older woman sex stories – Page 2

12th Birthday Medical Exam (part 5)

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In chapter 1, we met Family Practice Doctor Marcy Harris. The 52 year old woman with two grown children of her own was a respected Doctor that gave thorough exams. In the first four chapters, she examines two boys, Kyle Roberts and a new patient Michael Sanchez, 11. Our story continues with Dr. Harris seeing a patient, Wayne Andrews, a boy that she has known since he was one year old. Wayne Andrews had very mixed emotions this summer morning. On one hand, the boy was excited to be on summer vacation and it was his 14th birthday. On the...

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

She’s Moving Away – 1

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Marilyn, the woman who lives next door, has always fascinated me. She's not a world class beauty, has a few wrinkles and is a little over weight but attractive to me none the less. As an empty-nester couple, she and her husband are involved with their church and a few civic and neighborhood projects as volunteers. I've been out to dinner with them a few times. Love her... can't stand him. He's a professional, religious snob. When I moved in about eight years ago, she and her husband welcomed me with a pot of coffee and some homemade bread. Her...

She’s Moving Away – 2

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*** Further adventures with my sweet, older, well endowed, married neighbor, Marilyn. What a sweet, innocent hottie. What a remarkable Fuck Toy. (MF) *** A short while back I wrote a story I called, She's Moving Away, that you may have read on this website, about the incredible, serendipitous, sexual adventure I had with a sweet, neighbor lady named Marilyn. Sweet Marilyn is an older woman on whom I've always had a crush. For years I would secretly gaze at her, from my house, as she worked in her yard and often fantasized various erotic scenarios that included the two...

Mrs. Peters

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"Hi Mrs. Peters, is Rick home?" the young man asked as the very pregnant Mrs. Jane Peters answered the door. "No Kevin he's out with his dad" she said rubbing her swollen belly. "Come on in though, they should be back soon and you can keep a beached whale company." Entering the house the boy replied "Your no beached whale Mrs. Peters" "Well Kevin I certainly feel like one. Only a few more weeks until I deliver and I really can't wait." She said engineering her way onto the love seat. Kevin sat across from the pregnant Mrs. Peters. Before...

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Tags: big-boobs, mommy, older-woman, older-woman-boy, pregnant

A Computer Nerd Gets Lucky

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I had always been a bit of a nerd and being a dab hand with a computer just confirmed it. The school year had finished and I had six weeks to kill before Six Form College started. I was eager to get out and earn some money; with there just being mom and me, things were a bit tight at home. Therefore, I decided that it was time I went out and earned my keep. I was always fixing computers for my school friends, and it was one of them that suggested that I try to make a few pounds...

The Lady Next Door

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Fresh out of college, I had just joined a rather large company. I had worked hard for my degree, and I was approached by a number of large firms. I decided to join one that was going to send me to a desert city in the Southwest. The company arranged for me to move, and in the process, I found a rather unique nearby community. It was a mobile home park, situated out in the desert. The first thing I discovered was that it was very, very hot in the desert. There was a pool at the mobile home park,...

Mum’s the Word

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CHAPTER ONE You're going to think this is a sad story, because it starts out sad. But don't be sad for long, brothers and sisters, because it ends up pretty OK, at least to me it does. I'm Bobby, by the way, Bobby Henderson. That really doesn't matter to the story, except that it's about me and my mother, Claire Henderson. There are a few other people in it too, but they only matter a little. I'll mention them later. My mom's story starts out like a lot of people hope their adult lives will start, with a good marriage...

Billy and Aunt Karen (part 2)

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The Ties That Bind His Aunt Karen was attractive, somewhat independent and ran a household with the efficiency of a military officer. Billy had just turned thirteen, although he still looked more like nine or ten at the time he spent two weeks with Aunt Karen while his mom went with his dad on a business trip. His two older cousins were busy teenagers - more away than home, and she could use the company, or so his uncle had reasoned. His aunt had a very pretty face, a very good figure with pointy breasts and nice legs. And, Billy...

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Tags: medical, nephew, nylon, older-woman, older-woman-boy, stockings

Barbara’s Panties

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I had to attend a convention and it happened to be in the same city that my wife's older sister lives. My wife suggested that I go a day early so I could visit her sister and family. I was going to spend the first night with them and then check into the hotel. I arrived around noon and visited with the family that afternoon. That night my sister in law informed me that she was going to let me sleep in her youngest daughter's room. She said Barbara had agreed to give up her room for the night. Barbara...

Billy and Aunt Karen (part 6)

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Lingerie Show Two days later, Karen Stone and nephew, Billy had sat at the kitchen table for some time. She was working on the household accounts. They had become quite good friends during his stay. Billy thought she was very attractive, but he knew that at his young age she wasn't attracted to him, however Billy was happy just being around his attractive aunt. He had, however noticed that since the second 'tying-up game, his aunt had at first been a bit standoffish. When he had made a veiled reference to her behavior change, she had immediately begun catering to...

Slutty Best Friends

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"Jenny? Jenny, wake up." Jenny's little brother, Kevin, quietly tried waking up his sister from her bedroom doorway. "Huh? What?" Jenny sat up in her bed. She was dressed in what she usually slept in, a thin nightie and panties. Jenny was 14, about a year older than her brother. She had long black hair, was a little short for her age, and although she was still pretty young, her tits weren't very small any more and she had a really nice bubble butt. "Wake up," Kevin repeated. "I made you breakfast." Kevin made Jenny's breakfast occasionally so he can...

Young Love Blossoms in Grandmother’s Knickers

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It was only a little experiment: I was quite a young boy, but I wanted to know what it felt like to wear ladies’ knickers. Ladies’ knickers were troubling me: I didn't know why, or how it started, but I found I wanted to touch them. Badly. It was more than mere curiosity, it was something deeper, a want, a physical need, which made my tummy squirm when I thought about them. Something told me it was wrong, but whenever I glimpsed a lady's panties I felt a pang of envy. There were few opportunities of getting hold of ladies'...

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Tags: grandma, grandmother, grandson, granny, nylon, older-woman, satin, stockings

Young Lover

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"Shouldn't you be in school?" Jennifer was taking advantage of the warm, spring weather to get her yard in shape. She had been pulling up weeds in her front yard, and for the past 15 minutes, she had had an audience of one. Kevin was the 11-year-old boy who lived next door to her. He had strolled up the sidewalk and sprawled himself out on his front yard. Now, he was lying on his belly with his bare feet kicked up in the air, watching her. "It's spring break," Kevin said flatly, as he pulled himself up off the ground...

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Tags: masturbation, mommy, older-woman, spank

Young Awakenings

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Chapter 1 I was only 12 when it first happened It was pouring down hard and the field was muddy and wet. I had watched the other boys leave one by one. Most of them had parents who stayed and watched the game. The only thing keeping me from mother nature was a thin soccer jersey with my favorite number on the back. I made my way to a wooden picnic table I used to sit under to wait for my mom when I was younger. I crawled under and wondered how I ever used to fit under there before....

Young Billy

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Billy was almost 14 and very ambitious for his age. He had a paper Route, and also mowed a few lawns during the season. His Dad had told him about how he mowed lawns and did odd jobs when he was a boy. It kept Billy in spending money and he even had started a bank account. Billy was going through what all boys do at his age, with sexual feeling being high on his list of emotions. He had been masturbating for a while now, and his sexual tensions seemed to get even worse. Just this morning, he was...

Young Boys Delight

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I am a divorced 46 year old women who is still very attractive and sexually vibrant. That's why having been divorced for over a year has been so painful for me. Not that I missed my ex, but I missed a cock. My husband and I may have been kind of kinky by some peoples definition of sex. We enjoyed corresponding with other couples who ran ads in dirty magazines. We used to write hot letters and trade photos and videos with other couples quite often. We used to watch the videos while we fucked and fantasize about being with...

Vasectomy

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When I was 29 and dating a woman with two children, I decided that since we didn't want any more children I should be responsible for the birth control so Dianne wouldn't have to take the pill anymore. A vasectomy seemed like the smartest decision. I didn't know where to go for it, but one of my old girlfriends worked at a Planned Parenthood clinic so I asked her. Mary Fran told me that a doctor came in once a month to do vasectomies at her clinic and made an appointment for me for the next open day. She told...

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Tags: doctor, medical, nurse, older-woman

Voluptuous Aunt Diane

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Voluptuous Aunt Diane Ch. 01 It was a great summer. I was 18 years old, with no job, and no responsibilities. After having been small for most of my life, I had finally had a growth spurt the year before and was up to 6 ft tall, and in great shape. I spent most of those few months in a small town, where I had a lot of family, including my Aunt Diane. Aunt Diane is my mom's younger sister and, at 35 years old, was still a very attractive, voluptuous woman. She has the most amazing set of tits...

Voluptuous Karen

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--- --- --- --- --- --- --- --- --- --- --- VOLUPTUOUS KAREN -part 1 --- --- --- --- --- --- --- --- --- --- --- No woman in my life had such a fantastically voluptuous shape as Karen Wray, my college landlady. My eternally ideal object of passion. That she was also supremely refined in the art of seduction, you will agree if you read on. This is a memoir of my first amour with a grown woman. As long as I can remember I have been fascinated by women with voluptuous figures, which necessarily implies very large breasts,...

Voyeur

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"Show time" exclaimed Nat. "What?" asked his friend Steve. "Shut up and watch" Nat ordered, passing a bottle to his friend, "and enjoy." Puzzled Steve looked out of Nat's bedroom window. He hadn't realized until now that Nat's room looked straight into his neighbour's bedroom. Moving about he could see Mrs McPherson sorting through draws and placing items on her bed. "She doesn't realize that we're watching," Nat explained, "Because of the tinting. She probably thinks I'm still at school." The two friends watched in silence, occasionally sipping their drinks. Mrs McPherson stood and stretched. Steve decided that she was...

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Tags: masturbation, older-woman