Bobby the Babysitter
- 4 years ago
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Jack Niles was married for the last twenty years. He and his wife were best friends. They were each other’s soul mates. They had a healthy sexual relationship and pleased one another. Jack also had secret desires which he didn’t share with his wife.Jack was obsessed with breasts. His wife had a small chest. He begged her to get implants, however she was scared about her health. She would get real mad at her husband for ever suggesting that she needed implants. Jack’s obsession with...
TeenKatie Hartwall shuddered as she heard the front door close quietly. She sat on the sofa and tried to look like she was watching what was on the TV. The seventeen-year-old tried to do anything to take her mind off what was coming her way in the next few moments when her mum would walk into their comfortable living room. Katie Hartwall began to play with her long, brown hair, which she had tied up neatly behind her head, listening all the time to the sounds made by her mum who was undoubtedly...
SpankingLinda Stevens sighed in disgust. Another lousy weekday afternoon with nothing to do. She stared into her bathroom mirror and saw a reasonably attractive 39 year old woman staring back. Not bad, she thought to herself, a few wrinkles around the eyes and a few gray hairs, but otherwise I look fine. I wonder if I should dye my hair to hide the gray. No, she thought, it would just look fake and besides her brownish-blonde shade blended well with the occasional gray hair and it didn't look bad...
Jenny was almost 16 and had never had a boyfriend or even kissed a boy not even held a boys hand. She was the daughter of a single mother who had become very obsessed with her church after getting pregnant very young. Her mother would not divulge the name of her father and Jenny had even snuck a peek at her birth certificate and under father it said None. After getting involved heavily in her church her mother never dated another man and she intended to isolate her daughter in the same manner...
Bobby's Mother asked me to spend the weekend babysitting him. "Hells Bells! The boy's thirteen years old,Kayla. He doesn't need anyone to watch him!" I said into the phone. "You're one of his best friends,AND You KNOW he steals our booze every chance he gets! Do You Want him to die from alcohol poisoning while we're gone?" So,from that Friday night till the next Monday evening Bobby and I were to hang out together.I have known Bobby all his life. He's a great k**. He is slender,short,has blond...
In high school young Ed caused a scandal when he got caught fucking the female girl’s gym teacher. She was madly in love with Ed and his fantastic ability with his hormone charged young cock. Her husband was boring and a self-centered lover. Ed, on the other hand knew how to take time and please her. After she came a number of times on his cock he then ate her cunt and gave her more orgasms. At this point he was only 16 years old. His wealthy parents sent him to a private school in...
Introduction: Cute babysitter seduces a single mother The Babysitter She gave a light tap on the door, knowing that there was a baby in the house probably trying to sleep. The tapping was loud enough to alert the childs mother who was sat in her living room. The house had been silent so the sound startled the young mother who, up to now, had been playing through the infinite possibilities of the night ahead in her mind. The more she thought about it, the more nervous and edgy she made...
I opened the door and saw her through the glass storm door. She just smiled and waved for a few seconds, and I had to return the favor. I opened the storm door too. "Hello, Alli, you are looking well." "Hi, Mr. Fonpolous, thank you," she replied, strolling into the house. "How are you doing? Has the dating life been decent since the divorce?" "It has been okay, Alli. It is tough out there though, and please, call me, Rex," I corrected her, failing to part my eyes from her while...
Jack Niles was married for the last twenty years. He and his wife were best friends. They were each other’s soul mates. They had a healthy sexual relationship and pleased one another. Jack also had secret desires which he didn’t share with his wife. Jack was obsessed with breasts. His wife had a small chest. He begged her to get implants, however she was scared about her health. She would get real mad at her husband for ever suggesting that she needed implants. Jack’s obsession with breasts...
Introduction: Our babysitter seeks answers about sex One of the things my wife and I loved about our house, the first time we saw it, was the neighborhood. There were kids playing outside, and everyone seemed to know each other. Since the house was also best of all we had looked at, we bought it immediately. While the house does have its issues, it has a lot going for it, too. First, it sits on a huge lot. Its actually nearly two full lots, meaning we have a huge backyard. It also has a great...
We first met just after I started junior high school. I had entered the seventh grade like many others, in that I was awkward, felt alone and out of place most of the time. Miss Bobby as she was called singled me out on my first trip to the library in search of a research book. Even at that moment in my backward way I felt she had strange and wonderful things planned for me. What they would be was beyond my comprehension but I still felt they would be wondrous. When I noticed her watching...
Boston with its many old neighborhoods is as varied as its people. In the older seedier parts of town many people live and carry on in a world much different from the clinically clean and proper suburbs. On some streets there are rows and rows of the monotonous dark brick two, three, five or six story apartment buildings many exactly like the one next to it and just like the ones across the street. Other streets, while somewhat rundown, have a funky array of different buildings each one a...
Bobby Sue was young and wanting to please men. Her mama didn’t like the way she dressed and told her to act like a lady and not like some cheap slut. However, her mama wasn’t around to see how Bobby Sue was acting with the boys.Bobby Sue was eighteen and was always showing the local boys her breasts. Her mama’s boyfriend was always looking at Bobby Sue like she was a model. Her mama said if she caught him and her daughter together she’d throw him out of her trailer. She'd been in a...
InterracialAfter I dressed up for Lee a few days later i dressed for Bobby. We would fuck and suck and i would dress up but i was watching more porn and was wanting to take it further. My step dad had a video in not with the others in the box under his bed it was in a shoe box in his closet I glued one day when I was getting some of my moms clothes to wear and Fuck Bobby. The shoe box had 2 videos in it Gangbang girl 9 and Backdoor Desires, condoms, lube, and a handcuffs with a key. I watched both movies...
Introduction: This is the second part of the story… enjoy. Bobby and Spanky II By Lamia Lobato After Bobby and Spankys last visit, nothing has been the same in my life. The first night that they came I left my bedroom windows open all the way whishing with all my heart that Bobby appears there while I was masturbating, but it did not happened and I did not see him. His light remained off all the time. Still, I imagined that, hidden in the darkness, his curious child eyes watched me and he did...
It’s always an exciting time when Bobby, my wife’s stud lover, calls and announces he is coming by with a couple of young friends. It’s time for us to to prepare!We both take great care in getting ready for their arrival. She knows what he likes: seamed stockings with a garter belt, fuck-me heels, crotchless panties, and nude above the waist except for a pearl choker. She tops this off with eye shadow, bright red lipstick and dangly earrings. Boy, does she look slutty and fuckable!She is so...
BisexualIt’s always an exciting time when Bobby, my wife’s stud lover, calls and announces he is coming by with a couple of young friends. It’s time for us to to prepare!We both take great care in getting ready for their arrival. She knows what he likes: seamed stockings with a garter belt, fuck-me heels, crotchless panties, and nude above the waist except for a pearl choker. She tops this off with eye shadow, bright red lipstick and dangly earrings. Boy, does she look slutty and fuckable!She is so...
BisexualBy Lamia Lobato After Bobby and Spanky’s last visit, nothing has been the same in my life. The first night that they came I left my bedroom windows open all the way whishing with all my heart that Bobby appears there while I was masturbating, but it did not happened and I did not see him. His light remained off all the time. Still, I imagined that, hidden in the darkness, his curious child eyes watched me and he did the same with his huge cock. I told myself that I would ride a dick like...
The Babysitter She gave a light tap on the door, knowing that there was a baby in the house probably trying to sleep. The tapping was loud enough to alert the child’s mother who was sat in her living room. The house had been silent so the sound startled the young mother who, up to now, had been playing through the infinite possibilities of the night ahead in her mind. The more she thought about it, the more nervous and edgy she made herself. At least her 3 year old son, Callum, had drifted off...
The Babysitter She gave a light tap on the door, knowing that there was a baby in the house probably trying to sleep. The tapping was loud enough to alert the child’s mother who was sat in her living room. The house had been silent so the sound startled the young mother who, up to now, had been playing through the infinite possibilities of the night ahead in her mind. The more she thought about it, the more nervous and edgy she made herself. At least her 3 year old son, Callum, had drifted off...
LesbianRachel was just pulling her coat on when John came down the stairs. He handed Rachel her payment in cash."Thank you, Mr. Greene." Rachel smiled in gratitude."You're welcome," he replied. "You deserve every penny. Kathy and I are very happy with you. There is no one that we trust the k**s with more than you.""Thank you, that means a lot. I love them like they're my own. I would do anything for you guys." Rachel was starting to blush and was having a hard time meeting John's gaze. For his part,...
Mr. and Mrs. Crudele were going to have a much needed night out. Since the arrival of their little bundle of joy four months ago they hadn’t had a night out together and in fact they rarely had a few hours sleep in a row. But tonight they had plans for a quick supper followed by an evening at their favorite club. Mr. Crudele had obtained the name of a young woman from a subordinate at his company who said that she was very reliable and came highly recommended. He had called her and she was...
Introduction: A fifteen-year-old gets to babysit two incredibly hot twin boys My name is Mark. Im fifteen, with light brown hair and brown eyes. Im just an average kid, 57, 150 lbs. I think Im into guys, but Im not sure. I mean, I dont want to be gay, but sometimes I catch myself staring at some guys ass, and I think I might be. I know that younger boys turn me on. Theres one family across the street that has two of the hottest boys Ive ever seen. Theyre twins, and they look about ten or...
Introduction: English Bobby y Spanky By Lamia Fangs I never thought that a dog and a child could modify my life so strongly: I keep thinking about them, especially about Sally, she said she wants to come and play with us, I would be pleased to play with her, too since I love playing with the boy and his wonder dog. However, I must be careful, it would be fatal if things do not get out of control. They could charge me of rape, statutory rape, and pedophilia at least. However, the judges in the...
By Lamia Fangs I never thought that a dog and a child could modify my life so strongly: I keep thinking about them, especially about Sally, she said she wants to come and play with us, I would be pleased to play with her, too since I love playing with the boy and his wonder dog. However, I must be careful; it would be fatal if things do not get out of control. They could charge me of rape, statutory rape, and pedophilia at least. However, the judges in the court do not know that nowadays...
Introduction: Constructive criticism welcome. I cant gey better unless I know whats wrong. I waved good-bye and watched my mom and dad drive away. As soon as they were out of sight, I pulled a cigarette from my purse and lit it. About a year and a half ago, my parents had decided that they needed a weekend away with no kids. It had been so much fun that they made a regular thing of it. Now, the second weekend of every other month was their designated alone time. That meant that my sister and...
About a year and a half ago, my parents had decided that they needed a weekend away with no kids. It had been so much fun that they made a regular thing of it. Now, the second weekend of every other month was their designated 'alone time'. That meant that my sister and I had to find a place to spend the weekend. I usually stayed with my best friend, Sara. She lived four houses down from me with her mom, Angie, and older brother, Bobby. Sara's dad was long gone and her mom let us...
It is Saturday about 3 p.m. and Bobby is due home from college any minute now.It has been about 6 weeks since I have seen him and I am looking forward toit.Doing my usual Saturday household chores, I have already changed the sheets onBobby's bed, cleaned his room and done the washing. Bobby always brings homesome clothes for me to wash.I hear Bobby come in the door and rush to meet him. I put my arms around hisneck and hug him tightly. He gives a superficial hug back. He has never beenone...
La semana pasada estaba tomando el sol en mi jardin cuando escuche ruido en la cerca divisoria de un costado de su casa. Me di cuenta que el perro trataba de cruzar la cerca. No puse demasiada atención pues asumí que el perro era muy grande para pasar por entre las tablas así que volví a cerrar los ojos… pasaron unos minutos y volví a escuchar ruido mas cerca de mi, abrí los ojos y cual fue mi sorpresa cuando veo junto a mi al enorme al enorme perro con su lengua colgando y chorros de...
Alicia is a very special person in my world. She is a great many things to me. She's my best friend, my confidant, my girlfriend, my lover and my mom. Mom seems to really love her role as my own personal cumslut and is always there for me whenever I need to get off. Lately, I've been able to forget about my alarm clock because every morning I awake to the feel of warm, wet lips sucking my cock. Let me tell you, it's a great way to start the day!Mom and I live alone and there is no dad to talk...
Hi ISS readers. I am Aakash, 21 years old from Kerala. I am sufficiently tall and I weigh around 90 kg. This is the first story I am publishing in ISS. I was a virgin until about 2 years back and I will publish all my earlier escapades based on the response I get for this. Please mail me your response – This story I am about to narrate is about my first bisexual threesome with a married couple which happened almost 1 year back. I had met a couple in a chat room who where looking for a...
Bobby went upstairs heading for his mother’s room. Half an hour ago he had seen her take several sleeping pills. He opened the door. He saw his mother Cindy lying on the bed fast asleep. Bobby came closer and sat down on the bed turning on the bedside lamp. He had been planning for this day for almost a week. He touched his mother to see if the pills had done their job. Cindy didn’t react and Bobby tried again. Soon he was sure that his mother was not going to wake up. He carefully pulled the...
IncestIntroduction: OK readers, here comes a LONG story that I have been working on for a while. I dont think this will become a series unless I get requests for it. Tina comes home early and finds a surprise in her bedroom, the babysitter masturbating on her bed. She could just fire the girl, but decides to punish her, while living out one of her fantasies. Paul and Tina have been married for about 6 years, and have a 3 year old daughter. Instead of taking their daughter to a daycare, they have a...
The new babysitterAt this time i want to tell you a story of when i got a new babysitter.one evening my parents chatting and came up with the idea of going out on a romantic dinner for two being they were married for about 11 years and didn’t get the chance to go out much for some alone time for a long time now,being i was sick often and hadand therapy and other activities and a baby sister my mom had her hands full.my dad brought up the idea of perhaps having dinner just the two of...
Introduction: English Bobby and Spanky (Phase 2) by Lamia Fangs I will continue my story avoiding useless details. So I will begin by saying that two days after our last meeting, the neighbors parents came to my house introduce themselves and to tell me that they were pleased to meet me, same as their kids, and to assure me not to worry if I notice that the kids spent too much time home alone. They know how to look after themselves. No doubt about it I answered. From that moment on, we, adults,...
Anne and Carol have received an invitation to a Girls Night Out Party at Bobby Vasquez’s estate. He also invited the wives from Dr. Carlos’s swingers group. He was there that night at the Lake. He is well known by the married ladies. There are two stipulations for the party. Plenty of food, beverage and entertainment provided. Bathing suits and wedding rings optional. My name is Anne. My best friend and co-worker is Carol. We have been invited to Bobby Vasquez’s estate for a Girls Night...
GroupIt had been a couple of weeks since I watched Bobby and Scott in the woods. I called the number they gave me, and surprisingly it worked. Bobby answered it, and we made plans to meet on the weekend. I met them at the restaurant and we had a few drinks and a good meal. They followed me back to my house and had an other drink. Scott reached over and unbuttoned Bobby's shirt. As he did I sat beside him and unbuckled his belt and pants. Scott leaned back and gave me a kiss. As Bobby stood up we...
I walked towards the door and saw her through the small window. 'Oh, there she is the barely legal dazzling brunette I have babysitting my son. What I wouldn't do to give a ride, and I don't mean in my car. Shit, she is wearing a dress like that to a babysitting gig? Is she trying to turn me on now?'I opened the door and saw her through the glass storm door. She just smiled and waved for a few seconds, and I had to return the favor.I opened the storm door too. "Hello, Alli, you are looking...
TabooBlondie/Dennis The Menace: The New Babysitter (Or When Dennis Meets Blondie)by Sniper32One Friday night Dennis was introduced to his new babysitter, a nice younglady named Blondie Bumsted. She was a 35 years old friend of his mother, shewas a stunning 5'9, slimmed hipped, long legs, a nice ass and a perfect setof 38c breasts.Denise's parents Henry and Alice were going out for dinner and dancing fortheir anniversary and would be gone most of the night.Now as everybody knows Dennis is a handful...
Introduction: this is the englis versiion of my original work. Bobby and Spanky By Lamia Lobato Since few months ago, I have new neighbors in the house next to mine, they are a small family: both parents young and beautiful with two equally beautiful little children and a big and obedient dog which the kids take out for a walk every afternoon. The girl may be around 16 years old, tall and slender, with a young body but yet fully built with a round butt and a good pair of 34C boobs, and the...
I love my wife. One of her best qualities is how she let’s me treat her thirteen year old daughter, Michelle. My first treat was when she informed me that I should be the one spanking her, and that she would be stripped first. I went along and spanked her thinking it was just the way they did things in their family; the fact that I was enjoying myself I kept to myself. Than one day I came home to see that my wife had invited all of her friends over and had Michelle in diapers on the...
It's never easy for a child when his parents split up. Circumstances affect circumstances and usually for the worse. In Billy Bonds' case, his parents' impending divorce was all the harder because he knew deep down that, despite what they always say, he was the cause of it all. He wasn't, of course. But what's a 14 year-old boy on the edge of puberty and teenage defiance, painfully self-aware and utterly confused about everything supposed to know about life? You could say Billy was a...
(Phase 2) by Lamia Fangs I will continue my story avoiding useless details. So I will begin by saying that two days after our last meeting, the neighbors’ parents came to my house introduce themselves and to tell me that they were pleased to meet me, same as their kids, and to assure me not to worry if I notice that the kids spent too much time home alone. — They know how to look after themselves. — No doubt about it — I answered. From that moment on, we, adults, became the best new...
By Lamia Lobato Since few months ago, I have new neighbors in the house next to mine, they are a small family: both parents young and beautiful with two equally beautiful little children and a big and obedient dog which the kids take out for a walk every afternoon. The girl may be around 16 years old, tall and slender, with a young body but yet fully built with a round butt and a good pair of 34C boobs, and the younger brother of about 12 or 13 years old with blond hair and blue eyes. He...
It began with a cold wet April late night knock on my door. Bedraggled, wet, and wretched, clutching a small satchel, Bobby stood at my door. “I’ve been kicked out; can I come in?” Of course I let him in. He was a young man, whom I had tutored before his university admission tests. Bright, articulate, personable, but he did lack focus. Decades younger than I, I was never tempted by him, although there was no doubt he was attractive. He just seemed too young, although he was legally an adult. He...
It was the beginning of May and the days were getting much warmer so I would sit out on the porch after I put the k**s to bed. A guy, that lived with his parents, next door, started sitting and talking to me. I felt so lonely and it really felt good to speak to someone.His name was Bobby. He was 22, not terribly good looking and was about 5" 8". But he was nice. This went on for about a week, He would always come right to the porch and sit next me and just talk, mostly about me, for a couple of...
Hi readers its housewife Bobby (just a name not real) again with continuation of my first part Housewife Bobby Fucked By Young Guy. Thanks for your emails comments. Before reading this please go through that story; since we have our first sexual session. After that just like lovers we were in bed kissing caressing and cuddling each other. Suddenly he got an emergency call so he went out leaving me at my sexual peak. I laid on bed fully naked thinking of those magical moments. Then next Monday...
This is my first try… Leave comments to what you think could be improved! * * * It was six oclock on Friday night when Abigail began to make her way down the street towards the OLachlan house. She grumbled under her breath. There were plenty of things that she would rather be doing on a Friday night that didnt involve babysitting two teenage brats. Her mother had pressured her into babysitting the OLachlans kids, though Abigail didnt see why they needed babysitting. The oldest, Jacob, was...
Instead of taking their daughter to a daycare, they have a babysitter come in to watch her during the day. They had just recently hired a new babysitter, Jennifer, an 18 year old freshman at the local university. Jennifer only took afternoon and evening classes, so she was able to babysit until Tina or Paul got home. Jennifer stands average height, with an average build. She did play sports in high school, along with being a cheerleader. She was excited about finding the babysitting job so...
Paul and Tina have been married for about 6 years, and have a 3 year old.Instead of taking their daughter to a daycare, they have a babysitter come in to watch her during the day. They had just recently hired a new babysitter, Jennifer, an 18 year old freshman at the local university. Jennifer only took afternoon and evening classes, so she was able to babysit until Tina or Paul got home.Jennifer stands average height, with an average build. She did play sports in high school, along with being...
My wife, Amy, had left to go see her sister for a few days, apparently her and her husband were having some marriage troubles and she wanted to be there to support her. That left me at home to watch our two little girls Sarah, who was three and Paula, who was five. They were good girls and helped Daddy as much as three and five-year old girls can. My wife was supposed to be gone for a week but maybe longer, it would depend on what happened with her sister. I didn't mind her going, I try to be...
TabooIn a sudden delusion caused by two simultaneous synapses crossing each other, I thought, "Gee, wouldn't it be keen to tell the story of how I, Harvey Marcus, got started with all of this screwing around. I mean, it didn't just happen out of nothing. Everything has a cause, a spark, an ignition. So, here's my first Official Retrospective. Appropriately, it is my Origin Episode, how I involuntarily got sucked into a campaign of accidental sex with all of the world's eighteen-year and older...
Falling victim to the fashion trend of the tight black leggins, left almost nothing to the imagination, as her legs, small hips, and the tiny gap between her thighs, were open-season for anyone who dared to view them for more than two seconds. She was not the first babysitter Mister I would have chosen to watch his k**s, since Teagan was just a k** herself, yet he also didn't dare to tell his wife that he found her to be somewhat of a distraction as well."The k**s love her," she always said,...
Chapter 1Chelsea, our regular babysitter for the last five years had recently left for college but recommended her younger sister, Angela, for the job. Chelsea told us that Angela had graduated high school a year early with honors but was taking a year off before she went to college on a full academic scholarship and would welcome the income, and she also loved kids.So, about a week ago, my wife Janice arranged for Angela to watch our five-year-old son for a couple of hours so that we could go...
TeenMy husband and I were celebrating our wedding anniversary and we asked our babysitter to come over. Sandy is a young woman who’s nineteen, very reliable and always available to make some money. She’s so good with our children and we’ve had her babysit our children for the last few years. Our children just love her to death. Rex and I were celebrating our twentieth wedding anniversary. We always go to the same restaurant when we're celebrating special events. We both love Italian food and...
Group Sex(It is implied that all characters in the story are atleast 18, and at no point am I implying that any characters are under 18) https://youtu.be/zNtBUerpNcE ======================================= It was hot Saturday night in the fall, and your parents wanted to go out on a nice date. They wanted to get dinner and then go watch a show in the city, which meant you had a good 4-5 hours at home alone. You got really excited when you heard that. You just thought of all the porn you could watch in 4...
TeenWhen I was a little boy, mom had just been mom, but recently I had begun to notice that she was also a gorgeous female and I checked out her amazing body whenever I figured I could do so unnoticed. Since my parents really weren’t really very prude, I had even managed to get a couple of glimpses of my mom in partial or full state of undress, in the bathroom for instance. Being a horny young teenage boy, I of course jacked off all the time and the images that were burned in my mind of my nude mom...
You're sitting in class paying close attention to the clock as it ticks down to the final bell. You were just seconds away from becoming free from High school. Everyone else in the classroom now seemed to be doing the same thing you were doing as you start to hear the class shout 10! 9! 8! 7! 6! 5! 4! 3! 2! 1! RIIINNNGGG! The entire class of seniors stands up and cheers as their 4 long years of High School were finally over. You get and smile as you walk out of class with your friend Joe. You...