older woman sex stories – Page 7

Peter File #13

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-------- One summer early in Peter's teen years, his mother sent him to stay with his Aunt Emily, who ran a boarding house for young men in the north of England. Peter was quite excited, both at the novelty of the trip and at the prospect of being more "on his own" for the summer. He had only recently discovered the boyish pleasures of masturbation, and he was looking forward to having opportunity to explore them out of the supervision of his parents. Little did he know that his mother's suspicion of his secret activities was the prime motivation for...

POISE ‘N’ IVY

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by Mike Hunt Right after school was out for the summer that year, I was 15, I decided that I needed a job to supplement my meager allowance (at least I thought my allowance was meager); but, try as I might, none of my job hunting was meeting with any success. Needless to say, I was getting pretty discouraged! Then one Saturday afternoon, mom was having coffee with Ivy Johnson, a very good friend of my mother's. Ivy had been a widow for a few years and was in her late fifties, she owned a women's wear shop in town....

Posh Mum

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I had never really thought of my friend Pat as 'posh', but his mother certainly was. Her voice had the beautiful lilt of the refined southern Irish. Her manners were impeccable. She looked the part too with short, very dark, well cut hair, a slim but shapely figure, elegant clothes and a regal bearing. You felt you had to be on your best behavior in her presence. At fifteen I fancied her desperately despite her being an 'older woman' of around forty. When she opened the door to me that morning however, she looked just a little flustered. "Hello," she...

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Tags: masturbating, masturbation, nightgown, older-woman

Panty Drawer Spanking

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I was at my friend Linda's house. Linda was a year older than me but we were very good friends for many years. Linda and I were going to go swimming that evening, but first she had to baby-sit a couple of neighborhood kids for a couple of hours. Instead of going home, we decided I should just wait at Linda's house. Her Mom was at work and I could watch TV for a while. When Linda left I waited for 15 minutes to make sure the coast was clear. Deciding it was safe; I headed to her bedroom and...

Panty Mom

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This story is of my most shameful, darkest secret, of how I have seduced my only son and become his lover. Although the attraction between us is mutual, it was my inability to control my own lust that has brought us together. I know it is shameful and wrong, but I don't know how I could ever stop sleeping with my son now. It all started when I arrived home a little earlier than usual one day, after closing a sale at the real estate office where I work. After letting myself in and kicking off my high heels, I...

Panty Thief

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Chapter 1 Cammy moved as quickly and as quietly as he could along the upstairs hall making his way to the closed door at the end. When he got there he pushed it open with a slight creek of the hinges and then slipped soundlessly into his cousin Giselle's room closing the door with a soft 'click' of the latch. The room was femininely appointed, definitely decorated to suit a teenage girl's tastes, but Cammy barely noticed as the 15-year-old made directly for the long low dresser against the wall. This was the most daring thing he had done to...

Paperboy Adventures

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I LOVE the stories that have been submitted recently about women's underwear, exhibitionism, and voyeurism. I had several experiences as a young teen that turned me onto girls' underwear for life, and still to this day I enjoy the occasional wank with a nice silky pair of panties, a slip, or pantyhose. The summer I was 14 I delivered newspapers in my neighborhood. I had about 30 customers, and it would generally take me an hour to pedal my bike up and down local streets in the late afternoon to make my deliveries. My favorite days were Friday, "collection day."...

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...

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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...

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...

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...