older woman sex stories – Page 12

Masturbating for Sandra (ch. 3)

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Many months had past since the previous episodes of this short saga, during which time normal relationships were resumed. Sandra and I kept bumping into each other at various family functions and would occasionally speak on the phone, but for some reason my masturbatory efforts on her behalf were never discussed or even referred to. There were highlights of course. At a drinks party for my birthday at a local bar, Sandra came over to the table where I was sat with a beer she had just bought for me. Nothing unusual in that, except that she was wearing a...

Me and Mrs. Getter

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Why do I love older women? Well, I generally feel pretty insecure about myself, and I never felt special until the Getters moved in next door and Mrs Getter asked me to watch the children for them. I'm eighteen and what do I know about things like swinging and swapping, but I found it out first-hand when she and her old man came home a little drunk earlier this evening. I get up to leave and Mr. Getter starts to pay me, but then he winks at his wife and puts his wallet away and looks me over.They exchange a...

Me and My Mum

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A son and mother look at their relationship from their own perspective. The story of how a mother and son's relationship develops and changes from mere maternal love to full sexual love is complicated. It doesn't happen overnight and it often takes years. That's why the story is long. In this, we look at the relationship from both the mum's and son's perspectives and witness their doubts and fears, their aspirations and desires. The son. I suppose it was akin to letting Dracula into a blood bank, a cat into a fish shop or giving a pyromaniac a box of...

Medical Exam

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by Spyder At 35 years old, I had achieved most of the goals I had set out to accomplish. I had been a very good swimmer in college, captaining my team to a National Championship. After graduation I had built a swimsuit design and manufacturing business that had grown so much that it attracted a buyout offer from a national company. They agreed to keep me on the payroll as a designer for as long as I wanted to work. The only stipulation was that I work out of their company headquarters instead of my home. It was very strange...

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Tags: doctor, female-doctor, medical, nurse, older-woman, stockings

Medical Mischief ch. 1

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Prologue I well remember the first occasion I was exposed to the sexual drives of the human female. I was just a young teenager at the time. My parents lived for the most part abroad and during the school holidays and I was often left with friends or relations kind enough to let me share their home. On this particular occasion I found myself ensconced in the local college halls of residence - deserted for the most part by the usual student occupants because of the summer holidays. Obviously my parents had found it more of a challenge than usual...

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Tags: anal, anus, masturbate, medical, nurse, nylon, older-woman, rectal, rectum, stockings

Medical Mischief ch. 3

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Chapter 3 I awoke to the sounds of whispering and suppressed giggling. It took me a while to figure out where I was and, with what I had already gone through, I half expected to find myself tied naked to a bed. But this time I was mistaken. I lay curled up on Julia's bedspread with one of her towels wrapped around my waist. Julia Horney, the medical centre receptionist stood looking into my face with a mischievous smile and a gleam in her eyes. "Hello Tommy" she said. Something about her voice and demeanour gave me a very uneasy...

MIL Edith

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I was lucky I got a job, but it was in the city, 400 mile from the little bush town where we lived. Still, it would be a welcome break. We, I mean my wife and I lived with her Mother since we were married. This wasn't a bad thing, except for one aspect, her Mother was not accepting of her daughter's wanton abandon the bedroom. When we where first married, she walked in on us several times while we were having sex. I didn't mind, in fact it was a bit of a turn on for me; having my...

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

Live-in Mother in Law

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I had an experience with my mother in law last summer that I will absolutely never forget. I've always fantasized about various older women in my life (particularly my big bosomed Aunt when I was a teen...) but never thought I would be able to fulfill my dreams. I also suspected (and wrongly so) that "older woman" don't have much of a sex drive so even if I ever did find someone I was attracted to that she likely wouldn't be interested. My mother in law and I are quite close. She is a very nice lady, college educated and...

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Tags: masturbate, masturbation, older-woman

Locked Out

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I had always been attracted to older women. As an elementary student I had crushes on my teachers. In high school I lusted after my girlfriends' mothers; fantasizing about them while I was screwing their daughters. In college I hounded, but never caught, my older professors. I regularly bought the various "Over 50" magazines and jerked off to episodes of "The Golden Girls." I never had the guts to ask an older woman out. I guess I was hoping that, sooner or later, it would just happen like the stories in the granny porn mags. Luckily for me, it finally...

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Tags: masturbate, older-woman

Loving Mom’s Panties

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This is my memory of actual events as they happened. I was born in the late 1940's not too many years after the end of World War II. When I was younger, I remember seeing mom's panties drying on the towel rack in the bathroom. In those days girls usually wore cotton briefs (bikinis and thongs were many years in the future) while adult women commonly wore nylon briefs. I have another story about a cousin getting her first nylon panties from her mother when she had her first period. But back to this story, mom almost always wore white,...

Man’s Best Friend

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I just wanted to add my story and discovery of my one true love in life: Panties I started when I was a teenager. For some reason, I got aroused thinking about my mom's panties. I would see her walking around the house, with nothing on but her panties and bra. They were big, silky, soft, and had lots of lace around the leg openings. They came up about two inches over her navel. One day when I was alone, I tried on a pair and had an instant erection and my first orgasm. I have been addicted ever since...

Massaging Mike’s Mom

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*** A young man gives and receives a massage to and from his best friend's foxy mom. *** Mike Johnson and I have been friends since before high school, and grew up just a few blocks from each other. We're both now 19 and in college. This summer we are back in our hometown and see each other every few days. He is working part time for a retail store, and I'm studying therapeutic massage three days each week. Yesterday we planned for me to come over to his parents' house after lunch and hang out at their pool, which...

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Tags: big-breasts, huge-tits, masturbation, older-woman

Life in a Female Household

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My dear mother died of grief shortly after my father was killed at the start of the First World War. It was then left to my father's sister to raise me along with her two daughters. Her husband was also away commanding a regiment of fusiliers somewhere in northern France and, my aunt, far from being enthusiastic about having a thirteen year old boy joining the household, resigned herself to yet further inconvenience of that damnable war and reluctantly allowed me shelter and succour within the bosom of her household provided that my own governess accompanied me and that we...

Lingerie Model

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Geoff was thrilled. Sharon's words brought the promise of fulfillment to a fantasy he had recently found repeating itself in his thoughts during their times together. As erotic and satisfying as their sexual explorations had been together, his thoughts often strayed to the idea of bringing a second female into the act. Over dinner, Sharon, an extremely attractive camera technician at the local TV station, told him, that she'd met a young beauty contestant in the course of shooting a story for the station, who wanted her to do a "lingerie shoot" for the girl's portfolio. Anticipating Geoff's interest, she...

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Tags: areola, masturbation, nightgown, older-woman, spank, stockings

Living With Aunt Jane

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What a great year this was turning out to be. I had just completed my internship with a company and was offered a full time job with a sister company in another state. I was excited about moving to a new city , but because of my reckless spending I did not have much money in the bank to afford a big move like this. It was depressing to know that after just turning twenty-five, I did not have much to show for my hard work. I was scheduled to begin my new job at the beginning of the next...

Lady Eleanor

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I had always had a thing for my neighbor Eleanor; she was in her late fifties but had an incredible body for a lady more than twice my age. She stood around 5'8 had legs that went up forever an ass that was big and round and her breasts had to be at least DD's. One day as I was sneaking around my parent's room I went to my favorite spot, my dad's plethora of porn he had stashed in a box deep in his closet. As I tore through the various magazines I came to the conclusion that he...

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

Lady Voyeur Spied on Me

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I have been an avid masturbator since I was 13, and am now a recently divorced 34 year old male. The following experience happened only a few weeks ago. I was home for the day (Friday), off from work to get caught up on things around the house. I recently moved into a small ranch in a quiet neighborhood, and haven't met many of my neighbors yet. After cleaning out the garage and sweeping the deck, I was very sweaty and was about to shower when, on impulse, I decided to sit on the deck nude and have a nice...

Lana’s Adventures

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First, I would like to describe this beautiful creature to you. Lana is a natural blonde with gorgeous blue eyes. She stands about 5'6" tall with a beautiful figure. Her measurements are 38inch Double D cup breasts, a 24 inch waist, and 36-inch hips. Needless to say Lana's soft, firm, natural, magnificent 38-inch DD cup breasts are what she is most proud of. She is a little on the heavy side, however most of her weight is carried in her huge mammaries and in her curvaceous ass. Alot of guys don't care for ladies with a large tush, but if...

Landlady Love

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"Age is not a barrier...Many a good tune is played on old fiddles" I can still remember the first time I found out what it was to be a man. I guess I was about eighteen at the time and living in a rented room somewhere in the city. My landlady, who I had always referred to as Mrs. McLaren, had been kind enough to take me in at a reasonable rent when she found out that I was struggling through university. That was eighteen months ago. My studies had kept me from pursuing the pleasures of female flesh so...

Laundry

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I was sorting out the dirty clothes in the laundry basket, and came across a pair of my panties. I usually go for black cotton 'tangas' although sometimes I wear black lace 'bikini' briefs. Just because I'm 45 I don't see why I shouldn't look sexy - although to be honest no man has actually seen me in my underwear for a year or two. My only child, Robert, who's 16, doesn't count - or so I thought. The panties in question were screwed up into a ball. I tried to open them out so they washed better and discovered...