Panty Stories, Lingerie Stories, Older Women Sex Stories – Page 14

My Much Older Woman

I don’t know which is more strange, writing this story, or that it actually took place. It’s about my mother-in-law. It’s about a fantasy that accidentally became a reality. My wife, Chris, and I visit her mother quite often since she’s on her own for many years. While the drive to her house is a long one, my wife insists on visiting Kate, who is 74 years old and widowed for many years. She is a pleasant enough, non-engaging dumpling of an elder. Certainly the last kind of woman that I would think about in any sexual way. She goes […]

My Mother, Susan

I remember the day exquisitely well. The days – no the months and years before it – are wrapped in some soft-focus, cotton-candy memory, but that day snaps into sharp focus with a clarity that is the result of moments of great impact long remembered. For all those years, my mother was my Mom. Then one day she became a woman. More importantly, she suddenly became a sexy woman. An extremely desirable woman. I didn’t – that day at any rate – suddenly become a profligate. It was to take a certain determinism and some considerable time before I might […]

My Mother’s Friend Showed Me

Since I was twelve years old, masturbation has become a daily routine for me. My story happened when I was sixteen. By then I was a new student at a boarding-school for boys far from home in the mountains. I was very interested in girls but apart from some petting was not very experienced in sexual matters. My mother was visiting me over the weekend and stayed in a private house of a distant friend who’s name was Christine. She was a very good looking woman of 38 years, that was married to a marine captain. My mother asked me […]

My Mother-Out-Law

It was early on a Wednesday morning after my wife had gone to work. I got out of bed, wearing only a t-shirt, and headed into the laundry room to get some shorts. I would have to dress before going upstairs to the kitchen for coffee. My Mother-in-Law had spent the night, and I expected her to be at the table, already buzzing with coffee and late-breaking news. She had stayed up late with Janet and I, drinking and talking. With her years of experience as a foreign correspondent for a major cable network, she had plenty of juicy stories […]

My Mother-In-Law’s New Nightie

I was married young. I was a month short of 21 years old and my wife was 19. We had been engaged for some months but both our parents asked us to wait to finish college and get a secure job before getting married. However, our doctor changed all that because he made a very bad diagnosis and said that Margaret, my fiancé, was pregnant. That came as one heck of a shock as her periods had been regular, but he told us that it was still possible to be pregnant and we, being young and innocent, believed him and […]

My Mother in Law’s Hidden Assets

I just had to write about this one. If you had one word to describe my mother-in-law the word would be prude. She is a great mother-in-law and an even better grandmother but I never knew she took such care in trying to hide her assets. What I mean by this is her huge boobs. I always thought that she was rather lacking in that department. My wife has big ones and of course that means nothing genetically, but my sister-in-laws are all well endowed too. One time this last summer the in-laws were over visiting my kids. It was […]

My Mother-In-Law Joanne

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 […]

My Mother-in-Law is So Hot!

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 (10)

Gladys and Pete were doing some interesting talking lately on their dates. They were talking about living together in marriage. Questions like ‘What if we got married where would we live?’ With Gladys living in Canada and Pete the United States, they had some serious considerations. Gladys had been phoning around trying to get some answers to their questions but found she was being put on hold and forgotten. It was becoming obvious that she had to go in person and talk to the right people. The government offices in Toronto were giving her the run around and her phone […]

My Mother-in-Law (9)

Sunday afternoon, Paula and I came back to her house so we could change, we were going out to eat at a nice restaurant in Niagara Falls. While Paula was taking a bath, Gladys pulled me aside taking me out onto her patio. Where neither Paula or Alice could hear. “Bob, I got it!” She exclaimed. At first I thought she had some kind of an idea to get us out of the mess we were in. Looking blank, ready to hear her idea, I said. “Okay, let’s hear it!?” “NO SILLY!… MY PERIOD! I’M NOT PREGNANT!” She beamed smiling […]

My Mother-in-Law (8)

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 […]

My Mother-in-Law (7)

Friday morning came, I was dead tired, I could hardly wake up to take Paula to work. I’d tossed and turned all night dreaming about my ordeal with Alice at the hospital. I threw on a pair of shorts and a clean T-shirt and staggered out to my car to drive Paula to the hospital. I wanted to get an early start, so I could finish painting Alice’s kitchen and bathroom, before it got too hot. I didn’t have the energy, I needed more sleep. So I drove back to the house and took off my shorts and slipped under […]

My Mother-in-Law (6)

I had returned to work after the summer shut down, we were swamped with orders and had to work long hours. The factory had closed for two weeks at the beginning of June, we had the long hot summer to work through. One night about eight o’clock I could smell a strange odor, a chemical smell. Suddenly from near the paint line there was a large bright orange flash and fire ball. I was knocked backwards from the explosion, I was stunned. The building filled with thick black smoke, it was impossible to see any farther than an arms length […]

My Mother-in-Law (5)

During one of our conversations I learned that Gladys loved to go fishing with her husband when he was alive, they used to rent a boat and go out on Lake Erie. I’d never fished at the place where Gladys and Nick used to go but I was familiar with Long Point Bay and Turkey Point down the lake farther. After asking Gladys, if she could go the next Saturday I started to make the arrangements. Several problems soon cropped up. Paula had to work that weekend, she was on twelve hour afternoon shifts, she thought it would do […]

My Mother-in-Law (4)

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 […]

My Mother-in-Law (3)

A few days later, after going back to the office, Gladys, came home and was very disturbed. The first thing she did was get the bottle of Rye out from under the counter and pour herself a very generous helping. She sat at the kitchen table smoking and sipping back the whiskey weakly mixed with ginger ale. Being a hot early summers day, the mercury was much higher than normal for the time of the year. I sat to her side trying to make small talk but Gladys was too preoccupied in her own thoughts to keep the conversation going. […]

My Mother-In-Law (2)

Things between Paula and Bob weren’t going too well over the next few weeks. Bob was looking around and was seeing a girl in Kitchener. Paula and her friend Mary came looking for Bob one Sunday afternoon, after stopping at his house and his mother telling Paula to find someone else, that Bob was unreliable, they tried the roller rink, and found Bob and myself. Bob started talking to Mary, and soon they took off out to the parking lot to her car. Feeling sorry for Paula, I filling her in on Bob and offered her a ride home. We […]

My Mother-in-Law (1)

I had just taken delivery of a brand new ’68 Camero, and my best friend Bob and I were cruising looking for some girls. Suddenly I had a brain wave. “Hey, Bob, want to go bowling?” I said turning my car down the main street of the city where we live. “Sure, I’m game!” He said spying two girls walking down the street. “Hey, pull over!” I pulled up beside the girls and he rolled the window down. Before he could speak we realized the girls were jail bait. Giggling we pulled away from the curb. “Where are we […]

My Mom’s Underwear

Life at 14 is not exactly the easiest time in a young person’s life. Especially if there is nothing special about you whatsoever. My name is Alex, and I am pretty much one of the most average teenagers you would ever meet. I’m 5’4″, weigh 125 lbs, and have red hair, and blue eyes. I’m not ugly but I’m far from good-looking. Pretty skinny as well. I make mostly B’s in all my classes, don’t play sports, and I’m in one club. So, I’m pretty much an average typical student. My parents are divorced. My mom and I live in […]

My Mom’s Panties

This won’t be an easy story to share, but it is something that happened that i will never forget. My mom would roam about the house at times freely in her bra and panties when I was a youngster. The bra never did anything for me, but it was the sight of her in her panties that truly excited me sexually. I must have been around 11 when I started sneaking in her room and poaching her panties for my own pleasure. I’d put them on and masturbate into them. I was careful to wash them and return them to […]

My Mom’s Friend

I was almost 11 when it first happened. My Mom owned a small two room summer cabin in an older resort beach area. Her best friend, Anne, who lived at our house, also had a young son, Rob, he was only 8. Anne, would stay at our cabin through the week so us kids could have a holiday and my Mom would come down on the weekends. So all week we’d be there alone with Anne. Anne was about 40 at that time. Dark hair, nice looking and a robust woman. One night about a year before, at home, I […]

My Mom’s Boobs

First of all, I love boobs, the bigger the better. I always jerk off to busty women on the internet. My parents know I jerk off, and they don’t mind, and have caught me many times. In my home, it is normal to see anyone one, including me and my little 12-year-old sister, walking around naked after a shower to go and hang the towel up or something like that. One day, when my sister was away on a trip with her friends, I was jerking off in my room looking at busty chicks on the net as I was […]

My Mom’s Big Breasts

It was a hot summer, a warm afternoon in August. As I came home from the school, I shouted “ Mommy! I’m home….” I glanced at the kitchen. But she was not there. So I walked towards garden. And I saw her there. She was in our new pool, swimming. – “Hi mom!” I said Mom looked at me and said “ Hi honey! How are you?” – “What a hot day, isn’t it?” I asked. – “Yes hon. But the pool is cool. Why don’t you join me?” She said. I looked at my mom and laughed. “Mommy, I […]

My Middle Aged Neighbor Lady

My moms best friend lived right next door to us for many years and was probably one of the most uninhibited people I’ve ever known in my life. She was what I always considered to be a very attractive petite Cuban woman with pretty well done gray hair, a curvy set of hips and a very nice set of big tits for her size. She would walk around without a bra, and her boobs bouncing and barely covered. My brother and I loved when she came to see my mom cause we almost always got a free peep show. I […]

My Mate’s Mum

I was 15 and on this occasion I was staying for the week-end with a schoolmate and his divorced mother. On a Sunday morning my mate did a milk round and did not get home until around lunchtime. I got up around 9.30 and came down to the breakfast table. My mate’s mum Carol was already up and moving around the house. I sat at the table in the kitchen and the ironing board was up and there was a clothes maiden up next to me with clothes and some slips and knickers on it. I knew they were Carol’s […]

My Love of Panties

I’m a 47 year-old panty-perv from Australia and I’ve been wearing and jerking off into women’s and girls’ silky panties, bras, slips and nighties etc since I was 10. And I’m proud to say I’ve creamed 100’s if not 1,000’s of them over the years. I started off by taking my mum’s and sister’s worn silkies from the washing hamper and putting them on in bed at night and jerking off like crazy, reveling in the incredible feeling of the silky nylon against my cock and body until I blew my cum all over them. I did this at least […]

my love for panties

My love for panties and lingerie began at an early age. I guess I was about five when my mom used to make me wear my older sisters panties when all of mine were in the laundry. I cant figure out why, but I began to get erections everytime my mom would put the little yellow nylon panties on me. I remember playing house with my sister and cousin but this would just involve wearing a slip over my trousers. My mom would giggle when she saw me this way but my passion for lingerie was very serious. I was […]

My Lingerie Fetish (part 3)

by Pantyboy (click here for part 1) The next morning I was awakened by a knock on my front door. I looked out the window and saw Cathy’s car in my drive way. Still wearing the same outfit I went to bed in, I put on a robe and went to the door. My heart racing at what might happen next. Cathy was standing in my doorway with a suitcase and several bags. She came in and asked if I was busy. I told her I had just gotten out of bed. She reached over toward my robe and put […]

My Lingerie Fetish (part 2)

by Pantyboy (click here for part 1) I left Cathy’s house and went straight to the mall. For the first time ever I had the nerve to go into Fredericks of Hollywood. I was looking through the racks of lingerie when a cute little sales girl asked if she could help me. I told her “yes.” And she asked if I was shopping for myself or my wife or girlfriend. After what seemed like an eternity, I said, “I’m shopping for myself.” She smiled and told me lots of guys came in and said they were shopping for their wives […]

My Lingerie Fetish

by PantyBoy It started years ago when I was just 4 or 5. A little girl I was playing with was crawling on her hands and knees in front of me and I saw her red shiny panties with white ruffles. The next time we were at her house, I went into her room, found where her mother put her panties and there they were. I stuffed them down my pants and went into the bathroom. Took off all of my clothes and slid the soft sexy panties on. I didn’t masturbate but did get aroused. After a few minutes […]

My Life and Hard Times 3

by JAS ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ 3 RACHEL’S JOURNAL – SUMMER SOLSTICE 195_ ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ Morning – Great Expectations Today I’m 18. It’s a wonderful morning and I’m so happy and excited because it’s my special party this evening. Mom and dad are taking my brother James and me to a dinner dance at the best hotel in the area and I’ve been looking forward to it for weeks. My brother’s friend Charlie is coming. He and James are home from university for the Long Summer vacation. My best friend Yvonne is joining us so we’ll all have partners for dancing. Mom and dad […]

My Life and Hard Times (part 2)

by JAS ~~~~~~~~~~~~~~~~~~ MY SISTER RACHEL ~~~~~~~~~~~~~~~~~~ Firstly let me say that my sister and I have always been very close. Our parents were broad minded and brought us up never to feel ashamed of our bodies or shy about being seen nude by each other. Right up to early adolescence we even bathed together and thought nothing of it. ‘Twogetherness’ in the bath only came to an end only after my mother came into my room one morning. I was taking off my pyjamas to get ready for school and as had become almost customary during recent weeks I […]

My Life and Hard Times

by JAS INTRODUCTION “The United States and England are two nations separated by a common language!” or something like that. I don’t know who said that but it sounds like either Mark Twain or George Bernard Shaw. They’re probably two of the most often quoted writers in the English language after Shakespeare and arguably a lot more humorous. Well, this is another story from England, where in an ideal world ladies wear stockings and use suspenders to hold them up. Here Braces are used by men to hold up their trousers as well as by dentists for straightening teeth. A […]

My Latest Mother in Law Story

I have had desires for my MIL for years. She is in her mid-70’s now, but still a flirt and a tease along with still being very attractive. There are many stories I can share, but we tease each other a lot and very open when it comes to sex. In our joking and teasing, I’ve actually squeezed her breasts a few times over her blouse or nightgown. I’ve let her catch me nude numerous times and don’t try to hide from her. Just need to be careful with the wife around. My MIL has lived with us for a […]

My Insane Granny

If you are looking for an unususl sex story then this one is for you. My name is Raj and I am from Chandigarh. I was an only son of my parents. My father worked as cashier in a small hotel. I was in tenth standard When my mother died. After that I lived with my father but just after three years he met with an accident and died. I was compelled to leave my studies and start working. My job was that of a sales agent who books orders from the shops. This enabled me to adjust my timing […]

My House Cleaner

The phone rang and I picked it up. “Hello Mr. M. This is Tina,” I heard come across the line. “Oh, hi Tina. How are you?” I asked. “I’m fine, but I just got a new client. Would it be OK if I switched to Friday mornings instead?” she asked. Tina was my house cleaner. She came in once a week for 4 or 5 hours and straightened the place up. I used to be in charge of cleaning the house, or rather, I took on the job when I was disgusted with my wife and kids making huge messes […]

My Hot Aunt – my first time

my first story. true to the word One day when I was about 16 years old my family and I had a dinner over by my aunt and uncles house. My aunt, Marilyn, who had just turned 40 had 2 kids one of which who is only 12 and has a very developed body with the nicest ass I’ve seen on somebody under the age of 14. She took after her mom. Even though Marilyn was 40 , she had an ass that was so firm and round you would think she is 20. Her tits were just the right […]

My Hot and Horny Mother In-Law

Spending the day with my mother inlaw has never been so much fun! Hey there everyone! My name is Mark and this is my first story that I’m submitting on here. I have many encounters that I want to put up here. The majority of them are true. I’m 6’5’’ 250 pounds, light brown hair, brown eyes, nice build. The first story that I’m submitting is the first encounter I had with my mother in-law a few years ago. I am happily married but not faithfully married. I most of the time think […]

My Granny Aunt Mary and I

When I was about ten, my parents fighting became too much and I went to stay with my grandmother for a while. She lived with her unmarried daughter, my Aunt Mary who was my dad’s sister. I loved my grandmother, and still called her ‘Gaga’, a pet name we’d had since we were children. She was old, a bit strict, in her seventies but still had a twinkle in her eye. She was full of enthusiasm and had many friends. My aunt Mary was a little odd, very uptight, and always concerned about her status in the community. They were […]

My Grandmother Masturbates Me

It started with her just washing me… I was raised by a single mom. When I was younger I would have to spend two days every week at my grandma’s while my mother worked. My grandmother also lived alone. Every night when I was there, grandma would give me a bath. She would take out a special sponge and wash every part of me. When I was older, I began to think it was odd–her bathing me, since my mom didn’t even do this. But I really liked it, so I never said anything. By the time I was a […]

My Grandma Loves It

Mom had insisted that I went along with her and my older sister Ann. Dad was away on one of his trips and would be away for at least six months. I was looking forward to the freedom that I would be able to get while he was away but that was now crushed. I phoned my mate to tell him that we would not be able to go out girl hunting as we planned and there was nothing that I could do about it. He seemed to accept this but said his sister would be disappointed as she was […]

My Friend’s Son

*** Her friend Ronda needed a place for her son Ron to stay while finishing his senior year in high school and on into college as her husband was being transferred to another city. Having a nice young son around the house would be nice especially considering that her husband traveled quite often and she was alone. *** Rhonda and I were friends before her son was born. We have not had children of our own, as I could not get pregnant. We consider Ron one of our own and his Mom and Dad were grateful as they both worked […]

My Friend’s Mom’s Panties

After discovering the joys of panties with my mother, I began to look farther afield for a source of lingerie. One day, I went round to a friend’s house just to watch a bit of television and do what normal kids do, which is what he thought anyway. After playing football in the back garden for a bit we went into the living room to relax and have something to eat. Realising my opportunity I excused myself and said that I was going to the bathroom. I got up and ran up the stairs and when I reached the top, […]

My Friend’s Mom

When I was 12 years old a friend of mine asked if I could spend the weekend at his house. We asked my mom she said ok. I looked forward to being there. I always loved his mom. She was beautiful and always wore dresses and skirts with white slips under them. I remember one day after school my friend and I were playing in the yard he got angry at me and called me a son of a bitch. His mom came to the door and called us inside. She was angry and said I’m going to the store […]

My Formative Years

I have for some time been writing about a current and ongoing relationship with my partners, 76 year old, Aunty Jean and her daughter Jane. I feel it is time to commit to paper how my attraction for much older women started some 31 years ago when I was 19. Like a lot of young men of that age I was obsessed with girls and sex and spent most of my waking life thinking about and trying to get plenty of the latter. So onto Aunty Elsie my grandmother’s cousin. *** Having been brought up in a morally strict household […]

My First Time In Panties

My very first introduction to the wonderful world of girls clothes began at the tender age of 7 years old when I was a boy. It was a busy mid week morning in our family home. My Dad was busy getting ready for work, while my older 9 year old brother, my younger 6 year old sister, and myself waited our turns to use the bathroom to wash and dress for school. As my older brother was first in the pecking order, he got to use the bathroom after my Dad, and then because my sister was a girl […]

My First Time

The first time I saw her I was only fourteen. She was married, twenty-two and had two children. She spent the summers on her husband’s boat, which was docked next to my parent’s sailboat. I had often watched her at the pool where she would play with her kids in the water and then sun herself on the deck for several hours. She had a great body; large breasts, a tiny waist and long smooth legs that ended in a perfect ass. She always wore the same black two piece suit that showed off her great tan and long wavy […]

My First Taste Of Real Sex

*** This is a true story that really happened to me as I was going through puberty. Although I’m twenty eight now, I can still remember it so clearly — as if it happened just yesterday. It started with my sister and then involved my grandmother. And I’m so grateful to her for helping me to satisfy my curiosity through my adolescent years. *** If only I could relive these experiences again with the knowledge that I have now, it would be wonderful. One thing that I have is a very high libido, and this no doubt has contributed to […]

My First Pair

My first panties was an erotic event centered around arousal and self pleasure. I have another story detailing my first pair, it’s tame, but this one includes events leading up to that first wonderful experience. I was 13 when my parents divorced, I stayed home with my mother. My mother was pretty hot looking and had no reservations about dressing in front of me walking around the house displaying the various pieces of feminine attire available to a woman in the 70s’. It was during those times my arousal was apparent. Sexy images such as her and others, I was […]

My First of Many Embarrassing Moments

My first of many embarrassing moments happened when I was thirteen. If you read my story in “First Encounters” you remember that I had stolen two pairs of panties and a wonderful petticoat from my cousin Bonnie and I kept them under my bed in a storage box intended for preserving dresses. Also in the box were three pairs of my mother’s nylon panties and two pairs of the landlady’s panties that I had stolen from the clothesline. Every night after I finished my homework I would play with these frillies, and I thought I had a good thing going. […]

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Panty Stories, Lingerie Stories, Older-Women/Younger-Men Sex Stories

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