older woman sex stories – Page 11

Mother in Law Fun

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This is a second encounter with my mother in law. Again, she is an older Latina woman with nice big breasts and a big butt to go with it. We usually meet on Sundays for brunch at a restaurant by our houses. It has been several months since our swimming pool encounter and we have never had much time together since then. I was always nervous that she would tell my father in law or my wife of our encounter or something to let the cat out of the bag. Every time I see her I am usually checking her...

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Tags: masturbate, masturbation, older-woman

Mother-in-Law Stripped Naked

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Chapter 1 Incest is not for everyone and there are some who believe that the term incest only applies to sexual contact between blood relatives and not in-laws. Still, whether it is considered incest between in-laws or not, all will agree that sex between in-laws is taboo, forbidden, discouraged, frowned upon and never openly discussed. Yet those who are excited by the thought of bedding their mother-in-law, father-in-law, sister-in-law or brother-in-law may enjoy reading about what happened to me and my mother-in-law some years ago. My mother-in-law's ideals were as solid as her morals, but she liked to drink and...

Mother in Law Visit

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My Mother in Law has been divorced for 3 years now and she works in the school system out of state. Anyway, my wife wanted her Mom to visit for a week during the Holidays so we bought her a plane ticket and she came to visit for 10 days! Now, the MIL is 16 years older than my wife, is a couple inches shorter and only has B cup breasts, compared to my wife's D cups. Yes, I looked through MIL underwear,,,sniff, sniff...LOL. For a woman in her late 40's she still looks hot in tight jeans and a...

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Tags: older-woman

Mother’s Friend

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As I have read the stories on this board I can't help but see myself in many of these situations. My modus operandi is like many where it appears to be accidental or that I am not aware of the woman watching and voyeuring me. It is less threatening and to some degree I hope that the woman/women enjoyed it. I learned from an early age from the previous posting about my mother's friend that it allowed her not to look at me so much as a pervert but that she somehow always caught me with my shorts down. Obviously...

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Tags: masturbating, masturbation, older-woman

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. Cassaway

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We lived in a neighborhood just like you see in the movies with trees overhanging the streets, kids playing in their yards and people mowing their lawns. We lived right in the middle of the block with a nice 2 story house that my mother just adored. I was around 15 I think when this all took place .....its an amazing story which I cannot keep to myself any longer. It was the day after school had let out for summer and we had only been in the neighborhood for about 6 months or so. Our next door neighbor was...

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Tags: anal, anus, hosiery, masturbate, nylon, older-woman, rectal, rectum

Mrs. Gosden (part 1)

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As anyone who has been reading my recent postings will know my ideal woman is voluptuous, well endowed and totally uninhibited sexually.. Although my current girlfriend, Trudy is a little younger than me I have over the years found that these attributes are more frequently found in more mature women. It has been my experience that for the most part that they have less inhibitions and are more skilled at taking care of a young man's sexual needs. In my mind an older woman's body if kept in good shape is many times more erotic than that of a younger...

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

Mrs. Janson

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I was raised in your standard white bread family, my parents are still married after 42 years, still happy together, my brothers and sisters, ( I have 2 of each ) are happily married, raising families of their own. I am the only one still single at the young age of 23, and not looking for a permanent relationship as of yet. I was laying in bed a few nights ago reminiscing on how I learned about sex, and it sure brought back some fond memories of my first real woman. I had been cutting yards for years for the...

Misunderstood My Grandmother

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When I was 13, I was sent to stay with my 75-year-old grandmother for a two-week visit, while my parents went on a long-planned anniversary vacation in Europe. Grandma lived in a small one-bedroom cottage, so I was relegated to a sofa bed in the tiny living room. This cramped living arrangement was a pain in the ass, and was tolerable only because my grandmother was a kind, patient and loving person. She also had a wonderful sense of humor and a bright outlook on life. Grandma looked every bit of her 75 years. She was rolly polly, somewhat cherubic,...

Modeling Underwear for the Women Next Door

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I had been watched without knowing it, by three older women next door, wanking myself to ejaculation while looking at a porn magazine, which at the time had been my closest experience of a naked female as I ever had. Although I had just hit 18, I was very shy and still a virgin with the furthest I had progressed with a girl being a hand inside a blouse but still on top of a bra. I was just cleaning up all the cum from my stomach and chest when the doorbell rang and I had to assume it was...

Mommie’s Pretty Panties

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Chapter One - All He Had to Do Was Ask "Mommie, how come girls get to wear such pretty underwear and boys get stuck with plain, ugly cotton ones?" When he asked that fateful question one morning, he was taking the panties his mother had worn during the night and putting them in the laundry. That was one of the tasks he loved doing for her: picking out fresh panties for her to wear every morning and evening. The pair he was holding at that exact moment were made of pink satin and had lavish white lace trim on them...

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 Little Man

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Chapter 1: Trapped in the Catwoman's Lair The theater lights rose and the credits rolled. A crowd of all ages flooded out of the cinema. Moviegoers as young as four were carried out with their eyes wide, and their young minds disbelieving what they had just watched. Parents hushed their noisy offspring who insisted on screaming plot spoilers within ear-shot of those waiting to take their seats. One little girl's face was red and wet with tears; the imposing figure of the bizarrely masked antagonist still burned into her mind's eye. That night in her dreams, she would be haunted...

Mom’s Bath

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With all the text available on incest today, I am reminded of my own childhood and what transpired from when I was about 9 or 10 years old, until I'm not really sure but it seems like eleven or twelve or so. I can't remember what brought it about as I said, but I had taken some of my baths kind of alone, with the door open and my Mom looking in on me from time to time. One day all of a sudden, mom was in there with me and was washing me. At first when younger it didn't...

Mom’s Erotic Displays

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CHAPTER 1: THE SEDUCTIVE SHOWOFF This is a story that some of you may find engaging, while others will want to ignore. It deals with an erotic bond that developed between my mother and myself. Be aware that you know that before proceeding. Moreover, be advised that the story is not about full-blown sex. If anything this is just a reminiscence that is laced with eroticism and exhibitionism more than explosive sex between parent and offspring. My mother had me when she was in her mid-twenties, which means that by the time I was five or six, she was in...

Milking Henry

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Henry woke up and realized something was wrong. When he moved his undies felt wet and sticky. He was sure he hadn't wet the bed but couldn't figure out what had happened, so he pulled the covers back and looked. His jockeys were all wet in front. Henry felt it and then put his finger to his nose. It had a funny strong smell. Then he panicked and ran into his mommy's room. "Mommy", he yelled, shaking her. "Mommy, wake up". His mommy slowly turned over, looking at her son. "What's the matter sweetie"? Henry pointed at the big wet...

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

Miss Lucy

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In 1950, when I was 12, we moved across town into a nicer rental house. It was an older 2-bedroom house, with a small house in the backyard. This backyard house was rented by a lady who was about 55 years old. Her name was Lucy Granger and we met her when we looked at the house with the landlord. She was very nice to me on that first meeting asking all about school and telling Mom and Dad they better watch me because all the girls were going to chase me around the block in a few years. I...

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Tags: older-woman

Miss Rene and Tommy – part 1

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Rene DeLong heard the bicycle rattling down the road in front of her house. She jumped out of her easy chair and raced to the window to peep through the blinds. There, peddling down the street toward the house directly across the street from her own, was Tommy Avera. Just barely thirteen years old, Tommy was returning from his paper route, a job he had just begun a few weeks earlier. In spite of his young age, he was physically well-developed. He was 5 feet, ten inches tall with sandy blond hair, and broad shoulders. Like many teenagers, Tommy was...

Miss Rene and Tommy – part 3

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It was Friday evening at last. Rene had just stepped out of the shower and dried her self off with the oversized bath towel hanging on the rack. As she rubbed the towel over her silken skin, she let her imagination run wild, anticipating what might happen tonight. Tommy, her thirteen-year old neighbor - the boy with the man-cock - would be in her house, sleeping over while babysitting her two daughters. This would be the perfect opportunity for Rene to seduce the young boy. He would be a guest in her house in the middle of the night. If...

Miss Rene and Tommy – part 4

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Silently, Rene turned the knob to open her bedroom door. As she slowly opened the door, she could see the gentle glow from the nightlight she had plugged into the electrical outlet. Stepping inside her room, she looked toward the bed and saw Tommy, asleep, lying there on the side of the bed closest to the door. The thirteen-year old boy was sleeping soundly, under the covers, lying on his back, one arm hanging off the side of the bed, the other one across his forehead, and one leg uncovered. Rene half-expected to see him lying on top of the...

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