The Punishment Of The Babysitter Chapter 2 free porn video

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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 things she had forced them to do after noticing their attraction towards one another. She had made the young woman undress before him, kneel before him and give him a blow job. She even later forced her husband Ron to take the girls virginity. But what surprised Rose even more were the other things she had done like spanking both their bottoms with a ping pong paddle, hitting Jenny between her legs with a belt and performing oral sex on the girl. Even more surprising to Rose was how she felt doing all this. At first she was acting out of anger, she found herself wanting to hurt them as much as she could. But somewhere along the way she found herself enjoying this. She liked how it felt to make another person do something. She liked how it felt to punish another person and have them just accept their punishment seemingly giving her the permission to be their punisher and what surprised her most of all was how drawn she felt physically to the young woman. Rose had to ask herself did she ever think she had ever felt drawn to another woman and she could not think of a time when she felt attracted to anyone. But there was something about this young woman, her frailty, her femininity, her innocence and mostly her obedience. Rose felt the urge to touch her, hug her, kiss her, hear her, smell her and taste her. What scared her even more is how aroused she felt while punishing her. She could hardly believe she had taken a ping pong paddle and spanked the girls butt several times. Then she even took one of Rons belts and struck the girl between her legs directly on her sex and letting the buckle swing through all the way up onto her butt. How could she enjoy this? Wasnt there a term for this? A word that described the liking of this feeling? Yes. . . yes there was such a word, it was called sadism or sadistic. Was she really sadistic? Rose opened her eyes and looked at the petite woman laying next to her, did she really like to hurt this fragile looking creature as much as she liked touching and feeling and kissing her. She felt herself shiver. And what about her feelings towards her husband, all those years of marriage and she had seemed to have lost her libido yet yesterday she had been more aroused then she had ever been. Was she. . . God forbid. . . a lesbian. Rose took a deep breath in and then out. She was thinking too much. She didnt want to do that anymore. She couldnt do that anymore. She needed to kiss the girl lying next to her. Rose very carefully move closer to Jenny and moved the hair from her face. It glistened with the look of Rons dried cum. Very gently she lowered her lips to Jennys and kissed them softly, licking along them until she felt Jenny begin to wake. Rose felt her aggression come back and firmly pushed her tongue into Jennys mouth. Jenny woke feeling something touching her lips. She opened her eyes feeling her eyelashes seem to have to peel away from her skin to open. There was Rose kissing her pushing her tongue into her mouth. She tried to move her arm to push her away but realized they were still tied behind her. What had she done? She had committed so many sins of the flesh as her mother called them. She even had sex with. . . Ron, yes there he was beside her. She heard him snoring. Was she going to go to hell like her mother told her? The same woman kissing her now had also spanked her butt with a ping pong paddle. She also hit her hard between her legs with a belt. And Jenny felt like she deserved it. She felt Rose stroke her hair with her hands as she kissed her. Then she felt herself stiffen as she felt her hand go to her breast. Wow how she made her small chest feel last night. Jenny tried to quit thinking and just tried to let herself relax. This was feeling good and she didnt want to think about going to hell. She just wanted to feel this new feeling she had never known or understood before last night.

Rose was struggling worried if this girl thought she was some kind of freak. She had woken her up kissing her and the poor girl woke and tensed up so much. She was about to stop the kiss but wait. . . she was relaxing, she was kissing back. Rose felt her heart beat faster she didnt stop, she kissed her more passionately and to her delight the young woman didnt resist at all. She felt her husband there just a few inches away, but he was snoring and she hoped he didnt awaken. She continued to rub Jennys breast as she seemed to like it. Then she felt an urge, a need to do something she had never done before and she slowly moved her kiss lower. She kissed Jennys chin and then at the base of her neck and then down onto her chest. She kissed her way down onto Jennys right breast. The girl could scream or cry out or say stop now if she wanted to but instead she just breathed heavy. Rose felt herself trembling slightly as she was so nervous at what she was doing but she couldnt stop she kissed lower and lower onto the small firm perky boob until she found the place she secretly wanted to kiss. . . Jennys nipple. Gently Rose pulled it into her lips sucking it softly. As she did she brought her tongue to it and licked it between her lips. She felt Jenny arch her back and heard her moan. Rose was delighted, Jenny liked this. Then Rose felt a curiosity and she needed to know so as she sucked and licked the nipple she slid a hand softly down Jennys body, lower and lower onto her stomach then lower ohhhhh yes she felt the smooth pubic bone that she has shaved last night but her fingers worked lower down till she found Jennys sex and YESSS it was wet. She rubbed her finger directly over the clit and felt the girl arch her back more and stiffen. Rose couldnt help herself and she felt her own fingers work around Jennys flesh until she found her clit. Then she was shocked with her desire she wanted to. . . to be. . . sadistic and she pinched the clit and twisted it as hard and much as she could. All while sucking and licking the nipple. Jenny let out a groan and tried to pull her hips back and away. She lifted her legs up but couldnt move Roses hand from her clit. God it hurt soooo deep into her body. Jenny wanted to ask Rose why she was doing this but she already knew the answer, because she was a bad girl, a sinful girl. She groaned as the pain shot through her body yet she didnt protest or beg her to stop she just accepted Roses punishment knowing she deserved it and more.

Rose felt a rush of adrenalin through her body. She felt Jenny arch more and jerk and try to snap her legs up to protect herself. Yet she didnt tell her to stop or even say no she just accepted what she was doing. She wanted to make it hurt more and thought of a way slowly working to turn her fingers where her fingernails could find flesh. She was able to turn her index finger and press it against the base of her clit. She heard Jenny wimper and that made her need to dig her nail in more. Rose heard Jenny let out a sob and she started to cry. Rose pushed her upper body higher and came back up to Jennys head she kissed her lips lightly and then whispered in her ear, Its okay sinner open your legs for me and accept the punishment you know you deserve. Help me hurt you more Jenny. Rose could hardly believe what she was saying. She remembered the long hours of listening to Jennys mother ramble on about her extreme religious beliefs and her daughter. She actually remembered thinking and feeling sorry for the girl she had yet to meet thinking how difficult it must be to have a mother with such extreme beliefs. Now she found herself taking advantage of that knowledge. Knowing the things Jenny had been told. To her delight Jenny began to do as she was told and worked to open her legs. Good girl thats it Im going to try to hurt you more to give you the punishment you deserve. As Jenny opened her legs it made it easier for Rose to access her clit and she was able to shift her fingers again and push her thumb and middle finger nails also at the base of her clit. She felt Jenny begin to tremble. Thats it baby let me hurt you here in your naughty places. You need me to punish you cause youve been such a naughty dirty bad little girl and Im going to Jenny, Im going to punish you for your sins, Rose said as she strained her fingers making them sore as she worked to keep digging her nails all around Jennys clit. Rose pressed and dug and pinched at poor Jennys clit a few more seconds then she had to rest as it strained her fingers so much. She let go but put her hand over Jennys sex firmly squeezing her loins pushing her hand into Jennys flesh. Thats a girl, good girl you accepted your punishment bravely. But dont worry Im going to punish you much more for all your sins Jenny. You did really well and Im very proud of you. Im going to help you Jenny. Im going to punish you much, much more for all of your sins, for the naughty pleasure you feel. And Im going to have Ron help punish you too. Were both going to hurt you, to punish you, to relieve you of the deep guilt you feel, Rose said to her softly.

When Rose looked up she realized Ron was awake looking at her and listening to this. Ron could not believe what he was hearing. Was his wife serious? Was she out of her mind? He looked at Jennys face seeing the tear streaming down her cheeks. What he didnt know is what Rose had done to her as the covers were covering her body and he couldnt see anything below her neck.

Rose now had no doubt she was truly sadistic. She then leaned down and kissed Jenny passionately. When she broke the kiss she then looked at Ron and said, Good morning Ron. Were going to help Jenny here. Were going to help punish her for her sins. Were going to hurt her body as much as we can to relieve her of her guilt. And before you worry about this Ron, this is what she wants. . . No this is what she needs from us. So we are going to be good friends to her Ron to help Jenny, to punish her body as much as we can to help her release her guilt. But I want you BOTH to understand this is going to take a lot of work, a great deal of punishment because of all her impure thoughts and all of her sins. But I promise you Jenny, Ron and I will not let you down. We are going to work with you as long as it takes to hurt and punish your body for all of your sins. And as you continue to be human and continue to sin more we will be here for you to punish you more even if it means punishing you every day.

Rose continued, Are you ready to embark on your road to salvation Jenny? Do you submit yourself to me for as long as is necessary? Do you accept without question any punishment I deem necessary? Do you want us to help you? Jenny looked at Rose stunned hearing all this. She had felt so guilty her whole life so bad so much of a sinner and now Rose was offering to help. Jenny just nodded. But Rose didnt accept that and said, No you have to answer verbally with Yes Maam. Jenny looked at Rose and said it softly, Yes Maam.

Rose smiled with this and pulled and kicked the covers down. She then took gentle hold of one of Jennys knees and turned the leg opening it wide. She then took hold of the other knee and did the same lining the bottom of Jennys feet together with her knees both turned out wide. She pushed each knee down till they were almost flat on the bed. Its time for a spanking Jenny, are you ready to accept your punishment, Rose asked. Yes Maam, Jenny replied. Thats a girl Jenny this is going to help you Jenny, its going to help you very much release some of that guilt. I want you to accept it bravely to try not to cry, try not to scream try to be as quiet as possible, Rose said looking her directly in her eyes. Then without further hesitation she lifted her hand and hit Jenny directly between her legs as hard as she could. Jenny let out a loud groan as she felt the pain of the hit on her loins. Instinctively she snapped her knees together. No no Jenny keep your legs open for me, Rose said and reached and pulled her knees open again. Ron help me, hold her knee down with your leg, She said to him. He hesitated for a moment but then moved his leg over her knee. Rose did the same on her side. Then she lifted her hand up high again and brought her hand down hard again hitting directly on Jennys sex. Jenny again cried out as it hurt and again her reflex made her try to close her legs but her knees were now pinned and she couldnt and again Roses hand came down hard on her sex. Jenny tossed her head back God how this hurt. She just wanted to roll on her side and curl up. Two more times Rose hit Jenny between her legs each time hitting right on her pussy. She felt it throb through her body.

Ron I need you to help Jenny, if you care about her you will spank her naughty dirty sex very hard, Rose commanded. Ron hesitated a moment he just was unsure but he had just heard what he heard he looked as his wife and then finally gave in and raised his hand and slapped Jenny directly between her legs. Now what neither of them saw or noticed was as Ron was contemplating if he would do it Rose had taken a hold of the ping pong paddle and when Ron hit Jennys sex Rose brought the paddle down hard flat on one breast. Jenny cried out in pain shocked to feel the pain both places. It made it hard to focus on the pain in either one. She was horrified when she heard rose say, Again. As Ron hit Jenny again on her sex Rose hit the opposite breast spanking it with the paddle. Again harder, Rose commanded and Ron slapped her pussy again as Rose hit her breast so hard with the paddle. This continued on until each breast had been hit five times and Ron had hit Jennys pussy ten times. Poor Jenny was now sobbing hard crying. Rose then bent down and hugged her tightly. She spoke softly in her ear, Its okay Jenny you did so good. Go ahead and cry out those tears. Its okay Ron and I are going to help you. We love you and are going to help you release all that pent up guilt.

Jenny was surprised to feel this woman holding her, comforting her. Did she really care about her? Was she really going to help her? Its okay baby Im really proud of you. You did very good accepting your punishment. Were not going to let you down, Rose said again softly while still hugging her close. Finally Rose sat up releasing her hold on Jenny. She then lifted up to Ron and whispered to him something Jenny couldnt hear. She watched him crawl over her and get between her legs and she was surprised when she felt his cock touch against her very sore pussy and then grunted as he pushed in. Jenny cried out loud as the cock over 13 inches long and over 2 inches wide forced inside her again. Ron was moving fast and aggressive and pushed over and over forcing his cock to push into her tight sex. Rose started chastising Jenny saying, Thats it Jenny accept my husbands cock inside you. Hes going to fuck you as hard as he can punishing you inside for lusting after him. And thats exactly what Ron did thrusting his hips hard more out of lust then his wifes words but he needed to do this, yearned to do this and he fucked Jenny as hard as he could muster. Ron pushed and pushed inside her over and over until his cock was fully inside her. He thrust as hard as he could. He was surprised when he felt his cock seem to hit something inside her but he just kept thrusting inside her again. She jerked when the head of his cock slammed hard against her cervix. Ron did not understand what this was as he had not had many sexual partners and never one this young. He had no idea how painful it was for Jenny as he thrust the head of his cock into her cervix over and over again. It felt to Jenny like someone was punching her inside her stomach and she grunted loud on each stroke. Harder, Rose coaxed Ron on not realizing why Jenny was reacting like she was but just wanting her to experience rough sex. Ron used more of his weight and strength to thrust harder really drawing a deep groan from Jenny. She tried to move around under him to stop the painful feeling inside. Rose not doing anything else, reached down and pulled up one then the other of Jennys legs this only allowing Ron to push in even a little further. Ron now felt his cockhead push into Jennys inner wall and it felt oddly good to him so he just tried harder to make all his strokes fully inside and Jenny felt like someone was hitting her between her legs with a baseball bat. Fortunately for Jenny he only had six more strokes like this before it excited him too much and he began to sew his seed inside the young babysitter. Ron could not remember ever enjoying sex this much and while he felt so guilty for what his wife had had him do, he was enjoying the best sex of his life and not wanting that to end. Six strokes later her tight pussy had milked out all his cum and he finally stopped thrusting as his cock was going limp. He stayed there only a few more moments before he rolled off of Jenny and onto the bed. He then knew he needed to get up and go to the bathroom. Ron walked into the bathroom not bothering to close the door and both Rose and Jenny heard him relieve his bladder. As he was finishing Jenny said very softly to Rose, May I go to the bathroom?

Rose heard this and looked down at the young girl. This was the first time in her life another human being had asked her permission for a necessary bodily function. Rose had to contemplate if she could actually find a way to say no. But she also knew what that meant, it meant she would pee in their bed and Rose was not sure she wanted that. She then decided to try to think of another way to take advantage of that need. Then she slowly smiled and got up out of bed. She then looked at Jenny and said, Get up out of bed. Jenny rolled to the edge of the bed and then stood up. Rose continued, Did I tell you to stand up? Well? I dont think so, now kneel!!!! Jenny looked at her stunned and really needed to pee. But she didnt know what to do so she slowly went down to her knees. Rose then took Rons belt from last night and pushed one end through the buckle without fastening it. She then looped it over Jennys head and lowered it to her neck where she let it pull tight. Crawl, she commanded Jenny and jerked the belt forward of Jenny tugging her towards the door to the room.

Caught completely off guard the tugging pulled Jennys upper body forward. She lowered her hands to the floor and began to crawl behind Rose. No sooner then she did and Rose picked up the pace forcing her to crawl as fast as she could. As Rose reached the back door she felt the belt tighten as Jenny seemed to slow. When she opened the back door Jenny came to a complete stop. Rose looked back and her and quietly walked back to Jenny and stood right beside her before taking the paddle in her hand and with as much force as possible it went, Whack right across poor Jennys bottom. WOW Did it hurt. Then again Rose walked past Jenny and pulled and hesitantly Rose pulled Jenny out the back door crawling. Rose kept up a harsh pace and walked all the way into the backyard. Poor Jenny had to follow on hands and knees as she crawled behind Rose. Once she was in the middle of the yard Rose finally stopped. Pee, she commanded. Jenny looked at Rose stunned. She certainly did not expect her to pee while on her hands and knees in her back yard completely naked.

Then she slowly realized more and more where she was and what she was wearing. How could she be out here like this? Held by a mans belt around her neck, completely naked as she crawled on her hands and knees. Jenny felt very ashamed. She felt the bright summer sun shine on her bare skin. Rose continued, I thought you needed to pee? Now pee or well go back inside and I wont allow you to. If you pee on my floor Ill beat you till you pass out. So do it. . . PEE. Poor Jenny listed to Roses retort. She really did need to go but how could she kneeling here outside in the yard. Jenny knelt there nervous scared and unsure. You have 60 seconds young lady if you dont start then were going back inside, Rose threatened. Jenny knelt there struggling ashamed, and embarrassed. How, oh how could she do this?

Rose then growing more impatient set the belt down on the grass and walked on the porch. She picked up and old broom hung on a nail on the house and walked back over to Jenny. Whack, the broom handle came down across Jennys bare butt. Pee! Rose yelled. Whack, the broom handle hit again. Jenny shook not sure what to think or do. Then she even tensed more when she felt the top of the handle push down her butt crack until it touched her sex. Rose then bent down and picked up the belt and pulled it firm. Then she very firmly pushed the broom handle against Jennys pussy lips. She moved the handle up and down until the lips began to open for the rounded end of the handle. Then she pushed harder, and harder until the handle began to force inside Jenny. The poor girl let out a howl of pain. As the dry stiff hard broom handle pushed into her sex. God it hurt! Rose pushed more and more slowly forcing the wooden handle to push deeper into Jennys sex. She was pretty sure this much hurt pretty bad but she felt herself oozing wetness in her own panties. Rose took her time and moved the other end of the broom up and down trying to help work the handle in more. Pee, she commanded angrily, or Ill push this as far inside you as I can. Jenny started to cry and that made Rose feel very guilty but just as she was about to pull out the handle she noticed an odd spray of wetness splatter out from between Jennys legs. The young girl had done as she was told and started to pee. Thats it baby, pee down those pretty legs of yours, Rose coaxed. Rose held very still not wanting Jenny to stop peeing. Thats a good girl, pee in my yard my little pet, Rose said struggling not to giggle at herself for saying that. Finally Jennys stream stopped and Rose just watched her for a few more minutes.

Then again Rose set the belt down on the grass and walked towards the house leaving Jenny there in the yard on her hands and knees. Rose took hold of the garden hose and pinched off the end and then turned the spicket on and listened to the sound of the water. She slowly let the hose unwind and kept the crimp in it till she got close to Jenny again. Then only a few feet away Rose aimed the hose at Jenny and let the crimp out and whoosh a hard spray of cold water hit Jennys body. The broom handle still sticking into her sex. Rose was soaking her as she screamed from the cold water and then Rose pulled the broom away. She aimed the water directly as her sex taking advantage to it staying open for just a few moments. And poor Jenny felt the rush of water into and over her sex. She was shivering and upset as she was hosed off. Rose was laughing having fun.

Finally when she felt she had her thoroughly washed off rose tossed the hose to the side and turned the water off. She then walked back over to Jenny and picked up the belt. Good girl, she praised her, good girl. Then she tugged and Jenny turned around towards Rose and they started back to the house. Jenny felt so relieved as they made it inside. She was so embarrassed and ashamed to have crawled outside naked, to have peed in the back yard and to have had a broom handle shoved up her sex. With the air conditioning running in the house Jenny shivered as she was still quite wet. She watched Rose sit down on the sofa and she pushed her butt down still on her hands and knees on the floor. Rose stared at her amazed. She couldnt believe this young girl was doing what she asked. It felt incredibly powerful to have someone do what their told for you.

Rose then had to work up her nerves a bit more then she already had. Was she ready for this? Was this really what she wanted? She tried to hide the fact that her hands were shaking but slowly she pulled Jenny directly in front of her and put one foot on each side of Jenny resting her feet on the edge of the coffee table on either side of Jenny. Then firmly Rose slowly pulled the belt forcing Jenny closer and closer to her own sex. She lifted the hem of her robe up and open exposing her sex to Jenny. With the young babysitter close enough she was able to put her hands on her head. She then pressed her into her sex. Jenny was so nervous. She had never seen that part of another girl that closeup. She smelled Roses scent and saw that she was very wet. She then felt her own head pulled hard until her mouth was on Roses pussy lips. She knew shed better do something so she slowly pushed her tongue out. She tasted a woman for the first time and she tasted very different then Ron. This taste was not as salty and just seemed to have a better taste. But she still could hardly believe what she was doing. Lick my pussy whore, Rose scolded her, eat me good. Rose then felt Jenny do as she was told and she licked more and her tongue explored around Roses sex. Timidly she continued to work Roses body and slowly she was able to try to not think too much about it. Over and over she licked. Jenny was not very skilled at this since it was her first time but since it was so hot and arousing to Rose it wasnt very long before she reached orgasm. The first orgasm she had had in many years. Thats it baby drink my cum down, Rose coached as Jenny licked and tasted so much of her orgasm. Thats a good girl, she said again, good girl. Then Rose finally let go of Jennys head and even the belt. She lifted one of her legs back with the other taking them out from around Jenny. Lay down, she commanded and Jenny slowly laid down on the carpet. Good girl. . . stay, Rose ordered. Soon she was drifting off to sleep.

To be continued. . .

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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...

3 years ago
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The Babysitter Chapter Two

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...

2 years ago
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Sunbathing Babysitter

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...

1 year ago
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When The Babysitter Came

"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...

Voyeur
2 years ago
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An Unexpected Threesome With The Babysitter Part Two

A 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 Sex
2 years ago
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Engaging The Babysitter

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...

3 years ago
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Our Babysitter Watches Us

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...

2 years ago
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Propositioning the Babysitter

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...

3 years ago
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Blonde Mom Fucks Black Babysitter Pt 1

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...

1 year ago
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Babysitter Makes Her Move

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,...

4 years ago
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my babysitter my teenage whore

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...

2 years ago
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The Babysitter

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...

3 years ago
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The Busty Babysitter

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,...

4 years ago
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The Babysitter

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...

2 years ago
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The Sins of a Submissive BabysitterChapter 2

Six 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...

3 years ago
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Our Babysitter Julia

“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...

2 years ago
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Sara The Bad Babysitter

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...

2 years ago
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Babysitter Gets Caught Then Gets Schooled

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...

3 years ago
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Babysitter Gets Dismissed Then The Anniversary BreedingTaboo Begins

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...

2 years ago
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Our Babysitter and Her Mother

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...

1 year ago
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Babysitter Worth Keeping 12

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...

2 years ago
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The Babysitter

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...

Lesbian
1 year ago
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Bedding The Babysitter 3

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...

Lesbian
3 years ago
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Punishing the Babysitter

I hate working on Saturdays but you can’t have everything in life. It was 2.30 pm and surprisingly I was able to finish my work which was supposed to go until night, so I rushed out of my office to be with my k**s. I didn’t have to worry because of Nina, my babysitter, who has been with me for a while and even does some household work. She didn’t complain about my many demands because I paid her generously. She was 21 years old but looked a bit younger and very devoted to looking after my two...

3 years ago
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Naughty Babysitter

Introduction: 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...

2 years ago
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my new babysitter

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...

2 years ago
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The Babysitter Rules

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...

1 year ago
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Somebody Had To Take The Babysitter Home

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 Sex
3 years ago
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Engaging The Babysitter

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...

Taboo
1 year ago
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The Babysitter II

The 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...

Taboo
1 year ago
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BlondieDennis The Menace The New Babysitter

Blondie/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...

4 years ago
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Missy My Babysitter is A Horny Little Slut

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...

3 years ago
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Jessicas LiveIn Babysitter Part 1

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...

2 years ago
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Michelles New Babysitter

       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...

3 years ago
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B Is for Babysitter

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...

3 years ago
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Catherine Dixons PunishmentChapter 29

Carrying a tray laden with Coffee and breakfast things up to her bedroom, wearing nothing other than a leather collar and leash, wasn’t an experience Annie Day had previously participated in at 9 in the morning and certainly not at the same time on the dot every morning, in fact until a few months ago such an exercise was something Annie would never have dreamed of. Certainly not before having her home and her very existence taken over by Olga, the burly East European dominant Lesbian. In...

1 year ago
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Naughty Babysitter

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 a cheerleader. She was excited about finding the babysitting job so...

3 years ago
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Abigail the Babysitter

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...

4 years ago
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Naughty Babysitter

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...

2 years ago
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The Babysitter III Question

I 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...

Teen
1 year ago
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The Babysitter

Falling victim to the fashion trend of the tight black leggins, left almost nothing to the imagination, as her legs, small hips, and the tiny gap between her thighs, were open-season for anyone who dared to view them for more than two seconds. She was not the first babysitter Mister I would have chosen to watch his k**s, since Teagan was just a k** herself, yet he also didn't dare to tell his wife that he found her to be somewhat of a distraction as well."The k**s love her," she always said,...

3 years ago
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The Babysitter Pimps My Wife At A Party

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...

1 year ago
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The Babysitter My Wife and the BiGirls

“So, all you have to do,” Danielle said to me over her shoulder, “is get rid of the k** for the night, get yourself some beers and make sure it’s Kim who answers the door.”“Do you need her to be wearing anything special?” I asked, gripping her hips tightly. “Or do you want it to be a surprise?”“Don’t tell her a thing,” replied the babysitter, breathlessly. “Me and my friends are gonna be a bit of a shock to her.”I pulled out of her tight teenaged cunt and shot all over her pert little bum, “Oh,...

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