Tipping the Babysitter
As a married couple in our late 30s, my wife and I often have to attend an assortment of dinner parties, get-togethers, nights out, birthdays, weddings, christenings and the occasional bar mitzvah. As you might imagine, this clogs up our calendar and frequently forces us to hire a babysitter to mind our two young children, both of which are under 5 years of age. For the past couple of years we have used the same young girl – the daughter of another married couple, with whom we are good friends. At the time she had just turned 18, and we worried that she would not be able to cope with young children. However, she was completely professional and did the job perfectly, so we continued to use her services. Her name was Ellie, and she was very petite with long brown hair and big button eyes. Her body was skinny, but not skeletal, and she had perky little breasts and the tightest ass imaginable. I had never thought about her in any way other than a strictly platonic relationship. She looked after our kids, and that was all. Recently, she started to blossom into a very beautiful and sexy young lady, and although her body hardly changed, her dress sense and overall manner became much sluttier. I pretended not to notice when I was around my wife, but it was hard not to look at her ass as she walked out of the door sometimes.
A few months back we employed her babysitting expertise one final time, as she was heading off to the university the following week. I was going to miss her, not just because she was a life saver when it came to her availability, but because I so enjoyed ogling her hot ass. My wife and I were to attend a dinner party at a friend’s house, which promised to be a very dull evening. I had volunteered to be the designated driver for a small carpool to the party, and as soon as I arrived at the event I was regretting my decision. All the other guests were drinking themselves into a stupor and I was the only one without a strong drink in their hand. The party trundled on for what seemed like a millennium as I tried to entertain my bored mind. My wife was rapidly becoming perilously inebriated, and when it finally came time to leave I had to lift her over my shoulder and carry her to the car as the others giggled drunkenly. I loaded her into the front seat and opened the back doors as our car pool guests clambered in. I dropped them off at their homes as quickly as I could without breaking the speed limit. Finally, we arrived back at the house. We were about half an hour later than I had arranged with Ellie, but she didn’t seem to mind. She was busy watching reruns of some teen soap opera show when I crashed through the door, my wife’s ass obscuring my head as she pivoted on my shoulder. “Hi, sorry!” I said, “Let me just take her upstairs and I’ll be right back!”. “OK, no problem” she replied sweetly. I carted my wife up the stairs and carried her into the bedroom, laying her lifeless body on the bed as I tucked her in.
I returned down the stairs and saw Ellie waiting by the door. “Again, I’m so sorry we were late!” I pleaded, but she just smiled. I took out my wallet and paid her for her time, adding a generous tip for the inconvenience. She thanked me and then opened the door to leave, brushing past me as she walked through. I caught the scent of sweet perfume and then a glimpse of her pink bra strap protruding from the neck line of her T-shirt. The road outside was awfully dark, and I was filled with apprehension at the idea of letting her walk home alone. “Um, here let me give you a lift” I said, “It’s the least I could do!”. She agreed, and then climbed into the passenger seat. I pulled out of the drive way and started down the road. She only lived a few blocks away, but I didn’t want to take any chances leaving her alone so late at night. She was wearing cut-off denim shorts which reached only a few inches above her knees. A few times I managed to peek over at her legs, each times making me a little harder. I tried to suppress my dirty thoughts, but then she stretched her arms, arching her back forward to push her chest out. Her bra caused an indentation to form inside her t-shirt, and as she stretched the shirt raised up with her body to reveal her sexy stomach underneath. Her little belly button made me even harder still. We came to a red light and I stopped the car. “Oh no!” she said, and started to flick some dried pizza sauce off her shirt. It was right on her breast, and looked like she was teasing her nipples. I tried not to look, but I couldn’t help myself. I gave her breasts a brief glance and then fixed my eyes back on the road. We turned right and continued down the next road until we came to a blockade. The street had been cordoned off for road works, so I had no choice but to turn back and take a diversion.
I performed a swift three-point turn and was about to start driving back to the intersection when Ellie said, “You know I’m going away next week, right?”. “Yeah, we’re going to miss you!” I replied, and looked over to see her hand placed between her legs, gently nudging her crotch. My cock uncontrollably flexed in my trousers at the sight of this, and she giggled. “Aw, don’t hide it” she said as I tried to place my arm over my crotch, “It wants to come out to play!”. She gripped her bottom lip with her teeth and smiled at me, invading my soul with her huge pupils and cute eyelashes. She ran her tongue over her top teeth and then reached over to my crotch. I parked up at the side of the road and moved my arm out of the way, allowing her to rub my cock. I didn’t know what to say, so I just let her continue as I tried to look down her top, which was hanging down from her neck a little. She pulled at the neck line with her finger so I could see her little breasts being hugged by her bra. My cock got even harder and flexed again. “Ooh” she said as her eyes lit up, “I think it likes it!”. She unzipped my trousers and slipped her fingers in through the slot to rub my cock through my boxer shorts. Her little fingers gripped the shaft and she stroked it firmly as my head hit the back of my seat. I let out a sigh and watched as she rubbed my cock. She removed her hand and started to unbuckle my belt. While she busied herself with that I reached over behind her back and placed my hand on her ass. I could smell her perfume up close as she leaned over, and then got onto her knees on the seat as she pulled my trousers down my legs, my boxers with them.
My cock sprang up from behind my boxers as she dragged them down to my ankles. I stroked it myself for a moment while she propped her body back up on the passenger seat. She took hold of it hungrily and jerked at it as she looked into my eyes. My hand was still gently caressing her ass, with my fingers running down the crevice as I prodded her asshole. She leaned down and took my penis in her mouth, holding it between her teeth and her tongue for a moment before wrapping her lips around it. She sucked it as her saliva dribbled down the sides, barely managing to fit more than an inch or two into her mouth. She moaned and sighed with satisfaction as she sucked, and I began to rub around her pussy through her shorts. Her hands were stroking my shaft while her mouth worked away at the head, massaging my cock as she rubbed her spit all over it. I looked around to see if anyone was around, but it was very late and the road was deserted. It was a residential area, but all the houses were hidden behind large bushes, trees and fences, so we were well hidden from prying eyes. It was just as well because the situation was getting very heated indeed. I slipped my hand down inside her shorts as she continued to blow me on all fours. I reached down inside her panties and started to run my fingers over her ass hole. It was incredibly smooth and soft, and she giggled a little as I poked it. Her tight shorts were restricting my reach, and before I could even suggest anything she moved her hand down to the front and unbuttoned them.
With the material loose, I had free reign over her pussy. I reached back around her ass and rubbed her pussy lips. They were warm and dripping wet, and as I played with them her juices started to lubricate my fingers. I extended my chunky middle finger and slid it in between her labia, penetrating her vagina as she groaned with my cock wedged in her mouth. I pushed it in and out repeatedly, going deeper and deeper until it was knuckle-deep. I added a second finger and she went wild, breathing heavily and moaning with gratification. I massaged her asshole with my thumb as I fingered her. The sound of her pussy squelching around my fingers was making me extremely horny, and as I sped up my insertions I could tell she felt the sam
e way. Suddenly she stopped sucking me and got up, looking around to see if anyone was around. “We’re all alone” I said, reassuring her. She grinned playfully and slipped her shorts down her legs. I looked at her little pink thong for a moment and started to rub her pussy through it as she faced me. She smiled again and then gripped the sides of her underwear, allowing them to drop down her legs too. She had a little tuft of pubic hair just above her pussy but was otherwise completely smooth. I rubbed and played with her pussy for a little while as she leaned over to suck my cock some more. With my other hand I felt underneath her chest and groped at her breasts, which were still concealed by her shirt and bra.
She tossed her leg over my lap and straddled me with her back to the steering wheel. I placed my hands on her breasts and squeezed them while she positioned herself over my cock. It felt so terribly wrong, and yet so utterly right at the same time. I ran my hands over her bare hips, her ass and then down her legs, feeling her soft, warm skin as she lowered her body down onto my cock. It split her tight labia wide open as she struggled to penetrate herself on it. She coated the head of my huge cock in her slimy juices and tried again, and again, each time managing to fit another inch of it inside her. With each penetration she let out a sigh, as if she was playing with the flame of a candle with her finger. Finally the underside of her thighs began to slap against mine and she started to ride me. She wrapped her arms around my neck and smiled at me, looking deep into my eyes with a longing gaze with her mouth agape. She groaned and kept repeating “Oh yeah!” amongst various other expletives. She closed her eyes and rode faster, slamming the weight of her tiny body down onto my cock as it split her open. I watched as her pussy lips swallowed my penis whole time and time again, spreading her filthy juices all over it. She rode even harder, and placed her head on my neck as she gently bit my shoulder to keep herself from screaming. She was already yelping quite loudly and we didn’t want to alert the residents of the area. I could hear and feel her hot breath on my skin, and the smell of her perfume was wafting straight into my nose with every thrust she made. I grabbed her ass and the enjoyed the silky feeling of her skin running over my fingers.
She slowed down and came to a stop, and then lifted herself off my cock. She giggled as she struggled to turn around, but finally managed to exchange her legs to the opposite sides. Now facing the steering wheel she lowered herself back down onto my cock and continued to ride me. She leaned back against my chest as she ground her ass on my lap, enjoying every drop of pleasure she could squeeze from my dick. I folded my arms around her chest and fondled her breasts again as I kissed her neck. The sound of her sensual breathing was sending me wild with lust. I slipped my hand up her shirt and peeled her bra down to give me access to her tits. She finally took the message and, after another quick survey of the surroundings, removed her t-shirt. I quickly unhooked her bra and she took it off her arms. She was naked and I could touch any part of her that I wanted. As she kept riding on my cock I moved one hand down to her crotch and began to circle my finger around her clit. With the other hand I continued to grope her tits, cupping them and delicately pinching her firm nipples. She was going wild with all the stimulation, yelping and swearing as she rode me.
I tapped her shoulder and she turned around. “I wanna fuck you from behind” I said as she tried to catch her breath. She nodded, and climbed between the front seats into the back of the car. I followed, struggling through the gap onto the seat. She knelt on all fours with her ass in the air, and I positioned myself behind her. She backed up eagerly, and I wasted no time in sliding my dick deep inside her pussy. I watched her asshole expand as my cock spread her pussy wide open. I began to thrust into her, slapping my balls against her clit as I fucked her. Her tiny legs were quivering. She was watching me in the reflection in the car window as I pounded her pussy, gradually forcing her body forward inch by inch with each powerful thrust that I slammed into her. I ran my thumb over her asshole again, playing with it and spreading her ass cheeks wide open to make it open up a little. The dark red flesh inside looked so fucking hot, and I desperately wanted to sodomise her. “Go on then!” she said, “Just one finger though!”. I spat on my middle finger and wiped it over her anus, making sure it was extremely slippery before sliding it inside her ass. I pushed it in a fraction at a time, not wanting to hurt her. She seemed to get off on it though, so I kept going. I slid it in deep and started to pull it in and out in rapid succession as I watched the soft wrinkles of her ass gripping my finger.
She started to scream with ecstasy and her back arched up slightly as my cock rubbed on her g-spot. She stopped breathing for a moment and then unleashed a piercing groan as she climaxed. I kept fucking her, taking my finger out of her ass to grab hold of her hips. I slammed my dick into her moist, stretched pussy as hard as I could and her orgasm seemed to last for an eternity. This final charge of sexual energy sent me over the edge and I started to cum as well. As she relaxed her forehead down on the seat I took my dick out of her pussy and jerked it for a brief moment, before unloading my hot, milky semen all over her ass cheeks. It dripped down her crack, over her anus, her pussy, and finally down the back of her trembling thighs. I let out a loud sigh of exhaustion as she got up. “Thanks for the leaving present!” she said. I reached over to the glove box for a tissue, and handed her the pack to clean herself up. We got back into the front of the car, dressed ourselves as we giggled to each other, and then I drove her home. Her parents had gone to bed, and my wife was passed out in a drunken daze. Nobody was ever any the wiser. I watched her sweet ass ascend their driveway for the last time for what would be several years, and then drove home completely satisfied.
A Butler, or a Slave?
You know how it is; one day you’re working your dream job at an awesome company that treats you like a person, not a machine. You have everything you could ever want, with a healthy salary, a cool apartment and platinum gym membership. Then, in one crushing swoop your company goes into administration and you’re left out on your ear looking for work. Well, maybe someone reading this might know how that feels, and recently I became one of them. So, as a young man in my mid 20s I thought “the world is my oyster” and started to look for a new job. My hopes were dashed considerably when I realized that my field of work had dried up since I was taken on as a post-graduate a few years before. This meant that I would have to slum it in another field in the hope that someday my dream job would surface. I looked through the limited selection of adverts in my local newspaper and online, but my choices were rapidly slimming. Nothing seemed appealing – not because of the job specification, but rather the ridiculously low salaries being offered. I was used to fine dining and expensive cars. I couldn’t just give it all up for a measly pay packet. Then I noticed one advert with a very substantial salary, including healthcare and benefits. The money caught my attention before I even looked at the job title. “BUTLER REQUIRED”, it read, “High-class house requires new butler for ”. Desperate for any kind of work I dialled the provided phone number. A woman answered almost immediately with a stern voice, “Hello, this is the Drayton residence”. “Uh... hi, I’m enquiring about the butler job” I said. “How old?” she asked. “I’m twenty six”, I replied. “Hmm...” she muttered for a moment, “We are looking for someone who is utterly discrete, and who is completely open-minded”. “I am” I said. “Very well then, can you attend an interview tomorrow at 12 noon?” she responded. “Yes, definitely!” I said eagerly, and with that she hung up the phone.
The following day I donned my finest tailored suit and buffed up my best shoes to a mirror-like shine. I definitely looked the part to be a butler. How hard could it be to make a cup of tea and fetch the newspaper? I left for the interview in a hurry, collecting my things as I got in the car to drive to the house. I knew roughly where it was as the address was on the advert, and I vaguely knew the area it was in. It was situated in the countryside a few miles outside of the city, a part of the county where all the rich people live. As
I arrived at the main gates I leaned out of the car window and pressed the speaker phone button. I heard a buzzing sound and the gates began to open. The tyres on my wheels crackled over the bumpy gravel drive, which was about a hundred yards long with small trees on either side. It was a beautiful garden which no doubt required an army of people to maintain. I rolled up to the front door, where an older woman stood waiting to greet me. She was in her late 30s and was very smartly attired in a tight black dress that reached down to her knees. It offered not even a hint of cleavage, and her dark hair was harshly pinned back. I couldn’t help but think she would be really sexy if she loosened up a little. I got out of the car and she immediately barked “This way!”. I followed her into the house, beeping the alarm on my car as I disappeared into the doorway.
She led me into a main hall which was littered with antiques and expensive paintings. Everything was a glossy mahogany colour. We walked past several doors, which led into living rooms, dining areas and a downstairs bathroom. Finally we arrived at a study, which contained several comfy looking chairs and shelves stacked with old books on every wall. I stepped inside and watched her walk over to a large desk. She opened the top and took something out, and then sat down on one of the chairs. She looked at me and ordered “Stand here”. I did as she asked, waiting directly in front of her as she scanned me up and down. “You are discrete, willing to do whatever it takes to get the job, and extremely thorough in your abilities to carry out the job?” she demanded. “Yes...” I said cautiously. “Good” she said, “Kneel!”. I gave her a look of surprise, and then seeing her stern glance I knelt in front of her. “The job is extremely well paying so I will expect a lot from you” she added as I came down to her eye level. “Open your mouth and close your eyes” she commanded. It seemed really strange, but I was far too curious, and a little turned on, to resist her demands. Before I had fully opened my mouth she picked up the object she had taken from the desk, which was hiding behind her back, and rammed it into my mouth. It was bright red with leather straps on either side, which she tied around the back of my head. It was a ball gag. I was stunned, and a little frightened. “Excellent!” she said, “Although you didn’t close your eyes! I will have to punish you!”. She walked over to a cupboard and opened it, taking out a long metal chain and a pair of handcuffs, which she attached to her belt. I gulped, unsure what I was about to experience, but oddly excited at the same time. Then she wrapped the chain around my neck and fastened it tightly so it pressed into my skin. I gasped for breath as she yanked on the chain, dragging me across the floor on my hands and knees.
55 Erotic Sex Stories (hot sex/babysitter/threesome/office sex/maid sex/beach sex/college girls/group sex/nurse sex/anal) Page 8
