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My First Job

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By *oywonder85 OP   Man  over a year ago

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After finishing high school I decided to go for admin apprenticeship instead of college and after a year with the training company I got a job with one of the local council branches. I was going to be working in the admin office with my supervisor Jeanette. Jeanette was a real sweet lady who instructed me what my daily duties would be and she was always there to help out and on the odd couple of occasions I messed things up she was really understanding and never was in a bad mood or shouted. She was always smiling and softly spoken Jeanette was 49 years old just over 6ft in her sensible work heels size 14/16 wide hips and a big ass. She would always dress smart in trousers blouse and had shirt back and sides haircut being 18 years old myself she wasn’t the type of girl I fancied so never thought about her in any sexual way. Anyways after working together for 3-4 months we got to know each other well I had found out she had just recently got divorced and had 1 daughter who was at university. One day Jeanette started asking me if I had a girlfriend and I told her no I was enjoying the single life at the moment when I told her that she asked me what I meant by “enjoying the single life” I just laughed and said you know what I mean and she just looked at me winked and started giggling and called me a naughty boy I thought nothing of it and carried on with my work until lunch. Usually I would just go to the canteen have my sandwiches but today as I was about to make my way to the canteen Jeanette saw me and asked if she could join me I said sure why not we had lunch together in the past so was nothing unusual. We made our way to the canteen took our seats in the back corner and I as I tucked into my lunch Jeanette leant in closer towards me and asked “so tell me more about how you enjoy the single life?”

Surprised and a bit shocked I jokingly said trust me you don’t wanna know to which she replied try me, now I’m thinking should I really tell her or just try change the conversation so once again I said no and without letting me finish my sentence she looked at me and I stern authoritative voice said tell me what I asked you I gulped a bit and the only word to come out my mouth was “sorry” here was the sweetest kindest talking woman talking to me like teacher and so I told her about a girl I had met at the weekend whilst on a night out as I was telling her she wanted to know all the intimate details and I told her everything she wanted to know as I was telling her I could feel myself getting hard and kept looking around to make sure no one could hear us. As I finished telling Jeanette about my weekend adventure she looked at me and smiled saying in her stern voice “see that wasn’t so hard was it?” To which I replied “no Miss” realising that I had just called her Miss I went all red started apologising but Jeanette replied mmmm I could get used to you calling me Miss and stood up and said back to work we’ll finish this conversation in our office. Good thing it was only the two of us sharing an office. As we walked into the office I was in front and Jeanette behind me as she closed the door I felt her grab me by the arm and push me up against the door towering over me she put her hand around my throat squeezing as I gasped for air she leant in and kissed me so hard she sucked the air out my lungs and whispered in my ear “we’re finishing early today and you’re coming home with me!” To which all I could reply was “yes Miss”

As we carried on with our work it hit 4 o’clock and Jeanette told me to stop what I was doing and follow her to her car walking behind her as I obeyed her order. When we got into the car I asked her what we were going to get upto at her house she just looked at me and slapped me right across the face saying you don’t speak unless you are spoken to my cheek stinging as I rubbed it and said sorry Miss to which she replied oh you will be now get your seat belt on. We drove in complete silence to her house which was 30 minutes away down a nice quiet country lane. As we parked up in her driveway she told me to get out and open her door for which I rushed out to do as Jeanette stepped out she ordered me to bring in her bags from the car boot. Grabbing her bags I followed her in her front door lead straight into her living room which was big I was told to put the bags down take my shoes off and wait whilst she went upstairs. I wanted to sit down but wasn’t told that I allowed to so I stayed standing up for 10 minutes when finally Jeanette came down with a long silky dressing gown just below her knees she saw me looking at her and I quickly started looking she walked over to me towering over me I was 5’7 she was easy 6ft stronger and bigger than me she grabbed me by the hair making me look at her she was grinning more and more the harder she pulled my hair I was in pain wincing but unable to stop her. She let go of me and took a seat on her leather sofa legs crossed I’d never seen them before but she had long muscular legs as I admired them I was ordered to get on all fours and crawl towards her getting on all fours my eyes stayed glued to her legs and feet as I reached her she put her left leg out her foot a centimetre from my face she wiggled her toes and told me to open my mouth I opened it a little but that wasn’t enough for Jeanette as she said “I told you to open your fucking mouth bitch” scared by hearing talk to me this harshly I opened as wide as I could my eyes focused on her calves and toes she teased me by running her big toe along my lips but not letting it go into my mouth this carried on for few minutes she was enjoying watching me squirm by now all I wanted was her sexy toes in my mouth. Whilst teasing my lips with her toes I was told to stick my tongue out and Jeanette placed her red nail polished toe onto my tongue and told me to lick. I didn’t need telling twice my tongue went into overdrive licking as much as I could wanting more I held her foot and tried to take all her toes into my mouth at once it took a couple of tries before I managed it there I was her foot in my mouth as I sucked hard looking up at Jeanette her eyes were closed and soft moans escaped her lips after a little while I took the other foot into my mouth but this time as I sucked I had both hand on each muscular calf rubbing all I could hear from Jeanette was “good bitch don’t stop” after what seemed like forever I was told to stop and and take off my clothes as I undressed and knelt back down in front of Jeanette she stood up and loosened her gown as she opened it up I was shocked to see what she had on underneath.

There she stood over me completely naked with just a brown veiny fleshy strap on between her legs with eyes wide open I looked up at her taking a big gulp. She looked down into my eyes with cheeky evil grin and said “now I think it’s time you sucked my cock you dirty little bitch” and with those words she had both her hands full with my hair yanking my head up in level with her strap on and all I could do was open my mouth and do as am I’m told. Taking it deep down my throat as much as I could she started fucking my my mouth as I gagged and gasped for air eyes watering it was so deep down my throat I thought I was going to throw up but Jeanette did not stop she carried on for a good five minutes or so before she stopped and pulled her cock out of my mouth telling me I had done a good job thanking her for her compliment I rubbed my jaw as it was aching from that brutal mouth fucking I had just received for the first time in my life. Kneeling at her feet Jeanette ordered me to follow her crawling on all fours upstairs to her bedroom. As I crawled behind my eyes were fixed on her big round ass and hips swaying with every step she took. Once we got into the bedroom I was told to get up on the with my face down and ass up in there as I got into the position I could hear Jeanette looking for something in her bedside draw after a few seconds I heard something click open and felt a cold liquid substance dripping onto my ass and down my crack followed my Jeanette’s hand massaging my ass with her index finger sliding down my crack and into my hole as I felt her finger slide in I gasped out. Soon the pain of having her finger inside my ass turned into pleasure and soon Jeanette had two fingers inside me massaging me as my hole accepted her fingers. After a little while she withdrew her fingers and I felt her breath behind me as she came upto my ear and whispered “I’m going to fuck your ass like the way you shag them girls you meet and I will do whatever I want to you if you want me to stop the safe word is PEACHES” all I could reply with was “ Yes Miss please make me your bitch” that was all she needed to hear as she got into position behind me spread my cheeks and slid in the tip of her cock her hands on my hips as I squirmed and adjusted to the feeling of her bellend in my virgin ass. As I got comfy with every inch she slided up inside me she took her hands off my hips her left hand reaching up to grab a handful of hair as she spanked me with the other now getting into a fast fuckin motion in and out she pumped my ass my cheek stinging with every hard spank after a good hard time of being fucked like her bitch she pulled out and turned me over laying on my back she put a pillow under my lower back and pulled my legs up over her shoulders and pushed her into me again but this time as she fucked me she was wanking my hard cock at the same time as she did this all I could do was look up at her seeing her tits moving with each thrust and an intensity in her eyes I’d never seen before. It wasn’t long before I was ready to cum and Jeanette knew the same and told me to close my eyes and open my mouth wide as possible she wanked me harder and faster and my cock exploded and felt my spunk shoot up onto my face into my mouth as I opened my eyes to see what had happened I saw my chest and stomach were also cover with Jeanette sat between my legs with a big smile on her face.

As I lay there catching my breath Jeanette traced a finger up my stomach scooping up my cum and making me taste myself as I sucked her finger. Once I had finished sucking she got up and removed her strap on to reveal the juiciest pussy I had ever seen her big pussy lips were glistening with wetness there I was watching her licking my lips hoping I could taste her and that was exactly what she had in mind for me. Jeanette climbed back onto the straddling my head as she lowered her pussy onto my eagerly waiting tongue before she let me taste her she instructed me to eat her like I’d never ate pussy before and my head reached up as I wrapped my lips onto her wet lips slowly kissing then sliding my tongue in I could tell Jeanette was enjoying this because she grabbed my head with both hands yanking on my hair as she started riding my face my hands reaching for her arse her riding getting harder and she became more vocal calling me such horrible demeaning names which I never thought were possible to come out her mouth. Hearing her like this just turned me on even more making me eat her pussy even more intensely and passionately soon she let out a big groan “FFFFFFFUUUUUUCCCCKKKKK” and she exploded all over my face and into my mouth I tried drinking as much as I could, it was thick white and creamy. Jeanette stayed straddling my head her legs shaking as the last drops oozed out her pussy my mouth wide open catching every possible drop once she regained her breath and composure Jeanette climbed off and laid next to me smiling at me as she stroked and played with my chest hair pulling them gently one hair at a time every time I winced she just laughed and “this is nothing yet we have only just scratched the surface” hearing these words made my heart beat faster and replied “I can’t wait for more”.

After laying in Jeanette’s arms whilst we got our breath back I was told to get up and get dressed and she would drop me off home. After the 20 minutes drive in silence we pulled up to the street where I lived and she parked up looked at me and in strong tone of voice said “get out of my car bitch I’ll see you at work in the morning” I grabbed my work bag and got out in a hurry closed the door behind me and walked off Home. I unlocked the front door and walked in to see my dads girlfriend (who lived with us) walking down the stairs she she saw me and said “you could have at least text me to let me know you were working late, you’re dinners in the oven help yourself” I apologised and went up to wash myself then had my dinner and all I could think about was what had happened to me today i kept thinking it was a dream and I had imagined it all. After dinner I chilled out watching some rubbish on TV when my phone beeped I check to see and it was a text from Jeanette my eyes lit up and heart started pounding thinking it would be about the adventure we had today but it was text about things that needed to be done at work tomorrow disappointed I replied back with an ok and headed up to bed. The sound of my alarm woke me up at 6 o’clock as I adjusted my eyes to the light coming in from my window I grabbed my phone as I do every morning and I saw I had one new message from Jeanette thinking it would probably just be about work again I left it and got up to have a shower as I was getting dressed I decided to open the message and what I read put a smile on my face it the message read “good morning B will pick you up 7.45 on the corner of your street” I quickly replied back acknowledging the message finished getting ready and headed out I was stood on the corner waiting for a minute before Jeanette pulled up I got in and she gave me a kiss on the cheek with smiley good morning as we drove into work we talked about all the things that we needed to do today the drive went quickly and before I knew it we were inside the multi storey car park Jeanette pulled into her usual space. I undid my seat belt and was about to open the door when in a loud voice Jeanette “WAIT we have 15 minutes before we start” she had a quick look around and we were the only car parked in the area she leant over and started unbuckling my belt and undid my pant buttons I lifted my bum up and in one swift movement she pulled my pants and boxers down exposing my dick. She told me to recline the seat back a little and relax as she held my balls in her hands rubbing them I could feel myself getting hard as she looked around and started stroking my shaft which was growing in her hand she had another quick look around and leant down as I felt her soft lips kiss the tip and rub the precum over her lips before she opened her mouth and took me in her warm wet mouth her head slowly moving up and as she got faster I put hand on the back of her hearing her gag got me more excited and my hand pushed her head down forcing my cock down her throat and that was all it took and I shot my load into her mouth and down her throat. Jeanette got up and without saying anything kissed me hard as we kissed passionately I realised she had my cum saved in her mouth and now it was in mine as she broke the kiss I pulled my pants back up and Jeanette pulled her visor down to sort out her lipstick when we were ready we stepped out, on our walk to the elevator Jeanette whispered “that was for being a good bitch yesterday obey me and I will always reward you” I replied “Yes Miss” wondering what other rewards I would be rewarded with as we got into the elevator.

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By *vbikerMan  over a year ago

morpeth

Great start more please.

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