older woman sex stories – Page 3

Young Boys Delight

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I am a divorced 46 year old women who is still very attractive and sexually vibrant. That's why having been divorced for over a year has been so painful for me. Not that I missed my ex, but I missed a cock. My husband and I may have been kind of kinky by some peoples definition of sex. We enjoyed corresponding with other couples who ran ads in dirty magazines. We used to write hot letters and trade photos and videos with other couples quite often. We used to watch the videos while we fucked and fantasize about being with...

Young Love Blossoms in Grandmother’s Knickers

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It was only a little experiment: I was quite a young boy, but I wanted to know what it felt like to wear ladies’ knickers. Ladies’ knickers were troubling me: I didn't know why, or how it started, but I found I wanted to touch them. Badly. It was more than mere curiosity, it was something deeper, a want, a physical need, which made my tummy squirm when I thought about them. Something told me it was wrong, but whenever I glimpsed a lady's panties I felt a pang of envy. There were few opportunities of getting hold of ladies'...

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Tags: grandma, grandmother, grandson, granny, nylon, older-woman, satin, stockings

Young Lover

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"Shouldn't you be in school?" Jennifer was taking advantage of the warm, spring weather to get her yard in shape. She had been pulling up weeds in her front yard, and for the past 15 minutes, she had had an audience of one. Kevin was the 11-year-old boy who lived next door to her. He had strolled up the sidewalk and sprawled himself out on his front yard. Now, he was lying on his belly with his bare feet kicked up in the air, watching her. "It's spring break," Kevin said flatly, as he pulled himself up off the ground...

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Tags: masturbation, mommy, older-woman, spank

Voyeur

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"Show time" exclaimed Nat. "What?" asked his friend Steve. "Shut up and watch" Nat ordered, passing a bottle to his friend, "and enjoy." Puzzled Steve looked out of Nat's bedroom window. He hadn't realized until now that Nat's room looked straight into his neighbour's bedroom. Moving about he could see Mrs McPherson sorting through draws and placing items on her bed. "She doesn't realize that we're watching," Nat explained, "Because of the tinting. She probably thinks I'm still at school." The two friends watched in silence, occasionally sipping their drinks. Mrs McPherson stood and stretched. Steve decided that she was...

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Tags: masturbation, older-woman

Watching Alex

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Hello again. If you have read my previous stories you will know that I'm a married woman who loves to have sex with boys. The ringing of the phone ruining the mood I got up to get it. I was watching on of my favorite home movies while I fucked myself with a vibrator when the phone rang. "Hello?" "Hi Rachael, it's Jen." "How are you sweetheart?" "Oh I'm fine. I have a favor to ask you." "Sure anything." "Well Jack and I are going for a weekend vacation and at the last minute our babysitter fell through I was...

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Tags: bath, bathing, big-breasts, huge-tits, older-woman, punishment

Wife becomes an Exhibitionist – The First Year

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PRELUDE The following is a true account of how my very beautiful though very conservative wife was transformed into a shameless public exhibitionist. My lovely wife slowly evolved into a showoff as a direct result of much persuasive encouragement from me, her boss and co-workers. She was also joined in her trek into full-time exhibitionism by two equally lovely companions. One companion was her pretty blond haired co-worker and the other was my beautiful young secretary. It took less than a year for the three women to adapt to constantly exposing their lovely feminine charms for public view. Now they...

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Tags: areola, bath, bathing, big-breasts, huge-tits, older-woman

Willowy Wonderland

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I was not an adult but a 16 year old boy should be considered one in today's world. I was 16 in 1966 and boy was I naive.... We had a neighbor lady named Jean. She had a husband by the name of Everett that was a nasty foul mouthed hick from the sticks. Growing up all of the kids in the neighborhood hated the guy. My mother and Jean were pretty good friends and Jean would tell mom how nasty Everett was and how he was always treating her like dirt. In the summer of 66 he was killed...

Wish of The Paperboy

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As a youngster I had a paper route in order to earn the extra money I needed to buy some of the goodies that I desired. This was a very profitable route, although it was a once a week delivery. I was always trying to drum up new business. One day my mother told me to go and ask a new family that had moved in, if they would like delivery. Learning of this, I headed to there place and rang the bell. A young girl, about 9 years old answered. I asked if her parents were home. Shortly after,...

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

Wonderful Older Lady

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I've been jacking off for as long as I can remember. There is nothing better than laying on the bed naked and rock hard fantasizing about a true life experience, or fantasizing about an experience one wishes they could have. In all my experiences the hottest ones have been where I was lucky enough to be watched by a woman. I've found that in most instances, if I know a woman and I have a good friendly relationship with her, and I am honest and I tell her I'd love to jack off in front of her, most will watch...

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Tags: older-woman

Would I Get Caught in her Bedroom? (part 2)

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By Rick From Part 1: I continued to stroke myself, all the while the pair of dirty panties lay on my face and I continued to inhale the beautiful aroma. As I was ready to explode, I quickly lifted the panties and slip off myself and as I grabbed and moved my tee-shirt, squirted the hot semen all over my stomach. I continued stroking while I smelled her panties ensuring that every last drop would be spent and as I lifted the dirty panties off my face, I opened my eyes to see this woman standing in the doorway of...

Would I Get Caught in her Bedroom? conclusion

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By Rick From Part 2: The next time she started this routine, she put quite a bit of the vibrator up my ass while her other hand continued to stroke me. I could feel the vibrations all through my lower extremities as she pressed it against the inside of my ass. She felt me tremble, my dick was pulsating, and this time she did not stop. Instead, I exploded all over the inside of the slips and the smooth silkiness touching me was too much to handle. I begged her to remove the slips and was trying to pull my...

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Tags: masturbation, nylon, older-woman, satin, stockings

A Christmas Party with an Older Woman

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By Rick I'm a twenty-five year old male and was recently in the laundry at my apartment complex. Usually I don't see many people in here, but just before Christmas just after I had put my laundry into the washers, a woman in her late thirties or early forties came in with her basket full of clothes. She was medium build and wearing a frumpy sweater and dress with what appeared to be pantyhose underneath. She had fairly nice size breasts and an average face. She had her backside to me while she was putting her clothes into the washer...

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Tags: nylon, older-woman, stockings

Vasectomy

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When I was 29 and dating a woman with two children, I decided that since we didn't want any more children I should be responsible for the birth control so Dianne wouldn't have to take the pill anymore. A vasectomy seemed like the smartest decision. I didn't know where to go for it, but one of my old girlfriends worked at a Planned Parenthood clinic so I asked her. Mary Fran told me that a doctor came in once a month to do vasectomies at her clinic and made an appointment for me for the next open day. She told...

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Tags: doctor, medical, nurse, older-woman

Voluptuous Aunt Diane

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Voluptuous Aunt Diane Ch. 01 It was a great summer. I was 18 years old, with no job, and no responsibilities. After having been small for most of my life, I had finally had a growth spurt the year before and was up to 6 ft tall, and in great shape. I spent most of those few months in a small town, where I had a lot of family, including my Aunt Diane. Aunt Diane is my mom's younger sister and, at 35 years old, was still a very attractive, voluptuous woman. She has the most amazing set of tits...

Voluptuous Karen

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--- --- --- --- --- --- --- --- --- --- --- VOLUPTUOUS KAREN -part 1 --- --- --- --- --- --- --- --- --- --- --- No woman in my life had such a fantastically voluptuous shape as Karen Wray, my college landlady. My eternally ideal object of passion. That she was also supremely refined in the art of seduction, you will agree if you read on. This is a memoir of my first amour with a grown woman. As long as I can remember I have been fascinated by women with voluptuous figures, which necessarily implies very large breasts,...

Trick or Treat

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Henry felt like an idiot. Here it was, Halloween. All his friends were out egging people's doors, throwing water balloons at cars, and just generally causing trouble -- exactly what every 14 year-old boy SHOULD be doing on this day in a small town ... exactly what he should be doing. Instead, thanks to his mom, who had to work an extra shift tonight, he got stuck walking his little sister Trish around for trick-or-treat. It just wasn't fair. He loved his sister and all, and she wasn't nearly as much of a pain in the ass as some 8...

Tutor’s Lonely Wife

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When I was 15, I was struggling with math class and my mom arranged for an accountant she knew from work to tutor me in private lessons at his nearby house. He was apparently a very busy man, because sometimes he would show up and sometimes he wouldn't. However, his wife was always home and was always very friendly, kind and courteous. In fact, I was enamored of her... a typical schoolboy crush for an older, very attractive, more sophisticated woman. Even though I had a girlfriend at the time, I'd hang out with her during aborted lesson times anyway...

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Tags: doctor, medical, nurse, older-woman

Tutor Tits

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My wife, Judy, and I have been engaging lately in exposing her naked body to all sorts of men as foreplay to great times of sex between us that she likes to use as her excuse to do it. She has long been an "innocent" exhibitionist that enjoys being braless and can fluster even good friends or neighbors when we're out working in the yard where she will tease them with close-up views of her nipples poking into the thin tops that she deliberately chooses to wear when she knows she might get caught. Our intentions have always been that...

Two Older Women in the Hot Tub

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My parents hosted a Halloween party this year, and I usually only stay a little while before I go to meet my girlfriend and other friends my age. This year, my girlfriend had to work, so I decided to stick around at my folks party and see what the older people do for fun. Boy was I surprised! Since I wasn't going anywhere and wouldn't be driving, my Mom and Dad let me drink "adult beverages" with them and their friends. I was sort of a hit with the crowd, as I had a well known burger franchise mascot's costume...

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Tags: nylon, older-woman, stockings

Umbrella!

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We are four normal guys, perverts. I'm Gary, that's my best friend, Joey, the one with the black hair, and my other friends Billy, with the blonde hair, and Arthur, the tall, skinny goofy one. We attend the same college in the Northeast and return home to Dayton, Ohio during school breaks to touch bases with our parents; after all, they are paying the bills. Our friend Arthur, the nerdy one of the bunch, developed a sudden interest in hypnosis after watching a video from Japan where they hypnotized a group of women to crawl around the floor while wearing...