Humiliated Sissy Story
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Humiliated Sissy Story
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The sexual adventures of a submissive sissy.
Sissy has a fourth threesome with bondage and beating.
Miss Sarah's party finally gets underway.
The summer Christmas party gets a little out of hand.
Sissy has a second threesome involving rimming and piss.
Husband cuckolded side by side with his wife.
Michelle's long night continues, but he learns her lesson.
Markus pursues Shireen. Darius fully embraces sissy slavery.
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by SissyTwinkleToes
on Dec 24, 2019
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Chapter Four: More Sex, Public Humiliation and a Soon to be Turn for My Sissy Life.
8:00am and my alarm clock goes off, I am groggy as I awake but I soon realize I'm about to have another exciting sissy day with Master Camron and Sir Gage. I quickly shower and do myself up as expected in, make up, wig and my black maids dress, black sheer pantyhose and blac...
I'd spent what seemed like forever locked away in my cock cage, looking at and downloading porn for Mistress while she slept. I felt like the slightest touch to my cock would cause me to explode. I had tried and tried to touch myself the whole time but the cage more than served it and Mistresses purposes. I was only able to get so hard and my balls ached. I...
Hi, my name is Isaac. I'm 21 years old, Asian and a child of divorce. My father decided he wanted nothing to do with me the moment I was born, and my mother held 2 jobs to raise me. When I was 18, she decided she had enough of the hard life and remarried.
She remarried Jack. Jack was a white, bordering on obese man, who was 12 years older than my 42-year-o...
My Mistress was entertaining her sister Lady Brandi and her friend Lady Alexis in the living room and watching a Mistress dominate and humiliate a couple of her sissy slut males on DVD. The ladies were drinking wine as I was attending to the dishes after serving them dinner. I was wearing a French maid's uniform with black patent leather pumps and fishnet st...
It had taken a good half an hour via taxi to get to this postbox, across the city from Sissy Susie's home. All so Sissy Susie could post five keys to herself, containing the keys that keep her and Sissy Tinkerbell locked in their ridiculous sissy dresses, locked in handcuffs to each other, and locked in the clitty cages that have kept them chaste for the las...
Several days ago, there was an e-mail in my inbox. It was of course from my Domina, Katarina, because the e-mail account is for her exclusive use, when she wishes to communicate with me. Because I am her sissy slut, and from time to time she finds ways for me to prove my usefulness to her.
The e-mail read:
"Hello, sissy slut,
I have decided I wish to go...
To me, part of the process in my case of stripping me of my masculinity involves documenting my transformation and the humiliation that it would involve. For me it started through an encounter with a dominant man who enjoys feminizing submissive males and turning them into 24/7 gurls. It just took the right dominant man to make it happen for real.
I've spen...
My wife/Mistress, Heather and I had over the years developed a large repetoire of ways of playing together, with me, of course, always in a submissive role. One of our favorites was her as Mommy and me as her obedient little sissy boy. What a delightful combination of humiliation and safety it created in me.
However, as frequently was the case, she had deci...
I arrive at the door of the hotel room, at the stated time. My feelings were mixed. Nervous, meeting you for the first time and excitement knowing that I would be in control of the situation, well at least for the moment. Just before the door opens I realise I will not recognise you! The only pictures I have seen of you, you are wearing a hood! The door open...
Warning: This story is a work of fiction and contains descriptions of explicit sexual acts between women. If this type of content offends you or you are under the age of 18 do not read it.
Author's Note: This story is the property of the author. It can be downloaded for personal reading pleasure or sending to a friend, but if you wish to re-post them at you...
He had been waiting his whole life to find someone like her. He had almost given up any hope that there was someone out there who could give him what he so needed. He had met a few women over the years that had been willing to try and give him what he desired, but it was usually just something they did for him, not something they enjoyed for their own pleasu...
I would never say that life was routine with Mistress Monica. She kept me on my toes—or, more literally, on my heels—at least around the house. On days when I got home from my law office before she got home from her corporate job, I would immediately take off my suit and tie and put on one of the frilly aprons Mistress preferred me to wear at home, and a pai...
I excitedly pull my tight red lacy panties up over my small, limp penis. They feel so nice. Tight, but soft, containing the perfect amount of room to hold my little package. My penis does not attempt to get hard despite the pleasure, if anything it seems to shrink a bit in order to fit more comfortably. This was my first time seeing Princess T without her in...
Chapter Three: More Fun and a Deeper Push into a Reality.
[10:15pm]
My phone rings, I look to see who is calling me and I see it is Master Camron. I dutifully answer the call, "Hello, Master, sissy Chantel at your service."
"Hey sissy, I need you tomorrow morning, that will not be a problem I suppose?" He asks.
I reply, "Oh no sir working afternoons or...
After Viv's stimulation it took me a few moments to recover. By the time I looked around Viv was sat on the couch sipping at her almost empty wine glass. A slight smile on her lips and a satisfied look on her face. Our eyes met for a moment before hers wandered down to her pink lace fronted panties I was wearing.
A wave of awareness swept over me as I sudde...
I faded in and out of consciousness.
My body was numb and I waded through a sea of words and images that filled my mind, struggling to focus on anything specific. Slowly I began to wake but my eyes did not open and my body remained numb. I searched for my memory, I knew it was there but I couldn't reach it, I was entranced. My name and past eluded me as I s...
Here is the third installment of a story of loving spouses, the husband a sissy submissive to his Mistress/Mommy. She has invited over a girlfriend to witness and perhaps participate in his humiliation and degradation. At the end of Part II, the women were on the couch and the little sissy was on the floor. He obeys his wife's command to beg.
*
"Oh, please...
A new story of a sissy's fantasy becoming her reality. But a reality, much more than she ever thought. This will be a multi chapter sissy maid and sissy slut story around Sissy Chantel finding reality of sissy maid and slut life can be more than she bargained for, enjoy.
*****
Chapter One: The Journey Starts.
Well another night and here I sit dressed in m...
I spent a tension filled week on edge. I was easily distracted from even the simplest of tasks as the memories of my adventures in the parking lot with Those People continued to haunt me. I fluctuated between arousal and disgust as visions of my performance played over in my dreams both waking and while a sleep. I had become nerve rattled, jumping at every s...
Lloyd squirmed at the pole in a strange blend of discomfort and sexual euphoria, on an image flickering to life upon the screen before him, his mind fast reclaiming its lucidity from the waning drug. He fought with his own conscience as that lucidity only served to heighten his arousal, his boning cock betraying the undeniable pleasure that had been awoken b...
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by Sissy Adele Howells
on Sep 17, 2017
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I'd spent what seemed like forever locked away in my cock cage, looking at and downloading porn for Mistress while she slept. I felt like the slightest touch to my cock would cause me to explode. I had tried and tried to touch myself the whole time but the cage more than served it and Mistresses purposes. I was only able to get so hard and my balls ached. I...
I have been dressing as a woman at home in private for many years. No one has ever seen me dressed as a sissy slut before but I do it to feel sexy. I know I would never pass as a woman for I am 6 feet tall, 170 lbs and at the age of 45 not a real trim body.
My girlfriend Rachel who lives with me is must younger at the age of 35 with a young trim body that h...
***All characters in this story are fictional and over the age of 18***
***
Yesterday I was forced to wear purple panties to school, go to the bathroom with my two mistresses, and take countless pictures while wearing nothing but panties, with lipstick on, and different humiliating things written on my body with lipstick, all while sucking and kissing a ba...
As I told you in part 1, Angel really taught me a lesson regarding cumming without her permission. I was so grateful that I hadn't lost her to a superior black stud, I was even afraid to masturbate to porn on the internet.
We have two computers, hers and mine, next to each other in our office. She told me she had forwarded an email to me from one of her gi...
Mummy Belinda Beynon was now in complete control, as she pushed my pram down the road. I snuggled against my satin sheets and was very content. Mummy Belinda removed my dummy every five minutes, wetting it with her saliva, before putting it back into my mouth. Staring up into Mummy Belinda's pretty face, was a dream come true. She would tease me, by blowing...
Last Friday evening when I got home Mistress informed me that tonight was going to be a very hot night but I did not realize until later just how hot things were going to get.
Mistress had dinner ready and she told me she wanted us to eat quickly so we could get straight to the "activities" she had planned. I thought it curious because Mistress usually did...
After months of hesitation and much soul-searching, a momentous decision finally got made. The big Black dude burst into Mistress Chocolate's den in downtown Ottawa, Ontario, and told her of his rather unusual request. The six-foot-tall, gorgeous Black Canadian female dominant listened to him, and then agreed to make his most forbidden fantasy come true. It...
"Dear Colleagues
This week, in order to help with our efforts to raise money for charitable causes, we have decided to mix up our usual policy of dress down Fridays. This Friday we are instead instigating a "dress up Friday" in which staff are strongly encouraged to come to the office dressed in the office attire of the opposite gender (that's suits and tie...
Driving to work it seemed like it was going to be another shitty day for Brick Adams. He was on his way to do some plumbing repairs at a home located in one of L.A.'s wealthy suburbs. Gwen Leva the lady who had hired him had been a real picky bitch when he went out for the estimate. He could tell that she was going to be the type who was not going to be easi...
It was only a matter of minutes before Mistress pulled the car into a long driveway. My mind was still processing the idea that I was now on hormones. Once we were parked, Mistress had me grab my bag and follower her on the path to the house. She clearly knew this pace well, as she walked right into the house, with me following closely behind. As soon as we...
When he arrived home from Regan O'Reilly's office Jordan was still in a daze. He needed a drink, no scratch that, he needed a bottle. In a matter of a couple hours he'd gone from having his life threatened, to getting a blowjob from the Leprechaun, to being ordered into sissy sexual servitude by Mistress Kate. She was actually expecting him to be her fucking...
First a little clarification, if you've been reading parts one and two (I hadn't kept this quite straight up to this point). Here are the correct character names:
Bob, or Robert, or Dick (or whatever my mistress decides to call me): Me
Rick: My boss
Brad: An office co-worker
Rod: Office co-worker in an adjacent cubical, very buff, quite manly
Wilson: Of...
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 a sissy maid for ongoing service. I answered the ad, includ...
I arrived at Dr. Bill's office and he greeted me and we sat chit-chatting together for about ten minutes. Then, Charles and Emily arrived.
Dr. Bill addressed us all.
"I have read Dr. Price's diagnosis and report and I concur with her findings and recommendations. It's probably best that Dr. Price tell us about them herself.
Dr. Em began saying,
"Well, f...
Authors note- this story includes non-consensual, rough, and coerced sex. As well as straight and bi-sexual sex, crossdressing, and humiliation.
**********
Wendy wore the shortest skirt she owned. A blue, pleated thing that stopped a few inches short of her knees. Underneath she wore red lace panties Ian had bought her for valentines a couple years ago, an...
I am sitting by myself in what appears to be a restaurant/bar that caters to women. I have been exchanging emails with Ms. Alexandria concerning a position she has open for a couple of weeks. She wanted to meet me here at "La Femme" to interview me about the position. I am sitting at a table in the back of the bar area waiting for Ms. Alexandria to arrive....
Editor's Note: this submission contains raceplay and femdom content.
*
Not long ago it was a straight and stuffy white male. it was arrogant and self-satisfied with its white male social and economic leverage and advantages. In the rat-race of white society it suppressed its submissive white side.
But from time to time it would slip into daydreams of hav...
So it's a nice day today. I decide to go outside to get some fresh air and go for a walk. I wanna soak in the early spring cool breeze. I find myself going through the woods. Eventually I end up near the end and I see her past the trees standing alone on the cliff: The one and only Wonder Woman, looking out over the town! I couldn't believe my eyes! I've alw...
Eve continued to tease and chide me as I watched my sweet bride being groped and felt up by the captain as they danced at the Boathouse Lounge. I could hear other people laugh and make crude remarks, as Angel and Adam publically humiliated me with their show of intimacy.
Eve said, "Look how beautifully they move together, I'll bet you wish you could dance...
I couldn't believe what was happening to us. I had watched the woman I love dance naked in a sleazy strip club, publically spanked, force to eat another woman's cunt.
I had been made to suck two cocks and been fucked up the ass and made to cum in my panties. This whole nightmare was being videoed and the main event, my fiancé's gangbang was about to happen...
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Fairy Godmother gives me a weekend of prissy humiliations.
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After a long week at work, I was looking forward to a quiet weekend of relaxing in front of the TV with a beer, but my fairy godmother had other ideas. "Good morning sissy," came her stern voice as soon as I woke up Saturday morning. I whimpered, immediately knowing I was in for a humiliating weekend.
She frowned, not pleased with my whimpering. She's an older woman, dressed smartly and respectfully, who appears on my left shoulder, like an angel. She tutted at me and shook her head as I curtsied apologetically. "In the shower now, sissy. And bring your paddle."
I curtsied again, picked up my horrible paddle and minced downstairs, making sure to keep my hands above my waist, palms turned out. Why am I so powerless to say no to her?
"Its been a long time since you've been lucky enough to see me hasn't it sissy?"
"And I see you're still pretending to be a man. How silly! Lucky for you, I'm going to help you descend into the life thats more appropriate for you."
I felt my face go hot. I wished I could refuse. Instead I felt my knees dip and me thanking her.
She told me to take a cold shower. The water was freezing but I couldn't defy her and turn on the hot tap that was so easily within reach. I steadily shaved every part of my body, pausing only when she told me to spank my balls hard with the paddle. A miserable hour later, I stood shivering and smooth, opening a package that had come for me in the post. I gasped at the new pink chastity cage I didn't remember ordering. Fairy Godmother laughed as I locked my little clitty away.
A knock at the door stunned me out of my pity party.
"Answer it," ordered Fairy Godmother.
I wanted to disobey. I was completely naked, except for my cage. But I felt myself open the door, my cheeks burning red as the delivery man laughed and I curtsied to him. He handed me the large package and walked off grinning, no doubt to a perfectly normal weekend. As for me, my humilations were just beginning.
I had to thank Fairy Godmother over and over, dipping curtsey after curtsey, when I opened the 'gift' I must have ordered myself. An expensive new sissy outift "Miss Prissy Sissy" a pink and frilly dress with a huge tutu that barely came to my waist, perfectly displaying the ruffled pink panties it came with. Even those weren't as embarassing as the giant pink bonnet, covered in flowers and frills, with a big bow tied under my chin. I gasped as I tied it in the mirror. When had I done my makeup? My lips glowed bright baby pink, the same colour as my eye shadow and nails. Big
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