older woman sex stories – SoniaDane.com

Mama Bear

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A few sprays of cologne and I felt ready to go. I was dressed rather nicely, wearing some designer jeans, a nice, buttoned shirt, and a blazer. I wasn't on my way to a wild party, or a date with a hot chick; I was having dinner with my neighbor, Mrs. Holt. I lived with my widowed father in a nice neighborhood. My dad was a vice president at this big pharmaceutical company, which meant he was either working at his office, or wining and dining people for work. Thankfully, his huge paycheck meant that I wanted for nothing. Still,...

Mom Plays Doctor

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A 17 year old boy gets more than he bargained for when following his circumcision his mom has to help removing his stitches. My name is Jason and the events described happened in 1987 at the age of 16. I was brought up on a bog standard council estate living in a 3 bedroom house with my parents who were more or less happily married. The problem started 2 years earlier when as I used to go to the toilet and found that I was pissing over me and the seat due to a tightening foreskin. The problem became so...

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

Stripping for My Nephew

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I slid my hands over my skinny toned stomach as I smoothly put my slinky black bra over my round D cup breasts. My nipples were still erect from my performance. I slid on a white wool sweater and tied my silky blond hair into a loose bun. I pulled out the last of the bills that were stuck in the waistline of my thong and organized them in a neat pile before putting them into my bag. “How’s the crowd tonight Carly?” “Not bad Stacy, a few horny businessmen but I’m afraid I milked them for everything they have...

Jamie and Mrs. Gray

5/5 - (1 vote)

I'd been renting a room from Mrs. Gray for almost 4 months. She was an older lady, a divorcee who looked similar to my mother in many ways. They were both tall, almost a full head taller than I stood. They were both sturdily built with broad shoulders, big boobs, wide hips, and thick thighs. And like my mother, they were both kind, but strict at the same time and could become firm if the need arose. Affectionate is not a word I'd choose to describe either of them. Even more, Mrs. Gray never liked to repeat herself or be...

Harry Massages His Mother-in-Law

5/5 - (1 vote)

"Did I tell you that my Mother is coming to stay with us?" I shook my head, and then I said, "No." "I thought I did." She hadn't. My Mother-in-law coming to visit, was something I would have definitely remembered. "When, and for how long?" "Just for ten days," then she looked at me and smiled, before adding, "She will be here on Sunday." I smiled back, because I didn't want an argument, but inwardly I groaned. In less than a week, 'The Bitch' would be here. That was my pet name for her, but I called her Helen to...

A Baby Boomer’s Tale

4/5 - (1 vote)

It was a hot and muggy Autumn Friday evening in the late 1950’s and I was bored out of my mind. We lived out of town on a small farm holding which wasn’t quite an economical unit and, as a result, Dad worked as a truck driver on long-distance haulage and only farmed part time with lots of help from the family. Our family consisted of me, a 14 year old male, my 15 year old sister, my mother who was in her late 30’s and Dad who must have been about 40. We were a reasonably close family but,...

Grandmom Visits

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Billy was 7 and his older brother Toby was 13. Mom had a job overseas for a year and grandmom would be living with them. Grandmom was a sprightly energetic woman at 58. She had a secret thing for little boys and her pussy just gushed when her daughter asked her to take care of her son's for the year. She loved her grandsons and had lots of nasty fantasies she wanted to act out with them. Even though little Billy said he could bathe on his own, she insisted on bathing him herself. She took him to the bathroom...

An Indecent Aunt

3/5 - (2 votes)

Tommy Parks could barely believe his eyes: as his Aunt Jennie stooped over in her garden, Tommy could see her butt. Not just the shape of it; his aunt's cut-off jeans shorts were on so loosely Tommy could see from her mostly bare back all the way down her crack. The more she bent over in front of him, the more creamy white ass flesh he could see. Tommy tried not to let his aunt see him sneak furtive glances down her smoothly shaped backside; as he peered he could see, much to his surprise, that his aunt wasn't wearing...

Physical Exam for Football

5/5 - (2 votes)

I had to get a physical in order to play football at my school, but I got a lot more than a physical. It was 1972, I was 11 years old, and going in the 6th grade. I wanted to play football on the school team and in order to do that, I had to take a physical. Because I didn’t have a regular doctor to go to, my mom just looked one up in the white pages and made the appointment. We arrived at the appointment a few minutes early so my mom could fill out paperwork. While she...

My Son and My Panties (different story, same title)

5/5 - (2 votes)

I made a discovery last summer that changed the way I think about my fourteen year old son... A few months back I was cleaning up the house and doing some laundry while the kids were out. I opened the door to my son’s room and noticed that there were piles of dirty clothes all over the floor, which didn’t surprise me, but it was a little frustrating because I’d asked him to clean up several times the day before. I started picking up his dirty clothes and throwing them in a pile in the middle of the floor, and...

Mommy Takes Me to the Doctor (ch. 1)

4/5 - (1 vote)

Part I: Waiting Room As I walked into the doctor's office, following my mother, my head hung down. It hung down because I knew what I would see if I looked up: my mother's unbelievable body, encased in a tight business suit. If my eyes drifted upwards, I'd see her tiny, 4-inch-heel-encased feet, her curvy, tight legs, her full, slightly swaying ass. And, framing her petite torso, her gigantic, round breasts. Yes, from the back. Her breasts were so massive that the poked out from either side of her body. At 5'3" - in those heels - she was completely...

I Tricked My Busty Step-mom (part 3)

4/5 - (2 votes)

There are three things that make a pair of breasts fantastic: 1) They need to be of some substantial size. A very full C cup up to about a maximum of a DD-cup is just about perfect for a pair of hungry hands. Well, there's always the exception of a very thin Japanese woman with E-cups, but I digress..... 2) They need to be firm and have a great shape to them. They can't hang somewhat flat lacking shape, no, no, they must have a solid roundness and fullness like a pomegranate, or a firm teardrop shape, like a pair...

I Tricked My Busty Step-mom (part 2)

3.5/5 - (2 votes)

So, I got my busty step-mom Becky to parade around the house half-naked with her tits jiggling, squeezed up with her bra stretched down below them. They were bouncing around like some firm platters of jelly waiting to be gobbled up, exposed and tempting as hell and she was doing it just as I had asked her to do. The way the bra, pushed up from below them, made them look as if someone had both hands around the base of each of them, squeezing them so they bulged out so smooth, round and firm, with their thick nippled-tips jutting...

12th Birthday Medical Exam (part 8)

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In Chapter 1, we met Family Practice Doctor Marcy Harris. The 54-year-old woman with two grown sons of her own was a respected Doctor who gave thorough exams. In the first six chapters, she examines several boys of varying ages, and in Chapter 7, she hosts a charitable day in an underprivileged neighborhood and uses one of her nurses" sons to demonstrate how to properly examine and spank a young boy to a group of moms and guardians. Erica Jimenez was one of the women attending Dr. Harris"s presentation that day after seeing a flyer on her college campus. While...

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

5/5 - (1 vote)

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...

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Tags: older-woman

She’s Moving Away – 2

5/5 - (1 vote)

*** 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...

A Computer Nerd Gets Lucky

5/5 - (1 vote)

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,...