Naughty Babysitter Chapter 2
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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...
The Babysitter by Richard-to-Rachel Sometimes I guess it's hard to find ways to make a bit of extra money when you're home from college for the summer. It certainly wasn't easy for me looking for work. That's why I found myself doing a bit of babysitting in my spare evenings. I know, it's the kind of work that you'd expect from a teenage girl, not a nineteen-year-old guy who should be out living it up at nights. But, it was easy work and it was money. My parents were very young for...
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...
TeenPamela was 19 and wise beyond her years. She was not only smart, but also extremely devious and was one who got what she wanted one way or other. Most called her Pam and the closest person in her life was her twin brother, Paul. If there was such a thing as identical twins who were of the opposite sex, Pam and Paul were it. Each would do anything for the other and often did because of their love for each other. Paul was the typical guy and was horny all of the time. Pam on the other hand loved...
Katie 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...
SpankingAfter finishing up my vacation with the kids, I dropped them off at my parent’s for the weekend. Rex was entertaining clients and would be home later in the evening. I wanted to have a sexy weekend with my husband. I had been thinking about Sandy, the babysitter. My husband and I had a threesome with her for our anniversary. I wanted to surprise Rex with another threesome with her. I couldn’t stop thinking about our threesome. Sandy and her squirting orgasms made me hot. Several times on...
Group SexThe k**s were screaming, and my wife was out back, smoking another cigarette. Sometimes I can't wait to get out of the house, even if it means spending more time with Shelley, who's been growing meaner and colder as we age. It was going to be about ten more minutes until our new babysitter came by. The last one went to college last week—we'd used her ever since our oldest was born about six years ago. The old girl was so sweet, and was going off to study educational psychology. She was great...
Pamela was 19 and wise beyond her years. She was not only smart, but also extremely devious and was one who got what she wanted one way or other. Most called her Pam and the closest person in her life was her twin brother, Paul. If there was such a thing as identical twins who were of the opposite sex, Pam and Paul were it. Each would do anything for the other and often did because of their love for each other. Paul was the typical guy and was horny all of the time. Pam on the other hand loved...
“Slowly, Mr Daniels," instructed my mother after Dean sank to his knees and began licking and slobbering over her like a rabid dog."Start with my feet and work your way up,” she instructed patiently. “Take your time and do it properly. Makes things more exciting... for both of us," she added as Dean instantly followed her guidance.I didn't know what was more erotic: watching him perform or listening to her order him what to do. "Oh yes, a little higher, that's it, don't forget the back of my...
Voyeur“Okay, Samantha, we’ll be gone for about four hours. Once you put Lauren to sleep you can call your boyfriend to come over. But, I don’t want him here until our daughter is asleep.” “Don’t worry about anything. Everything will be fine.” “If you want to go into the pool, just bring the baby monitor outside so you can hear the baby in case she wakes up.” “I have your phone number in case of a problem. Go have some fun you both deserve it.” My husband Jerry and I left to go out to dinner with...
Group SexFollowing my divorce, my company transferred me across the country and the custody agreement with the ex allowed me to have my daughter for six months then she would go back to her mother’s place on the West Coast for another six. I had a deadline rapidly approaching and desperately needed some uninterrupted time in my home office to complete my reports. I called my usual babysitter and she apologized but had accepted another job for the evening. I explained my situation and asked if she had...
Straight SexDon't Tell Mom the Babysitter Feminizes! Written by Courtney Captisa Edited by Sally Bend "It's so nice to meet you!" smiled Jessica, the skinny 18-year-old brunette girl at the door of the McLandon household. "Please come in!" said Ms. McLandon, waving Jessica, who was carrying a large backpack, in from the front door. "My sister has told me very good things about you," she added, referring to Jessica's babysitting skills. Jessica had been working for her sister for over a month...
I still keep in touch with my babysitter Lori. I'm in college and it seems that she thinks I need her to keep me in check because of my behavior. She always promises me discipline punishment and spanking to keep me from screwing off. To refresh the memory, Lori is about seven years older than I am and she has been my babysitter for a long time. I am now nineteen and in my freshman year of college. Lori about twenty-six years old.Lori gives me the usual discipline punishment and spanking routine...
SpankingJenny 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 Becomes Pussy, the Babysitter Part I By Tammie Latte "Bobby, how would you like a job working as a babysitter for a week or two?" my mom asked as I entered the kitchen wondering what kind of cereal I was going to have for breakfast. "Aunt Julie has a friend who has to go away unexpectedly on business and needs someone reliable to watch her little boy until she returns. It pays big bucks and Aunt Julie is willing to help out whenever she can. The job is yours if you want...
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...
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...
Over the next few weeks, I could hardly think of anything but the idea of wearing girly clothes and how sexy it would feel. Every house I babysat at now, I would not just go through the underwear, I would dress up in it. I began to build up quite a collection of soiled panties stolen from the women of the neighbourhood. Some I would wash and return, others I kept as souvenirs. It began to grow beyond just panties, babydolls, bras and basques. I began completely to dress in a feminine fashion...
Little Dolly Packer hadn’t been a babysitter very long. In fact, she had only started to babysit for money the previous month. Her father was away on a long sea cruise earning much needed cash for the family of five. She and her three other younger sisters were a burden on their sickly mother’s shoulders and Dolly did her best to help out with the earning of income to put food in their mouths and the rent inside her mother’s purse for the dreaded first Friday of every month.Dolly was still a...
Group Sex"Andrea, Susan, can you two come down here for a minute?"I heard mum calling us and felt my cheeks flush angrily. I know Susan was still young but I wasn't a child anymore and didn't want to be treated like one."Andrea, don't start young lady, my taxi's here." The neutral tone couldn't hide her impatience and I could picture her looking at her watch whilst standing at the door, waiting for me to show myself. Knowing she wouldn't leave until I'd done as asked, I resignedly sauntered to the top...
VoyeurA month passed since my wife and I had sex with our babysitter. I couldn’t stop thinking about that amazing night. I know it’s very wrong, but I have to be with the babysitter again. I haven’t told my wife about these thoughts. I don’t want to cheat on my wife, but I cannot forget the feeling of fucking Sandy’s young pussy. I have had dreams about her body and how it felt to be inside of her pussy. I don’t want to share Sandy with my wife ever again. I want to have sex with her all by myself....
Group SexOver the next few weeks, I could hardly think of anything but the idea of wearing girly clothes and how sexy it would feel. Every house I babysat at now, I would not just go through the underwear, I would dress up in it. I began to build up quite a collection of soiled panties stolen from the women of the neighbourhood. Some I would wash and return, others I kept as souvenirs.It began to grow beyond just panties, babydolls, bras and basques. I began completely to dress in a feminine fashion...
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...
I met Tracy my senior year at The University of Texas in Austin, what we all considered to be the 'real' U of T. She was a year behind me and was also a business major though she was headed to finance and I was aimed toward marketing and advertising. So, she was a numbers drone and I was a 'flack.' Obviously, we immediately kidded each other unmercifully then proceeded to fall in love. One thing about Tracy that wasn't immediately apparent was that she loved sex, she just couldn't get...
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: This series will include the babysitter fucking mom with a strapon. Like so many times before Loren Wright had picked up Alex her babysitter. Loren was a 32 year old single mom, but still gorgeous with shoulder length blonde hair, a slim tight body and a perky ass that didnt show a hint of sag. She also had firm breasts that were small still firm and round. Loren was also a lesbian so didnt mind giving her babysitter a ride as the fourteen year old was so hot Loren got a thrill...
Ashley chose her outfit carefully. She wore a simple white blouse with buttons. It was tight, but Mr. Brenner couldn't tell since she kept her sweater on till after he left. Her skirt was loose and short--well above the knees. She decided against a plaid, thinking it was cliché and, instead, went for bright blue. She completed the outfit with a pair of pink ankle socks. She was going for a look that was both innocent and sexy--just short of slutty.And she succeeded beautifully.At the same time,...
My wife and I had been married for five years and had some good sex before our twin daughters were born, then our life in the bedroom began to taper off some.It wasn't that Lisa wasn't attractive any more; she was hotter than ever with the few extra curves she put on after she had the girls.I don't know if she was self-conscious about the ten extra pounds she had on herself or worn out from the girls, but she didn't seem as interested in sex as she used to be.On a good month, I may have gotten...
“So what time does she get here?” I asked, my wife then checked her watch and then looked up at the clock. “In about an hour.” she replied. “Why check your watch and then the clock?” I asked her, “Didn't know that was the time.” she answered. I continued tapping keys at my laptop while she got dressed. She was a beautiful woman, with short curly black hair and a size 8 figure. Her breasts were natural, which some people didn't believe because they were so pert. Sitting like two half...
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...
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...
Introduction: Kayleen is one that likes to be in everyones business- like booze. But after Jimmy and Beth Lawson catches their babysitter in the act, they teach her a painful & valuable lesson. But its the lesson that will forever stick with her for the rest of her life. Beth and I have been married now for twenty years, and still going strong. You could say that were a loving, warm-hearted, deeply passionate couple. We couldnt have asked for anything more, a nice home, three beautiful kids. In...
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: After Kayleen got schooled and dismissed, Jimmy & Beth teaches the twins how to fuck a REAL woman. FROM THE AUTHOR: This is really the fourth & final installment of Babysitter Gets Caught, Babysitter Gets Schooledseries. After Kayleen leaves, thats when the twins decided to help breed their mom. So their dad teaches the pm a lesson on how to seduce an older woman. Be sure you read the EPILOGE at the end of this story. There might be a spinoff, depending on the reviews. Thanks and...
Our Babysitter and Her Mother By Wonder_Dad - Story #11 - Downgraded AgainThroughout our marriage, the wife was getting restless wanting time alone, either with me or with her girlfriends. I placed an ad in the local newspaper seeking a babysitter. I thought we would be swamped with responses, but after two weeks, there had been only one call. We had decided to interview all candidates in person, before making a choice. We met with the young lady, but she was really way too young, barely a year...
Babysitter Worth KeepingBy Wonder_Dad - Story #12It was quite a stroke of luck after attempting to find a babysitter that would satisfy our requirements for our two k1ds for so long. The girl, Justine, a young girl of 17, whose jet-black hair complimented lily-white skin, was finally hired. I knew little of her, but was learning quickly thanks to advice of her mother, Tatyana. Justine was truly a carbon copy of her mother in looks, but not in actions. I will not digress and re-tell my previous...
Rachel 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,...
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...
LesbianSix full months have passed since the new babysitter entered into the household of the most esteemed Reverend John Stiffworthy and his somewhat flirtatious and definitely disobedient wife Gloria. The Reverend’s move to the smaller and more isolated parish was at the request of the Bishop until the dreadful rumors about things of a sexual nature with the Boys’ Choir had died down sufficiently for him to return to the center of the church’s headquarters without controversy. It was actually...
Note 1: All characters are at least 18 years old. Note 2: Although I recommend you read parts 1 and 2 first, here is a summary of this series so far... Part 1-Megan, a dominant but caring lesbian, seduced her cute and innocent babysitter Jenny. Part 2-Megan takes her new submissive lesbian shopping, makes a fantasy come true with a cheerleader that Jenny had dreamed about forever and took her to a special lesbian only bar. Bedding the Babysitter: A Cheerleader's Recruit What a weekend. Jenny...
LesbianThe 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...
Mike’s night was falling apart.“But honey, this is supposed to be a romantic evening with,” he struggled to phrase it with finesse, “an intimate ending. How are we supposed to do that if you end up falling asleep before I get back home? Can’t we just call her a cab?”His wife, Cindy, sighed in response. “Sweetie, someone needs to bring Megan home, and I’ve had too much wine, so it’s going to have to be you,” she explained as she looked at him with a face depicting the annoyance of telling a...
Oral SexI 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...
TabooThe following is a continuation of the original story "The Babysitter" previously published on this site under the Taboo category. If you haven't read the original story, please do so before reading this one, as it will introduce the characters and circumstances so this one will make more sense. * The extra week that my wife was gone stretched into two. Amy had gone to her sister's to help her while she and her husband were having troubles. They had split for a time, and Amy's sister was...
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...
I couldnt believe I was staring at a picture on my computer of my 18 year old babysitter's naked pussy. Leaning back behind my desk in my home office, maximized on my monitor, was a picture of Missy lying on her back nude with her legs spread, and a perfectly shaved, glistening pink pussy pointed at the camera. Wow. I mean -- wow. It was the second of the fifteen pictures that I'd opened. The first pic, ME, had a nice smiling photo of her sitting on the bed wearing a bra and panties. And, of...
Jessica's Live-In Babysitter - Part 1 by CutePatti ________________________________________ Sam had doubts about Becky's idea when she had broached it to him over lunch at the office. Sam and Becky had known each other for many years and had even had a serious relationship at one time. But that was long over and they were able to remain friends since they worked for the same company. "I have a problem," she said, "and I think you're the perfect solution!" She went on to explain...
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...
Jessie Flanders checked the time on her cell phone as she neared the elegant Carter home. She was a minute early for her babysitting job. As she made the turn onto the Carter’s front walk, a cab pulled to the curb and blew its horn. She reached the door and was about to ring the doorbell when it popped open. A good looking woman in her late thirties dressed in dark slacks and sweater peered at her over her glasses. “Are you the babysitter?” she asked. “Yes I am,” Jessie said. “The sitter’s...
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...
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...
This is a chronicle of the most important two weeks of my life. First things first, though. I should warn you about this story. For, while the title is certainly accurate… and while this tale really IS about me hypnotizing the babysitter… and while it really IS about how this girl’s head was filled with all sorts of enticing and passionate suggestions… and while it IS about how these suggestions led her to engage in extremely arousing and exotic sexual relations with me… I feel obligated to...
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...
TeenI awoke the next morning after a night of intense lucid dreams with no recollection of how I had ended up in my own bed. All I remembered was venting my unmet desire to get laid with a quick, loveless wank. It took me a while to realize Emily had come to my room to wake me up.She was gently rubbing my cheek with the back of her hand when she spoke, “Rise and shine, sleepyhead. Breakfast is ready?”I looked at her through half-closed, drowsy eyes and mumbled something unintelligible about...
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...
Introduction: This is the continuing story of Rose, her husband Ron and the babysitter Jenny. Rose had just recently found the opportunity to dominate another and to even punish and be sadistic. She found it a rush and it was changing her life. Jenny lived with so much guilt because of an over religious mother. Their story continues. Rose woke up first and realized it hadnt been a dream. Here she was in the bed with the 16 year old babysitter Jenny and her husband. She could hardly believe the...
Introduction: After Jimmy takes Kayleens innocence, breeds & seeds her. she gets set for another lesson- swallowing protein. Then Jimmy teaches Kayleen how a real man pounds a real woman. And then.., all hell breaks loose. Me, Beth and Kayleen took a breather to catch our breaths. Then Beth says to Kayleen, Now that my husband filled you up by shooting his pearly-white spunk deep inside your young, fertile womb, youre gonna give him a blowjob. Then I chimed in by saying, And not only are you...
Introduction: Submissive babysitter Jenny seduces her sexy teacher. Bedding the Babysitter 4 Brief Summary: Jenny attempts to fulfill an order from one of her two Mistresses, when she meets with her unknowing teacher to finish a seduction she had slowly been doing all week (a brief sub-plot in Bedding the Babysitter 3). Note 1: I recommend you read parts 1-3 to know the complete story of Jenny from shy, nervous in the closet lesbian to submissive, sexy cheerleader and seductress. That said,...