older woman sex stories – Page 17

Brighton Bed and Breakfast

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I don't know if any of you have visited a seaside bed n breakfast in the UK before, but they're pretty grim affairs. I spent some time traveling around the south coast of England a few years back, so I saw a lot of them, spent a lot of time staying in them, and I know whereof I speak. Your typical English coastal B&B is a narrow three to five storey Victorian building within one or two blocks of the beach. They tend to be crammed together in rows, with no gaps between the buildings. Formerly houses for the rich,...

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Tags: grandma, grandmother, grandson, granny, nightgown, older-woman

Bunkmates

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Even at an early age I was fascinated by pantyhose. The silky sheen and the soft feeling of nylon never failed to get me excited. Whenever I saw a woman wearing them I would stare at her silky legs and try to sneak peeks up her skirt or dress, becoming instantly aroused even by the slightest flash of control tops. I fantasized about them constantly and would sometimes even sneak into my mom’s or my sister’s underwear drawers just to get a close look at the mysterious fabric that had such a hold over me. Then one day my aunt...

Best Friends Mom

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From the age of 6 to 18, I lived a couple of doors from my best friend. His dad was a doctor and worked long hours, and when he wasn't working, he was on the golf course. My friend was an only child. His mom was about 28 when he was born, and she took great care of herself. I've posted stuff about her before. This thread reminds me of several times where she'd do housework in the sheerest of nightgowns. Of course, only around me, my friend and one other boy. Never around us when her husband or our...

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

Bev’s Massage

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My cell phone wouldn't stop ringing, but I had no time to take any calls as we made our way up to her doctor's clinic. Bev had called me at work, and when she told me she had fallen, I dropped everything and rushed to her home. Normally Bev would call my wife for something like this, but Kate had been out of town for 3 days and was not due back for at least another two. Bev wondered if it was Kate trying to ring after I had left the message at her hotel that her mother had fallen...

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

Bible Mom

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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

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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

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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...

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

BBW Stepmom

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It seems I always had this thing for bigger, full figure women. I don't know where is started but I seemed to fantasize about them all the time. My step mom was a bigger woman. My dad divorced and remarried when I was very young. He was away quite a lot with business so it was just me and Sally, that's my stepmom, at home most times. I always thought Sally was quite attractive even when I was young. As I grew older I started to notice her more. She had put on a few more pounds over time and...

Be Careful What You Wish For

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Chapter I: Kevin's Shameful Secret As Kevin awoke, the large black nylon panties over his head and face instantly reminded him of the previous nights activities. His right hand instinctively reached down to fondle himself through the silky confines of the pink nylon women's panties he was wearing; as his left hand began to rub the shiney satin cup of the white padded bra that was secured around his chest. His excitement increased upon feeling the stiff nylon of his cum stained panties, as he remembered last nights hour long conversation with his strict telephone dominitrix, Mistress Dawn. Kevin began...

A Voyeur’s Dream

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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

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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

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“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 seriously good news. My...

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 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!...