Confessions From a Boarding School Pupil - Cover

Confessions From a Boarding School Pupil

Copyright© 2022 by Drax

Episode 2: The Bungalow Bunk-Up

Pedo Sex Story: Episode 2: The Bungalow Bunk-Up - 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  

Over the weekend, Kara and myself shared the odd knowing glance or quick grope when we could get away with it but we did not fuck again that weekend. The weekend went by surprisingly quick and before we knew it, it was Monday morning. And as it was Monday, everyone who’d gone away for the weekend was back. Over the next few days, school life passed by relatively uneventfully. Kara and myself maintained a distance from each other as to not arouse any suspicions, but we did remain friends. Over the next 7 days Li and myself were normal boyfriend/girlfriend while I stole every moment I could with Kara. I feel that I should point out that I did not have any kind of romantic feelings for Kara whatsoever. She was like Li, an easy fuck whenever I was horny.

But unlike Li, Kara knew I had no feelings for her and was just using her for sex, which was just fine with her. A few days after our first fuck, Kara came and told me that she wanted to use me for sex and nothing more. I told her that was fine with me as I wanted her for the same thing. Over the next several days, Kara and myself managed to sneak away for a quick kiss and the odd blowjob but nothing more. On the Friday morning after the Special Weekend came the second time I would get laid with a fellow pupil. One of the girls I knew at school was called Anna Buskin and was from Sevastopol in Ukraine. Before we fucked, I’d say that we were never really friends more along the lines of simply being courteous to each other, nothing more; but that would change once we’d fucked.

On the Friday morning, I was sent down to the indoor swimming pool to deliver a message to the teacher taking the swim class that was going on at the time. I delivered the message to Miss Celeste and as I was about to leave, I bumped into Anna. She was only five feet eleven inches tall and weighed no more than eighty-five pounds, I estimated. Her body looked very childlike due to her height and slim figure, but her titties were the size of clenched fists. I looked at the hot seventeen-year old and smiled, already my cock had gone to maximum hardness at the sight of her in her school-issue swimsuit. Anna looked at my crotch and asked me if she’d caused that, to which I told her that she was indeed responsible for it.

She reached out and tapped my hard-on and said that I need to get this sorted out, I replied when I asked if she would take care of it. She grabbed me by the collar and dragged me into the girls changing room. Once in the changing room, she pulled me into one of the shower cubicles. Before I could ask what was going on, she kissed me and seeing as I was already turned on, I wrapped my arms around her and returned the kiss. She broke the kiss after a few moments and stuck her hands into my trousers and began to squeeze my cock. She said we didn’t have a lot of time and that we’d have to be quick, I agreed and pulled down my trousers and pants while Anna removed her swimsuit. I stood behind her as she gripped the ledge of the frosted window.

I positioned my cock at her cunt-hole, she pushed back and my cock slid into her cunt. Unlike with Kara where we took our time, this fuck with Anna was hurried due to time constraints and the increased chances of getting caught. I kept my hands on her hips as I thrust in and out of her, and as I did Anna told me that we couldn’t make any noise as we did not want to get caught; I agreed and said I would keep my moans of pleasure to an absolute bare minimum. I moved my hands from her hips and put one of her flat belly and used the other one to grope her tits. As we fucked, Anna asked me if I’d fucked before as she said I was good for a 14 year old. I said I’d done it once with someone I did not want to talk about as she was just a one-off and did not want Li finding out.

Anna said she would not tell Li as she did not want to get in trouble for fucking an underage student. I said that made sense as I did not want Li to find out and for me to get expelled for fucking an older student. It was then that we heard the on noise we did not want to hear; the other girls coming into the changing room. We both froze in total fear as the girls came in to get showered and changed; we dared not move for fear of someone hearing and catching us. For the next few minutes, we listened as the girls moved about the changing room and prayed that we would not get caught. Just when we thought no-one would bother us, our blood ran cold when Kara knocked on the cubicle door and asked if Anna was in there.

For a second, she did not answer then she called out that she was and was not feeling to good. Kara asked what was wrong so Anna told her that she had a bit of a headache and was just trying to take a cold shower to cool down. Kara then said she hoped she would feel better soon, then we heard her walk away. Even though Kara had moved away, we still did not dare resume fucking as the girls were still in the changing room. I was still up inside Anna during all this and I was still rock-hard. I tried pulling out of her, but she clenched her cunt tightly and shook her head. I leaned in and whispered that I need to pull out to which she told me that we can’t resume fucking until the other girls have gone and the changing room is empty.

Remembering that she told Kara she was having a cold shower, Anna managed to reach over and turn the shower on. for the next few minutes, with the water cascading down over us we waited nervously for the changing room to empty. And after around 10 minutes, we were finally alone as the girls finished. As we were about to resume the fuck, Miss Celeste came into the changing room to check on Anna. Thankfully she did not stay long, she just asked Anna how she was feeling and when Anna said she was just relaxing under a cold shower, she said take as long as she needs and when she’s done let her know. After Anna said that she would do just that, we relaxed as we heard Miss Celeste leave the changing room. A few moments after she’d gone, we both were able to breath a sigh of relief.

Anna then said to me that we could now resume the fuck as she reached over and turned the shower off. As we resumed the fuck, I realized that all the time I’d spent inside Anna had kept my cock rock hard. I put my hands on her slim waist as I began slamming in and out of her faster than I’d done before. We were also able to moan in pleasure more freely without the fear of getting caught. it did not take long for me to feel the familiar feeling in my cock and balls that meant I was soon going to cum. I told Anna this and she replied that she to was going to cum soon, and it took just a few more thrusts for my cock to blow its load inside Anna. As I groaned in pleasure through gritted teeth, I felt Anna cum and it felt so fucking good.

I slammed into her as hard as I could as the last of my cum filled her teenage cunt, Anna groaned out in pleasure and told me to fill her up with my cum. She said that I had to fill all of her cunt with my cum and not waste any of it. I told her that all of my cum was now up her to which she replied that it felt good to have a cunt full of cum. I stayed inside her for a few moments before I pulled out of her. It was then that I realized that when she put the shower on, my trousers, pants and trainers got soaked. She apologized for this and I told her it was OK as she needed the shower on to convince Kara and Miss Celeste that she was in the shower. I said I could go up to my room and change my clothes as to keep anyone from asking why they were half-soaked.

Once we were both changed, Anna told me to go out the window so Miss Celeste would not catch me. I agreed and after giving Anna a quick kiss, I opened and then climbed out of the window. I made my way to St. Pats and my bedroom. Once I was in my bedroom, where I was able to change my clothes and put the wet ones on the radiator to dry off. I went back to class and thankfully no-one was none the wiser as to what I’d done with Anna. Over the next couple of days, I only got a blowjob from Li and one from Kara later on in the same day and that was it. You might think that this would have bothered me but if I’m honest, it really didn’t. Anna and myself managed to sneak in a quick kiss and grope but nothing more than that.

The peace and quiet over the next couple of days was very relaxing, but sadly it would not last much beyond that. You see, at my boarding school they had the ‘Self Care Flat’ & ‘Self Care Bungalow’. The point of these was to teach the kids self-reliance and how to look after themselves. The Self-Care flat was in the residential building at the top towards the back. The Self-Care bungalow was located on the school grounds roughly equidistant between the Residential block and Lower Drive where some of the staff lived. Because it was off the beaten track and offered some degree of privacy, the bungalow was always the preferred choice when it came time for certain kids to go into the flat & bungalow for ‘Self Care Week’.

When it came time for ‘Self Care Week’, I was overjoyed to find out that I would be in the Bungalow with my best friend Matthew, but there was a problem. The Self-Care bungalow had enough room for four people but this rotation there would only be two of us; Matthew and myself. Ordinarily, this would cause a problem but apparently the two of us could ‘be trusted’. We were told that we’d have the bungalow to ourselves for the week, which was nice. Matthew joked that with the bungalow to ourselves for the week, I could have Li over for the night or I could have Kara over for a quickie. After what I did with Kara, I told Matthew about it and he swore he’d never tell Li or anyone about what I’d done. Though he did enjoy poking fun at me from time to time.

After his latest joke, I replied that I could slap him with a wet fish. We collected the keys to the bungalow on Sunday evening and after collecting a few personal possessions, we headed down to the bungalow. It had been fully stocked with food and everything else the two of us would need. Matthew jokingly said it had not been stocked with ‘protection’ so we could not have ‘company’ over. He then said that if one of us did have company over, meaning me, that I take precautions as in being discreet; I agreed. Now we were not only looking forward to being in the bungalow for a week so we could fool around with people if the option presented itself to us. We were looking forward to the week in the bungalow as we’d get some peace and quiet.

We would also be able to play on my games console as long as we wanted. Once we got into the bungalow, we decided to share a room as we shared a room normally so why break with tradition. The bungalow despite being cleaned always had a musky smell that reminded by of dry sand, which both Matthew and myself enjoyed. The first night we spent in the Self Care bungalow was relatively quiet and we had a decent night’s sleep. On Monday morning when we went to class after morning prayers, we were stopped by Li who said she wanted a quick word with me. Li told me that she had decided that we should spend our first night together, which I readily agreed to. We worked it out that since Li was in the Self-Care flat then she could sneak out and come to the bungalow.

Just when I thought I’d have some good luck and be able to spend my first night in bed with my girlfriend, we were thrown a major curveball. Li told me she was in the Self-flat with Gemma, Anna, and Kara. At that moment, I wanted to scream; I was so close to spending the night in bed with Li only to have it snatched away from me in the blink of an eye. Li said that she would think of a way for us to spend the night together. She then said that she’d let me know when she was ready. After making sure that we could not be seen, we shared a quick kiss before we went to our respective classes. At lunch, after he saw how annoyed I was, I told Matthew about how close I was and the problem’s preventing me from spending the night with the girl I “loved”.

It was indeed a conundrum but it was one that would not be solved by me getting worked up about it. As we sat down to dinner, we got a phone call from Mr. Grent, who informed us that due to industrial action by the teachers, our evening activities had been cancelled. While this would have annoyed some other pupils, I was pleased as it meant I would not bump into Kara and I could spend the night either reading or playing Mortal Kombat. For the rest of the school day, nothing of note happened, so when the school day came to an end, I was looking forward to a hot coffee and a quiet night on the couch. After the evening meal, I got my coffee and book and headed into the living room to sit and read.

Matthew was already in the living room playing Mortal Kombat, and as I got settled down I hoped that this would be as much excitement as I experienced that evening. As you can guess, this did not last long. It started around 7:45 pm when someone knocked on the door, which caught us off guard and made Matthew almost choke on his tea. Since he was in the middle of a game of MK, I told him to carry on with it and that I’d be the one to answer the door. And I was surprised to see one of the care staff Mrs. Darleigh (not her real name) standing on the doorstep with Li who had a hold-all slung over her shoulder. Inviting them both in, I was confused as to why they were both here. Mrs. Darleigh said that she needed a favour.

She also said that as we we’re trustworthy boys, she could trust us. She asked to speak to both of us so we sat in the dining room wherein a pot of black coffee was served. She told both Matthew and myself that because of the industrial action by the teachers, the self-care flat had to close. Now, this confused both Matthew and me, with him asking why it had to be closed. Mrs. Darleigh told us that a female teacher was not available for the sleep-in room just below the flat. Now before I continue, I feel I must explain what the ‘sleep-in room’ was. it is really self-explanatory as in it was a small bedroom just below the flat where a female member of staff would sleep when the girls were using the flat.

This was done to ‘protect’ the girls and make sure that no one went up to the flat and to make sure that the girls did not sneak out. While both of us anticipated what Mrs. Darleigh was going to say, Matthew spoke first and asked if what she was going to ask us what she was going to ask; she said yes. He pointed out that it was a school rule that boys and girls don’t use the flat/bungalow at the same time to prevent any kind of sexual shenanigans going on and that by asking us to allow Li to stay was a breach of the ‘No mixed sharing’ rule. Mrs. Darleigh then said to us that she was proud of us for pointing this out and that any other less trustworthy boys would have simply accepted a girl into the bungalow without question.

She told us that she was asking us this because she knew we were trustworthy and would not bother Li in any way and would look after her. While I was internally screaming and jumping for joy, outwardly I had to project an air of unease, which thankfully I did. I asked what about the other staff and pupils, what would they say and do. Mrs. Darleigh said that what the other pupils said and did was not her or our concern; that we would be helping the care staff with a problem and that what the other pupils said/did was not important and should be ignored. About the staff, she said she’d cleared it with the other staff and Mr. Grent had given his consent for it to go ahead providing the boys in the bungalow could be trusted, which he said we could be.

We hesitantly agreed that Li could stay in the bungalow and said she could have the room at the back of the building; we said we gave her this room as anyone trying to get into it would have to go past our bedroom. Mrs. Darleigh said this was a good idea and before she left she said she’d check on Li randomly to make sure she was OK and that we hadn’t tried anything. Once she had gone, I showed Li to her bedroom as I had to keep up the pretence of keeping her safe. Matthew said that he knew what we’d be getting up to and that there was no reason for us to pretend otherwise. For the next hour or so, Li and I sat on the couch while Matthew tried in vain to beat MK. While we were on the couch, Li and myself grabbed the occasional kiss but did nothing more.

When Matthew rage-quit the game, he said he was retiring for the night and jokingly said that as it was a school night, Li and myself should not stay up too late. Once Matthew had left the room, Li and myself were all over each other, we were soon down to just our underwear and in my case, my underwear, and a t-shirt. We laid back down on the couch where we kissed passionately and I put my hand on her flat belly and slid it up to her chest where I gently squeezed her tits. My cock was already as hard as it could get but I did not let that stop me. After a few minutes of kissing and groping, Li suggested that we go to bed as the couch was not exactly the best place to ‘make love’ as she put it. Agreeing with her, we got up and went into the bedroom we’d be using.

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