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The Young Sissy Chapter 2

I was walking in a field, the cool grass crushed softly between my toes, the sun warm on my skin, the smells of spring were in the air and every deep breath I took filled my lungs with the promise of a fresh start and new hope. The sky was a flawless blue and looked clear enough to take a swim in. Everywhere I turned, all I could see was endless rows of rolling hills...there wasn't a soul in sight...and yet, for some reason, I didn't feel frightened or lonely like I usually do by myself....

The Sissy Diaries 2 My Total Transformation

Dear Diary, Ever since Mistress Alexa and Mistress Kerri took control of my life, it has become both a wonderful sissy dream and a horrible sissy nightmare all at the same time. Initially, mostly the latter, as the first few weeks were probably the hardest. Oh diary, it's like when I was living at home under the control of my evil mother and two older evil sisters. Except not only am I dressed 24/7 in girly dresses and as a sissy maid too, but I'm being used like a sissy slut, and...

Sissy whorehouse veronica

Chapter 1 - The CaptureBefore I became a girl I was a lonely boy with no friends. I couldn't seemto make friends with anyone. I hated myself and I hated my life. One day Idecided to take a walk and try to get away form my troubles. It was earlyin the morning, the sky was a pretty pink, and no one else was out. Butthen, out of the corner of my eye I spotted a black van with heavily tintedwindows coming down the street. It slowed down beside me and as it did Igot a little scared. I was alone on a...

Becoming a Sissy Part 10

Apologies for the delay. This is the final part of "becoming a sissy". Obviously, I have packed a lot more into this story, and I apologise if it got complicated with too many characters. I'm thinking of writing another story which will take up from where we are now, but I will make it more focused on one or two characters. It's my first story, so I guess lessons.Over the next five days a plan formulated in Tom's mind. As he thought about it he would have three submissive sluts vying for his...

SISSY DANI

I was not aware that my girlfriend had begun studying hypnosis,nor that she harbored ambitions of petticoating me. But I soondiscovered that the combination of the two was dangerous to mymasculinity. One afternoon I was sitting in my living room,listening to the stereo through a pair of headphones. It was awarm, sultry day, and after a while I drifted off to sleep. (Muchof what follows my girlfriend--now my mistress-- explained to melater.Seeing that I had dozed off, Jennifer saw her chance....

Owned sissy girl of dom couple Part 1

I met the mature dominant couple that I now call Mummy & Daddy on the internet. I am a 52 year old sissy who loves to be dominated, feminised and made to be a humiliated mincing sissy slut.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 two weeks prior to my arrival - a daunting task to say the least...They answered the...

Sissy discovers Part 3

part 3 of an original story********************After the drive to the lake it is a family tradition to pick up a pizza from the local joint at the village. The pizza is delicious after a day of driving. The whole family, mom dad and the k**s have just about demolished the large pepperoni and roasted red pepper pie. They sit around the counter and woof down the last slices. As they talk about the tomorrow and plans Vicky gets up to clean the counter, and Tom snuggles up behind. The k**s...

The Sissy Girly Game

The Sissy-Girly Game by SissyKimmy1 Chapter 1 - Let's Play Ballerina I couldn't believe this was happening to me. I was still in shock. It was all my little sister's fault. She was always a little bitch but now she had ruined my life completely. I never thought she would take it this far. I couldn't believe she wouldn't come clean and tell our parents the truth. She was following behind me snickering as we approached my new home. My father rang the doorbell. "Dad! You...

Neighbourhood Terror to Sissy pt 7

Chapter 7 Mark regained consciousness when Stephanie pressed her lips against his and started pushing his load of cum in his mouth. He had only just sucked a load off of Linda's toes and now he was swallowing yet another one. Every time he came here he seemed to get stuck with a taste of cum in his mouth. Only made worse by the way in which he was fed the load. Well at least it was his own cum. "So, I believe with this I have answered all your answers regarding your chastity cage....

Young Sissy Ch 03

"Pleez...por favor...pretty pleez...fuck me..." I looked up at her with tears in my eyes, pleading to be penetrated. I didn't have to beg...nothing in the world would have stopped Lola from spraying her seed deep inside my ass...but I know it's what they wanted to hear. I regretted it immediately...well almost immediately...nothing can take away from the pure satisfaction of hot flesh filling my pussy. It made me feel...whole. Of course, it also pushed down my cum button and sent my body into...

Becoming A Sissy Slut part 2

I awoke Sunday morning alone in Kassy’s bed, still in the tight mini skirt, my ass was deliciously sore bringing back a flood of memories from last night. I had spent the evening in full drag dressed as a slut and serving my mistress’s rubber cock followed by swallowing my own cum. It was hands down the best night of my life, I had never came so hard, and the rush I felt while serving her was a high that I’d never known. I rolled out of bed and stood up, my wig had fallen off in the night...

Sissy Tammy

It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a c***d I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games.My only real play friend was a pretty...

Lockdown Sissy part 1

Author's Note: Thanks to those who have reached out to me with story ideas. It's been difficult to get any writing done these past few months, but hopefully my head is finally back in writing mode. I hope you enjoy this nasty little fantasy. Please let me know if you have any thoughts or ideas--either here in the comments or directly at [email protected] xoxox Emshoninque Lockdown Sissy- part 1 I made a resolution to become a better sissy in 2020. It's something that has...

Sissy Julian Chapter II Introductions

Julian's story continues with his first day at Lake Orenda, and quite an interesting day it proves to be! If lots of frilly sissy outfits, super swishy behavior and a little sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated R as it contains sissy sex....

Sissy Crissi Chapter 2 Facing Erika

Chapter 2 - Facing Erika But my bliss would be short lived. I was abruptly wakened from my dreamlike state by a jarring shove into my shoulders that snapped my neck back and sent me reeling forward to the floor. I tried to reach out my arms and break my fall, but one hand was pinned between my pantied crotch and thighs. I reached out with the other and managed to get it in front of me, but it only tended to cause me to roll to the side, throwing my shoulder into the floor and toppling...

Andrew The Unsuspecting Sissy Part IV

ANDREW THE UNSUSPECTING SISSY PART IV [email protected] MAY I SUGGEST THAT YOU READ THE EARLIER CHAPTERS OF ANDREW SO THAT YOU MAY UNDERSTAND WHAT THE POOR DEAR HAS BEEN THROUGH THUS FAR..... ANDREW NOW DREW: SISSY SUPERSTAR, SOON TO BE HUSBAND TO JIM JIM : BILLIONAIRE INDUSTRIALIST, WITH A PENCHANT FOR SISSIES AUDREY: DREW'S STEPMOTHER AND OWNER OF THE MANOR SARAH: DREW'S STEPSISTER AND TRAINER VALERIE: DREW'S DOCENT TRAINER DR ALICIA NEWMAN: MEDICAL DIRECTOR OF THE...

A sissy called Jezebel Part VII

A sissy called Jezebel Part VII - Jezebel has finished hir tour with the Head Mistress into the secretive dungeon/reform school below the fair walls of the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. But is the Head Mistress entirely done with Jezebel? Additionally, what ever does one learn in a 'sissy life skills' class? I require the gurls in my harem to crawl on the floor at home and in private at the office. So get on...

Sissy Factory 3 School

Note: The following journal entries are sanctioned by the overseers of the Sissy Training Academy. STA staff believes that this history might prove useful for the future training of young sissies. With that goal in mind, Sissy 16452 has been authorozed to recount her experiences as part of the graduation and release process. As always, STA welcomes any and all comments regarding this sissy's account. Your thoughts are helpful in deciding future training courses for our young...

Tweak Chapter Three Birth of a Sissy

Melissa's mentoring of Simonne continues at an ever-increasing pace. He quickly learns that submitting to Melissa's demands may be the only way of convincing his girlfriend to submit to his. Operation Linda begins in earnest. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Three - Birth of a...

Sissy s She Cock Training

Sissy was in the corner on his knee's patiently waiting for Mistress's command. mind racing at the thought of days adventure, a nervous tremor passed through him wondering what it may be. Mistress had said she had a little surprise in store. Mistress standing there in black leather corset, her ample breasts on display fully fashioned stockings, 5" studded 5" heels crop in hand.Smiled and turned to the dresser grabbing, shiri, and sissy's collar, turning back to sissy in the corner, said over...

Owned mature sissy girl

I met the mature dominant couple that I now call Mummy & Daddy even though I am 54 years old, 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 two weeks prior to my arrival - a daunting task to say the least...They answered the door together - he was a tall very masculine mature man in a suit, his trousers...

Punishment for a Sissy VI

Punishment for a Sissy VI By PJD Miss Jones, on hearing Mrs. Cartwright command to enter, opened the study door. And led the naked, hairless, chained sissy into the room, followed by the servants. The two young maids following Panties into study, smiled at each other anticipating further punishment for the sissy, their tiny nylon panties already damp at the sissy's humiliation. "Bring her into centre of the room Miss Joans." commanded Mrs. Cartwright. The sissy was led into...

Sissy Husband

Sissy Husband By Margaret Jeanette Betty Burns was headed for her mother's place. Her mother lived eighty miles away. She was talking to her on her cell phone, actually arguing some more with her. Just like that her mother hung up on her. She dialed her back and when her mother answered she said she didn't want to talk to her and hung up again. Betty turned her car around and headed back home. So much for a week-end with mother. She knew her mother had a temper and it...

Sissy Farm Chapter Eight

Sissy Farm - By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James: AKA. Auntie Jamie, ...

Sissy Teaches Me Part Two

“Are you watching?” Sissy asked me as she lied there, legs spread nice and wide. The inner part of her pussy starting to gape a little, trying to open up larger than it was already.“Yes,” I answered.I was watching with everything I had.Sissy ran her hand down between her smooth legs and I watched her take her finger and trace her tender sexual entrance slowly. As she did, I saw her puffy lips come to life. Her inner ones swelled and slightly parted even more to reveal the hot pinkness hidden...

Beth and Sissy

Beth and Sissy Copyright CassandraToday 2016 Beth stood up and walked from the bed to the far side of the room, over to the ... what is it? thought Sissy; it looks like a St Andrew's Cross lying on its back, with supports underneath to hold it at tabletop height. Beth turned, smiled at Sissy, and crooked her finger in an unmistakeable "come here" gesture. So enthusiastic at first, Sissy was now hesitant, as it sank in that this would be reality, not fantasy. She rose and started...

My Uncle Wally s Sissy Boy Wife

Penned by: Miss Deborah (Debi) Leigh JohnsonOneI did not know what I could expect, as the Greyhound pulled into thebus station. I did not know a whole lot in fact, as I was a rebelliousknow it all, fifteen year old brat.My parents were pretty good as far as parents went. I had not locked aroof over my head, or enough food on the table, but I had alwaysresented the fact that my parents were not rich enough to give meeverything that I wanted. I knew in the back of my mind that this wasa pretty...

Paul the Sissy Cuckold

Paul the Sissy Cuckold Part One Sue sat at her kitchen table chatting with her friend Debbie while at the sink her husband, Paul, worked to clean the dishes from dinner. Sue and Debbie laughed and talked about how nice it was to be relieved of the burden of housework now that Paul had lost his job and was free to take care of the household chores. The two women sipped coffee and discussed the freedom this allowed Sue to go out at night with friends and enjoy herself. Money had never...

Sissy School Part 5

SISSY SCHOOL - PART 5 By Missy Crystal I woke up thinking that I was in my bed at home and had a bad dream. I was on my back looking up, but the ceiling of my bedroom wasn't pink. Then the weight of my bedmate's arm and leg draped over me, the warmth of her body against mine and her soft breath on my neck as she slept quickly reminded me of what had happened the day before. My mother sent me to a school for sissies and here I was in bed with one. Well, that really wasn't the bad part....

Crowd Sourced Sissy Spin Off Mother s Milk

NOTE: This story stems from an incidental bit in the "Crowd Sources Sissy" story that a couple of readers seemed to be interested in having me explore further. It's just a starting off point. You do not need to read that story first to understand this new work, but of course feel free to read it to get the full effect. Enjoy! Crowd Sourced Sissy--Mothers Milk I knew that my husband had a sissy fetish long before I married him. For many, that would have been a bridge too far,...

Blackmail Sissy Gets What She Wanted

This was originally a story by DevinaTv entitled 'Davina in Trouble'. I changed it to reflect my own personel 'kinks' but only as I loved the original so much, so close to my own fantasies - thanks DevinaTv love your work xxx"You see David or is it Slut Sadie ? or both ?" she laughed, "you left a piece of paper in the mac you asked us to clean for you. You left the shop so quickly my assistant could not check the pockets before you left. She passed the paper on to me and being the nosey type...

Neighbourhood Terror to Sissy pt 10

Chapter 12 Mark had just about time to put his dildo down before the door to his room opened. His hand was still wrapped around the base, and well there was no real way he could ever hide anything of what had been going on. He was caught red-handed and could only really look at his girlfriend, or rather his ex-girlfriend in horror. After all, why else than to officially dump him would she be here. Lisa herself was a bit shocked when she entered the room in her white t- shirt, daisy...

Sissy Julian Chapter V A Day at the Village

Julian spends a most interesting and eventful first day in Lake Orenda Village. So, if lots of frilly sissy outfits, super swishy behavior and a little kinky sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, situations, places or events whether past or present. This chapter is rated X just because of the sheer kink of it....

My Sissy Life Part 17

My Sissy Life Part 17 I fixed my make up and went back to cleaning, I didn't want to get into trouble because my chores weren't done. I don't know how I would explain that, 'I'm sorry mother I couldn't finish dusting because I was too busy sucking Jake's cock.'. That is not a conversation I wanted to have. I wasn't sure what was going to happen when Jake babysat me for the weekend. I had an idea that there would be a repeat of what just happened. The rest of the night. I served...

The Making of a Sissy

She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father. Jane’s strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy’s mind. Jane’s girls took special delight in dressing their sissy brother and loved to take him out to the mall and such places,...

sissy Britney serving Mistress Jeri James

About a month ago sissy was honored to meet and serve her Mistress.Mistress has been training me for a couple months to be her Britney sissy slave.Training included watching lots of sissy hypno vids along with BBC hypno vids.Learning to dress as Mistress likes, sucking dildoes to become a better cocksucker.Locked in Chasity, my chastity is a nub because my clitty is so small.Wearing butt plugs and once I got use to a size, I had to go purchase a bigger one to getMy pussy ready for large BBC.I...

Sissy Fantasy

I waited for what seemed like hours and was probably minutes when I heard Masters voice. "Silly me I forgot to open it, better hurry sissy I don't think Jenny would be too pleased if the neighbors saw you dressed that way," he smirked. The car lights flashed and the boot unlocked. I grabbed the cases and hurried inside. As I was passing Master he handed me a package. "A present from Jenny....put it on when you change... and put my case somewhere safe but don't open it," he...

America s Next Top Sissy part 3

After waking up, Jim finds himself in a feminine bedroom with the 11 other naked men. When the Nurse from the previous night enters the room dressed in a leather cat suit and introduces herself as Ms J, she wakes the men wake up and they soon learn to behaviour or implants in their bodies will make them. Now forced to wear ultra feminine clothes and wait holding each others hand for the looming elimination! Part 3 Jim is standing in the middle of the bedroom waiting for Ms J...

Sissy Farm Chapter Nine

Sissy Farm - Chapter Nine By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James: AKA. Auntie...

I Want To Be A Sissy Part 5

You know, being a Sissy can be quite exhausting. You try walking in heels, even kitten heels, making sure your hips sway properly, keeping your purse perched on your shoulder, carrying two bags full of girlish goodies, being sure to pat your curlers every five steps, trying to keep at least one wrist limp at your breast, keeping your eyes downcast but still being aware of the real people around you, snickering at you. Exhausting, I say! The drugstore did have its' moments but, being...

Brian

The big black Suburban owned the night. Halogen headlights carved a path through the moonless darkness. The big block motor, cruising at eighty, effortlessly ate up the West Texas miles, Eastward bound. Soft leather seats, cool jazz, dim lights and cool AC soothed body and mind. Drinking gas like a hole in the tank, with "fleece" payments higher than our mortgage, the SUV bored a hole through the night. Damn, but I loved that thing! I was driving, sharing the front seat with my wife Joan,...

Brian and Janet Naked in SchoolChapter 6

[Wednesday] [Brian] We figured it would be easier to leave the robes in my car instead of taking them off in front of the school. Fuck taking our clothes off in front of a pack of Yahoos. Janet and I both asked for relief in Miz Foster's class, just to get under her skin. I picked April, a bubbly cheerleader type who gave me a hand job. She'd obviously done that kind of thing before. I wasn't very erect but Janet said, "Here, let me get him started," and took me in her mouth. After...

Brian and Janet Naked in SchoolChapter 7

[Thursday] [Janet] I had Roger and Mike wash me and Mike got me off by eating me out but I was still feeling a little edgy, like I wanted Brian's dick in my pussy. I blinked and realized I had the perfect opportunity to investigate something that had probably been a topic for discussion since the first two guys compared dick sizes. I looked around and spotted Arthur, a short kid who I'd heard denigrated in the locker room for his small dick and Greg who was known for a large one. I...

Andrew the Unsuspecting Sissy

ANDREW'S INTRODUCTION Audrey was alone in her study. Up on the 60 inch, big screen was a security camera that flashed from locations all across the manor. Audrey locked in location six and location eleven. She then pressed a button and stood up and removed her blood red silk blouse and unclasped her long black tweed skirt and lowered the zipper and watched as the skirt puddled at her feet. Carelessly she stepped away and adjusted her hose and garter belt. She was braless and wore no...

Sissy Gets A Black Master

Sissy Gets A Black Master I got up wearily from my long and exhausting night being fucked and punished by my new Black Master. As I awoke, I could scarcely believe that all those depraved things had happened to me. One minute I had been merely exchanging emails with a man, who could have been anywhere and the next minute, that very man was at my door, in my home, and then inside my body. Black Master, a man whose name I didn't even know, a man who looked to be about ten years my junior, had...

Neighbourhood Terror to Sissy pt 6

Hello everyone, please allow me to shamelessly promote my other works with the publishing of this new part which I hope you'll all love. Besides this story I'm also working on two non-TG stories "Lisa's Descend into Adult Babyhood" and "Savannah's Hypnotic Socks" both are published on DeviantArt and Wattpad under the same username. "Savannah's Hypnotic Socks" is also available on Literotica, but the other story isn't due to their submission policy restricting age play themes. They both...

The Making of a Sissy Part One

She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father. Jane's strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy's mind. Jane's girls took special delight in dressing their sissy brother and loved to take him out to the mall and such...

The Sissy Effect

[This story was inspired by another short story I read online some time ago, titled 'The Bimbo Effect.' (Not the one I see for sale on Amazon). In that story, a male character transforms a dominant career woman into a bimbo. It made me think that what's sauce for the bimbo was also sauce for the sissy, so wrote this version. Enjoy.] The Sissy Effect Luke Armstrong reviewed the last quarter's figures on his computer screen in his large, luxurious office. It had been a great...

Sissy Outed Brandon to Brandy

This is a story about seduction and transformation that’s written about a real-life sissy named Brandon Hippel, Brandon’s a cute little limp-wristed sissy-faggot from Abington Pennsylvania that loves to be humiliated and exposed online. She loves feminization, crossdressing, being exposed online, humiliation, anal play, degradation, being captioned, taking pictures, and talking to new people, so feel free to contact her through these various social media; Her kik is; HumiliationSlut2Her email...

Sissy Stepson Part 6 Caroline s Sissification

Part 6 - Caroline's Sissification Mrs. Monet was now going to really put the spurs to her sissy stepson and force him to live a life of sissified faggot. With Carl still lying on the floor with sissy cream stains all over his pantyhose and panties she began taking pictures of sissy stepson. "What are you doing, I want to change," said Carl. "Oh, no just because you popped your cookies doesn't mean its over, you pathetic faggot. I now have evidence what a pervert you are and I...

Sunday Night Football Sissy

Sunday Night Football Sissy It's no surprise that we love football here in Texas. We all head out to watch high school ball on Friday nights, and of course we love to cheer on our college boys on Saturdays. And the grown men dominate our Sundays. Especially if you're a sissy slut like me. I am a sissy cock slut who happily serves a small group of men here in town, and things took an interesting turn a few years back when I learned that Master David was an avid Cowboys fan, while...

America s Next Top Sissy 4

Part 4 So Part 4 of my homage to "America's Next Top Model" forced fem style lol ... hope you enjoy it and please comment. Sissy Sue is the first Sissy to be eliminated from his old life and being "'dragged'" into his new one! The two guards drag Sissy Sue into the operation room and roughly press him down to the gurney as he tries to clutch at his throat trying to breath. As his arms and legs are quickly bound, Sue hears Ms. J's familiar voice "There, there Sissy Sue, soon you...

Gut Busters When a Sissy rsquo s in Heat hellip Who Ya Gonna C

Gut Busters -When a Sissy’s in Heat…Who Ya Gonna Call by Cy. BlackRandy Sorenson considered himself a bit of a beach-bum. Born and raised on the beaches of Southern California by his very well-off parents, he lacked for very little throughout his c***dhood. His mother a very successful art curator, and his father a massively successful movie director, afforded the young, below shoulder-length, curly, blonde haired, blue-eyed youth to simply lay back on a beach and soak up the sunshine with his...

Intro to Sissy XIX

Shunk! Hiss pa baa Shunk! Hiss pa baa Shunk! Hiss pa baa. Joan useless sissy had heard it grow, that din. The mirrored elevators had gone down and down, rattling. Some of the mirrors were chipped, most were grimy, and the cameras were still there. This is a different elevator, he thought. Mistress Satin and Ms Mandy had chatted, kissed and occasionally spared him a glance, or a word. As he stood there, trying to breathe in the new corset, touching the plasticene under the...

Sissy Therapy

Sissy Therapy by Kate "Great practice, guys! If we keep working hard, we have a real shot at the conference title," Coach Jones addressed the thirty or so high school boys gathered around him. The boys were sweaty and tired, but the coach's praise momentarily raised their spirits. "Smith nice passing out there. Keep up the good work." Fifteen year old Billy Smith grinned cockily. "Sure, Coach. After all, I am the greatest!" The other boys moaned at Billy's arrogance. Coach...

Making a Sissy Maid Chapters 1 4

Chapter 1: Chris and Paige I guess I started withdrawing from my school friends at about the time my mother re-married and when I was about fourteen. My father had left two years before and we'd not heard from since. In that time I'd felt I'd got closer and closer to my mother, and we'd always been pretty close. We'd spend a lot of time together - playing games, talking about things, cooking, cleaning our small house in a less than fashionable suburb. We became like friends, I even...

A Sissy Bride The Escape

A Sissy Bride ? The Escape By Angela J. (Sissy Bride Universe created by Janice337) Patiently I pretended to accept what they deemed as my fate. I even pretended to enjoy my wedding rehearsal earlier this evening. Why wouldn't a girl enjoy her wedding rehearsal? A real girl would enjoy it. But despite looking like one, I am not a girl. I am not even a sissy. I am, or at least was, a man, a real man, a virile man. But I was trapped in this feminine fate and my only hope was to...

Sissy Stepson 8 Caroline s Milking

Part 8 - Milking Caroline "Our sissy is going to get ready for milking, I have enough knee highs for everyone to participate" said Mrs. Monet excitedly. She gave everyone three knee high's, sissy Caroline was going to get the milking of her life! Caroline came back to the group with here outfit on and was instructed to sit next to Regina for milking. Regina encased the Caroline's sissy stick with the nylon and instead of using her hand. She took off her high heel and stuck the toe...

Andrew The Unsuspecting Sissy Part VI

ANDREW THE UNSUSPECTING SISSY PART V [email protected] *** A NOTE TO ANDREWS' FANS: I DON'T GET VERY MUCH FEEDBACK, PERHAPS 4 OR 5 PEOPLE WITH EACH CHAPTER. WHILE I APPRECIATE THE SUPPORT FROM THOSE THAT ENJOY THE STORY, I CAN'T SEE CONTINUING THE TALE IF SEEMINGLY VERY FEW PEOPLE ARE INTERESTED. SO, IF YOU ENJOY THE STORY, OR DON'T PLEASE LET ME KNOW! MAY I SUGGEST THAT YOU READ THE EARLIER CHAPTERS OF ANDREW SO THAT YOU MAY UNDERSTAND WHAT THE POOR DEAR HAS BEEN THROUGH...

Step mother s Sissy School boy

One-Handed Reading: A Step-mother's Sissy School-boy This is a one-sided conversation between an (evil?) step-mother and her delinquent step-son. ------------------------------------------ Author's Note: This is not some attempt at a Pulitzer, or to make some earth shattering literary statement. Nope. If you are looking for deep characterization or nuanced subplots, move on. This tale is not for you. I love exploring verbal humiliation alongside being dressed. This is what I call...

America s Next Top Sissy Part 2

Waking on a TV set, Jim finds himself volunteered to be a contestant on a strange show... 'America's Next Top Sissy'. Having been pierced and photographed Jim is left in a dimly lit room with 11 other men all humiliated in the same way. Part 2 Waking with a start, Jim sat up and instinctively covered his naked body as best he could with his hands. After a few seconds Jim realised that he was no longer bound to the gurney but in a bed. With the memories of yesterday fresh in his...

Sissy hypno The beginnings

The beginnings of cock lust – Sissy Hypno pornFOR THOSE NOT INTO STORY OR BUILD UP, SCROLL DOWN TO THE ******** MARKER FOR EROTIC ACTION!Felicity heard Billy come rushing down the stairs from his home quarters above the pub, he swung around the doorframe and appeared behind the bar area calling out to the Indian beauty who was sat looking out the window for a moment.Felicity stood in an empty pub window looking out at the welsh countryside. As far as her Indian eyes could see, were blankets of...

Maid to Measure or Sissy Slave by Design Part Two

Maid to Measure, or Sissy Slave by Design, Part Two By Mistress Kathrine The room was very bright. It hurt to open his eyes so he tried to cover them with his hand but found he couldn't move it. He started going over carefully the last things he could remember. He was in a beautiful home, Kathrine? No Mistress? Oh if only he could wake up and remember what happened? As his mind began to clear he could start to see more clearly. It looked like he was in a...

The Sissy Challenge

The Sissy Challenge by Cassandra Morgan Even in her human form, the panther glided across the floor, an air of danger about her. Her almond eyes pierced the night, separating prey from peer. A growl emerged from her throat, low and menacing. Her handler tugged at her leash, and she slunk into the crowd, her shoulder muscles rippling gently. She passed a woman in handcuffs, and a very large baby in a stroller. There was a weightlifter in a collar, walking behind a woman in...

Neighbourhood Terror to Sissy pt 4

Chapter 4 The next morning Mark was woken up by a loud mechanical voice. "Wakey wakey sissy, time to start your day, and what better way to start it than with another wank." Mark groaned loudly but he did as the voice said anyway. With a sigh he grabbed the boxers of his night stand and Pulled them over his head once more. Since this had started he had spent countless hours inhaling the scent of these nasty boxers. It wasn't anything new anymore, but it remained embarrassing. His...

Putting A Sissy in His Place

“Stand up straight–quit slouching,” Mrs. Campbell snapped, as she carefully adjusted the wide, silky pink sash from behind Ethan.They were facing a full length mirror and he was cringing with shame as he beheld his humiliating, girlish reflection. Mrs. Helen Campbell, his domineering mother-in-law, was fitting him for a new dress that she had just finished, and to his chagrin, it was even shorter than her usual ones. That is to say, it barely came down past his waist and when she tied the big...

A Very Sissy Love Story

A Very Sissy Love Story by: Missy Satinpanties I guess I've always been bisexual, if not completely gay. I mean, in high school, I lusted after the right girls, and wanted to get into their panties like every other boy, but when I looked at the porno mags we had, I always gravitated towards the girls who looked kind of innocent, and were wearing soft, lacy lingerie. And yeah, I did wonder how all that soft, slippery lingerie felt. A naked girl really didn't grab my attention, at all....

Sissy eats the Squirt

A sly grin appeared on her lips, and as it did, a tear of cum escaped from the corner of her mouth. ''Open up, slut.' She commanded. I did, my tongue stretching out as far as it would go and then she spat the cum violently into my mouth and it ended up covering the lower half of my face. Her hand roughly smeared it over my face and then she pushed me backwards so I was back on the floor at their feet. He laughed, pulling her back onto the sofa. 'You're right,' He said, tilting her head so that...

sissy cunt s New Life Pt 1

sissy cunt's New Life - Part 1 The plane finally touched down in Cape Town. It pulled to the gate, and the tone sounded, signaling that we could stand and take their luggage from the overhead. Grabbing my purse, i slung it over my shoulder and stood, stepping out into the aisle. i ignored the disapproving stares of the other passengers, my face turning bright red. They could clearly see the business cards, condoms and make up through transparent sides of my bright pink purse. i...

My Girlfriend Made Me A Sissy 2

My Girlfriend Made Me A Sissy - 2Thank you to everyone who sent me messages about the last story, I've tried to include things people wanted to see in the sequel. Hope you enjoy-------------------------------------------------I woke up, stretched out and smiled as I felt the familiar sensation of my girlfriend's panties rubbing on my cock. The feeling instantly brought back memories of the night before: I had gone to a party with my rather dominant girlfriend; been coerced into her panties;...

Master s Sissy Slave Chapter 8 Moulding

Chapter 8 - Moulding The rest of the weekend and the next week fell into a similar pattern. My days had now started to become so busy that by the time Master would finish using me for the night I would fall into an intense and deep sleep. The irony being that my body was used and abused beyond anything I would have ever imagined but I would fall to such a deep and contented sleep that I had never known. My mind would wake up so refreshed, whereas my body would wake up sore and usually...

Teaching the Sissy Maid Workshop at the MVP Chapter Three Daisy Begins Her New Life as a Sissy

Teaching the Sissy Maid Workshop at the MVP, Chapter Three Daisy Begins Her New Life as a Sissy Maid She took and held three enema bags before I allowed her to get out of the tub and she was emotionally, sexually, mentally, and physically broken. Not permanently, that takes years to accomplish, but she had given up and began the process of accepting that she was powerless and too weak to resist me. To keep her in the right frame of mind, I grabbed her by her hair and walked her...

A Happy Sissy

A Happy Sissy Kathleen didn't iron. Janelle wouldn't work past noon. Hannah wanted too much money. Damn, good help was hard to find. Monica, my wife, sat on the bed with the newspaper ads spread around her. She was looking for a maid. The way she tells it, Sharon had been a domestic with her family for a thousand years. As Monica grew up, Sharon was always there to advise her, to steer her toward decency, to make sure she knew that hard work was the key to good results....

The Blushing Sissy

The Blushing Sissy by StateRowdy [email protected] ? She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties down...

Degraded Sissy

fondamaid asked: Hi. Sorry it's been a while. I haven't dressed and I felt a little odd sending you a note while in men's clothing. Today I'm dresses, corseted, and locked up. I'm just not sure how long I'll keep myself locked up. I did finally get baby oil to use though and the cage is more comfortable because of it. I thought lube would work fine, but I was wrong. Now I'm all sissied up and wondering what I should do. Part of me thinks I should practice pleasing real men.I hope that, when you...

How i became a sissy slut

When i was a police officer, i was detailed to guard a prisoner at the local hospital. While guarding him at the ICU, i began talking to one of the attending Nurses. Her nametag said A Regan, RN. She was a pretty Woman, nothing special, but sexy in the way she carried Herself. After talking for a while, She asked me if i was an Alpha male, since i was a cop. The bells began ringing as i knew exactly what She was asking. i told Her that i am a very strong Alpha male when i am working, less so...

My Sissy Life Part 3

My Sissy Life Part 3 When I got to my room I saw the Hello Kitty dry erase board on my door. There was a note from my brother that said 'Sissy, I need my jock strap clean by Friday morning.' Oh good, I get to hand wash my brothers jock strap again. Is it Christmas already? Almost every day there is a note on the board from someone telling me that they want me to do something. I walked in my room. I still can't believe how ultra girlie my...

Neighbourhood Terror to Sissy pt 17

Chapter 19 The drive back home was pretty uneventful, Lisa just sat behind the wheel smiling ear to ear. She had had an awesome day so far, making out with two gorgeous women and now she would spend some quality time with her sissy boyfriend. Marcy was very worried about that quality time. She hoped for sure that it wouldn't involve that dildo going up her ass. There was no way she could take that. She only ever had a finger up there. Pulling up in front of the house it was early...

Cometh the Sissy Part 1

Cometh the Sissy (Part 1) Stevie "No. No fucking way." "Ahh, c'mon honey. It'll be so much fun! It's about me not you. I just need you there as, well, sort of a training aid. I promise you that you'll love it." "It's gross, seriously, some fat old man, what the fuck are you thinking about?" "It's about power. Control. Desire. I want to see if I can do it. You'll out all day and I'm doing my online classes and shit, there's only so many dildos and vibrators. I want to...

Sissy s She Cock Training Part Three

Laying next to Mistress caressing and kissing her plump moist wet red lips, slowly stroking my long nails up her stocking clad legs. she trembled as was Thinking what a day it had been so far beyond my wildest dreams, my she-cock rubbing on her sticky thighs as we kissed was making me all hard and horny again, pulling away slightly from our wet kiss breathlessly Mistress whispered lets make sissy aour little cock slut.MMmmmm i whispered back that sounds delicious, cock traing the final lesson....

My girlfriend made me a sissy part 2

For those who are reading my story for the first time make sure that you go through part 1I woke up, stretched out and smiled as I felt the familiar sensation of mygirlfriend's panties rubbing on my cock. The feeling instantly brought backmemories of the night before: I had gone to a party with my rather dominantgirlfriend; been coerced into her panties; sucked my very first cock andfound out my girlfriend had fucked another guy whilst I was doing it. Iloved every minute of it, my sissy-cock...

My girlfriend made me a sissy part 2

Before reading this make sure you have gone through part 1I woke up, stretched out and smiled as I felt the familiar sensation of mygirlfriend's panties rubbing on my cock. The feeling instantly brought backmemories of the night before: I had gone to a party with my rather dominantgirlfriend; been coerced into her panties; sucked my very first cock andfound out my girlfriend had fucked another guy whilst I was doing it. Iloved every minute of it, my sissy-cock was rising as I remembered it...

How to Build a Better Sissy

How to Build a Better Sissy Or My Evolution by: Missy Satinpanties I was a small, skinny child, with a rather normal family. My father worked for the electric company as an auditor, and my mother ran a yoga studio in the converted garage of our home. When I was young, this was where I played, watching women contort themselves into the various yoga poses. I was about 6 when I asked my mother...

Sissy Slave Requirements

Minimum Sissy Slave Requirements:A SISSY GURL IS KEPT IN CHASTITY: A sissy must be ‘permanently’ locked into a chastity device at all times, (except during supervised cleaning), her orgasm’s denied and any discharges graciously granted will be 100% controlled by her key holder and under the proviso that the sissy will consume them. The sissy no longer has a penis; she has a “clitty” and will always refer to it as such, the “clitty” is for her Alpha owner to control and use as their...

Checkerboard Sissy

Checkerboard Sissy By Cassandra Morgan A guy never wants to meet his girlfriend's parents for the first time. There are always years to negotiate, and beliefs, and backgrounds. As nice as the parents may be, there are always judgments to make, and old boyfriends and girlfriends to reference, and finances to be probed. It is natural to be suspicious of someone who loves your child. For Keisha and I, this was more challenging than for most couples. As an interracial couple, Keisha...

Sissy Farm Chapter Seventeen

Sissy Farm ? Chapter 17 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother?s Sister; Mistress Janet: Headmistress of the young lady?s academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda?s mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev?s...

Trucker Daddy Gets A Sissy

It could easily be the lowest point in Denny life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. He had no idea what to do next. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truckstop. He almost jumped out of his skin when someone knocked on the window. Denny cautiously rolled the...

Saturday Night Sissy

SATURDAY NIGHT SISSY by Throne I spend all week, every week, dreading Saturday. My wife Alana met Dutch several months ago. I knew my bride had a past as a party girl, and that she still flirted with men. Male eyes always went to her, a tall girl with a stunning figure -- big bust, tapering waist, flaring hips, full thighs and, most of all, a plus-size bottom that sticks way out and moves like it's on springs. Dutch was the kind of guy she used to date -- big, rough, uncouth. The...

Teaching the Sissy Maid Workshop at the MVP Chapter Two Jaime s Training as a Sissy Maid Begins

Teaching the Sissy Maid Workshop at the MVP, Chapter Two Jaime Learns About Life as a Sissy Maid I led Jaime from the garage to my master bedroom in the back of the house and told him to get in the Waiting Position as he had done before and to remain silent until he was told he could talk. I smiled when he nodded his head up and down for yes since he had just been denied the right of speech. Perhaps he may just become as valuable as he appears on first glance, but that was rarely...

The Blushing Sissy

Story writing contest 10 [email protected] She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties...

How I Became A Sissy For BBC True Story

I started watching a lot of interracial porn when I got my own house. I also started taking a lot of Adderall which made me really horny all the time. I somehow stumbled onto sissy porn and got really into it. Before long, I wanted to dress up myself. I went out and bought some panties, stockings, and a garter from Adult World and began wearing it around my house. When I was particularly horny, I would take pictures and post them on Craigslist. I would always get a ton of replies, but I was...

Little Miss Sissy Whore

Chapter 1 -- The Pick-up Every year I waited eagerly for the three days when PC-Expo was back in town. In the past, I was always able to find some willing and naive out-of-town female to pick up, "do the nasty," and say my hasty good-byes. Most of them were from some small hick town and were entranced with the Big Apple. In fact, that was both the nickname for the city, and for me. Most women just couldn't wait to sink their teeth into me. So there I was, looking for some love, on the last day...

Sissy Stepson 7 Family Affair

Part 7 ? Family Affair On Friday, Mrs. Monet had a surprise for her sissy stepson. "Your father called this morning and won't be home for another week, aren't you lucky and today I called you off school to do your laundry!" she said. "Oh, but I don't know how to do laundry" cried Caroline. "You will learn just like you learned to suck cock and guess what my sister Maryann and my Mother know about your little perversion!" "Oh, know you promised not to tell anyone!" cried Caroline....

A sissy in her early 20s begins a cyber relationship with a Master

It started innocuously enough with what seemed like a harmless exchange of private messages on a friends- based porn site. A person identifying as a male sent a note to a young sissy whose profile expressed some fantasies about being made into a full-time sissy, perhaps involving some forced feminization and even surgical “enhancements.” The young sissy, April, responded openly and eagerly, and the conversation developed into one in which more and more of the sissy’s fantasies...

Helper Sissy Hubby Chapter 1

Helper Sissy Hubby - Chapter One: Tittie Crazy ? by: Sexy Wifey "What's this, honey?' I innocently asked my husband, pulling a lacy underwire bra from the bottom of his sock drawer. He turned beet red and stammered a few things about how my underwear must've gotten mixed in with his. "But dear, you know I don't usually wear anything as lacy and racy as this!" I was smiling, now. I'd known all along that he liked to dress up in women's underwear. And now, I had the 'goods' on...

Home Alone Sissy

What is it they say, "It all began like any normal day." Well since I was wearing a sissy maids uniform it was not going to be a normal day! I had on black patent leather Mary Jane shoes, with four inch heels. I love higher because it forces me to walk more daintily but I had a full list of chores and would be on my feet all day, so practical is better. My legs are encased in shear black stockings, of course they have to be stockings, tights just do not do it for me. They have a...

Sissy boy 2

Chapter 2 My head was muzzy the next morning, the feeling you get when you've slept for too long, yet I didn't want to get out of bed, I just wanted to stay there in the comfort and security. Mum called to me, speaking at my bedroom door. "Richie, it's time to get up." I opened my eyes in time to see the door handle moving and suddenly realised that the quilt was only half covering the girl's nightie that I was still wearing, I shouted, hurrying to cover myself up at the...

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