spank sex stories – Page 8

Caught Playing

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I had been thinking about how Auntie had caught me playing with myself while watching her. How she told me that was a bad thing to do and had me waddle over to her in the kitchen with my pants and underwear around my ankles. I was so ashamed! She picked up her wooden spoon and then she pulled me across her knees and spanked me. Then she tied my hands behind my back and played with my dick till it was hard then she slapped it and hit it till it was soft again, pinching my nipples and telling...

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Tags: spank, spanking

Caught Red-handed and Punished

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When I was a teenager, I spent a lot of time alone. I was an only child and my parents were rich and in show business and travelled a lot, frequently being gone for weeks and sometimes months at a time. They never seemed to want to take me with them in their travels, explaining that it would interfere with my schooling, so they left me home with a succession of housekeepers who lived in the house and hired other help to cook and clean. I was kind of a strange, geeky kid and didn't have many friends, so...

Briefs Encounter

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by Nicky London Cherry is the quietest young lady in our office. She is also the most beautiful by a distance. Although 10 years my junior, she has developed a trust towards me which has helped us become an item. Most of her earlier boyfriends wanted to get into bed with her on the first date. And she would have none of it. I never pushed the point even though her well formed body stretched my patience to its limit. She had a big problem, and asked me to help her overcome it. Since a little girl, she had been...

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Tags: nylon, spank

Briefs Encounter 2

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by Nicky London Frank switched off the electric fan at the foot of the stairs to the dining area in his Docklands apartment. Cherry's pettycoats and satin skirt returned to their proper place two inches above her knees. We watched her walk up the highest steps to the upper level. She leaned forward as she reached the top, and we glimpsed for a moment a flash of white knickers from below. The wife of our host, Jenny, followed . The men looked with interest at the straight black seams of her stockings as she mounted the stairs in front of...

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Tags: nylon, punishment, spank, spanking

Briefs Encounter 3

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Jenny led Cherry and Yvette from the dining table into the bedroom on the floor below. "Well, Cherry, you seem to be losing your shyness now! Are you enjoying yourself?" The three young ladies entered the bedroom. "Yes, I love it. The Champagne is making me feel very happy. But we shall have to do something about this naughty serving girl." "I agree,"said Cherry."Come here, Yvette." The young girl went to Cherry's side by the bed. Cherry started to unbutton Yvette's dress. "Seeing as you can't behave yourself, we are going to put you in suitable clothes. She slipped the...

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Tags: nylon, spank, spanking

Briefs Encounter part 4

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by Nicky London Cherry had pulled a handful of colorful briefs from the bedroom chest of drawers in response to Jenny's order. "So I must find something appropriate for this naughty schoolgirl to wear. I think this pair will do fine," she said, holding up a pair of bottle green nylon briefs. " Nice and plain. But shiny nylon. We must not disappoint all those men who will be looking up your skirt." Jenny told her to stand in front of her . "Now then, Yvette. I must take down your frilly knickers and put these plain ones on your...

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Tags: nylon, spank, spanking

Busted for Masturbating

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"Oh, yes. I am about to blow." I thought. I had been laying in bed about thirty minutes jacking off before I began to feel the strong orgasm build inside my body. I was just about to blow a load when all of a sudden my bedroom door opened. I looked up and saw my mom looking at me. Let me stop here and give you some information. My name is Ben and I am 14 year old. I am very well built with good muscle tone. I am about 5'6" tall and right around 120 pounds. I have light...

Caught by Grandmother

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I was about twelve or thirteen and I spent a lot of time at my grandparent's apartment. My mother and I had lived with them when I was a baby while my father was in the Army so I kind of became their favorite grandchild. I had become very curious about girdles (this was the early 60's) and had always seen my grandmothers on the chair in her bathroom. One night I finally got up the nerve to examine it and discovered the thrill of a lifetime. It had some stains in it and was very moist to my touch....

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Tags: grandma, grandmother, grandson, granny, nightgown, spank, spanking

Brian’s Directoire Knickers Discipline

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It was in the early 50’s when I was at secondary school and my cousin Sheila was at grammar school, that we two cousins used to visit each other and have fun times during our school holidays. I loved to watch Sheila and her friends doing their handstands against a wall. Sheila usually tucked her skirt into the waist-elastic of her knickers when she was doing this and gave us all a good, long look at her gorgeous knickers. The girls’ knickers of the early fifties were rather like adult women’s directoire knickers. However, instead of the lovely, long knicker-legs...

Be Careful What You Wish For

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Chapter I: Kevin's Shameful Secret As Kevin awoke, the large black nylon panties over his head and face instantly reminded him of the previous nights activities. His right hand instinctively reached down to fondle himself through the silky confines of the pink nylon women's panties he was wearing; as his left hand began to rub the shiney satin cup of the white padded bra that was secured around his chest. His excitement increased upon feeling the stiff nylon of his cum stained panties, as he remembered last nights hour long conversation with his strict telephone dominitrix, Mistress Dawn. Kevin began...

Becoming an Exhibitionist

5/5 - (1 vote)

The following began when I was 15 years old and continued until I was almost 18. My grandmother lived nearby and I frequently spent the night with her. I decided she was something of an exhibitionist and in a way trained me to be one too. She would put on a gown at night with nothing on underneath. I knew this because she would bend over my bed to adjust the covers and I could see all the way down the inside of her gown, her aged but ample breasts swaying in front of me. In the summer she would...

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Tags: anal, anus, grandma, grandmother, grandson, granny, rectal, rectum, spank, spanking

Big Evil Auntie

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David had just finished his paper round and was feeling a little tired being small for his 16 years. As he entered the house he saw his Aunt Sheila in the living room sitting on the settee crossed legs showing her ample curves, a woman of 40, strongly built about 5'10" 180 pounds, brown hair tied in a bun. David stared at his Auntie as he entered, she looked up at him her huge breasts jiggled, David's Aunties breasts were at least 49DD, in fact her figure measured a whopping 49DD-33-48, she had a broad but tight waist, broad back...

Babysitter

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“Mom, do I really need a babysitter? I mean I'm thirteen, after all.” “Probably not, sweetie, but it would make your father and worry less. And besides, don't you think a whole weekend alone in the house would get lonely?” “I guess so. I just wish you guys thought I was more responsible.” “Alright Josh, I tell you what. If you're well behaved for the babysitter and Sam gives your father and I a good report, we'll think about letting you stay home alone next time we go on one of our couple's weekends.” That was...

A Visit With Aunty Brown (part 2)

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I knew that my life was going to be much different. I didn't know exactly what to expect but I couldn't help thinking about the things that had been done to me at Aunty Brown's and the way it had made me feel. It was kind of scary but it also excited me a little. Mommy pulled me out of extracurricular activities at school and insisted that I come right home every afternoon. And when I did come right home that first afternoon she sat me down and said we had to have a talk. Mommy said that I...

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Tags: mom, mommy, mother, punishment, spank

Aunt Paula’s Odd Proportions

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It was a 400 mile drive from my home to the Penn State campus, where for whatever reason they chose to accept me back in 1977, and while I could have made it in one day my mother convinced me to stop en route to spend a night at my Aunt Paula's place. Convincing might not be the proper choice of words because I sort of planted that seed of thought when I asked Mom about the best route to take and she said that Aunt Paula's house was about halfway to the college. "Tommy, I would feel so much...

Aunty Rosemarie’s Directoire Knickers

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Aunty Rosemarie's birthday fell on a lovely sunny day in mid-April. That day, her 'adopted' nephew, Paul, arrived on his bicycle at her large country cottage, to stay for a few days over the Easter holidays. He looked hot and tired as he had ridden about 30 miles, and so after he had left his shoes and outdoor clothes in the scullery, she took him upstairs for a relaxing bath. She had decided that he must rest in bed afterwards, before enjoying the nice meal that she was preparing for him. "Go and undress," she instructed, "while I run your...

A Visit With Aunty Brown (part 1)

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If truth be told, Jane Bronski had always enjoyed seeing her stepson in the nude. Although she suppressed any conscious acknowledgment of pedophilic tendencies, she never lost an opportunity to treat herself to a peek at his prepubescent body. After undressing him at bedtime an unusually long time would usually elapse while Billy waited naked and nervous for his pajamas to be put on. Mommy would scold if he tried to cover himself or avoid her gaze. Bath time was another occasion for indulging her secret needs. She would sit on the edge of the tub with Billy standing obediently...

A Visit to Grandma’s

3/5 - (1 vote)

"Damn it mom I don't want to go!" I shouted through my bedroom door. "I don't care your father and I are going away and you are going to your grandmother's!" my mom yelled at me from downstairs. At this point I was extremely angry, slammed my door, and threw myself onto my bed. I went to my computer and went to a porn site, as I always do when I'm pissed. I started looking at MILF's and Mature porn. They were always my favorite categories. I took off my pants and started stroking myself. After a few minutes of...

A Visit with Aunt Catherine

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A few moments after waking up, a smile came across Catherine's lips. Stretching, yawning, noticing the bright sunshine against the curtains, she pushed the covers aside and stood up, then turned toward the full length mirror. Pulling off her nightgown and straightening her hair, she studied herself, and decided she liked what she saw. The two months of diet and exercise, in anticipation of her nephews visit, had certainly paid off. Her waist was nice and trim, her hips a gentle curve. Her skin had a nice golden glow, all over. She usually tried not to get too much sun,...

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Tags: aunt-nephew, masturbate, nightgown, spank, spanking

Aunt Karen part 7

5/5 - (1 vote)

(Taking a Nap) In the afternoon, Aunt Karen told me that she was tired and that she was going to take a nap. She asked me if I'd like to lay down with her and take a nap too. Of course I said yes. It was a warm afternoon, but not hot. I walked into her bedroom with her and she went to the window to open it and let some air into the stuffy room. I remember I just stood there at the end of the bed, feeling a bit awkward. She sat on the queensize bed and patted...