masturbating sex stories – Page 10

Me and Gram

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It all started when I was 13..... My ma and pops got divorced that year. During the break-up they sent me off to Grandma's for a while. Gram was widowed at a young age and loved having the company. At this time she was not much older than 50 and carried along a plump figure. 5'4 give or take with a huge set of natural tits and an ass you could set your coffee mug on. To cope with my parents’ divorce I had been stealing my pops' pornos and experimenting with masturbation. About 3 hours after stepping in my...

Me and My Mum

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A son and mother look at their relationship from their own perspective. The story of how a mother and son's relationship develops and changes from mere maternal love to full sexual love is complicated. It doesn't happen overnight and it often takes years. That's why the story is long. In this, we look at the relationship from both the mum's and son's perspectives and witness their doubts and fears, their aspirations and desires. The son. I suppose it was akin to letting Dracula into a blood bank, a cat into a fish shop or giving a pyromaniac a box of...

Me and the Mother-in-Law

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I'm a 34-year-old married male and the story I'm going to tell you happened to me last week. My wife and her mother have and will always be close; her father left her and her mother when she was just a baby. My mother-in-law is a very sexy 58-year-old, with curves in all the right places and very large breasts. Anyway, My wife works for a company that sends her out of town to fix companies computers when they crash. One night she gets a call and has to leave in the morning, but she will be home in about...

Messing Up Grandma’s Underpants

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I think I learned at an early age that silky things like women's panties, nylons, and slips were a great tool for masturbating. The feel of the silky undergarments against the head of my penis made it throb, and would make me blow huge loads of sperm all over them. But it wasn't until I reached about my 30's when I found a new thing to do with them that made me orgasm like I had never done before. It all started when I moved in with an old girlfriend into a house that her and her mother lived in....

MILF for a Neighbor

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My story happened just last summer. It was a summer I will never forget in my entire life. I had just turned 17 recently and was looking to buy a new car. The one I had been driving for a year now was broken down, and always needed some kind of repairs. So I looked around, and wanted to buy a new Jeep Wrangler. The only problem was I would have to make the payments, so that meant I had to get a steady job. I got a job at a local pizza place. The work was easy and the...

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Tags: big-breasts, huge-tits, masturbating

Loose Screw 4

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by JAS IV - LAST EVENING when I play with my new toy. Substitution After our afternoon together, Rosemary had said to me, "There you see! You can manage to achieve satisfaction without John." I wasn't sure. "Yes, but can I manage it when I'm just by myself?" "Of course you can, especially as we've found out how erogenous your breasts and nipples are and that like most women you have a G-spot just inside your vagina. I think you know I'd like nothing better than to spend the evening with you but I do have a prior arrangement that...

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Tags: masturbating, nylon

Losing Control and Getting Caught

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I used to spend a lot of time at my grandparents house when I was a kid. My mom and I had lived with them when my dad was in Korea so I was very close to them, especially my grandmother. I discovered masturbation in my grandmother's bathroom around age 12. She would put her panties in the bathroom hamper every night. I always had to take a bath when I stayed over there. One night my curiousity got the best of me. I picked up her pink cotton panties from the top of the hamper and took a sniff...

Manager’s Mom’s Used Panties

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It's been such a busy period lately. Time is spent shuttling between the office and home, with drinking sessions sometimes after work as a means of socializing with the top management. I have been packed with work at the office, and I do not even have the time to indulge my favorite fetish of panty sniffing. Thus it was to my delight, that I managed to get a whiff of some new panties recently. Just last week, I was out after work with my manager and some other colleagues at a pub near our office. I was actually rather tired...

Man’s Best Friend

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I just wanted to add my story and discovery of my one true love in life: Panties I started when I was a teenager. For some reason, I got aroused thinking about my mom's panties. I would see her walking around the house, with nothing on but her panties and bra. They were big, silky, soft, and had lots of lace around the leg openings. They came up about two inches over her navel. One day when I was alone, I tried on a pair and had an instant erection and my first orgasm. I have been addicted ever since...

Masturbating for Sandra (ch. 1)

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Sandra and I have always had a curiously sexual relationship. Not that any physical contact has ever taken place, but sex is never far off the agenda when we converse. My partner is her husband's sister, so I guess that makes her my sister-in-law; indeed, I met Lesley at one of Sandra's parties. This is vaguely irrelevant, although it does explain the relationship, e.g., outrageous flirting and general horsing around with somebody I see frequently, although no contact One Sunday afternoon, I had returned home from playing golf, showered and as usual, was intending to spend the rest of the...

Masturbating for Sandra (ch. 2)

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About two weeks later, Lesley was out for the evening and I was carrying out her instructions. These were to tidy up the house, sort the laundry, etc while naked and erect. I was to maintain an erection for two hours by masturbating then, after 9pm, it was up to me. I could either continue masturbating or not, but I was not to ejaculate without permission. We often play this game. It is part of the humiliation and exhilaration of being naked and under somebody else's direction. Of course, I could just strip, wank and get on with stuff, but...

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Tags: anal, anus, humiliation, masturbate, masturbating, rectal, rectum

Masturbating for Sandra (ch. 3)

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Many months had past since the previous episodes of this short saga, during which time normal relationships were resumed. Sandra and I kept bumping into each other at various family functions and would occasionally speak on the phone, but for some reason my masturbatory efforts on her behalf were never discussed or even referred to. There were highlights of course. At a drinks party for my birthday at a local bar, Sandra came over to the table where I was sat with a beer she had just bought for me. Nothing unusual in that, except that she was wearing a...

Masturbating With Aunt Ann

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I learned to masturbate when I was about 11 years old. I was in the bath tub and for some reason I had a hard on. I was soaping it up and it just felt better and better until I came. From then on there was no stopping me. My mother had an old maid aunt who was about 62 years old. One day while she was visiting us she had to use the bathroom which is right across from my room. I had my door closed part way and was laying on my bed. I had a perfect view...

Life with Aunt Fanny

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One of my earliest sexual memories is having a bath with my Auntie when I was about xxxx. We lived in a large, older two-story house in a quiet neighbourhood of the city. Our main bathroom had an old-fashioned claw-footed tub that you could fill up to your chin with hot, soapy water. Aunt Fanny had me sitting between her legs, facing away from her. She had a bar of soap and, while she rubbed it gently over my body with one hand, she gave me a soap-suds massage with the other. I could feel her hard, erect nipples pressing...

Lisa’s Panties

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Bob McClintock had got himself into some major trouble. He had had his run-ins with the law before, and even done a couple of thirty-day stints in the county jug, but this time he had really hit the big time. For his part in an arson plan gone wrong he had netted himself four years as a guest of the Feds and, even with remission for good behavior he was going to be doing every day of two and a half years. Things might not have been so bad if his wife, Leona, was still alive, but she had been...

Little Bobby’s Problem (part 1)

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CHAPTER ONE: THE RISE AND RISE OF BOBBY NUPPENDAUN This story really began when 18 year old Bobby Nuppendaun was in his stepmother's bedroom, in the middle of one of the countless masturbation sessions he enjoyed each time she went out. Except on this occasion Ellen Highwater chose this exact time to come back to the house, to collect her forgotten pocketbook. As she climbed the stairs, she suddenly heard Bobby's voice – coming from her bedroom, it seemed – as the boy talking to himself, quite obviously in a state of high excitement. In actual fact he was nearing...

Little Bobby’s Problem (part 2)

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Chapter 2 Stepmother lends a hand. "Bobby dear, I think further steps are necessary - would you be a good boy, and unhook this big, stretchy brassiere, for me?" She leaned over the boy, bringing the front-fastening garment within his reach. Of course, it also brought her gigantic breasts, topped by twin thrusting teats, to within inches of the little boy's face. Bobby eventually shook off his shock, and struggled to release the many hooks – how he struggled, but he kept at the task manfully, and finally the last hook was released. I think your penis could do with...

Living With Aunt Jane

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What a great year this was turning out to be. I had just completed my internship with a company and was offered a full time job with a sister company in another state. I was excited about moving to a new city , but because of my reckless spending I did not have much money in the bank to afford a big move like this. It was depressing to know that after just turning twenty-five, I did not have much to show for my hard work. I was scheduled to begin my new job at the beginning of the next...

Landlady Love

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"Age is not a barrier...Many a good tune is played on old fiddles" I can still remember the first time I found out what it was to be a man. I guess I was about eighteen at the time and living in a rented room somewhere in the city. My landlady, who I had always referred to as Mrs. McLaren, had been kind enough to take me in at a reasonable rent when she found out that I was struggling through university. That was eighteen months ago. My studies had kept me from pursuing the pleasures of female flesh so...

Laundry

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I was sorting out the dirty clothes in the laundry basket, and came across a pair of my panties. I usually go for black cotton 'tangas' although sometimes I wear black lace 'bikini' briefs. Just because I'm 45 I don't see why I shouldn't look sexy - although to be honest no man has actually seen me in my underwear for a year or two. My only child, Robert, who's 16, doesn't count - or so I thought. The panties in question were screwed up into a ball. I tried to open them out so they washed better and discovered...