older woman sex stories – Page 8

Older Neighbor Fun

Rate this story

I'm 31 and single. I live in a condo with lots of fun neighbors. Among them is a lady who is 62 years old. She is single too and she is tons of fun. I never thought I could be attracted to a woman that old but I've changed my mind. Older people can have lots of energy and sexual appeal. She mingles with all of us younger people at the swimming pool and at some of the nearby night spots and I got to know Ruth very well. One day when we were at the pool recently she mentioned...

READ MORE

Tags: masturbation, older-woman

Older Son and His Mom

5/5 - (1 vote)

Chapter 1 Paul had no choice but to move in with his mother. With no job and now no home now that the bank had put it up for auction, it was his only chance to get back on his feet. At 40 years old he felt a fool, but the economic situation and a messy divorce 2 years earlier left him with little option. His mother, Joyce was happy to have him back even if temporarily. There were always things to do around the house and even though she kept herself busy, she was often lonely in the evenings....

Older Woman Flash

Rate this story

I had something like that happen to me once. I lived in an apartment building and there was a very nice older woman about 51 years of age that lived down the hall from my apartment. Sometimes I would help her bring things up from her car to her apartment. She always thanked me and would look to see if my dick was showing through my pants. One day she knock on my door and asked me if I would put a new battery in her smoke detector in her apartment. I could tell she had been drinking, hell she...

READ MORE

Tags: older-woman

Older Woman Nextdoor Hanging Laundry on the Line

Rate this story

Linda carefully hung the sheets and clothes on the backyard line to dry. Of course she had a clothes dryer but it couldn’t match the fresh smell the summer breeze imparted to the clothes. Besides, hanging the laundry in her backyard was a pleasant, leisurely activity that she enjoyed on these warm mornings. The only sound was the gentle breeze in the trees and the birds singing. At 57, Linda was, as she often told herself, ‘terribly typical’. She was a mom with two grown and married kids, one of whom had recently made her a grandmother. Her very natural...

Older Woman Seduces a Young Man

Rate this story

This story begins when I was 19. I had moved away to take a job and was living in a totally new state, hundreds of miles away from anything I ever knew. It is hard to meet new people when you’re under 21 since you can’t go to the bar or anything. So I was having a tough time meeting people and was getting quite lonely. Fortunately there was a receptionist where I was working that was always very friendly with me. She was 56 and a short rather chubby woman with huge tits. She would always talk to me...

Oliver’s Aunt

Rate this story

Sixteen years old Oliver had been invited to his Uncle Jeff and his Aunt Barbara's home in the South Coast of England for two weeks during the school holidays. His parents didn't think he was old enough to go away with his friends yet and so his dad had asked his older brother, Jeff, if it was okay for Oliver to go down to stay as Jeff was on leave from work. Jeff worked two months on and one month off for an oil company in the Middle East. He was forty six years old and his wife Barbara was...

Neighbor’s Mom in Great Shape

Rate this story

I am a single guy who is still "playing" the field. I date regularly but I haven't had a steady girlfriend for a couple of years. My next-door neighbors are a married couple my age, Janie and Eric, who are very close friends of mine. We help each other out all the time and hang out a lot. Last summer Janie asked a favor of me. Could I help move some boxes and backs into her apartment that her mom was dropping off? She knew that I had off on Mondays and both she and Eric worked. Her mom and...

READ MORE

Tags: masturbation, older-woman

Nephew Comes For A Visit

Rate this story

*** My nephew comes for a visit. During a conversation he tells me that he has a problem when it comes to making sex last. So my wife and I devise a plan to help him out with his problem. (MMF, voy, wife-sharing) *** My sister called one day and asked if my nephew could come and spend some time with us. Her husband had left her years ago and she thought that her son needed some time with me 'an older and wiser man' as she put it. Thanks a lot sis, I love you to. Well Brian was...

Nice Neighbor Lady

Rate this story

After I graduated from college, I lived in an apartment for about five years. I didn't like living in the apartment because of the lack of privacy, lack of parking, and other little things; so as soon as I could afford it, I bought a small house in the suburbs. The house was located in a safe and well-lit neighborhood. Since it was in a circle drive, there wasn't much traffic. My neighbors were real friendly, and I got to meet all of them. There was one lady who lived two houses down from me who I really liked. She...

READ MORE

Tags: doctor, medical, mom, mommy, mother, nylon, older-woman, punishment, spank, spanking, stockings

Nighty-Ware

Rate this story

Prologue It all started when mom had hosted a Nighty-Ware party for some friends and neighbors in my house. Instead of plastic storage containers, lingerie of all kinds was sampled and purchased. My first sexual experiences came as a result of delivering these purchases to our neighbors. Since then, I've had more experiences, heightening and strengthening my attention and desire for sex. Part 1 ______________________________ I guess I was just destined to grow up horny. At least, that's what it feels like in retrospect. I thought about sex all the time. My dad had a...

Neighbor

Rate this story

One summer day as I finished mowing the lawn I noticed my next door neighbor laying out in her yard on a beach chair. She was about 40 years old and I was only 16 but the thought of actually fucking an older woman turned me on. She had a nice big ass and nicely shaped breasts. As I walked by she called my name "Joe can you come her for a second." "Sure Mrs. Walsh I'll be right over" She was wearing a one-piece bathing suit that was very tight around her big, but not large ass. I couldn't...

READ MORE

Tags: anal, anus, masturbation, older-woman, rectal, rectum

My Secret World

Rate this story

Daydreaming about panties is what I do a lot. I daydream when I’m busy or bored, or especially when I’m scared or worried and need something to distract me from those terrors. It began back in grade school when I first discovered how soft and smooth nylon panties felt and how wonderful they looked whenever I got lucky enough to catch a peek at them under a skirt or dress. I have to confess, my first fantasies about panties were centered around imagining ways I might catch a peek at the panties worn by girls at my school. It was...

READ MORE

Tags: nylon, older-woman

My Step Sisters (part 1)

Rate this story

My own Mother died when I was eight. For the next five years I lived with my Father. Then, when I was thirteen, my Father met another woman. After a short romance he married her and we moved in to her house. My new Step Mum had three daughters Liz who was fifteen, Jayne who was the same age as me (thirteen) and little Becky who was just eleven. When we moved in my Step Mum told me that I would be subject to the same rules as the girls and...

READ MORE

Tags: older-woman, punishment, spank, spanking

My Story (How my panty fetish developed)

Rate this story

(How my panty fetish developed) The day was very hot and I came in from playing just in time to get a bath from my mother. It seems strange to say that, but I was very young at the time, but the events that took place that day altered the rest of my life. After the bath my mother could not find any of my underwear to put on me, so she gave me a pair of my older sister's pink (or peach) rayon panties. I did not want to wear them, but my mother and an aunt that was...

Naked with Aunty

4/5 - (1 vote)

CHAPTER ONE I'm sitting at the keyboard and the white screen disappears and I'm looking back a good twelve years, to the time when I still lived at home while making my way through college. I'm an educator now, but at the time, I used to work late nights at a convenience store. My story is based on actual events, so there is no explosive sex to be found here. On the other hand, I think that those of you who are turned on by the sensuous nature of nudity and nudism will find this story stimulating. The same goes...

Necessary Exposure

Rate this story

Hayley stood before the mirror, working her brush through yet more tangles in her hair. As the brush pulled free, several drops of water fell from the ends of her hair, dripping onto her shoulder and down her breast. She looked at herself in the mirror. Age 40. Assessment. She wasn't 30 anymore, or even 35. Her breasts sagged a bit, but then, 38C was a mature size. Her skin wasn't quite... well, it was just looking aged. Not old, just older. Not clouded with spots, but not blemish-free either. A stretch line here and there. It didn't bother her....

My Mother-in-Law (4)

Rate this story

I was outside wiping my car with a damp cloth getting the dust off the paint when Gladys came out. She stood on the porch in the sunlight. "Well, what do you think?" I whistled a loud wolf whistle at her as I stood admiring her. "You look fantastic, god, all that just to deceive an old fart!" I said looking at her approvingly, also checking for any flaws. The only thing I could see wrong was the yellow dress needed a slip underneath, I could make out the outline of her underwear effortlessly. Just the slightest hint of stocking...

READ MORE

Tags: humiliation, older-woman, punishment, stockings

My Mother-in-Law (8)

Rate this story

I agreed to accompany Gladys, to a company office picnic and pool party. It was to be held at the owner's house. He was a divorced man of about fifty years old. Being new with the company, Gladys didn't feel she should miss the party. She made arrangements for her other sister Vicki, to sit with her younger sister Alice. We all needed a break from Alice's demanding attention. Gladys, wasn't going to attend if she had to go alone. So, holding the door open to the nineteen sixty six yellow Corvette convertible that I had just bought, I watched...

READ MORE

Tags: nylon, older-woman, stockings

My Mother-in-Law is So Hot!

Rate this story

I am 30 years old. I got married to a wonderful woman a few years ago and everything is going great with our marriage. There is, however, one little item that I should mention. My wife's mother is absolutely HOT! Her name is Racine. Racine is 50 years old, but she looks more like 40 years old. She has zero body fat. She has short blonde hair and a perfect smile. Over the years, she has always flirted with me but I didn't think anything of it. Then my wife started telling me stories about her mom's past boyfriends. I...

My Mother-In-Law Joanne

Rate this story

Since I met her, I have been dying to seduce my mother in law. When Cathy first introduced me to her mom, I was blown away. Where Cathy was tall and slender, her mom (Joanne) was stocky & big-boned. Where Cathy had long light brown hair, Joanne had short dark brown hair. Where Cathy had nice 34Cs, Joanne had very large breasts (found out later they were 38Ds). Both had freckles, button noses, dark brown eyes and small feet. Cathy had cute crooked teeth; Joanne's teeth were straight. Cathy enjoyed sex. I wasn't sure how Joanne felt at first, but...