An Unexpected Threesome With The Babysitter Part Three
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It was back when I was just nineteen, and needing money to help me pay my way through college. A friend of my Mom asked if I would babysit for her, watching her son, Howard, who was ten, and her daughter, Kay, who had just turned sixteen. It sounded easy money, especially as I was told the boy went to bed around 9 pm and was no trouble at all.I wondered why the older girl could not take responsibility, but it seemed she was not yet at the stage where she could be left in charge. Not a problem,...
TeenThe 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...
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...
My first story left off with me licking and sucking my hot babysitter and then taking her upstairs. Now we continue…. I took Susie up to my room and noticed my husband was in the shower. Susie was already naked, her gorgeous young body begging for more action. I quickly undressed and got on the bed. My hot little babysitter crawled up beside me and started sucking my tits. She was working each of my nipples, swirling her tongue around them and sucking each one into her hot mouth. She brought...
My first story left off with me licking and sucking my hot babysitter and then taking her upstairs. Now we continue....I took Susie up to my room and noticed my husband was in the shower. Susie was already naked, her gorgeous young body begging for more action. I quickly undressed and got on the bed. My hot little babysitter crawled up beside me and started sucking my tits. She was working each of my nipples, swirling her tongue around them and sucking each one into her hot mouth. She brought...
BisexualOver 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...
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...
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...
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...
It was a few days after the gloryhole incident. Danielle had “babysat” for us again tonight and I was dropping her home afterwards. She wiped her mouth with the back of her hand as she raised her face from my crotch and asked, “Do you and Kim want to come to a party with me next weekend? I’ve promised to provide the entertainment, if you know what I mean.”“I think I do know what you mean, but why don’t you spell it out for me, just in case…”“Well,” she said, with a coyness that was almost...
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...
Spanking“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 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...
Warning this series is fundamentally a bisexual (MMF) threesome story. If bisexuality makes you feel uncomfortable, you should probably stop reading now. Also, I have illustrated versions of these stories in PDF format for anyone who would like a visual to go along with the words. I hope you enjoy. M___________________________________The Unexpected (Part 1 of 4)I stood in the doorway trying to wrap my mind around what I was seeing. There was my wife of 25 years bent over the counter, moaning...
Wife LoversDon'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...
Warning this series is fundamentally a bisexual (MMF) threesome story. If bisexuality makes you feel uncomfortable, you should probably stop reading now. Also, I have illustrated versions of these stories in PDF format for anyone who would like a visual to go along with the words. I hope you enjoy. M _____________________________________ The Unexpected (Part 1 of 4) I stood in the doorway trying to wrap my mind around what I was seeing. There was my wife of 25 years bent over the counter,...
“Don’t worry,” Debby said, taking my arm and pulling me back on the bed, “just relax.” She put an arm around me. “Everything will be fine.” I couldn’t help wondering just why she seemed convinced that everything would be fine. Yet she appeared genuinely unconcerned, completely relaxed and without a worry in the world. I didn’t understand. Here we were, my babysitter and me, the both of us naked on my bed. And if that wasn’t enough, my sperm was still coating certain parts of her body. Now this...
Following 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 SexI 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: 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...
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...
VoyeurI opened the door and saw her through the glass storm door. She just smiled and waved for a few seconds, and I had to return the favor. I opened the storm door too. "Hello, Alli, you are looking well." "Hi, Mr. Fonpolous, thank you," she replied, strolling into the house. "How are you doing? Has the dating life been decent since the divorce?" "It has been okay, Alli. It is tough out there though, and please, call me, Rex," I corrected her, failing to part my eyes from her while...
Jack Niles was married for the last twenty years. He and his wife were best friends. They were each other’s soul mates. They had a healthy sexual relationship and pleased one another. Jack also had secret desires which he didn’t share with his wife. Jack was obsessed with breasts. His wife had a small chest. He begged her to get implants, however she was scared about her health. She would get real mad at her husband for ever suggesting that she needed implants. Jack’s obsession with breasts...
Introduction: Our babysitter seeks answers about sex One of the things my wife and I loved about our house, the first time we saw it, was the neighborhood. There were kids playing outside, and everyone seemed to know each other. Since the house was also best of all we had looked at, we bought it immediately. While the house does have its issues, it has a lot going for it, too. First, it sits on a huge lot. Its actually nearly two full lots, meaning we have a huge backyard. It also has a great...
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...
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...
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: 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...
The Babysitter She gave a light tap on the door, knowing that there was a baby in the house probably trying to sleep. The tapping was loud enough to alert the child’s mother who was sat in her living room. The house had been silent so the sound startled the young mother who, up to now, had been playing through the infinite possibilities of the night ahead in her mind. The more she thought about it, the more nervous and edgy she made herself. At least her 3 year old son, Callum, had drifted off...
The Babysitter She gave a light tap on the door, knowing that there was a baby in the house probably trying to sleep. The tapping was loud enough to alert the child’s mother who was sat in her living room. The house had been silent so the sound startled the young mother who, up to now, had been playing through the infinite possibilities of the night ahead in her mind. The more she thought about it, the more nervous and edgy she made herself. At least her 3 year old son, Callum, had drifted off...
LesbianRachel was just pulling her coat on when John came down the stairs. He handed Rachel her payment in cash."Thank you, Mr. Greene." Rachel smiled in gratitude."You're welcome," he replied. "You deserve every penny. Kathy and I are very happy with you. There is no one that we trust the k**s with more than you.""Thank you, that means a lot. I love them like they're my own. I would do anything for you guys." Rachel was starting to blush and was having a hard time meeting John's gaze. For his part,...
Mr. and Mrs. Crudele were going to have a much needed night out. Since the arrival of their little bundle of joy four months ago they hadn’t had a night out together and in fact they rarely had a few hours sleep in a row. But tonight they had plans for a quick supper followed by an evening at their favorite club. Mr. Crudele had obtained the name of a young woman from a subordinate at his company who said that she was very reliable and came highly recommended. He had called her and she was...
Introduction: A fifteen-year-old gets to babysit two incredibly hot twin boys My name is Mark. Im fifteen, with light brown hair and brown eyes. Im just an average kid, 57, 150 lbs. I think Im into guys, but Im not sure. I mean, I dont want to be gay, but sometimes I catch myself staring at some guys ass, and I think I might be. I know that younger boys turn me on. Theres one family across the street that has two of the hottest boys Ive ever seen. Theyre twins, and they look about ten or...
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...
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...
“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...
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...
I was in desperate need of a night out so I asked my husband if we could get a babysitter for the boys and go to dinner. He happily agreed and called the neighbors to see if their daughter, Susie, was available. Thankfully she was so we set it up for Saturday night. Saturday came around and I was more than ready to go out and look sexy for my hubby. I chose a short black fitted dress that hugged my hips and was low in the front to show off my C cup tits. I threw on some 4in black heels and let...
I was in desperate need of a night out so I asked my husband if we could get a babysitter for the boys and go to dinner. He happily agreed and called the neighbors to see if their daughter, Susie, was available. Thankfully she was so we set it up for Saturday night. Saturday came around and I was more than ready to go out and look sexy for my hubby. I chose a short black fitted dress that hugged my hips and was low in the front to show off my C cup tits. I threw on some 4in black heels and let...
BisexualIntroduction: OK readers, here comes a LONG story that I have been working on for a while. I dont think this will become a series unless I get requests for it. Tina comes home early and finds a surprise in her bedroom, the babysitter masturbating on her bed. She could just fire the girl, but decides to punish her, while living out one of her fantasies. Paul and Tina have been married for about 6 years, and have a 3 year old daughter. Instead of taking their daughter to a daycare, they have a...
The new babysitterAt this time i want to tell you a story of when i got a new babysitter.one evening my parents chatting and came up with the idea of going out on a romantic dinner for two being they were married for about 11 years and didn’t get the chance to go out much for some alone time for a long time now,being i was sick often and hadand therapy and other activities and a baby sister my mom had her hands full.my dad brought up the idea of perhaps having dinner just the two of...
I live near the high school and today happened to be the first day of school. I was driving by the school when i saw her. She was a tiny little thing, 4 foot 11 or so, long brown hair in a green skirt and white top. She was walking down the road and I decided to take a chance so pulled up beside her."Hi" I said, "what are doing walking? Looks like it might rain. Wanna ride?" "Well." she started,"My mom told me not to take rides from strangers but you look ok to me, and it does look like rain....
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...
I walked towards the door and saw her through the small window. 'Oh, there she is the barely legal dazzling brunette I have babysitting my son. What I wouldn't do to give a ride, and I don't mean in my car. Shit, she is wearing a dress like that to a babysitting gig? Is she trying to turn me on now?'I opened the door and saw her through the glass storm door. She just smiled and waved for a few seconds, and I had to return the favor.I opened the storm door too. "Hello, Alli, you are looking...
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...
TabooMike’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 SexBlondie/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...
I love my wife. One of her best qualities is how she let’s me treat her thirteen year old daughter, Michelle. My first treat was when she informed me that I should be the one spanking her, and that she would be stripped first. I went along and spanked her thinking it was just the way they did things in their family; the fact that I was enjoying myself I kept to myself. Than one day I came home to see that my wife had invited all of her friends over and had Michelle in diapers on the...
It's never easy for a child when his parents split up. Circumstances affect circumstances and usually for the worse. In Billy Bonds' case, his parents' impending divorce was all the harder because he knew deep down that, despite what they always say, he was the cause of it all. He wasn't, of course. But what's a 14 year-old boy on the edge of puberty and teenage defiance, painfully self-aware and utterly confused about everything supposed to know about life? You could say Billy was a...
_____________________________________________________ Jake sat in his room, watching a bit of porn on his computer. Whilst watching a black women play with her dark cunt he was rubbing his cock through his pants. He took out his dick and started feeling it up and down with his left hand. He felt good having his 6.5 inch cock in his grasp, as a 15 year old he had been masturbating for a few years now. Taking great pleasure at watching naked girls and stroking his young cock. “Jake,...