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Sissy Farm Chapter 23

The Sissy Farm. Chapter 23. 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 Doctor Shirley Williams 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...

A sissy called Jezebel Part XX

A sissy called Jezebel Part XX - Jezebel and hir entire family next attend a family wedding, where the bride is a sissy (of course.) What sexy, submissive traditions prepare the beautiful blushing bride for hir big day? Will our bride vow to love, cherish and (especially) obey, all orders, whims, without any hesitation, from hir goddess/wife/mistress and to her complete and utter satisfaction? There is non-stop teasing in the car about the bridesmaid dress. Everyone knows I adore...

Sissy A Flame From the Bitchmaker Chronicles BY

Sissy A Flame -From the Bitchmaker Chronicles SM-BLACK1st off, this is a story for sissies everywhere who adore and worship big black cock. If you can’t hang with that shit, move the fuck on. 2nd. I’ve tinkered with these events to protect the innocent, the not so innocent, and definitely the guilty. These stories are a blend of fiction, intermingled with actual experiences to present the powerful energies that connect dominant Nubian / Black alpha males with totally sissy, beta, omega, fem,...

Teaching The Sissy Maid Workshop At The MVG 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 case and each sissy was a reflection of the woman who transitioned him from his maleness. He was merely...

Femdom

Mommy s Dirty Sissy Slut part 3

Mommy's Sissy Slut part 3 by dirteesissy Please read parts 1 and 2 before enjoying this instalment. Chapter 10. The last hour and half had been the most unpleasant and painful of my life. The cr?che nurses had a fully functioning dungeon in the back and had taken great pains to have me sample each of the instruments of discipline. My bottom was not just red, but bruised and covered in welts. At the end of proceedings, I was cleaned up and made up, before being led back t...

Sharon s Mistress Throws a Sissy Party

Sharon’s Mistress throws a Sissy Party(Prior chapter is Sharon’s Sissy Saturday)The next morning Mistress was kind enough to let me sleep in, but an alarm above the door to my little cell went off at 6:30, rousing me from a delicious dream of being naked and fucked in the woods by a handsome, dark-haired man who kept me as his personal sissy slave slut. I woke with the sensation of his hard cock filling my dripping pussy, and I realized I was still leaking cum from my day in the booth. I...

Aunt Brenda s Sissy Girl

I was raised by Grandmother and my Aunt Brenda from about the time I was six and a half years old. My mother was very young when she had me and my father was nowhere to be found. My mother had good intentions of raising me but she was very irresponsible and just wanted to party all of the time. From the time I was born my Grandmother and her sister, my Aunt Brenda constantly baby sat me because my mother was out doing other things. My earliest memories of dressing in womans clothes...

Sissy Julian Chapter VII The Birth of Julia

Sissy Julian - Chapter VII, The Birth of Julia by: sissystevie Well, another, albeit short, but transitional chapter. My author grove is coming back. High time to get our little sissy into major petticoats. I think maybe we shall complete this saga. It's become fun again. Again, I do recommend a review of the prior six chapters to refresh your sissy senses, not to mention a few other urges. As always this is a purely fanciful, fantasy fictional work. No references are intended...

Neigbourhood Terror to Sissy pt 14

Chapter 16 The two women enjoyed looking at Mark as he had to swallow all the white goo he had just squirted. Just as if the way he had achieved his orgasm wasn't bad enough yet? This only added insult to injury. It was Linda who suddenly broke the silence. "It is good you have come here to learn how to handle a sissy and it is my pleasure guiding you into giving Marcy here the best possible treatment for a sissy. After all Marcy is one of my most faithful customers here and it would...

Sissy Alert

SISSY ALERT Philip Saunders and William Gooch had been childhood friends and known each other since kindergarten. Now in their early 50's they were still the closest of friends. They were actually a bit more than close friends, they were in fact lovers and had been it seemed like forever. They had gone to the same schools and then on to university where they both excelled. Philip had gone on to become a very successful financial advisor and William had gone into real estate. Both...

Sissy s Calling

The most frustrating thing was that she was just letting this man touch her breasts. He was behind her, pawing at her pale flesh, tweaking a nipple and squeezing her breasts. She laughed and giggled and seemed to be pressing back into him. His hands explored more, down his hands went, lifting her skirt so he had better access. His hands snaked down to her shaved pussy and started diddling her clit. Her legs relaxed open, giving him more access. Sissy sat and watched, as the Bull whispered...

White Sissy got Pimped

I leaned closer to the mirror to apply my lipstick, the bright red smudged across my pink lips. I needed to hurry and finish my make-up, John would be home soon enough and I didn’t want to make him wait. I was looking forward to our outing tonight. I was already dressed. My black high heel boots that came up to my knees, my black leather mini, my black cotton tank top with the word “Sissy” written in big silver letters across the front. My thong was a vinyl material that fit snug so I could...

White Sissy got Pimped Gay

I leaned closer to the mirror to apply my lipstick, the bright red smudged across my pink lips. I needed to hurry and finish my make-up, John would be home soon enough and I didn’t want to make him wait. I was looking forward to our outing tonight. I was already dressed. My black high heel boots that came up to my knees, my black leather mini, my black cotton tank top with the word “Sissy” written in big silver letters across the front. My thong was a vinyl material that fit snug so I could...

An On line Sissy Lives Her Dream

(Dedicated to a hot little sissy here on xhamster, Sluttish, whose looks and fantasies inspired this story. Her fantasy name is April. That’s where this story starts.)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...

My Wife Made Me A Sissy But That Is Not The End Of the Story

MY WIFE MADE ME A SISSY, BUT THAT IS NOT THE END OF THE STORY. BY Betty Noone At one point in my life, my wife made me into a sissy. And I was a sissy for a long while. I resisted it at first, but then I began to love being a sissy. Eight months ago if anyone would have called me a sissy it would have been cause for me to try to punch him out. I was a heterosexual male, and was raised by my parents that men are men and women are women. But somehow, after being a sissy I...

Sissy Mistress

"Did you finish that report fag!" "Yes." I handed the report that I had spent all night and into the early hours this morning completing to Jonathan. He snatched it from my hand and headed straight to the boardroom. Jonathan was the spoiled son of the owner of the company I worked for. He was in fact my manager and a complete prick! No doubt he would be passing the report off as his own to the board and getting all the praise for a job well done. His father was a traditional man and...

Sissy Julian Chapter III Further Development

Just when Julian's Lake Orenda experience seemed perfect, even if he is not about to admit it, circumstances change. But then Julian and the twins were very naughty boys, and we all know what happens to naughty sissies. 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...

sissy baby Jenny is a cuckold

Posted April 13. 2020By sissybabysusie aka babydicksissyCHAPTER ONE: It all started from a phone call from my wife Susie,"WHERE THE HELL ARE YOU?,.....YOU SHOULD HAVE BEEN HOME AN HOUR AGO..YOU NEED TO GET HERE DAMN QUICK..NOW JOHNATHAN ..WE NEED A SERIOUS TO TALK ! ".What the hell is all this about I thought.Susie could be quite assertive if she had to be .Susie was typically reserved ,quite sweet, kind to others,always helpful .Her stunning looks have no doubt helped her promotion working...

Be a Sissy

forced to be a Sissy IThe young man stood facing a very large woman sitting in an upholsteredarmchair. There was no other way to describe her. She was fat, perhaps,pushing 300 pounds he thought. The way she was staring at his punyframe suggested that maybe he was going to be her next meal. She wasn'tsaying anything as she visually appraised him for the first time...Jacob had been brought to this woman by his step-grandmother earlierthat morning. He had been given over to his step-grandmother by...

Sissy Fantasy

I am a closet cross dresser with a difference. My wife knows all about my passion. I have been a submissive all our married life but sadly she has not joined in. So whenever my wife is out I indulge in my passion whenever I can. Recently she informed me of a work trip to Scotland which meant she would be staying overnight. This immediately got me thinking of a whole night dress up session so I was highly turned on. Also recently I had been getting together a rubber outfit. I...

Sissy Slut Training Rules

There are a few things a Sissy must understand in order to attract, and then keep, her Man. Let’s look at them, these Sissy Rules.1. Men are superior to you. This is rule number one for good reason: it is a simple statement of fact. It’s so important that many questions that a potential Sissy may have can simply be answered with reference to this rule. And from this point on, references to real Men will start with a capital letter. So great is the level of superiority of a Man over a Sissy,...

A sissy called Jezebel Part XIV

A sissy called Jezebel Part XIV - The Headmistress of Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission, reveals even more mind blowing secrets of hir own family history to Jezebel. With that we enter the medical office. Headmistress Saxon says, "The Doctor will be here in a few minutes. So just to fill you in, many of our students were confused about what really happened. The womyn students of both the McCarthur clan and the...

Sissy Farm Chapter Four

Sissy Farm - Chapter Four By: Beverly Taff List of Characters. Me: Michelle, a natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistres Janet: Headmistress of the young lady's academy; Doctor Shirley Williams: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: My transvestite uncle. Chapter Four When we arrived...

Sissy Biker Chick

DISCLAIMER: I have no intention of offending bikers or Americans, this is all purely fiction hence the type casted characters. That said enjoy. Jenny and I were nearing the end of our fly drive holiday in America. We started on the east coast then travelled through the southern states intending to arrive on the west coast some time later. No schedule just ambling along stopping where and when we liked. At the moment we were lost, it seemed a very sparsely populated area. I was...

Sissy On Sissy

SISSY ON SISSY by Throne Bob stood there feeling beyond foolish. His body had been denuded of hair and his skin, after weeks of using an imported emollient, was satiny. All he had on was a pair of bikini-cut panties and a training bra. He was wearing the latter because his wife, Tessa, had taken him to a specialist two weeks before and gotten him a lovely set of breasts. They were small implants and his nipples rode high on their feminine curvature. It didn't provide any modesty...

Mrs Grant and her new Sissy

New Little Sissy"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was...

A Sissy Fairy Tale

A Sissy Fairy tale By Missy Crystal Chapter 1. Josh to Josie. I got pregnant when I was sixteen. I'm not sure about the father. My parents talked me into keeping him to be the son they always wanted. My father died when Joshua was three. My mother and I struggled on. My mother died last year. By then he was the son nobody wanted. He was small for his age, so I kept him back a year. It didn't matter. He stayed small and never developed much body hair. The doctor...

Neighbourhood Terror to Sissy pt 16

Chapter 18 Marcy had hoped the stop at CC's would have been the last one. She had suffered enough embarrassment for a day. Lisa's claim that they still had a few errands to run made her worry that it wasn't all over after all. Her worries were soon confirmed when they stopped in a rather seedy looking neighbourhood. Getting out of the car Marcy knew better than to stray away from Lisa's side. It was kind of weird, but the big shift of control in their relationship had also...

Shamefaced Sissy Spouses

Shamefaced Sissy Spouses by Throne The two husbands stood in the bathroom, dressed only in short silk robes that were belted at the waist. They were nervously taking cosmetics out of pink, floral zipper-bags that had been given to them by their wives. Mal and Dirk, whose sissy names were Malvina and Dink, were both short, the first slender and the second plump. Their bodies had been denuded of hair at the same time that their beards were eliminated, months ago. They hadn't realized...

Sissy World 6

Chapter 1. It was finally his special day and Adam Westwood couldn't have been happier. Today was the day that he was getting married. He would be going from a simple Diplomat's sissy son to that of the sissy-wife of the Secretary of State for the nation of Russia. It was a day that he'd been looking forward to for the past year. Adam sighed softly, a gentle smile turning up his lips as he looked around at the room around him. It was known as the preparation room and was furnished...

This white sissy got pimped

“I’m in the bathroom, just finishing my make-up!” I called out. He said something but I could not make it out. I stared intently into my eyes not wanting to slip up. I was using the liquid eyeliner and didn’t want to apply too much. I started thinking about my hair and how quickly it had grown. Almost to my shoulders, light brown. I had thought about going blonde or maybe jet black, that would look great with my fair skin I thought. I would ask John. I continued applying my eyeliner...

Can a sissy be a family man

Joyce and I both spoke excitedly as we motored out of the city right after work on Friday. The traffic was slow but our happy chatter made the time pass easily. It had been weeks since we'd spent time at the woodland cabin, enjoying the mountain air and time spent with her family. Her mother, Gina and Daddy, as we both called Joyce's' father were into their sixties but still really vital and interesting. We were both filled with anticipation for the weekend we had planned.Joyce wore a soft...

My Sissy Life Part 13

My Sissy Life Part 13 Everyone was looking at me, I hoped I could get into school without any problems. I hoped that they would think I was just another girl going to school. I hoped they didn't hear my mother say sissy. I hoped that they would just go back to talking to each other. My hopes didn't come true. A group of kids started walking toward me, there were two boys and four girls. The boy that was leading the group was named Terry Renex, everyone called him T-Rex. He was...

Sissy Boy chapter 1

I'm often asked where I get my ideas from. You might observe that my sister appears in some of my stories and it is she that created my submissiveness and the cross dressing 'illness' within me. Most of my stories come about from experiences, 'adventures' that occurred through my life by the foolish cross dressing need she instilled within me. Many of my stories are therefore based on those happenings. There is a cross over between fantasy and reality of course, whilst the framework is...

Sissy story

Date: Thu, 11 Aug 2011 16:42:22 -0700 (PDT)From: Danny Smith Subject: A Sissy Story Part 2I got very excited writing the following storyI always considered myself straight. I was married and at 55 my k**s hadflown the coop. But over the last few years I began to fantasizing aboutcocks and being submissive to a more masculine man. I was 6' tall fairlytrim at 175, but with a small 3.5inch cock. I never thought a lot about thesize of my cock until one evening while I...

Sissy Farm Chapter Thirteen

Sissy Farm - Chapter 13 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...

New Little Sissy

"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was attracted to...

I Want To Be a Sissy Part 6

Five hours in the squalor of my kennel. The bowl is licked clean. I am filthy. Even as a dog, I have failed. I am unable to clean myself with my tongue as a proper dog could easily do. Five hours caged as a bad bitch dog. Five hours to contemplate how I have, selfishly, caused pain and sorrow to my Mistress. Oh, how could I have done such a thing! For the fleeting thrill (Oh My God, it was wonderful!) of Fire and Ice lipstick sensuously coating my unworthy lips, I have committed the...

The Sissy Factory

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...

It s Hard For This Sissy

IT'S HARD FOR THIS SISSY by Throne Pete had just gotten home from work and he immediately noticed a look of mischief in his wife Andi's pale blue eyes. He seen that all too often in the past. She must have spotted the concern on his face because she wanted to know, "Is something the matter, Petey?" She was calling him by the diminutive of his name. The switch from Pete to Petey was another bad sign. "It's just..." he extemporized, "that you seem... distracted." "Well,...

stepson becomes mom s sissy

Mark Peters let out a low moan that couldn’t be heard above the organ as it played "Here Comes the Bride." Although every other head in the church turned to glimpse the tall, dark-haired beauty imperiously making her way down the aisle, Mark kept his eyes fixed on his feet. Had anyone been paying attention, they would have seen a small tear escape Mark’s eye.It seemed like only yesterday that Mark’s mother and father had split up. Mark’s dad, Mark Senior, was a partner in one of the city’s...

Turning My Roommate into a Sissy Slut Chapter 3

I looked over my shoulder to look at where Tim was sitting on the couch. It didn't seem like he was very excited. Well, that only made it more fun for Leah and me! For the past few days, Tim's schedule was to wake up, go to school, then come back to the dorm room where Leah and I could do whatever the hell we wanted to him. Then, we left him in his room to do whatever he had to do. "Hey, Aaron! Hey, Tim!" Leah stepped into the room and walked over to where Tim was sitting. "How's our...

Stop lying sissy faggot

''Mike mike stop no stop please oh no mike please please not there not like that noooo''''ahhhhhh ahhhh myyyy ygooooooddddd miiiikkkkke nooo noooooo ahhhhh ahhhhhhh''''mike mike please please i will suck you all night , please dont fuck me mike pleaseeee''''what? im not fucking you , your way too tight''''ahhhhh fuckkk mikeeee''''my ex gf toy love that tight boy cunt tho...'''''oh you open up just like she did, half in and you are twerking that cute ass ''''ahhhh ahhh ahhhh mike mike mike my...

Sissy Slut Amanda Part 1 The Beginning

The Story of Sissy Slut AmandaThis is a story of fictionPart 1: The BeginningWhen I was twenty-three I meet my Sissy Slut Amanda for the first time. Now he was only eleven at the time and it would be many years before I would know him as Sissy Slut Amanda, but still funny to look back at now. The first time I met my future sissy slut, he was Mark, son of the woman I was dating. He seemed like a nice k**, very shy and timid but sweet nonetheless. It’s wasn’t too long after our first meeting...

The Big Bad Bullies and the Submissive Sissy Slut

The Big Bad Bullies and the Submissive Sissy Slut I was always a target for older and stronger boys. I guess in playground hierarchy a boy that liked to daydream about silly things would have to assume there would be some teasing. After all I wasn't as rough and tumble with other boys my age. I was something of a sissy you might say and a weakling as well. I often suffered terribly at the hands of bullies. I liked to play alone mostly, with my sister's dolls. I also coveted her pretty...

Sissy Prudence Part 2

Sissy Prudence (Part 2) (by Sissy Caroline 22 December 2006) Section 1 "Prudence. Come here at once." Dressed in his maid's uniform, Prudence walked obediently into the room and then knelt down before his mother, his eyes lowered to her feet. He knew he was in trouble because she had called him Prudence. "I have just been talking to Mrs. Smithton, who tells me that she is increasingly concerned about the quality of your work when you are supposed to be performing maid duties...

Sissy HO and Whore House

It had been quite some time since I had had a rubber dress up session so I was quite looking forward to it. I stepped out of the shower having just removed all my body hair neck downwards. It was so much more pleasurable to run rubber over newly denuded skin plus easier and less painful! I drooled at the outfit waiting for me on the bed, the rubber dull at the moment but soon to be glossy dazzling PINK! Stockings, suspender belt, frilly knickers, leotard with a deep ruffled neck (all the...

Sissy Farm Chapter Six

The 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 Williams: My endocrinologist;. Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: My transvestite uncle. Sissy Farm - Chapter Six Undressing for...

Sissy Club

Sissy Club The fetish club was buzzing with activity as Jason arrived with his girlfriend Fiona. All sorts were here. Doms, Dommes and their subs, plushies in their furry outfits, maids, rubber and leather aficionados. All forms of fetish life were here, enjoying the ambience. Jason was privately scornful of many there, especially the sissies and sissy babies. "They are so pathetic, dressed like that and mewling for attention. They don't deserve to be with a real woman, even if...

Neighbourhood Terror to Sissy pt 22

Chapter 24 "Okay Marcy, now get back up and Minthe back to the vanity table. Jutht like it'th important to know how to apply makeup, it'th important to know how to remove it ath well. After all we don't want you developing a bad thkin cauthe of all the makeup you're uthing," Stephanie ordered not even giving Marcy a few minutes to deal with what had just happened. She wanted Marcy Looking at least somewhat more presentable already by the time her stepmother would be coming...

Becoming a Sissy Maid for Mark and Rebecca Part Three Ms Rebecca Shares Her Sexual Research of Sissies

Becoming a Sissy Maid for Mark & Rebecca, Part Three - Ms. Rebecca Begins Sharing Her Sexual Research NOTE to Review Writers: Thank you so much for the incredibly positive feedback. It is definitely motivating me to write more and write faster. Now to part three of our story. "Tell me what you know about males who are feminized so completely they are transformed into a sissy, changed from the less than manly person she had been before coming under the control of a strict...

Sissy Sister Maids

You look at the maids dress hanging on the wardrobe and your sissy clit tingles. The hem is short and has a froth of petticoats that will make it lift almost to the horizontal. The waist is narrow so you are guessing you are going to have to wear the corset that is currently in your overnight case. The neckline of the dress is low and plunging so it will flaunt your fake sissy tits, once again your clit twitches. Finally the sleeves are short ending just over the shoulder. You love the...

My Girlfriend made me a sissy part 3

Here's the 3rd part of my story, I hope I didn't make you guys wait toolong. Hope you enjoy, its best read one handed ;-)My Girlfriend Made Me a Sissy - Part 3-------------------------------------------------I lay on Jess' bed waiting for her and wondering what would happen forages. She was in another room getting ready for her new lover, I wasalready dressed up. Pale blue, see through panties and matching bra, ashort black skirt and a blue vest top. With my make up done to show off mypretty...

My Girlfriend made Me a Sissy part 3

Here's the 3rd part of my story, I hope I didn't make you guys wait toolong. Hope you enjoy, its best read one handed ;-)My Girlfriend Made Me a Sissy - Part 3-------------------------------------------------I lay on Jess' bed waiting for her and wondering what would happen forages. She was in another room getting ready for her new lover, I wasalready dressed up. Pale blue, see through panties and matching bra, ashort black skirt and a blue vest top. With my make up done to show off mypretty...

My Girlfriend madd Me a Sissy Part3

Here's the 3rd part of my story, I hope I didn't make you guys wait toolong. Hope you enjoy, its best read one handed ;-)My Girlfriend Made Me a Sissy - Part 3-------------------------------------------------I lay on Jess' bed waiting for her and wondering what would happen forages. She was in another room getting ready for her new lover, I wasalready dressed up. Pale blue, see through panties and matching bra, ashort black skirt and a blue vest top. With my make up done to show off mypretty...

Go Ahead Touch It Sissy Now Suck It Femdom

"Touch it sissy," my wife Julie said sternly when she saw the indecision on my face.We had been swinging for more than a year but we were a soft swap couple. I had no desire to watch my sexy wife with another man and she did not want to watch me fuck another woman. We started swinging because Julie was a bisexual exhibitionist and I was a voyeur who loved girl/girl situations. In addition to being swingers we also enjoyed the BDSM lifestyle at least recreationally.We had been to several...

Mommies little sissy slut

I have been crossdressing for years now not known to my mother (or so I thought). she is the only person I live with at the moment. when she was going to be out for a few hours I went to her underwear drawer and inside was the most sexy, silky, feminine underwear set I had ever seen complete with calf length stockings and a garter belt. I wasted no time stripping off and sliding on the sexy underwear, next I found her makeup bag and applied some red lipstick and black mascara. that was when I...

Helper Sissy Hubby

Helper Sissy Hubby - Chapter 2 ? by: Sexy Wifey Since Sissy Hubby was already dressed up in his lacy womens' underwear, 5" high heels, breast forms, red wig and makeup, and since I'd already made him give several blowjobs, I figured it was MY turn for a little sexual action. I motioned for one of our male playmates to sit in the middle of the couch. Then I said, "Now, Sissy Hubby, get down on your knees in front of my 'new lover' and start sucking on his dick. I want you to get...

Sissy Stepson Part 5 Pantied and Punished

Part 5 - Pantied and Punished Carl begged his stepmother not to spank him and he pleaded, "I'll be good, I will never try your things on again, please!" "To late, you can't be trusted and must be properly punished, but first I want the truth about why you did this. If you don't tell me the truth I will make sure your father knows, his family, your friends and everyone at school!" Carl shook with fear and started to cry. "Please I couldn't help it, I am attracted to your sexy...

My Sister s Sissy

My Sister's Sissy By: Missy Satinpanties Note: This isn't one of my usual stories of sexual degradation, but what I think of as "my autobiography that should-have-been." The make- up of my family is the same as it was, my sister's names are the same, but that's about it. This is how I wish things would have gone when my little secret got "out of the bag." I guess I've always been a sissy. I remember playing dress-up with my sister when I was very young, and can vividly remember...

My Girlfriend Made Me A Sissy Part 3

Here's the 3rd part of my story, I hope I didn't make youguys wait too long. Hope you enjoy, its best read one handed ;-) My Girlfriend Made Me a Sissy - Part 3 ------------------------------------------------- I lay on Jess' bed waiting for her and wondering what wouldhappen for ages. She was in another room getting ready for her new lover, I wasalready dressed up. Pale blue, see through panties and matching bra, a shortblack skirt and a blue vest top. With my make up done to show off...

Bisexual

Blackmailed Sissy Whore Part Three

Blackmailed Sissy Whore Part 3 I did manage to get a little sleep. After Tiffany finally zonked out, and the continual grinding on my thigh and the relentless playing with my nipple rings stopped, I couldn't keep my eyes open any longer. Friday night was the last full night's sleep I had gotten since Marcus took over my computer, and my life. I woke up before my alarm went off, which was a good thing. I was tangled up in limbs so securely, it took me several minutes to snake my way...

Sissy Daddy

SISSY DADDY My name is Sam and I'm a married middle-aged man with two daughters...Amy who is 13, and a step-daughter Mary who is 19. One day I was confronted by the 2 girls while the 3 of us were alone in the house. "We need to talk to you, daddy," Mary announced. "I found some interesting stuff in the basement that I know belongs to you. A while back I found your hidden little collection of magazines and books about 'Sissy Crossdressing Boys' and I decided that you should...

A Nasty Daddy gets a Naughty Sissy

I came out of the bedroom dressed in my too-short pantyshowing Pink Shorty dress, pretty anklets, black MJ's, pink panties, red lipsticked lips and with my cute cuff and collar set on, awaiting Daddy's padlock, which would begin the playtime for real. This Daddy I had run across on a website was one who loved forcing sissies to literally mess their panties while they were in bondage so he could then go on to the diapering and teasing them for being such bad baby girlie sissies. Me,...

Tori s Sissy part 1

My phone rang. It was Tori, “You wanna run some errands with me then go to your apartment and watch the new Justice League movie?”. “I’d love to. What errands?”’ “Costco, Post Office, that sort of stuff.” I met her at her place and we headed out to do her errands. She was dressed very sexy, she loves to tease me; she was wearing a tiny skirt and a Supergirl tank top with no bra. I could clearly see her nipple rings through her shirt. My cock got a little heavier. We mailed some stuff at the...

Sissy Emma is Turned Chapter 3

Sissy Emma is Turned Chapter 3 There in front of me stood my ex wife. This was the woman I had fought for years to get away from due to her vindictive and bullying ways. After years of trying I had finally left her and moved away, but things had deteriorated as we fought over my rights to see my children. She had used any means possible to ensure I would not be granted access. She was a big girl and now she stood in front of me looking like a vision of a bdsm fantasy. Her hair was...

The Sissy Mask

"Your costume is upstairs on the bed called Penny from the kitchen as I got in from work. Reluctantly I head upstairs. I did not really want to go to the Halloween party but know it will only cause a row if I refuse. I know it will be mostly her girlfriends most of whom do not seem to like me! I am not sure why because I always treat them with respect. They on the other hand, seem to treat me with little more than tolerance. Some of them seem to try to belittle me all the time, my job is...

Sissy Hypno The Fascinating Return To Porn

I had been away from porn for several years. For most of my life, I have known I was different from most guys, especially from a societal standpoint. I was into girls in more ways than one, because I felt like I was one of them. Gender bending had always been a sort of taboo subject in society, and especially in the Deep South of the United States. The first time I saw a trans woman in porn was the first time I felt like I might not be the “total weirdo” I had always thought that I was. I...

Brian s Humiliation

Brian's humiliation By Lilly Brian was pretty pleased with himself as he walked home from school. He had just won himself a place on the first XI football team, which would make him one of the social leaders in the school. He was already fairly popular on account of this, with his admittedly rather androgynous, good looks and seemingly effortless academic success. He walked into the house, slamming the door behind him and ran upstairs to play on his computer, he was just about...

Neighbourhood Terror to Sissy pt 9

Chapter 10 While Mark was going through his night time ritual and sleeping Lisa was at CC's getting licked to orgasm after orgasm by Stephanie. The more she learned about sissies the more she knew it was what she had always wanted. She had never been with a such a pretty girly girl like Stephanie, and definitely never with anyone who was that good with a tongue. The though of it being a guy who was locked up and frustrated was even better. If she had any doubts before she was sure...

Sissy Filth Abuse

How I became a permanent sissy prostitute: After dedicating one month of my pathetic sissy boy life to a daily dose of 8 hours of sissy hypno tranny porn, smoking an eighth of weed, half a bottle of peach vodka, and 200 deep inhales of my private stash of poppers daily! Something was bound to happen.As a pathetic sissy faggot I passionately dedicated my love for porn in to becoming a sissy boy fuckdol whore, letting fat daddy alpha male men abuse my body and mind. I need to feel the extacy of...

Sissy Teaches Me Part Three

Sissy opened her legs a little more as I leaned up to get a better feel of her perfect divide. As I did, I felt the dampness of the towel under my naked ass. It was soaked. I really did cum. A lot.I actually looked down between my legs to see the wetness there between them. The towel was a lavender color, so when I looked, the darker color of the purple showed where my sexual liquid had poured out of me. It was no little spot. It was huge. I had no idea I could cum like that. I had no idea that...

Incest

Sissy erotica

The following is a fantasy sissy eroticaChapter one: Entering sissyhoodThis is a story about my first few experiences as a bottom sissy slut. I am now 21, my name is Alyssa and a dedicated slut for my daddy. I'm 5"9, very slender & smooth, feminine and i have long blonde hair. Ever since i was in my early teens i had been interested in trying to take a mans penis in my ass. At some point i decided to try playing with my butthole. I loved it right away. I would take a bath, get nice and...

51 Avis makes joe a sissy boy reissue

51 Avis makes joe a sissy boy [reissue]Joe had promised that we would reverse role playing and I decided to take him up on his offer. "We're gonna play reverse roles today" I announced one day and after a bit, Joe agreed. "What would you like to do?' he asked me. Looking straight into his eyes, "You're going to be my sissy while I make love to my old boyfriend" I replied. I knew he would have to agree after promising, so he looked at me, "I did promise" he answered back and so the stage was...

Heavy Metal Sissy Whore

Heavy Metal Sissy Whore by Tanya Sissipus "Finally!" Hot, sweaty, and more than just a little irritable, I jumped to my feet before anybody could take my place in line. The radio CLAIMED it was only 90 degrees out, but I'd have sworn it was closer to 120 -- and I mean in the shade! As if that weren't bad enough, we were on the sunny side of the arena, left to bake against the concrete wall for the past three hours. However, there WERE only 20 people ahead of us -- and that made it...

Sissy Stepson 10 Stepmother s Sissy

Part 10 - Stepmother's Sissy Mrs. Monet put another knee high on the exhausted sissy and got an open toed spike heel with a very small opening in the toe of the shoe. Mrs. Monet forced the shoe on the sissy's limp dick, which started to harden within the shoe. "Come on sissy, just three more milkings, I know your balls ache and your sissy stick is red and sore, but you promised to hump my shoes!" his stepmother cooed. Finally, Caroline's sissy stick got hard enough for the just the tip...

You re mine now sissy a continuation 3

You're mine now sissy! - a continuation (3) timestar [Note: This is a third continuation of a story originally written by Sarah Kentish and which you can find on Storysite.org. I always liked the story and I hoped that she would write more. You might want to read the original first, as well as her 2 other stories so that you're familiar with the context and characters. The positive responses to my first and second chapters have encouraged me to add more.] I hurriedly polished the...

Forced Sissy Wedding

Forced Sissy Wedding (Forced to be who I was meant to be) By: Missy Satinpanties I woke up feeling groggy, my head pounding, wondering what the hell had happened. My throat was raw and sore, and felt like someone had worked it over with sandpaper. The last thing I remembered was sitting with my father in his book-lined study, drinking my first glass of brandy with him to celebrate my 18th birthday. That I was with my father at all was rather rare, as my father was a very busy...

Blackmailed Sissy Whore Part one

Blackmailed Sissy Whore Part 1 It's amazing how quickly life can spiral out of control. One moment your enjoying what you think is just a little harmless indulgence in your submissive crossdressing fantasy life when, out of nowhere, your life is turned upside down. It was a Saturday morning in February, 2020. I was a single guy, living the dream. I had a really good job and was living in a 2 bedroom apartment in an upscale complex a few miles South of Pittsburgh. I had transformed...

Mommy s Dirty Sissy Slut part 2

Mommy's Dirty Sissy Slut part 2 by dirteesissy Please read part 1 before enjoying this instalment. Chapter 5. After I had finished cleaning Lisa's toilet with my tongue, she had me brush my teeth, as she finished her bath. I dried her with a fluffy white towel before helping her dress. Kneeling in front of her as she stepped into a pair of darling lacy pink thong panties, she bade me to pull them up. I obeyed and was overjoyed to serve her in such an intimate way. A pink...

Neighbourhood Terror to Sissy pt 3

(Hey, so things have been a bit busy lately, but I'm back with another part. I really hope you guys like what I have done with this and as always comments are really appreciated, enjoy.) Chapter 3 Mark woke up to the sound of his alarm with a loud groan. Taking the bus down town would take a lot of time and he had pretty much made up his mind that he couldn't afford to be late to the appointment, no matter how much he didn't want to go. He hadn't set an alarm clock since...

Sissy Farm Chapter Five

The Sissy Farm - Chapter Five - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Siste;. Mistress Janet: Headmistress of the young lady's academy; Miss Stern: Miranda's mistress who owns the shop; Chapter Five We were allowed to indulge ourselves with some lovely pastries for lunch and Aunty Bev did not mind us each having a cup of coffee. "Why you two not only look...

A Sissy called Jezebel Part LIX

A Sissy called Jezebel Part LIX - We learn that the Matriarchy rates Jezebel as 'triple A ++' breeding stock, we also learn of Abigail's college plans that might include possibly Jezebel as well, and finally, that Jezzie is an expert at woodcraft, specifically finding the best and most painful switch. The whole breeding thing has me a little conflicted. I mean, I'm super flattered that Valerie wants to procreate with me. Sisters, donate eggs to infertile siblings and such. Vice...

Sissy boy cuckold

Sitting upstairs in the bedroom, I grabbed my laptop and sent my husband an email. It read simply "go upstairs, clothes on the bed". I knew he wanted me to take control in the bedroom and although I wasnt entirely confident I could do this as well as he would like I had decided to give it a try. Tony was still at work and wasnt due to arrive home for another thirty minutes or so leaving me time to get my last minute preparations ready.Arriving home to a dark and quiet house Tony went straight...

Sissy Marriage

Sissy marriage by Ellie Bagshaw Did you know that they changed the law concerning weddings a few years ago? It was all due to equal opportunities. Now when a couple get married, the groom has the option of taking the bride's right hand saying to her something like: "I, Michael, take you, Victoria, to be my wife, to have and to hold from this day forward; for better, for worse, for richer, for poorer, in sickness and in health, to love, cherish, and obey,...

Mistress Sandy gets a sissy maid

I had been serving Mistress Sandy for about 6 months. I felt I had progressed well and felt Mistress had also. The fantasy of being a sissy maid had been one held for over 20 years, but not until the internet came along had I ever tried to actually find a Mistress or Master. Masters came easiest, but I quickly found they all wanted a sex slave, not a maid. However one of those Masters had a friend He felt I should meet. From the start Mistress Sandy admitted She had no knowledge of...

A Sissy Friend for Dee

*A Sissy Friend for Dee* *Part 1 - Bedroom with Cammi* "Say it!" "No! Never." "You think he's hot. What's wrong with that? I think a lot of my friends are hot and I tell therm all the time!" "It's different for a guy and you know it. Besides, you're bi anyway, but I'm definitely not!" "Bullshit. Say it." Cammi was stroking me, very slowly. She was spooning me from behind, pressed into my ass, her hand gently gripping my cock and very slowly moving up and down. It was...

What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy.Sissies are...

Ken Sissy

Ken sat there, staring blankly at the movie screen, showing a big black cockplowing into a white beauty. His wife was far from a beauty, as she was now inher early fifties and had put on a few too many pounds for his taste.... butevidently it didn't seem to have bothered the two black men.Ken looked over his shoulder at the entrance to the adult theater, hoping thathis wife would be walking back in, but he knew better. It had all happened sofast, that he tried to remember how he ended up...

Sissy Bitches Have No Control

There I was, on my knees with my pantied ass sitting back on my my heels, my stocking covered thighs completely hidden by my petticoat and maid skirt, with my best friends cum dripping down my painted face. I had fulfilled my dream to suck a real cock, a beautifully strong and hard cock. I had become a sissy cocksucker, and I was damn good at it!I couldn't really believe that it had finally happened, that I had at long last tasted hot jism, that I had experienced the thrill of a cock exploding...

My Sissy Life Part 12

My Sissy Life Part 12 ---Because the person that this story is loosely on has passed away from cancer, I had stopped writing. Before her death she asked me to continue the story. As for those of you who are going to get all upset that I'm keeping the story going or that this story is wrong. I say, don't read it. I don't care if you don't like it. I mean, I really don't care if you don't like it. However, I really do care if you do like it.--- With that said...here we...

Forever Her Sissy Chapter 2

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 2 (By Purse Sissy) The drive home was uneventful and quiet, when we arrived I carried her bag in as usual...

Neighbourhood Terror to Sissy Pt 34

Chapter 38 The following morning Marcy was rudely awakened by her alarm at 6:30 am. It was still very early and a bit nerve wrecking since her parents were still home. With her elaborate morning ritual she would need the time to get ready and be at John's door by 8 am. God the last thing she wanted was to return to that bastard, but if she wanted to keep her secret secret then she would have to. At this point it wasn't only the being turned out as a sissy that worried her, but also the...

Sissy sperm bank

I started the morning my favorite way, really the only way I know how: with my bull's big cock between my lips. This was one of those nice slow blowjobs that he liked to start the day with. I made it especially wet for him today, slobbering all over his thick shaft while lovingly looking up at his eyes. I grasped the base with my dainty hands and licked the head like a lollipop while smiling up at him. If this wasn't heaven, I don't know what is."Lollipop, lollipop, lolli, lolli, lollipop!" I...

Crossdressing

Making of a Sissy Maid chapter 5 6

Making a Sissy Maid - Chapters 5- Reminder - Chris loves his mother and secretly longs to wear her sexy lingerie. Out of the blue his mother meets the very handsome and wealthy man of her dreams and soon marries. This introduces Chris to his new and somewhat dominant sister-in-law who recognises the sissy in Chris and transforms him into a pink frilly maid. Chapter 5 - Chrissie and Eve For that whole weekend Eve, his new sister-in-law, had kept me dressed in his pink maid's...

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