older woman sex stories – Page 20

An Extraordinary Old Woman, A Willing Young Man

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I could barely walk by the time I made it to the doctor's office, or 'surgery' as they called it. An old woman sat behind a desk doing some paperwork. 'Can I help ye?' she said in the thick accent of the Scottish islands. 'Would it be possible to see the doctor right away?' I asked. 'What's yere problem then?' she asked, staring at me with huge blue eyes through large round glasses. 'I have a pain in my groin.' I said. 'Are you the doctor?' 'Aye, I am.' She said, getting up. She was thin, and as high as...

Airport Flasher

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My husband, (always the inventive one), thought up a situation where I could let other men look up my skirt. He decided an airport would be a perfect place. There are lots of chairs and escalators and the men there would be going someplace so they would be perfect to give a quick peek to. He laid out one of my shorter halter dresses for me to wear along with a pair of nude color, crotchless pantyhose and heels. The halter top of the dress fit pretty loose on the sides and as I moved it was pretty easy to...

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Tags: older-woman

Alexis My Mother-In-Law

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Alexis never really started to look good until she got her second divorce and my wife and I had her come over more often since she relocated closer to our apartment. She was forty-four years old and had the best butt in jeans I had ever saw. My wife has a great ass and I could see where she got it from. Alex, as my mother-in-law liked to be called, was four inches over five feet and had big, full, and still firm breasts. My sister-in-law took after her mom in that department while my wife got smaller boobs. When...

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Tags: anal, anus, big-breasts, huge-tits, masturbate, older-woman, rectal, rectum

A Love of Lingerie

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Part 1 When I was young, I was playing at a friends house for the afternoon. It was the Summer in the late 1970's. My friend was playing outside. I was inside reading a comic on the sofa, when my friends Mum had a group of two or three others Mums come to the front door. They had been out shopping for lingerie. I think it was M+S as I remember the green and gold carrier bags. They drew the curtains and two of them began undressing. I watched them unbutton their blouses and unzip and slip off their skirts....

A Loving Mother

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I am not sure how to begin this story. But Jeremy, my 11 year old son, has been becoming increasingly bold in his curiosity. We have never made any big deal out of nudity in our family, and I always felt it was important to answer his questions fully and honestly, but not to give more information than he really wants or needs I vowed long ago that I would not infect my son with the sense of shame that so many of us have over sex. Jeremy just turned 11. We've always had a close relationship that got even...

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Tags: anal, anus, masturbate, medical, mommy, nurse, older-woman, punishment, rectal, rectum

Amazing Grace

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Appearances can be deceptive. When I reread this story, I realised that the opening sentence could give completely the wrong impression. You know how it is with a story, you want to grab the reader’s attention straight away, so you say something a little off-track to try and make him or her carry on reading. However, I must make this clear - although this story contains sex, in fact it’s mainly about sex, there is no incest and no under age sex involved. Sorry if that’s a disappointment to some readers, but that’s the way it is. So let’s get...

A Mother’s Discovery

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Arresting the Slide It is a natural condition that a predator doesn't always choose the prey. More often than not, the prey chooses itself, or rather, gets itself into a situation whereby its ultimate demise is assured. The individual predator that effects the eventual `kill' is merely that which fate has determined is the closest at the time. However, it would be fair to say that the theory loses its simplicity when humans are involved, because while the prey still chooses itself, more often than not, the predator has the wit and will to ensure that he is the one...

A New Kind of Bridge Game

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"Whoa, Whoa, who's the new kid?" Betty said turning to the three other ladies seated at the picnic table. "Billy, he's here to fix whatever goes wrong in this place," said Wendy looking up from her sandwich. The four ladies ate lunch every day at the picnic table outside the daycare where they all worked. They were all great friends and enjoyed their daily girl-talk even through there wasn't a one of them under the age of forty. "Well, we've finally got someone to take care of all the little stuff huh? And my, my I couldn't have selected a...

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Tags: anal, anus, big-breasts, huge-tits, older-woman, rectal, rectum

A New Learning Experience

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My relationship with my two aunties had always been filled with sexual overtones for as long as I can remember, with references made to how I would always be trying to sneak a look at my aunties' stocking tops and lacy panties whenever I could. However, things began to take a more serious turn when I heard my mother telling them how she had caught me wanking into a pair of her panties and my aunties from then on seemed to provide me with many more opportunities to get a good look at them whenever they came over or whenever...

12th Birthday Medical Exam (part 3)

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In Chapter 1, we met Family Practice Doctor Marcy Harris. The 52 year old woman with two grown children of her own was a respected Doctor that gave thorough exams. On this particular morning, she reviewed all the patients she would see that day with her head nurse Janet, noting that she had a brand new patient named Michael Sanchez, age 11, as the last patient of the morning. "Why does his name sound familiar?" Dr. Harris asked Janet. "You had his dad as a new patient a couple of months ago," Janet replied. Then with a giggle Janet added,"...

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Tags: anal, anus, doctor, medical, nurse, older-woman, rectal, rectum, spank, spanking

A Friendly Neighbor Offered Me the Use of Her Shower

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I lived in an apartment complex with a friendly, older, neighbor lady a few doors down from me. She always had a cheery smile and hello for me when we'd see each other, usually at the mailbox. We never really talked much up until this. But she got to know me very well. I had a leak in the shower of my one and only bathroom, and the management was in the process of repairing it. The leak was fixed but there was a big hole, exposing the plumbing. It wasn't planned on being completely repaired till that next Monday....

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Tags: older-woman

After School Helper

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PART ONE I had always been interested in the sciences during my schooling and at times I nurtured visions of myself as a great physicist, in the mould of Isaac Newton, Maxwell or Faraday. Of course I was interested in Biology but it seemed to be a branch of Science of more interest to the girls. I was somewhat surprised therefore, when one afternoon, just as I was pushing my bike to the school gates, Miss Griffith the Biology teacher stopped her mini and asked me if I would like to help her with some work she was doing. She...

A Furtive Intrusion

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*** The young boy, seemingly too young to be sexually active, steals into his mother's room late at night. After he thinks he has sedated her with a sleeping pills, he ties her to the bed while he mistakenly thinks she's sleeping. Mom is surprised and shocked, both by her boy's actions and by her instant arousal. Things quickly become confused and get out of hand. *** He had drugged her lightly with a mild sedative added to her cup of tea that night, so he had to be careful not to wake her. This was a bold plan for...

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Tags: big-breasts, huge-tits, mommy, older-woman

A Helping Hand

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I was between jobs, living with my mother at her seniors apartment complex. That preceding statement was every bit as depressing as it sounds. I was in my late thirties, not exactly a party monster, but I did like to keep up a somewhat active social life, including occasional casual sex. That was damn near impossible living with my seventy year-old mother in an apartment complex that looked like a nursing home. Particularly since I was scraping by on my savings and unemployment compensation, and I knew that it took some cheddar to get laid. Money for drinks, dinner out,...

Adult Motel

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The following is a true story. The experiences described happened just as I will relate them. Thisoccurred seven or eight years ago. At the time my wife would have been early 40 something. She is a petite woman of 5' 1", about 120 lbs, dark hair and brown eyes. She is curvy and cuddly. Not aplaymate but attractive in a classy way. I will call her Jan in this story. Sexually Jan has always been a passionate woman who likes sex. We have been married 20 years now and she has never lost interest. To the contrary, I think she...

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Tags: older-woman

Adventures in Medical Fem-Dom

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The following story represents my experiences last winter with the women of the medical professions. Names have been changed to protect the not so innocent, but the substance of this account is true (or is it?). Due to a couple of ruptured disks in my back, I spent most of last winter in extreme pain and was dosed up on every pain killer available plus muscle relaxants due to spasms in my back. Over the course of 6 months I was poked, prodded, and generally handled by a series of Nurses, Female Doctors, x-ray Techs, MRI Techs, Physical Therapists, etc....

Adventures in Panties and Dresses

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When I was eleven, I was the toughest kid in the neighborhood. The one who came home with black eyes (but who gave more black eyes than he got), the one who was always ready for a fight, a real scrapper. What nobody knew was that this young neighborhood tough liked to wear girls' panties. It had started one afternoon when my sister asked me to get a handkerchief out of her dresser, and while I was looking for the handkerchief, I opened her lingerie drawer by mistake. I was ready to close it again, but then I lingered a...

12th Birthday Medical Exam (part 2)

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In our first story, 12-year-old Kyle Roberts received his first testicle exam, and his doctor, Marcy Harris, advised his mom, Kate, to do a periodic exam of her own. It was now late summer, and Kyle came home from spending the afternoon at a friend's swimming pool, found his mom in the kitchen, and told her that he was not feeling well. Kate felt her son's forehead. "Wow, you feel quite warm, Kyle!" she exclaimed. "I am going to get the scanner thermometer." Kate returned with the scanner thermometer, zapped the boy's forehead, "103.5, Kyle, up to your room now!"...

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Tags: anal, anus, doctor, humiliation, medical, older-woman, rectal, rectum, spank

A 50’s Experience

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My birth parents were killed in a tragic accident when I was only one. My father's sister Irene and her husband Jimmie took me in (they didn't bother with the adoption thing) as their own. Just over a year later, Uncle Jimmie died at Omaha Beach. It made him some sort of local hero and aunt Irene never remarried. We lived in a small town outside a larger Midwest "city" where aunt Irene worked in an accounting firm. During the days when I was small, I spent my time at my grandparents house and when aunt Irene came home from...

Tina’s Panties

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I was reading your stories and I thought back to my first panty snatch. I was 12. A neighborhood widow asked if I would paint her daughter's and future son in law's room prior to their wedding. Tina, her daughter, was a thin thing, almost 20, an older woman, to me. Each day when she came home from work, she would change her clothes and strip all the way down to her panties, leaving them over the edge of the bathtub. Each day I would wait until she came home to use the can, just to get a whiff. One...

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Tags: bath, bathing, big-breasts, huge-tits, nylon, older-woman