Babysitting Adventures
- 2 years ago
- 50
- 0
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...
My parents were helping me with my first year college tuition and board but made it clear that I was on my own as far as paying for fun. There was no money for a car so I made do as best I could. Without a car, I was very limited as far as part time employment was concerned so I fell back on the familiar job of babysitting. My parents did help me get a credit card with a low limit but I had to make the payments myself. I enjoyed the use of the card a little too much and soon had the limit...
--------------------------------------------------------------------------------------------------------------------- Brooke's birthday had finally come around and I was over there at the time written on the card I recieved. It was about 12-12:15 when I got there, but Brooke's eleven and twelve year old friends had apparently been there for a few minutes because their shoes and stuff were by the door, and the gifts had been placed on the table. (stupid me forgot somethin...broke). Brooke...
It all started when a 14 year old boy was low on funds, so he applied for a babysitter's job. After a few weeks of nothing, one familiy decided to take a chance with this one. All was well and everythign had gone according to plan, dinner by 6, medicinde by , bed by 8. The kid was very well behaved-for now.. Michael, the babysitter, was now a full time babysitter every wednesday, friday, and most weekends. Brooke, the nine year old babysitee, was now begining to feel a bit more...
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...
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...
Debbie 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...
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...
~•~•~•~•~•~•~•~•~•~•~•~•~•~ "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...
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...
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...
Casino Pays Out Big Time Part2As Sarah, Kevin & myself laid spent on the huge king size bed in my casino hotel room I learned that they really were in trouble. They had lost a lot of money. They had no way home, no money for food and no place to stay for the night. Since I had just won a large amount of money I decided to help them out. Turned out they lived only 20 minutes away from my house (which was 2 hours from the casino). I told them they were welcome to stay the night with me and I...
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...
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: 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...
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. ...
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...
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...
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...
Group SexI'd been babysitting for the Rikers since I was 17 and they both were really nice. Candice taught me so much about taking care of their babies and now little kids, Jeremy and Jessy. Matt was always polite and friendly and always inquired about my schoolwork and sports. I'd had a schoolgirl crush on him off and on, but of course I knew he was married, so I always put it out of my mind. I was just 18 and Candice had to go out of town to visit her mother, who I guess was needing to move to a more...
EroticSunday "Good Morning Honey bunches.." I said as Aky was waking up. "Mnn...morning"He said rubbing his eyes and stretching. "I got a call from my parents...they'll be here by the evening..." I told him. "Well...everything's clean... so what...?" He asked me. "I don't think we'll be able do anything else today....and we need to put those stuff you got back..." I told him. "Oh..yeah...the 'fun bag' " He said. "That's how you call it?" I asked...
"Hey! I'm here to babysit." I say with a wink. The little kids cheer and my uncle fake cheers. "So, isn't it about time these munchkins take a nap?" I ask. They sigh in unison and walk towards their room. When they are out of sight, my uncle pulls me in for a kiss and I hear my cousin walk down the hall. He must not have liked watching that. I kiss him again and then go to tuck in the kids. Jace was kneeling at the side of one of the beds tucking in a little one. I tucked in the other...
Sunday "Good Morning Honey bunches.." I said as Aky was waking up. "Mnn...morning"He said rubbing his eyes and stretching. "I got a call from my parents...they'll be here by the evening..." I told him. "Well...everything's clean... so what...?" He asked me. "I don't think we'll be able do anything else today....and we need to put those stuff you got back..." I told him. "Oh..yeah...the 'fun bag' " He said. "That's how you call it?" I asked...
Monday "Morning sleepyhead..." I said shaking Aky by my side. He yawned and rubbed his eye first before looking at me. "Morning...what time is it?" he asked still sleepy. "Hum...10:30 AM, I had to wake you up because...well...your mom called and told me to...she said that if you didn't wake up, you wouldn't have breakfast" I explained. "That's kinda obvious right?" he said looking at me with narrow eyes. "Hey! Don't blame me...it's your mother!" I...
-=Hey guys, I had some small things I had to take care of, have fun reading part 5!=- After I got the call from Mark's mother, I passed out on the sofa and only woke up around 6PM, I gave both Aky and Mark the news and got them a snack so we could go to Mark's house to grab some clothes for him, I could tell that he was totally excited, I didn't plan much nor did I think that we'd end up having sex, but now, things had already happened. Thursday I woke up and both were already...
Introduction: Nearing the end…turn the game! -=Just a small note to fans, weekends are the days I dont post stories, if something changes about it, Ill contact you all, thanks for the support on the series and enjoy part 6!=- Friday I woke up, Aky was with his arm over my waist and Mark had his leg over mine, it felt warm&hellip,so good&hellip,I gave both a small kiss on their cheeks and slowly got up to prepare the usual stuff of the morning, it was actually pretty much the first time I had...
Friday I woke up, Aky was with his arm over my waist and Mark had his leg over mine, it felt warm…so good…I gave both a small kiss on their cheeks and slowly got up to prepare the usual stuff of the morning, it was actually pretty much the first time I had woke up and they were not already up, playing. I yawned moving to the kitchen, in some minutes only Aky came walking down. “morning..” He said rubbing his eye and holding his glasses, I always loved that scene. “morning sunshine..”...
"Hey Kev! Look! - There's my "cousin" Jerry! - Let's go talk to him." He said. "Oh Cool!" Kevin replied. They both took off running and I could see Kevin's mom looking up at me and smiling from the other end of the aisle. When Kevin and Craig got to me, I could swear that both of them had grown in the few months since I'd seen them last. Craig looked back to see how close Kevin's mom was behind us. She was still a distance but closing in fast. "Just go along with...
So there i was sat on the sofa, with my jeans undone and boxers down revealing my hard cock, Jade holding on to the bottom of it tightly asking rosy to suck my cock.Rosy i could tell was a little bit more shy like me, she didnt straight away want to do it, even though she was ever so close to my cock. she then suddenly stood up and asked me 'do you think im sexy'. i looked at her standind in front of me with her short pulled up slightly more now revealing more of her thighs, she was slowly...
So during a scorching hot summer i didn't feel like going into the evil sun light and get sweaty sack so i stayed in my cool basement secluded from anyone. *(yes i sound like a creep)* But one day my mom wanted me to stop being a useless shit and go and do something so she told her friend that " I WOULD BE ABLE TO BABYSIT" Dumb bitch! well i got to go to this smoking babes house and it was TOTALLY WORTH IT! So I arrived at the house around noon sweating hot from biking up this crazy hill and i...
It was a warm Friday afternoon and school was fanally over for the year. I had been wanting to take a trip to the beach for some time and had been doing odd jobs cutting grass and such trying to save up enough money for gas and a couple nights room rent at the beach. I got a phone call from my neighbor asking if I could watch her two k**s while she went out for the evening with her girlfriends. I told her I would be happy to come over and babysit them since I had no plans that night and I could...
This story is about me and my cousin that i used to babysit when i was 14, she was 12 her name was Amy (name changed ofcourse)I used to babysit Amy every weekend, her parents used to go out drinking alot, and sometimes asked me to stay the night because they were too drunk to come home.One night I was asked to stay the weekend, friday to sunday, Amys parents wern't going out drinking they were going on a business trip together and i said ofcourse i will, anything for family. At about 11 i told...
As Sarah, Kevin & myself laid spent on the huge king size bed in my casino hotel room I learned that they really were in trouble. They had lost a lot of money. They had no way home, no money for food and no place to stay for the night. Since I had just won a large amount of money I decided to help them out. Turned out they lived only 20 minutes away from my house (which was 2 hours from the casino). I told them they were welcome to stay the night with me and I would drive them home in the...