Confessions From a Boarding School Pupil - Cover

Confessions From a Boarding School Pupil

Copyright© 2022 by Drax

Episode 4: An Oral Exam

Pedo Sex Story: Episode 4: An Oral Exam - 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  

For the next few days, things went by rather normally. Matthew and myself finished our rotation in the bungalow and went back to St. Pats. While the rest of the week went by rather quietly, I did have an oral booty call with Kara as I was about to head down to class. I bumped into Kara as I passed by the same bathroom as I’d had the booty-call with Anna. She said she’d not had a chance to hook-up with me during the DoE crap and that she wants me now. I nodded and said let’s go, to which she guided me into the bathroom and into the cubicle. Once we were in the cubicle, she told me to drop ‘em, meaning my trouser and pants, and to sit on the ledge where there used to be a frosted window that was long since removed.

As I did as she told me, I asked if we could fuck fully dressed to which she replied that she did not have enough time for a fuck. She said that all she could do was blow me. I told her that being blown by her would be just fine as she gave good head. I sat on the ledge with my trousers and pants around my ankles, Kara knelt down and much to my surprise, she removed my shoes and pulled my trousers and pants off and tossed them aside. I asked why she did this, she told me she wanted to get up close and that my trousers and pants were in the way. She kneeled dutifully between my splayed knees and reached for my prick; she then parted her lips as she raised the head of my now-fully-erect cock to her mouth.

I told her that even though she was gagging for it, she had enough time for her to get those titties out for me. With a smile, she released my sex organ and with both hands unbuttoned and removed first her white blouse, and then her bra. Kara noted that my penis continued to rapidly stiffen in appreciation of the unveiling of her titties. Kara arched her breasts into my crotch and used my prick like a paintbrush, tracing the gentle swells of her teenaged tits. I watched as she dragged the leaking little mouth of my prickhead across both of her pebbly, eraser-like nipples. I smiled down at her in satisfaction and said she was doing such a good job that I could just cum over her face.

She told me that I’d better not cum over her face as she wants it in her mouth and not on her face. Before she sucked me, I asked her if we could kiss, to which she replied that she’d love to as it would get her in the mood to suck me. She stood up and we wrapped our arms around each other, and we kissed passionately. As we kissed, my cock felt like it would explode its load right then and there. As we kissed, I grabbed Kara’s ass and squeezed it. Even through the skirt of her school uniform it felt absolutely just right. Kara broke the kiss and said that it was good, to which I replied that it was indeed good and that she was a good kisser; way better than Li.

We looked at each other in silence and pure lust for a few moments before we resumed kissing. As we kissed, I realized that maybe the bathroom was not the right place to have a booty call. Even having an impromptu booty call we might get caught, but those fears almost disappeared entirely. The door of the cubicle we were in went from the ceiling to the floor, leaving only a small gap of no more than two-fingers between the bottom of the door and the floor. So, there was no way for anyone to see us in the cubicle, but they might hear us. I broke the kiss and mentioned this to Kara; she simply smiled and said if anyone came in then all we had to do was remain quiet and we’d not get caught.

As our tongues explored each other’s mouths, I squeezed her bum tightly through her school uniform, all the time wanting to get my rock-hard cock up inside her. I grabbed her skirt and began to pull it up slowly. Since she did not break the kiss or make any other moves to stop me, I continued. I then was able to slip my hands inside her panties and onto her ass, which I then squeezed gently. After a few moments of kissing and ass-squeezing, Kara broke the kiss and said that I must really like her ass. I replied that I did as it was a genuinely nice ass, much nicer than Li’s. She smiled and said thank you for the compliment, we then resumed kissing and I resumed rubbing and squeezing Kara’s sweet teenage ass.

And as we kissed, I noticed that the nature of the kiss had changed. It had changed from kissing madly like two people who were as horny as anything to being like the kiss of two people who were in love. As I have said before I will say it again; I was NOT in love with Kara in any way whatsoever. She was nothing more to be than a quick and easy fuck, nothing more. Now, back to the kiss, which at this point in my life, this was the longest kiss that I had had so far, and it was turning out to also be the best that I had had so far. As I kneaded Kara’s ass gently, it felt like my cock would explode its load at once, but thankfully it did not. Feeling her ass as we kissed was just spot-on.

We broke the kiss to catch our breath, I kept my hands gently on her bare ass as we looked each other in the eyes as Kara said that she wanted to blow me now. I nodded and replied that I agreed and that my cock was already primed and set for her. She smiled at me as she knelt back down. I asked her if she would make me cum soon to which she told me that she would make it last as long as she could. I said that I was looking forward to the blowjob. With a wink, she pursed her lips into a bow and slipped the tight fleshy ‘O’ around the tip of my cock. Smoothly, she continued to skin down the shaft, taking the prong deeper into her wet maw to the accompaniment of my pleasured hiss.

She looked up at me and I met her gaze with a lust filled one of my own reached out with a gentle hand to stroke her hair. I had to admit that Kara gave fantastic head, a fact that I told her. She stopped the blowjob and said that it was nice to have a guy who appreciated her skills and like what she did. She then winked at me before she resumed the blowjob. After a few moments, I took hold of her head with both hands, not roughly, but firmly, and began to direct her movements. I closed my eyes and enjoyed the feeling of Kara’s wet mouth moving up and down my cock. I wanted nothing more than to ben Kara over the toilet, pull her panties down and fuck her brains out.

But since she said she did not have time for a fuck, I would have to settle for her sucking me off. I had to admit that Kara did give really good fucking head and that I could not wait until I fucked her next to get up inside her cunt; and maybe get my cock up inside her nice ass. I looked down at Kara and smiled at her as she looked up at me. There is something so erotic about a girl looking up at you as she blows you. Kara did this and still managed to look so fucking hot as she had my cock in her mouth. I sped her up, I slowed her down, while she continued to do her best to suck, slurp, and lap at the slab driving in and out of her face. I let go of her head and leaned back.

Kara insisted that every millimetre of my flesh that could even arguably be called my cock shaft, which certainly included parts of my tautened scrotum and a bit of the hairy rise surrounding his base, must get within her teenaged lips. Thanks to her fantastic oral skills, I told Kara that I was going to cum soon; and a few seconds later that is what I did. I groaned in pleasure as my cock shot its roping ejaculate directly into her oesophagus, towards its objective in her fourteen-year-old tummy. This was the first time that I’d cum in a girl’s mouth and it felt good. Li always jerked me off to completion after she’d blown me. I gently pulled her off my cock and she stood up and went to the sink to wash her mouth out.

As I pulled up my trousers and pants, I said to her that blowjob was the best one I’d ever had which was indeed the truth. With a smile, Kara replied that it was nice to know that I enjoyed what she did. Once she’d rinsed the cum out of her mouth, she smiled and told me that next time we get some time alone, we’re going to have to fuck in a nice warm bed. She said that fucking in bed would be better than doing it in the cold bathroom. I smiled and replied that I’d like it if we could do it in bed to which she said as she got dressed that sounded good, once she’d checked the coast was clear, Kara exited the bathroom. A few moments later, I followed her out of the cubicle.

We made plans that next time we could fuck, we’d see about doing it in bed. Then after blowing me a kiss, she went out the back door and onto the playground. I watched her ass as she went and decided that next time we fucked, I’d try and see how she felt about letting me stick my dick up it. Now as you can probably already tell, I did not really have feelings for Kara save beyond her oral and fucking skills. I wanted to fuck Kara again as if I was honest, she was a better fuck than Li was. As I moved away from the bathroom, I heard a familiar voice call out to me “Hey cutey”. I turned around and saw none other than Li walking towards me with a smile on her chink face.

For a moment I thought she had caught Kara and myself, but when she kissed me and put my hands on her ass, I knew that I was safe. She broke the kiss and feeling the bulge in my crotch brush up against her, she smiled and asked if she did that. Still with my hand on her ass, I replied that she did indeed cause it and that as my girlfriend, she had to take care of it. I only said the last part half-heartedly and never expected Li to take it seriously, but she did. She took hold of my hand and led me back into the bathroom I’d just come out of. She said that she wanted to take care of the bulge in my trousers as it had been a day or two since the camping fuck. Once we were in the toilet cubicle, the first thing we did was kiss.

While Li had her arms around me, I had my hands inside her trousers and was squeezing her ass through her panties. We continued like this for a few minutes before Li broke the kiss and told me she was ready. I told her I needed to use the bathroom to make sure my cock was clean as I told her that my crotch had been sweaty in my trousers. She fell for this and said she needed to freshen up and that I had to let her know when I was done. I told her I would and waited until she left and went to one of the sinks before I pulled my trousers and pants down. I used the sink to wet a towel to give my erect cock an impromptu wash. I wanted to make sure that any and all trace of Kara and the cum I shot into her mouth was gone.

A few moments later I had finished and called Li back. She closed the door behind her and when she saw my rock-hard fuck stick, she could hardly take her eyes off it. She said that looking at the size of it, she could hardly believe that it had been up inside her when we’d been on the DoE camping crap. She looked at me then suggested I sit on the toilet with the lid down. She said that this would make it easier for her to suck me. She also said that it would be more comfortable for me. I agreed and put the seat and lid down and then sat down. Li knelt down in front of me and got in between my knees. She said she wanted to take her time sucking me off to which I replied that what speed she wanted to at is what we’d do.

She reached out and took hold of my cock. I had to admit that my cock felt good in her hand. She kissed the tip of my cock before sliding it all into her mouth. I groaned in pleasure as she began bobbing her head up and down. She placed each palm against either of my inner thighs and got to work on my cock. As Li moved her mouth up and my cock, I closed my eyes and enjoyed my second blowjob of the day. When I got up that morning, I had no idea that I would get one blowjob that day let alone 2. But I was not going to complain, I was going to sit back and enjoy my ‘girlfriend’s’ oral workings. Now I know what you are thinking, but let me assure you right here and now that I did NOT have any kind of romantic feelings for Li.

I had no love for her whatsoever. As I have stated many times before and I shall state yet again, to me Li was just my ‘Chinky fuck-toy’ as in she was an easy source of coitus. That is all she meant to me and nothing more. As I’d already cum in Kara’s mouth, I was confident that I would be able to hold off on cumming in Li’s mouth for longer than usual. I opened my eyes and looked down at Li as she sucked me, she looked cute with my cock in her mouth. I sat up and reached down and felt her tits through the material of her shirt. I was pleased to see that she was not wearing a bra beneath her shirt. She stopped the blowjob and said that if I wanted to see her titties, then all I had to do was ask.

But before I could ask if I could see her titties, she undid the buttons on her shirt and removed it. She was now knelt before me topless, and as she resumed sucking my cock, I groped and squeezed her tits. I then sat back, closed my eyes and listened to the sounds that I could hear outside. While most of the sounds were regular sounds you’d expect to hear at a boarding school. Two of the voices that I piqued my interest. One was the voice of the gym teacher Ms. Celeste who I had often fantasized about. And the other was Kara who was talking to Ms. Celeste. I could not make out the entirety of what they were saying but I did make out the words ‘Jay’, ‘Not seen him’, ‘Li’, ‘Bedroom’ and ‘Not seen them’.

For a moment, I was terrified that I would be caught being blown off by Li and would be kicked out. For a few moments, I listened for the sound of voices and the door opening; but they never came. The voices of Ms. Celeste and Kara grew fainter as they moved away, eventually giving way to silence. I breathed a sigh of relief as I was home-free. I sighed and looked down at the topless Chinese girl going to town on my cock with her mouth. She admittedly looked good with my cock in her mouth but not as good as she would with my cock up inside her teenage cunt. I reached out and gently stroked her hair and said she was a good girl. She looked up along the shaft of my cock and looked me in the eyes and did her best to smile.

This is not an easy task when you’ve got a cock in your mouth. I smiled at her then closed my eyes and sat back to enjoy the blowjob. It did not take long after for my cock to tingle which meant that I was soon going to cum, a fact that I told Li. She told me to let her know when I was going to cum. She said that she wanted to toss me off until I came in the sink. To say that I was disappointed at not being allowed to cum in her mouth was an irritant but at least she had given me a half-decent blowjob. A few moments later, I told her that I was soon going to cum, she stopped sucking me off and I stood up near the sink. Li grabbed my cock firmly but gently and furiously jerked me off.

A few moments later, my cock spasmed and shot its load of cum into the sink. Li continued jerking me off until every last drop of cum was in the sink. I thanked her for the blowjob and hand job, to which Li replied that she enjoyed them both. She also said that next time she sucked me she would try and take it all into her mouth. I smiled and said that I would look forward to that. She got her shirt back on and after making sure it was neat and that no-one would see her, she then left the bathroom. I rinsed the sink out to wash away the cum, pulled up my trousers and pants. I waited a few moments then left. As I went back to the residential block, I could not help but smile at what I had just done with Kara and Li.

While it was nice to get a blowjob from Li, once again Kara was so much better at it than she was. But still, it was nice to get some kind of sexual attention from the Chinky fuck toy that was supposed to be my girlfriend. If I’m honest, I do not know why I stayed with Li; it certainly was not out of love.

I suppose I did not dump her because it would have been far to complicated to do it while at school. She would have inevitably caused a fuss and revealed that we’d fucked and done other sex things, which would have gotten me kicked out of school and I could have possibly faced criminal charges. So as you can see, it was much easier to stay with her than dump the silly bitch. Her seeming reluctance to put out actually worked in my favour as I sought release from Kara and Anna. For a moment I thought that it would have been different if I’d had Kara as my girlfriend; then at least I’d get regular and on-tap sex. But Kara was a total whore and if she had been my girlfriend, then I would not have been able to trust her.

This is why the ‘Fuck Buddies’ arrangement worked so well for both of us. this way the two of us could have lots of passionate and mad sex with no romantic entanglements or relationship commitments. At this point in my life I wondered if I would ever find a girl or woman that I genuinely loved and that I could have a proper relationship with; already just be a string of one night stands and fuck buddies. If I was being totally honest, either way suited me just fine. I was not opposed to having a proper girlfriend, I just did not believe that I would find one while I was at boarding school; which you will find out in an upcoming episode how wrong I was about that and how glad I was wrong to.

And as I entered the residential block, I did not realize at that time that the oral encounter that I’d just had with Kara and Li would almost be the only kind of sexual contact I’d have for at least a week. As I went upstairs to St. Pats, I heard Ms. Celeste talking to another of the care staff. And as much as I wanted to stare at her and imagine what it would be like to have sex with her, I was not in the mood for talking to her or the other member of care staff. I managed to sneak past them and into the bathroom but almost got myself caught when they stopped outside to talk for a few moments. I crept into the back of the bathroom and waited until they had gone; which seemed like it took forever.

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