Confessions From a Boarding School Pupil - Cover

Confessions From a Boarding School Pupil

Copyright© 2022 by Drax

Episode 29: Fuck One Doctor and Call Me in the Morning

Pedo Sex Story: Episode 29: Fuck One Doctor and Call Me in the Morning - 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  

Some time later, I was awoken a while later by Dr. Hellruy who had come to check on me. “Sorry to wake you” She said with a smile “I thought you would like to know you have a visitor”. I smiled at her and said “You don’t have to call yourself a visitor”. Dr. Hellruy chuckled and replied “It’s not me but a woman, a good looking one at that”. I frowned and asked “Are you sure its not you?”. She winked at me and said “Behave yourself Mr. Wilson” She moved to the door, opened it and said “You can come in now Ms. Brown”. As Dr. Hellruy left the room, Leanne stepped in and smiled lovingly at me. “Hello you” Leanne said as she closed the door. “Hey there” I said with a smile that I hoped she did not notice was forced.

She leaned in and we kissed passionately and despite what I was going to do, I slipped my hand down her trousers and gave her bum a squeeze. “Your mother misses you” She says as she sits down “But I miss you more than she does”. I look at her and say, “And I have missed you too”, which was the truth. I did miss Leanne as she was a really good fuck and was also good looking. But despite this, I could not forgive her for getting rid of Ariadne. “I have something I want you to take a look at” I told her “I want your opinion on it, yes?”. She nodded and replied, “Sure, what is it?”. I got the printout from the cupboard and said “THIS is what I want you to read”. She took the printout from me and looked at it, and as she read it I could see the colour drain from her face.

“Where ... where did you? get this?” She asked, her voice cracking as she handed me the printout back. “I got it from you” I told her “Or rather I got it from your computer the night we spent together”. I looked at Leanne and could barely contain my anger. “You got rid of Ariadne” I said, once again thrusting the printed document at her “You got rid of her because YOU wanted me”. I was genuinely angry with my boss; I genuinely liked Ariadne and was furious that my boss had squealed on her to get her out of my life so she could have me. “Please Jay, please let me explain...” Leanne begged, the tears flowing down her cheeks “I did it because I...”. I interrupted her and said “Don’t; don’t you DARE say you did it out of love”. I shook my head and said “You LIED to me”.

I knew she hadn’t lied as shed not told me what she did but I was on a roll and was not going to let her get away with it. “I love you, please...” she begged, trying to reach out for my hand “Just let me explain, PLEASE”. I shook my head, keeping the angry look on my face. “I quit and I never want to see you again, EVER” I told her “If you so much as LOOK at me, I’ll show the authorities those pics you took of me”. I shut the door and walked away, heading back to my bed. I looked out of the window and watched as Leanne ran out of the Hospital and across the road, still upset and rightly so for what she had done. She had squealed on Ariadne to get her arrested just so she could have me to herself. While it might have been flattering, I could not and would not forgive her.

I would always hate her for what she did, which is why I dumped her and quit on the spot. I did not have any of the pictures she took of me but she did not know that. The threat of showing them to the authorities was enough to get her to go away; hopefully id never see her again. At that moment in time, I had no idea at all that I would indeed never see her again. And as I lay there in bed, I felt a mixture of guilt and relief at having dumped Leanne. I felt guilty for dumping her as she so genuinely loved me and I felt relief for having got revenge on her for having got rid of Ariadne. It was an odd sensation to feel both guilt and relief at the same time, but relief eventually won out.

For the next few minutes, I was able to enjoy some peace and quiet. I was tempted to put my iPad on for a few hours but I decided against it. I get so few moments of peace to myself that I decided to enjoy this one for as long as I could. And much to my surprise, I once again found myself trying to figure out just why women and girls were so found of jumping my bones, not that I was complaining about it. It had always puzzled me as to the reason behind my sexual success. As far as I was concerned, I was just an ordinary 14 year old boy who was average in the looks department. I was not complaining about this mind you. As I have mentioned before I just could not understand why I had so much success with the female of our species.

I looked out of the window and saw that it was overcast and would more than likely piss it down. I was thankful that I was inside a nice warm hospital and not outside, although I did find myself briefly thinking about the nocturnal outside fuck Id had with Leanne when I’d spent the night at her place. Although I’d not known Dr. Hellruy or Nurse Shaik very long, I began to wonder if either of them would be up for a fuck outdoors. Over the next few hours, I was left alone in peace and quiet, which suited me just fine. After a while, I got the iPad out and began surfing the net and passing the time by playing a few games. It was around lunchtime when my peace and quiet ended, but I did not mind as it was the housekeeping with the lunch.

After lunch, which was pork cutlet, mashed potatoes, gravy, and ice cream for desert, I found myself at a loss as to what to do. I still could not get out of bed and go for a walk or go to the shop and I was not in the mood for using my iPad. So I decided to make use of the peace and quiet and just lay there in silence and listen to the sounds of the hospital. For a hospital, it seemed to be very quiet, but then again it was lunchtime and I suppose that it would be quiet if people were eating. I looked out of the window and was not surprised to see that it was now raining rather hard, which sounded very relaxing as it hit the window. As I lay there in bed enjoying the peace and quiet, I felt as if there was something missing.

For a few moments, I could not figure out what it was and this began to bug me more than it probably should have done. It then dawned on me what it was that was bugging me; I was missing having someone sleeping next to me. I’d spent the night with a few girls/women and I’d obviously got used to having someone to sleep next to me. It was then that I felt a very brief pang of guilt for having dumped Leanne as I know she would have been up for a quick bunk-up. But I could not and would not forgive her for having Ariadne arrested and taken out of my life. My thoughts about the lack of a bed buddy were interrupted when Dr. Hellruy came in to see me. “Hello Mr. Wilson” she said with a smile “Are you pleased to see me?”.

I smiled and replied “I’m always happy to see such a beautiful woman such as yourself”. Dr. Hellruy closed the door and locked it behind her. “We will need some privacy” she tells me as she closes the blind on the door window “So we are not disturbed”. I frowned and asked “For a check-up?”. She did not reply, instead she removed her coat and let her hair down; I knew what she was talking about now. As she began to hurriedly strip out of her clothes, I could not help but just stare at her and feel my cock get as hard as it possibly could. When she was down to just her black lace bra and panties, she told me “Your clothes, loose ‘em”. I wasted no more time and quickly I got out of bed I then pulled my hospital pyjamas off as quickly as I could.

I was soon naked with my erect cock standing straight out in front of me. Dr. Hellruy removed her bra and panties and stood before me as naked as I was. She stepped up to me and grabbed hold of my cock and squeezed it firmly. “You like this, don’t you?” Dr. Hellruy asked as she squeezed my cock “I can tell that you like this”. I nodded and replied, “Yes, I am enjoying it”. As she kept a grip on my cock, she began to jerk me off. She fixed me with a stare and said nothing as she jerked me off. I just stood there, returning her gaze and unable to say anything other than utter a few grunts and groans of pleasure. “Are you going to just stand there?” She asked me, “Or are you going to actually touch me?”. I quickly replied, “Sorry, I got distracted”.

I reached up and put my hands on her hips then slid them around and gently rubbed and squeezed her firm round bum. “So you like my bum?” Dr. Hellruy asked me, to which I replied “Its really nice...”. We stood there for a few more moments before she said “Shall we get into bed?”. I nodded and replied with “Yes, that sounds like a great idea”. Keeping a firm hold on my cock, Dr. Hellruy guided me to the bed and only let go when she told me “OK, in you go”. I quickly got back into bed with Dr. Hellruy doing the same. “From now on, when we’re alone, don’t call me Dr. Hellruy” she told me as she rubs my cock gently “Call me Eliza...”. I nodded and put my arm around her slim waist and replied “Sure thing Eliza”.

The feeling of her cuddled up to me as we were both naked felt just so relaxing. For the next few moments we just lay there in each others arms, enjoying the peace and quiet. After a few minutes of naked cuddling, Eliza looked at me and asked “So, what shall I do first? Suck or fuck?”. I was silent for a second before I asked “Blow me?”. Eliza smiled and replied “Then lay back while I suck your cock right off”. I did as I was told and laid back as she winked at me. Eliza pursed her lips, placed them at the tip of my rock hard cock, and gently pressed her head forward, slowly taking the entirety of my cock into her mouth. I had to do my best to not groan too loudly in pleasure as Eliza began her expert oral work.

As I laid there in bed being blown off by the middle-aged doctor, I sighed happily. When I first came into the hospital, I had no idea that I would end up in bed with a really hot doctor. I was shaken out of my thoughts when Eliza gently bit my cock and said “Don’t go zoning out on me, I want you here with me at ALL times”. I nodded and answered “Its so good, I can’t help myself...”. Eliza kissed my cock before she resumed the blowjob, maintaining eye contact all the while. The sensation of her warm, wet mouth sliding up and down engorged fuck-tool felt so absolutely amazing and almost caused me to groan out loudly in pleasure. She put her hands either side of my waist as she began bobbing her head up and down my cock even faster than she had been doing before.

After a few more moments, she stopped the blowjob and asked “Do you want to get in me now?” I nodded and replied “Yes please doctor, administer the treatment”. She smiled, kissed my cock then kissed her way up past my stomach and chest and kissed me fully on the lips, pushing her tongue into my mouth. We kissed passionately 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. “What about protection?” I asked. “Don’t want it” Eliza told me “I want to feel you in me”. She put the tip of my cock inside her cunt-hole and looked down at me. We just looked each other in the eyes for a few moments, neither of us saying anything.

“Oh wow...” was all I said as she slid down my cock, taking it all the way inside her in one swift motion. When it was all the way inside her, she looked down at me as she took my hands and placed them on her slim waist. She slowly moved up and down my engorged fuck-tool while holding my hands, keeping them on her slim waist. For the next few minutes, neither of us said anything as we just enjoyed the fuck in silence. “So Mr. Wilson, are you feeling better?” Eliza asked me, to which I replied “Very much so doctor, that medication is working wonders”. It was then that we heard the on noise we did not want to hear; someone knocking on the door. We both froze in total fear and our blood ran cold when someone tried to open the door.

“Mr. Wilson, are you OK?” Came the voice of a nurse “Why have you locked the door?”. I hesitated in my reply, but knew I had to say something before they forced the door. “I was in the shower” I called out “Did I something wrong?”. There was a moment of silence before the nurse replied “No, you did nothing wrong, just next time tell someone before you lock the door, OK?”. I relied with “OK sorry for the fuss”. The nurse replied, “OK Mr. Wilson, no harm done just tell someone next time”. After a few moments, we were able to breath a sigh of relief as we heard the nurse walk away. Even though the nurse had moved away, we still did not dare resume fucking as we were not sure if anyone was still outside. I was still up inside Eliza during all this and I was still rock-hard.

I leaned in and whispered that “I think its safe”. Eliza waited a few more moments to make sure that no-one could hear us. “OK, I think we’re all clear” she says. And as we resumed the fuck, I realized that all the time I’d spent inside Eliza had kept my cock rock hard. I moved my hands from her slim waist and put them on her tits and squeezed them firmly but gently. We were also able to moan in pleasure more freely without the fear of getting caught. “That was tense” I said, to which Eliza answered “Yeah it was, but it was also hot as fucking hell”. I had to agree with Eliza, almost being caught was indeed hot as fucking almighty hell. I’d been in this position before and while it may have made my blood run cold with fear, it also was a rush.

It made the illicit nature of the fuck all the more better. After a few more minutes of bouncing, Eliza told me, “I’m almost there ... are you ready?”. I was silent for a second as I was trying to concentrate on not cumming, but I grunted and told her that “I’m close to cumming in you”. As I grunted, I heard Eliza grunt and a few moments later I felt her cum. “Oh GOD” Eliza groaned out, “Fill me with your young cum”. She ground down on my even harder and a few moments later, I felt the tingling in my cock which meant I was going to cum soon, a fact that I told her. “I’M CUMMING” I cried out “I’M CUMMING IN YOU DOCTOR HELLRUY”. Eliza leaned down and kissed me passionately, and as her tongue entered my mouth, I felt my cock explode its load of cum inside her cunt.

I groaned in muted pleasure as my cock deposited it’s load of cum inside Eliza, I gripped her ass as hard as I could. After we’d both cum, Eliza just laid still on-top of me and I hugged her gently and we just lay there in silence for a few moments before she rolled off me and just laid next to me. “You were good” Eliza says “You were fuckin spot on”. As I rub and squeeze her bum, I smile and reply “That medication was just right”. For the next few minutes, we just lay there in naked silence in each others arms. After a few minutes, Eliza turned to me and said “As much as I want to stay here with you, I’d better get going”. She got out of bed and hurriedly began to get dressed. And as I got out of bed and began to get my hospital pajamas back on, I asked her “Did you enjoy it?”.

Eliza fixed her hair back in place and replied “You were just what I needed to get through the rest of this day”. I smiled as I was pleased that she enjoyed what we did as much as I did. As I only had my hospital pajamas to put back on, I was dressed before Eliza was. I got back into bed and watched as Eliza got dressed. There was something satisfying about watching a woman I’ve just fucked get dressed. “I’ll be on my rounds for the rest of the day” Eliza tells me as I get back into bed “I’ll see you tomorrow”. I replied, “I will await your return most eagerly”. She gave me a quick kiss then unlocked the door and opened the blinds. When the coast was clear, she left the room and closed the door behind her. I returned to bed with a rock hard cock and a massive smile on my face.

after having fucked a really hot doctor; my life was so good. While I did not have romantic feelings for Eliza, I certainly did have strong feelings for her. She was a great fuck and was a very attractive woman that had fucked me and had indicated that she wanted to do it again. I was shaken out of from my thoughts about my latest sexual encounter by a beeping that was coming from my iPad. I got it from the bedside cabinet and plugged it in. The beeping was Facebook Messenger telling me I had several unread messages. I opened Messenger and looked at the messages before I noticed who they were from; Leanne.

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