Babysitting Adventures free porn video

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Baby Sitting

I used to babysit for my neighbor, Claire. She had a little 5 year old girl named Jennifer. The job was always super easy so I was happy to do it. Claire was a stripper at the local strip club, “The Men’s Club”, and she went into work at 8:00 PM and worked till 2:00 AM Wednesday through Saturday. Jennifer’s bed time was at 8:00. So I would come over at 7:30, give her a bath, get her ready for bed, tuck her in and then settle in for a nice and quiet night of reading. Like I said Easy job, I would usually fall asleep in Claire’s bed and she would wake me up at 3:00 or 4:00 in the morning depending on what time she got home. Then I would sleepily walk next door to my house and go back to sleep. I usually didn’t even bother to change out of my pajamas for the walk home.

Some nights Claire would bring home friends of hers, sometimes it would be a guy that tipped her really well throughout the night, but sometimes it would be another dancer in tow. There seemed to be a couple she played with regularly, sometimes they were starting before I was even out of the room. More than once her friend, Tanya, had asked me to stay, which I never did. I had to admit though I was somewhat curious about it all, whenever Tanya was over for the night things got noisy in that house and Claire always looked so happy the next day. I had dated a few guys but found it was more of a hassle than it was worth. And the sex was so-so overall. I could usually do a better job with my pulsating shower head and a spare 10 minutes. I guess my shower head always made me happy.

One night when Claire got home at 3:00 she woke me up and asked how the night went. I said “it was fine and uneventful; Jen fell asleep right away, and hasn’t made a noise.” Claire thanked me and paid me. I asked how her night went, and she groaned. Claire turned and said, “It sucked so bad, this drunk kept try to stick a finger in me, and then started a fight with one of my regulars.” “The bouncers tossed him, but it screwed up my night.” I said, “Oh, I am sorry to hear that honey, so nothing good happened tonight.” Claire suddenly looked thoughtful, “Well, There was a bachelorette party that came in and I got to give a lap dance to the soon to be bride, that was fun.” I was a little puzzled, as I did not see how the lap dance would work for another woman, so I decided to ask. “Okay, I don’t get it, how do you get a girl off with a lap dance?” Claire looked at me and giggled, “Well that’s because you haven’t played with me before, girl.” “Don’t you know, I got the hottest ass in town?” Now we both cracked up laughing.

Then Claire came over to the couch and said, here let me show you. Before I could utter a protest Claire had her butt in my lap and was rubbing it around. She had on a tight pair of spandex pants and a sports bra. She always looked beautiful; I had never seen her without her makeup on. Her hair was long, straight and black; it had the perfect amount of volume. She was tiny and in really good shape, her’ abs were tight, along with her legs. They looked really muscular and her butt had just the right amount of bubble to it. Her boobs were awesome, they were round and big which was further emphasized by her small frame. And here she was rubbing her butt on me. I was slightly embarrassed and I cracked up, saying I wasn’t paying for this. Claire giggled and said, “The fun comes from the strip tease.” With that she stood with her back to me and started to pull her pants down slowly bending forward at the hips, till all that was between my face and her pussy was a thin pair of black panties. Claire wiggled her fingers at me while looking at me from between her legs. I was a bit embarrassed to be caught staring at her pussy like that. She stood up straight looked back at me over her shoulder and smacked her butt, slowly gripping it which pulled her cheeks apart a little bit and then sliding her fingers off of it. Claire then sat on my lap and laid back on me picking her legs up in the air to take the pants off of her feet. She then jumped back up and got on her knees in between my legs and pressed her mouth in to my pajamas right at my pussy and blew hot air through them, making me jump a little. Then Claire rubbed her head and then boobs against me and then started up my body. Claire pushed my shirt up a little and kissed my stomach and then pulled my pajama bottoms down just a little and kissed me just above my pussy. For a moment I thought she was going to keep going, but she started up my body again. I was a little sad, my pussy felt cold after the hot breathe. That is when I realized, I was wet.

Claire jumped back on my lap but facing me this time and she pulled her bra over her head and released her magnificent boobs. Claire’s nipples were hard as she rubbed her magnificent C cups in my face. They were soft and warm on my cheeks. As she passed her nipple across my face I parted my lips letting it slip into my mouth and across my tongue, making Claire inhale sharply. I noticed her eyes were closed as she was grinding her pelvis against my thigh, which was becoming slightly wet as the rubbed back and forth. I realized that she was enjoying this. I had a real mix of emotions going through me at this point, I was uncomfortable with the situation and with my level of arousal, but I didn’t want it to stop. So I stayed quiet and watched Claire. She got down on the floor and placed her mouth over my pussy through my pajamas again and blew hot air on me, I was positive she could feel how wet it was. My pussy had to be getting my thin pajama bottoms all wet, I definitely couldn’t hide my nipples anymore as they were trying to bust through my t-shirt. There was no way that Claire didn’t know what effect she was having on me. I was at a complete lose as to what to do. Then the dance ended and Claire stood up, I was breathing heavier than normal.

Claire Sat down across my lap and said “that is how it is done.” “So what did you think.” I was very unsure how to answer, so I just gave a flustered “uh-huh.” Claire laughed and then looked me in the eyes and slide a finger over my cheek, “You know you are really beautiful, Alexis.” I shyly said, “Thanks, but you are in a totally different league than me.” Claire stared at me and said “No I am not, you get me going.” That made me laugh, “yeah right, I have seen the people you bring home.” Claire then grabbed my hand and said, “No really, see I am soaking wet, that is all you.” Claire pressed my hand over her pussy and then with her hand over mine she pressed my middle finger in between her lips. She was right, she was soaking wet, her pussy was super slick with her wetness. I was mesmerized by it, here I was getting this sexy woman all hot and bothered. I didn’t even realize her hand was no longer on my hand and my hand was still rubbing inside her pussy. I just kept sliding my finger from front to back, she was so wet. Claire kissed me on the neck and I flinched, realizing what I was doing and pulled my hand away.

Claire caught my wrist and sucked my finger into her mouth to lick her juices off of it. She then stood up saying, “I want you to come with me Alexcis.” Very confused and embarrassed I responded with, “Where?” Claire looked at me holding my hand and pulling me to my feet, “To my bed, I want you to stay tonight, can you do that for me?” I pulled back a little but Claire had a firm grip on my hands, “Sweety, your turned on and curious, I can tell.” “You need to understand it is okay, there is nothing wrong with a little pleasure.” “That is what I want to show you tonight, a little pleasure, a little affection.” With that Claire pushed her hand into the front of my pajama bottoms and rubbed a finger through my pussy. My juices were in full effect and her finger slid through without any friction. As her finger slid over my clit, I went a little weak kneed and leaned into Claire. Our heads were pressed together as Claire asked me, “Don’t you want me to help you tonight.” I said, “yes,” without even realizing it and followed her to the bedroom. Half of me wanted to run, but the other half of me kept me there.

Once in the bedroom, Claire turned to me and pulled my t-shirt over my head and began to kiss me full on the lips. Her tongue kept pressing into my mouth and licking my tongue and lips, I closed my eyes trying to get out of my own head. Soon the passion took over, and I kissed Claire back deeply running my hand through her head and pulling her into me. She pulled back and attacked my neck and kissed & licked up to my ears giving my goose bumps. She then pressed down to my boobs and suck in my nipple, making me inhale sharply. It was like an electric shock straight to my pussy; suddenly I was so aware of my clit and the feel of my pajamas against my pussy lips. I was completely caught up in the moment, it no longer mattered that Claire was a woman; I just wanted her to touch me.

Claire pulled my bottoms down to the floor and told me to lie down. I sat on the bed and laid back, my feet still on the floor. Claire got between my legs and started kissing my thighs working her way up from the right knee. When she got to my pelvis I could feel her hot breathe on my pussy again, and this time I jumped as her tongue lightly licked across my lips and then my clit. Claire sighed and pushed her lips into my pussy and started to kiss and suck my clit. I had my eyes closed, enjoying the sensation. My left hand was playing with Claire’s hair, while my right hand instinctively went to my boob and started to press my nipple in a little circle. It felt so good; as I felt myself building I determinedly pushed it back down and let it build again. I wanted this to last forever, I was in heaven. Claire slowly started to run a finger up and down the edges of my pussy lips adding a new sensation. I wanted that finger inside me and whimpered. Then she pushed it in making my back arch in pleasure. I couldn’t hold it off any longer, my pussy started to convulse and I was coming hard. Claire just applied pressure on my clit with her tongue and shoved her finger in all the way. My whole body was shaking with the intensity of my orgasm; my thighs were so stiff the shook uncontrollably. Finally it subsided and Claire gave my lips a final kiss, making my jump and came up and laid on top of me kissing me deeply. As we broke apart, Claire asked me, “So that wasn’t so bad was it?” I replied, “No, it was wonderful.” “Can I do it to you? I want to help you.” Claire leaned in giggling and said, “I was hoping you would suck my clit for a minute or two.”

Claire’s pussy smelled different than mine, not bad just different. As I gave her pussy the first little lick, I was surprised to find it was a tangy taste. The whole experience was erotic, dirty. I felt like I could lick her pussy nectar forever. I slowly sucked on Claire’s clit pushing my whole mouth hard against her pussy. She was totally shaved and it was so smooth. I became lost in the scent and the taste of this beautiful woman that was writhing under my tongue. Occasionally she would buck her hips up into my mouth, moaning with approval. Then I remembered to push a finger into her. It slid in easy and there were lots of fold in there. I found a ridged spot on the front that when I stroked it made Claire’s legs shake. So I kept stroking it and sucking on her clit like she had asked. Soon Claire was screaming she was cumming, giving me a face full of pussy juices. As I brought my head up I had to wipe my chin off as it Claire’s juices were dripping off of my chin. Claire quickly stopped me and started to lick my face off.

We laid there kissing and rubbing each other and I fell asleep in her arms. The next morning I was awakened by gentle fingers stoking my clit and it was not long before I was cumming again. When I left her house that morning, I felt different somehow. I had allowed myself to experience a true desire; I knew my life would never be the same. After that night, I stayed with Claire most nights that I babysat for her, till she had to move away. I will never forget her.

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Babysitting Amanda 1 and 2 edited

Note: This is a re-write of Babysitting Amanda 1 and 2. I cannot plagiarize my own stories so do not accuse me of such. As usual, do not waste time with accusations and insults against me. Finally, some ages and details have been changed from the original stories. If you have not read my stories before, make sure you read My Cousin Tom 1 and 2. Characters: Jake- 16 Amanda-14 Becky- 7 Jane- 30 Let me introduce myself. My name Jake and I am 16 years old. I was your classic horny teenage guy. My...

3 years ago
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Babysitting for the Ulichnys

* Hey everyone, this is a long WIP, and i'm willing to let people contribute, feel free to add or write a chapter, and if the quality is good, it will stay.* The Ulichny's had always been good clients. Their three kids were well behaved, quiet and always seemed to be ready for bed. Babysitting for them was always fun because it usually meant plenty of free time to just relax, and get paid for it. Chantal was a good looking woman, at best. She wasn't skinny, but wasn't big either. Around your...

Gay
3 years ago
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Babysitting brothers Daughters

My older brother called and said he needed a big favor. His company was sending him on a business trip overseas and he will be gone for the next couple of months. He could take his daughters with him but Cat, short for Cathy, will be graduating from high school in a month and she didn’t want to leave and miss it. Mel, short for Melody, is a star pitcher for the school’s softball team and they stand a good chance of going to the playoffs and she doesn’t want to miss our either.He wanted to know...

3 years ago
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Babysitting

EveryThursday night I babysat for the Harrisons. Like always I arrived home from school at four o'clock and jumped into the shower before heading over to their house. It was my senior year in high school, only one month till graduation. I was psyched for the school year to be over, but I knew I would miss babysitting for them. I had gotten the job because I went to school with their eldest son Jason. He graduated two years before me and went off to college. After I got out of the shower I went...

Straight Sex
2 years ago
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Babysitting Karen

My wife and I were babysitting Karen; the daughter of the wife's brother. ***Melissa, my wife and I have been married 15 years and we have an incredible sex life and sex drive. We have tried everything, or so I thought, until my niece came to stay with us for a weekend.Melissa's brother and wife had to go away for some business seminar so asked my wife to baby-sit. Karen is 14 and very cute, but very tomboyish, the type that wears jeans and loose fitting shirts all the time and likes to play...

1 year ago
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Babysitting for Married Men 2

Mrs Riker had recommended me to the Jacksons as a babysitter, and I have to tell, you Mr. Jackson was a hunk. He had weight lifting equipment in the basement and it was well scratched up from repeated use. Eric had the classic broad shouldered figure of a guy who stayed in shape without becoming musclebound. I vowed to have him the moment I first saw him. I started working on him the second time I sat for them, especially when his wife Toni was out of sight. There's a way you can be so glad to...

Erotic
1 year ago
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Babysitting can be fun

Jenna was a tall black haired bomb shell with big tits and a nice arse. Nikke had smaller tits but a nicer arse. They were both in skinny jeans and t-shirts while babysitting nikki's next door neighbours kids sleep over. There were 6 18 yo boys down stairs playing games when the girls were bored. "hey nikki, why dont we go and get some fun out of those virgin boys down stairs? Jenna suggested "lets do it." Nikki replied with an evil smile. They both went down stairs snuck up on the 18yo boys...

Group Sex
1 year ago
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Babysitting for Married Men 1

I'd been babysitting for the Rikers since I was 17 and they both were really nice. Candice taught me so much about taking care of their babies and now little kids, Jeremy and Jessy. Matt was always polite and friendly and always inquired about my schoolwork and sports. I'd had a schoolgirl crush on him off and on, but of course I knew he was married, so I always put it out of my mind. I was just 18 and Candice had to go out of town to visit her mother, who I guess was needing to move to a more...

Erotic
4 years ago
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Babysitting Adventure

I had just turned sixteen and was already getting bored with summer. Teri Banks asked if I could babysit her k**s and also Myra Stanley's k**s as their husbands had gone out of town and they were going out for a girls night out. I jumped at the chance. Now Teri Banks is a very good looking red head with nice tits and great body, Myra Stanley is japanese, jet black hair, nice tits and great body also. Both women are in their late thirties and have good looking husbands and great k**s. But...

3 years ago
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Babysitting

So during a scorching hot summer i didn't feel like going into the evil sun light and get sweaty sack so i stayed in my cool basement secluded from anyone. *(yes i sound like a creep)* But one day my mom wanted me to stop being a useless shit and go and do something so she told her friend that " I WOULD BE ABLE TO BABYSIT" Dumb bitch! well i got to go to this smoking babes house and it was TOTALLY WORTH IT! So I arrived at the house around noon sweating hot from biking up this crazy hill and i...

4 years ago
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BABYSITTING HAS BENEFITS

It was a warm Friday afternoon and school was fanally over for the year. I had been wanting to take a trip to the beach for some time and had been doing odd jobs cutting grass and such trying to save up enough money for gas and a couple nights room rent at the beach. I got a phone call from my neighbor asking if I could watch her two k**s while she went out for the evening with her girlfriends. I told her I would be happy to come over and babysit them since I had no plans that night and I could...

2 years ago
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Babysitting fun

This story is about me and my cousin that i used to babysit when i was 14, she was 12 her name was Amy (name changed ofcourse)I used to babysit Amy every weekend, her parents used to go out drinking alot, and sometimes asked me to stay the night because they were too drunk to come home.One night I was asked to stay the weekend, friday to sunday, Amys parents wern't going out drinking they were going on a business trip together and i said ofcourse i will, anything for family. At about 11 i told...

3 years ago
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Babysitting Fun

It was a hot Saturday summer night, and Vincent had agreed to babysit his neighbors’ two daughters, Sarah and Amy. Their parents were going out to dinner and a movie for the night, and Vincent needed the money badly. “It won’t be that bad,” he thought as he rode his bike over to their house, binder in hand. “I’ll just do some homework, watch a little tv, and mooch their fridge. And they have that bitchin’ AC, so I can cool my ass off. Shit, it’s hot.” The night was starting not to seem so...

3 years ago
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Babysitting for Mr Johnston

I’m Lorraine. I’m 19 and I have brown hair and eyes. And good B-cup boobs. I’m saving up to go to college, so I babysit when I can. So a lot of weekends I’m at someone’s house not partying. It was Saturday night and I was looking after Mr. Johnston’s baby. He had a baby girl named Jennifer, 4 months old and she was beautiful. So I found myself over there just watching some TV as he was gone and Jennifer just slept mostly. “Shit, there is like not one damn thing on TV,” I said. I looked all...

4 years ago
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Babysitting for my Uncle part 3

"Hey! I'm here to babysit." I say with a wink. The little kids cheer and my uncle fake cheers. "So, isn't it about time these munchkins take a nap?" I ask. They sigh in unison and walk towards their room. When they are out of sight, my uncle pulls me in for a kiss and I hear my cousin walk down the hall. He must not have liked watching that. I kiss him again and then go to tuck in the kids. Jace was kneeling at the side of one of the beds tucking in a little one. I tucked in the other...

2 years ago
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Babysitting Alex Final Part B

Sunday "Good Morning Honey bunches.." I said as Aky was waking up. "Mnn...morning"He said rubbing his eyes and stretching. "I got a call from my parents...they'll be here by the evening..." I told him. "Well...everything's clean... so what...?" He asked me. "I don't think we'll be able do anything else today....and we need to put those stuff you got back..." I told him. "Oh..yeah...the 'fun bag' " He said. "That's how you call it?" I asked...

2 years ago
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Babysitting Alex Final PartA

Sunday "Good Morning Honey bunches.." I said as Aky was waking up. "Mnn...morning"He said rubbing his eyes and stretching. "I got a call from my parents...they'll be here by the evening..." I told him. "Well...everything's clean... so what...?" He asked me. "I don't think we'll be able do anything else today....and we need to put those stuff you got back..." I told him. "Oh..yeah...the 'fun bag' " He said. "That's how you call it?" I asked...

3 years ago
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Babysitting from my bro

"Oh yeah, you do it so much better than my wife," Todd said. She didn't answer him, I watched them for a few minutes and then all of the sudden something happened, my panties got wet. That was when I knew it, I had a thing for Todd. Anyway, I slowly made my way back to the living room where I was thought to be sleeping with Jody. Anyway, about 30 minutes later, I heard some footsteps in the hallway, I heard the woman leaving. I thought that was weird. I was nowhere near sleepy as you...

4 years ago
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Babysitting Rowan

As usual my missus was at work and not due home till around 10:30, so I was curled up on the sofa totally immersed in my new book when there was a knock on the door. My neighbour, Jenny was standing there. “Can you do us a big favour?” she asked Every time we went away, for a weekend or holiday totalling a dozen or more times a year, they would feed and look after our cat for us. So, I had no hesitation in replying “Of course.” “My parents,” she explained “were supposed to babysit for...

3 years ago
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Babysitting My neighbours Children

This is a story about myself and how I got the opportunity to do something really sexual.My name is Tim and I am very busy when it comes to work but finally I got my vacation and this time I decided that I will not travel but spend it at home.I have my own house and I am divorced for almost 5 years now.Since my bitter seperation I payed a lot of time to my work and so I have not had much chance to date women but I have had a few women at my place to get laid.As summer approached I was...

3 years ago
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babysitting nympho

his street to his neighbors’ house in a pair of jeans and t-shirt with his sweatshirt zipped all the way up and his hood on. He was supposed to babysit his daughter Ashley for the night while he went to Washington to take care of some business, and wouldn’t be back till the following afternoon. “big screen tv, all the food I want, a nice place to sleep.” He thought as he watched the steam coming out of his mouth, “This is more of a privilege than a job.” He got to the...

2 years ago
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Babysitting Amanda

Every night after my first experience with Amanda, I found myself jacking off to memories of her. She was the first person I had ever done anything sexual with, and I was desperate to see her again and allow things between us to continue. Let me introduce myself. My name Jake and I am 16 years old. I was your classic horny teenage guy. My hair is dark black, which goes well with my brown eyes. Ive always been slightly fit, never working out yet somehow keeping myself in shape through basic...

4 years ago
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Babysitting fun

Introduction: My wife and I babysit a 10 yr old for a friend My wife and I love to baby-sit a friend of ours kid named Alicia. Alicia is 7 yrs old with Blond hair that touches her hips, with the most beautiful green eyes you ever saw. Since we began watching her 2 yrs ago my wife and I have become interested in kiddy sex. It began with a mistaken download from a program I use to download porn. It was of a 2yr being fondled and fucked by some man. For some unexplainable reason my wife and I...

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