older woman sex stories – Page 14

Granny Knows Best (ch.10)

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Hayley wandered home, her mind full of contradictions. Biology was telling her that she was young, fit and fertile, and that this was the time to mate - she didn't realize the cause, but she was filled with the powerful urge. Economics was telling her that she was still a dependent, a child who was years from being able to lead an independent life - pregnancy would be a disaster. Her peer group was beginning to drop heavy hints that things were progressing between them and their boys - several girls had admitted to having 'done it', although none...

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Tags: anal, anus, doctor, enema, medical, older-woman, rectal, rectum

Granny Knows Best (ch.12)

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Mary started to undress, but Hayley was suddenly shy and scared, these were deep waters for her. She wanted to get away from the older pair - when Martin was on his own she would tell him that she wasn't ready. She grabbed Martin. "We haven't time for all that now - let's go to your room." She hustled him away, then realized with horror that Pete and Mary had followed them. Mary just casually peeled off her clothes and dived on one of the beds with Pete. Hayley did not know what to do or say -...

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Tags: anal, anus, doctor, enema, female-doctor, medical, mom, mommy, mother, older-woman, 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...

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...

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 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...

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...

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....

Forced to Serve at my Aunt’s Tea Party

5/5 - (1 vote)

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...

Forced to Wear Mom’s Briefs After Accident

2.5/5 - (2 votes)

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...