Babysitting Adventures
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Introduction: Babysitting Steven This story starts off slow to reflect character as well as to set the scene. As most weekend I was asked to babysit for my neighbors, they lived not so far down the street and was extremely nice, they seamed to prefer me to babysit instead of any of the other teenagers in the neighborhood. I was always paid a little extra as they think there only son is a brat. I know different. A bit later than usual my mum came into my room and told me that I was...
The fourth time I was asked to sit I agreed and knew I would be watching the DVD’s again. As I had done before I waited for a while to make sure the kids were asleep I went and got the DVD’s. I went to the cabinet and there were two more there and like the others were just marked with a date. I looked at the date and one was the date of my last babysit job and another the week earlier. When I put the first one on it was a home made one that had the people I was babysitting for and two...
"Ya'll didn't even wake me up? Bah!" My cock had grown erect with this in sight and was ready for something to happen. "Oh I'm sorry Mike! I told Brooke she should!" Brittany said, glaring at Brooke, "I'll make it up to you, somehow, what can I do?" Smiling, I told them all to follow me out to the living room. "Brittany go lay down on your back there while I put my hard prick into your pussy" Just the though of that made Brittany nearly gasp and drip with sticky wetness....
This is part 3 of the Story of Debbie, Jenny, and the twins. This story introduces Jenny's friends. Please read "Babysitting the Twins Again" and "Babysitting the Twins Again - Part 2 - Sweet Sixteen" for the precursory stories. Cast of Characters: Billy and Bobby -- 15 year old identical twins. Smart, handsome, tall, athletic, horny. Willing to break a few rules… well actually, all the rules. Debbie - 22 year old "star" of part 1, Tall norse goddess... Had a little trouble...
It was Bradley's very first job - babysitting Mrs. Braun's seven-year-old daughter, Lucy. Mrs. Braun had told Bradley's mom that she would need a babysitter on Saturday's for the rest of the summer as she took a teaching certificate class. I was going to be pretty easy money for the thirteen-year-old Bradley, taking care of a seven-year-old during the day and on a weekend too. He figured they could play most of the time. What a great way to make money, and Mrs. Braun was going to pay him...
I’ve known the twins, William and Robert, for a long time. Of course, everyone calls them Billy and Bobby. They call me Debbie. When I was 14 and they were 7, I first started to babysit for them. I’d bring over some games and crafts, and we’d have the most fun. When they started with cub scouts, I’d help them with their scouting activities. As they got a little older, I’d help them with their homework. I would also wrestle the two of them at the same time, but they were never a match...
Matthew had better plans for a Friday night than to sit in and babysit his younger sister Laura and her best friend Bella. Let's face it, babysitting sucks. Especially considering he was nearly 18, but his mum had other ideas for him. As well as not being able to go out, he also had to tidy the house and cook tea for the three of them. He wasn't going to cook anything fancy, just some burgers and chips or some shit like that. He'd had plans to go and see his girlfriend Lorraine today,...
I was 15 when I started babysitting Jennifer. Jennifer was the only daughter of a single mom living off divorce money in thesuburbs . Jens mom was starting to date again, so she needed someone to watch Jen when she went out at night, and since I lived next door at the time I was the logical choice. By no means was I a good looking teenager, just average, but Jen on the other hand was cute. At nine years old it was obvious that she was going to grow up into a knock-out, she was a cute kid. Her...
Matthew had better plans for a Friday night than to sit in and babysit his younger sister Laura and her best friend Bella. Let's face it, babysitting sucks. Especially considering he was nearly 18, but his mum had other ideas for him. As well as not being able to go out, he also had to tidy the house and cook tea for the three of them. He wasn't going to cook anything fancy, just some burgers and chips or some shit like that. He'd had plans to go and see his girlfriend Lorraine today, but...
We live next door to the Chesters, and have done since I was young, and Mr and Mrs Chester are an older mature couple who are almost retired, Mr Chester works at the local car factory, and Mrs Chester is a teacher at my school.Now when it comes to birthdays Mr and Mrs Chester always throw a big bash and invite all the neighbours and their friends around, and reluctantly I've always been dragged along by my parents to attend, but as I got older I didn't have to stay all night and usually...
My name is John, a typical “English” name for a typical “English” guy. At the age of 15 my family, mother father and two sisters were tragically killed in a motor accident whilst I was on a Rugby tour in the U.K. My nearest relative was my father’s cousin Herbert, or Herb as he liked to be called. Herb was married to Josie, they had not been fortunate to have children of their own and so willingly accepted me into their family in America. It was obviously a shock and upheaval and as such I...
To people who are about to read this story: YES, THIS IS A YOUNG STORY, THAT MEANS UNDERAGE, NOT ADULT. SO IF YOU DON'T LIKE THESE KINDS OF STORIES JUST STAY AWAY. I DON'T NEED TO SEE THE STUPID COMENTS, BECAUSE YOU DON'T LIKE THESE KIND OF STORIES. . I do like feedback; I'm not a professional writer so I'm sorry if it's not perfect. I did read through it a few times and I hope I got out most of the dumb mistakes. I'm very sorry if I didn't. Babysitting The Twins I’m...
Introduction: Young Minx Let me introduce myself, sorry for the guys who just want a quick wank but as this is true here is the prelude to what turned out to be a great adolescence after a devastating start. My name is John, a typical English name for a typical English guy. At the age of 15 my family, mother father and two sisters were tragically killed in a motor accident whilst I was on a Rugby tour in the U.K. My nearest relative was my fathers cousin Herbert, or Herb as he liked to be...
Introduction: The affair escalates… Babysitting Sis Part Two It was late at night and he couldnt sleep. He and his thirteen year old sister had had sex together in the family pool earlier that evening while he was supposed to be babysitting her, and now he couldnt stop thinking about it. He had a raging hard on as the scene played through his mind again and again, one hand stroking the rock hard cock as he pictured what had happened. All he knew at that moment was that he wanted his sisters...
Introduction: A little something I thought up… Ive been babysitting for my neighbors since I was about twelve or thirteen, so thatd make it a five year business for me. I just turned eighteen earlier this month, and Ill be heading off to college later this summer. Ive never really had to get a job, just because my neighbors go out so much that it keeps me paid steadily! Naturally I do have favorite families to look after and others that I do not like so much. My favorite in particular is the...
Introduction: This story is a work of fiction and contains descriptions of Babysitting Candy When Jessica turned fourteen, her mothers best friend and neighbor asked if she would like to earn a little money babysitting her daughter when she wet out. Jessica was thrilled at the idea of earning her own spending money. Besides she thought her mothers friend Tina was very sophisticated and looked upon her as the kind of woman she wanted to be when she grew up. Jessicas family lived on the edge of...
Babysitting BenefitsbyVelius Ironhorn©Here's a true story. Or is it? Names have been changed for the sake of propriety, but it's pretty damn close to true events. Unless it's not, then names haven't been changed. Alas, I've already gone off on a tangent. Don't let the title throw you, the actual participants are of legal age.So, let me start off on a downer. My mom passed away last year. Just one moment in a long line of stressful events for my family. Without getting too much into it, my...
BabysittingShe didn't know why he was babysitting her, she was old enough now not to need a babysitter when her parents went away, besides he was almost the same age as she was! ?She followed her mother around a little dejectly as she showed him the place, as well as the phone numbers to the various local take away places. ?She knew this boy too, he was one of the bad boys at school always getting in trouble and known to be quite mean. ?Finally her parents leave, giving her a hug as they leave...
Introduction: Julie missed the party to babysit, but didnt miss the fun… Graduation was just around the corner. I couldnt wait. Id spent the last two years planning on where I was going to college and couldnt wait to get away from under my parents thumb. It was Friday and I was planning on meeting up with some friends at a party. It was a come in uniform party and I was just putting on my little catholic school girl uniform when my mother came into my room. I forgot to tell you. I told Mrs....
“I forgot to tell you. I told Mrs. Winters you’d babysit for her tonight. She has to spend the evening with her sister and needs you to watch the baby.” I pulled up my white socks and just looked at her. I love my mother but she does this to me every time. “I was planning on going to a party, Mother. Not babysit.” “Well, so now, you’ll babysit. You said you wanted extra money for summer and college. Here ya go. Besides, you can go to other parties. I know there’s probably another one...
Introduction: This is my first story guys, be kind. Those bloody neighbours are having a party again my mum sighed, I smiled at her, Come on, there not that loud Oh please, Alexis they so are, they always have them in their yard instead of the patio, and the music echos all through the valley I copied my mother and let out a sigh, she was right. The neighbours had a lot of parties which was annoying at first but then I learnt to just put my earphones in and turn my music up to block out theirs...
Last week I got new neighbours, Dave and Jess, they seem to be a fairly nice couple, Dave was an older guy with a beard and glasses, and Jess was a tall thin woman with long red hair and pale skin.The next day I was out in my back garden, the sun was shinning and I was relaxing with a drink when I heard them step out of the house, after a few minutes I could hear them chatting and laughing and feeling curious I wandered over to the high fence to say hello.However i didn't get that far because...
Hi, my name is Annie and I am happily married. I am in my late 40's and still have a very sexy body. I always wear stockings andarely wear any pants.As I have got older sex has become better and more daring Me and hubby love driving along the motorway so that I can flash my shaven pussy to truckers and anybody who wants to watch. We also love havingh sex with the curtains open in the hope of being seen and recently we have driven to local beauty spots where we both sit in the car and...
New Neighbours.This is a long story but I feel it needs to be told entirely.My name is Tina I am 51 and I have been married to Richard for 26 years, we have two grown up sons who have left home.My life has been I suppose on the whole happy.The only part that was not was as a teen where I got bullied quite a lot, mostly by girls but sometimes boys as well.I have always been big, well fat I suppose with large breasts and being big was the brunt of the bullying.Even into my 20s I was bullied but...
~•~•~•~•~•~•~•~•~•~•~•~•~•~ "Surprise..." my uncle and I hear from the door. I cover myself quickly and look at the door. I knew that quiet voice as my cousin's who was currently in college. Well now I knew he was home as he stood in the door frame with a few bags in his hands. His facial expression was unreadable. I didn't know if he was surprised, scared, turned on, or calm. That scared me more than anything. I didn't want this secret to leave the room. I could feel tears slowly...
Four years ago a pair of foxes decided to set up home under the summer house in our next door neighbour's garden. The garden was surrounded by six foot fencing and they probably chose under the summer house as they were unlikely to be disturbed. The foxes would jump over the fence into our garden when they went out on their nightly prowls resulting in our dog barking at the back door wanting to be let out. When we opened the door he would run straight down the middle of the garden to the far...
That night my Master used me many times and my ass was sore from the constant use as well as the frequent spankings. The bloody bell on my collar was forever ringing and I swear that the neighbours next door could hear us. Although I had never met them I knew that they were a young black couple, husband and wife and of the professional type. I wished my Master wouldn't be so loud when taking me. He seemed get a perverted pleasure by letting everyone know I was been taken. Finally...
What made the husband flip that morning is not known. It could have been many reasons, like the washing up not done, the bed not made or even the washing not hung out, or it could have been a bit of jealousy against the neighbour who got more consideration from his wife than he did which made him wonder if the neighbour was fucking her, a couple of times he even considered asking him but the opportunity didn't arise at the time. He knew she often got an invite into the neighbours for she had...
Saturday afternoon has finally arrived, and Jacqueline and I have almost everything ready for the evening. I’ve shaved my cock, and my balls, and Jacqueline has shaved her pussy clean. Jacqueline has picked out a black dress and matching underwear for the evening. I’ve picked a pair of slacks and a buttoned short sleeve shirt for myself. Jacqueline looks absolutely stunning, her dress hugging her curvaceous body, and it shows plenty of cleavage. She definitely looks extremely fuckable tonight....
Group SexHey guys, I'm totally inspired by the hot stories I've read here. I'm from Germany, so I'm not a native speaker but I will try to deliver a nice story for you guys and girls. My name is Jacob, I'm 28 years old and I just moved to Berlin with my girlfriend Jessica. We decided to rent a flat in the fourth floor of a nice old house in "Prenzlauer Berg" a really nice quarter with a lot of young people who are either students or are already working. Opposite of our house lives another friendly...
BisexualDebbie gives two gifts to her sweet sixteen sister. …Jenny is overwhelmed. Babysitting the Twins Again - Part 2 - Sweet Sixteen The marriage and honeymoon are over and Debbie settles into a life of family bliss. She’s never been happier, but she realizes that big changes are coming. Debbie is starting to show. It’s been great, but she must stop being the receptacle for all that the young twins ejaculate. The summer of strenuous sex must end… Monday morning When the twins...
I had done more with other boys in the neighborhood when I was around Craig's age, but that seemed to stop just before, or shortly after puberty. Some of them began to realize that it was sort gay to do things like comparing the size of our boners, or play games of truth-or-dare that always lead to the removal of clothing. We should have just called the game "dare" because I don't recall any of my little playmates selecting "truth." It was always somthing along the lines of: "I dare...
This story takes place back in 1980 and involved a young man named Lance Bowman, an 18 year old lad about to graduate from high school, and his Mom's sister Kay, who came to babysit that spring when Lance's mother was hospitalized once again for the recurring health problems which would eventually take her life.The babysitting was actually for Lance's k** sister Emma, because Lance was a very trustworthy lad who could take care of himself. Lance was fine with that, because he was very fond of...
Babysitting By RogerGirl I'm sitting at the kitchen table on Friday afternoon eating a bowl of cereal while my parents scramble to pack their bags for their weekend trip to Vegas with the neighbors. I try to hold back my anticipation for them to leave so that I can spend the next two and a half days indulging in my secret hobby. Don't worry I'm not into drugs or drinking and I'm not planning to invite my girlfriend over to have sex nor am I planning a wild party. ...
Nice new neighbours are at least as naughty and horny as we, I notice with Chrissy when we check them out.Nice naughty mighty moans and sexy sighs I hear at my far side of the plot, surely some new number going on!Nice new occasion for the erotic education of our girls, so I signal them to come with me & be very silent indeed.Nice naughty nubile neighbour lays at her back, half outside her tiny tent, long legs wide-spread, love lips licked.Naughty neighbours interesting intimacies have only...
Jacqueline and I are lying on our bed, recuperating from our experience with our neighbour. Jacqueline looks at me with those beautiful eyes of hers. “Do you realise, we didn’t even ask her, her name. I have seen a man coming and going from the house, which could be her boyfriend or her husband. Maybe, we could invite them over for dinner and a bit of fun. What do you think?” Jacqueline asks. I love the way Jacqueline thinks, and have already decided this sounds like a great idea. ”Let’s...
Jacqueline and I are lying on our bed, recuperating from our experience with our neighbour. Jacqueline looks at me with those beautiful eyes of hers. “Do you realise, we didn’t even ask her, her name. I have seen a man coming and going from the house, which could be her boyfriend or her husband. Maybe, we could invite them over for dinner and a bit of fun. What do you think?” Jacqueline asks. I love the way Jacqueline thinks, and have already decided this sounds like a great idea. ”Let’s...
Group SexI saw Miranda across the street as soon as I came around from the backyard. It was a hot, muggy Saturday afternoon on an August long weekend. My neighbour was dressed for the steamy weather in tight little shorts and a string bikini top. Pausing, I drank in that sight with a soft sigh.Miranda was standing over her lawn mower with a sour look on her pretty face. As I watched, she pulled the ripcord hard a couple times with no response from the machine. My neighbour stopped, scowled, then cut...
CheatingI had been out playing golf and came home late and it was dark.As I put the car in the garage, I saw a figure that may have been a peeping Tom or a pervert creeping around in the neighbour's yard. I shut the garage door and thought I would have a look to make sure I had not been seeing things.After a minute or two, a naked female figure appeared.Both Bill and Norma had moved into the home within the last six weeks and whilst we had introduced ourselves and been sociable, we had not had a lot...
SwingersNeighbour's replacement It was the beginning of a sunny summer, school just finished (I was 16 at that time) and I was planning to have a great vacation at home, I only had a few friends and they all were leaving with their families to have a summer vacation elsewhere: I would have been alone with my parents (I had no brothers or sisters), but I was not bothered by that, that gave to me plenty of time to use my new computer, sleep and in particular to admire my neighbour. She was...
The fact that my gym was in the same building that I lived and worked was a plus. The incentive program my boss set up didn’t hurt either. The gym was state of the art and he could see my workout history any time he wanted to and he actually paid me for it. He insisted I stay in shape “for the business” he would say. I was perfectly ok with that as long as it resulted in money in my pocket and a tight body. The money was special. I didn’t tell anyone but the fact that a secretary, excuse...
When I finally built up my courage to make something happen, I dressed for the job "to the nines," short skirt, silky blouse, black underwear including a garter belt and stockings. I stuffed a strip of condoms in my purse. Toni was far away in Minneapolis. By the time I came over, the day-sitter had left and Toni handed me the baby. I love babies and I let Eric watch me cooing over the baby and make baby talk. "She's so cute," I said. This gave him a big smile, but he had to rush off...
Wednesday I woke up and I was alone in bed, so I got in my underwear and went downstairs, Aky and Mark were in their underwears playing Xbox, I was actually starting to see both of them as my little brothers, I was mostly always alone because I am an only child, that led me to be a little cold towards people and of course, a bit shy when meeting new people, but seeing both of them there, made me get warm, and happy. "Good morning you two" I said. "Morning" both said not taking...
Matthew opened the front door. “Hey baby.” It was Lorraine, Matthews girlfriend. She was absolutely gorgeous, he knew he was hitting well out of his league with her. She had silky smooth, perfectly straight, mahogany hair. Her skin was flawlessly tanned, her eyes a mesmerizing, turquoise, and her smile could kill demons it was so heavenly. He knew that he should be thrilled to see her but after what had transpired a couple of days ago, he was less than pleased that she had turned up...
It was for a family in the next block and they had a 12 yo son and an 8yo daughter. On the third time I sat for them I was using their toilet and the boy walked in and said “Can I fuck you“ and he was fondling his penis sticking out his pajama pants. I was really astounded at his proposal and his forthright manner in which he asked. He also had quite a big cock for a boy his age. My immediate reaction was to say “no”. I was quite taken back and could not think of anything else to say. His...
Part Two It was late at night and he couldn’t sleep. He and his thirteen year old sister had had sex together in the family pool earlier that evening while he was supposed to be babysitting her, and now he couldn’t stop thinking about it. He had a raging hard on as the scene played through his mind again and again, one hand stroking the rock hard cock as he pictured what had happened. All he knew at that moment was that he wanted his sister’s tight pussy again, wanted to feel her move...
When Jessica turned fourteen, her mother's best friend and neighbor asked if she would like to earn a little money babysitting her daughter when she wet out. Jessica was thrilled at the idea of earning her own spending money. Besides she thought her mother's friend Tina was very sophisticated and looked upon her as the kind of woman she wanted to be when she grew up. Jessica's family lived on the edge of town in a pretty new housing development. Every house in the...
One day, Tony called me and asked me to come over. When I knocked on his door, his seven year old brother, Tommy, answered and proceeded to tell me that their parents were out playing golf and that Jason was babysitting them. I followed him back to Tony’s room where everyone was hanging out. I sat on the bed and looked up and Jason. I’d seen him around the neighborhood but I didn’t really know him. He was fourteen and our age different was such that we ran in different circles. After a...
It all started about 2 weeks ago. My friend Tara and I were babysitting, a normal activity for us on Sundays, seeing as both of her parents worked nights and she had two younger siblings. It was somewhat late, around midnight, but we were both sitting on the couch, just kinda shooting the shit, waiting for her parents to get home. Normal stuff, like which teacher we hated the most, how we think we did on the biology test. Normal, 16 year old bullshit. The conversation started to get a bit...
Introduction: When they could not find a babysitter, Mom and dad asked me to sit for my little cousin. The publishing rules say that everyone in these stories has to be at least 16 so even though the story is totally fiction, everyone in it is at least 16. Enjoy. Babysitting my little cousin. My name is Todd. I am 19, six foot one and weigh 160. Im told that I am attractive. I dont want to sound conceded but I have to agree and that makes it pretty easy for me to get dates. I dont have or want...
EveryThursday night I babysat for the Harrisons. Like always I arrived home from school at four o’clock and jumped into the shower before heading over to their house. It was my senior year in high school, only one month till graduation. I was psyched for the school year to be over, but I knew I would miss babysitting for them. I had gotten the job because I went to school with their eldest son Jason. He graduated two years before me and went off to college. After I got out of the shower I went...
Note: This is a re-write of Babysitting Amanda 1 and 2. I cannot plagiarize my own stories so do not accuse me of such. As usual, do not waste time with accusations and insults against me. Finally, some ages and details have been changed from the original stories. If you have not read my stories before, make sure you read My Cousin Tom 1 and 2. Characters: Jake- 16 Amanda-14 Becky- 7 Jane- 30 Let me introduce myself. My name Jake and I am 16 years old. I was your classic horny teenage guy. My...
* Hey everyone, this is a long WIP, and i'm willing to let people contribute, feel free to add or write a chapter, and if the quality is good, it will stay.* The Ulichny's had always been good clients. Their three kids were well behaved, quiet and always seemed to be ready for bed. Babysitting for them was always fun because it usually meant plenty of free time to just relax, and get paid for it. Chantal was a good looking woman, at best. She wasn't skinny, but wasn't big either. Around your...
GayMy older brother called and said he needed a big favor. His company was sending him on a business trip overseas and he will be gone for the next couple of months. He could take his daughters with him but Cat, short for Cathy, will be graduating from high school in a month and she didn’t want to leave and miss it. Mel, short for Melody, is a star pitcher for the school’s softball team and they stand a good chance of going to the playoffs and she doesn’t want to miss our either.He wanted to know...
EveryThursday night I babysat for the Harrisons. Like always I arrived home from school at four o'clock and jumped into the shower before heading over to their house. It was my senior year in high school, only one month till graduation. I was psyched for the school year to be over, but I knew I would miss babysitting for them. I had gotten the job because I went to school with their eldest son Jason. He graduated two years before me and went off to college. After I got out of the shower I went...
Straight SexMy wife and I were babysitting Karen; the daughter of the wife's brother. ***Melissa, my wife and I have been married 15 years and we have an incredible sex life and sex drive. We have tried everything, or so I thought, until my niece came to stay with us for a weekend.Melissa's brother and wife had to go away for some business seminar so asked my wife to baby-sit. Karen is 14 and very cute, but very tomboyish, the type that wears jeans and loose fitting shirts all the time and likes to play...
Mrs Riker had recommended me to the Jacksons as a babysitter, and I have to tell, you Mr. Jackson was a hunk. He had weight lifting equipment in the basement and it was well scratched up from repeated use. Eric had the classic broad shouldered figure of a guy who stayed in shape without becoming musclebound. I vowed to have him the moment I first saw him. I started working on him the second time I sat for them, especially when his wife Toni was out of sight. There's a way you can be so glad to...
EroticJenna was a tall black haired bomb shell with big tits and a nice arse. Nikke had smaller tits but a nicer arse. They were both in skinny jeans and t-shirts while babysitting nikki's next door neighbours kids sleep over. There were 6 18 yo boys down stairs playing games when the girls were bored. "hey nikki, why dont we go and get some fun out of those virgin boys down stairs? Jenna suggested "lets do it." Nikki replied with an evil smile. They both went down stairs snuck up on the 18yo boys...
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