humiliation sex stories – Page 7

Masturbating for Sandra (ch. 1)

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Sandra and I have always had a curiously sexual relationship. Not that any physical contact has ever taken place, but sex is never far off the agenda when we converse. My partner is her husband's sister, so I guess that makes her my sister-in-law; indeed, I met Lesley at one of Sandra's parties. This is vaguely irrelevant, although it does explain the relationship, e.g., outrageous flirting and general horsing around with somebody I see frequently, although no contact One Sunday afternoon, I had returned home from playing golf, showered and as usual, was intending to spend the rest of the...

Masturbating for Sandra (ch. 2)

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About two weeks later, Lesley was out for the evening and I was carrying out her instructions. These were to tidy up the house, sort the laundry, etc while naked and erect. I was to maintain an erection for two hours by masturbating then, after 9pm, it was up to me. I could either continue masturbating or not, but I was not to ejaculate without permission. We often play this game. It is part of the humiliation and exhilaration of being naked and under somebody else's direction. Of course, I could just strip, wank and get on with stuff, but...

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Tags: anal, anus, humiliation, masturbate, masturbating, rectal, rectum

Masturbating for Sandra (ch. 3)

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Many months had past since the previous episodes of this short saga, during which time normal relationships were resumed. Sandra and I kept bumping into each other at various family functions and would occasionally speak on the phone, but for some reason my masturbatory efforts on her behalf were never discussed or even referred to. There were highlights of course. At a drinks party for my birthday at a local bar, Sandra came over to the table where I was sat with a beer she had just bought for me. Nothing unusual in that, except that she was wearing a...

Lord Malcolm

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Let me introduce myself. I'm a robust, fun-loving, healthy, good-looking and mature woman of fifty, and I've always had a keen interest in good sex. Some of my most memorable encounters have involved the sexual awakening of a young man, or boy really, largely by *my* skill and intuitive understanding of what arouses these young people. Many lads have received the benefit of what I had to teach them about themselves, but none of them has been as personally rewarding as the fourteen year old scion of the noble and wealthy family with whom I work as nurse/governess. Lord Malcolm,...

Life in a Female Household

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My dear mother died of grief shortly after my father was killed at the start of the First World War. It was then left to my father's sister to raise me along with her two daughters. Her husband was also away commanding a regiment of fusiliers somewhere in northern France and, my aunt, far from being enthusiastic about having a thirteen year old boy joining the household, resigned herself to yet further inconvenience of that damnable war and reluctantly allowed me shelter and succour within the bosom of her household provided that my own governess accompanied me and that...

Lisa’s Panties

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Bob McClintock had got himself into some major trouble. He had had his run-ins with the law before, and even done a couple of thirty-day stints in the county jug, but this time he had really hit the big time. For his part in an arson plan gone wrong he had netted himself four years as a guest of the Feds and, even with remission for good behavior he was going to be doing every day of two and a half years. Things might not have been so bad if his wife, Leona, was still alive, but she had been...

Living With Mrs. Harwood

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Justin began reading his journal. His mind wandering back to a few years ago. Monday Journal Entry Well here I am. It has now been six weeks since I moved into Mrs. Harwood's home. My parents now somewhere on their round the world excursion. I haven't had any letters from them for a few weeks, so I have no idea where they actually are. But I do know that I won't be expecting them home for another eleven months, give or take a few weeks. Mrs. Harwood lives just a few streets away from our own home. But with mum...

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Tags: humiliation, spank, spanking

Laundry Day

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Chris stood a little back from the wooden fence and watched the children walking to school. Most walked in pairs he noticed. Some carried lunch pails or books. Many had those backpacks slung over one shoulder. He was grateful they were too busy laughing and watching each other to notice the naked man tied to the clothesline in their neighbour's backyard. The fence with its thick, angled boards worked well to hide him. Chris sheltered behind the fence, knowing he was not invisible. He could feel the blush rise in his cheeks each time one of the kids looked...

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Tags: humiliation, older-woman, punishment

Johnny Gets Spanked (part 3)

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John slept little Friday night, lying in bed wondering what was happening to him. When he did fall asleep he had another one of those scary but unbelievibly sexy dreams. He dreamt that Ms. Anderson was the head coach of the Cheerleaders and had decided they needed a mascot. She came to his classroom in the middle of the day dressed in a short cheerleader skirt and tight sweater that emphasised her breasts. She anounced to the whole class that "little Johnny" was to be their new mascot. Everyone, especially the girls, laughed at him and Ms. Anderson grabbed his...

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Tags: anal, anus, humiliation, older-woman, punishment, rectal, rectum, spank, spanking

Johnny Gets Spanked (part 4)

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They walked over to a corner of the locker room and she picked up a large plastic garbage bag that was at least half full. She continued back into the training room and walked up to the table. With little ceremony she up ended the bag onto the table and emptied out a bounty of women's intimate garments. He stared wide eyed at the collection of panties, bras, slips, and other items. There were light pinks, blues, yellows, hot red, evil black and even a tiger striped kind of soft one piece bathing suit garment. The gym teacher turned and...

Johnny Gets Spanked (part 5)

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Fate was against him. When he arrived home, his mother was waiting for him and she insisted they go shopping at the mall. He went to his room and quickly changed into more suitable clothes. He stashed the new panties in the lego box and joined her. He found his sore bottom and heightened sexual tension made him very nervous. Together they walked about the mall, shopping for clothes, perfume and a present his mom needed for a wedding she was going to. John's breath caught in his throat when his mother stopped to go through the Lingerie department. As...

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Tags: humiliation, nylon, spank

In the Hands of Doctor Palmer

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(A Very Clinical Exam) Not long after I reached puberty, I had the most devastatingly humiliating experience of my life. My step-mother came home unexpectedly early and caught me lying on her bedroom floor, wearing nothing but a pair of her stockings, and sniffing her scent in a dirty pair of her panties which I had removed from the laundry hamper. I was masturbating into another pair of panties, and, right when she stepped into the room, I was at the brink of orgasm. I looked up in horror to see her towering over me. In fact, she was standing...

Jamie Learns His Lesson

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After getting kicked out of a Swiss boarding school for smoking cigarettes and stealing, Jamie had been sent by his parents to a day school in Kent, England for his junior year and placed with a widow who rented an extra room in her home for the occasional foreign student. Mrs. Constance Worthington was a kindly but no nonsense woman in her mid-forties living on a small pension since her husband died in a car crash five years earlier. Unfortunately, Jamie's bad habits followed him to Kent where he was caught stealing a shirt from a small clothing store run...

Helping Aunt Breast Pump

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Kenny Morgan was engaged in one of his newly favorite pastimes - that of fantasizing about his attractive aunt, Nancy Belding. His first recollection of being attracted to his mother's younger sister had come only recently. now as a student in junior high, his head was swimming with thoughts about his lovely aunt even though he only saw her infrequently. His aunt, who was in her mid-thirties, was an attractive woman with light brown hair who had what Kenny had observed to be a spectacular figure and shapely legs. She also had nice boobs, or so he...

Home Alone with My Mother-in-Law

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Daughter invites her MILF of a mother to stay with her and her husband. After losing her job as a waitress and unable to afford her rent, sexy things happen when Audrey comes to live with her daughter, Jennifer, and son-in-law, Daniel. Unaware that her husband has been sexually lusting over her mother and her mother has been sexually lusting over her husband, Jennifer invites her mother to stay with her and her husband until she can get a job and get back on her feet. Note: Being that a son-in-law is not blood related to his mother-in-law, normally having...

Hotel Paradise

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'So there we have it,' said the manager of the Hotel Paradise. 'Your son has admitted the theft and Mrs Crenlee told us all when she caught the boy in her room she wants justice. I have no choice but to call the police.' To the horror of the three people sat opposite him the man reached for the phone on his desk and started to dial. 'No, wait,' said Jon Owens, getting to his feet. 'Surely we can work something out. We can talk to Mrs Crenlee about compensation.' The manager stopped dialing and looked at the worried man...

Hot Neighbor

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This is an account of my earliest, and most vivid, sexual experience. Although intercourse never occurred, it was, for a just-13 year old boy, very sexually exciting. I can remember it as if it happened yesterday, because of how it affected me. As I mentioned before, this happened twenty years ago when I was thirteen. I was an only child and I had been to a few `make-out' parties, but the only sexual contact I had had with girls was the usual kissing and maybe a feel of little budding breasts through a t-shirt. Of course, I'd learned to...

House Arrest

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It was only a few weeks since ten year old Randy first jacked off. His friend showed him how to whack his Willie and thereby have this incredible sensation, his friend having himself just learned the trick from his older brother. The very first time that feeling swept over him, it frightened Randy, thinking that he was about to go blind or even die or something. But he didn't die, he just felt... well, incredible. When he realized that he hadn't died, gone blind, and that nothing terrible had happened, he naturally wanted to do it again, and each time...

How Aunt Kathy Got Me Started With Panties

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My love for panties started when I stayed with my mother's friend Kathy, when I was a young boy. When my parents would go away on vacation, they would usually leave me with Aunt Kathy (that's what I was told to call her). Aunt Kathy lived by herself, so it was just the two of us there. I don't know if it was her plan to get me interested in her panties and lingerie, but she always had me help with the laundry, folding her panties (she wore the big nylon brief type of panties) and putting them in her...

Granny Knows Best (ch.3)

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Mary could not sleep that night as she thought about what Granny had told her. Like many girls, Mary was subject to occasional constipation, the result of living on modern processed food, and sometimes had to spend a long while in absolute agony, sweat standing out on her brow, as she sat and strained to expel the offending mass. How much easier it would be to have it flushed out with warm water. When she had her own family, she was certainly going to get an enema bag. She would be so gentle as she treated her future son,...