Confessions From a Boarding School Pupil
Copyright© 2022 by Drax
Episode 35: The New Job
Pedo Sex Story: Episode 35: The New Job - Welcome to the “Confessions From Boarding School” series. The stories contained here-in will be detailing the sexual adventures and shenanigans I got up to and involved with while I was at and after I left boarding school.
Caution: This Pedo Sex Story contains strong sexual content, including Ma/ft mt/Fa Teenagers Blackmail Coercion Consensual Drunk/Drugged NonConsensual Pedophilia Rape Reluctant Romantic Teen Siren TransGender School Cheating Incest Daughter Uncle Niece Nephew Grand Parent Rough Spanking Harem Interracial Black Female White Male White Female Oriental Female Hispanic Female Indian Female Anal Sex Massage Oral Sex Tit-Fucking Voyeurism Babysitter Public Sex Small Breasts Teacher/Student Prostitution
Moving on from Vanessa, I got a coke from the bedside cabinet and sat on my bed to drink it as I played a game on my iPad. The rest of the morning went by really quickly and quietly, and in what seemed like no time at all it was lunchtime. After lunch of beef stew, mashed potatoes, and ice cream, I found myself with nothing to do, not that I was complaining. I was able to just lay there and enjoy the peace and quiet. I set my Ipad to alert me if I got any messages or emails, got a coke from the bedside cabinet and just laid back. As I took my first sip of my Soda, I found my thoughts drifting to something I had not thought about for a few days; Leanne. The first thing that I thought about was how angry I still was at Leanne.
I would always be angry at her for how she had screwed me over to get rid of Ariadne so she could have me to herself. In another world what she did would have been romantic, but I genuinely loved Ariadne so it being romantic was a non-starter. As if it sensed me thinking about Leanne, my Ipad beeped which indicated that I had a new message. I opened the message and was pleased to see it was from Matthew; who had an interesting message for me that came with an attachment:
Hey Johnny, just thought id let you know about this
I clicked on the attachment and to say that I was pleased with what I saw would be an understatement. The attachment was a photo of the front of the video shop where I used to work. The video shop was closed and there was a notice taped to the inside of the door that read as follows:
Due to personal reasons stemming from the loss of someone I loved, I can not continue with the business and this store is now closed. Thank-you for your business over the years.
I could not be happier; with the store now closed down Leanne was now even further out of my life, possibly for good. I replied:
Thanks Ed, I owe you one.
I sent the email and sat back. With the shop closed, I did not have to worry about that bitch Leanne screwing my love-life over so that she could have me to herself. “Good riddance to bad rubbish” I said with a chuckle as I laid back in bed. Oddly enough I then found my thoughts drifting to Brentford Court School, and just how I was able to get away with what I did with Li, Kara, Anna and Ariadne. Looking back on my time at Brentford Court, I realized that it was nothing short of a fucking miracle, pardon the pun, that I did not get caught. While it came close a few times, like when I was fucking Anna in the girls changing room. While it was fun at Brentford and I enjoyed fucking Anna, Kara and Li, I did miss Ariadne.
From the first moment I saw her I found her to be very fucking hot and never thought that I’d end up in bed with her. I could hardly believe it to be real when Ariadne and I ended up in bed and when she met me at home when school closed down, I believed that I was in heaven. I had my former gym teacher as my girlfriend and all was right with the world; that is until Leanne got her arrested. When that happened, not only did I end it with Leanne but I never thought I’d find someone I cared about as much as her; that was until I met Shania. Despite my new ‘job’ as hospital fuckboy, I still had strong feelings for her and one of the reasons I accepted the job was the promise that I could sleep with her more.
My thoughts were interrupted when my Ipad beeped, indicating that I had a new message. I opened the message and was surprised to see it was from Dr. Hellruy. The message was short and to the point:
I’ve got the basic website up and am on my way to show it to you
I smiled as I was not only looking forward to seeing Dr. Hellruy again, but I was also interested in seeing the website she had set up for my new ‘job’ as hospital fuckboy. I did not have long to wait as less than 5 minutes after I received the message Dr. Hellruy came in to see me. “Hey there” Dr. Hellruy says as she enters the room, she then points at my crotch “Is that your cock or are you pleased to see me?”. I smiled and pulled down my trousers, revealing that it was my effect cock. “You like?” I asked, to which she replied “Yes, very nice indeed”. She gives my cock a gentle squeeze, then says “As much as I’d like to hold this for a while longer, I don’t have that much time”. She lets go of my cock and tells me “I need to borrow your iPad”.
I hand her my tablet and she quickly goes to a website called ‘Date-Jay.com’. “Using my direction I had a friend help me this for me” she tells me “What do you think?”. I scrolled down and checked out the list of female doctors, nurses, and hospital staff that had been put on the website. “This is amazing” I said to Eliza “You’ve certainly put a lot of work into this website”. She smiled and replied “I’m glad you like it; it’s all for you to make your job easier”. The effort she had put into the website would indeed make my ‘job’ easier. “Thank-you” I said “The only problem is I do not know who to start with”. Elisa smiled and told me “You can start with whoever you want”. She then scrolled down and pointed to a black nurse.
“Why not start with Jewel? She’s new here and you would make her feel welcome and at home” she told m. I looked at Jewel. She was 41 and was built like Queen Latifah plus a few extra pounds. “OK” I said “How do I go about meeting her?”. While I am tech-savvy, I had no idea how to operate the website Eliza had set up for me. “To select the woman you want to meet, just scroll down to the desired woman” she says “Then click on the ‘about me’ tab”. I did this for Jewel and it brought up a picture of her with a ‘Fuck Me’ tab. “Now when you’ve seen the picture and read about the woman” Eliza says “Just click on the ‘Fuck Me’ tab”. Eliza then told me “The information on the ‘About Me’ tab is the same for everyone on the website”.
The information on Jewel contained her name, age, hobbies, interests, and other information you’d find on any dating website. “What do I do now?” I asked. “Click on the ‘Fuck Me’ tab” Eliza said to me “That will show you if she is available”. I clicked on the ‘Fuck Me’ tab and watched as the tab changed from ‘Fuck Me’ to ‘Fuck Arranged’. “Now what?” I asked, to which Eliza replied “You will get a message from the woman stating where she wants to meet”. And indeed that is what happened a few moments later when I received a message from Jewel:
Room 12A, 3rd floor storage closet, 10 minutes
“I trust you know what to do now?” Eliza asked. I nodded and replied, “Yes, I think I can take it from here”. As I got off the bed, Eliza reached out, stuck her hand down my trousers and gave my cock a firm squeeze. “Have fun with Jewel” she says with a smile “and make sure you enjoy and take your job seriously”. I smiled, reached around, grabbed hold of her ass, and replied “I will indeed have fun AND take my job seriously”. I squeezed her bum gently as she took her hand out of my trousers. “You best be going” She told me as she handed me my iPad “Don’t want to be late”. I squeezed her bum one last time before I left the room. I made my way out of the ward and went to the nearest lift and quickly Went up to the 3rd floor.
As I stepped out of the elevator, I found myself becoming somewhat nervous about what I was on my way to do. I do not know why I was nervous, all I knew was that I was. Looking back it is easy to now say that I was nervous as this was the first ‘Appointment’ of my new job. I put aside my nerves and made my way to Room 12A, the 3rd floor storage closet. I looked around to see if anyone was looking, then knocked. Jewel opened the door, and I quickly stepped inside, with Jewel closing and locking it behind me. “You got here nice and quick” Jewel said as she looked me up and down. “I did not want to be late” I replied “This being my first day on the job”. When I saw Jewel looking me up and down, I asked “So, do you like what you see?”.
She nodded and answered “Yes indeed; Eliza described you perfectly”. She looked at me and asked “Will you take off your clothes?”. I nodded and replied “Of course”. I quickly got undressed and was stood before Jewel totally buck naked. “Oh yes, very nice” She said, licking her lips as she looked my naked form up and down “Very nice indeed”. She reached out, grabbed my cock and gave it a firm squeeze. “I’m glad you like me” I said to Jewel “I hope you like my performance as much”. She licked her lips again and answered “I will indeed enjoy your performance”. Jewel released my cock and began to get undressed and within a few moments she was naked as well. “This is going to be just what I need” Jewel said as she knelt before me “Now stand still...”.
She leaned forward and took my cock into her mouth and began to suck me off while gripping my ass cheeks firmly. I looked down at the middle-aged nurse going to town on my engorged cock and found myself no longer as nervous as I thought I would be; though my knees still trembled slightly. “Hold onto something” she said, briefly stopping the blowjob “That way your knees trembling will not be a problem”. I looked around the storeroom and saw part of an old shelf hanging from the shelf behind me. I moved to the old shelf and gripped the over-hanging part as Jewel moved back over to me and resumed the blowjob without saying anything. I was able to partially take some weight off my feet, which made it feel like I was hanging from the shelves in front of Jewel.
She worked my cock like it was an ice-pop on a hot day, she knew how to work a cock with her mouth to the fullest potential. At that point in my sex life, it was also the quietest sexual encounter Id had, which did not bother me at all. Sometimes it was nice to be blown off or have sex in silence. I closed my eyes and enjoyed Jewel’s oral workings. Holding onto the shelf allowed my knees to go as weak as they did which did not affect the blowjob. After a few minutes, Jewel stopped the blowjob and told me “That’s hard and wet enough; lay down”. I did as she told me and laid on thee floor. She stood over my waist and knelt down above it, reaching down and grabbing my erect cock. I gripped her hips and held them gently as she held my cock as she put just the tip inside her cunt-hole.
She slowly sank down my cock, and within a second, she had taken all of my cock inside her cunt, we then stayed motionless for a few moments. “Oh yes boy” Jewel says as she starts slowly moving up and down my cock slowly “Give me your white cock”. Jewel then began to ride my cock hard and fast, it was like she hadn’t gotten laid in a while and I was the white kid with the cock that was rectifying that problem. For the most part, the cupboard fuck with Jewel was done in silence save for our mutual grunting and groaning and the sounds of our bodies as they slapped against each other. As I lay beneath Jewel, I realized that this was in essence my life from this point on; and that was something that I was just fine with.
Now I know what you were all thinking, but this is essentially child abuse and child prostitution. And while you may be right, there is one thing that you need to know: I just didn’t care at all that is what it was. I know that this statement may come as a shock to you, but it is the truth; I knew what it was and just did not care. You see the reason I did not care was that I was getting laid on a daily basis, sometimes two or three times a day. Kids my age could only dream and fantasize about getting as much sex as I was. Plus there was me being able to sleep with Nurse Shaik, Dr. Hellruy, and the free stuff from the shop, the latter of which I had yet to avail myself of. So you see, I had no reason to complain or protest at what was going on.
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