Confessions From a Boarding School Pupil - Cover

Confessions From a Boarding School Pupil

Copyright© 2022 by Drax

Episode 7: The Quickies: In The Clubhouse

Pedo Sex Story: Episode 7: The Quickies: In The Clubhouse - 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  

I was in my room the clubhouse enjoying some peace and quiet and reading while sipping a cup of black coffee. I had caught a bad case of flu and was bedridden in the clubhouse, so I thought I might as well sit back and read for a while. After about an hour or so, I got sick and tired of staring at my bedroom walls so I went out into the living room and sat in the armchair and continued to read. It was around midday when my peace and quiet was interrupted when Matthew came into the clubhouse. “Hey there Puke boy” Matthew said with a smile “Still feeling like crap?”. I nodded, down the last of my coffee and replied “Feeling like crap would be and is an improvement”. While I still felt bad, I did feel better than I had.

Matthew leaned against the door and told me that “Do you know that fat girl Olivia?”. I nodded and replied “What about her?”. Matthew replied with “She’s left school; gone home”. That caught me off-guard as only the previous day I’d fucked her and enjoyed doing so. “Why?” I asked, to which Matthew replied “From what Ms. Celeste told me, she was taken out of school by her parents because of the bulling”. Although I tried to hide it, I was actually really upset that Olivia had left school. She was actually a nice girl and was a surprisingly good fuck. “She didn’t deserve this” I say as I get up and head into the kitchen “She was actually OK when you got to know her”. Matthew smiled and asked “So, you banged her, didn’t you?”.

I turned to look at him and he added “Your secret is safe with me”. I nodded and said “We did it yesterday when I went to the old self-care flat to help her box up some crap for the dump”. As I refilled my coffee mug, I said “Olivia wasn’t as bad when you got to know her”. Matthew offered me a comforting smile and said “As long as you know what she was like, that’s all that matters”. There was a few moments silence before Matthew said “Well, I’ve got class to get to. You stay here and getter soon my friend”. I nodded and replied “OK bro, catch you later”. When Matthew had left the clubhouse, I sat back down in the armchair and found myself missing Olivia. She had been a nice girl and had been a really good fuck to. She didn’t deserve the crap she had to put up with.

If she had not left school, then I could have easily seen myself in a relationship with her. I did not think it was fair that Olivia had left school due to bullying, she was a genuinely nice person who did not deserve how the other kids treated her. If I could have, I would have laid down the biggest can of ass-kicking on the self-centred little shits who’d bullied Olivia and made them regret the day their fathers met their mothers. While I wanted to make them suffer for what they did to Olivia, I knew that there was nothing that I could actually do. Well, that was technically wrong, I could treat these bastards the same way they had treated Olivia. But even that would not have worked out for me.

If I’d bullied them as they’d done to Olivia, it would have been fun but it would have made me as bad as them. But as she had left school, there was nothing that I could do about it now. I sipped my coffee and wondered just which girl I would be fucking next, but that option was not afforded to me as Ariadne came into the clubhouse to check on me. “How’re you feeling?” She asked as she sat in the armchair next to me. “I’m fine” I replied “Matthew just told me about Olivia”. She nodded and replied “She was taken home this morning”. I did not want to say anything else given the fact that I’d fucked her the previous day. “Enough about her” I said “I’d rather talk about you”. Ariadne smiles as she looks at me, she leans down and kisses me.

I felt her tongue against mine as we began the passionate kiss. As we kiss, I slip my left hand under her shirt in search for her adult breasts. Her tits felt absolutely amazing, and I moaned in pleasure as Ariadne’s tongue invaded my mouth further. I broke the kiss, I moved my mouth lower and pulled up the front of her shirt to her neck to fully expose her rounded breasts as she was not wearing a bra. “Let me take care of this for you” She says with a smile as she removes her shirt. “Thank-you” I say as I lean forward and kiss and lick her tits. She held my head gently as I worked on her hot titties. “Your pants, loose ‘em” Ariadne said “I want you inside me”. I smiled and asked “I will if you will”. She smiled and replied “You’ve got yourself a deal”.

She got off my lap and I stood up and we both hurriedly got out of our clothes and soon we stood before each other totally naked. Ariadne stepped forward and kissed me passionately, with my erect cock poking her in her flat belly. Ariadne broke the kiss and looked at me and said “I fucking love you; your age be dammed I love you so fucking much”. I look at her and say “And I love you to Ariadne”. It was the truth, I was in love with Ariadne and if it were not for the fact that I was a pupil and she was a teacher, then we’d be having a proper relationship, albeit a secret one. She took a step back and looked at my naked form and asked “How can it be illegal for me to love someone who is as perfect for me as you are?”.

Now that was a question I had often asked myself more that once since Ariadne and myself began our clandestine relationship “I don’t know” I replied “But it is also illegal for me to love you, and those that say I can’t can get fucking lost”. We just stare at each other for a few seconds before Ariadne told me “Sit back down; I want to get on you”. I did as she told me and sat back down on the chair. She turned her back to me and straddled my cock, placing it at her cunt hole and telling me “Here we go... “. She leaned back as she sank down the entirety of my cock in one go. “Oh god this is just what I need” Ariadne groans in pleasure “Getting my boyfriend up inside me is just what I need”. I had to admit that her calling me her boyfriend sounded just right.

“Oh wow” I groan in pleasure “Oh wow this feels fucking fantastic”. Fucking my gym teacher girlfriend felt absolutely fucking fantastic. I held Ariadne’s waist as she gently bounced up and down on my cock; getting up inside my gym-teacher girlfriend always felt so good. I slid my hands up her front and gently held her tits as they jiggled. As she bounced up and down on my cock, I could not help but think that I could have fucked Olivia more than the once that I did. I was shaken from my thoughts about Olivia when Ariadne’s cell-phone beeped. “You brought ... that with ... you?” I asked, panting in breathlessness. “Sorry, I had to” she panted in response “Might need it for work”. Managing to reach over and get her cell phone while staying on my cock.

She picked it up and looked at it. “Oh fuck it” she cursed, to which I asked “There a Problem?”. As soon as I asked, I just knew that our assignation would come to an end sooner than we had planned. “Might have to go soon” she replied “Class 3 teacher not shown up due to illness”. I squeezed her tits gently and asked “Can we at least finish up here first?”. She tossed her cell-phone onto the couch and replied “No-one is going to stop me from fucking my boyfriend...”. I smiled at being called her boyfriend, which I was. Being the underage boyfriend of my middle-aged gym teacher was the best feeling ever. As I not only got to have sex with a hotter than fuck teacher, she also was my girlfriend. Her being my girlfriend made what we were doing even hotter than it was.

We leaned back as she continued bouncing up and down on my cock. She was now going faster than she had been doing before. I did not mind as it felt good and the increased pace would make us cum sooner than if we fucked at a normal speed. “I might be cumming soon” Ariadne told me “Let me know when you’re about to cum”. I nodded and replied “Of course”. I was of course annoyed that we had to finish the fuck earlier than we’d wanted to. But if Ariadne had to go to work then that had to come first. As there was the chance Ariadne might have to leave early, I decided to try and hold off on cumming for as long as I could; thereby making the fuck last longer. For the next few minutes, neither of us said anything as we enjoyed the fuck in silence.

The only sounds were the sound of our loins slapping against each other and the odd moan and groan of pleasure. As we fucked, I looked at Ariadne’s face and saw a look of total sexual pleasure and devoted love on it and I was pleased with what I saw. I was genuinely happy that she was enjoying the fuck as much as I was; as my girlfriend I wanted her to have as much enjoyment out of it as I was getting. As I looked up at Ariadne as she rode me, for a moment I could not understand just why she liked me as much as she did. From my perspective, it was fucking obvious as to why I liked her. She was a hot, skinny gym teacher in her early thirties who was in love with me. But as much as I tried, I couldn’t see it from her perspective.

My thoughts about why she liked me were interrupted when she leaned down and kissed me passionately and said “I fucking love you Jay” to which I replied “And I love you Ariadne”. I was shaken out of my thoughts by Ariadne, as she used her cunt muscles to squeeze my cock harder than she had been doing. “I’m almost there”, I tell her “Oh GOD I’m almost fucking there... “. I grunted as I did the best I could to hold back on cumming. “Oh no, don’t cum yet” Ariadne told me “Don’t cum before me”. I did the best that I could to hold off on cumming. After a few more bounces, Ariadne then groaned loudly as she came. She groaned in pleasure and told me “Oh FUCK ME; my cunt is almost overflowing with your baby batter”. Hearing and feeling Ariadne cum, I could no longer hold back.

Through gritted teeth, I told Ariadne “I can’t hold back; I’M CUMMING”. And that is exactly what I did. I felt my cock explode and deposit my hot load of cum up inside Ariadne’s middle-aged twat. I held her firmly as the last of my cum was deposited inside her twat. After we’d both climaxed, we both collapsed back in the chair, with Ariadne saying to me “Wow, that was spot on”. I nod and reply “Yeah, you were just perfect”. With our bodies now covered with sweat, Ariadne got off my softening cock and collapsed on top of me. We laid there for a few moments as our slowly cooled in silence. There was nothing but the sound of our breathing filling the room. “We should get dressed” Ariadne tells me “Just in case we get caught”. I then suggested “Why don’t we just go to bed?”.

I did not want my time with Ariadne to end so soon. “Now that is a good... “ Ariadne began, but she was interrupted by the sound of the clubhouse door opening. She grabbed her clothes and ran into the bathroom. I got my clothes on as fast as I could. I got dressed and was able to sit back down just in time as Mr. Grent came in. “So, how’re you feeling?” He asked me. “I feel better, thank-you sir” I reply “Not quiet better but better than I did yesterday”. He looks around the living room and asks “Is Ms. Celeste here? I asked her to come and keep an eye on you?”. As if she’d heard him ask where she was, Ms. Celeste flushed the toilet, and stepped out of the bathroom. “Is everything OK Mr. Grent?” she asked.

Mr. Grent replied with “I just came to check on Jay and was caught off-guard for a moment when you weren’t here”. I had to admit that I was nervous as I thought we’d been caught. “He’s doing just fine” She told him “A bit too quiet but otherwise he’s fine”. I shot Ariadne an annoyed look and said “I’d be doing a lot better if someone didn’t have a bad case of motormouth syndrome”. The slight insults Ms. Celeste and myself exchanged were designed to throw any suspicion off of what we’d been doing and to make it seem like she’d just been innocently looking after a sick pupil. “As long as he’s getting better and behaving himself” Mr. Grent says with a smile “I’ll leave the two of you alone; and please try to get along... “.

I smiled and asked “Then do you have a gag and cattle-prod I can borrow?”. I shot Ariadne a feigned look of annoyance which was as far from the truth as could be. He chuckled and said “I’m staying out of this argument; if either of you survive, I’ll check in with you at 3pm”. As he left, Ms. Celeste watched him go and when she heard the sound of the lock clicking, she turned to me and said “Now, I believe you said something about going to bed?”. I stand up and say with a smile “Yes indeed I did”. As I get up out of the chair, Ariadne smiles and asked “How about we go to bed sans clothing?”. I reply with “Now that is a very good idea”. We hurriedly ripped out of our clothes and in just a few seconds we were once again stood before each other stark bollock naked.

“I still can’t believe that you’re my boyfriend” Ariadne says with a sigh as she lets her gaze roam over my naked form. “You are just the best boyfriend I could ever ask for or ever want” she adds. I smile lovingly at Ariadne and reply “And there is no one else for me other than you my love”. We then wrap our arms around each other and kiss passionately; with my rock-hard cock poking her in her flat belly. “It would seem that you have got to full attention” Ariadne says with a smile, breaking the kiss and looking at my cock “Let me see what I can do to help”. She then knelt down in front of me and kissed the tip of my cock then licked the shaft. “That feels so good” I say, to which she replies, “This is just the warm-up; THIS is the main event”.

She then takes my cock into her mouth and licking the shaft. As she starts giving me a blowjob, I have to concentrate on not letting my knees go weak. Ariadne reached up and put her hands on my bum, which she squeezed gently as she continued her oral ministrations. Now as you will have read in previous episodes, I have had blowjobs before. But being blown off by my gym teacher girlfriend felt so much better than any blowjob I’ve had in the past. As I stood there, I looked down at Ariadne as she worked on my cock and smiled at her. She looked up at me and as much as she could do with my cock in her mouth, she smiled and then winked at me. I did not know what to do with my hands, I had thought about holding her head but that did not feel right.

So I decided to just stand there with my hands on my hips. As I stood there, I once again had to do my utmost to keep my knees from going weak as the blowjob from Ariadne was that fucking good. It also felt good as she gently kneaded my bum as she worked on my cock. After a few minutes of sucking me off, Ariadne stopped the blowjob and stood up. “Why’d you stop; that was so fucking good?” I asked, to which she replied “That was just the warm-up for what I want to do next”. She took hold of my cock and led me over to the couch. “Lay down” she told me. “OK” I replied and laid down on the couch. Ariadne knelt down on the floor next to the couch and gently took hold of my cock and started jerking me off firmly but gently.

Before I could say anything, she smiled and leaned over and kissed me passionately. Even though we’d been seeing each other for a few weeks now, I still found it hard to believe that I had my gym teacher as my girlfriend; life was indeed good. After a few minutes of tossing me off and kissing passionately, Ariadne stopped and stood up. “Stand up” she told me. I did as she said and stood up. “I think we’re both ready for the main event” she said with a smile. I smile as I know exactly what she is talking about. “Shall we retire to the bedroom my lady love?” I said, taking Ariadne’s hand in my own. She smiled and replied “Now that is a good idea”. The two of us walked into the bedroom stark-bollock naked and got in bed.

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