grandmother sex stories – Page 4

Hypnotism Hose & High Heels ch. 4

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CHAPTER FOUR: GODMOTHER'S GARTER GIRDLE... Later, much later, in the evening, Frank was strolling through the living room and patio of the residence of Mrs. Stella Walters, sipping a bourbon and branch water, mingling with the other guests of the informal cocktail party. It had proven to be quite an impromptu homecoming affair for Frank. He had renewed acquaintances with a large number of people from his past, including old school chums and friends and professional colleagues of his late father and grandfather. One acquaintance had proved quite interesting; his sister, Lori, had introduced him to her girlfriend, Mona Walters,...

He Fills Their Needs

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*** An extended family suffers the loss of all its adult menfolk. The 3 generations of women, led by their 57- year-old matriarch, unite and establish a successful life. All that's missing is men partners. Their standards are high and no one qualifies until a little man in their life unexpectedly fills the gap. *** It had been a tragic accident just 3 years ago. At just 10 years of age James had lost his father, grandfather and great grandfather, all in the one car accident as they returned from an agricultural show in the nearby town. Three generations of...

Granny Knows Best (ch.1)

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Pete lay in bed, moaning, coughing and shivering. There were pains in places that he hadn't even known he possessed and like most sixteen year old boys he did not take kindly to suffering. When he had studied history at school he had been surprised at the huge casualties that had resulted from the flu pandemic after World War I - hell, he'd had flu loads of times and never felt that it was life threatening. Now he was beginning to realize that those minor ailments had certainly not been flu at all - he felt half afraid that he...

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Tags: anal, anus, enema, grandma, grandmother, grandson, granny, rectal, rectum

Granny Knows Best (ch.5)

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Mary had a problem - an embarrassing, intimate problem. Over the past week or so she had become conscious of an irritation which had slowly increased to the present almost unbearable stage, and at the same time a smelly discharge had appeared. Eventually, of course, her mother noticed the girl's discomfort and called the doctor. "Put a skirt on, dear, it will make things easier for you." There was an obvious reason for the mode of dress, and Mary followed her mother into the doctor's office with a sinking feeling which intensified to near panic when she...

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Tags: anal, anus, doctor, enema, grandma, grandmother, grandson, granny, medical, rectal, rectum

Granny Knows Best (ch.6)

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Mary gazed at the equipment with an inexplicable feeling of dread. She knew that it would not hurt - in fact, judging by Pete's reaction the process could be more than pleasant - but there was no way she could make herself as vulnerable as the process demanded. The process of receiving an enema would place one her in a position where she had to trust someone absolutely and relinquish all control, and that was something that Mary just could not do. "I think I'll take a rain cheque on that, Pete. I don't feel like it just now....

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Tags: anal, anus, doctor, enema, grandma, grandmother, grandson, granny, medical, rectal, rectum

Great Aunty Lynne

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My grandfather had been ill for a month, he was only sixty-two years old but his heart got a disease that meant he would need a transplant, that was, if they could find a donor that matched him. My father told me to go over to see him in hospital as I was on vacation from school; dad had a bunch of books for me to take to grandpa, oh, and the eponymous bunch of grapes, naturally. I had to catch a bus to the hospital, I had just got my drivers permit but my parents couldn't afford a third...

Grandma and I Exposed to Eachother

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I remember when I was 18 staying with my grandmother Bess, who was in her late 50s then. My parents had very little to do with her but she was kind to me when I was a young teenager so I always kept her address and phone number. In fact, I didn't even bother telling my parents I was intending to stay with her for a weekend, as by that time I was virtually living away from home anyway. As this was part of a long solo interstate trip for me with no rush to complete it, a stopover with...

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...

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

5/5 - (1 vote)

***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...

Grandma’s Breast Massages

5/5 - (1 vote)

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...

Grandma’s Hot Tub

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Grandma's Hot Tub My grandfather died when I was about fifteen, and my grandmother never remarried. I had always wondered why, and sometimes I wondered if she dated. She would come over, and I used to wonder what she looked like naked, if her body was still in good enough shape for a man to be interested. She wasn’t bad-looking at all. She had dark, jet-black hair, and I figured the color came from a bottle. Hell, I didn’t care. A person has to do what they have to do in order to look good, I figured. She had good-sized...

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Tags: grandma, grandmother, grandson, granny

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’s Silk

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My balls ached... I watched as my grandmother draped her silky black nylon half slip over my throbbing erection. She then gently caressed my cock by brushing the slip up my body,my cock twitched as the nylon barely brushed across it. I arched into her rubbing,remembering how this started. I was 20 and was sent to my grandmothers to do some yardwork and spend the weekend. I had forgotten to bring any extra clothes though. I had spent the day pulling weeds and digging a flower garden.I came in filthy and dirty.Grandma was in her middle 60's,but she looked no...

Grand Affair

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My grandmother came to me that first night. I had been caught twice earlier in the day, once looking up her skirt at church of all places and then down her blouse to the abundant cleavage. That second time I saw a private smile where I had only seen surprise the time before. When I awoke, I saw the shadow pass through my door way, closing my door silently behind it. Then it came closer and I smelt grandmothers distinctive perfume before I saw the short curly gray mass of hair and the glint from her over-sized eye glasses to...

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...

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...

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....

Fun with Grandma

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Every time I would go to visit my mom, I would steal one of mom's slips, she had so many and I always went to the bottom of the pile to the ones she doesn't wear that much. My favorite use to be to stand in front of her dresser wearing 3 or more slips jerking off while looking at her lingerie open drawers. I would start to cum and spray my cum all over her open drawer making sure to get every piece of panty, bra and slip that I could. When I was in my 20s I stayed...

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Tags: grandma, grandmother, grandson, granny, nylon