The Babysitter free porn video

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My wife Erin and I don’t get to go out often but when we do we always try to make the most of it, whether that be to find some erotic play or just to go out dancing or dining. We’re into the swinging lifestyle and enjoy the odd get-together. The very odd time we’ll go out overnight and when we do we try to have a babysitter as our youngest is old enough to be home alone but we prefer him to have someone older here just in case something were to go wrong. Wasted money for the most part but peace of mind also.

We don’t have a regular sitter because we so rarely require one but we have a few we use. We wanted to go out overnight last weekend but made the decision fairly late in the game. As a result, we were scrambling hard to find someone as most already had commitments. Working our way down the list we ran out of our regulars. One of the regular girls suggested that one of her sisters might be able to help us out. Once we had no other options, we rang her sister Deb and she wasn’t doing anything that night and agreed to come look after our son for the evening.

Deb arrived at the expected time. We were fairly surprised by her appearance. We hadn’t seen her in years and she’d grown into quite the stunning young lady of 18 with pale blue eyes, black hair, a decent sized chest and tight waist and butt wearing a tank top and skin tight jeans. I felt a bit of a tingle in my groin when I got a good look at her and planned to take it out on Erin later that night.

Erin and I headed out for dinner and dancing, looking for trouble but we were having no luck. Every single person we came across was not someone either of us were attracted to, and no couples seemed to be into the lifestyle scene. This is what we got for leaving things to the last minute and not making plans ahead of time. We eventually made our way to our hotel room but were also disappointed to find that it was on a very busy road and extremely loud. This was an issue for us because we live in an extremely quiet area outside of town and are used to quiet.

As a result of our lack of success in finding someone to play with we laid down together and started a bit of petting and dirty talk. I was surprised when Erin brought Deb’s name up. She asked me if I’d noticed how cute she was. I obviously answered that I had noticed. Erin had seen me sneak a few glances at Deb and it got Erin’s thoughts wandering. Erin mentioned Deb’s age and that she was legal. “Yeah?” I responded, “And what are you thinking?” I asked. Erin replied that it would be amazing to share Deb between us one day and I agreed. She also said she’d love to watch me with Deb which I again agreed would be hot. We continued to have sex with lots of talk of Deb and once we were done we showered up to finally lay down to sleep. Unfortunately, the noise of the road next to the hotel left Erin and I awake, we were not getting any sleep there that night. Finally around midnight we decided to throw in the towel and go home. We figured we’d just leave Deb in the guest room where she’d be asleep and one of us would drive her home in the morning.

We got home shortly after 1am and as we walked towards the house we noticed flickering light in our bedroom which surprised us a bit. I usually lock out my computer when we’re out as I have a lot of dirty porn of us and “guests” on my PC, and we don’t have a TV in our room. I pointed out the light to Erin and she agreed with me that we should quietly go to the window to see what was happening.

As we got to the window and looked in I was surprised but excited to see Deb sitting at my desk. I’d obviously forgotten to lock out my computer. On the screen was a home video of ours. It was a video which was one of my favourites where we had another couple over and which resulted in all of us fucking for most of the night. The movie was at a scene where Erin was filming me fucking the other wife. Most of our playing involves other men and me sharing Erin. Deb had her shirt pulled up and her jeans off, her legs were bent up with her feet resting against the edge of my desk and she was playing with her pussy. Erin whispered in my ear “she seems to like watching you fuck”. I nodded in agreement and we both kept watching. I felt my pants getting very tight as my cock grew hard again. Erin reached over to my crotch and started to rub my cock through my jeans and whispered “you seem to like watching her too?” Again, I nodded in agreement. “Me too” Erin said. I looked over at Erin to see her now rubbing herself also. Then Erin said something which surprised me, “I think you should drive her home and let her feel the real thing”. We pretty much always play together so I wasn’t quite sure how to react. Of course the idea excited me and I replied “You think so? I’m twice her age, she won’t have any interest in me.” Erin replied “she seems to think you’re pretty hot” and motioned towards Deb again. I focused on Deb again. Her hand was moving at a very fast pace, her young firm breasts were heaving as she breathed hard. It was obvious that she was very close to having an orgasm. Erin whispered “let’s wait until she cums, then we’ll kill 5 minutes and go inside so she has time to dress. I want you to take your phone before you leave, call the house and let me listen to what happens when you drive her home.” I nodded again having nothing to say. I couldn’t believe that Erin was going to let me try to seduce this young vixen. We watched Deb a while longer and she finally shut down the movie and got dressed. We realized that she hadn’t cum but Erin pointed out that many women never do, especially at Deb’s age, a fact that I’d forgotten as I hadn’t been with anyone Deb’s age in decades.

We finally made our way to the front door. Deb was now on the sofa watching a show and was very surprised to see us. We explained that we couldn’t sleep at the hotel and decided to come home. I asked Deb if she wanted me to drive her home now but we’d pay her for the entire night regardless. Deb felt it would be best to get a good sleep in her own room so I would drive her home. We paid her for the babysitting and were leaving the house. I kissed Erin good-bye and she smiled at me and motioned for me to ring her, something I nearly forgot to do. Deb walked out ahead of me and I could barely take my eyes off her firm ass long enough to dial the house and slip my phone into my pocket so that Erin could hear everything. We got out to the truck and started the drive home. I really had no idea how to approach making a pass at Deb. We likely had very little in common. Finally I spoke “you’ve turned into quite the beautiful young lady Deb.” As soon as the words left my mouth I felt like an old pervert and regretted speaking. “You’re even more handsome than I remember” Deb replied. Apparently she didn’t mind my comment, opening the door for me to say more. I asked if she had a boyfriend to which she replied that she didn’t. “The boys my age are all so immature. I can’t be bothered with them”. This was definitely going in the right direction. Finally I asked “do you want to go straight home or would you prefer to go for a bit of a drive?” Deb looked at me a bit perplexed. I smiled at her and gave her a wink and I could see the look of comprehension as she figured out what I was hinting at. Her cheeks went red and she smiled at me and replied “a drive would be nice”.

My pants were now straining hard. I took a turnoff at an old dirt road which lead to a bit of a lookout and once we arrived I shut the truck off. We made a bit more small talk and I finally got the nerve to lean over and kiss her. I was met with a very eager mouth and tongue. I didn’t know how much Deb wanted to do so I took things slowly. I nibbled on her ear, then her neck. Her breathing was getting very heavy and fast and I took that as my cue to move forward. I slid my hand to her waist, then up to one of her breasts. Deb let out a very quiet moan as I found her nipple through her shirt and bra. I now slid my hand slowly down her front to her thigh, then to her knee, then to the inside of her thigh. I felt her spread her legs slightly and I continued until I found her crotch. It was extremely hot and obviously damp. I started to rub her through her jeans and she moaned more as she started to grind against my hand. “Is this okay?” I asked. Deb nodded, her breathing harder still. “Do you want this or do you want more than this?” I whispered. Deb looked me in the eyes and panted out “more please”. I then told her to “let me know if you want me to stop at any point”. The last thing I wanted was to take advantage of a young girl like her.

I lifted Deb’s shirt up over her head, then reached behind her back to undo the clasp of her bra, removing it. Her breasts were truly spectacular. They were round with no signs of gravity working on them, soft, and easily a full C cup with small very perky nipples. I lowered my head and nibbled on her nipples, and while I did I reached past her and pulled the handle on the side of her seat to recline it. Now I started to work at her jeans. I unbuttoned them, then slowly slid her zipper down. Her jeans were so tight that I couldn’t even slip my hand down the front of them so I asked her to “take your jeans off please”. Deb kicked her shoes off, then lifted her bum off the seat and wiggled her jeans down and off leaving her panties on. Now I proceeded to slide my hand back up the inside of her thigh to her panties, they were extremely damp, showing her excitement. I began to rub her crotch and again she ground against my hand. I wanted that pussy badly! I slipped her panties to the side so that I had access to her flesh. Her pussy was completely shaven with very small lips. I parted her lips and slid a finger into her easily due to her being so wet. As I started to finger her she really got going, her breathing was hard, she was panting and moaning, her back was arching and she was grinding my hand. I asked her “are you going to cum on my hand?” She shook her head and whispered “I can’t cum, I never have.” I smiled at her and said “we’ll have to see if we can change that.” I continued to play with her pussy, working gently at her clit and sucking on one of her nipples. Deb was obviously very close to an orgasm but not quite there. After a while I leaned back in my seat and unzipped my pants, pulling my straining cock out. At the same time I discreetly slid my phone from my pocket and placed it face down on the dash so that Erin could continue to hear us. Deb wasted no time in getting to her knees in her seat and leaning over to start sucking on me. She didn’t mess around at all, no licking or teasing, just straight to sucking. Her technique left a lot to be desired but her enthusiasm made up for most of it. While she was sucking on me I slid my hand under her and between her legs so that I could continue to play with that beautiful pussy of hers. While she bobbed on my cock I again pushed her panties to the side and fingered her, keeping her extremely excited. Finally I asked her “are you ready for me?” Deb lifted her head and kissed me hard. She pulled down her panties and started to try to climb over onto my lap which wasn’t going to happen in the driver’s seat. I told her to sit back and stay there for a second. I kicked my pants off completely, pulling a condom from my jeans, and put my shoes back on, exiting the truck and went around to her side. I opened her door and took a moment to admire her young tight body. This girl had a body that would put most porn stars to shame. So tight and toned, curvy and soft all at the same time and in all the right places. Deb turned to face me now and swung her legs out the side towards me. I got to my knees in front of her. I had to have a good look at this young pussy and I wanted to taste her also. It was as beautiful up close as it had appeared from inside the truck. Her lips were tiny, her slit was small, and I had to taste it. I leaned in and licked the length of her slit, sending a shiver through her body. I then slid a finger into her and started to move it in and out as I licked and sucked her clit. I got her very worked up and lubricated for the next move. I now stood above her glistening slit, then I stepped forward and she spread her legs wide as I ripped open the condom package and started to put the condom on. I rolled it down over my cock as I looked her in the eyes, watching her as she watched what I was doing. I leaned forward now and placed my cock head at her entrance. Her pussy looked so small and tight with my hard cock against it. I asked again “are you ready for me?” She nodded and wrapped her legs around me, grabbed my cock with one of her hands and guided it into her as she pulled me forward. I couldn’t remember the last time I’d been in a pussy this tight. At first I didn’t think we’d be able to have sex. My cock wouldn’t go much past an inch or two into her, but then slowly her insides relaxed and I was able to go deeper into her. The sensation was incredible and as I worked my way deep inside her she let out a very loud moan of pleasure. “Please fuck me! Fuck me! I need a man” she pleaded. I started out slowly, truly enjoying the feeling of stretching that young pussy, then worked up my pace until my balls were slapping against her ass hard with each thrust. She was squirming and moaning, pulling me into her. I finally had to stop for fear of cumming too soon. I pulled out, took her hand and pulled her from the truck. I turned her around so that she was bent over the seat now. I had a good long stare at that tight ass of hers before stepping forward and pushing my cock into her again. She nearly screamed this time, crying out “oh yes! Oh God you feel so good! I need a man’s cock!” It was obvious that the boys her age weren’t cutting it and I wanted to ensure she always remembered the difference. I now continued to fuck her hard and deep, holding her hips and pulling her to me with each thrust. Again, after a while I had to stop so that I didn’t cum. I reached into the back of the truck and pulled out an old blanket we keep in there and laid it on the ground next to the truck. I pulled Deb to the ground with me. “Now we’re going to make sure you cum” I said to her. She smiled and said that she didn’t think she could. I asked why and she shrugged her shoulders. I smiled at her and said not to worry, that we’ll make sure she does. I laid back and pulled her on top of me. She straddled my lap and finally pushed down when she found the head of my cock at her entrance. The sight of her on top of me was something I’ll never forget. She sat upright on me, bouncing on my cock and squeezing her tits as she played with her nipples. I took one of her hands and slid it from her breast, down her front to her pussy. “Play with your clit for me” I commanded. She did as instructed and was having a lot of fun but I could tell she wasn’t getting there still. Finally I asked her “are you on any other birth control?” She nodded and said “yes, I’m on the pill”. I asked “Do you trust me?” Again she nodded. “I’m clean and tested regularly so you don’t have to worry.” I lifted her off my cock and pulled the condom from it, then rubbed it up and down her opening and finally thrust back into her and pushed her down on me. “Oh my God!” she cried out. “I knew it would feel better without one but I had no idea!” Obviously she’d never had sex without a condom. Again I made sure she was playing with her clit and I worked my hands all over her young body. “Don’t be afraid” I assured her, “You have nothing to be embarrassed about. The hottest thing there is for me is watching a woman cum.” This seemed to give her some confidence. She started to fuck me faster and her hand was working her clit feverishly again. “That’s it baby, you look so fucking hot bouncing on my cock.” Every time I spoke she seemed to get lost deeper in pleasure. “I want you to focus on how good it feels to have me inside you” I continued. “Fuck me, fuck me faster” I encouraged. Now she was fucking me like an a****l. “Your naked cock feels so good inside me” she panted out, “I think I’m going to cum. Yes, yes, yes, I’m cumming, I’m cumming!” she screamed. Her entire body went rigid, her back arching and her head tossing back at the sky. Her pussy was contracting on my cock and it felt like she was trying to milk me. It was like she had years of orgasms pent up inside her and they were all coming out now. Her body just kept shaking and twitching on top of my cock and it was becoming extremely hard for me to not also cum. Finally she regained her composure and laid down on top of me panting like a dog. She kissed me deeply, thrusting her tongue into my mouth again, my cock still inside her. I ran my hands up and down her sides, finally resting them on her ass which I fondled and squeezed.

“My God! I had no idea. Thank you.” Deb whispered to me finally after pulling away from my mouth. I told her not to thank me as I chuckled about it. “Now I want to make you feel that good” she smiled at me. She lifted herself from my cock and slid her body down mine until her mouth hovered over my cock. It was shining in the moonlight, completely drenched in her juices. She grabbed my cock and pulled it up and into her mouth and started to suck me again. Once again, she was enthusiastic but not great at it, something I hoped to have an opportunity to coach her with in the near future. After a minute or so I pulled her mouth off me. She looked up at me with a hurt puppy dog look “doesn’t it feel good?” she asked. I had to be careful with my reply, I didn’t want to hurt her and take away from what just happened. “Yes, it does feel good, but that’s not what I want” I answered. “Maybe some other time you and I can work on showing you what really makes my cock go crazy with your mouth, but for now I need to be inside you again.” She smiled at me so I knew I’d handled this well enough. “I want to look you in the eyes while I cum” I said, “now lay on your back for me”. She did and I crawled up between her legs. I stayed on my knees, holding my cock with my hand and ran my head up and down her opening, taking time to squeeze some precum from it and showing her. “See how hard you make me? There’s already cum leaking from me.” I pointed out. She smiled, “please fuck me again” she pleaded. I guided my cock back inside her opening. Just as before, the feeling was incredible but now I wasn’t trying to hold back. I grabbed both her legs and worked them up onto my shoulders, then I leaned forward so that I was on my hands, holding my body up over her so that I could watch her. I started fucking her, slowly at first but speeding up quickly. I watched as her young tits bounced up and down with each thrust. “Do you want my cum?” I panted out. “Yes, please cum in me” she pleaded, “I’ve never had cum in me”. Well needless to say, that was all it took for me. Within a few more strokes I grunted out “Fuck Deb, I’m going to cum! Fuck I’m going to fill that young pussy of yours! You ready?” I’d no longer finished asking when she wrapped her arms around me completely pulling me into her all the way, clawing at my back while yelling “Yes! Fill my pussy!” And fill her pussy I did. Everyone who’s ever seen me cum is amazed by the sheer volume of what I produce. I literally explode so much cum that it sometimes frightens people. There I was laying on top of this young beauty, her legs on my shoulders, her arms now wrapped around my waist also pulling me into her, my balls spasming over and over as I pumped my seed into her, I was in heaven.

When I was finally finished unloading she eased her grip on me and I released her legs, letting them fall to her sides. I slowly sat up with my cock still inside her. “Did you enjoy that?” I asked. “I’ve never felt anything like it” she replied, “It’s incredible. Your cum is dripping down my bum.” I leaned back more so that she and I both could watch as I slowly slid my cock from her pussy. Inch by inch I withdrew until it sprang up once being released by her. I watched as my semen started to escape her even more. “There’s so much” she whispered. I smiled and nodded “yes, I tend to have a lot when I’m turned on this much”. I told her to use a corner of the blanket to clean up what she could but also warned her that she’d likely still have some coming out of her for a while. She again smiled and said “good, I want to feel it. I want to play with it later.” She was such a good dirty girl. If I hadn’t already fucked Erin earlier that night I’d have likely fucked Deb again right then but I was very tired now and thought it best to get Deb home to bed. We each got dressed and back into the truck. The entire way back I could see Deb starting at me and smiling. Finally before getting to her home I asked her “Would you like to go for a drive again someday?” She nodded “yes, I’d like that very much. I also want you to teach me to use my mouth more.” This girl was making me insane. “Do you think you could teach me a bit now?” she asked, leaning over and putting her hand on my crotch again.

I was truly torn. I wanted to get back home but I also didn’t want this to end. My phone was still on the dash and I was sure that Erin was still listening. “Can I ask you something?” I asked. “Do you like girls too?”

“Yes, why?” she asked.

“Because Erin does also and I’m sure that the 2 of us would love to share you and teach you a few more things”.

“That would be amazing!” she replied, “But for now….” She stopped speaking and proceeded to unzip my pants again. I lifted myself up so that she could wiggle my pants down to my knees. She again grabbed my shaft and started to suck on me. I told her to stop and to gently suck and lick my balls. She did exactly as instructed. I was getting far too distracted to drive so I turned down the next residential street and parked. I suggested we climb into the back seats and we did. Now I sat sideways on the seat, one leg bent against the back rest, the other on the floor. This gave her space to lay on the cushion between my legs. “Now go on and suck them some more” I directed. She did, licking and sucking on each. “Now slowly lick your way up my shaft.” Again, she did as instructed. “See this area right below my head? It’s the most sensitive part. I want you to lick it lots, then when you suck me I want you to make sure you put lots of pressure there with your tongue. Also make sure to not let me sc**** along your teeth when you do.” She nodded and proceeded to lick the area as directed, then pulled me into her mouth. She was bobbing her mouth up and down my cock now and doing a much better job than before. She stopped for a second to look up at me and ask “Am I doing better now?” “Yes, but never stop, it ruins the momentum” I told her. She quickly went back to work on me, sucking hard. “Now use your free hand to pump my shaft along with your mouth.” I took her hand and placed it there on my cock and guided it up and down in time with her head. She now understood and kept going. The fact that I was telling her exactly what I enjoyed and how and that she was eager to do it was extremely exciting for me. I wasn’t sure if she wanted me to cum in her mouth. Was she simply thinking that I’d already cum and wouldn’t again and that was it and I was just helping teach her? Knowing how much I cum I always try to make a point of letting the woman sucking me know that I’m going to cum. Finally I felt it best to ask “Do you want me to cum?” She didn’t answer. Instead she made eye contact with me and kept working my shaft with both her tongue and hand. I asked again, “Do you want me to cum in your mouth?” She didn’t slow her pace, instead she squeezed harder and moaned on my cock head. I took this as permission to finish. I grabbed handfuls of her black hair into my hands as I stared into her pale blue eyes. Now I controlled her pace, getting myself even closer. “I’m going to cum soon baby” I warned her. She moaned again, squeezing hard again. “You want it in your mouth?” I asked. She didn’t reply, just kept staring me in the eyes while sucking me. “Fuck baby, I’m going to cum in that beautiful mouth of yours. Oh fuck! I’m cumming!” I exclaimed. I held her head tightly as I thrust into her mouth. I could feel my balls pumping my seed into her mouth. Shot after shot of hot cum pumped into her mouth. I could hear her choking a bit and I could feel some of my semen escaping her mouth and falling onto my crotch and balls. “Swallow it all!” I demanded. I heard her gulping and gasping as she did her best to eat it. Finally I released my grip on her hair and told her “make sure you clean me up too, that’s an important part of a good blowjob”. She did exactly that, licking me clean and devouring my cum. “It’s so sweet” she whispered. My semen is always sweet if I’ve been drinking so this was no surprise to me. Finally once she finished cleaning me I pulled her to me to kiss her once more. “You did really well. Maybe we could do this again some time.”

“I’d really like that, and to be shared” she smiled at me. I got dressed again and we continued to drive to her house. We arrived and I walked her to her door. She kissed me and then went into the house. I went back to the truck and started to drive home, noticing the large wet spot on the passenger seat. I picked up my phone and put it on the hands free setting and asked if Erin was still listening. “Damn right I am. That was so fucking hot! You’re going to have to give me details but first I need your tongue”. She pulled me to our bed, pushing me onto my back, then proceeded to strip and climb onto my face where she fucked my tongue until she came all over my mouth.

I wrote this story as my way of ensuring that Erin knew exactly what had happened. The next day when she read it she fucked me immediately, then asked “so when do we need a sitter again?”

We’ll be trying to go out again soon but next time we’ll need 2 sitters, one to stay with our son, and Deb to take to the hotel so that we can both devour her.

XO

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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
2 years 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...

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...

2 years 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...

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 Hot Babysitter

(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...

Teen
4 years ago
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Taken By The Babysitter

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...

Teen
4 years ago
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My new babysitter

When 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...

2 years ago
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Cosplayer babysitter

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...

3 years ago
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An Unexpected Threesome With The Babysitter

My 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 Sex
2 years ago
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The Babysitter

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...

Taboo
3 years ago
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Dusky Babysitter

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...

4 years ago
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Dusky Babysitter

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...

1 year ago
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My favorite Babysitter

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 Time
3 years ago
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Babysitter

This 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...

3 years ago
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Ditz the Babysitter

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...

3 years ago
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Spanked By The Babysitter

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...

Spanking
4 years ago
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The Angel Babysitter

------ 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...

2 years ago
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The Babysitter

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...

2 years ago
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The New Babysitter

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...

1 year ago
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The New Babysitter

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 Sarah....

Erotic
3 years ago
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The babysitter

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...

3 years ago
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Loving My Slutty Babysitter

It 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...

2 years ago
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Whos Watching the Babysitter

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...

4 years ago
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Spanked By The Babysitter

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...

4 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...

2 years ago
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Taking The Babysitter

"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...

Taboo
3 years ago
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caught babysitter

As 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...

4 years ago
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Wife Dominated by the Babysitter

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...

3 years ago
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Rachel My Amazing Babysitter

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...

4 years ago
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Phone Sex and The Babysitter

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 Sex
2 years ago
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Horny Babysitter

Talk 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...

3 years ago
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The Babysitter

The doorbell rang at precisely 7am, signaling the arrival of Meghan Stewart, our babysitter. She lived across the street and two doors down and had been watching our kids on a semi-regular basis for the past three years, since she was fifteen. Cathy and I didn't need babysitting very often, since Cathy, my wife, was a stay-at-home mom, but whenever we did wish to go out for a night on the town or whenever there was a meeting or some other function that Cathy needed to attend while I was at...

2 years ago
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The Babysitter

The Babysitter Saturday, after breakfast my wife packed her car, gathered up our sons and left for the lake to spend the remainder of the Memorial Day weekend. ‘I’ve arranged for Clarice to come over to babysit with you,’ Alice said with a twinkle in her eye as she started the car and pulled out of the driveway. ‘She is coming around 3:00 because she thought she would like a swim before dinner.’ Clarice had been our babysitter since the boys were born, and over time had become a virtual...

3 years ago
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The Babysitter

We had been out drinking and dancing all night. Both me and my wife had been flirting and been flirted with. We were ready to fuck! We took a cab as we were too drunk to drive. Once at the house we ran inside me chasing after my wife. She ran past our babysitter, Angie, up the stairs to our room. I stopped for a minute and told Angie thanks and gave her four twenties and then I ran up the stairs also. My wife was sitting on the edge of the bed naked, legs spread wide. "You better get over here...

3 years ago
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The Babysitter

The Babysitter Listening carefully to my instructions, This was my first time babysitting for Mr and Mrs Masters and I was keen to make a good impression, Emily who was only five had to be in bed no later than 7.30, David who had just turned eight was allowed to stay up an hour later. "Don't worry Mrs Masters, I'll look after things here, you just enjoy your night out." "Now you have my number, call me if anythi..." "Susan, stop fussing, I'm sure Chloe has it all under control,...

3 years ago
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The Pregnant Babysitter

Ava was my next-door neighbors kid. I use the term "kid" loosely, because at 16 she definitely had the body of a woman. With her perky tits, long legs and round hips Ava never ceased to turn me on. At 33 I was a divorced dad, with sole custody of my twin boys. Guess who their favorite babysitter was? And honestly, who could blame them? I had to admit, she as mine too. I didn't need a babysitter often since I worked from home, but I sometimes hired Ava to come over at night if I had pressing...

3 years ago
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The chubby babysitter

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...

2 years ago
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The curvy babysitter

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...

4 years ago
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The Young Babysitters

The Young BabysittersA year after our first 4 couple orgy, (See 4 Couple Fun) all four wives had their babies. Since the eight of us had become open in our group relationship, it was common to see one or all of the new moms breastfeeding when we got together every week. Generally at our now every other week gathering on a Friday night, we each hired a babysitter to take care of the babies. Our babysitter was fifteen year old Alex, short for Alexandria. She was a cute girl with shoulder length...

4 years ago
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My favorite Babysitter

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...

4 years ago
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Isabella Part 0 Babysitter

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...

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