491 - Stories Of My Youth Part 9

So there we were, I’m standing naked from the waist down with a boner standing loud and proud with my beloved teacher still on her knees in front of me going cross eyed totally transfixed by the sight in front of her eyes but as I looked across at Lisa we were both wondering what our punishment was likely to be..
HM: “I’d like you to stay Miss Lee as I will need a member of staff present to ensure that no inappropriate behaviour occurs” he said as he stood up and cleared some space on his desk which was a total giveaway as to what our punishment would be, Miss Lee acknowledged his request..
Miss Lee: “Oh really, then I’ll have to stay” she said not moving an inch from her position in front of me but what was even more interesting was that our creepy headmaster still had a bulge in his trousers..

HM: “One last test I need to do Miss Green and that is for you to bend over my desk.. I want to confirm that your underwear is visible in that position.. Miss Lee, please keep Mr English engaged while I do this, when you’re ready Miss Green” he said rather sternly as Lisa tentatively moved across towards the side of his desk and I don’t know if it was my imagination or what but it seemed that Miss Lee was getting closer and I could feel her breath on my shaft..
As Lisa stood there legs slightly apart I whispered down to Miss Lee..
Me: “Why don’t you put it in your mouth Miss, I know you want to” but my suggestion didn’t seem to have the desired effect as she glanced up at me with eyes of thunder..
Miss Lee: “I most certainly do not young man, that is just so disgusting” she snapped quietly but I could tell by her tone she wasn’t happy so quick as a flash I reached down and grabbed my dick taking advantage of the small window of opportunity and shoved the helmet into her mouth and although I heard mumblings of discontent she didn’t pull away and instead clamped her lips around the helmet even reaching out her arms and grabbing my naked arse cheeks..

As Lisa bent forward over the desk with the creepy old HM behind her it was obvious that her skirt would rise up and right in front of my eyes I saw her little white panties which after the headmasters earlier fondling had wedged into the crack of her arse which was an unbelievable sight and with the HM bending slightly to view was now convinced her skirt was way too short..
HM: “Closer to the desk please, let me assist you with that” he said as he got close behind her pushing his hands underneath her body seemingly grabbing hold of her breasts as he pushed himself against her causing her to gasp as he dry humped against her pushing her closer to his desk..
I don’t know if I’d misjudged my old spinster of a teacher but she had a pretty firm grip on my arse cheeks as she took me further into her mouth and as I felt her tongue swirling around my shaft I quickly got the impression that she was somehow enjoying herself but the real action was just in front of me as Mr Snell pulled his hands back and lifted up Lisa’s skirt resting it on the small of her back and then started to fumble with the thin elasticated waistband of her knickers..
HM: “This is a very serious breach of school uniform policy Miss Green, these will have to come off” he mumbled as he started to ease them down her sweet cheeks and as they became fully exposed he even bent down to pull them down her legs and it wasn’t long before I was his face buried in her backside..

This was awesome to see and I reached down putting my hands on Miss Lee’s head to avoid any disruption moving it back and forth as my cock burrowed into her aging face and I have to say as blow jobs go she wasn’t doing a bad job but my focus was on Lisa who was gripping the other end of the desk waiting for the inevitable to happen and with her panties now off the creepy old headmaster then proceeded to undo his trousers letting them fall to the floor, the only downside to that was seeing his wrinkly arse cheeks as he prepared himself but from what I could see he didn’t have a bad weapon on him for a guy well into his sixties..
I could see that Lisa was preparing herself for the horny headmaster which for her was probably a treat as her reputation around school had proceeded her and while Miss Lee continued to devour my cock and balls I watched as he grabbed his cock and guided it into position behind her, I had the perfect view as he playfully slapped her naked arse cheek and eased himself forward pushing himself into her from behind..
HM: “Who’s ya daddy” he cried out as he pushed right into her wet cunt from behind causing her to gasp..
Lisa: “Oooh you are daddy.. yes!!” she moaned back as he got into a slow but steady rhythm and I could clearly see his hanging balls starting to swing as the faint slapping sounds of his belly banging against her arse cheeks rang out around the room.. what a punishment the poor girl had to endure as she clung on to the end of the desk being pushed hard from behind..

Meanwhile Miss Lee was getting me very close and it was now a race to see who would finish first and I think seeing Lisa being fucked silly just gave me the edge but my concern was whether my old spinster of a teacher would see it through as so far she was full of surprises in doing what she was doing and as my legs started to wobble I knew I was getting so close that I wouldn’t be able to hold it much longer, I held her head tightly so she had no escape..
Me: “Oh god yes Miss.. come on now.. take my cum” I cried out as I felt my cock explode in her mouth which after the first spurt was too much for her and she immediately pulled her head back wondering whether to swallow or spit but I couldn’t help the second spurt as it fired directly onto her face, I had lost all control of myself as I looked down at her cum splattered face which surprisingly came back for more as she’d swallowed the first load and wrapped her lips around my bellend to finish the job…

I noticed the headmaster turn his head towards us which must’ve spurred him on..
HM: “Way to go Doris” he cried out breathlessly and the mix of grunts and groans told me that he’d just emptied his load into Lisa who was moaning softly under her heavy breathing.. I now wondered what my punishment was likely to be or were we done and as my cock started to soften Miss Lee pulled away again savouring the taste in her mouth, there was an awkward silence that followed as we all took a few minutes to regain our composure..
As the headmaster pulled up his pants I could see a little of his deposit leaking out between Lisa’s legs and while I stood there semi hard from my blow job I saw Miss Lee wiping her face with her fingers and it seemed that she kinda liked the taste of my cum, maybe I’d opened up the wild side of her..
HM: “Get yourself decent please Miss Green while I consider the options for Mr English’s punishment..” he said in a dead straight voice as he glanced across at the teacher pondering his next move as Lisa got herself dressed, finally he made his decision..

HM: “Ok Miss Green, you can now go and I trust nothing more will be said about today’s situation, please be mindful of the dress code in future” he said stony faced as he allowed Lisa to leave and went back around the other side of the desk looking across at me still naked from the waist down and Miss Lee looking rather nervous, I was curious as to what was going to happen next..
HM: “I believe that you Mr English have been sent to me on far too many occasions during your school years and I feel that some of that responsibility lies with your teacher therefore I feel it adequate to include Miss Lee in your punishment, would you both step forward” he said rather sternly and the look on the old spinster’s face was a picture as her jaw dropped in disbelief as she started her protest..
Miss Lee: “I beg your pardon Mr Snell, how can you say such a thing.. I must strongly protest your decision on this matter” she blurted out to deaf ears as the headmaster walked around behind us and I could feel his eyes surveying my naked arse..
His attention then turned to the teacher and I could see him eyeing up her slim aged figure clad in a knee length plaid skirt which buttoned up the front and as she took deep breaths I could see her chest pushing against her thin white blouse and for a minute I thought she was about to have an anxiety attack as she took slow deep breaths..
HM: “My decision is final Miss Lee, please remove your skirt” he instructed as he went back around his desk and as he stood there I was sure his bulge was returning, I looked across at my aging teacher wondering just what this punishment was likely to be but she was certainly reluctant to obey his command but as always the creepy headmaster had a back up plan..

HM: “As Miss Lee seems reluctant to obey my command then it’s down to you Mr English to perform that duty, off you go” he said strongly looking directly at me, I had no choice but to do as he asked and as the teacher turned to face me I dropped down onto my knees in front of her..
Me: “So sorry about this Miss” I said as I started to fumble with the bottom button as she stood frozen to the spot and as the moved on up I could feel her legs trembling and with only two buttons left I accidentally slid my hand inside her thigh feeling her aging skin and as her breathing became heavier it soon became apparent that she wasn’t wearing any underwear.. OMG!!
At this point the headmaster had no idea but as my fingers fumbled with the penultimate button that was getting a feel of her somewhat hairy mass between her legs causing my beloved teacher to screw up her face moaning softly under her breath but she also knew that very soon she would be fully exposed to her boss who was still standing patiently behind his desk watching every move and I even noticed his hand dropping down to his bulge giving it a playful rub and as the button popped open her greying pubic bush became visible just inches from my face which kinda surprised him..
HM: “Oooh I say, that’s rather interesting isn’t it.. how about you undo the last button with your teeth Mr English” he said rather excitedly and as the rather musky aroma of her aging muff rise up my nose I could feel my penis starting to respond..

I knew there was no point in trying to disobey the old man and I actually found it quite exciting to know that the old spinster who had been teaching me for the last few years had a naughty side to her and as I eased my hands up the back of her thighs towards her sagging bottom I took the opportunity to push my face into her greying mass..
Miss Lee: “Oh god no, don’t.. oh hmm yes.. oh that’s nice” she mumbled as she reached down grabbing my head which I thought she was going to try and push away but instead she pulled me closer allowing my tongue to flick around her hanging labia, I could see out of the corner of my eye the headmaster rubbing his growing bulge with more purpose now as I eased my face upwards to try and undo the last button while my hands explored her aging arse cheeks.
I would be lying if I said I hadn’t thought of Miss Lee in a sexual way before but never did I ever think anything would ever come of it and I had no idea where this was leading but was determined to make the most of it, my dick was hard and as I nibbled away at her last button it wasn’t long before it finally popped open and her old fashioned plaid skirt fell to the floor leaving her naked from the waist down much to the delight of the creepy headmaster..
HM: “Oh that’s very nice Doris, you looking good down there, please carry on Mr English” he said excitedly and I took that as permission to basically do what I wanted and I don’t think Miss Lee was going to complain as her breathing increased..

Being a lover of pubic hair which was all the rage back then I quickly rubbed my face around her short and curly hair and as she widened her legs my tongue got busy causing her to moan quite loudly and I was surprised at the sweet taste and to me a pussy was a pussy however old it was, she even gripped my head tightly as she gyrated on my face and it appeared that she wasn’t opposed to my finger pushing into her butt hole either..
This went on for quite a few minutes and the poor woman was shaking so much it actually came a relief when the headmaster told her to bend over the desk and now I had her wrinkly arse at my disposal and as I positioned myself still on my knees behind her I pulled her wrinkly cheeks apart exposing a rather hairy hole and with her sprawled across the desk it wasn’t long before I had my face buried into her cheeks tonging that bad boy like my life depended on it, Mr Snell took this opportunity to pull his pants down quickly exposing his full on boner which he quickly directed into her mouth, she took it gracefully which was my cue to move on to the next step but with a choice of entry points and as her wet and dripping arsehole looked so inviting I decided that was where I was going, much to the delight of the creepy old man..

Yes she was tight and she yelped a little as I pushed into her and with the headmaster thrusting from the other end we soon got into a steady rhythm with poor Miss Lee being the meat in our wonderful sandwich however with me looking directly at the creepy headmaster pulling all sorts of weird faces I have to say it was a bit difficult to concentrate..
I managed to keep up the pace and tried to concentrate on Mr Snells cock sliding in and out of her mouth as my balls started swinging between her legs and again it was another race to the finish which I was pretty confident of winning as I was getting very close feeling my legs starting to tremble however nothing now surprised me with these two…
So as Miss Lee was slipping and slurping on the old guys dick I started pumping harder making the desk start to creak with the motion of my actions and could certainly feel the pressure building up inside and found that I just didn’t have the control in me to hold it and as my cock started to pulsate shooting my load deep up her anal passage it must have set the old man off as judging by the look on his face and the sound of Doris swallowing hard it seemed that we both finished together which was a great feeling, I slowed the pace right down gasping for so breath as my poor teacher lay motionless on the desk sucking the last drops from the old man’s softening cock…

I eased myself out of the old teacher and could see the smile on the headmasters face as he took a step backwards and pulled up his pants leaving Miss Lee to regain some kind of composure before she got herself up off the desk and quickly grabbed her skirt to make herself decent, the look on her face wasn’t one of madness and when she looked at me getting dressed I quickly got the impression that she actually enjoyed the experience..
HM: “I think we’re done here now and I’d like to think that this is the last time I will see you here Mr English, and please control your students in future Miss Lee” he said as we prepared to leave..
We both nodded in agreement but the headmaster had one more thing to say..
HM: “Mr English, tomorrow you have you school exit medical exam and I want to see top marks for that, please report to the nurse at 9am” he said which I believe is now the normal..
Apparently they give you a medical exam before leaving school now to ensure that if any medical conditions arise after leaving school then the school is covered, I suppose it is just another embarrassment I will have to endure before my final exit…