Caregiver in Love continuing the Caregiver Saga
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Chapter Five: Henrietta Buggered by the Headmistress By mypenname3000 Copyright 2016 “What were you and Peony doing in the bath?” Tabitha asked as she dropped her nightgown from last night into the laundry basket in our shared room. Mine followed. We stood naked in our small room, my feet dancing on the cold floorboards and my teeth chattering. It was so warm in the bath and so cold in here. It turned out that the girls of our dorm had our own Roman style bath, a large pool of piped up...
It’s a stormy Autumn day in 1794. Salt spray assaults your nostrils, the wind tears at your hair, flecks of sea foam scurry down the side of your body and your cunt is full of the Captain’s spunk. You’re used to the pitch and yaw of the ship but no amount of tossing and rolling is going to dislodge you from your position as the ship’s figurehead... It had all started some fifty years earlier when the “Gilly Den” had been privately commissioned by the late Rear Admiral Sir Justin Burrows for...
SupernaturalCaregiver in Love Part 5 In the final stunning climax of the Caregiver Saga: Shawn's friends visit for girl's night, and Shawn hears a strange sound. I clicked across the house and foyer in the kitten heels and pulled open the door, before I realize what I was wearing. My heart skipped a beat. Jacqueline beamed at me from the doorway, with a giant salad bowl and two fresh baguettes in her arms. She handed me the baguettes and kissed me on the cheek, and said, "Every time I ring...
Emma Kemp was eighteen-years-old and at sixth form college, but hated it, and so sent a message to the college saying she was ill. However, far from being ill, she went to the seaside and intended spending the day on the beach.Miss June Johnson was the fifty-three-year-old headmistress at the sixth form college. She also wanted to get away from the college for a few days and spend some time by the beach, so she told them that she had badly damaged her ankle and had to convalesce. She...
Spanking“You’re serious,” said Ellie in her flatly affected voice. Otherwise known as Negasonic Teenage Warhead, the girl raised her perfectly shaped eyebrow at her girlfriend. The neon streaks of pink in Yukio’s hair were almost as bright as her toothy smile. “Of course,” Yukio went on, undoing the front of her costume to reveal the pink sports bra she had underneath. Both girls had just come back from a training mission and were peeling themselves out of their sweaty uniforms in their shared dorm at...
The Headmaster,I am the new gardener/caretaker of an exclusive girl’s school. I was very lucky when my, then boss died. I was promoted at a young age; just 21. I regularly go about my manual work in the summer without a shirt. The female staff and students all take their time watching me work. The girls range from 11 (not interest what-so-ever) to 18.The Headmaster is strict and lives within the school with his wife. Over the short time that I’ve had free range of the school I have found out a...
Reddit Redheads, aka r/Redheads! A lot of men choose between either blondes or brunettes when it comes to the kind of woman they want. They usually don't even consider the more important dimensions to weigh out, like, for example, neuroticism, openness, conscientiousness, and, of course, breast size and ass-to-waist ratio. But there are a million things to consider when picking women, and I bet that a lot of you don't even think about red hair when weighing those things out in your...
Reddit NSFW ListBeverley Hudson-Phillips was a very striking fifty-two-year-old woman standing at more than six feet tall but very curvy in all the right places. She was married to William who was twenty years her senior but their marriage was loveless although he liked to display Beverley at social functions.During the almost thirty-year marriage Beverley had had a number of lovers but certainly more of them female rather than male.At the moment her thoughts were turning to her schooldays some thirty-five...
LesbianThe advert was simple.Retired Deputy Headmistress seeks naughty 'boys' for punishment. The Headmaster may be called upon for those in need of severe treatment.A brief exchange of emails and a date was arranged. It was a good hour’s drive, and on arrival, I was bemused to find that it was indeed the old school house where the headmaster would have lived when the school had been open.An attractive lady in her late sixties, I guess, answered the door. This turned out to be Miss Dean, the...
BDSMThe advert was simple.'Retired Deputy Headmistress seeks naughty 'boys' for punishment. The Headmaster may be called upon for those in need of severe treatment.'A brief exchange of emails and a date was arranged. It was a good hour’s drive, and on arrival, I was bemused to find that it was indeed the old school house where the headmaster would have lived when the school had been open.An attractive lady in her late sixties, I guess, answered the door. This turned out to be Miss Dean, the...
It’s a stormy Autumn day in 1794. Salt spray assaults your nostrils, the wind tears at your hair, flecks of sea foam scurry down the side of your body and your cunt is full of the Captain’s spunk. You’re used to the pitch and yaw of the ship but no amount of tossing and rolling is going to dislodge you from your position as the ship’s figurehead… It had all started some fifty years earlier when the “Gilly Den” had been privately commissioned by the late Rear Admiral Sir Justin Burrows for...
CAREGIVER Part II by Natalie Finn In this second installment of Caregiver, a short story by a new author, Shawn's older sister continues to dominate him. Shawn has a second strange dream, this one more frightening than the first. He has his first romantic feelings and his first date, but his world continues to be quite strange in other respects. The Resistance I dreamt I was a strong fisherman in a row boat, struggling against a huge silver fish. The stormy sky was...
CAREGIVER Part III by Natalie Finn In this third exciting installment of Caregiver, Shawn has still more strange dreams, and stranger adventures. Shawn's older sister continues to dominate and feminize him. While he continues to be humiliated by, but resistant to, his sister's efforts, he is thrilled to be the romantic target of his beautiful cooking teacher. My date with Jacqueline Jacqueline switched the hand she was using to hold her handbag, and grabbed my hand and...
Caregiver in Love Part 3 In which Shawn endures a long visit to the mall and further unwelcome feminization. The Fitting Marilyn led me back to the department store. We stepped on the escalator to the second floor and went to the intimate apparel section. Marilyn got the attention of the attractive lady clerk who glided over to where we were standing. "Could you check to see if my niece is correctly fitted for the bra she's wearing? And we want to find a good bra insert to...
Caregiver in Love Part 4 In which Shawn finally fights back against his feminization. Toes, fingers and Mr. Pinky weigh in In the car ride home, Marilyn put down the top of her convertible and we listened to music as the warm breeze and sun played on our bare legs. Marilyn pushed a button to raise a special screen to minimize the wind blowing on my new haircut. Even though we were driving down a tree- lined boulevard at thirty miles per hour, I could feel only a very slight...
My cock was still wet from my girlfriend when I pulled up to my sister’s boyfriend’s house. I beeped the horn twice and waited, my mind flashing to about 10 minutes earlier when I was laying on my girlfriend’s bed as she rode on top of me, cumming on my cock as I filled her with my load. When I saw the front door open and my sister step out, all thoughts of my girlfriend were pushed from my mind and my cock started to fill up again. Her hips swayed confidently as she walked to the car,...
This was written by my wife and she assures me it is based – loosely on a genuine experience she had with the headmaster at her school when she was only 16. “Come in” “Ah … hello, headmaster, Miss Price told me to come and see you.” “Yes, I know. Come in Monica and sit down. You’re in trouble again aren’t you? What was it this time?” “Ah … well, I don’t really .. I mean ….” “Perhaps if you have forgotten I can remind you, as Miss Price has already informed me. She caught you performing...
This was written by my wife and she assures me it is based - loosely on a genuine experience she had with the headmaster at her school when she was only 16.“Come in”“Ah … hello, headmaster, Miss Price told me to come and see you.”“Yes, I know. Come in Monica and sit down. You’re in trouble again aren’t you? What was it this time?”“Ah … well, I don’t really .. I mean ….”“Perhaps if you have forgotten I can remind you, as Miss Price has already informed me. She caught you performing fellatio...
David, my husband has an older brother, Steven who has two sons, Charlie and Miles with his wife Karen. At the time of this incident, Steven was serving in the British Army based out in Germany, both sons thanks to the Army paying some of the fees, had been educated at UK boarding schools since they were 8 years old, flying out to see their parents at full holiday times, at other times we were their legal guardian in the UK and looked after them on the half term breaks. Charlie is 2 years...
You are a 22 years old white male who just finished his education and now is going to his new job as headmaster at the local school. The reasons you were able to become the new headmaster was that your mom owns the school and that the last headmaster was forced to quit because of burnout. But you are not going to the school to become a good headmaster you are going to destroy the bitches there with your 15-inch-monster BWC. You enter the principal’s office for the first time and meet your new...
FetishTo say that Mr. Lavender and I didn’t hit it off would be something of an understatement. In this strict all-male environment us boys were referred to by surname and teachers as “Sir”; we stood when they entered the room and sat when we were given permission. Having just turned sixteen I’d frankly had enough and while I still attended classes a paid no heed to the maths lesson or the homework; I had better things to do which mainly revolved around music, idly doodling and sexual fantasies. The...
TabooHowever, there were those who did not respect him, or the law. As a Deathgiver, Ken Shamrock had made powerful people his enemies, in particular, by his murder of two higher-up drug dealers in Atlanta, as they were preparing to distribute a new type of drug onto the streets. A month before the MMA bout, he had been alerted of suspicious activity near the juvenile home he had once attended by an acquaintance. The MMA fighter chose to expose himself, since thrill, risk and violence offered an...
Fierce conflicts on the socio-political issue of abortion were a mainstay of American politics. It took the increasing influence of Japan and its differing cultural views on the matter of death to start a process, which would lead to the appearance of Deathgivers. Liberal circles began accepting the idea that living one’s life was not an obligation, under the influence of primarily Japanese culture. Debates brought on the issue of equalizing the stance on the death penalty, euthanasia and...
So lets talk about how this all started. I enjoy being used, simple and easy. I have given head to about a dozen guys. It would have been more, but I have a tendency of chickening out right before I go through with it. Why?? Well I don’t think I really like sucking cock, I more like the feeling of degration, dirtiness, wrongness and getting used for only the person’s satisfaction. Sucking cock just seems the easiest way to accomplish this. If a guy I am talking to starts telling me how they...
"I loved you." he softly whispered into my ear, his wet lips grazing my ear every syllable. I let my bangs cover my eyes just in case I teared up. "Caleb, I'm sorry, I love you. It was one time I swear." My throat catching on his name. "I believe you, but every time I touch you, I picture Paul touching you first." I took a deep breath, hearing the hurt in his voice. Despite my guilt, the sound of Paul's name made me really wet. I loved Caleb, I really did. But Paul just made my...
It was late one night, but it’s late every night, pretty close to Christmas I was home alone. I was watching TV when my cell phone went off. It was a girl from school I knew. Her name was Alexis, she was a little shorter than me, weighs 110, her hair is straight, long and black with a streak of blond, was a B size bra and a huge, round, firm ass. I was surprised she was texting me since we hated each other. She used me to get her ex mad, and then called it off with me. So I got her back...
This Fictional Story is written by Jennifer and contains explicit sexual material and situations involving consenting Adults No reference to u******e persons is intended or implied. No reference to real Persons dead or alive is intended or implied. It had been a couple of years since I graduated from that Private Girls School when I ran into my old Headmaster, Mr Weatherby, at the shopping mall. We stood there for a while chatting about the past when he made an odd comment saying that in all...
Comments appreciated. Where should this story go next? Sorry, but this story was not proofread by an editor. Enjoy - Rachel You Here For A Header? By Rachel M. Moore I shook my head for the thousandth time as the images on the screen lit the room in all their glory. I was having a hard time with the realization that the person in the video was actually me, my hands began to shake again. I swallowed hard, trying to keep from throwing up like I had the first time I watched a man I...
The School and University system in Nigeria is a strange, anomaly-ridden thing. It has grown up haphazardly over centuries, subject to the caprices of tradition and political whim, baffling to the outsider. One of the anomalies is that the great medieval universities of Nsukka and Lagos select part of their student intake on the basis of special exams which take place half a year after when most pupils leave school. And, of course, most of the schools which can, practically speaking, afford to...
Miss Hargreaves realised it had been one of her silliest decisions ever. She was forty-five-years-old and the headmistress at the local sixth form college for girls where discipline was strict, and she regularly had to cane the students. She saw caning girls, both for earning double detentions and for individual acts of misbehaviour, as very much part of her responsibility, and knew that the regime led to the girls being better behaved than in other colleges where the cane was not...
SpankingI was appointed as caregiver for a friends aging uncle, my duties included cleaning house and doing laundry and assisting in bathing him because he had trouble getting in and out of shower. Anyways one afternoon after tidying up his home, i laid out fresh clothes for him and helped him to the shower. I had to strip him and help into the shower. I adjusted the temperature and soaped up my hands to wash him. Now this man although older still had a large cock even soft, nevertheless I continued...
Sitting in my car daydreaming, listening to the music and waiting for my Daughter to come out of school, there is a tap at the window. It startles me and I jump, looking out I see the Headmaster, Mike Johnson so I put down the window and he apologizes for surprising me. He informs me that Sarah will be a little late because she has some project she wants to finish up and then asks if I would like to join him in his office for tea while we wait. I accept his invitation and he opens the door to...
It had been a perfect California day. The temperature had stayed in the mid to high eighties, not a cloud in the sky and the beach had been wall to wall with tanned bikini clad hotties. Topping it all off was a magnificent sunset and I sat there and watched till the last sliver of sun disappeared into the Pacific Ocean. I stood up, shook off the sand and then headed for my apartment. I parked the car and got out before I spotted the last person in the world that I wanted to see – my wife...
‘What’s your name?’ Simon asks kneeling down in the wet muck. He lets his knee hover just off the ground. Looking into the lean-to of shipping pallets and scrap plastic sheeting he see a pair of eyes looking back at him from a face lost mostly in shadow. The smell of the place is horrific but he’s known worse. He receives no answer. Taking his backpack off, Simon, places the large Ziploc bag next to the opening. ‘This is a care package. There are a few things in it for you. There is also...
Copyright Oggbashan 4 July 2004 The author asserts the moral right to be identified as the author of this work. This is a work of fiction. The events described here are imaginary, the settings and characters are fictitious and are not intended to represent specific places or living persons. ************************************************* I was shot through the head with an AK47. It was a mistake. I was with the international press covering a war zone but not as the intrepid TV reporter. I...
‘She walked into the room in a Santa suit and I could tell she was trouble…’ from Yuletide Mindfuck Shane Houston finished his shift at 1pm on February 14 th and left work with a spring in his step. He even blew a kiss to the check-out girl as he stepped out the door. There were several reasons for his lightness of mood. His new first-floor manager’s job at the 86 th Street branch of Barnes and Noble was one. What a splendid fluke that had been. Intently discussing the American crime novel with...
There was a knock at the door. You walk over and open it to see a young girl who looks as if she has just turned 19. "Hi my name is Stacy, I'm here for the free headshots that are being offered" says the cute brunette wearing clear plastic set of glasses. "Yes right this way" you say as you usher her into the studio. "Would you like a free photoshoot as well?" you offer her. "Are you sure? That is normally quite expensive." she replies "Quite sure" You say as you walk over to get your camera...
“Congratulations,” beamed Ahmad Kelly.The woman wearing an off-white lace and organza tea-length wedding dress with three-quarter-length sleeves said, “Thanks! And thanks for coming!” She was the Marine’s ex-wife.“Yeah! Thanks, man,” the groom replied.This was the third marriage for the 43 year-old Janell last-name-now Dunn. Her other two weddings had both been quick affairs. The first had no ceremony at all, just getting the license from city hall. The second marriage, to Ahmad, had been on a...
. 1with Lena Headeyby DarkTemplarcodes: interracial, blowjob, deepthroat, anal, creampie"Breathe. Just act natural, Lena. You can do this.." the Hollywood starlet kept assuring herself the entire ride, as if through simple repetition she might finally strike up the nerve to actually get off the bus at her designated stop. At any rate, her stomach was in knots and she couldn't stop fumbling with her pocketbook.This was her third time riding the metro bus into the worst ghetto of South Central,...
Copyright by author of this story. All rights reserved. This story may not be posted to any web site without the permission of the author. Bikini Beach: Skinheads By Elrod W "And stay out!" The fat mall cop stood in the door, glaring angrily at the three young men standing outside the mall entrance. "If you're caught on these premises again, you'll be arrested for trespassing." Brian Flannery extended his middle digit at the mall cop. "Up yours, you old geezer." "Yeah,"...
MAU: Headliner Synopsis: The owner of a strip club has a dilemma - the world- famous big-busted stripper who was going to headline was injured in a car accident, and he has patrons waiting to see her. An MAU gives him an opportunity to save the day... [email protected] ********************************************************************** MAU: Headliner "What the hell am I supposed to do now?" Mick Bertoni let his head drop into his pudgy hands, shaking it...
SISSY HEADHUNTERS by Kimmie Holland and Meeah Mackenzie **One** Andy tried not to be obvious about it: but it was hard not to notice that there wasn't another white person in the entire restaurant. He'd let Mr. Asad pick the place of their lunch meeting. Maybe that was a mistake. But he wanted to make sure everything was to the black man's liking. Andy hadn't landed an account in months so when he'd been contacted by a corporate...
"Girdlehead" Brenda was a big girl, tall and buxom with wide hips and a pendulous bust but she wasn't fat. And she was attractive, always dressing in something feminine, a bit old style actually. She was always seen in dresses or skirts and blouses and after I started dating her I found out to my approval that she enjoyed the most feminine of old fashioned lingerie as well, including seamed hose, the frilly, lace trimmed full slips and the sturdy heavily paneled panty girdles...
Busting the Bunheads Belladonna "You've got to be kidding me, Mom!" "I'm not joking. I signed you up." "Without even talking to me?" "It's not up for discussion," Miriam retorted with a shake of her head. "Mom, what will my friends say? I'll be a joke." Miriam shook her head at her pouting, seething child and replied, "You're getting to old for this routine! You need to take the next step." "Not like this..." Miriam shook her head at her daughter. The girl had...
The soft breeze ruffled his hair as he padded barefoot on the wooden deck. His feet now accustomed to the heat generated by the radiant sun in the tropical climate he found himself in. The small schooner dipped at anchor in the blue waters as he awaited the return of Bartlett, Johnson and the hand who had gone ashore in the skiff to trade goods with the natives in exchange for copra."Hope them's back soon; don't like a look o' that shite yonder" said Bundy the first mate, pointing to a dark and...
WALL STREET BLUESFuck, what a day thought Kerri. Slamming down the pedal of her Beamer, radio up, sunroof open Kerri was ready to put this day of work behind her. Being an up and coming Wall Street Investment banker had its highs. The salary was great but some of the days were just draining as everything went downhill. She should be working late but everything was so fucked up she left anyway. Whatever! She thought. Texting Jimmy she made sure they were still on for mountain biking when...
SISSY HEADHUNTERS by Kimmie Holland and Meeah Mackenzie**One**Andy tried not to be obvious about it: but it was hard not to notice that there wasn’t another white person in the entire restaurant. He’d let Mr. Asad pick the place of their lunch meeting. Maybe that was a mistake. But he wanted to make sure everything was to the black man’s liking. Andy hadn’t landed an account in months so when he’d been contacted by a corporate ?headhunter? he’d been surprised—and relieved. As the fiscal year...
It had been a chance meeting between Mrs Dawson and Lucy Thomas at a book reading club. Janet Dawson was the headmistress at the sixth form college for girls that Lucy Thomas had attended. Lucy was the head girl and head prefect.Janet Dawson was now forty-five years old, and Lucy was twenty-two-years old.Having met at the book club and got on well, they went for a drink together one evening and were now back at Janets’ house having another drink and an increasingly friendly chat.It was during...
SpankingThanks to the Hip and Knee doctor for editing assistance. Flathead-- From 1920 through 1969, Flathead Indians and Harleys were a major force in American motorcycling. Up until I met Candy, there were only two things in my life of any value: the 1946 Flathead that my father gave me, and the 1917 Navy Luger that my grandfather brought back after World War 2. I wasn't what you would call an ambitious fellow. I usually went with the flow and always took the easy way out. Now, don't get the...
Being the King's Headsman is the only employment that I have known since I was 18 summers old. I had been with a group of people from our village returning from a market fair in the next town over when we were accosted by a band of highwaymen. The robbers were too busy pawing the women and intimidating the others to pay much attention to the skinny lad who obviously didn't have anything of value. What I did have though, was my axe. When the leader of the robbers pawed my mother's breast...
Story #1: In Which I Get Turned On My brother had been trying to turn me on to pot for quite some time. Each time he visited me, he would pull out a pipe and light up, much to my horror and consternation. I was convinced that I was going to be busted because he was smoking in my home. I would be innocent, but busted. Finally, though, I decided I was being a little pigheaded about the whole thing. He had worn down my resistance. I might as well do it, just to get it over with. It so happened...
I was doing a casual security job at the ultra secret headquarters of an extreme right wing organization. They were something just short of Nazis or the clan. They had a fierce hate of all things different to them, this included women, colored people, gay people and just about anyone who didn't fit their white supremacist stereotype. I was just there in case anyone tried to break in or vandalize the place. I spent most of the time in a large luxurious office, which was where the most sensitive...
“Can’t wait to feel a hard cock shooting cum inside me.” I was trying to sneak past my sister’s bedroom door, but that phrase rang in my ears and rooted me to the spot at the top of the stairs. At sixteen, my older sister Jenny was an annoying sibling. Shallow, nosy and a tattle tale; she seemed to revel in any trouble she could get me in. So I always did my best to avoid her. It wasn’t too hard for me to get away from her nosiness, but I always had to be careful. The difference...
March 16, 1992 Chicago, Illinois We arrived home from O’Hare just after Elyse brought Abbie and Matthew home from Midway Airport, and just in time for dinner, which Nancy had helpfully prepared. “There’s my other granddaughter!” Nancy said when she saw Birgit. “Hi, Grandma!” Birgit said going over to give her a hug before climbing into her booster seat. “How were the trips?” “Vermont was nice and peaceful,” Kara said. “Except for a certain husband who just HAD to watch NASCAR!” Jessica...
June 15, 2027 The corn field and the vegetable garden screamed for attention, constant, urgent and immediate attention. Clark and the girls knew that as first-timers they would have to overcome a steep learning curve to be successful at gardening. It would take more than just throwing some seeds into a hole in the ground in the hope that something would grow and could take several seasons to gain the experience and skills needed to produce enough to sustain themselves. Up at the cabin,...
We start this week’s show with establishing shots of a high-quality collection of low-rise apartments. Multiple buildings, each of them four floors high. Red brick and white render, lots of small square windows and balconies that look almost completely unused. Then, walking around the corner in cargo pant shorts, and his beloved West Ham football shirt, his Doberman beside him ... It’s Dennis, the Cockney geezer that our audience has grown to either love or hate, and he’s approaching us with...
The 2014 World Cup Final was Kloses 137th international match, making him the most capped player at this summers tournament. Like Pele, the 36-year-old contested his second World Cup Final 12 years after his first.71 - Klose has scored a remarkable 71 goals for his country. In September 2013 he equalled Gerd Mullers German goalscoring record of 68 in a World Cup qualifier against Austria before becoming the outright record holder in his sides 6-1 win over Armenia in June this year. Its a joke...
The PE teacher had buzzed ahead telling me to expect you. She had not however, prepared me for exactly what I was to be punishing you. I could easily have lost my job for the punishment I chose for you. Christ, I really should lose my job for the punishment I chose for you.There was a knock at the door…“Come!” I shouted.You stepped inside. You were still wearing your gym clothes…a tight, powder blue top, showing-off those incredible, juicy tits to perfection. Below…you were wearing a tiny gym...
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