Asstr Pegging

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Asstr Pegging
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James’ dominating wife decides to turn him into a submissive, sissy cuckold.
Karen teaches Jamie how to dress and act like a slut!
Jamie's submissive training continues. Karen invites a friend over to play.
James and Karen find another friend.
Jamie falls completely down the rabbit hole
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A Turn for the Worse by Handgaglover
Al's Summer Vacation by Diabolical
Alicia's Humiliation At School by Diabolical
Andrea's Misadventures by Diabolical
Andrea's Return To Australia by Diabolical
Bad Idea? How I Became My Family's Human Pet by bc99
Billie The Magician's Assistant by bc99
Boys' Detention Centre by Mich Boyle
Captive Breeding Program by Damnd1
Chronicles of a Neighbourhood Babysitter by Steam Train
Cinderfella in Reverse by Diabolical
Hard in Their Cages by Purveyor of Silent Thoughts
Helping Out At St Cecil's by U. N. Known Writer
Johnny's Punishment by Diabolical
Miriam's Dark Obsession by Stroker
Mistress and Her Little Slaveboys by Tommy
School Of Hard Knocks by Diabolical
The Making Of A Pansy by Diabolical
This Could Be Heaven Or This Could Be Hell by Jason Masters
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Happy reading, but… Never even think of abusing children in real life
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A lonely, thirteen-year-old boy finds himself wandering through life with an inattentive mother who became a self-absorbed party-goer after her divorce. Trouble begins for the boy when he wanders into the life of a tall, strong, muscular woman at a renaissance fair. After catching him snooping around her tent (i.e. changing room, for she plays a knight), things only get worse when she moves into his house the next day. His mom rented out the room next to his bedroom, and he becomes a helpless pawn in her dominant fantasies.
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A 12-year old boy is tormented and humiliated by his 14-year old sister, and mostly everyone else in the story. He is turned into a sissy and the family slave. The story covers his summer vacation, in which he turns 13. This is the first story of a quartet which continues with Alicia's Humiliation At School followed by Alicia In Trouble Again and concludes with Alicia At Fag High . If you have not read the others you will get more from this story if you read them in order
I posted a few stories here in Dutch. Meanwhile I practized writing in English somewhere else on the net. I'm still not very confident and not satisfied either, after all english is just a second language for me, but decided nevertheless to give it a try. This story has nothing to do with my Dutch story. It's a whole new ballgame (pun intended). The story is not very original, but I will try to give it my own kind of twist.
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My name is Al Peterson, but everyone calls me Alicia now because my sister has forced me to live as a girl for more than a year. My old life as a boy is gone, and I have been enrolled to start my sophomore year at a high scholl for gay and transgender kids. Not only do I live as a girl, but I also live to serve my sister.This is the final story of the quartet which began with Al's Summer Vacation , and continued with Alicia's Humiliation At School and the third part is Alicia In Trouble Again . If you have not read the others you will get more from this story if you read them in order
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This is the long awaited, by many, sequel to Al's Summer Vacation . It is the continuing story of a young boy's humiliation and abuse at the hands of his sister and others as he enters High School. There are two more parts Alicia In Trouble Again and the story concludes with Alicia At Fag High . If you have not read the others you will get more from this story if you read them in order
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Andy Miles, a young swimming champion finds out that it is not good to upset a proud swimming nation like Australia. He also discovers that pride really does come before a fall and subsequently many other things about himself.
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Andrea continues to suffer as a result of the events recounted in Andrea's Downfall. If you have not read Andrea's Downfall you can find it here.
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This is the third "Andrea" story, about a 12-year old boy who was a swimming prodigy. Since no one wants to read a lot of exposition, please read Andrea's Downfall and Andrea's Misadventures before starting this story. In this new story, Andrea has just turned fifteen.
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This is the fourth and final story in the Andrea saga, It started with Andrea's Downfall , and continued with Andrea's Misadventures , and then Andrea's Nightmare . Please read all of three of those stories before starting this one. For those of you who are too lazy to do that, there is a prologue.
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Young Azrael is a star performer in the all-human 'Circus de la Lune'. The daredevil little acrobat is a favorite of fans wherever the show goes. His life behind the scenes however is rather different from that lived by most boys his age. His trainers have established a strict regime of discipline and training to keep him in top mental and physical condition.
How a young boy gets tricked into becoming his big sister's spandex-clad, tamed 'lion' for Halloween.
Billy agrees to be his sister Julie's scanty clothed assistant in a magic show. The female audience doesn't know Julie has real magic.
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Charlie a 6 year old rejuve is starting his new life as a Black Circle Penny following conviction.
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Twelve year old, blonde and perfect, Shane Byrne is sentenced to three years in a boys prison but is held in a women's prison for his first night whilst awaiting transport to the boys' facility. He finds himself at the mercy of three sex starved female pedophile inmates whose wildest fantasies have just been realized. On transfer to the boys' detention center he finds that the female wardens are just as keen to have there way with the cutest boys in the prison…
This story is set in the world of the movie Il Saprofita in which the Baroness Clotilde Bezzi lives in a mansion with her 12-year-old wheelchair-bound son Parsifal and their servants. The baroness hires a good looking disgraced ex-seminary initiate named Giancarlo to help escort her son to Lourdes, but after the failed treatment, she falls in lust with him and he stays on at her mansion to help with the sometimes-bratty son that she adores.
Breathless is an unashamedly graphic account of the seduction of an 11-year-old boy by a young woman. Living out her most decadent of erotic fantasies, she finds herself with a boy who, although virginal and inexperienced, is as eager to learn as she is to teach.
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A teenager and his pet are captured by girls from his school and electro-milked relentlessly.
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A woman gets custody of an 11 year old boy for her 13 year old son for sex, and the boy is kept on the edge of orgasm, never being allowed to cum.
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Eleven, almost twelve year old David enjoys tying himself up. Today his hobby wll set him on a path that will take him unwillingly to places and force him into situtations far beyond anything he can imagine. But is he really unwilling?
Fourteen-year-old Jennifer Dailey is a sought after local community babysitter who discovered from the moment she started babysitting at age twelve that she enjoyed dominating her male charges. Jennifer lives in a strict society that believes in making misbehaving juveniles serve the community as naked 'NEWDD' Juvenile Servants for a court ordered period of time. Though she has managed to avoid any formal NEWDD punishments, Jennifer whilst still a young teenager finds herself caught up in the new government initiative called 'Taking Back Control' which results in Jennifer and her male and female juvenile peers experiencing a range of totally embarrassing and humiliating experiences as they make their way through their formative years.
Links to story: Part 1 Part 2 Part 3 Part 4 
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They say if you run the movie Cinderella backwards, it's the story of a rich girl being put in her place. That's pretty much what happened to Mike, except he started out as a boy.
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A boy purchases a magic device to help him be more creative in the stories he writes. It works, but not the way he anticipated.
Diversasy wrote: "I use these stories to try out different writing methods/plots/theme/characterizations and etc. so I don't know where it will go."
An 'impossible' boy passes the line and needs to face the consequences.
Jason receives instructions from his mother about his role in a strictly segmented, authoritarian welfare state based on hard artificial intelligence and positive eugenics.
 – 2022 Boys Medical/Medicine Story
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Tricked into helping his big brother practise for his work placement at the local Hospice, leads young Ben into several humiliating situations, and at the mercy of his brother's girlfriend, his own best friend, and at least one sex starved patient.
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A middle-aged housewife in the 1950's experiences the unpleasantness of a cheating husband and proceeds to become a little… crazy. She dominates her son with her hands over his mouth, ties him up, spanks him, humiliates him (with a little feminization) in private and in public, and brings a few female friends in to participate. Nothing too sexual yet, but there will be down the road.
TJanet Thomson has a special secret – She is wildly attracted to young boys and hears about a cruise to a tropical island where she can indulge her fantasies.
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Slave-girl Jenny goes shopping with her mother/mistress in the mall. In a rather awkward situation she meets three boys. Mother knows how to handle the boys.
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Johnny is subjected to incredible cruelties by his family and friends. Mostly femdom but considerable homosexual activities as well. A classic.
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It was bad enough being stripped naked by a bunch of randy schoolgirls, but that was just the start of a series of painful indignities that our anonymous 11-year-old hero had to undergo
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A father and son are used as fiendish toys.
A frustrated housewife with a long standing obsession with young boys, relives a memory of lust fulfilled. The plot thickens when she brings her perversion into her present day life….
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Lady Susan gets her first 10yo slaveboy, and soon gets a second one to care for. She trains them to become obedient slaves and sextoys.
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Noah's bratty behaviour receives the punishment it deserves, but when things spiral out of control; it takes a computer failure to save the day.
 – 2022 Boys Medical/Medicine Story
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A female scientist develops a medical drug that in some ways removes free will from those it is administered to.
A teen boy who enjoys tempting discovery with low-risk acts of public nudity ends up with his ultimate fantasy being explore without him being in control of the risk.
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Peter Taylor has been bullied a lot so is now home schooled. He wants to learn to stand up for himself but the martial arts schools he has tried have just replicated his experiences. Will he find anything different at his new Dojo?
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Tamu is a young boy who lives deep in the Kolem Desert. His father is from the west while his mother is a local of their village. Tamu is headstrong and decides to go exploring one day, disregarding the rule about straying too far from the village for fear of wild beasts and, of course, Slavers. Tamu is captured, stripped naked and led to a market in chains. The Slaver himself is not cruel and even takes advantage of his young prize. When on the block he is further humiliated but when a young girl his age is told to bring him to orgasm for the cheering crowd before the pair end up being bought together by a rich and powerful mage.
 – 2022 Boys Medical/Medicine Story
A boy is prepared to do anything to prove he is mature enough to date the girl of his dreams
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Tommy is caught by Deb while peeking into her bathroom and masturbating. Deb organizes a lady's club that will use and abuse Tommy in all sorts of nasty ways.
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Joey, a 12 year old boy upsets the wrong people and comes to seriously regret it
A first-year high school boy is subjected to a humiliating prank by some older boys and the result for him could be Heaven or Hell, or both at the same time.


It was a Saturday and with my parents working today (they were both doctors) I was sitting around at home on my own. I phoned a friend to see if he wanted to come over, but he was being dragged to the shops with his mum to buy school-uniforms. It was only early August, the summer holidays, but evidently my mate's mother was keen to be prepared for the start of the new school year in a month's time.

"My mum's annoying," my mate had grumbled to me on the phone, "We've only just recently finished school for the summer and she is hauling me off to stupid gay shops to buy gay stupid school stuff. I don't want to be reminded of school by trying on uniforms."

So that left me to sit about the empty house.

Naturally, being a thirteen-year-old boy, it didn't take long for me to decide to take advantage of my solitude by jerking off. I'd discovered the delights of wanking last year and I couldn't get enough of it. I retrieved the battered copy of 'Escort' magazine from under my mattress and stripped naked. Soon I was kneeling on my bed and pumping my stiff hairless pecker as I perused the publication and all the naked ladies within. The magazine had cost me �5 of pocket money, purchased from an older boy at school who's father ran a newsagents from which he pinched nudey-magazines to sell to horny fuckers like me. It was the best investment I had made!

Half-way through jerking off, the phone rang.

"Bloody fucking buggery," I snapped, having to tear myself away from the delights of self-abuse.

Naked and with my teen cock jutting from my bald groin at a 90-degree angle, I padded downstairs and picked up the phone.

"Yes?" I asked, with all the discourtesy of a typical adolescent boy.

"Hey James," came the familiar voice of my sister, Lynda.

"My my, you must be up to something! Something naughty, I'll bet!"

"No!" I snapped, defensively, as if somehow my sister knew I had been whacking off, "I wasn't doin' nuthin'!"

"James, it's a simple rule. If you ask a little boy what he is up to and he replies 'nothing' within half-a-second, that means he's up to something."

"Fancy coming over?" Lynda asked, cheerfully.

"Now? Um...okay." I enjoyed popping over to Lynda's. I had a bit of a crush on her lesbian lover, Jenny.

"Hurry on over then. We're going to do something cool!"

"What?" I asked, intruiged. I had started playing idly with my erection.

"You'll find out. Come on over. Now!"

"Yes. Hurry hurry hurry. Get dressed and come over."

"I am dressed," I immediately snapped as I stood there naked. I blushed as I took my hand away from my cock. How did my sister know these things?!

"Just hurry over little brother. See ya!"

I went upstairs and was considering continuing my wank, but I had lost my erection and my sister had said I had to hurry, so I got dressed in jeans and a T-shirt and left the house.


Lynda and Jenny lived in a small single-storey house at the other side of the small neighbourhood. It only took me ten-minutes to walk over there.

"Hiya James," Lynda said when she answered the door.

"Come on in sweetie. Take your shoes off."

Lynda was aged nineteen, a full six-years my senior, and she was studying Psychology at the local college. She was five-foot-four (just two-inches taller than me; I was catching up fast) and very slender, with long brown hair. She had a sweet face, big brown eyes (like mine) and an almost perpetual smile. Right now she wore a tight white T-shirt that hugged her firm round boobs and ended just above her naval, showing of her flat midriff. Lynda also had on tight denim cut-offs that showed off her slender legs. My big sis often dressed scantily so I did not bat an eyelid when confronted with such an arousing display of female flesh.

Lynda had 'come out' last year. Our parents were liberal minded and, although they were somewhat shocked at first, neither was all that bothered that Lynda was a lesbian. All our mum and dad cared about was that their darling daughter was happy, which she quite evidently was, especially since moving in with her girlfriend, Jenny, a few months ago. Our parents had met Jenny on a number of occasions and they all seemed to get on well.

I trudged in to the house, closing the door behind me. I took off my shoes and followed my sister into the living room where I plonked myself down on an armchair. Lynda stood nearby and we both glanced round as Jenny came into the room a few seconds later.

"Hiya James," Jenny greeted me, sweetly, and she sat down on the sofa.

"Hi Jenny," I said. Like I said, I had a bit of a crush on Jenny and I blushed a little.

Jenny was a twenty-three-year-old trainee solicitor. She was tall at five-foot
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