anal sex stories – Page 3

Tom Part 1

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Tom was a happy teenager who lived in a city apartment with his mom and dad. He attended Washington Junior High School, where he would graduate in three months. He was captain of the school baseball and basketball teams as well as the debating team. Tom was handsome, athletic, a very good student and was very mature for his age. Although he was very popular with both the boys and the girls in school, he had no steady girlfriend but did date frequently. One Friday night when Tom was eating supper with his mom and dad his father announced that...

Tracy Visits the Dentist

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by Slippy Tracy Hunter had an appointment with her dentist, Dr. Martin, this morning at 10:00. She hadn't realized it was barely 8:30 as John, her husband, had gotten up late and was in such a rush to get to work on time. Tracy was caught up in the rush and forgot that she actually had plenty of time before her appointment. She and John lived only minutes from the medical center so she had no reason to get in a hurry. Tracy had planned to go out shopping and have lunch with her friend Marge after her appointment. They...

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Tags: anal, anus, doctor, medical, rectal, rectum, stockings

Travels with Aunt Leigh

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Part 1 Troy was at that age when a growing boy walks around with a, more or less, perpetual erection. And there’s only one thing on his mind:sex….sex, sex, sex, and more sex! It was driving the kid crazy! And it didn’t help that he lived alone with an attractive “older woman” -- his 40s-something aunt, who also happened to be a good-looking blonde. He remembered when his roommate, Patterson, first met Aunt Leigh, at one of those parents’ days at Hillcrest Academy. Standing at the window of their room, Patterson took a moment to eye up the slender blonde...

The Tests

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By Stocking Smitten It was one of those spectacular late Spring days in New England. Crystal clear skies, 70 degrees with promise of warmer temperature as the day wore on. I was in great spirits. I had pulled into the parking lot a few minutes early for my appointment and was looking over some papers spread out on the passenger seat for a meeting scheduled for later that morning when I noticed a late model Range Rover pull into the spot to the right of where I was parked. I glanced up and noticed that the driver was an attractive...

The Tests (parts 1 and 2)

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Dear Sonia, I have attached some of my fantasies, but first I must tell you about how they began. You ran a story called "The Tests" some time ago and I thought it was not only the most erotic but also some of the most creative and best writing that you have had in your stories section. Even when I first read it I knew that it had to have a sequel so I started writing. Before long it was like the eveready bunny, just going and going, until I had 14 episodes. They are all attached in one file...

The Week That Changed My Life

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Prologue- This is the story of a young boy, his neighbor and his sister. The memories of that young boy's experiences live in me still, but I cannot tell this story from his perspective, I can only tell this story from the perspective of the man, forty years his senior, that I am today. The time of this story is 1962, the place is Southern California, the 'Greater Los Angeles Area', as it was known. For the sake of those involved I won't specify the location any more closely than that. This was a time before the Internet and the...

The Strict Aunt

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Aunt Cecilia had lived alone until the day her sister died in 1955 she was forced to take in her sixteen year old nephew. She enjoyed living alone and was not offended by the term old maid or spinster, she enjoyed her job as a librarian and thought a good book and a hot coffee an enjoyable evening. At 43 she was still quite attractive but considered plain due to her glasses and the way she wore her hair tightly bunched up in a bun and also for her penchant for tweed skirts and sensible shoes. No freedom was given...

The Surprise Blizzard

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We open the scene in the early morning of a non-descript February weekday, in a house 90 minutes outside of Boston Time was just 6am. James and Wendy were in the kitchen, The Television was on the local new show the hosts were asking the weather guy about today "A picture perfect day ahead folks details at 17 minutes after the hour." Wendy was dressed for the day. So Wendy was organizing the kids things for school, She was so busy that she didn't notice that James Sr. was wearing a long Tee shirt and Jockey shorts as he was...

The Scavenger Hunt

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*** A young man overcomes his lack of confidence by using a scavenger hunt ploy to introduce himself to widowed mature women. (Fm-teen, inc, 1st, anal) *** From the Journal of Damon Wentworth as Augmented by Katrina Ruza Prologue The events of the year 1992 culminated with a birthday party for Damon Wentworth at my home. In addition to celebrating his 19th birthday that evening we were marking the end of a one- year pact we three mature women had with Damon. The pact came about through an ingenious naughty mission this young man through a very clever scavenger hunt....

The Paperboy

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The best job I ever had was that of a newspaper delivery boy. I did this job for 6 years-from age 10 till age 16 (I lied when I first took the job and told them I was 12). It was hard labor to be sure, hauling pounds upon pounds of newspapers from one household to another- especially for a 10 year old. But it had its benefits. Who knew that suburbia could harbor such perverted secrets? I didn't start to catch on till I was about 13 years of age (three years, utterly wasted!). As the hormone changes kicked...

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Tags: anal, anus, bath, bathing, older-woman, rectal, rectum

The Party

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When my girlfriend and I first got together, we were rather naive in the way of sex. Of course, experimenting is the best way to go, and as we found out, we loved everything sexual, and I mean everything. Our sex life was an open affair for us. Light touching and caresses in public were not out of the question either. A lot of this was due to the watching of pornographic videos, with us experimenting at the same time that the video was running. Of course, my girlfriend was an exhibitionist. She loved to wear short dresses or tight...

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Tags: anal, anus, masturbation, older-woman, rectal, rectum, satin

The Office Slut Ch. 03

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The rest of that first week followed a similar vein as the last two days, I was used as a naked secretary by most of the management team who all seemed to want to get a look at me and of course show me off to their visitors minus my clothes of course. It seemed that this sort of thing was one of the perks offered to visitors who did business with Hinkerman's. Some wanted just to have me around, others wanted to use me in various ways either for sex or to satisfy their warped desires in some other...

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Tags: anal, anus, rectal, rectum, stockings

The Invisible Panty Thief (part 1)

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Hello. Allow me to introduce myself. I am Jeffery, a very shy and horny 15-year-old boy – an intellectually gifted freshman at Tremont High School in a large city in southern California. I have been labeled as a “science nerd” – a label I wear with pride. If you saw me walking down the street, you would probably dismiss me as just your normal teenage kid – a boy that you would never look at twice. I was very average physically – not tall or short, neither fat nor skinny, with an ordinary face framed by brown hair that needed...

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Tags: anal, anus, areola, nylon, rectal, rectum

THE HAY LOFT

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I couldn't believe it; I'd just filled the small gas tank on the top of my In-law's small lawn mower for the second time this morning and I hadn't even made a dent on their tall over grown yard. Pushing the lawn mower back out into the yard where I'd left off I pulled the rope to start the machine. The going was slow and tedious because their grass was so long and thick. I had to slowly push the lawn mower into an uncut area and patiently wait while the blade chewed away at the lush green grass. The...

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Tags: anal, anus, bath, bathing, nylon, older-woman, rectal, rectum

The Gym (The Beginning)

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(A continuation of My Mother in Law) By Bob As truckload after truckload of used lumber arrived, George divided the loads into three piles. The crap consisted of broken or split boards and lumber full of nails. Good stuff, consisting of good dimensional lumber with few nails in it. And the best, lumber and boards free of nails, plywood sheathing and anything that George thought that he could use for Gladys's workout area. The pile of the best stuff was moved from outside into the barn after sorting through each truckload hiding it from Pete. While George looked after sorting...

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Tags: anal, anus, bath, bathing, nylon, older-woman, rectal, rectum, stockings

The Gym 2

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By Bob Two weeks passed and Gladys hadn't heard back from Judy; we were working from sunup to sundown. My mother in law was getting real antsy her funds had dwindled to almost nothing. Each time Gladys meet Sheila at gym class in the city, Sheila would ask, 'How's it going?' and Gladys would reply, 'We're working our asses off!' And let it go at that. Finally Sheila asked Gladys to meet her at a coffee shop after aerobics class one night. Over a cup of coffee Sheila told Gladys that Judy was very keen on the country gym project....

The Gypsy’s Curse

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Virginia Fearnley was the sweetest, kindest young woman you could imagine. She worked as a sales assistant at a shoe store, but in her spare time she volunteered at a local charity that fed and clothed homeless people. So when she saw the shabby little homeless man, while walking from the shoe store to the car park at the end of a long day, she immediately dug for her purse. She had hoped to offer the man a five-pound note, but her face fell when she found that she did not have nearly that much loose change. "Here," she said,...

The Confessions of Jenny – 06 – The French Holiday 1

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We thought about taking a holiday in France this summer. Simon had recently traded his Alfa Romeo saloon for a 2-seater sports model of the same make, so we decided on a touring holiday. Rather than reserving hotel accommodation in advance, we thought that we would try a more 'ad lib' approach, finding places to stay as we wandered slowly towards Giens on the Mediterranean coast. Simon has a small powerboat in storage there, and it could quickly be made ready for us by his friend Tom, who owns the storage facility there. Living in the North-East of England, it...

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The Confessions of Jenny – 07 – The French Holiday 2

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Our leisurely luncheon, followed by our canal-side activity, had taken up more time than we had thought. We therefore decided to press on more quickly so, at the next 'échangeur' we turned onto the fast trunk road, or 'autoroute' as it is called in France. We were eating up the miles when the sky began to darken and we could see heavy rain clouds on the horizon. We stayed on the autoroute, stopping only briefly at a 'Station de Service' to re-fuel and put up the hood before the rain came. After a few more miles we were glad that...

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The Confessions of Jenny – 08 – The French Holiday 3

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Our journey towards the South of France continued in perfect sunny weather, the quiet roads through the wine-growing regions around Dijon took us alongside the river Saone as it meanders through the Beaujolais, towards the picturesque town of Macon. We decided that this elegant and interesting town with its riverside shops and cafés, would be charming and romantic place to make our second overnight stop in France. We chose a 4 star hotel near the centre of the town. Our room was more like an apartment, it was enormous, with a commanding view of the river at one end, and...

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Tags: anal, anus, rectal, rectum, satin, stockings