older woman sex stories – Page 8

Party Girls

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I was about fifteen. I was invited to a party to accompany a sweet young girl I had my eyes on. She wasn't all that interested in me as it turns out, but I was obviously good enough to be asked to take her. Anyway, all the people there were her friends and relations and I was the odd one out. She wondered off almost as we arrived, to talk with her friends, and left me sitting with a drink, in the corner of the sitting room. I scanned the room and soon worked out who was going with who...

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

Party Preparation

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By Dennis It was last summer and I was going to have a party at my house for all the folks who work in my office that I deal with daily. We are all computer professionals of some sort and there are only about 20 of us. I gave out the invitations and had a response of about 16 people coming over. One of the attendees was going to be the new procurement specialist we just hired. She was young (about 26), petite and very cute; small with just enough curves to be attractive. Being somewhat older than her (40),...

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Tags: older-woman

Paul and His Mom

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The Robinson's were a typical family. John Robinson, 48 years old — the father was a well known lawyer. He was a busy individual. He usually was at his office all day working. Kate 44 years old - the mother - was his secretary before he married her. After the marriage they decided that it would be better for her to stay at home to raise their son Paul, who was now 14 years old. His relationship with his mother was a normal mother - son relationship. They both loved each other very much. Kate despite her age was still...

Peeper

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It was shortly after my 11th birthday when I made the biggest, most important discovery of my life. You guessed it. I discovered the joys of sex, or at least the joys of masturbation, which was as close to sex as I had gotten. It all started one day when I was given the job of cleaning out the garage. My parents had gone shopping, and had promised to give me $10 to go to the movies if I had the garage spotless by the time I got home. I was moving some boxes that had been stored in the...

Pantasy

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As I got older, I began to feel naughtier and naughtier. There's just no other way to explain it. I began taking bolder and bolder chances and actually wanted to get caught in women's underwear. This idea electrified me and began to occupy my every waking thought. The idea of a woman walking in on me, Seeing me aroused in her panties, on the verge of cumming in her silky soft panties right in front of her filled my fantasies day and night. I began to befriend an older neighbor woman in the building. I had known her for years...

Panties

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Why do they commonly and generally refer to the singular of panty in the plural, as in panties? That always struck me as odd. Yet, now that I am so accustomed to writing panties instead of panty, when I write panty, it just does not sound correct. I end up changing it back to panties. This story is about the only fetish that I think that I have and that being, panties. I do not think that I have another fetish. Well, now that I think of it, I am definitely a tit man. I love tits, big tits, medium...

Older Woman Nextdoor Hanging Laundry on the Line

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Linda carefully hung the sheets and clothes on the backyard line to dry. Of course she had a clothes dryer but it couldn’t match the fresh smell the summer breeze imparted to the clothes. Besides, hanging the laundry in her backyard was a pleasant, leisurely activity that she enjoyed on these warm mornings. The only sound was the gentle breeze in the trees and the birds singing. At 57, Linda was, as she often told herself, ‘terribly typical’. She was a mom with two grown and married kids, one of whom had recently made her a grandmother. Her very natural...

Older Woman Seduces a Young Man

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This story begins when I was 19. I had moved away to take a job and was living in a totally new state, hundreds of miles away from anything I ever knew. It is hard to meet new people when you’re under 21 since you can’t go to the bar or anything. So I was having a tough time meeting people and was getting quite lonely. Fortunately there was a receptionist where I was working that was always very friendly with me. She was 56 and a short rather chubby woman with huge tits. She would always talk to me...

Oliver’s Aunt

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Sixteen years old Oliver had been invited to his Uncle Jeff and his Aunt Barbara's home in the South Coast of England for two weeks during the school holidays. His parents didn't think he was old enough to go away with his friends yet and so his dad had asked his older brother, Jeff, if it was okay for Oliver to go down to stay as Jeff was on leave from work. Jeff worked two months on and one month off for an oil company in the Middle East. He was forty six years old and his wife Barbara was...

Our Big Neighbor

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We moved right after school was out. My father had been transferred to another city in early June, and it was decided that we would move as soon as possible. Our new house was in the suburbs of a large western city and there was a lot to do. After nearly a week of unpacking and straightening, it was time for me to mow the lawn and trim the overgrown hedges. The hedges separated our yard from our neighbors. I had no idea who lived there. I had never seen anyone. The house was quiet and dark most of the...

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

Out of Mischief

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A spoiled 10-year-old brat of a boy regrets causing trouble in an hotel when he gets an early introduction to strict bondage and humiliation from women who won't tolerate his tantrums. (FFb, ped, nc, mast, bd) *** Bartholemew lay on his stomach, watching daytime TV in a plush, second-floor hotel room. The volume was way louder than necessary, but the 10-year-old didn't care. Bored, he popped another chocolate in his mouth with one hand while he idly flipped channels with the remote in the other. He wondered where Mrs Baxter had got to. He also wondered about that big house...

Nurse Kathy

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*** Danny didn't like going to the doctor. At 14 years old, he didn't feel comfortable being naked in front of other people, let alone a woman, and his mother had insisted on taking him to pediatrician Dr. Joyce Cameron for his checkups. What's more, his mother would stay in the examining room and nurses would often wander in and out while he was undressed and undergoing what appeared to him to be humiliating procedures. *** Nurse Kathy showed Danny and his mother into an examination room. The nurse had Danny strip to his underwear and then weighed him and...

Nurses & Panties

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My real weakness is seeing and touching a woman wearing full cut, white nylon panties. It goes back to when I was just a kid, when I was in the hospital for a short stay with the flu. Late one evening when I had been asleep for hours, a very pretty young nurse came into my room to check on me and my roommate. She didn't realize that I woke up because I kept my eyes closed most of the way, and got to see her slip out of her dress and give herself a quick sponge bath. She was...

Nurse’s Van Raalte Sheerios Brief Story

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My real weakness is seeing and touching a woman wearing full cut, white nylon panties. It goes back to when I was just a kid, when I was in the hospital for a short stay with the flu. Late one evening when I had been asleep for hours, a very pretty young nurse came into my room to check on me and my roommate. She didn't realize that I woke up because I kept my eyes closed most of the way, and got to see her slip out of her dress and give herself a quick sponge bath. She was...

Nylon Lover

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My earliest recollection of nylons is when I was very young (early 50's). My Aunt Helen, who lived with us, worked as a secretary at a trucking company, and as such, always wore dresses or skirts to work. I remember that when she got home from work, she'd sit on the couch and take her stockings and high heels off, and leave them there until she went to bed. I was fascinated with her legs, and I still remember exactly what they looked (and felt)like-she had great legs! She would hike her skirt up above the tops of her stockings,...

Older and Sexier

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Older and Sexier It all started three years ago, when I was a 14 year old teenager. Hitting puberty not long before I still had the tall lankiness of that age, my body hard with muscles from sports but otherwise uninspiring. It was that year that I truly came of age, you see I finally noticed girls. - Bonnie - It was a girl at school that I first noticed, and had my first teenage crush upon, she was tiny, cute and had a big bright smile. I was obsessed with her after I accidentally saw her full legs and...

Older Neighbor Fun

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I'm 31 and single. I live in a condo with lots of fun neighbors. Among them is a lady who is 62 years old. She is single too and she is tons of fun. I never thought I could be attracted to a woman that old but I've changed my mind. Older people can have lots of energy and sexual appeal. She mingles with all of us younger people at the swimming pool and at some of the nearby night spots and I got to know Ruth very well. One day when we were at the pool recently she mentioned...

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Tags: masturbation, older-woman

Older Son and His Mom

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Chapter 1 Paul had no choice but to move in with his mother. With no job and now no home now that the bank had put it up for auction, it was his only chance to get back on his feet. At 40 years old he felt a fool, but the economic situation and a messy divorce 2 years earlier left him with little option. His mother, Joyce was happy to have him back even if temporarily. There were always things to do around the house and even though she kept herself busy, she was often lonely in the evenings....

Older Woman Flash

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I had something like that happen to me once. I lived in an apartment building and there was a very nice older woman about 51 years of age that lived down the hall from my apartment. Sometimes I would help her bring things up from her car to her apartment. She always thanked me and would look to see if my dick was showing through my pants. One day she knock on my door and asked me if I would put a new battery in her smoke detector in her apartment. I could tell she had been drinking, hell she...

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Neighbor’s Mom in Great Shape

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I am a single guy who is still "playing" the field. I date regularly but I haven't had a steady girlfriend for a couple of years. My next-door neighbors are a married couple my age, Janie and Eric, who are very close friends of mine. We help each other out all the time and hang out a lot. Last summer Janie asked a favor of me. Could I help move some boxes and backs into her apartment that her mom was dropping off? She knew that I had off on Mondays and both she and Eric worked. Her mom and...

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Tags: masturbation, older-woman