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The front door slammed jolting me awake. I hated falling asleep while babysitting. The parents always reassured me it was completely fine, but it made me feel like I was letting them down.

Quickly, I hopped up from the couch hoping my employer would never suspect what I'd been doing for the past few hours. I heard him pausing to hang his coat in the closet, which gave me a few seconds to fix my disheveled honey blonde hair, and wrinkled school uniform. I swept my long delicate fingers under my eyes removing any mascara that had flaked off, and pinched my cheeks instantly bringing more color and life to my face. I grabbed my Psychology book from my bag and sat back down, acting as if I'd been doing course work all night.

Only a few seconds later did he enter the room. "He" being Mr. Lucas Gilbert, renowned columnist for the London Times, father of two, and as of last May a widower. It had been almost a year since I'd seen him. The children's day time nanny had been there when I'd first arrived. His dark hair had gone slightly gray around the sides, but instead of making him look old he just looked distinguished. He had certainly not let his physique go. His shoulders seemed broader and sleeves tighter than I'd remember. 

"Hello, Mr. Gilbert. How was your evening?" I asked.

"Tessa I must have told you 100 times you may call me Lucas," he replied.

As he walked farther into the room I noticed his normally piercing blue eyes seemed glassy, his gentile-like saunter was more a stumble, and he smelled faintly of liquor. An interview over dinner must have become an interview over drinks, I thought to myself.

"Right, of course, sorry Lucas. It's just that I haven't been over to watch the kids since..." I trailed off embarrassed and nervous about almost mentioning the death of his wife.

"Since Cassandra passed away?" he questioned.

"Well, um, yes. So sorry again for your loss," I mumbled.

"No need to be sorry, my dear. It's been over a year now, and truth be told I never really cared for her anyways. If she hadn't died we would probably be divorced. Our marriage had been horrid since day one. In fact she was on the way to meet with her lawyer about drawing up the divorce papers when the accident happened," he stated as plainly as if he were telling me what he'd had for dinner. 

I was of course in shock. He'd clearly had even more to drink than I'd thought when he first came in the room. I was even more startled when he said, "Let's go to the kitchen and I'll pour us some drinks. Do you like scotch?" 

"Mr. Gilbert, I mean Lucas, that is very kind of you to offer, but I need to be getting home soon," but as I said this he walked towards the kitchen anyways. 

I followed him to the other room. "Don't worry Tessa I called your mother at midnight and told her you'd have to spend the night on a cot in one of the kid's rooms," he told me as he opened the cabinet above the stove and took down an old bottle of scotch. 

He called her at midnight? Good lord what time must it be now? I wondered. I looked down at my mobile and saw that it was already 2:34 AM. No wonder I fell asleep. 

"Well if my mother said it was alright then I suppose it does make sense for me to just stay," I told him as he handed me a glass.

We both sat down opposite each other at the breakfast table our glasses of scotch in front of us and the bottle in the middle. The lights were on, but dimmed and it was hard to completely make out all the details of his face. At first we drank in silence. Lucas quickly finished two glasses before I'd drank half of mine, and he moved on to his third. The amber liquid was a bit hard for me to swallow, but the more I drank the easier it went down. When the bottle was about half gone Lucas struggled to get up, put his hands on my shoulders, and slurred that we should probably get some sleep.

As we reached the top of the stairs he turned to me and whispered, "I'm afraid we will wake up the kids if we try and put the cot in one of their rooms. You can sleep in my bed, and I'll just sleep on the floor."

I felt rude accepting, but I knew if I objected he'd just insist and I'd end up sleeping in the bed anyways. He opened the door to the room and I was amazed by what I saw. What had once been a bright, open, and mostly pastel themed room, fit for a married couple was now painted dark grey. The white four-poster, had been replaced by a king sized bed, which was low to the ground and adorned with navy silk sheets. This was a room more suited to a rich bachelor. 

Without thought Lucas threw off his shirt and trousers, grabbed a pillow and a blanket and laid down. As I walked closer to the bed I realized, "I don't have any pajamas." 

He looked up at me through half closed eyes and said "I still have a pair I bought for Cassandra right before she died. She never wore them said they were too "skanky" for a woman like her. They should be in the top drawer of that bedside table." 

I opened the drawer and pulled out a white box, inside was a hot pink nighty. It seemed a little scandalous for my 17 years, but it was my only option. I walked over to the bathroom on the other side of the room, and slipped it on. As I looked in the mirror I was a bit shocked by what I saw. My 36D's slightly slipped over the top which was meant for a 34C. My abs looked firm and flat under the see through fabric covering them, and my perky little arse and long lean legs looked fabulous in the matching lacy thong. I'd never felt sexy before, but at that moment I knew I was smoking. Lucas must have agreed, because as I stepped back into the room his eyes widened and a bulge immediately grew in his pants. 

I was embarrassed by the way he was looking at me but also slightly turned on. Maybe it was the scotch but I felt like a woman not a little girl and I liked it. I decided to give Lucas a closer look at my exposed body and stepped over him to get into bed. His erection grew even more. I liked that but he was still Mr. Gilbert so I wasn't planning on doing anything more. However only a few minutes after we turned out the lights Lucas started moaning and grunting on the floor below me. I peered down and saw that he was wanking to try and ease his massive boner. His thick long dick almost glowed in the moonlight and I immediately felt my pussy ache. I couldn't help but watch. He was so sexy and almost animalistic working himself because he'd seen my hot young body. I couldn't take it. I needed to be the one touching his massive member. So I leaned down and whispered in his ear, "You know you could do that up here on the bed, or if you'd prefer I could help you out."

Like a feral cat he pounced up and growled, "I'd always hoped you'd wanted me as much as I wanted you." 

I couldn't take it anymore. I sat up grabbed my hands around his firm arse cheeks and drew his dick to my mouth. I licked his head with my sweet small tongue tasting his precum and then quickly took his whole member in my mouth. I bobbed along as he growled, going deeper and deeper with each thrust. Soon I was taking his whole dick down my throat and as he loaded his sticky warm cum into my tiny mouth I swallowed him up. 

He agilely swung himself up onto the bed, gently knocking on to my back and straddling me. "Now my turn to teach my little babysitter how real men do it."

He slipped his massive hand under my back and easily released the clasp on the top that had almost been his wife's. My breasts and erect nipples sprang into view but were immediately covered by either his eager mouth or nimble fingers. He suckled and twisted, building up the tension down in my dripping pussy. I couldn't help but let out my girly moans of delight. This was nothing like the boys I'd been with at school. 

After fondling my large breasts Lucas kissed his way down my toned abs to the band of the pink thong. He grabbed the lace in his teeth and slipped the panties off my body. He stopped and starred at my tight shaved pussy, taking in the smell of my sex. Then he licked from the curve of my arse all the way up to my swollen bud. My whole body twitched in delight and my toes curled under. Gently at first and then more forcefully he nibbled my bud sending my body through pure ecstasy. And then, just as my hips began to rise and my tension began to build he stealthily slipped his massively erect member into my small wet hole. I'd never had anything so large inside of me. It was like a whole new experience. Our bodies pounded together in tandem as he drove farther and farther into me. "Lucas, Lucas fuck me like a man!" I cried out.

"Tessa you're such a naughty little girl," he called out in response.

Quicker and quicker he pounded my tiny pussy, his balls slapping my arse and his pelvis grinding into my sensitive clit. I could feel my climax building and just as his balls tightened a mind-blowing orgasm over took my body. As I lay there panting, completely spent, Lucas softly whispered into my ear, "So, how would you like to babysit again tomorrow?"

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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...

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...

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...

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
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
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...

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...

4 years ago
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Bailey Our Babysitter

Bailey was our very vivacious seventeen-year-old babysitter and from the moment I first laid eyes on her, I knew I wanted to experience a little private one-on-one time with her. Bailey was an elusive catch, but one that was worth pursuing.Our relationship was very casual at first and very businesslike, but the more she took on babysitting duties for Ally and me, the more desirous I became. I loved Ally, but our marriage had become a little rocky. I was pretty sure Ally was seeing someone on...

Cheating
2 years ago
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Drunken Babysitter

Drunken Babysitter My wife knew that I was going to be working late so she got Stacey the girl down the street to baby sit our four-year-old. Stacey was sixteen and supposedly mature enough to do the job. When I pulled into the driveway and got out of my car I heard my back door slam and I saw a boy go running across my backyard. I went into the house just a little hot under the collar. I looked around and found Stacey hiding behind a chair down in the family room. She was naked...

1 year ago
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I Fucked The Babysitter

and a movie. It was pretty late, and the babysitter was asleep on the couch. The kids were sleeping in their rooms, perfectly safe. I wasn’t sure if I wanted to wake the babysitter or not. I told my wife to go on to bed and I would stay up a little longer to see if she wakes up and then take her home. I turned on the tv, keeping the volume low. Every once in a while, she would shift her position on the couch and I looked over at her to see if she was waking up. What I saw...

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...

2 years ago
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Sexy New Babysitter

Looking at the text from my wife I felt a combination of emotions. I smiled reading that she was excited for our date night, my cock throbbed in my slacks as I thought about what that meant, and I felt shame that instead of thinking about my wife, my thoughts were full our latest babysitter. Kat was twenty years old, a sophomore in college, and sexy as hell. A few months previous we had posted an ad for a new babysitter after my sister-in-law moved to California to go to USC. Kat had called...

2 years ago
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Adam and the babysitter

Introduction: Little Adam gets to fuck the babysitter. This is my first story ive wrote, leave your pheedbacks and tell me what you think. All pheedbacks, corrections, ciritisizm and suggestions will be appreciated. This is not a true story, its just a fantasy of mine. Enjoy! ———————————– I put up a babysitting ad on craigslist. Its not that i needed the money but i guess id like the extra cash. My name is kristen, im 16, 52 brunette, brown eyes, i have pretty firm round ass and i wear a C...

3 years ago
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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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