Sexual Exploits- The Babysitter free porn video

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about me: im currently 21 with two kids, 110 lbs, clean shaven with perky 32D breasts (mostly due to my breastfeeding). i have done alota stuff since i lost my virginity, some call me a whore, others a slut. but quite frankly i don't care. i have enjoyed every minute of it, aside from the start of this story, which takes place when i was 12, the time i lost my virginity



it was mid august, and i was on summer vacation along with my sister Cassidy who at the time was 17, she was quite tall for her age, sholder length red hair, and b cub breasts, she was quite stunning, and still is. anyways my dad left us when i was 8, so its always been my mom, me and my sister.

Thursday: it was a normal day like any other, my sister had her friend Sara over like most other days and as normal they were locked in her room, i was down at our pool with my friends Charlotte and Sam. for the most part this is how the summer went. we would sunbath and swim and we would never see me sister. that night when mom got home she told us that she would be away all weekend. and that Cass would be in-charge. this wasn't the first time shes left us alone, my mom, who is a heath and safety coordinator traveled to sites alot and corporate retreats.

Friday: mom woke us up before she went to work, laid down the ground rules and said goodbye. i went back into my room, stripped down to my panties and a tank top and fell back asleep. my room is a fair size and had a big queen bed with 4 poles with leaves coming off (i know i know ) and a window over looking the pool with dark blackout blinds. anyways, i woke up to hear the shower running and i looked at the clock.. 1120 shit i slept in, the girls went coming today cause they all have camps they go to in the summer. i got up and went down stairs to get a drink. on my way back up i could hear a light moan from the shower.. puzzed i put my ear to the door, it was slowly getting louder. i knew my sister played with her self, i had watched her a few times and figured she was doing that. the shower turned off and i ran back to my bed. the door opened and my sister walked out naked and looked in my room to see if i was up.. i guess she figured i was still sleeping and ran back to the bathroom. couple min later she came out and she wasn't alone this time. sara was with her! she kissed Sara and she went down stairs to leave. wow.. my sister is gay, was all i can think about.

for the better part of the day i went on it normally. layed on the grass to tan.. swam for a while then went in to make supper. Cass came back around 6ish from the beach and i could tell she was drinking.. i told her supper was in the fridge and i went back to my movie. around 8 she came down and stole the remote.. i didn't really care because i was going up to shower. before i went i asked if Sara was her Gf, she just kinda blushed and kept watching tv.. as i turned i told her that i didn't care if she was.

i took a long shower, thinking back to what i saw that morning. thinking that i heard the door knob, i shut the shower and yelled at Cass, no response.. hmm she must be down stairs. i wrapped my towel around me and went to my room. hmm my closet lights on.. go to my closet grab some panties, and a shirt and turn to my bed. Cass is laying on it in a pink lace thong, and a black lace bra... somewhat startled, and bewildered i yell "WTF CASS!!" she just smiles and slides off the bed. standing up she tells me to sit down. so i do cautiously. she begins to tell me about her relationship with sara and how she was getting fucked by sara in the shower with moms toys. puzzled i ask her what a toy is. wordless she leans over and grabs a bag by the door and pulls out three brightly colored toys, one dong, one small but thick vibrator, and a strapon. my jaw drops.. holy shit Cass where did you find those and the hell are they for? . she grins.. they are moms.. and thats what im going to show you.. puzzled i slide back on my bed, and cover myself. "dont worry, its just going to hurt for a few min", "you will love it, cause then you can join Sara and I" she continued. SO YOUR GOING TO TURN ME GAY i yelled. "no silly" "im going to make you a woman". CASS, NO! i yelled. YOU DRANK TOO MUCH!!!!. but shes easily twice as strong as i was and alot bigger, she climbed on top of me, pulled off my blanket and towel. not having any time to change, i was still naked. i was pushing and hitting her as much as possible .. kicking, anything at all. but she just sat on my chest an used her legs to hold my arms down. looking down at my slit, she examined it, spreading it.. feeling it. i let out a yelp! i never even touched it before like that, only to wash. spreading it she looked in. "ooOooH your hymen is still intact, this will be fun. just then i managed to kick her in the head and knock her over, i scrambled to the door, but she was quicker and blocked my way. all she said was " be a good girl and get back into bed, and i will take it easy on u"

knowing no matter how hard i try, i knew i wouldnt get out of this. so i went and sat on the corner of my bed sobbing.she shut the door and dumped a hamper of clothes in front of it. and dragged the bag of toys over..
she pushed be back and spread my legs. i was now crying, telling her i didnt realy want this, and i wanted to wait. but she didnt care.. she bent down and started to lick me, i kicked her back, and told her i really dont want this, and that she can just look at me naked. she smiled. "your not going go easy, thats ok" she leans over into the bag, i hear chains, then CLICK. i scramble up.. hand cuffs.. WHAT THE HELL ARE YOU DOING TO ME!!. she tackles me, covers my mouth and ties up my opposite arm to my leg, followed by my other arm, then my leg. now im completely screaming in terror. tied up to all four poles. "there, now i can go to work" she said as she goes down and starts to eat me out. i squirm and cry and not even a flinch from her.. she just keeps.. eating me. after what seemed like hours, which was really 10ish min she sat up. you taste amazing sis and leans over and grabs the vibrator. she turns back and lays it on my clit. at this point im not paying attention, im just crying. she starts to rub it between my pussylips. starts to push it into me and it gets to my hymen. i can feel the pressure against it and i tense up expecting the worst. but she stops. about 30 seconds goes by and she pulls it back out. she gets up and leaves. about 5 min later she comes back, missing her panties, with a white streak down her slit. sits back down and turns the vibrator on low, sucks on it, and leans it back against my clit slowly gliding it through my lips. oddly. it feels good. i keep crying in hopes she will stop again. this goes on for another 5 min. this is when she turned it up. she starts down by my ass, and works up through my pussy lips. it hits my clit. un aware if it was pain or pleasure, my hips bounce into the air as wave of feeling showers up my spine, "BINGO" she yells and smiles. now focusing on my clit she turns it up again and starts massaging it in a tight circle. my hips slowly start to sway up and down, uncontrollably, i quickly pick up on the pleasure flashing though my body and squeel a little. Cass stops, and starts to explain how Sara first played with her and her dad. and went on about them tieing her up after sara played with her. i looked at her dumbfounded. i asked her why she wanted to rape me. and why she didnt just stick it in me. she tells me how she knew i was watching her play and it got her off even more. she then proceeded to give me a ultimatum. she told me, either way, im fucking you, you can keep resisting and be in pain, OR you can join in and take your turn with me. for the first time in My life, i feel my pussy get wet.

i smile and nod at her. and she turns down the vibrator to low. and puts it back into my cunt. she slowly presses it into me until stopped by my hymen. i lock eyes with her and nod. she smiles and tells me she will be gentle. she pushes it in and out alittle before pushing just hard enough to break my hymen. i shreak out in pain, twisting and turning screaming to get it out. my pussy is on FIRE. she just turns it up a notch and keeps going deeper and deeper until all 6" is in my virgin pussy.. i sit up to see what shes doing to me , and all i can see is a pool of blood. i scream even louder" your hurting me!! your going to break my vagina!!! GET IT OUT!!!!!!!!!!!!" she just smiles. it ok, its normal."HOW IS MY PUSSY BLEEDING NORMAL!!" i scream at her but now the pains starting to subside.. she looks at me seeing that my face is lighting up, "hows that feel sis". not as bad, but your making me bleed.. as she keeps fucking me with the vibrator she explains to me what just happened.

no longer in pain, she turns up the vibrator and my hips start to sway. she finds my spot and i finally screech in pleasure.
she stops, pulling the vibrator out of me and smiles. Sorry to break you like this sis, but i have wanted to for so long. if i unlock you, would you like a try? hesitant, i nod. she proceides to unlock me . my joints are sore from squirming while being chained up. but i sit up and switch spots with Cass. i look where she was sitting and theirs a big wet spot.. puzzled i continue, she layes down in front of me and spreads, shes clean shaven with a gorgeous looking slit. even though she was only 17, it was well beaten. i pick up the toy she used in me and go to put it in her, but she declines, she tells me theirs a bigger orange one in the bag. i rummage through the bag of toys and find the big orange vibrator. ITS HUGE must have been 8-10" long and 2 wide. she smiles, and tells me that's the one. how does this fit in you i reply, just trust me, and be gental.

i push the tip against her pussy lips wich are very very wet.. puzzled i ask why and she tells me i will see. so i continue pressing it into her and after a quick push it slides all the way into her, her hips shoot up as it bottoms out in her.. turn it on.. TURN IT ON she squeels, i crank it to full not knowing. and her hips shoot straight up and her back arches. and holds its arch.. HOLLLY FUCKKKK she yells.. FUCK MEEE!! i start to slide it in and out faster and faster. Oh.. oh.. OMG!! she squeels. and the toy pushes back in my hand as a stream of cum pushes out around the toy, down her ass and pools on the bed. her ass drops down creating a squish noise from all the cum. try it she says. hesitant i give it a lick.. all i can think is "ooooo" as i go back for seconds, then thirds. remembering her eating me, i do the same. lapping her pussy with my tongue. sticking it in licking it all up, she proceeds to suck her cum off the toy.


"well i think it time for bed" she says.. but.. but i stamor, i have so much i wanna ask,. so much i wanna know.

there's always tomorrow she grins.

that night we slept together, her spooning me.

if interest, i will post what the rest of the weekend and my later years. i do not care if you believe me, i do not need you to believe me. i have always wanted to share this story, as it still makes me cum.

i did have hard feelings after for a couple months toward my sister, even though we did play for the weekend, i was very ashamed of what she did to me and what she stole. however, we got on good terms, and still continue to play when we see each other.

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"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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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...

1 year 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...

3 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
3 years ago
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Punishing the Babysitter

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

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...

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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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...

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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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...

2 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...

1 year ago
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My Wifes Exploits III continued

Well, it's been a few days; weeks, perhaps, since I last discussed my wife and her exploits with other men when we were separated after only a few years of marriage. I won't recap much but will remind everyone that her experiences with sex, up until we spearated, were solely with me. That all changed when we separated. She not only had intercourse with another man but she also experienced a man ejaculating into her mouth, which I have to say, shocked me when I heard her tell me about it. And...

True
3 years ago
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My Wifes Exploits III continued

Well, it's been a few days; weeks, perhaps, since I last discussed my wife and her exploits with other men when we were separated after only a few years of marriage. I won't recap much but will remind everyone that her experiences with sex, up until we spearated, were solely with me. That all changed when we separated. She not only had intercourse with another man but she also experienced a man ejaculating into her mouth, which I have to say, shocked me when I heard her tell me about it. And...

True
1 year 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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Lisa Summers the babysitter

Sandra Dunlop was rushing around the house, frantically trying to get herself ready to go out before the cab arrived. It really pissed her off that Richard, her husband of 14 years, had been ready for about an hour and was relaxing in the living room, watching the television, with a large glass of malt whisky. He just seemed to step out of the shower and get dried before throwing on some clothes. His hair dried naturally and perfectly, he didn't have to spend time putting on make-up, and he...

2 years ago
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Callum and Adam The schoolgirls and the babysitter

It was a sunny Friday afternoon. Adam was relaxing in his room when he heard a sudden shattering of glass downstairs. He ran down the stairs to find one of the front windows was now in pieces all over the floor, a frisbee laid on the carpet in amongst the glass. Just as moved to  the door to look for the culprits the door bell sounded. Two girls from his school, Tilly and Summer, stood at the doorstep with guilty expressions on their faces.?Hi.? Said Tilly. ?We’re really sorry but it was us...

4 years ago
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A New Christmas Mommy Part 7 The Best Babysitter

A New Christmas Mommy Part 7: The Best Babysitter (Jan 13-23 2019) "Mhm, yeah, this looks promising....." Tim spoke as he surfed the web in his private office in the condo owned by Diana Princeton. Luckily, Diana had enough seniority at work that she was granted an automatic week off every 6 months or so, and that was Tim's time to unwind. Though, this week had proved to be a bit tougher with Jane in the picture. Though Diana would come in to see Jane off to school and welcome her back...

2 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...

1 year 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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Veronica the Babysitter

Veronica was an 18 year old firecracker. With her long tan legs, perky titties and plump ass, the men were always looking at her, fantasizing about her. She was truly one of a kind. Her long, curly brown hair cascaded perfectly down her back, and her big green eyes hypnotized man after man. But she was no slut. She was smart, and only slept with the men who proved worthy. As a part time job, Veronica picked up babysitting. She babysat for many single moms, and was surprised when she...

Straight Sex
1 year 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...

Taboo
3 years ago
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  • 14
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Adam and the babysitter

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...

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