older woman sex stories – Page 18

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...

Aunt Karen

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Chapter 1 A Bird in the Hand I was always fond of my Aunt Karen; she was a grown-up for sure, but really not that much older than my sister and I. She occasionally baby sat us and we always had a fun time with her. As I got older and started to have "manly urges," I also noticed that she was a very attractive woman. I thought the world of her. That is, until that summer she spent at my house when she brought that world crashing down around me. I was twelve, and my sister, Carol, was eight...

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: aunt-nephew, older-woman

Auntie Val

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Like a lot of English lads, my introduction to what lay below a woman's clothes came through the good photography of Mayfair magazine, a very popular British men's magazine and, in my view, a British rival to Playboy. Mayfair sourced photographs from some of the best British photographers of the day and had some of the prettiest British girls at their (naked) best. Some of the biggest names in British modeling appeared on its pages: Jane Warner, Kirsten Imrie, Sam Johnson, and others. The magazine - which was in a similar format to Playboy and contained a number of well-written...

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Tags: aunt-nephew, boy, lingerie, older-woman, panties, stockings, voyeur, woman

Auntie Alice 3

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We got Alice home sometime late Sunday, she was now moved into Gladys's house using the bedroom where I used to sleep. Everything went well, except moving her in a car was a real hassle. Her broken leg was in a full cast from her upper thigh to her ankle. Her badly broken right arm, was encased in plaster from her arm pit to her wrist. Her other arm, the cast went from below her elbow to her hand, her thumb was immobilized. She was in a lot of pain and on some pretty strong medication, she slept through the...

Auntie and I

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My dick sprang up, hard as rock. My Aunt stood by the mirror in her nightgown, pouting her lips and cupping her breasts, so full and firm, they stood out large, barely keeping inside her lacy bra. Peeking through the door crack, I was trying to keep still, but finding it more and more difficult to do. My Aunt finally moved away from the mirror and to the bed, where she laid down and spread her legs. Every morning it was the same, needing to feel the hot clit against her fingers. As Aunt played with herself, I was getting...

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Tags: anal, anus, big-breasts, huge-tits, nightgown, older-woman, rectal, rectum

Auntie Clem and the Clystere

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Mom and I were having breakfast on the patio on a warm July morning. "Oh, by the way," she said as she buttered her toast. "Auntie Clem is arriving on Thursday." I nearly choked on my orange juice. "She...she is?" "Yes. That's two days from now. I thought I'd tell you well in advance, so you'd be sure to be free for her. She'll only be here through the week-end, and of course she'll want to see you." She smiled, and I blushed and looked down at my food"Oh," I said. Auntie Clementine, my mother's older sister, was my favorite...

Auntie Eileen

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Tommy hung suspended from his wrists in the punishment room set up by his Aunt Eileen to correct her own daughter's naughty behavior but now used for his benefit. He had been caught voyeuristically spying on his older sister while she undressed to bathe and his mother couldn't tolerate any more of this ongoing behavior so she packed him off to her sister's stern care. Eileen looked at the boy and licked her lips. The 11 year old boy looked innocent, almost girlish with milk white alabaster skin and light brown hair. His shorts hung low on his hips...

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Tags: anal, anus, humiliation, older-woman, punishment, rectal, rectum, spank, spanking

Auntie’s Hot Panties

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I have always loved older women, lingerie, stockings, girdles, panties, and yes pantyhose. For me it started when my family made regular trips to LA to visit my Uncle, who loved baseball, & my Aunt Sue who hated it as much as my uncle loved it. He always had season tickets to the Dodger games. Sometimes a friend of my Grandpa's or my Uncles would show up uninvited and I always had to give up my seat at the game. On this weekend they were having several games from Friday thru Sunday, and a relative from up north came to...

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

Auntie’s Panties

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Sam was a bright, 20 year old, radiant young man. He far surpassed his classmates in their studies. Spending long hours in his room completing assignments working many hours into the night. Sam had a somewhat clumsily hidden secret. Sam had a great deal of interest in the underwear of his mother and aunts. He was obsessed. Swiping clothes from the house's only dryer, walking quietly and containing his excitement. Sam would even go as far as to reach into the drawers on his mother's bedroom furniture. But Sam was putting that behind him now. He was behind in his...

Aunt Helping

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Right before the ice storms hit the US midwest this winter, the factory my wife and I work at started a retooling. The company flew her out to California for training for a month while I stayed behind. I worked out on the manufacturing floor so I needed to occasionally inspect the progress. One week after she left, the ice storms hit the area. Our house was at the end of a very rural road and the lines were completely down for miles. Since not many lived on this stretch of road, the prospects of anything getting fixed were weeks...

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Tags: anal, anus, medical, nightgown, nurse, older-woman, rectal, rectum

Aunt Gina at the Pool (part 2)

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I quickly tried to wash all of the soap off of myself as I came back from my heart pounding orgasm I just had looking at my aunt out at the pool. I quickly turned the water off grabbed for my towel and dried myself off and threw on a pair of underwear and some shorts and lay on the bed in my aunt’s room. So this is where she sleeps at night huh I thought. I got up like most 15 yr old boys have an urge to look at what she wears under her clothes so I...

Aunt Abby’s Boarding House

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The following story is true and deals with things, whichhappened involving my Mothers Aunt and me during WorldWar II. I will be 73 years old in December, 2001and havethought about these events frequently over the last 60years. I can tell you two things of which I am certain.First, I am convinced that none of this would havehappened if it wouldn't have been for the war. Second, Idid not then, nor do I now feel as if I was abused in any way. I had just turned 13 when the war broke out in Decemberof 1941. My Dad was in the...

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Tags: older-woman

Aunt Alice

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I had just graduated from college with an engineering degree and had taken a job in the same town as my aunt Alice. We had been very close when I was a kid as her family lived in the same very small town as I had. Her oldest boy was my age and I spent a lot of time at their place because we lived in the country and they lived in town. Her youngest had graduated from high school last spring and she divorced her husband during my freshman year in college and had moved to Rochester, Minnesota where...

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

Aunt Betty

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By BOB Sitting in my aunt's living room I patently watch TV. I was waiting for my Aunt Betty to come home from work. Aunt Betty was my mom's oldest sister. Aunty and her husband Uncle Cam lived in a lower one-bedroom apartment. They never had any children, but you could tell that they both loved kids. Uncle Cam would always walk me up to the corner store when I came to visit. He'd buy me candy, comic books and any junk food I wanted. His specialty was to buy a brick of vanilla ice cream and a bottle of...

Aunt Betty Takes Me In

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I was 20 years old and had just split up with my long time sweet-heart ofmy teenage years as something told us to move on to better and bigger thingsin life. Not a big deal and I was relieved as personality- wise she wasn't theone for me and we had enough sex to last a life time, or so I thought. It wasthe summer of 82 and you may remember it was a scorcher. Very little rain andexceptionally humid. A strange combination but it lent itself to the story I am about to tell you. I had enrolled in college...