Confessions From a Boarding School Pupil - Cover

Confessions From a Boarding School Pupil

Copyright© 2022 by Drax

Episode 42: A New Job, a Nurse and a Teenager

Pedo Sex Story: Episode 42: A New Job, a Nurse and a Teenager - 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  

The morning after my first fuck with Christi, I yawned as I sat up in bed. I’d had a good night’s sleep and was looking forward to another day of good sex. After breakfast of bran flakes and coffee, I decided to go for a walk, As I got out of bed and was about to get my sandals on, I was surprised when Dr. Hellruy entered the room. “Good morning cutey” Eliza says “Sleep well?”. I smile and reply “Very well, thank you. Though I would have slept better next to you”. She sticks her hand into my trousers and grabs my cock and says, “You’re such a charmer; we need to talk so loose ‘em”. Knowing that she meant my clothes, I did as she told me and got out of my clothes until I was stood before her naked.

“Now you said we had something to talk about?” I asked. “Indeed we do, but first I need something from you” Eliza replied “I need to borrow the iPad”. I got the iPad from the drawer and handed it to her then joined her at the coffee table. “I want to talk to you about a job” she tells me. “How can I have a job when I already have one?” I asked Eliza “I’m already fuckboy here so how can I have another job?”. Eliza smiled at me and said “You look confused; let me explain”. She took a sip of her coffee then leaned forward, resting her elbows on the table. “Basically you would go to this home” she tells me “And do what you do here there”. I frowned and asked “You want me to fuck old women? Grannies and that?”.

Eliza could see the look of disgust I was trying to hide and doing a piss-poor job of it. “Sort of like that but at the same time not like that” she says “It is a home yes, but the women there are all the type of women you like”. Seeing the frown on my face, Eliza picked up my IPad and told me “I’ll show you what I mean”. As she worked the IPad, I had to admit that I was not looking forward to what she was going to show me. I did not want to and would NOT fuck a bunch of old-aged pensioners or wrinkly old bitches. “This is the place I told you about” Eliza says, handing me the IPad back. I had to admit that the place did not look like a retirement home in fact I thought it looked like a mid-sized bed-and-breakfast.

While it looked like a bed and breakfast, albeit one in the middle of the city and no-where near a resort of any kind. “It’s called “Eastern Meadows”...” Eliza tells me “It’s located about a half-hour away from this hospital”. I handed her the IPad back and said “It still looks like a retirement home; and I don’t want to fuck old aged pensioners or wrinkly old bitches; sorry”. She picked up the IPad again and said “Let me show you the residents you would be ‘Entertaining’...”. I watched as she worked the IPad, I got up and went to use the bathroom. After I’d taken a piss and washed my hands, I went back out into the room and sat back down at the coffee table.

“These are the women you would ‘entertain’ if you took the side-job” Eliza tells me, handing me the iPad back. I looked at the picture that Eliza had called up. It showed 8 women all of oriental decent sat on a large couch; they were all naked and sat with their hands on their knees and smiling at the camera. “So, what do you think?” Eliza asked me “Do you want to ‘entertain’ them or not?”. I had to admit that looking at the naked women, my cock had begun to get hard. “They look like they are in their ... advanced years” I said, trying not to show my erect cock “What makes you think I want to fuck them?”. Eliza smiled as she got up, she walked around to my side of the coffee table and squeezed my rock-hard cock.

“THIS is why I know you’re interested” she says, squeezing my erect cock firmly “So, are you in or out?”. I hesitated and asked “What exactly would I have to do?”. She lets go of my cock and says “Lay on the bed”. I get up and lay on the bed and watch as she moves to the door, closes the blind then walks back to the bed. She then began to strip out of her clothes so I asked “So do you plan to get me to agree by sleeping with me?”. Once she is naked, she gets on the bed next to me and draped her right leg over mine. “I am not trying to sleep with you to convince you to take the job” she tells me “But I am hoping you will take the job”. I sigh then asked her “What exactly would I have to do?”.

She smiles and says “It’s simple really, all you have to do is lie on your back on the bed of one of the women at the home”. I then realise that I know exactly what Eliza is talking about, but I decide to have a little fun with her. “And do what?” I ask with a frown. She takes a then says “You let women who live there fuck you”. I look at her and with a look of disgust on my face I ask “So you DO want me to fuck old bitches?”. She looks at me and try as I might, I can’t help but laugh. “Oh I get it” she says “You’re teasing your favourite doctor” I chuckle and reply “I’m sorry, I couldn’t help it”. She playfully slaps my chest and says “You’re a naughty boy”. She then props herself up on one elbow and asks “So, you’ll do it?”.

I look at Eliza and say “In all honesty, I have some reservations about it”. She strokes my face gently and asks “And they are?”. I look at her and reply “It’s mainly two things; their age and getting to and from the home”. Eliza stroked my chest and smiled. “Getting to and from the home will be easy” she says as she slides her hand down my chest rubs my belly “You’ll go there and stay at the home until you’ve fucked each of the women”. This made sense rather than going to and from the home each day. “As for their ages, you don’t have a problem with it” Eliza says, squeezing my cock “I saw this rise to attention when I showed you their photo”. I had to admit that Eliza had caught me out on that one.

I had indeed gotten an erection when I saw the naked group photo. “So, you’re in?” Eliza asked. “Yes, I’ll do it” I reply “And if its a job I’ll take half”. Eliza smiles and replies “I arranged it after one of the women saw you a few days ago”. I frown and ask “When?”. Eliza replies with “When you went to meet Angeli one of them saw you in reception”. She rubs my cock and says “I would NEVER take money for your services, anyone that offers money for you does NOT get to meet you”. She leans in and kisses me gently, and as she does, I reach over and grab her ass and gently squeeze it. We then start kissing passionately and rolling around on the bed with our arms wrapped around each other.

We did this for a few seconds before Eliza broke the kiss and straddled my waist. She reached down and gently took hold of my fully erect cock and fisted it to her cunt-hole. “Ready?” she asked, to which I replied “Always”. We just looked each other in the eyes for a few moments, neither of us saying anything. Then she slid down my cock, taking it all the way inside her in one swift motion. As she began moving up and down my dick, she leaned down and kissed me passionately. I held her gently as we kissed and fucked, our tongues in each other’s mouths and her cunt gripping my cock. We stay like this for a few minutes and would have loved to have continued fucking, but it was not to be:

Dr. Hellruy, report to ward 5. Dr. Hellruy to ward 5.

She broke the kiss and looked at me apologetically and sys “Sorry, I’ve got to go”. I nodded and replied as she got off me “I understand, duty calls”. As she begins to get dressed, I get off the bed and begin to get dressed to. “You won’t have to worry” Eliza tells me as she gets dressed “I’ll have all the info about Eastern Meadows sent to you”. I nod and reply “I look forward to getting it”. After dressing quickly, Eliza kisses me quickly and says “See you later cutey”. I wink at her as she leaves the room. Once I am on my own in the room, I pick-up my Ipad and lay on the bed. I look at the photo of the women from Eastern Meadows and have to admit that looking at them did make my cock get hard.

And if I was being honest, fucking them could and more than likely would be fun. As I zoomed in on the women to check them out, I got a message from Eliza:

Hey cutey, could you go the website and check out the new women that were added last night?

I tapped on the message and sent the reply:

I’ll get right on it

I sent the reply then went onto the website, and as soon as I logged on I saw that there were 3 new women on the website. A Korean doctor called Gail Kim, an orderly called Nikita and a black agency nurse from Uganda called Caro. I then got another message from Eliza:

So, what do you think?.

I sent a quick reply:

They’re all hot, not as hot as you though.

I sent the reply and did not have long to wait for her reply:

I’m glad that you like them. And I know this is not how it usually works, but could you get one of them for a meeting?

Before I replied I made sure to check which of the women were available and as it turns out all three were available. I checked them out and while they each looked good, I decided to book Caro the black agency nurse. I clicked on her profile and it brought up a picture of her with a ‘Fuck Me’ tab. I clicked on the ‘Fuck Me’ tab and watched as the tab changed from ‘Fuck Me’ to ‘Fuck Arranged’. And just a few moments later when I received a message from Caro:

The office, 10 minutes

As I got out of bed, I typed a message to Eliza:

Booked a meeting with Caro, on way there now.

I sent the message then got my sandals, put my lanyard on, grabbed my iPad then left the room. As I headed out of the ward and to the elevator, I made a mental note to make appointments with Dr. Kim and Nikita as they both looked good. I stepped into the elevator and made the decision to book an appointment with Nikita next then Dr. Kim. When I stepped out of the elevator I headed to the office where I paused for a second to calm my nerves. I knocked on the door and stepped in where I was surprised to see that Caro had not got here yet. I closed the door, got a Cherry Coke from the fridge and sat in one of the armchairs by the coffee table. The office had a decent view from the window.

Out of the window I could see the back of the hospital and the motorway beyond. “I could have a fuck up against the window and enjoy the view both at the same time” I say as I open my soda and take a sip. As I looked out of the window, I wondered if I was early or if Caro was late. It really did not bother me if she was late as I could always sit and enjoy the peace and quiet. I sipped my soda and enjoyed the peace and quiet for a few minutes, it also allowed me to let my thoughts drift. Oddly enough I found my thoughts drifting to Christi and her wanting to have a baby with me. I did not know why I wasn’t so nervous about it as I was when Shania said it. I suppose it was because Christi was hotter than Shania.

It also helped that she was not as pushy as the late nurse was. I found myself thinking about Christi and the next time I got to get up inside her; I particularly was looking forward to seeing if I could get up her ass. I was hoping that I could get up her ass as I’d wanted to try bum-fucking a girl again as I’d only ever fucked one woman up the ass and that was Leanne. And on the subject of my old boss, I did feel a tiny measure of guilt over her committing suicide. I did not want her dead, I wanted her to stay alive and to suffer for getting rid of Ariadne. As I took another sip of my soda, I was shaken out of my thoughts by the sound of the door opening and Caro entering the room and closing the door behind her.

“You got here nice and early” the Ugandan nurse says with a smile. “I did not want to be late” I replied, “So I just sat here and waited for you to arrive”. As Caro looked me up and down, I asked “So, do you like what you see?”. She nodded and replied while licking her lips “Yes indeed; Eliza described you perfectly”. She looked me up and down and told me “Your clothes; loose ‘em”. I nodded and replied “Of course”. I quickly got undressed and was stood before Caro 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 then reached out and grabbed hold of my cock and gave it a firm squeeze.

“For a white boy you have a nice dick” she says, squeezing my cock “A very nice dick indeed”. For the next few moments, she just squeezed and stroked my cock while staring at me. She then reached around and started to grope and squeeze my ass. “You’re a dirty, dirty boy” she tells me, letting go of my cock and putting both hands on my ass “You’re a dirty white boy who will get what he deserves”. With my cock at full attention all I could do was stand there and smile and ask “And what is that?”. Caro let go of my ass and pointed to the desk and told me “Lay down on that, face down”. I did as she told me and laid face down on the desk. “Stay there” Caro told me as she started to undress “Do not move”.

I stayed still and asked “What are you going to do to me?”. Once she was naked, Caro stood next to the desk and gently rubbed my ass before slapping it firmly. “You are a naughty white boy” Caro tells me “And naughty white boys need to be punished”. She slapped my naked ass several times, and with each slap I ‘yelped’ a little even though she was not slapping me hard enough to cause any kind of pain. “Rollover” Caro told me “You still need to be punished”. I did as she told me and turned over and was now laid on the table face-up. Caro stroked my cock and balls before she slapped my face a few times, and as when she slapped my ass, I ‘yelped’ a little with each slap against my face.

She then started squeezing and fondling my cock and balls, and as she did, I noticed that Caro had an amazing set of tits. She then grabbed my cock and started to furiously jerk me off while maintaining eye contact. After a few minutes she stopped jerking me off and told me to “Sit on the couch”. I got off the desk and went to the couch and sat down. “Sit up straight” she told me “You have to sit up straight”. I did as I was told and made sure I was sat up straight. Caro walked over to me and knelt down in front of me. She got in between my legs and rubbed my thigs and belly gently. “You took your punishment well” Caro tells me “You are a good white boy”. I smile and reply “Thank-you”.

She stroked my legs and belly a few more times before she took hold of my cock and jerked me off for a few moments. “You took your punishment liker a good white boy” she tells me “Now you can have your reward”. I smile as she leans down and kisses the tip of my cock. She then opens her mouth and takes it all into her mouth before clamping her lips around the base. I groan in pleasure as I feel her wetting my cock shaft with her tongue then slowly start moving her head up and down as she started the blowjob. I sighed in pleasure as the chesty Ugandan agency nurse began sucking my 14-year-old cock. She moved her head up and down quickly as if she knew I was going to cum, which I wasn’t at that very moment.

She seemed focused on the blowjob and did not pay attention when I leaned forward and with both hands I groped her impressive tits. After a few minutes of cock sucking and tit-groping, Caro stopped the blowjob and I sat back on the couch. “You like the feel of my boobies?” Caro asked. “Indeed I do” I replied “They are very nice boobies”. She points to the bed and says “OK white boy, we now go to bed and you can show me what you can do with that impressive white boy cock of yours”. We both stood up and I said “I would be happy to”. We moved to the bed and got on, wherein Caro told me “On you back white boy”. I did as she told me and laid on my back. She knelt in between my legs and leaned down

She then jiggled her tits over my erect cock. She did this for a few moments before she sat up and asked “You like?”. I nodded and replied “Very much so”. Caro then laid down next to me and told me “Now you fuck my tits”. I did as she told me and knelt above her chest, she pressed her tits together as I pushed my rock-hard cock between them. I titty-fucked her for a few minutes, looking down at her as my white cock slid in between her nice black titties. “Do you like this?” I asked. “Oh yes white boy” Caro replied “Your white cock is doing just fine”. I continued titty-fucking her for a few more minutes before she told me “OK, now get you white boy cock up inside me”.

I positioned myself between her legs and positioned my cock at her cunt-hole and I told her “Here I go”. That said, I slowly pushed my cock forward. “Oh yes white boy” Caro says as she wraps her arms around me “Give me all of your big white cock”. She wraps her legs around my waist and pulls me close as I slammed in and out of her. As I thrust in and out of Caro, she pulled me down and held me close and I felt her tits pressed against my chest. She then pulled me into a passionate kiss and we started rolling around the bed. This made it difficult to fuck Caro as we rolled around as she was more well-endowed than most of the women I had been with. We rolled around for a few minutes more.

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