a short gag and a longer gag, saying the short one would help me learn to please the head and the longer one would help me with my pathetic gag reflex. If I struggled with the long dildo gag, she would force me to practice on her strap on and if I gagged or complained she would punish me and call me ungrateful, saying, “real sissies love sucking cock and would never gag.”
Sucking on the dildo was a little weird to me and made me question my manliness, but when she demanded me to suck on it and called me her sissy slut I would suddenly have a passion for it. At first I just had to tell myself, “it’s not gay if your wife is forcing you to do it.” Eventually, as my gag reflex and skill improved, I started enjoying sucking her strap on and receiving complements from my wife.
My cleaning skills were vastly improved as well. I knew far more about cleaning than I ever expected I would or could. I started buying new cleaning supplies and really getting into it. I knew the better I performed as a maid, the more likely I would get to be a maid. Over time it kind of became a hobby and challenge to clean more and better. Some how there never seemed to be an end to the cleaning and maintaining the household and that was fine by me.
Everything was great other than our sex life. At least that’s what I would tell my guy friends because my wife and I never really had sex anymore. Maybe once a month she would let me out and let me have sex with her, but most of the time if I got out she would give me a ruined orgasm or penetrate her without being allowed to cum. She would tell me that denying me orgasms would make me a better maid. I got to make her orgasm all the time which I loved, but I could tell that she longed for more dick.
She had me start fucking her with dildos and vibrators. Part of me wanted to say, “why not just unlock me and let me fuck you?!” The other part of me loved being in my cage and didn’t want to come out for any reason so I stayed quiet and followed her orders. I also realized that this dildo was so much bigger than my little dick and was pleasing her way more than I ever could.
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Literotica Lesbian Slave
Humpchies
Hypnotized Sissy