Confessions From a Boarding School Pupil - Cover

Confessions From a Boarding School Pupil

Copyright© 2022 by Drax

Episode 16: Kissing, Sucking & Fucking On Ditch-Day

Pedo Sex Story: Episode 16: Kissing, Sucking & Fucking On Ditch-Day - 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  

It was 3 days after my fuck with Cerina when I next had a sexual encounter, and much to my surprise, just like my encounter with Greta, this one did not start in the clubhouse. I was not expecting to get laid as today was ‘Ditch Day Friday’ wherein we had classes scheduled but none of us actually turned up for them. I had decided to use the time off to catch up on some reading and drink dangerous amounts of coffee. This particular encounter started when I was heading to the resources room to pick up a book I’d left there. As I was about to head back to the Clubhouse with the book, when I saw Greta was walking down the corridor towards me. “Hello Jay” she says with a cheery smile.

“Hey there Greta” I reply “What are you doing for ditch day?”. She looks around as if she’s checking to see no-one can hear her, then she says “I’ve got a few minutes to spare; can we kiss?”. I’d not planned on having any kind of super happy fun time today but when one presented itself to me, I was not going to refuse it. “OK” I reply, taking her hand “We can use the resources room”. We went back into the Resources Room, closing the door behind us. We move over to the couch and sit down, Greta looks at me and says “So, who makes the first move”. I smile and reply “I’ll do it”. I lean forward, she leans towards me and we wrap our arms around each other and began to passionately.

As we kissed, my cock felt like it would explode its load in my pants; I had no idea I would be so turned on by kissing the Dutch teenager. We lay down on the couch, and as we do I grabbed Greta’s teenage ass and squeezed it; even through the fabric of her jeans it felt so good. “Oh Jay...” Greta says, breaking the kiss “This is just...”. I nodded and replied with a smile “I’m glad you’re liking it”. She smiles and says “Its always nice when we do things like this...”. We looked at each other in silence for a few moments before we resumed kissing. As we kissed, I placed my hand under her t-shirt and onto her flat belly and rubbed it gently. As she made to objection or moved to stop me, I kept gently rubbing her flat belly.

As we kissed, I could not help but think that I would not be playing tonsil hockey with the cute Dutch teenager nor would I be rubbing her belly if I’d just stayed in the Clubhouse. I then slowly moved my hand off her belly and slid it up her body and onto her bra-covered tits. As with rubbing her belly, Greta made no attempt to stop me as I slid my hand under her bra to squeeze and rub her titties gently. “This feels so nice” Greta says, breaking the kiss. She looks down at my hand up inside her shirt and tells me “You’re very gentle”. I smile and reply “I’m always gentle with such a pretty girl like you”. She smiles and for a moment, she says nothing then she asks “You want to kiss my boobies?”.

Now I have to admit that was not a question I’d expected her to ask me. “I’d love to kiss your boobies” I reply “But only if its what you want”. She nods and says “It is what I want”. I took my hand out of her bra and she pulled her t-shirt over her head and pulled her bra off her tits and said with a cheeky smile “You can kiss them now...”. She lays down and I lay on top of her, I move down to her tits and lick and kiss the left one while squeezing and feeling the right one. Being the first time I’d kissed or licked Greta’s tits I had to admit that they felt really good. Gretta giggled and I tickled her and swapped titties.

As I began licking and kissing her left tit, I made a mental note to suggest to Greta next time we did this we should do it naked and in bed. After a few minutes of kissing, groping and titty kissing, we heard voices in the hallway so we had to stop. We stopped kissing and we sat up; thankfully the voices moved away from us. “That was close” Greta says “We have to be more careful”. I nodded and replied “Indeed it was close; might I suggest we postpone the rest of this until we have more time?”. Greta nods and answers “A good idea; but this was fun though”. As we get up off the couch, I playfully swat Greta’s bum gently and say “I’ll let you know when I’ve got the time as long as you do the same”.

She pulls her bra back over her tits and puts her t-shirt back on properly. We exit the Resources Room and she tells me “I’ll look forward to it”. She smiles at me then heads off down the corridor. I made sure the Resources Room was tidy, which it was, I put the lights out and closed the door behind me. I smiled as I watched Greta head down the hallway, knowing that next time I got with her it would be in bed; and we’d both be naked and fucking as well as kissing and kissing and sucking her tits. wo members of the care staff approaching, I ducked back into the Resources Room to avoid having to speak to them. As I waited for their voices to pass, I noticed that my cock was still erect.

“Guess I liked Greta more than I thought” I mumbled to myself. I enjoyed my brief time with Greta, she was not the most attractive girl at Brentford Court, but she always had a smile on her face and I found that to be a turn-on. I went quiet as the voices came up to and went past the Resources Room. When I was sure they’d gone, I opened the door as was relieved to see that they had gone. I was not being rude in avoiding the care staff that had gone past, it’s just that I wanted to get back to the clubhouse so I could read my book and drink buckets of coffee. As I was about to head back to the clubroom, I heard a familiar voice called out “And where do you think you are going?”. I turned and saw Ms. Tran walking down the corridor.

“I’m going back to the clubhouse” I told her “I just needed to get a book”. She stepped up to me, stuck her hand down my trousers, squeezed my cock and told me “The only place you’re going is to the bathroom, with me right now”. Still keeping hold of my cock, Ms Tran led me into the nearby boys toilets and directly into the closest cubicle. “Your clothes; loose ‘em” Karrueche tells me as she shuts and bolts the cubicle door. “Yes Miss Tran” I said with a smile as I began to get undressed. “So, what do you want me to do now?” I asked, putting the last of my clothes on the window ledge. “You just stand there and look hot” Karrueche says as she starts to quickly remove her clothes.

I watched her undress and could feel my cock getting hard at the sight of her naked body. “You look fantastic” I say as I reach out and gently hold her slim waist, to which Karrueche replies “Thank-you; now shut up and kiss me”. She wraps her arms around me and we kiss passionately. As our tongues explored the inside of each other’s mouths, my cock got as hard as it possibly could and poked Karrueche in her flat belly, which felt good. As I’ve mentioned before, naked kissing is something that really enjoy, and given the risky place we were kissing, it felt even better which is what it was where we were doing it. I moved my hands from her hips and onto her round bum, which I squeezed gently.

Karrueche had a really nice bum which I enjoyed feeling and squeezing whenever we got together. If this is all we were going to do then that would have been just fine, but I would be proven wrong. As we kissed, my cock felt like it would explode its load right then and there, but thankfully it didn’t. “You’re a good kisser” Karrueche says as she breaks the kiss; “So are you” I reply. We look at each other for a few moments as we catch our breath. I look Karrueche up and down and can’t help but smile; I’m naked in a toilet cubicle with a really hot teacher, I can’t help but think that my life can’t get any better than it is. Of my latter statement I would be proven wrong as you will see in the next episode.

I could not help but wonder just why a teacher as hot as Karrueche, who could get any man that she wanted, would want with a 14-year-old boy like me. One thing is for certain, whatever reason it was that she was with me I was not going to do anything too disrupt it. After a few moments, we resume kissing passionately. As we kissed, I rubbed and squeezed her bum gently, enjoying the feeling of the flesh of her perfect ass in my fingers. I definitely wanted to get my cock up inside her ass if I could, but I did not want to force the issue on Karrueche. If I could fuck her ass then that would be really cool but if not then fucking her cunt would be just as good, which it was.

As we kissed, I could not help but wonder if we would get caught; Given that we were naked kissing in the downstairs boys toilet. A few moments into the kiss, we heard noises in the corridor outside the toilet; and though it made our blood run cold, we did not stop kissing. Thankfully the noise was just people walking past the toilets and as they did not come in we were not discovered. “That was close” I said, breaking the kiss. “Yes it was” Karrueche replied “Now enough talking”. With a smile we then resumed kissing. I had to admit fearing that we were going to get caught seemed to make the naked kissing even better than it was. I held her bum gently as we continued kissing.

I also began to wonder if Karrueche and myself would fuck today, but I was the naked kissing was going so well if we didn’t fuck today then that was just fine. The risk of almost getting caught also added to the enjoyment of the naked kissing. After a few minutes of naked kissing, Karrueche broke the kiss and said to me “There is no one I want up inside me more than you”. I smile and reply “If it were possible then I would fuck only you”. Now as you can probably guess, what I’d have just told her was in no way the truth. I was not going to give up fucking Ariadne just for Karrueche. After all, Ariadne was my girlfriend well Karrueche was just one of my ‘Side-chicks’ and not someone I was willing to give up Ariadne for.

And on that latter remark, there was no woman or girl that would ever or could ever come anywhere near close to make me consider dumping Ariadne. She was my secret ‘Gym-teacher girlfriend’ and no side-chick or fuck buddy could or would ever change that. Karrueche broke the kiss and told me “Sit down, I want to suck your cock”. I did as she told me and after I put the lid down, I sat down. “Are you OK with this?” I asked, to which Karrueche knelt down and replied “You’re my boyfriend, of course I’m ok with sucking your cock”. She leans forward and kisses me gently, then says with a smile “You just sit back and enjoy this”. She purses her lips and kisses the tip of my cock. She then sinks her mouth down the entire shaft.

She stays at the base of my cock for a few moments before beginning bouncing her head up and down. I looked down as Karrueche went to town on my cock with her mouth, seeing the Vietnamese teacher knelt in front of me and sucking on my teenage cock look just as fucking good as it felt. Being sucked off while sat on the toilet was a new one for me but it felt good and was something I would have to try again as soon as I could; I smiled, sat back and enjoyed being sucked off. As I enjoyed the oral workings of my teacher, I could not help as my mind wandered and I found myself thinking about Ariadne. She was my gym-teacher girlfriend who knew that I dicked about with other girls and was all right with it.

She knew that at the end of the day I would go back to her and given the choice I would dump all the other bitches and only be with her. As I looked down at Karrueche, I could not help but think about getting head from Kara. I was shaken from my thoughts of my other side-bitches by the familiar tingling in my cock which meant that I would soon cum. “I’m not going to last much longer” I told her. She stopped the blowjob and said “Don’t cum just yet”. She stood up and straddled my waist, fisting my cock to her cunt hole. She put her hands on my shoulders as she sank down my cock. “Don’t hold back” she told me as she bounced up and down my erect fuck tool “Cum inside me big boy”.

I held her hips gently and replied “Yes Miss Tran...”. After a few more bounces, Karrueche groaned in pleasure “Oh god Jay, I’m cumming; I’M CUMMING”. And a few moments later she did just that. As she let out a groan of pleasure, I gritted my teeth as I was almost ready to cum myself but I wanted to hold off on cumming for as long as I could. But after a few more bounces, there was no way I could hold on any longer. “I’m almost there” I grunted through gritted teeth “I’m almost there Karrueche, please keep going...”. Two bounces later, my cock exploded its load of hot baby-batter into Karrueche’s willing cunt. I gritted my teeth and groaned in pleasure, gripping her slim waist firmly but gently.

Cumming up inside Karrueche felt as close to heaven I’ve been since my last fuck with Ariadne. Once the last of my cum was up inside her and we were both spent Karrueche collapses forward and hugs me gently. I hug her gently and ask “You were fantastic; did you have fun?”. She sighed happily and replied “Of course I did; any time spent with you is always enjoyable”. We hugged for a few moments in silence, with the only noise coming from the sound our breathing. As much as we wanted to stay where we were, we both knew that we had to get up, get dressed and leave the toilet cubicle without being seen. but I did not see any harm in hugging for a few more moments; so that is what we did.

Holding Karrueche felt so unbelievably good I wanted to do it for the rest of the day. Having not one but two different teachers as my girlfriends, life could not get any better. “If you could, would you spend the night with me at my house?” Karrueche asked, to which I replied “Of course I would; I’d love to spend the night with my girlfriend at her house”. What I said was of course a lie as Karrueche was NOT my girlfriend as Ariadne was my girlfriend. I had only ever said that I wanted to spend the night at Karrueche’s home as it was the right thing to say when you’re naked in a boys toilet cubicle holding your secret teacher girlfriend who is as naked as you are.

After a few moments of naked hugging, I said “We should go, as much as we want to, we can’t stay here all day”. I wanted to stay holding Karrueche but doing it in the boys toilets was risky. “Let’s just stay like this for a while” Karrueche says “It feels so good to just hold you”. I was going to reply and tell her that it was to risky to stay where we were, but when I looked at her to tell her, she looked back at me with such love in her eyes that I couldn’t tell her that I was going to suggest we get dressed and leave the bathroom. “OK, lets stay here for a while” I say to her, to which she replies “Now that is a good idea Mr. Wilson”. She smiled and we resumed the naked hugging.

As we stood there hugging, I wondered if having an assignation in the boys’ toilets was not the best of places. We both froze in total fear and our blood ran cold when someone came into the toilets. We looked at each other with fear in our eyes as the person stepped up to use the urinal. There was a moment relief when the guy using the urinal began whistling; I recognised this as being Matthew. “That you Ed?” I asked, to which the reply came “Hey Jay, it is me old friend”. I smiled and breathed a sigh of relief as Matthew would not squeal on me. “You got company with you?” Matthew asked, a chuckle evident in his voice. “What makes you say that?” I asked “I could be sat in here reading a book”.

Matthew’s reply came quickly “You’ve been down here for half an hour, you only came down to get a book”. I did not realise I’d been down here that long, but time does fly when you’re with a hot girl. “If I am?” I asked, to which he replied “My lips are sealed my friend”. A few moments later, the door opens and Matthew says “Just be careful Robo-Bitch is on the prowl”. I smiled and replied “I’ll be on the look-out for her; thanks Ed”. As the door closed, Matthew called out “Have fun my friend”. We waited for a few moments and when the door closed, we breathed a sigh of relief as we were once again on our own. “Robo-Bitch?” Karrueche asks “Is THAT what you call me?”. I smile and reply “You are known for being a no-nonsense hard-ass”.

She breaks the hug, fixes me with a stare and says “Well that is a lie for a start; you’ve had your hands on my ass and known it’s not hard”. As we resume hugging, I squeeze her bum and reply “Your ass is just perfect”. Karrueche reaches around and squeezes my bum and says “Yours is not so bad either”. As we resumed holding each other, we enjoyed the silence that had descended on the toilets. Even if we’d been in bed, naked cuddling in silence would have been something that we would have done. “You are so amazing” Karrueche says “I want to stay with you like this forever”. I smiled and replied “If I could stay with you then I would”. I meant what I said to Karrueche in so far as I’d love to stay naked with her.

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