older woman sex stories – Page 18

Barbara’s Panties

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I had to attend a convention and it happened to be in the same city that my wife's older sister lives. My wife suggested that I go a day early so I could visit her sister and family. I was going to spend the first night with them and then check into the hotel. I arrived around noon and visited with the family that afternoon. That night my sister in law informed me that she was going to let me sleep in her youngest daughter's room. She said Barbara had agreed to give up her room for the night. Barbara...

A Visit with Grandma

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The last time I saw grandma Virginia was about three years ago when grandpa Harry past away. It was just for a couple of days to attend the funeral. So, now that I had graduated college, I decided to take some time off to go visit my grandma. Rather than calling her in advance, I had decided to surprise her. With what little belongings I own stuffed in my car, which incidentally grandpa Harry had bought me for my 18th birthday; I headed south and drove all day to make it to Miami Beach just after sunset. Grandma sure was...

The Avon Lady

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A spin-off from Rick and CarolineBy Bob A friend of a friend whom Kathy knew had dropped by and given Kathy a written estimate of $595.00 to fix her porch. On the drive back to her place from Caroline's, Kathy drunkenly slurred she couldn't afford that much money on her meager income. When we got to Kathy's house, I read the estimate. Immediately, I realized that the person was going to rebuild the veranda. With my bright lights shining from my Corvette, I roughly assessed the damage. It was very obvious that the porch could be fixed for a cheaper...

Aunt Paula’s Odd Proportions

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It was a 400 mile drive from my home to the Penn State campus, where for whatever reason they chose to accept me back in 1977, and while I could have made it in one day my mother convinced me to stop en route to spend a night at my Aunt Paula's place. Convincing might not be the proper choice of words because I sort of planted that seed of thought when I asked Mom about the best route to take and she said that Aunt Paula's house was about halfway to the college. "Tommy, I would feel so much...

Aunts’ Lingerie Party

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One Friday night during my senior year of high school, shortly after my eighteenth birthday, I drove to a nearby university, to attend a concert with a friend who was a freshman there. After the concert I was starting the long drive home, when I got the urge to drive past my Aunt Valerie's house. I was half-considering stopping in, but it was pretty late, and Aunt Valerie had two young kids. But when I approached her house, there were a number of cars in the driveway and in the street. I recognized several of the cars as belonging to...

Aunt Sue

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After my parents got divorced, I lived with Mom. She had a good job and apparently was well paid because we never seemed to lack for any necessities. She got a recent promotion, though, and now she has to travel quite a bit. Although she seems to really like her job, having to leave me alone bothers her a whole lot. I'll have to hand it to Mom-- she's very conscientious and seems to worry considerably about being a good parent. More than anything else, she worries that I won't get proper care during those times she has to be...

Aunty Kay’s Silky Petticoats and Directoire Knickers

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My love of ladies’ silky underwear started when I was still at school. I went to a co-educational school and at that time girls wore blouses and skirts for the winter term and then light cotton dresses for the warmer months. They also quite commonly wore slips under their skirts and dresses and I used to spend many a happy time during a boring lesson catching glimpses of their nylon and lace slips and underskirts peeking from under the girls’ skirts. There was one particular girl, for whom I had a burning lust, who regularly wore a lovely, soft, black...

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Tags: directoire-knickers, nylon, older-woman

Aunty Pat

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I've always had a thing about older women, I've never been to bed with anyone younger than me and normally they are at least 10 years older. It's not an 'Oedipus' thing either, I just got hooked on older women right from the outset. The reason for this obsession was my Aunt Pat -- aunt by marriage and not by blood I hasten to add -- who sort of seduced me when I was 18. I say 'sort of' as I think I ought to take some of the blame, but it was definitely Aunt Pat who pulled the strings....

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

Aunty Rosemarie’s Directoire Knickers

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Aunty Rosemarie's birthday fell on a lovely sunny day in mid-April. That day, her 'adopted' nephew, Paul, arrived on his bicycle at her large country cottage, to stay for a few days over the Easter holidays. He looked hot and tired as he had ridden about 30 miles, and so after he had left his shoes and outdoor clothes in the scullery, she took him upstairs for a relaxing bath. She had decided that he must rest in bed afterwards, before enjoying the nice meal that she was preparing for him. "Go and undress," she instructed, "while I run your...

Aunty Sue

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My name is Colin, I'm fourteen years old, I've always been tall for my age, my mother told me once that when I was born I was in three to six months old clothes even though I was only eight pounds when i was born. Now that I am fourteen I'm six foot tall, thirteen stone (182Lbs). Blond shoulder length hair, electric blue eyes and every muscle in my body was totally defined, stomach was a typical six-pack. I had been approached several times to be a model in Birmingham but I only had one plan for my future, Football!...

A Visit With Aunty Brown (part 1)

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If truth be told, Jane Bronski had always enjoyed seeing her stepson in the nude. Although she suppressed any conscious acknowledgment of pedophilic tendencies, she never lost an opportunity to treat herself to a peek at his prepubescent body. After undressing him at bedtime an unusually long time would usually elapse while Billy waited naked and nervous for his pajamas to be put on. Mommy would scold if he tried to cover himself or avoid her gaze. Bath time was another occasion for indulging her secret needs. She would sit on the edge of the tub with Billy standing obediently...

A Visit to the Doctor

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I'm a very open person and don't mind talking about sex with anyone, that includes my doctor. When I lived in Chicago, I needed to see the doctor for a required physical that our company tells us to take each year. We can see our own doctors, but we must do a routine health check every year as that helps keep their medical costs down. Seems like a good idea if I was paying the bills. Plus it was the middle of summer and it gave me a reason to have a half-day of work. I got to the doctor...

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

A Visit to the Doctor (part 1)

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The first time I can remember being totally humiliated was when I was younger. During school one morning, I suddenly came down with a rather bad pain in my mid-back. I was sent to the school office, which eventually called my mom. My mom was sure it was a kidney stone and wanted me to see a kidney specialist that she knew. Since she was at work, she arranged to pick me up on her lunch hour and drop me off at the doctor's office. When we arrived, the doctor's office was empty except for a lone medical assistant. My...

Aunt Karen part 6

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We were on our way to the mall when Aunt Karen started talking to me about the “rules.” I don’t remember exactly how she put it, but she talked about how she knew we had both been having fun for the last few days and that she wanted us both to feel comfortable and continue having fun. But she was concerned about my being only 14 years old and that certain things were illegal for her to do with someone my age. She said she would feel more comfortable if we set out some rules that would protect us both....

Aunt Karen part 10

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The next morning I awoke before Aunt Karen. I decided it would be best to go to my own bedroom. I wasn't sure what she would remember from the night before, and didn't want to push my luck. I still had Aunt Karen's big white nylon panties on when I got out of bed. So I slid them off and threw them in her closet before going to my room. A couple of hours later, I woke to find Aunt Karen standing over my bed. She was wearing white stockings, a white garter belt, white panties, a big white bra...

Aunt Karen part 11

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conclusion ~This episode concludes this story. If you haven't read the other episodes, I recommend that you read them in the order that they were written, since the story builds to the point it reaches in this final episode.~ As Aunt Karen and her older friend June walked down the hallway toward Aunt Karen's bedroom, I sat on the chair in the middle of the living room, in a state of shock from all that had happened. I began hearing giggling and the clinking of glasses coming from the bedroom. I stood up and walked toward the bedroom door. As...

Aunt Mable’s Visit (chapter 4)

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Chapter - 4 Art took one look at his parents and wished he could sink through the floor. What if they found out his aunt had sucked his cock and he had lapped her cunt. He wondered if they could look at him and tell something important had happened to him. He sure didn't feel the same as he had before he'd lapped cunt and had his cock sucked. It must show somehow and he knew his parents would be able to see it. Art's guilty conscience was getting the best of him. How could they not know what he...

Aunt Mable’s Visit (chapter 5)

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Chapter - 5 Art spent another interminable day in school and ran home without waiting for Sally again. He hadn't jerked off all day and his prick was sticking out like an iron rod. Art couldn't see his aunt and guessed she was up in her bedroom. Just like yesterday his aunt was waiting in her room. Art shed his clothes on the way up the stairs. His aunt got up and met him at the bedroom door, hugged him, kissed him, and rubbed his tongue with hers. His prick was throbbing and he almost came again when his aunt...

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Tags: older-woman

Aunt Mildred’s Secret

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* * * * * “Alvin! Aunt Mildred fell and hurt her back. She’s in the hospital.” Those words started a sexual adventure that is still going on today. About two years ago, my mother’s sister took a bad fall. Aunt Mildred had always been an extension of our mom. Sharon and I were kids to a single mom. Our dad took off soon after Sharon was born. I was three at the time so I don’t remember him. Like I said, Aunt Mildred helped mom in raising us. In fact, she was there more than mom was most of...

Aunt Jenny’s Panty Paradise

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A year ago, when I was 15 years old, my parents took a two month summer vacation to Europe, leaving me in the care of my mother's friend Jenny in New York City. Jenny and my mother had met in college, and became good friends, and had kept in close contact ever since. Unlike my mother, who had gotten married, given birth to me, and become a stay-at-home mom, Jenny had moved to New York after college and started her own fashion company. By the time I was 12, Jenny's company was flourishing, and she had become a successful business...