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...

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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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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,...

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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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Home Alone with My Mother-in-Law

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Daughter invites her MILF of a mother to stay with her and her husband. After losing her job as a waitress and unable to afford her rent, sexy things happen when Audrey comes to live with her daughter, Jennifer, and son-in-law, Daniel. Unaware that her husband has been sexually lusting over her mother and her mother has been sexually lusting over her husband, Jennifer invites her mother to stay with her and her husband until she can get a job and get back on her feet. Note: Being that a son-in-law is not blood related to his mother-in-law, normally having...

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Hot Easter Surprise

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It was the Easter holidays and my fiancée and I were staying with her parents. I woke up and looked at the clock next to the bed, it was 10am. It was a Saturday, so that would probably mean I was the only home, my fiancée had gone out shopping with her best friend earlier this morning, her dad would be at work and her brother was away for the weekend, I had no idea where her mum would be though. I went to the bathroom and brushed my teeth, as I walked back to our room I paused to...

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House Arrest

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It was only a few weeks since ten year old Randy first jacked off.  His friend showed him how to whack his Willie and thereby have this incredible sensation, his friend having himself just learned the trick from his older brother.  The very first time that feeling swept over him, it frightened Randy, thinking that he was about to go blind or even die or something. But he didn't die, he just felt... well,  incredible. When he realized that he hadn't died, gone blind, and that nothing terrible had happened, he naturally wanted to do it again, and each time...

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Hypnotising Aunty

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I don't know why I fantasised about my Aunty J.  She was a small, thin lady in her early sixties, with a small bust.  But I longed to have her thin fingers wrapped around my prick.  I wanted my Aunty J to wank me off.  And that is all I wanted, no sex, just a good wank. So, one day at a birthday party, a hypnotist was booked to provide the entertainment and this is what gave me my idea.  I  watched with awe as he had my Aunt barking like a dog and crowing like a cockerel. After the...

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Hypnotism Hose & High Heels ch. 3

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It was the midnight hour at the Etheridge home. Frank Etheridge rose from his bed as the grandfather clock in the hall tolled midnight. He threw on a robe, and left his room. He walked down the hall. He stopped at his mother's bedroom door. His hand found the knob. He turned it. The door eased open on well-oiled springs. Frank walked into his mother's bedroom. It was dark, with only the glow of a night light illuminating the room. The glow was sufficient, however, to reveal his mother's bed, and his mother's still form on the bed, deep in...

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Halloween Exhibitionist

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I've always been an exhibitionist. Always the one with the too small bikini or the shortest skirt or the see through tops, the one all the guys like to flirt with, and I love it. From my days growing up and going to school wearing the shortest skirts and teasing the boys and teasing the male teachers, I have always loved to show off my body. I am 5'6" tall, blonde, about 130lbs with a nice set of 34C tits that still stand firm. I'm 22 and married to a guy 47 so yeah I dig older guys. We've been...

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Great Aunt Vera Teaches the Ins and Outs of her Underwear – The Bra

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My great aunt Vera had recently taught me all about panties and why they differed from men’s underwear. This had involved me wearing a pair of her prettiest pink panties and culminated in her helping me soak them with my boyish spunk. A week later, and I was back for my second lesson. She’d told me I would learn all about her bra. I was already hard when I knocked on her door and she let me in. As before, she was wearing a robe but I could easily visualize what she had on underneath. We went straight up to...

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Great Aunty Lynne

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My grandfather had been ill for a month, he was only sixty-two years old but his heart got a disease that meant he would need a transplant, that was, if they could find a donor that matched him. My father told me to go over to see him in hospital as I was on vacation from school; dad had a bunch of books for me to take to grandpa, oh, and the eponymous bunch of grapes, naturally. I had to catch a bus to the hospital, I had just got my drivers permit but my parents couldn't afford a third...

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Grandma Em

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  In all my years, I had never thought of grandma Em in a sexual way – until the day I walked into their house, yelled for her and got no answer. I could see that grandpa Willie was gone. His Chrysler's absence meant he was either gone to play gin rummy with the guys or he was at the golf course. Either way, I figured she was in the garden fooling around with flowers. As I head to the bathroom, I had whipped out my piss-hard dick, opened the door prepared to lose my pee, when I get shock...

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Grandma Pammy

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When I was ten years old, my dad remarried a very pretty woman named Susan. Her mom lived with us too for about three years until I was thirteen. Her name was Pam, and we called her "Gramma Pammy". Pam was probably in her fifties and she was a pretty lady too, and really sweet. She was kind of heavy set but with a firm body and she had huge boobs. She had a very outgoing personality and a great sense of humor; always joking around. She was a wonderful Gramma! Gramma Pammy was always really nice to me and...

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