older woman sex stories – Page 17

Bible Mom

Rate this story

I'm going to talk about my mother and her religion in a way that may appear a little dark, depressing and uncomfortable. I think she was a lousy parent but I know I wouldn't be me if it wasn't for her and her mistakes. My mom came from a military family. She was the second youngest and terribly jealous of her younger sister. I think that's why she got married at 18 to Vietnam vet and had me by the time she was 19. Sadly, the marriage was over by the time I was four. I have almost no memories...

Big Evil Auntie

Rate this story

David had just finished his paper round and was feeling a little tired being small for his 16 years. As he entered the house he saw his Aunt Sheila in the living room sitting on the settee crossed legs showing her ample curves, a woman of 40, strongly built about 5'10" 180 pounds, brown hair tied in a bun. David stared at his Auntie as he entered, she looked up at him her huge breasts jiggled, David's Aunties breasts were at least 49DD, in fact her figure measured a whopping 49DD-33-48, she had a broad but tight waist, broad back...

Big Tits

Rate this story

Is it a blessing or a curse for a thirteen year-old girl to have huge tits? I was already sporting 34DDs when I entered junior high school. The boys flocked around me, found excuses to rub against my chest, and the bolder ones would even grab at them when they could. It made me uncomfortable as hell. My older sister comforted me and told me I should enjoy the attention, and the power. She said my tits could get me a lot if I wanted, that boys, and even men, would do just about anything I wanted for a chance...

READ MORE

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

A Voyeur’s Dream

Rate this story

My girlfriend Diane is an exhibitionist and I am the appreciative voyeur. She is forty years old, very attractive, full-figured, and has very large, pendulous breasts. She wears loose fitting, low-cut blouses and tops and bends over in front of her "victims" giving them terrific views of her hanging breasts. She adjusts her bra straps loosely so that her breasts bulge out of the cups and her nipples peek in and out of view when she bends. She also wears denim jumpers and skirts and sits "unladylike" or squats or bends around men and teenage boys, giving them views up...

A Voyeur’s Dream 2

Rate this story

As I indicated before, there were powerful forces at work when I was a boy that shaped my wants and needs as a man. I stayed with a neighbor lady, Jean, after school. I know now that she was an exhibitionist, but at the time I just thought that I was the luckiest kid around. She was constantly treating me to cock-hardening views down her blouse and up her skirt. I was a horny kid and masturbated furiously and frequently thinking of her and others who I had glimpses and fantasies of. One hot sunny afternoon, I went to Jean's...

Babysitter

Rate this story

“Mom, do I really need a babysitter? I mean I'm thirteen, after all.” “Probably not, sweetie, but it would make your father and worry less. And besides, don't you think a whole weekend alone in the house would get lonely?” “I guess so. I just wish you guys thought I was more responsible.” “Alright Josh, I tell you what. If you're well behaved for the babysitter and Sam gives your father and I a good report, we'll think about letting you stay home alone next time we go on one of our couple's weekends.” That was...

Barbara’s Panties

Rate this story

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

Rate this story

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

Rate this story

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...

A Visit to the Doctor

Rate this story

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...

READ MORE

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

A Visit to the Doctor (part 1)

Rate this story

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 Paula’s Odd Proportions

Rate this story

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

Rate this story

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

Rate this story

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

Rate this story

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,...

Aunty Pat

Rate this story

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....

READ MORE

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

Aunty Rosemarie’s Directoire Knickers

Rate this story

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

Rate this story

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)

Rate this story

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...

Aunt Jenny’s Panty Paradise

Rate this story

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...