older woman sex stories – Page 21

A Furtive Intrusion

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*** The young boy, seemingly too young to be sexually active, steals into his mother's room late at night. After he thinks he has sedated her with a sleeping pills, he ties her to the bed while he mistakenly thinks she's sleeping. Mom is surprised and shocked, both by her boy's actions and by her instant arousal. Things quickly become confused and get out of hand. *** He had drugged her lightly with a mild sedative added to her cup of tea that night, so he had to be careful not to wake her. This was a bold plan for...

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

A Helping Hand

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I was between jobs, living with my mother at her seniors apartment complex. That preceding statement was every bit as depressing as it sounds. I was in my late thirties, not exactly a party monster, but I did like to keep up a somewhat active social life, including occasional casual sex. That was damn near impossible living with my seventy year-old mother in an apartment complex that looked like a nursing home. Particularly since I was scraping by on my savings and unemployment compensation, and I knew that it took some cheddar to get laid. Money for drinks, dinner out,...

Adventures in Medical Fem-Dom

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The following story represents my experiences last winter with the women of the medical professions. Names have been changed to protect the not so innocent, but the substance of this account is true (or is it?). Due to a couple of ruptured disks in my back, I spent most of last winter in extreme pain and was dosed up on every pain killer available plus muscle relaxants due to spasms in my back. Over the course of 6 months I was poked, prodded, and generally handled by a series of Nurses, Female Doctors, x-ray Techs, MRI Techs, Physical Therapists, etc....

Adventures in Panties and Dresses

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When I was eleven, I was the toughest kid in the neighborhood. The one who came home with black eyes (but who gave more black eyes than he got), the one who was always ready for a fight, a real scrapper. What nobody knew was that this young neighborhood tough liked to wear girls' panties. It had started one afternoon when my sister asked me to get a handkerchief out of her dresser, and while I was looking for the handkerchief, I opened her lingerie drawer by mistake. I was ready to close it again, but then I lingered a...

Adult Motel

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The following is a true story. The experiences described happened just as I will relate them. Thisoccurred seven or eight years ago. At the time my wife would have been early 40 something. She is a petite woman of 5' 1", about 120 lbs, dark hair and brown eyes. She is curvy and cuddly. Not aplaymate but attractive in a classy way. I will call her Jan in this story. Sexually Jan has always been a passionate woman who likes sex. We have been married 20 years now and she has never lost interest. To the contrary, I think she...

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Tags: older-woman

12th Birthday Medical Exam (part 2)

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In our first story, 12-year-old Kyle Roberts received his first testicle exam, and his doctor, Marcy Harris, advised his mom, Kate, to do a periodic exam of her own. It was now late summer, and Kyle came home from spending the afternoon at a friend's swimming pool, found his mom in the kitchen, and told her that he was not feeling well. Kate felt her son's forehead. "Wow, you feel quite warm, Kyle!" she exclaimed. "I am going to get the scanner thermometer." Kate returned with the scanner thermometer, zapped the boy's forehead, "103.5, Kyle, up to your room now!"...

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

A 50’s Experience

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My birth parents were killed in a tragic accident when I was only one. My father's sister Irene and her husband Jimmie took me in (they didn't bother with the adoption thing) as their own. Just over a year later, Uncle Jimmie died at Omaha Beach. It made him some sort of local hero and aunt Irene never remarried. We lived in a small town outside a larger Midwest "city" where aunt Irene worked in an accounting firm. During the days when I was small, I spent my time at my grandparents house and when aunt Irene came home from...

A Boy’s Erotic Education

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I have since recovered from my earlier submissiveness and, in fact, assumed the opposite role to some extent. But I have never forgotten my earlier years and the education I received from my aunt's friend, Nurse Adrian. It was because of Adrian that I learned the wonders of a woman's body and, moreover, the appreciation for the exquisite pleasure that flows forth from a woman's favor. By first education of submissiveness and obedience to the female who dominated my earliest sexual experience I learned valuable lessons that would stand me in good stead for the rest of my life....

Tina’s Panties

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I was reading your stories and I thought back to my first panty snatch. I was 12. A neighborhood widow asked if I would paint her daughter's and future son in law's room prior to their wedding. Tina, her daughter, was a thin thing, almost 20, an older woman, to me. Each day when she came home from work, she would change her clothes and strip all the way down to her panties, leaving them over the edge of the bathtub. Each day I would wait until she came home to use the can, just to get a whiff. One...

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Tags: bath, bathing, big-breasts, huge-tits, nylon, older-woman