older woman sex stories – Page 11

Mum and I

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===== CHAPTER 1 I'm writing all of this down on my computer and keeping it in a password-protected document while it's still fresh in my mind. I'm 19 as I write this but the pages I'm taking this from are from my computer diaries which I've kept from the age of 8. They are more like accounts of the things that happened to me using understandably rudimentary language but nevertheless, it's still there and all I have to do is translate it into readable accounts and fill any gaps in with my own memories which are still vivid enough. My...

My Aunt & Her Bedroom

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Growing up in the Midwest, I always loved visits with my Aunt Bonnie. She was so different from my step-mother and my father. So open, so loving, even to a nephew who wasn't related to her by blood. She also lived on the west side of town, so I got to see things and places with her that I didn't see as a north sider. Things that may have reminded me of my first five years, living on the west side. More than anything else, Bonnie was beautiful. As a boy, I really didn't notice that as much as how...

My Aunt Fatima and Me

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I had started masturbating at an early age of 14. Mostly I used to imagine and fantasize about newly married couples whom I knew from my known circles and relatives. As I grew older then it was at times some teachers in my school. Somehow I always fantasized about older than me women and never my age or young females and probably this had been the reason for my obsession for older women. When I was 18, I happened to visit my uncle/aunt in a nearby town and had to live there for 2-3 days to complete some work which...

Mom’s Yellow Panties

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The fact of the matter is that all women's underwear is sexy. But, normally, it seems as though black or red panties are talked about the most often as being erotic. When I think of sexy panties there is another color that can be equally stimulating. One might think of sun bathing under the hot yellow sun or picking pretty yellow daisies. You might even think of the sour taste of lemons. But, yellow is also the color of warning. Don't cross the yellow line on the street or run a yellow light or you could be asking for more...

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Tags: anal, anus, doctor, masturbate, masturbation, medical, mommy, older-woman, rectal, rectum

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...

Mrs. Michaels

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I was unemployed, back at home, and staying in my old room. I hadn't been in the old neighborhood in about six years. It is funny how old memories and habits come back. I remember staying up late messing around on the 8088 computer that I had and then sleeping in until noon the next day. The computer has changed but the times are about the same. I rolled out of bed and was heading down the hall towards the bathroom when I happened to glance out the window that overlooked our backyard and the neighboring yard. I stopped suddenly...

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

Mrs. Moon (part 1)

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I had known Mrs. Moon since I was probably about 10 years old. The Moon family moved into the town next to ours a couple years after we moved into our town. They had 2 children - a son about 3 years older than me and a daughter who was my age. Even though we lived about a 10 minute drive away, we didn't do family things that often, probably once a month. I even dated the daughter once when I was 12. It was funny. I asked her to go to a movie with me, but I didn't want...

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Tags: older-woman

Mrs. Robinson’s Panties

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My mother used to send me up the street to help a single mom with chores around the house. At first I hated it. Then I discovered her lingerie in the laundry and started trying it on. She never found out, but I often fantasize that she did. This is one such fantasy. Mrs. Robinson was like a little sister to my mother. I wasn't even sure how they'd first met, but she was always around when I was growing up. When I was in junior high she'd gotten married and bought a house just up the street from my...

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