Saggy Breasts of a Granny

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I swear I wasn’t trying to look, but I was starting to think Sheila Hannan was doing it on purpose. Every time I walked by my kitchen window, I’d see her out by her pool, dressed in a skimpy bikini that I had never seen someone her age wear before. The skin on her stomach was loose and wrinkled, and the bathing suit top did little to lift her saggy breasts.   Today was no different. It was a hot July afternoon, and when I was finished cleaning up after lunch, I looked out the window to see her throwing...

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Five Inches of Fat Cleavage

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I was 22 when I had my first older woman. Despite having a loving and well-proportioned girlfriend my own age. Lillian was well into her fifties when we first met. I'd worked with her in a large office but had only spoken to her a handful of times. A few months after leaving that job I was sitting in a bar when she shuffled in on high heels. I couldn't believe it was the same woman.   The unflattering uniform I used to see her in had clearly been doing nothing for her curves. Now out in public, she was...

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Surprise at Grandma’s

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My grandma called me and asked if I could spare some time and help clear her rear garden so it is more usable, as I was on vacation from college. I said yes; it would also be nice to see her, as I hadn't for two years due to my college commitments. She lives about 80 miles away, so I made an early start, and she was very welcoming, giving me a huge hug and kisses. We sat for a while and chatted over coffee and biscuits, then I went out back to see what needed to be done, which...

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Mum’s Nylon Stockings

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I had just started my first job, I was too young to understand the dangers of forbidden lust, yet old enough to notice how my mother would often do the sexiest things without knowing it. Things might have been different had my mother been more willing to let me out of her sight. Instead, I was treated more like a pet, expected to literally follow at her heels everywhere she went. Naturally, by forcing me to spend all my free time with her, it wasn’t long before I started observing some of her more peculiar tendencies. She had an extensive...

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Just One Night

4 average (1 rating(s))

*** A mother and her son have to share a bed during an unexpected stop on a roadtrip. The son has trouble sleeping, and the mother takes matters into her own…well, you know. ***   Cindy and her son Michael stepped into the hotel room, the door clicking shut behind them. The drive had been long, and the unexpected detour due to road construction had landed them here for the night. Michael dropped his bag by the door, stretching his arms as he glanced around the modest space. Cindy moved toward the bed, flipping on the lamp, but her eyes...

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Strip or Dare

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It could have been a disaster. I thought I was the only one home. Well, here’s the situation: I was lying on my bed naked—naked and masturbating. I mean, you can’t be that surprised; that’s what teenage guys do, right? My mom was still at work and wouldn’t be home for a few hours, so I figured it would be a good time to get in some quality jerk off time. I had gotten horny at school for whatever reason, so as soon as I got home, I took advantage of my time alone to pleasure myself. I found my...

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The Woman Next Door

4 average (1 rating(s))

*** A boy spending the night with neighbours is seduced by the woman. *** Bill and Rose were sitting watching television. Rose sat on the floor between Bill's legs; Bill's hands were mechanically stroking and lifting Rose's large tits making her smile and squirm, pushing her back against his cock. That didn't seem to be having any effect on Bill. But it did affect Barry, the little boy from next door, who was spending the night with Bill and Rose. He was supposed to be watching the television but was taking sly, furtive glances at what Bill was doing to...

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Best Mom in the World

4 average (1 rating(s))

My father was an Army officer, so naturally my family moved around a lot when I was growing up. As a result, I didn't make a lot of friends, because I knew that almost as soon as I made them I'd have to say goodbye to them. On top of that, I was an only child, so I didn't have any brothers or sisters to play with. This made me a fairly lonely kid, and I suppose I blamed my father for that. And I didn't think that the opportunity to travel all over the world was any kind of...

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Old Lady Living Alone

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When I was twenty I did sprinkler and well repair on the side. I laid one of the sprinkler systems at Paradise Lakes Nudist resort in Florida. A referral was given to me by a friend. It was his Grandmother. She lived near the University of South Florida and had this wonderful old house surrounded by trees and bushes, very private for such a busy area. It was a super hot summer day, I was in jeans and dying in the heat. I had just finished cleaning the last sprinkler head and had the system working like new. I conveniently...

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Grandma’s Help

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A painfully shy young boy learns that there is a whole lot more to his grandma. Terry sat looking out the window of the bus as the farmland streamed by. Farm houses dotted the road as it headed towards a small town where his grandma was going to pick him up. Terry was going to visit her because she had asked his mother if he could come to stay and help her with some things. Terry didn't mind going to stay with her as it took his mind off the fact that he didn't have any friends due to his...

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Aunt Sue

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I am not at all ashamed of the fact that I had an incestuous relationship with my aunt Sue. As a matter of fact if it wasn't for her getting married and moving to England it probably would still be going on. I have since moved on but I do still think about her from time to time. Not just the sex but the dirty little things that transpired between us before we actually did have sex. I am haunted by those great memories and I have decided to write them down. To make a long story short. My parents...

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Adventures with Older Ladies (chapter 2)

5 average (1 rating(s))

The rest of my week seemed to fly past in a blur. I found it hard to concentrate on anything as my head kept going back to Mary and her big tits. It was nice to have a real mental image to go back to. On Sunday morning, I had breakfast and then took a shower. To make sure that any sexual experience that may happen today with Mary would last as long as possible, I decided to toss myself off in the shower. My morning wank that day was different; every other wank in my life had been wanking...

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Inheriting Grandma

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I was a bachelor, living alone, in my thirties, no wife or kids, a successful career, and finally ready to enjoy my hard earned life of comfort. Then Grandpa passed away and Grandma was not all there mentally so after a lot of pressure from my mother, it was decided Grandma should stay with me for a bit while Mom worked to find a permanent solution. At first things were easy and normal, she moved in and Mom helped her get settled into one of my guest rooms. I would check on her every morning before work and we'd have...

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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,...

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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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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...

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Jamie and Mrs. Gray

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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...

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Harry Massages His Mother-in-Law

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"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...

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A Baby Boomer’s Tale

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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,...

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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...

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