The Babysitter
- 2 years ago
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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 deck that sits out the back door. with a fence and gate when we want a bit more privacy. With the master bedroom sitting right beside it, we can easily see what is going on outside if needed. We picked up all the required deck items, including a grill, table, and patio chairs shortly after we bought the house. Our family loves to sit on the deck and have meals, play games, or just chill out.
Another wonderful thing about the house is the close proximity of our babysitter. Sandra, the 14-year old who lives next door, is great with our kids, and typically available any time we need her to watch them. Plus, Sandra took the effort to complete a babysitter safety course, and her parents are usually around. And living next door, its easy to drive her home. Open the door, watch until she gets to her door, close the door.
There are benefits for Sandra, too. She knows we are fine with her playing in the backyard, and she often brings friends over for soccer, volleyball, and other activities. Its common to find her hanging out playing with the kids, even when she isnt actually babysitting. My wife doesnt mind, as she knows the kids have an older youth watching them. I dont mind because Sandra watching the kids means I get to watch Sandra.
At 14, she is fairly well developed. Standing about 5 8, she weighs about 130 pounds, with approximately 36B tits. She has a penchant for wearing shirts that are too short, along with hip hugger jeans (and what seem to be thong panties). In addition to having a great body, she is energetic, confident, and excited around the kids. As the youngest member of her 9th grade class, shes also slightly more mature than most girls her age. That makes it a lot easier to leave our kids in her care.
Like most young ladies, Sandra is always concerned about how she looks, and tries to make the best possible impression. And at 14, she is becoming more concerned about how she might look in her bathing suit at the pool. Typically, its pretty easy to determine what Sandras goal is when she goes there. If shes looking to cool off or have fun in the water, she wears a one piece suit that covers her pretty well. If shes looking to flirt with the boys, she tends to wear a bikini that shows off her body. And show off her body it does. The black suit shows off two of her best assets, her developing chest and her amazing ass.
One afternoon when my wife was out with the kids and I was doing some yard work, Sandra stopped over to ask if she could use our deck to suntan. Though her house has a small deck, I didnt question her, as our porch has more exposure to the sun, as well as better lounge chairs. I told her that was fine with me, so long as she kept the gate closed. Sandra squealed with delight, thanked me, and ran to her house to change. She returned wearing the bikini, and asked how much longer I would be working in the yard. Figuring I was almost done, I told her maybe 15 minutes, and that I would try not to bother her.
Thats okay, Tom, I just wanted to know when you would be back in the house. If its alright with you, Ill be working a bit on an all over tan, if you know what I mean.
Surprised, but not entirely shocked, I told her that was okay, but that would mean she REALLY had to keep the gate closed. I told her I would go around the front to give her some privacy. Dont worry, she replied, Itll be okay for you to walk through. Thats why I wanted to know when you were heading in, so I could plan properly.
Sandra went to the porch and shut the gate to the privacy fence. I heard her adjust one of the chairs and lay down. I went back to work, finishing up the projects I was completing. Once I was finished, I threw my tools in the shed, and headed toward the house. I thought about just going around to the front, but went to the porch, as Sandra had said she would wait until I was inside before doing any tanning Au natural. I opened the gate and hurried through, closing it behind me. Turning toward the door to the house, I was shocked to see Sandra laying there with her bikini top and bottoms untied, and barely covering her.
Sandra, I stammered, What are you doing? I thought you said you would wait until I was in the house!?
Giggling, she replied, Thats not what I said, at all. I said I wanted to know when you might be coming through so I could plan properly. Im not nude. Yet. And Im sure youve seen girls with their tops undone.
I had, but they werent typically 14 years old, the neighbor, and my babysitter. I hurried through the door and into the house, before a tent in my pants betrayed my arousal.
I closed the blinds to the sliding glass door, grabbed a drink, and flipped on the t.v. I stopped by the bathroom and then went to my bedroom to change. Walking into the room, I realized the blinds there were still open, giving me a direct view of the deck, and the sunbathing Sandra. And now, she was doing exactly what she suggested she would. Her bikini top was no longer untied and draped over her titties, it was untied and completely removed. Her bottoms were not entirely removed, but she the only thing covered by the fabric was her butt, as she was sitting on it. Her nearly smooth mound was completely uncovered, allowing me a perfect view of her young pussy.
In fact, she had obviously moved her chair so her legs (and crotch) would be pointing at my bedroom window. Confused at what Sandra was doing, I continued to stare, not even thinking about the possible consequences. I had a cute 14-year old naked on my porch, her legs spread to give me a perfect view of her pussy. As I looked at her nude form, I realized that she had raised her head and was looking directly at me. Rather than freaking out or running away, Sandra smiled and waved. She then pointed at her body and mouthed, What do you think? Do you like it?
I nodded dumbly, and continued to stare.
Eventually, I collected my wits, changed clothes, and went back to the living room. I heard the door open, and turned to find Sandra standing there, still naked. She asked if I would mind opening the blinds so she could see the t.v. and I could keep an eye on her. I told her I would do that, and then did everything possible to actually keep an eye on her. How could I not? My body told me to keep a lot more than my eyes on her, and only my mind urged restraint.
Sandra tanned for about 30 minutes, turning every which way. While she said it was to get an even tan, it was pretty obvious she was doing everything she could to give me different views of her newly developing body. Im sure I enjoyed the show at least as much as she enjoyed giving it. After that, she picked up her swimsuit, and came back into the house.
Tom, can I ask you a question about sex?
Despite the performance she had just given, I wasnt sure how much further things should go. Im not sure, Sandra, isnt that something better handled by your dad?
No way, she replied, he wont answer my questions. Thats why Im hoping you will.
Okay, Ill try. Whats your question?
What does it feel like to be fucked?
Her language might have surprised me if I hadnt known her. Ive heard her swear a time or two, so wasnt caught totally off guard. But I wasnt sure how to answer the question. Sandra, I said, Ive never been on the receiving end. I dont think I can help with that answer.
Actually, she said, You can. But it involves a bit of risk, and action, by you.
Hows that, I asked.
Because youll need to fuck me so I will know, was her response.
Now, I WAS shocked. I sat there, stunned, barely able to sputter out a response. Sandra, youre 14. And you live next door. And Im 40.
So, she replied, a gleam in her eye. You havent taken your eyes off my body since the moment you came in from the yard. You looked at it in my bikini, and you looked at it more OUT of the bikini. Im just asking you to follow up on it. I want it. Its obvious you want it. Theres nothing to lose.
Well, Sandra was right about one thing. I wanted it. Seeing her naked body, pussy and all, had quickly increased my desire for her body. Now just isnt the right time. Who knows when my wife will be home with the kids. Now, you get dressed, and then well talk.
Sandra threw her bikini on, though she seemed to take extra care to ensure both the top and bottom were loose, allowing them to hang dangerously low. Okay, Im dressed. Now, will you answer my question, or help me find the answer, myself.
Sandra, youre 14. Whether I want you or not, its illegal.
That would only matter if someone was going to tell. If your wife takes the kids out, again, there wouldnt be anyone around to tell. I sure wont, and you obviously wouldnt.
Thinking about it, and trying to figure out a way to scare Sandra, I figured out the perfect situation. I would be out of town on Friday, and my wife would be out of town then and most the day Saturday. That would provide a window of opportunity.
Okay, Sandra, if youre asked to babysit the kids Friday, from 7 p.m. until around 11, say you will. Ill come home, early, and we can see what happens.
Later that night, when my wife was making plans for the weekend, I commented that Sandra had been by, and I had asked about her babysitting Friday night. Happy that I had remembered to check, my wife called to confirm that, reminding Sandras mom that it would be a late night, possibly after midnight. She was assured that would work, and hung up the phone.
I told Sandras mom midnight just in case you run late.
Smiling for reasons my wife completely misunderstood, I went back helping pack both my bag and my wifes things. With everything in place, I knew that Friday would never arrive quickly enough, and I tackled each task with a nervous excitement, thinking about the possibilities for that night.
Work, the next few days, was nearly impossible. Visions of Sandra naked on my deck kept popping into my mind. That would get me to thinking about Friday, and focus went out the window. I forced myself to complete those things that had to be done by Thursday, and somehow made it to the end of the work week. Friday was a day off, a trip for volunteer work, and the promise of an interesting evening.
Telling my wife to have a great weekend, I headed out early Friday morning. I was anxious to get through the work day and then home for the evening. Physical labor, like it often does, speeds a day along, and it was soon dinner. Rather than stay late as originally planned, I made arrangements so I could leave early, shortly after dinner. The goal was to get home shortly after 8 p.m. by which time I was sure Sandra would have the kids in bed. That would give us plenty of time to look for the answer to her question.
When I got back to town, I parked on the street a couple blocks away, and went to my house through the backyard. I knocked softly at the back door, and waited until Sandra opened it up for me. She was wearing her typical jeans and t-shirt, and smiled when she saw me.
I was starting to think you decided against coming home early, she said. Why dont you set your stuff down while I go change out of these clothes. It shouldnt take too long. She turned and walked toward the bedrooms. Oh yeah, stay out of the back of the house. The kids are asleep, and Ill be using the bedroom and bathroom. No peeking.
Sandra had my interest with that, and I decided to give her the space she needed. I threw my gear into the garage, and told Sandra I would wash up in the other bathroom. After grabbing a clean pair of loose fitting jeans and a fresh shirt, I jumped into the shower and quickly cleaned up. I brushed my teeth for good measure, and headed back to the living room. Sandra was still getting ready, so I flipped on the t.v. and sat down to wait.
She came out about 15 minutes later, and it was obvious she had been thinking the night through. She had on a short pullover sweater that left her midriff showing. It was tight enough to show off her fabulous chest, yet loose enough that it would probably allow easy access to the treasures it hid. She was wearing tight jeans that accentuated her hips and ass, along with open toed heels. Sandra nearly always wore ragged shoes that came off as soon as she got into a house, so the heels were a nice change.
Sandra had also put her time in the bathroom to good use. She had curled her shoulder length brown hair, and for what had to be the first time Id ever seen, she had on makeup. It was subtle enough to highlight her beautiful face, and bold enough to be seen. The overall effect was to make her look closer to 18 then 14.
Wow, I said, You clean up well, dont you.
She smiled, and said, If youre going to do this for me, I want to make it special for you, too. She was clearly nervous, knowing what we were thinking about doing.
Well, we dont know whats going to happen, tonight, do we? Lets take this one step at a time. How about we start by going downstairs and putting a movie on. I brought some DQ popcorn and a couple of drinks. That way, it will be like we went out to the movies. Its not even 9:00, so we can watch a movie and still have a couple hours until you have to think about going home.
Taking my hand, she giggled like the 14-year old girl she is, and said she thought that would be a great way to start the night. But I get to pick the movie!
I grabbed the food and drinks, and headed down the stairs, Sandra leading the way. My eyes were locked on her ass it swung back and forth going down the stairs. The tight jeans left little to the imagination, and I wondered if there was any chance I WOULDNT follow through on her wishes.
Once downstairs, Sandra looked through videos while I set the food down and flipped on the home theater system. Sandra picked out Almost Famous, and we settled down onto the couch as the movie started.
We were both nervous, like any two kids on a first date. Sandra asked about the movie, I offered her popcorn and a soda, and we tried to focus on anything but the sexual tension that exists when two people know what they are going to do, but arent sure how to start. Eventually, I shifted so that we were sitting fairly close, with the popcorn between us like we were in a theater. Just the simple touch from reaching in for popcorn at the same time was electric.
The movie started out slower than Sandra expected, and she asked if it ever got more exciting. Yes, I told her, Besides, you picked it out.
She stuck her tongue out at me in response.
Dont stick it out unless youre going to use it, I admonished, causing her to blush. She giggled to herself, then said, How would I go about using it.
Youll figure something out, Im sure.
She moved the popcorn to the floor in front of us, leaned against me, and said, Youre funny. I thought you were supposed to be teaching me, not the other way around.
As she leaned into me, I put an arm around her shoulder, and looked down at her. With my other hand, I lifted her chin and looked into her eyes. I leaned down, and softly kissed her lips, then backed away. Your question was about actual sex. Did you have other questions?
Still locked in my gaze, she nodded almost imperceptibly, whispering, Uh huh.
I leaned down and kissed her again, lingering with our mouths together, this time. Slowly, I opened my lips as she did the same thing. Our tongues reached out tentatively, brushing against each other, until our lips came together more tightly. Sandra later told me this was her first experience with French kissing, but she could have fooled anyone. Her lips were soft, her tongue probing into my mouth. Our tongues danced together as we held onto each other tightly.
We continued to neck for several minutes, until I pulled away and asked, What about the movie?
Laying back on the couch, pulling me toward her, Sandra said, What movie?
Following her lead, I laid down next to her as we continued kissing. Anxious to move beyond first base, I started to caress her body with my hands. I put one hand on her butt, squeezing her into me. I started to rub up and down her side with my other hand, starting at her waist and wandering up toward her ribs. She was breathing heavily as she continued to shove her tongue into my mouth, eager to explore the new sensations she was discovering.
As we got more and more aroused, my hand slipped closer and closer to her chest, until I was cautiously rubbing against the bottom of her breast. Responding instinctively, Sandra turned slightly, grabbed my hand, and pulled it onto the top of her tit. She never slowed down her desperate kissing as I started to gently caress her, brushing my fingers against her nipples, which were starting to get erect from the excitement.
After several minutes of massaging her tits over her sweater, I moved my hand down to her waist, again. Sandra jumped when my hand hit the bare skin of her belly as she wondered what would happen next. I decided to tease her a bit, and reached down to the button of her jeans. I felt her suck her breath in as I slowly undid the button and slid the zipper down. Moving my hand back up, I brushed across her now bare abdomen, then continued up, sliding it under her sweater and onto her bra covered titty.
Sandra started to get over the nervous excitement of making out and started exploring with her own hands. She put one hand on my waist and started to slide it up and down my side. She quickly untucked the shirt and put her hand to the bare skin of my chest. At the same time, I had worked my hand around her back to find and release the hook of her bra.
I was struggling to find the hook, causing Sandra to again giggle as she smiled at me. Leaning back into the couch, she lifted her sweater up saying, You wont find the hook back there.
Looking down, I realized the little minx was wearing a front-hook bra. By way of explanation, she said, One of the girls at school said this was better for making out, so I picked one up to see if you would like it.
I love it, and Ill show you why theyre better. Freeing my other hand, I released the hook, allowing the bra to pull back and off her titties. Seeing her naked chest again took my breath away. Still developing, her tits have only a small aereola and pert little nipples. Those nipples were now standing at full and erect attention, ready for more attention.
Having freed her tits, we laid back down and went back to our necking. My hand went right back to caressing her now naked titties, and Sandra responded positively. Her hand moved down toward my crotch, and she soon grabbed at my dick. It was my turn to breath in as she slowly slid her hand up and down the length of my shaft.
Excited by that turn of events, I began to kiss her more forcefully, and then worked my mouth toward her neck. Concerned about leaving hickeys on the babysitter, I gently kissed and licked at her neck and shoulders. Though hard, forceful sucking might have been more arousing, Sandra enjoyed the gentle caress of my mouth, and leaned back, breathing heavily.
I continued to work my way down, moving my hands and my mouth at the same time. My hand left her breast and moved down her chest and stomach toward the waistband of her panties. My mouth moved down her shoulder and onto the tits my hands had so recently been caressing. Using just my tongue, I licked across her nipple, then took it into my mouth. Sandra obviously enjoyed the feeling, and she laid back with her arms above her head, relishing in the sensations surging through her young body.
Her change in position did two things for me. First, it allowed me better access to both of her boobs, and I started to suck on both, keeping each nipple erect from the attention. Second, it put her body in perfect position for me to start exploring other areas with my hand. I started by sliding my hand back and forth on her abdomen, sliding my fingers just under the elastic of her panties. I could feel her belly tense from the shock, and slowly eased my hand further into her panties.
Sandra was starting to breath in quick, short gasps, and I knew she was moving well beyond anything she had ever done, before. Taking it slowly, I continued to shower her tits with affection, all while working my hand slowly into her panties. Soon, I felt the downy hair of her pussy and knew I would soon find out how far she was willing to go.
I moved my mouth back to hers, and started to kiss her, again. She responded hungrily, pulling my head toward hers. As we sucked on each others tongues, my hand moved the final few inches until it found her pussy lips, which were wet from excitement. Not wanting to scare Sandra, I started by rubbing just the outer lips. She reacted by kissing me even more forcefully, and I slowly started to work my finger into her pussy ever so slightly. As Sandra got more and more turned on, I eased my finger further inside of her. Soon, I had my finger buried in her cunt, and she was squeezing her legs together, rocking her hips slightly, humping the finger she now had inside of her. After sliding my finger in and out of her pussy several times, I would slip it all the way out, rub it across her lips and clit, then drive it back into her cunt, which was loosening up with each stroke.
After several minutes of finger fucking her, I felt Sandras hands move to my waist, and she started to work on releasing the button of my jeans. Once she got it open, she quickly lowered the zipper, and thrust her hand into my underwear and grabbed hold of my cock. It was slippery from my own pre-cum, and her hand slid easily up and down the shaft. She was a bit forceful, and I knew she would, in time, learn to be more gentle. Right now, she had too much sexual energy to take things slow. At 14, she has time to learn. And I have time to teach her. At that very moment, I was more concerned with getting into the little girls pussy than with how she was jerking me off.
Deciding it was time to see if Sandra was willing to go even further, I eased my hand out of her panties and reached up to take her shirt and bra entirely off. She pulled her hand off my cock, and raised her arms, allowing me to slide her sweater over her head. She quickly moved to put her hand back in my pants, but I stopped her.
No, I said, taking my own shirt off. Its time to lose those jeans. Saying that, I slid my hands down her body, taking those tight ass jeans with them. It took some effort, and a bit of help from Sandra, but I soon had her down to her green cotton panties. They were soaked with her juices, so I reached up and yanked them off, too. Slightly embarrassed at being stripped like that, Sandra blushed.
Theres no need to blush. Youre beautiful, and youve been doing everything perfectly. And theres more for you to experience, if you want.
I do, Tom, But I am a bit cold.
Grabbing a blanket, I draped it over her body, and joined her underneath it. Taking her mouth to mine, I shoved my hand back to her crotch, slipping one, then a second finger into her wet cunt. She followed my lead, shoving her hand back into my pants so she could stroke my cock, again. We continued like that for a couple more minutes until I again started to work my tongue toward her boobs. Kissing her nipples, again, I didnt stop my southern journey, there.
I continued across her chest and down her belly. I tickled her by flicking my tongue in and out of her belly button, all while continuing to slide my fingers in and out of her pussy. Slipping my fingers out, I worked my tongue past her hips and toward the downy soft hair covering her pubic mound. I lingered there, licking at her hair while she started to shake with excitement. Then, I repositioned myself, had her raise her legs by bending her knees, and moved my mouth down her thigh toward her hot little cunt.
Sandra jumped as my tongue hit her wet hole. I lapped at her clit and then shoved my tongue deep into her pussy. I tongue fucked her, licking up all her juices. She tasted great, and I reveled in the opportunity to eat out her young pussy. Putting my hands under her ass to raise her butt up, I forced my tongue as far into her as I could. She responded by reaching down and pulling my face into her crotch.
I could feel the climax building in her as I continued to drive my tongue in and out of her hole. She started to moan loudly, then buck her hips quickly, sliding her pussy up and down across my face. Her legs clamped tightly around my head as I continued to flick my tongue into her clit. Sandra shook with pleasure, and opened her legs up as the climax subsided.
Still breathing heavily, she looked at me adoringly. Tom, that was incredible. I didnt realize I could feel that good from just that.
Well, I replied, I do love to eat girls out. So I cant promise it will be that good with all boys, but youll always find me willing to eat your pussy until you cum.
Good, she said, Because of it feels that good every time, you might find me asking for that A LOT.
Pointing out that the movie was still going, I said, We still have time before we have to consider ending the night. Do you still want to find the answer to your original question?
Of course, Tom. Thats why Im here. Thats why Im naked. Thats why Ive let you do everything youve been doing. Thats why Im wondering why you still have your pants on. Saying that, she sat up and slid my pants and underwear to the floor. There, she said, now its fair.
Alright, if you want this to go all the way, we need to take care of two things. First, we have to agree that this doesnt leave this house. This is between the two of us. No girlfriends, no on-line posts, nothing.
Of course, Tom. I know how big a risk this is, for you. And after what you just did to me, I dont want ANYTHING to make you go away.
Okay. Second, I need to get a condom. One thing we dont need is for you to get pregnant.
Actually, Im on birth control. So were good.
Ill get the condom, anyway. If we didnt have any, we could rely on the pill. I have some, and it will help make this first experience that much better.
With that, I reached into a second bag I had brought and pulled out one of the condoms I had bought on the way home. With shaking hands, I opened the package and slid the rubber onto my dick. Then, nervous and excited, I turned back to the couch. I had Sandra lay down as if I was eating her out, again, and knelt between her legs.
Leaning over, my body hovering above hers, I kissed her passionately. Pulling away, I asked one more time, Are you sure about this?
Yes, Tom, enough waiting. Please do this with me.
Confident she was willing and eager, I again leaned into her, positioning my cock at the opening to her virgin cunt. This might hurt just a bit. Ill be as gentle as possible.
She nodded, and pulled me toward her. I started by slipping my dick up and down the slit of her pussy. In addition to lubricating the condom, it teased Sandra as she felt my cock so close to her hole. When the condom was slippery with her cum, I pushed gently, forcing the head past her pussy lips.
Sandra again sucked her breath in, and then started breathing more rapidly. As I felt her cunt loosen slightly, I pushed my cock further into her tight hole. Sandra started to breathe in quick gasps as my shaft slid further and further into her. When I felt resistance to my cock sliding any further in, I kissed Sandra on the lips and said, Are you ready to completely lose your virginity?
She nodded in response, and I pushed through the resistance of her hymen. Sandra let out a short scream of pain, then hugged me tightly to her body as the sensation of her hymen being torn subsided. As she relaxed, I started to slide my cock gently in and out of her now loosening cunt. At the same time, I returned my mouth to hers and she responded by shoving her tongue back into my mouth.
The feeling of her tight pussy muscles on my cock was amazing. The sensation of her hot box sliding up and down my cock, and the sight of her young body in mine was a huge turn on. Sandra was enjoying the experience as much as me, and her body was reacting to the pleasure. Her legs were opening to allow me to drive deeper inside her with each thrust. Her legs were wrapping themselves around my body, pulling me even further into her. And her tongue continued to dance with mine.
Sandra started to moan more loudly, and I clamped my mouth to hers. We dont want to wake the kids.
Tom, how can I keep quiet. It. Feels. So. Good.
Throwing caution to the wind, I pushed up, and started to drive quickly and forcefully into her cunt. I buried my cock deep into her 14-year old pussy, pushing her over the edge.
She started to scream as a climax tore through her pussy. The contractions of her cunt squeezed her already tight hole even more, grabbing onto my cock. That finished me off, and I shot my own load into the condom that protected us. Sandra continued to writhe as feelings of pleasure from her second orgasm of the night coursed through her body. Her gyrations worked her pussy muscles, and she continued to milk the cum out of my still hard rod.
Eventually, I collapsed onto the couch beside her, pulling my cock out of her. She gasped again, and buried her face in my chest. That was way better than I could have ever imagined, Tom. Maybe even better than you eating me out.
Hearing her talk that way was a turn on, and I told her that was okay. I hope you like both. I love to do both, and wouldnt think sex is the same without the chance to do them.
Good, because I enjoyed you doing both, and hope we can do it again, sometime.
Oh, I imagine we will. The movie is just now getting over, and that means we have another hour or so until youre expected at home. We should probably get you washed up. If youd like, we can take a shower, together, and see if I cant send you home TOTALLY exhausted. The right treatment in the shower should help with that.
Really, she said, her eyes lit up with excitement. Can we go, right now?
We have time, Sandra. Be patient. I want to enjoy your body, right here, for a bit more. That will give me a chance to recover, and then we can head upstairs. We have time, tonight, and well figure out how to get together in the future. Well, assuming you want to.
Tom, Im the babysitter, its almost required that you fuck me. And dont you THINK of finding another babysitter. At least not until I leave for college.
We watched a bit of t.v. while snuggling on the couch. My hands wandered, continuing to explore Sandras young body. Her hands wandered, too, until she felt my cock start to swell, again. As it pushed up and nestled between her butt cheeks, she turned to me, smiled, and said, Does that mean its time for our shower?
Smiling myself, I grabbed another condom and said, Thats just what it means. After all, its almost time for you to go home. I wouldnt want you to go home without at least one more good fuck. Sandra jumped up, running ahead of me. With my eyes glued on her amazing ass, I followed her up the stairs, entranced by the seemingly new sway to her hips. We headed into the shower and finished our wonderful night, there.
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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...
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...
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: 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...
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...
LesbianIntroduction: 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 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...
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 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...
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...
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...
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...
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...
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...
You're sitting in class paying close attention to the clock as it ticks down to the final bell. You were just seconds away from becoming free from High school. Everyone else in the classroom now seemed to be doing the same thing you were doing as you start to hear the class shout 10! 9! 8! 7! 6! 5! 4! 3! 2! 1! RIIINNNGGG! The entire class of seniors stands up and cheers as their 4 long years of High School were finally over. You get and smile as you walk out of class with your friend Joe. You...
(It is implied that all characters in the story are atleast 18, and at no point am I implying that any characters are under 18) https://youtu.be/zNtBUerpNcE ======================================= It was hot Saturday night in the fall, and your parents wanted to go out on a nice date. They wanted to get dinner and then go watch a show in the city, which meant you had a good 4-5 hours at home alone. You got really excited when you heard that. You just thought of all the porn you could watch in 4...
TeenMy husband and I were celebrating our wedding anniversary and we asked our babysitter to come over. Sandy is a young woman who’s nineteen, very reliable and always available to make some money. She’s so good with our children and we’ve had her babysit our children for the last few years. Our children just love her to death. Rex and I were celebrating our twentieth wedding anniversary. We always go to the same restaurant when we're celebrating special events. We both love Italian food and...
Group SexFalling 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,...
My wife, Amy, had left to go see her sister for a few days, apparently her and her husband were having some marriage troubles and she wanted to be there to support her. That left me at home to watch our two little girls Sarah, who was three and Paula, who was five. They were good girls and helped Daddy as much as three and five-year old girls can. My wife was supposed to be gone for a week but maybe longer, it would depend on what happened with her sister. I didn't mind her going, I try to be...
TabooI woke up in the middle of the night amidst all the shouting , I rolled over and looked at the time , I was 3am in the morning , I cursed my neighbors , they were always fighting , I put the pillow over my head and slept . next morning I got up and went for a run as usual , it was a beautiful morning , I stay on the fourth floor of a huge apartment building , its a sort of colony , my flat is the last one in the corner so I have to pass all the other flats , my neighbors front door was open a...
I woke up in the middle of the night amidst all the shouting , I rolled over and looked at the time , I was 3am in the morning , I cursed my neighbors , they were always fighting , I put the pillow over my head and slept . next morning I got up and went for a run as usual , it was a beautiful morning , I stay on the fourth floor of a huge apartment building , its a sort of colony , my flat is the last one in the corner so I have to pass all the other flats , my neighbors front door was open a...
The babysitter used to cover what we called our split, the time my wife would go to work until the time I got home from work. It usually was no more than a couple of hours. I never really got a chance to spend time with the babysitter because as soon as I showed up she needed to head out the door to go to her college class. She was 18 years old and the neighbor’s daughter; it was a really convenient situation for all of us. She was definitely a site to see, about 5’6 with a slender build and...
First TimeThis was so embarrassing… He would be here in nearly an hour. I am 18 after all, why on earth did my parents have to call a babysitter on me for the night. I am no baby! Just because last summer when they were away I had a party and had the cops called on me, was no reason to put me through having a babysitter for just one night. They were going to be gone only ONE NIGHT! This was ridiculous. I was in my room, pouting of course. What could I do to make my parents feel stupid for this? There had...
In a sudden delusion caused by two simultaneous synapses crossing each other, I thought, "Gee, wouldn't it be keen to tell the story of how I, Harvey Marcus, got started with all of this screwing around. I mean, it didn't just happen out of nothing. Everything has a cause, a spark, an ignition. So, here's my first Official Retrospective. Appropriately, it is my Origin Episode, how I involuntarily got sucked into a campaign of accidental sex with all of the world's eighteen-year and older...
I had just turned sixteen but my parents still insisted I have a babysitter. I wasn't the most mature sixteen year old so I guess you could understand it. My babysitter was a nineteen year old girl called Rosie. She was in the sixth form at my school and was a was an incredibly sexy girl who always wore sexy clothes and was very popular with boys and girls alike. She was tall and slim with long blond hair. All my friends fancied her so I was kind of happy she was my babysitter I guess. One...
SpankingIt was like nothing I’ve ever felt, but it still didn’t compare to what came after, when I pinned her supple and innocent body beneath me. “Oh, my-” “Don’t talk,” I told her. “You don’t need to tell me how much you want this.” Goosebumps shot across her skin and a cry of sheer pleasure escaped her lips, the very moment my head brushed her soaking wet entrance. “Your body will take care of that, all on its own.” I couldn’t have possibly imagined that that was how my day would end, but as I...
As it turned out, she wasn’t even mine. My ex-wife had screwed a guy, got pregnant, had the baby and never let on that she wasn’t even my child. I’d still be in the dark if my Maggie hadn’t come down with this rare blood problem and they wanted a blood transfusion from me. But after checking my blood type they said that I wasn’t her daddy so they had to get the blood somewhere else. She’s fine now, a beautiful little second grader that’s full of herself but needless to say, I was shocked...
------ Shifting his position on the couch, Shane re-adjusted his laptop on his legs. Laying his head back on the arm of the couch, Shane sighed happily. In just fifteen minutes, his parents would be out of the house, and away for a week. He’d been planning what to do for months, and was looking forward to it. As soon as they were at the end of the road, he was calling a bunch of mates to come round and stay over. It would be utter bliss to just have a week where he had to do absolutely...
I had just turned sixteen but my parents still insisted I have a babysitter. I wasn’t the most mature sixteen year old so I guess you could understand it. My babysitter was a nineteen year old girl called Rosie. She was in the sixth form at my school and was a was an incredibly sexy girl who always wore sexy clothes and was very popular with boys and girls alike. She was tall and slim with long blond hair. All my friends fancied her so I was kind of happy she was my babysitter I guess. One...
My wife, Amy, had left to go see her sister for a few days, apparently her and her husband were having some marriage troubles and she wanted to be there to support her. That left me at home to watch our two little girls Sarah, who was three and Paula, who was five. They were good girls and helped Daddy as much as three and five-year old girls can. My wife was supposed to be gone for a week but maybe longer, it would depend on what happened with her sister. I didn’t mind her going, I try to...
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...
A babysitter story with a twist.Let me start by telling you that I am a divorced man in my fifties and I never expected this to happen to me. It was a rare Saturday that I had off my work, the day was warm so I decided I’d wash the car, something I enjoy doing, making it look good again.My neighbour Pete was also out doing the same and we got chatting. He told me it was his wedding anniversary and he and Cathy, his wife, were going out for a posh meal this evening, they’d got their regular...
It was a Friday night which means that the Jacksons would want to go out to eat by themselves, but their longtime babysitter had moved away. Desperately they called their friends daughter Sarah who was 18 years old had the night free so she agreed to come over and watch their eight year old daughter for the night. When she arrived at the Jacksons the two of them were had their coats on and about to leave.“Jenna is asleep and you shouldn’t have any problems with her.” Mrs. Jackson told...
"You know dear," I blurted, "if you’re going to ogle my husband like he's a piece of meat, you may as well get a closer look." Debbie, our babysitter for the last two years, blushed scarlet and averted her gaze. Granted, Michael was looking just fantastic tonight, flashing his white teeth and dark eyes in a grin that lit his face with burning sexual desire. That probably had something to do with me saying what I’d said. That, on top of the fact that we'd been teasing each other about her crush...
TabooAs a middle aged salesman and father of two, I rarely have time for dating. I usually get by on random hookups, but recently I experienced a drought. After a couple of rough months, I was dying for release. I arranged for the babysitter to watch my daughters and headed to the bars in a last ditch effort to get laid. Unfortunately, I suffered a night of strikeouts and returned in defeat. As soon as I got in the door, I headed straight for my living room. My plan was to promptly pay the...
Fiction...blah blah blah… Usual disclaimers, you know the stuff by now…Well, me and my wife Kim were on the way home from a night out with friends, the usual shit, restaurant, couple of drinks, me driving. As ever, she’s bending my ear about some nonsense that must only be important to women because I’m really not getting any of it, I’ve got bigger things on my mind…You see, I’ve been shagging the babysitter for months now. She’s called Danielle, she’s 18, only short but with a frame to die...
This is a true story. “But MOM!” I pleaded. “I don’t NEED a babysitter! Can’t I just stay by myself this once?” But she wasn’t budging. For Pete’s sake, I was f******n. Just because my parents had to go out of town for the weekend, why did I have to have somebody staying with me like I was some little k**! “Look Jeff, I’ve heard all I’m going to hear from you. I’m getting Mrs. Walker’s daughter, Rachel to stay with you, and that’s all there is to it.” Then her voice softened somewhat. “Listen...
I’d planned to work late but various meetings were cancelled so I caught an earlier train. On the walk from the station, as usual, I called in to The Bull and Bush pub for a quick drink, then made my way home – only a 5 minute walk.There was a strange car in the drive so I walked round the side of the house. It was dark so I knew I wouldn’t be seen. When I looked in through the patio windows, there was Laura, our 18-year old babysitter, on her knees giving a boy a blowjob. She seemed quite...
Straight SexIt was a Friday night which means that the Jacksons would want to go out to eat by themselves, but their longtime babysitter had moved away. Desperately they called their friends daughter Sarah who was 18 years old had the night free so she agreed to come over and watch their eight year old daughter for the night. When she arrived at the Jacksons the two of them were had their coats on and about to leave. “Jenna is asleep and you shouldn’t have any problems with her.” Mrs. Jackson told Sarah....
EroticTalk about the worst date night ever. Marie, my wife, started drinking from the get-go way too early, and by dessert, she was smashed. I mean, I get it. We have triplets and they are a handful, but this was supposed to be our anniversary and she drank it away. I was slightly drunk but nowhere near her level, nor could I get there as now I was paying a babysitter to watch triplets while I babysat my wife. She stumbled out of the taxi door and almost face-planted into the snow. I sighed and...
The babysitter used to cover what we called our split, the time my wife would go to work until the time I got home from work. It usually was no more than a couple of hours. I never really got a chance to spend time with the babysitter because as soon as I showed up she needed to head out the door to go to her college class. She was 18 years old and the neighbor’s daughter, it was a really convenient situation for all of us. She was definitely a site to see, about 5’6 with a slender build and...
The source of the awkwardness was none other than Mrs. Blancher herself, who had allowed herself to become more drunk than she intended. She was an active drunk, the type that hit on anything male. As it so happened, their host's fifteen year old son had noticed and tried to get her to rest in a room upstairs. That proved to be a big mistake. No sooner had he gotten her onto the bed then she had started stripping both herself and him. Luckily it was Adam who noticed his wife's absence from...
Bailey was our very vivacious seventeen-year-old babysitter and from the moment I first laid eyes on her, I knew I wanted to experience a little private one-on-one time with her. Bailey was an elusive catch, but one that was worth pursuing.Our relationship was very casual at first and very businesslike, but the more she took on babysitting duties for Ally and me, the more desirous I became. I loved Ally, but our marriage had become a little rocky. I was pretty sure Ally was seeing someone on...
CheatingDrunken Babysitter My wife knew that I was going to be working late so she got Stacey the girl down the street to baby sit our four-year-old. Stacey was sixteen and supposedly mature enough to do the job. When I pulled into the driveway and got out of my car I heard my back door slam and I saw a boy go running across my backyard. I went into the house just a little hot under the collar. I looked around and found Stacey hiding behind a chair down in the family room. She was naked...
and a movie. It was pretty late, and the babysitter was asleep on the couch. The kids were sleeping in their rooms, perfectly safe. I wasn’t sure if I wanted to wake the babysitter or not. I told my wife to go on to bed and I would stay up a little longer to see if she wakes up and then take her home. I turned on the tv, keeping the volume low. Every once in a while, she would shift her position on the couch and I looked over at her to see if she was waking up. What I saw...
Since the first night george stayed at sarahs he decided to crash there for a little while since it was winter break and right across the street from 7-11. He would still hang out with his buddies during the day but at night he was usaully getting fucked by sarah, his little brothers old babysitter. They would usually ask questions afterwards about eachother, and then go to sleep. During the day on time zack came over to sarahs apartment to play xbox with george while sarah was working her day...
38 year old Sarah and 17 year old george re met at a pool and hooked up in part 1, in part 2 george decides sarah needs more then just himself. Since the first night george stayed at sarahs he decided to crash there for a little while since it was winter break and right across the street from 7-11. He would still hang out with his buddies during the day but at night he was usaully getting fucked by sarah, his little brothers old babysitter. They would usually ask questions afterwards about...
Looking at the text from my wife I felt a combination of emotions. I smiled reading that she was excited for our date night, my cock throbbed in my slacks as I thought about what that meant, and I felt shame that instead of thinking about my wife, my thoughts were full our latest babysitter. Kat was twenty years old, a sophomore in college, and sexy as hell. A few months previous we had posted an ad for a new babysitter after my sister-in-law moved to California to go to USC. Kat had called...
Introduction: Little Adam gets to fuck the babysitter. This is my first story ive wrote, leave your pheedbacks and tell me what you think. All pheedbacks, corrections, ciritisizm and suggestions will be appreciated. This is not a true story, its just a fantasy of mine. Enjoy! ———————————– I put up a babysitting ad on craigslist. Its not that i needed the money but i guess id like the extra cash. My name is kristen, im 16, 52 brunette, brown eyes, i have pretty firm round ass and i wear a C...
Introduction: Adam gets to fuck the babysitter. Note: Ive posted this story on another account but it got deleted so im posting it a second time. Im the original author of it. This is my first story ive wrote, leave your pheedbacks and tell me what you think. All pheedbacks, corrections, ciritisizm and suggestions will be appreciated. This is not a true story, its just a fantasy of mine. Enjoy! ———————————– I put up a babysitting ad on craigslist. Its not that i needed the money but i guess...
Introduction: stuff happens when my aunt babysits me I want to say up front that I got this idea when I was reading jl317s the Babysitter. Jimmy, youre not old enough to watch your brothers for the weekend. April watches her sisters, I said and sulked. Aprils family lived across the street. Shes more mature than you are. Im mature! I whined. Jimbo, Carl, my stepfather piped in, Do you really want to watch your brothers? He didnt insert himself into my disputes with my mother often, but when he...