Babysitting Craig
- 3 years ago
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This is the third episode in the chronicle of Craig’s Easter break at home. All comments are welcome, including any constructive criticism. There are more stories to follow, enjoy.Carol lay with her head on Craig’s heaving chest, listening to the solid beat of his heart. She could see his flaccid cock lying flat on his tummy, glistening with the residue of his cum and her juices. She moved her head down towards it, first caressing the head with her tongue, then sliding her lips over it,...
I am not much of a writer, Dont hold it against me because truth is hotter than fiction.This is the story of how I let myself get cucked into oblivion by a man i hate and my beloved wife who i still love. my wife and i were working in the local hotel at the time we both shared a lot of duties and i handled the bar and she the reception and we both took on kitchen jobs here and there.My Wife shall be called Rachel for these> She was 24 and i 25 she was beautiful, busty and curvy not a pin up...
Once Carol had scooped up the last dregs of cum from her tits and transferred it to her mouth she announced that she needed to freshen up and top up her wine.Kissing Tom first and then Craig she told them she stood up, “I won’t be long sweetheart,” she said, “ giving her son’s cock a gentle squeeze, “there’s a lot more to tell that should get him to attention again, l need him big and strong when he fucks me.”Craig watched the naked form of his mother cross the room, admiring the sway of her...
I picked up Craig at a local cottage, never seen him in there before, I'd say he was in his early 30s, he must have just finished work as he still had his work overalls and boots on, this is what probably turned me on to him.I did all the usual stuff and asked him if he wanted to go for some fun in the back of my van, he nodded and off we went, for the whole of the journey I kept looking at Craig's thick thighs, it sent a tingle down to my balls, I was horny really fucking horny, just couldn't...
Craig scanned Scot-ads. Several of the advertisements caught his eye. “Maggie Sottero, size 14, strapless, princess style £300” I don’t think so. “Ivory wedding dress. Designer by Debenhams, plain bottom half with train. Needs dry cleaning hence £100” Hmm possible. “Ivory wedding dress, size 14 good condition, detailed bodice with train £60” It was a local number. He pulled out his mobile and dialled the number. It was picked up on the fourth ring. He was so nervous he could hardly keep hold...
Penny was growing weary of her husband's disinterest in sex. They had only been married for five years. It was the second marriage for both of them, and they weren't teenagers anymore, but they were far from dead.He had still been married when they met, but had been separated and living apart from his soon to be ex-wife. He had been quite charming and attentive, but she had refused to sleep with him until the divorce was final. He did not have any kids and her son was grown and living on his...
MILFIn my senior year of high school, we had a new student that transferred in. His name was Craig, he was a big k** standing 6'4 and weighed a good 240lbs. Dude was all muscle and no fat. He was put on the Football team immediately. Our school was known for winning State championships. We played hard and often hung out together. Craig was a Running Back and I was a Tight end. Being 5'10 and 190 lbs I was nicknamed "the Bulldog" little but fierce. Craig and i became fast...
Walking through the kitchen and grabbing a few beers on the way, Craig moves into the den. Finally, a Saturday where he does not have to share the tv with Lonny’s kids. Great kids but it is football and kids are just in the way. Sitting in the big chair, he is so very happy that his brother, Julie, and the kids are spending the weekend at the state park. Grabbing the bowl of chips he had gotten from the counter, popping one of the beers, he clicks on the tv and searches for the game. The...
ReluctanceI had told her I was in the mood for a ‘hard session’. I had been building some frustration after my session at Ben’s with Charlie, wishing I had let Ben go ahead and let him do whatever he wanted to me in front of Charlie, rather than restrict him as I had, but I had also determined I wanted to go much further than Ben’s average. Even the extras that Ben had added that summer was not helping with my craving; having learnt the extent of BDSM play undertaken by my sister and others that I knew,...
Over the next couple of weeks, Penny and Kris met twice for drinks and one time for dinner. Craig had started asking if she was seeing another guy, but she could honestly answer no to that. She did, however, make a snide remark about how maybe she should find another guy and let him watch to remind him how it was done. Surprisingly, he did not respond to that the way she thought he would. Talking all this time with Kris was changing her, though she had not realized it until now.Penny decided...
CuckoldCHAPTER 1 I loved babysitting. Not so much with actual babies, but for kids that you can joke with, tease, play games with, or just have fun with. I was so good with kids that my parents’ friends were always asking for me to sit for them. My parents were very strict and would not allow me to date or even hang out with boys my age. But, babysitting was acceptable. It was both social interaction and my only way to make money. I loved to hang out and babysit for family friends. They...
I suppose I should start by telling you a few details about myself. My name is Ellen; I'm about 5ft 7" tall. I have dark hair streaked with blond and copper and my eyes are blue. My breasts are a 38c, I won't tell you my weight but lets just say I'm not small. About a year ago I was on the Internet constantly, talking to men in chat rooms. It was great; I could escape into a different world and become a different person. I used to tell them I was 23 years old, a size 10, with 38d...
A few year ago, (I was not yet able to drive, to give you an age), I had been babysitting around my neighborhood to make some extra cash. It's not something that most guys do, but it's a service that most parents need and it seemed like an easy way to earn money and not many of my peers want to work at all.I had been babysitting for two couples on a fairly steady basis when I got a call from a third couple. They wanted me only on Sunday nights and that worked perfectly. I added then to my...
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...
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...
Anthony and David wandered back in shortly before one to find everything under control in the kitchen and that lunch would be ready in half an hour. "Good timing," said Anthony winking at Mark. "Now, what would you lovely ladies like to drink?" "What? Lunchtime drinking, Daddy?" asked Victoria in mock horror. "Hols, my dear," replied Anthony airily, "and welcoming our little lovebirds home." "Oh well then, lager please, Daddy." "Darling?" "Guess." "Mark what about...
At dinner they were asked whether they had started to think about the wedding yet. "Yes," said Victoria, "April but we haven't decided where. The church here is too small and the nearest one to Craig Hill is at Ripley. We looked at Ripon Minster the day before yesterday but it's much too grand. We'd like to go and look at the church at Thirsk tomorrow. Mark did suggest Richmond and let the regiment do the catering but I'd much rather have the reception here." "So would I," said...
Life went on much as normal. Mark and Victoria found their relationship deepening still further. Not only did they still often speak as one but also they found themselves thinking as one. Equally, in conversation with others, one might produce a complete non sequitur but the other picked it up without a pause. Mark found too that a similar empathy as his one with Serena evolved. Victoria, with her relationship with Rupert, went further and was always aware of Mark's moods, even at a...
The following year went by in a flash. The last six weeks before Anthony handed over were organised chaos. He was promoted to Lieutenant-General with a job once more in London. He was also appointed KBE, Knight of the Order of the British Empire and so became Lieutenant-General Sir Anthony Collins KBE. Frances became Lady Collins, which she giggled about observing that she would have to start behaving herself. They would move back to their flat in London. Mark sent a signal to Peter Instead...
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...
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...
~•~•~•~•~•~•~•~•~•~•~•~•~•~ "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...
Craig story for postingShe is yours for the tacking!! I have left my sissy chained to tree waiting to be used. We begin begin your transformation from loving boyfriend to my precious Gumdrop the slut. I begin by stripping all your man close off of you and leaving them on the floor. I tell you have sexy you will be once we get all that ugly hair off of you. No man wants a hairy girl. You MUST also be very clean for the men you will service. They wont a slut but not a dirty whore. I will help you...
Nathan and I parted company at Hermit. Now that's a crazy name for a town! Three hours out of Hermit, I realized how much I had relied on a partner to ride with me. Specifically, I came upon eight Comanches who had just attacked a buckboard. A man way lying dead in the driver's seat and a woman was struggling with two of the Indians who were dragging her down from the seat. I really had no choice if I was going to live with myself, so I pulled up one of my shotguns and raced toward the six...
Before leaving town, we purchased a Henry rifle for Jane to use. I wanted her to try the shotguns out, because I wanted to get at least one for her to use. If necessary, I was willing to drop down to 16-gauge for her, but that was cutting awfully far into the number of balls in each shell. I hoped that she could use a 10-gauge or a 12-gauge, but we did need to experiment. The gunsmith was willing to let us test fire some shotguns to see which one would do best for her, so we gave them all a...
October brought the Confidential Report season and Mark was duly summoned to the CO's office to read his and, if he dared, comment on it before signing it. In fact, he was thrilled with it, particularly the grading of Very Good, two below Outstanding at the top but above Above Average, which he was later to learn that 60% of officers at that time got. Needless to say there was subsequently a revision of the grading system. Nevertheless, as the Adjutant told him afterwards, very few National...
The following Saturday Elspeth had to go into Harrogate so she collected Serena from school. Mark and Serena went riding in the afternoon. With the long summer evening they were not constrained by time so they took the horsebox and drove up to the moors to ride. Not only did they thoroughly enjoy the freedom and beauty of the moors but were able to talk a lot too. Serena's thoughts on what she wanted to do were beginning to crystallise and Mark was amazed that they were so close to...
Mark returned to Tidworth the next day and got on with his job. He was glad in many ways to have the evenings to himself but began to find he did not have enough to occupy him. He decided that he would do a study of the Peninsula War. He had covered it briefly at Eaton Hall but not in any depth. He rang the librarian at Sandhurst who kindly lent him a number of books. Nevertheless, for an active young man it was not enough. He joined the cricket team and that helped. He also swam three...
Once again Victoria looked delectable when she presented herself at Mark's flat. She wore a pink silk blouse and pale blue skirt to just below her knees. As usual she wore next to no makeup. Her legs were bare. Mark wore a light blue open-necked shirt and sand coloured trousers. They looked appreciatively at each other before gently kissing. "I could eat you up," whispered Mark in her ear. She bit his gently and whispered back, "I've started on you, you yummy man." "What would you...
The journey went uneventfully. The girls chattered away allowing Mark only a few observations but Victoria's hand never left his thigh. They had a pleasant lunch. The Braithwaites bade them farewell and they all set off again. They arrived at Craig Hill about five and were given a huge welcome by David and Elspeth. After tea Anthony and Frances went to their room. The girls went to visit the horses. Elspeth had indeed given Serena Lulu's filly, which she had named Esmerelda, and Serena...
Serena had gone by the time Mark and Victoria came down for breakfast. Elspeth was sitting at the kitchen table with a cup of coffee reading the paper. "Hello, my dears," she said rising to kiss them. "Good morning. What would you like for breakfast?" "Don't worry," said Victoria. "I'll do it." "Not on your last morning in my house you won't," said Elspeth fiercely. Victoria flinched and Elspeth with a peal of laughter enfolded her in a hug. "I thought we were family,"...
They were back at Craig Hill by this time. Elspeth would not hear of them moving out until Mark was fit enough to work round the farm. "It would be nonsense in his present frame of mind," she said to Victoria. "He'd just sit and mope. He needs to have us all around him from time to time. And don't you think you've got to wait on him hand and foot. I can help him with his exercises and walking." "Bless you, Mum, but I need to have a hand in these things too." "Yes, darling, but...
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...
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...
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...