Mom’s Best Friend

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I was 13 and my Mom’s best friend Terri had recently walked out on her husband after finding out he was cheating on her. Terri at the time was 46 years old and very attractive (to me at least) for her age, red hair with some gray, about 5’6” tall, she was a large lady but not nasty large I guess a small BBW would be a good description of her. She had a nice round booty and big tits DD or DDD depending on which one of her bras I checked out. Terri came to stay with us for...

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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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Marc’s Mom

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I can't believe my dreams finally came true! The other day I was staying over at my friend Marc's dad's house, I know you're probably thinking that I'm weird staying at my friends house when I'm nineteen but I had a good reason there was a house party round the corner from his dads place so he offered to let me crash seeing as his dad and his sexy step mum were at a party themselves and wouldn't be back until the early hours. Any way after a mad party we trecked back to his dad's house where we just...

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Massaging Mike’s Mom

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*** A young man gives and receives a massage to and from his best friend's foxy mom. *** Mike Johnson and I have been friends since before high school, and grew up just a few blocks from each other. We're both now 19 and in college. This summer we are back in our hometown and see each other every few days. He is working part time for a retail store, and I'm studying therapeutic massage three days each week. Yesterday we planned for me to come over to his parents' house after lunch and hang out at their pool, which...

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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...

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Me and Mrs. Getter

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Why do I love older women? Well, I generally feel pretty insecure about myself, and I never felt special until the Getters moved in next door and Mrs Getter asked me to watch the children for them. I'm eighteen and what do I know about things like swinging and swapping, but I found it out first-hand when she and her old man came home a little drunk earlier this evening. I get up to leave and Mr. Getter starts to pay me, but then he winks at his wife and puts his wallet away and looks me over.They exchange a...

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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...

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Medical Mischief ch. 3

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Chapter 3 I awoke to the sounds of whispering and suppressed giggling. It took me a while to figure out where I was and, with what I had already gone through, I half expected to find myself tied naked to a bed. But this time I was mistaken. I lay curled up on Julia's bedspread with one of her towels wrapped around my waist. Julia Horney, the medical centre receptionist stood looking into my face with a mischievous smile and a gleam in her eyes. "Hello Tommy" she said. Something about her voice and demeanour gave me a very uneasy...

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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....

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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...

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Lana’s Adventures

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First, I would like to describe this beautiful creature to you. Lana is a natural blonde with gorgeous blue eyes. She stands about 5'6" tall with a beautiful figure. Her measurements are 38inch Double D cup breasts, a 24 inch waist, and 36-inch hips. Needless to say Lana's soft, firm, natural, magnificent 38-inch DD cup breasts are what she is most proud of. She is a little on the heavy side, however most of her weight is carried in her huge mammaries and in her curvaceous ass. Alot of guys don't care for ladies with a large tush, but if...

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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...

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Landlady Wanted to See

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I rented a room while I was in college. My landlady was about 60 or so, had a nice set of tits but was a little chubby. She was really nice and very friendly and always trying to please me. I would lounge around in my pyjama's and watch TV, read and talk. She would eventually get her night gown on, and lounge the same. One evening, she asked me to just sit around in my underwear, as she was tired of those pyjamas. I thought what the heck, so I did just that. She watched me intently, and sure...

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Lending a Helping Hand

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"Sh, Sh, Sh, sweet baby, it is going to be ok.” Looking at the wall clock, I notice it is 4 a.m. 2 hours of non-stop crying. What started as a little whimper has gone into a full blown distress cry. I am now officially a single mom. Emily is a week old and we are trying to learn how to breastfeed together. There is no lonelier feeling than being up in the middle of the night with a crying baby. Plus, being a first time mom, I have no clue what to do. My milk has come in and...

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Kathy

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By Bob Because Kathy was unable to get around I offered to stay and help her out. She wanted to pay me for fixing the porch but I refused any money from her. "Oh please Bob, take this money; you worked hard fixing my porch. If it wasn't for you, I don't know what I would've done." She begged. It was hard for me to take the money; sure I fixed her porch and what have you but if I'd been looking out in her interest in the first place she wouldn't be lying there on her couch with her...

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Weekend at Julia’s (part 1)

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I couldn't believe it. School was out for the weekend, and I was getting to spend the whole weekend with my Mom's friend Julia. My mom was out of town, and I was to go home after school, get my stuff and get over to Julia's. She had asked me what I wanted her to wear to work today. I would then get to enjoy it after she got home. I had told her to wear a skirt that would give me lots of access, and to wear a pair of her full length nude panty-hose with no underwear on...

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Karen in the Brown Dress

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  (A Continuation of the Julia Series)   This is yet another amazing story from the Julia saga (Weekend at Julia's series, Modeling series etc.). If you read Julia Part 4 and Julia's Friend Karen, then you know how I got connected with her. The important details are that she was very tall, dark and full figured. One day, a few weeks after Karen and I had our first encounter alone together, Karen called me over to clean her gutters for her. I anxiously agreed hoping just to get some good looks at her curvy body. I got to Karen's...

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Julia 15: REUNITED!

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Julia and Trevor Hook Up Years Later For those of you who have followed the Julia series, you know how my Mom's friend Julia fulfilled my panty sniffing fantasies for years, leading to a full-blown sexual relationship when I was in high-school. How we never got caught is beyond us, as we reflect back on us now. Our sexual relationship faded when I went away to college, with the exception of a couple of amazing weekends when Julia came to town to visit me. We may share those stories at some point. Anyway, I got married after college, and my...

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In Love with My Best Friend’s Mom

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Ever since I could remember I had this special attraction to my best friend's mom. Her name is Mrs. Towers. I must admit Mrs. Towers is not the drop dead gorgeous type and she's kind of old being in her 40's but her image is that of a 1950's cover girl, sweet and wholesome. I used to jerk to the image of my best friend's mom jerking me off. But my fantasies started to come true when I was about 18 years old I went to my best friend's house early in the morning, when I knocked on their door...

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Holiday At Auntie Joan’s

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May I start with a little introduction; I am 33 years old of average height, average build, wear glasses and would pass by in a club without much of a fuss. May I also point out that I am adopted so any liaisons with family members are not strictly incest? Since my interests in the fairer sex go back into my earliest memories, I thought that the others of like mind out in the vast underbelly of this beast we call the internet would enjoy a quick resume of my past and contact me with comments and perhaps opportunities to...

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