punishment sex stories – Page 6

My Cousin Jane

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One summer, when I was 16 years old, my parents went on a vacation. My parents were going to be gone for three weeks and they didn't trust me to be alone for that length of time. So they had my older cousin, Jane, who was in college, to baby-sit the house and me. It worked out well, because she was able to cook good meals for me, ad she kept the house clean. Before my parents left they told me, "Jane will be in charge of everything while we are gone. If you get into trouble, we have given...

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Tags: punishment, spank, spanking

Mother’s Sexy Clothes

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It was a typical Saturday night in our household. I was preparing for another night in front of the television, while my Mother was getting ready for a night on the town. There was only the two of us in the house since my Father left us when I was about four years old. I was eighteen years old, but due to being skinny and boyish looking people took me for being about fifteen. I was also very shy, especially around girls. I longed to have a girlfriend, but I just did not have the confidence to ask anyone out....

Mrs. Alison Jenkins

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Mrs Alison Jenkins part 1 It had only been two weeks since Steve, my husband had gone to work in Australia for a whole year. Already I missed him and hated living on my own. We had only been married for a few months and moved several hundred miles away from my parents because of his stupid job and now I was stuck here alone. To be fair the small village in North Yorkshire was lovely and unlike London where I grew up everyone was very friendly even if they did consider us both to be “posh southerners”. We had...

Mrs. Applewhite

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To give you my grown-up opinion, I don't think I was the first. My mother was always guarded around Mrs. Applewhite and I remember a time when I was younger that my parents would stop discussing our neighbor any time I walked into the room. Those were not friendly discussions. Maybe they should have kept going so I would have known. My boyish impression of Mrs. Applwhite was of a movie star. She wore seriously tight leopard print pants and favored the kind of high- heeled sandals that let you see what bright color she had painted her toenails....

Mrs Pierce’s Panty Drawer

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Yes, you can recall things in vivid detail even after decades if it made a deep enough impression. That's what I will attempt to recall here for you. I was 6 months past my 16th birthday. I was good with my hands and my folks were only too happy for me to earn myself some cash and be out from underneath their feet. On my street, five houses west, was a 2-story, 4-family apartment building I called work. The owner had the ground floor on the right side and his daughter and lazy son-in-law were above in 2a. Over on...

Mrs. Powers

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I would like to tell you a story about how I hooked up with the finest lady in the world. Her name was Lisa Powers. Lisa was the most gorgeous woman you could imagine. She would have made any model jealous. Her long slender body had enough curves to drive most men crazy with lust. You can only imagine what she did to my eighteen-year-old body. Mrs. Powers, as I should call her, is one of my best friend's mom. She was in her mid forties, and for a housewife she kept herself in great shape. Mr. Powers worked with...

Mom and Her Drawers

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Part I It was kind of a dull rainy Saturday and Mom announced that she would be going out to do some shopping for the afternoon. She asked if I would like to accompany her but up to that point I found her shopping quite boring - and besides, I had other things in mind. But first some background. I was then about 10 years old and by some crazy fluke had recently discovered a unexplainable fascination with my mother's lingerie and of all things - her shoes. Mom was in her late 20s and although not beautiful, was a...

Mommy’s Boy

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It was bound to happen, 100% inevitable, and now that it did I am much more free mentally welcoming whatever happens next. This story started not too long ago, but the background did as for my formative years revolved mostly around just my Mother and I. Never knew my real dad, my aunt told me that my mother got pregnant on homecoming night her sophomore year in college when she was twenty years old. My aunt thinks that the football team captain is the donor, but thought that my mother probably had multiple injections from other team members that night....

Mommy’s Special Little Girl

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Chapter 1 -The Beginning- "Your hair is getting so long now." Mommy says as she smoothes Erin's wavy blond hair down. "I think we should take you to get it cut." "No Mommy, I like it long." "Before much longer it will start getting into your mouth when you eat. It might get annoying. " Erin thought a moment. His head down, hesitantly, not wanting to upset Mommy, he says: "But, I like the way it feels when it's long." "How does it feel, Erin?" "It makes me feel pretty like you are Mommy." Mommy's heart warmed over. She...

Mom’s Humiliating Catfight

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This was absolutely the last straw. The last couple of times Billy got beaten up at his junior high school, there was really not much I could do. Children can be awfully cruel, and aside from advising him to stay out of the troublemakers' way (and failing that, try to reason with his harassers), I had to accept that this is part of a boy's growing up experience. The last time, I suggested that we report the incident to the school authorities, but Billy objected, not wanting to come across as some wimp. In a way, he was right ...

Milli’s First Lesson

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Janice pulled the Lexus into the driveway, and noticed her bedroom light on. She was positive she turned it off before she left this morning. If her wayward Nephew was nosing around in her room there would be hell to pay. She was already extremely ticked off at having to attend a meeting with his Principal this morning. A meeting which ran on too long, causing her to miss her flight to Chicago. Thank goodness she was able to assure the Principal that Bill would be on his best behavior for the next few days, until graduation. Janice closed the...

Miss Foster

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Miss Foster was my home room teacher in the seventh grade, and she alsotaught English. She was twenty seven years old and was unmarried,although I'm sure that she had received many proposals, because she wasslender and beautiful. She had dark hair, and at school she alwaysdressed conservatively. Still, one could see her bare calves and lowerarms, which were so perfectly shaped that one could imagine, as I did,that she was perfect all over. She had modest breasts, and when shewore a jacket over her blouse, one could not detect any sign of them. Her face was so pretty, so lovely,...

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Tags: anal, anus, masturbate, punishment, rectal, rectum

Miss Haversham

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Miss Haversham. The most beautiful teacher in the school, even the world. Or, at least, that was what my adolescent hormones were telling me. She was always immaculately dressed in a perfectly pressed suit, her hair tied in a bob, and her glasses giving her the classic schoolmistress look. Today was hot, too hot to wear a jacket, so Miss Haversham had hung hers' over her chair. Her blouse was expensive looking, and my beady adolescent eyes could track out the lines of her bra. She looked up from the work on her desk at me, I quickly looked down...

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Tags: punishment, spank, spanking, stockings

Modern Health Care? (chapter 2)

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I was enormously embarrassed sitting on the exam table in the nude with just a towel wrapped around my waist. My classmate Donna was grinning ear to ear as she watched me sitting there. Dr Lerner turned to my stepmother and announced. “ you can pick up a prescription for antibiotics on your way home. I will need to recheck his wound in a week and would like to to use him to demonstrate an uncircumsed penis to interested hospital personel at that time.” She hit a key on her tablet and said, “Donna will show you where to find...

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...

Lingerie in the Basement

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Part 1 - Caught Stealing her Panties When I was a teenager, I lived in a large apartment building. All of the laundry equipment was in the basement and was shared by the tenants. Most people used the dryers however one woman used the clothesline to dry her lingerie. I discovered this one evening when I was sent down to the basement to bring up the laundry and saw her hanging out the most delicious set of panties. They were all bikinis with lacy fronts and see through backs. Some were just a silky triangle in the front with three...

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...

Learning How to Behave Around Ladies

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I was 17 years old when my mother died, leaving my dad and myself alone and living in the suburbs of San Diego. Over the course of the next year, Dad and I settled into a manly groove. He went to work, I went to school, he went to the bars after work, I ran track and played baseball, we ate out at the nearby diner, ate take out pizza or microwaved frozen dinners, the dishes piled in the sink and the trash overflowed the garbage cans until the cleaning lady came every other day. Grocery shopping occurred only when...

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Tags: anal, anus, enema, punishment, rectal, rectum, spank, spanking

Johnny Gets Spanked (part 1)

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John was perplexed. The teacher had just handed him a note, that a senior girl had brought into class. He looked at it briefly but couldn't quite believe it. This was bad, really bad. As bad as he could think of at the moment. The chemistry teacher was reminding them of their quarterly paper, which was due in two weeks. He shook his head; he hadn't even started it yet. The loud tone that signaled a period change went off. He looked at the clock and confirmed it was 1:30, the end of today's school day. As the other students...

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Tags: nylon, older-woman, punishment, spank, spanking