older woman sex stories – Page 15

Grandma Em

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In all my years, I had never thought of grandma Em in a sexual way – until the day I walked into their house, yelled for her and got no answer. I could see that grandpa Willie was gone. His Chrysler's absence meant he was either gone to play gin rummy with the guys or he was at the golf course. Either way, I figured she was in the garden fooling around with flowers. As I head to the bathroom, I had whipped out my piss-hard dick, opened the door prepared to lose my pee, when I get shock supreme!...

Grandma’s Big Tits

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She knows he's been checking out her breasts... Colin has been having fantasies about his grandmother's impressive breasts for some time. He fights against his feelings but... Well, read on and see... COLIN GRANT drove through the streets of the town with a weight on his mind. He was worried about the things going around and around in his head. It was getting so bad he was losing sleep, but Colin couldn't stop himself from doing it. He knew, even as he drove to her house, after all the soul-searching and agonizing, Colin knew that when he got there it...

Grandma’s Biscuits and Gravy

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5 average (1 rating(s))

***A pantyhose/incest story about a guilt-ridden Texas grandmother who decides that her twin 12-year-old grandsons - who are visiting for the weekend - need a masturbation lesson in order to keep them from getting into any more trouble at school. (F/bb, pre, ped, inc, mast)*** Janice Mayweather never thought of herself as the greatest mother in the world. After raising two children, she had to admit over the years there were times when she probably should have been more protective of her two children, especially her daughter Melinda, who now had three children of her own. While Janice realized no...

Grandma’s Breast Massages

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Dr. Rebecca Smith had Beverly roll up her shirt. The naughty doctor used both hands to "examine" Beverly's breasts. The woman had a huge pair of tits which looked almost cartoonish on her petite frame. Beverly was a 65-year-old grandmother, but with the exception of her gray hair, looked younger than that. Dr. Smith noticed a young man in the lobby with Beverly. She asked the older woman about him while continuing her very thorough breast examination. Beverly smiled. Her nervousness at being touched like this began to fade. "He's my grandson. His name's Billy. He's spending the summer with...

Grandma’s Little Girl

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I remember growing up in the 60's and how my grandmother wore those open bottomed girdles. She was a German woman who came alone to American as a young girl. She loved fine clothing and wore the best dresses, skirts and blouses; and of course, lingerie was always part of that. She was very open and a bit of a nudist too. I stayed with her many weekends after my grandfather passed away. She wore those girdles, like I said. I loved them, although she didn't wear the full ones that had the bra, only the shorter ones. Many times,...

Grandma’s Secret Sex Life

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My parents died in an auto accident when I was very young and I was raised by my grandparents. Since I never knew my parents, I thought of my grandparents as my mother and father, though they made it plain to me, early in life, who my parents really were. We had a happy life, really. Then one day even as a kid I realized that something seemed wrong between Grandma and Grandpa. I didn't know what exactly had happened between the two of them; all I knew was that suddenly they stopped talking at the breakfast table. They never...

Grandma and Friends

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From a small child I liked visiting and staying at my grandparent's home. The reason I suppose it was because they were always happy and my grandmother's friends were the same. Also I got away from my two sisters and got made a fuss of. A few years later in my early teens, I was to get a glimpse at my grandmother's pussy. Grandma had a bad habit of sitting with her knees wide apart and she never wore any panties. I think it was because my grandparents were very sexually active. I used to wonder what my grandfather did...

Getting My Nephew Naked

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I’ve recently come across this CFNM fetish across the internet. I’ve seen many people, including women like me, who grew up watching their father’s or brother’s penises . I similar stories that I wish to share, I’ve never have shared this with anyone and I hope you all enjoy it. Well first things first. My name is Samantha and I am now 32 years old. I have long black hair, dark brown eyes, white skin. My breasts are 34C and have been the fantasy of many men, including my brother, he’s seen them before, specially when we were teenagers. I...

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Tags: masturbate, masturbation, medical, nurse, older-woman

Girl Time

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"I just don't know what to do with Greg. I caught him going through Alicia's panties drawer again." "Mom, he's 13 years old. You never had boys; you don't know what it's like. They're all hormones and no brains." "I was expecting the normal kid problems when I told Alice that I'd watch the kids for her while she was in Europe. Alicia's no problem. She's 16 and rather mature. In fact, she's a great help in getting me to the store. I was expecting the normal boy stuff from Greg; you know: dirt, scratches leaving his stuff all over....

Girl Time 2

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Amy opened the envelope addressed to her. "Oh mom, it's so great." "What is, Amy?" "Debbie's pool party. It's next Saturday and she invited me to the sleepover afterwards." "Aren't you forgetting something?" Amy screwed up her 11-year-old face and then it hit her. "It's Girl Time!" Girl Time started when her grandmother caught her Cousin Greg going through his sister's panties drawer. Greg was sent for the summer to live with Amy and his Aunt Kay to learn how to be a girl. When his mom got back from Europe she noticed the change in him immediately. He was...

Forced to Wear Mom’s Briefs After Accident

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I have been hooked on panties since I was a child of about 7 or 8 and was forced to wear my mother's panties to school one day after I had wet the bed wearing my only pair of clean undershorts. I went to school feeling very embarrassed and bad for having made my mother so angry. I also must have felt angry at her for having made me wear her nylon panties, and was terrified that some of my friends would somehow find out and laugh at me. Of course they never did, but I felt as though they’d...

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Tags: anal, anus, masturbate, nylon, older-woman, panties, panty-fetish, rectal, rectum

Friend’s Mom

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I was a typical teen with raging hormones I guess. I can remember frantically scouring through my mother’s magazines for a Maidenform or Warner’s ad, inspiring me to go pleasure myself to the image of an almost naked woman. Or of course who could forget the all important Sears catalog. Surprisingly, it would be the underwear that would be more inspiring for me. My life changed when I was 17. I let curiosity get the best of me and the effects of that moment are still with me today 23 years later. Of course I’m referring to my first experience...

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Tags: nightgown, nylon, older-woman

Fun with Aunt Sally

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Both of my parents traveled a lot mostly to Europe and the like. As result I grew up going from place to place, never really developing many friends. As far a my sex education was concerned my parents simply didn't have the time to explain much to me. They were well off and always had business meetings and traveling to do. So I had to learn on my on so to speak. As I matured I discovered the pleasures of masturbation and finding some of dads porno magazines helped me learn a lot about sex. In their travels to Europe...

George part 2

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By BOB The noise and smoke inside the bar was a shock to our senses as we came staggering in, by the time we made our way to the bar through the jammed room the effect of the air conditioning was lost. The place was full mostly men that had stopped in on their way home from work. Luckily we found three stools together at the bar and ordered a round of drinks. There was an uproar as the guys saw Gladys' outfit, whistles and lewd comments from deep in the room. All the attention seemed to inspire her to...

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Tags: anal, anus, older-woman, rectal, rectum

Getting Caught in Mom’s Panties

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I often wondered what would happen if Mom walked in on me while I was dressed in her underwear ever since the close call I had when I was 8. I was wearing her white nylon slip bra and panties. She came home while I was in her room. I closed and locked the door, changed and came out, claiming to have 'taken a nap'. I'm sure Mom saw right thru me and knew something was up. I was so tense it took me an hour to calm down from the adrenaline rush. From then on, I had a heightened...

Forced to Serve at my Aunt’s Tea Party

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5 average (1 rating(s))

When I was 12 years old, my parents went on a two week vacation and sent me to my Aunt's house to stay with her while they were gone. My Aunt Shirley was my mother's older sister. She was about 50 years old at the time. And she was a very imposing woman. She had large breasts, large hips and thighs, and a small waist that was often wrapped with a belt. She was a very strict woman and she informed me upon my arrival that if she was to be responsible for me, then I would not be allowed...

Evan’s Aunt

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Evan had not lived in his aunt's house for nearly four years. After the death of his mother and father at the age of six and a half he had been placed with his Aunt Phoebe and spent the next three years there. Phoebe was not actually his aunt; she was officially his third cousin but, because of the disparity in their years, he had always been expected to refer to her as 'Aunt Phoebe'. When, at the age of 39, Phoebe decided to take a leave of absence from her position as a rural visiting nurse to pursue her...

Exploring Aunt Julie

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When I was 16 my mother sent me to spend the summer at my aunt's house in the country. She thought it would be good for me to spend some time with her side of the family, I guess. My aunt was divorced, in her late 30s, and had three sons older than me. Problem was, they no longer lived at home and were never around. So I spent all my time by myself or hanging out with Aunt Julie. I helped her out with her vegetable garden and lawn work. Now, I had always liked Aunt Julie. She was...

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Tags: areola, masturbate, older-woman

Family Friend Jane

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One summer, when I was 18 years old, my parents went on a vacation. My parents were going to be gone for three months and they didn't trust me to be alone for that length of time. I didn't know how to cook for myself, and I didn't know how to keep the house clean. I had lived a sheltered life where my mom had done all of the housework and I just studied and did my homework. So they had a family friend, Jane, who had just graduated from college, come to baby-sit the house and me. Jane's family...

Female Nurse Takes My Rectal Temperature

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4 average (1 rating(s))

I was 13 years old and that spring I began to develop asthma again. When I was several years younger, I had a mild case of asthma and I was taken to our family pediatrician quite frequently. Because I was entering my teens my mom now switched my doctor to a regular physician and I stopped going to our old pediatrician. I remember that spring day very clearly when my mom picked me up from school and told me that we had a doctor’s appointment, but not at my new doctor. She had made an appointment with my old pediatrician...