3 comments/ 80445 views/ 5 favorites The Headmaster's Room Ch. 01 By: Mag58 This story is in three parts and begins in 1985 when I was 18 and finally ends last year. "Miss Simpson! Go straight to the Headmaster's room now!" Mr. Flanders shouted as he pointed to the Religious Knowledge classroom door. I shrugged my shoulders and slowly made my way to see Mr. Skinner for the third time that week. With hindsight, at that time of my life I was a bit like a female Marlon Brando in 'The Wild One'. Q: "What are you rebelling against?" A: "What have you got?" I was constantly in trouble; smoking, smart-mouthing teachers, fighting, wearing too much make-up and my skirts were always deemed to be 'too short'. As I sat outside his office I recognised the voices of a couple of boys from the year below me through the closed door as the Headmaster lectured them. After a short silence he bellowed, "Bend over!" I edged nearer the door and soon heard the 'swish-swish' of his cane; each stroke followed by a 'crack' as the stick struck teenage flesh then there would be a grunt or a cry from the recipient as Mr. Skinner dealt out our Grammar School's ritual punishment. Thankfully as a 18 year old girl in the 6th form my reprimand would be no more than another lecture and detention or at worst some form of 'community service' where I would have to look after some of the younger kids during morning break or lunch-time. After a couple of minutes I could hear the boys snivelling as their lecture continued followed by Mr. Skinner brusquely telling them 'to get back to class and send the next person in.' I sneered at the so called 'tough guys' as they walked past me with tears in their eyes. Still red-faced from caning the boys, the Headmaster shook his head in despair; "Lisa Simpson; why am I not surprised that you're back to see me?" he sighed as I sauntered into his study. The room had its own peculiar stale smell which I would never forget; wood polish, musty books, Brylcream and ink. While I explained why Mr. Flanders had sent me out of his class; the Headmaster read my report card; although he must have known it off by heart as he'd read it so many times in the last year. "Miss Simpson...you were once a good pupil...glorious future...buck my ideas up...yadda, yadda." He droned on and on so much I began watching some boys playing football out of his window. "Miss Simpson!" He bellowed, I turned to see him standing beside his desk looking furious in his black gown and mortar-board, "Listen to me when I'm talking to you!" I nearly shat myself with fright! "I've had enough of your insolence, hold out your hand." He growled. Shocked; I did as I was told; holding my arm and hand as straight as possible. The tall, fat-faced man stood a couple of feet to my side. As usual the smell of Skinner's mouldy smoke covered clothing and greasy hair filled my nostrils making me feel slightly nauseous. Without warning he drew his arm above his head and instantaneously brought the end of the bamboo rod down onto my fingers. I squealed as my hand retracted under my arm pit for comfort. "Again!" He hissed as my fingers throbbed. "Hold your hand back out!" 'Swish' the cane stung my fingers a second time. "One more," He told me as he raised my hand upwards with the cane. I'd never felt pain like it before, as the cane hit my fingers for a third time making them swell and go bright red. Tears were now streaming down my face as Mr. Skinner returned the cane to a box containing another dozen or so bamboo and willow rods in the corner, then sat behind his large desk. "Hopefully, Miss Simpson, you'll have learnt your lesson and will now behave like the rest of the young ladies in this establishment or...if you continue to misbehave like a boy... I will have to punish you like a boy!" Exactly a week later I was sitting back outside his room with four fifth form boys, as we'd been caught smoking behind the gym by Miss. Bouvier; a wizened old witch from Biology. "The Usual Suspects I see," Mr. Skinner sighed as we lined up in front of his desk. Yet again we had the usual lecture about our health and school rules as he slowly and meticulously chose a cane to dole out his punishment with. "I've told you all before what would happen to you, if any of you, and I include you...Miss Simpson, were brought before me." He prattled on as he finally made his selection of a cane by 'swishing' it through the cold air. "Every one of you, bend over." I turned to look at the boy standing next to me. We were incredulous and couldn't believe our ears. Surely he only meant the boys. The others all turned around and touched their toes in preparation for the forthcoming punishment. I stood still just staring into space. "Miss Simpson?" The Headmaster looked at me and pointed the cane towards the boys, "What are you waiting for?" Bart and Millhouse began sniggering as I blurted out, "But Sir...I'm a...girl!" "Yes Lisa you are, but as I told you last week, if you continue behaving like a boy you must be punished as a boy. I can't make exceptions." The Head told me. "Yes sir," I sniffed as I turned away from him and bent forward. He began at the far end of the line; each slow deliberate 'swish' of his cane bringing an agonized groan from the boy on the receiving end. It seemed to take a lifetime as he calculatingly lined the rod up against each teenage backside so as not to hit the same spot twice. I was sweating with anticipation and my stomach was turning somersaults as each boy received six painful strokes of the rod before being sent out of the room until I was left alone still bending at a 90 degree angle. As Millhouse, who had been standing next to me, stood up he winked at me through tear stained eyes and mouthed, "you'll not really get caned – he wouldn't dare." "I'm sure your little friends will presume that I will relent and give you a softer punishment; don't you think?" He twirled the three foot cane between his fingers, "But you and I both know that you must be punished in exactly the same manner. Don't we, Miss Simpson?" "Yes sir." I sighed at the thought of my impending chastisement. "Stay where you are Miss Simpson." Mr Skinner said sternly as I began fidgeting because my back was aching as the Headmaster changed the thin cane for a thicker one. I soon realised that my grey pleated skirt, which earlier in the day had been hiked about 4 or 5 inches above my knees, probably wasn't covering my modesty anymore and he was now getting a good view of my pink flowery, non-regulation, knickers. I sensed that his breathing was getting heavier as he tapped my ample backside through my knickers with the bamboo rod. "Now, it wouldn't be fare if your punishment was less severe than the boys; would it Miss Simpson?" He whispered as he slowly ran the cane along my quivering buttocks. "No sir," I replied as I gripped my knees in readiness. "Touch your toes then," he coughed. "Surely the dirty bastard won't really do it because he's getting his kicks looking at my arse!" I thought as I gripped my ankles knowing full well that my skirt must be nearly around my waist by now and my thin cotton knickers would be stretched tightly over my ample arse. You have to remember that at 18 I was now in the first flush of womanhood and my teenage body was beginning to soften and fill out. I was quite tall for my age (5ft 6ins) with short brown hair and a 'moon-face' and had a 32b bust. All of the hockey and netball that I played had given me a bit of an athletic physique with a flat stomach and long thick legs but I was also 'pear shaped' – meaning that I had (and still have!) a big arse! The tension was becoming unbearable as he lined the three foot, thick bamboo rod up along my generous bottom, slowly and gently sliding it along the white frilly elastic on the legs of my knickers like a violin bow. My heart was now thumping and I soon realised that I was getting 'hot and tingly' between my legs as my Headmaster's eyes lustily viewed my knickers and arse. "Are you ready Miss Simpson?" The Headmaster finally asked as he pulled the cane behind his back. "Yes Sir!" I whispered through gritted teeth as I braced myself for the impending pain. 'Whoosh...CRACK!' "SHIT!" I squealed as the cane struck my thinly covered arse making it shake. As he drew his hand behind his back a second time I told myself that it hadn't hurt as much as I'd expected. "You can have another three for using foul language!" He grunted as the cane landed again - 'WHOOSH...CRACK'. It bloody did hurt this time and the third and the fourth times. Tears were now filling my eyes and I made whistling noises through gritted teeth each time the cane had made contact with my arse but I wasn't going to break down in front of him. Never - ever. "You can ...stand up now...that...should be...enough...to teach you...a lesson.. for today." The Headmaster panted when he pulled his flowing cape tightly closed in front of him as he dropped the cane on the floor and swiftly walked back behind his desk. "Off you go now," he waved me out of the room, his face now so red I thought that he was going to burst as he muttered, "come back on Friday lunchtime and we'll finish ...your punishment...then." Thankfully there wasn't anyone in the corridor as I ran crying to the girls' toilet to inspect my burning flesh. Once inside the cold tiled room I pulled my knickers down and half sat on a wash basin to inspect the damage in the cracked mirror. Both cheeks were red raw and you could see the four separate lines that his cane had made. My whole arse was throbbing but I couldn't resist touching the sore welts. I didn't know why but the pain was absolutely delicious as I ran my finger tip then the nail along the thin lines making them hurt even more than before. Even now, 30 years later, I can't remember making a conscious decision to do what I did next, but I quickly found myself locking a cubicle door and pulling my knickers down to my ankles and viciously rubbing my sticky inflamed clit as I rubbed the stinging lines on my chubby cheeks with my other hand. Within seconds I had the most powerful orgasm of my young life! I leant trembling and gasping for air against the graffiti covered wall as I heard the school bell ring for a change of lessons. I was in a daze for the rest of the afternoon – and struggled to get comfortable on the hard wooden chairs as my arse was still so sore! As the day progressed, my friends all wanted to know what had happened as I had been a long time and obviously been crying; but for some inexplicable reason I didn't tell anyone that I had actually been caned. I made up a story about being threatened with being expelled, which they all believed. The Headmaster's Room Ch. 02 When the bell rang for the end of the morning lessons at 12.30; I was strangely disappointed at not having been called back to Mr Skinners' office for him to finish my punishment in his study. I ate lunch with some girlfriends then hung around the gym buildings smoking cigarettes and talking about a party that we were going to on the Saturday night. As the bell rang for the end of lunch- break Thelma the School Secretary spotted me and called me over; "Where have you been? I've been looking for you everywhere. Mr Skinner is very angry with you and wants to see you immediately." "I'll just go to the toilet first." I coolly told the frumpy old cow as I nonchalantly swept past her, making my friends giggle. "I don't think so!" She hissed as she firmly grabbed my arm, "Get along there now!" My feet hardly touched the ground as she marched me along the main corridor to his office. "Wait there." Thelma pointed to the wooden seat that I becoming used to sitting on as she knocked on the door then entered the Headmasters' Study. A minute later she re-opened the door and grinned at me; "In you go." Mr Skinner was sitting behind his large oak desk gently rocking backwards and forwards in his leather swivel chair. "Aha...the elusive Miss Simpson," he chuckled sarcastically, "I'm so pleased that you could find the time to see me." I knew better than to give him a smart answer when he was in this mood so stood in silence. "Have you had time to reflect on your behaviour since your last visit?" He asked me. "Yes sir." I replied, unsure what else to say. "I doubt that very much," he smiled as he slipped back into his chair. He then prattled on for ages about my behaviour and what the school expected of its pupils and how I should 'buckle down' and work hard as I had my A Level exams the next year etcetera, etcetera. "So Miss Simpson," he finally finished his sermon, "As I told you earlier in the week, there appears to only be one thing that a girl like you understands..." With that he stood up and meticulously selected a thin bamboo rod from the box in the corner. I was soon regretting drinking two cans of Cola at lunchtime and now had that horrible feeling when you need to pee. "Bend over and touch your toes." He commanded me, "Remember you will receive an extra three strokes for swearing." "But sir..!" I wanted to ask permission to go to the toilet first. "SILENCE girl!" He shouted, "Bend over and touch your toes... NOW!" "But sir...I need to..." I pleaded. He responded by squinting his heavy eyes and glowering at me. "Now...girl...NOW!" Resigned to my fate, I turned away and bent forward clasping my ankles and exposing my yellow knickers to the Headmaster. "Are you ready Miss Simpson?" Mr Skinner tormented me as the air from the cane flashed inches away from my thighs as he took aim, "then we shall begin." 'Swish – whack'. I flinched as the cane walloped my arse as hard as any of the earlier ones. He meant business this time. 'Swish – whack' the cane landed a second time; fully across both buttocks as I clenched my thighs together; desperately trying to avoid wetting myself. "Mmmm," I heard him sigh as I slightly wiggled my raw arse to relieve a little bit of the pain. There was a gap in proceedings making me think that he'd finished; but I was wrong – 'swish – WHACK!' The bastard nearly knocked me off my feet with the third swipe of his cane. I unconsciously opened my legs as I steadied myself which made my worst fears come true. There was a sudden warm, wet feeling between my legs followed by a feeling of relief as my pee began to trickle from my bladder and ran down the inside of my long legs as I remained bent double with my arse still stinging from the three swipes of the rod. "Oh my God!" Skinner gasped as he watched the golden liquid run onto his wooden floor. "What are you doing you dirty little girl?" "Sir...Sir...I'm so sorry...I...I..."I whimpered as I tried to stand up but Skinner insisted that I remained bent over as the last drops of piss filled my wet cotton knickers. His breathing was now so loud and fast I thought that he was having an asthma attack until he coughed and asked me, "Are you finished?" "Yes sir," I whispered with tears running down my cheeks from embarrassment and pain. "Then I shall finish." I couldn't believe he was actually going to continue caning me after watching me piss my pants. 'Swish – crack.' The cane made a splashing sound as it hit my soaking wet pants and it hurt even more than the last swipe. He followed this with two more vicious swipes across my raw arse until satisfied with his handiwork he finally told me to stand up. I was now so uncomfortable and excited my pussy felt as if it was going to boil over as my scalded inner thighs were stinging as much as my tanned arse. When I turned to face him Mr Skinner was red-faced and standing with his hands on his hips holding his cape wide open and sporting an obvious bulge in the front of his trousers. "Well-well Miss Simpson, in all of my years as a teacher I've never witnessed anything quite like that." He gasped; struggling for air, "there's a towel in the cupboard behind you that you can dry yourself with then use it to mop your mess up with." I opened the small wooden door and took out a pristine white hand towel and began wiping my legs. "No, no, no Lisa...I think that you should turn around and face me." The Headmaster commanded. I slowly turned and lifted the front of my short grey skirt as I began dabbing at my yellow piss soaked knickers then; carefully opening my legs wide enough so that he could see my crack which was clinging to the damp cotton gusset. There was an eerie silence as, still with my skirt held up around my waist, I provocatively ran the towel up and down my legs until I was sure that they were both dry. Mr Skinner was now resting against his desk with his hands stuffed deep into his trouser pockets and his eyes glued to my every move as I straightened my skirt. "Now the floor," he uttered hardly moving his thin lips. I slowly dropped to my knees and spread the towel over the still warm puddle of piss which smelt sickly sweet. Never taking my eyes off his, I carefully mopped it all up with his once white towel. His chest was heaving up and down when he finally said, "That should be enough for today...you can go now." "Thank you, sir." I nodded as I stepped over the soiled towel and left his room. My legs were weak and chaffed as I slowly walked along the main school corridor to the girls' toilets savouring the stinging feeling in my arse and the ache in my pussy and nipples. Once inside the toilet I carefully took my cold, wet knickers off and laid them on top of a toilet cistern as I swiftly shoved a finger inside my pulsating twat and pressed my sore arse against the cold metal door, closed my eyes and flicked my little rosebud like a mad woman as I frigged myself until I had the most glorious orgasm. When I got my breath back I flushed my stinking knickers down the toilet then washed my gash and legs until the smell of piss was pretty much gone. I brushed my hair then made my knickerless way up the stairs to my first class of the afternoon. Just like Tuesday I struggled to concentrate as my arse was tingling nearly as much as my pussy as I re-lived my caning over and over again as the Geography teacher droned on and on. The day was 'topped off' by making sure that I slowly walked upstairs in front of a group of giggling 13 year old boys on the Double- Decker school bus, making sure that they got a good look up my short skirt at my red-raw arse and who knows what else! For a variety of reasons I didn't get into enough trouble to be sent back to the Headmaster over the next few weeks; but still masturbated furiously every night and some mornings re-living every second of my thrashings and pissing my pants in front of him. Then, just as we were about to break up for the Easter holidays, my whole life crashed around my feet when my parents split up and my mother took my sister and I to live 100 miles away to live with my grandparents. Mother's plans for me to go to University went up in smoke as I had to leave school and get a job in a shop to help pay our way. The Headmaster's Room Ch. 03 My story jumps forward 20 years to May of this year. In the intervening years I've been married twice, lived with two other guys and never had any children. My career, as it is, has consisted of a succession of dead-end shop and restaurant work; moving from town to town across the UK and a Summer in Ibiza. "Well, well, well...some people never change. Do they Miss Simpson? It is Miss Simpson?" My legs nearly buckled as I recognised 'that voice' from my teenage years in the middle of an argument with the Chef of the smart restaurant that I was working in. "Get back in there," I hissed at the young man in kitchen whites, "and get it fucking right this time!" My face was like a beetroot as I turned to face my tormenter. "It is you...isn't it...Lisa?" The grey haired man in an expensive tweed suit asked me. "Jesus Christ!" I virtually whistled, "Mr. Skinner; fancy seeing you here." I was grinning like the Cheshire Cat as I held my hand out to greet him. The old man's green eyes twinkled as he took my hand, stood up and kissed me on both cheeks. "Lisa Simpson!" he gasped and smiled, "you could always get into an argument in an empty room!" I was still blushing as he introduced me to his dining partner; Mr. Millhouse a small, squat Jewish man, who was a Physics teacher at the local Private school where Skinner was the Headmaster. As the restaurant wasn't very busy I stood chatting for a few minutes; quickly telling him of my recent past and admitting to being currently single. As the night wore on Skinner smiled and winked at me every time our eyes met; making my pussy very wet as memories of being caned filled my mind and I'm sure his too. At one stage Skinner overheard me calling one of the young waiters a 'dozy cunt' when I discovered that he had tried to over charge a customer. As I handed him his bill, Mr Skinner took hold of my wrist and whispered, "People who use language like that should be punished...don't you think... Miss Simpson?" Both men were smiling as I nodded and agreed, "I suppose so." He paid the large bill and slipped a ten pound tip into my hand. "Come to see me on Thursday at 3.45 and I'll see what I can arrange." Skinner then kissed me on the cheek and whispered, "Wear something business like...smart...I like smart and don't be late...because you know that I can't stand people being late." I'd had a couple of glasses of red wine for courage, when the taxi picked me up from a local wine bar at 3.30 to make the short journey to the school. By the time that I was finally sitting outside Skinner's office I was gasping for a cigarette and my palms were becoming increasingly sweaty. "The Headmaster will be another few minutes," his pretty young blonde secretary told me as she handed me a large mug of coffee that I hadn't asked for. I nervously drank it as I kept asking myself what I was doing there. This was madness; I was now 37 years old and had done most sexual things a red-blooded woman can do over the years; including oral, anal and a couple of threesomes but nothing ever took me to the heights that my masturbation had done after each of Mr Skinner's canings! It was 4.20 when the secretary finally answered the phone and smirked, "The Headmaster will see you now." 'Did she know why I was here?' I thought, 'perhaps he caned her too; she looked as if she would enjoy that sort of thing. Quite tall, big tits and aloof', I thought as I stood up straightened my black dress and brushed away some invisible fluff from my cream leather jacket as I knocked on his door. I nodded and smiled to her as I walked past the meticulously tidy work station. She responded with a thin smile. "Come!" he barked; as I knocked on thick wooden door like a naughty schoolgirl. Twenty years on his voice still had 'that effect' on me. My stomach was in knots as I entered his study. The age old smell of floor wax and old books took me back to my schooldays. "Lisa...welcome," Skinner greeted me. "Marge," he pressed the intercom, "can you bring us coffee for three please?" "No, I've just had a cup thanks." I waved my hands in a negative manner. "Well I'm ready for a cup and I'm sure Mr. Millhouse will be ready for one too". We chatted about our lives, in particular his move to this area and, when my eyes spotted the box of canes in the corner, Skinner sighed and told me of his disappointment that corporal punishment had been made illegal in British schools and he only kept them on show for sentimental reasons. Then his eyes twinkled as he told me that I was the only girl that he'd 'ever had the pleasure' of caning. I was still squirming in my seat when Mr Millhouse and the secretary came in with a tray of coffee and biscuits. "Goodnight Marge," Mr Skinner waved to the young woman as she left the room, "I'll see you in the morning". As soon as the door closed Skinner stood up from behind his desk and poured the coffees. I began to loosen up as we chatted about my life and some of the things that Skinner and Millhouse had done in their jobs until we eventually finished our coffee. Skinner didn't look as old as I'd expected. He must have been about 60 now, his thick grey hair still combed in severe, almost military style. He was still the most unfashionable man in the world; his suit and shirt both slightly too big and beginning to fray at the edges. As I was placing the cups back onto the tray in the corner of the room I turned to see Mr Millhouse moving the chairs behind the Headmaster's desk. I must have looked puzzled because Skinner suddenly took hold of my arm and gently kissed my ear and whispered; "Now that we are all suitably relaxed I think that we can get down to the business that you came to conclude." "Oh my God!" I thought as my chest tightened and heaved at the thought of what was going to happen next. "Can I go to the ladies room first?" I naively asked. The men looked at each other and chuckled; "No!" Skinner shook his head, "Of course not!" My face went crimson and my nipples throbbed as I realised that he had already told Millhouse that he had made me piss my pants 20 years previously. I automatically 'stood to attention' as Skinner slowly walked around me admiring my curvaceous womanly body; occasionally running a bony finger across my heaving breasts or along my ample backside making me shiver with anticipation. The short, be-speckled Physics teacher stood grinning next to the window like a mischievous schoolboy; although he must have been in his mid-forties. "We can forgo any pretence or the need to play games; don't you think Mr Millhouse?" The Headmaster turned to his friend, "As we all know why we are really here." "That would be correct Headmaster," The small man replied; obviously excited at the prospect of watching me get caned. My legs were like jelly and my bladder felt like a balloon as Mr Skinner ordered me to take my dress off. I was in a trance as I reached behind to pull the full length zip down on my dress. With a deep breath, I closed my eyes and dropped the straps off my shoulders; letting the dress drop to my ankles. There was a palpable silence as both men stared at me standing in my underwear and heels. Presuming and hoping that something like this was going to happen I'd dressed accordingly: a black lacy half-cup bra that hardly covered my 34c tits; a matching see-thru thong, suspender belt and 8 denier black stockings. "Mr Millhouse," the Headmaster motioned to his friend, "can you pick Miss Simpson's dress up please? I wouldn't want it to get soiled...if there was to be...an accident." I could feel the giggling man's breath on my legs as I stepped out my dress and he picked it up off the floor. "You've grown into a beautiful young woman, Lisa," Skinner murmured, "and I'm going to cane you exactly the same way that you...enjoyed as a young girl. That's what you've come here for...isn't it?" I replied by smiling. "Only this time I'll let you choose the cane that is going to tear into the lovely soft flesh of your gorgeous arse." "Off you go then." I nearly swooned as he gently tapped my buttocks to send me on my way. The only sounds that could be heard as I slowly crossed the long room were the rustle of my stocking clad legs and the click of my heels on the heavily waxed floorboards. When I reached the same box of bamboo and willow rods that had in his room in 1985 I meticulously bent over letting the two perverts feast their eyes on the tiny piece of black lace that cut into my crack and looked like it had split my ample arse in two. My heart pounded as I spent a minute or two pretending to select a suitable cane, eventually choosing a very thin one; remembering that was the type that stung the most. I turned and walked towards him making sure that my tits bounced as much as possible. As I handed my method of punishment to the Headmaster he told me to turn around and bend over. I complied by running my hands down the nylon on my thighs then grasped my knees as the need to piss was making it very uncomfortable for me to bend over any further and my head was now becoming dizzy. "Are you ready...Miss Simpson?" Skinner barked. Before I could answer the thin cane whipped through the air and hit my plump arse making me yelp. Both men laughed out loud as I wriggled with pain. "I don't think that there is any need for silence tonight," he sniggered, "as everyone has gone home." SWISH – CRACK. "Aaaaaggghhh," I squealed as the cane hit me a second time making me rock forward and one of my tits fell out of the small cup. "Mr Millhouse can you make Miss Simpson a little more comfortable," Skinner motioned to the sniggering man. Millhouse reached beneath my chest and plucked my other tit out of my bra leaving them both swinging for the mens' amusement. SWISH – CRACK. "ShhhhIIITT!" I yelped again as I felt the cane break the skin on my left cheek. Both men were laughing at my embarrassment and pain as I desperately struggled to keep my pee in as my backside burned deliciously. "Grip the desk if it would make you feel better," Skinner advised me. Grateful for small mercies I shuffled forward trying to keep my legs together and grabbed the front of the oak desk. SWISH – CRACK the cane ripped into my arse a fourth time making me throw my head back as I tried not to scream with pain but failed, "Aaaaaayyyyyaaa!" I was now biting my ruby-red glossy lips and had my eyes tightly closed as I fought back the tears when I felt the end of the willow rod probe between my buttocks eventually sliding across my engorged labia. "You bastard!" I hissed as I desperately tried to stop myself peeing; although I knew that I was eventually going to and wanted to, for them. "Spread your legs...Miss Simpson," his husky voice got even lower, "and Mr Millhouse; will you do the necessary please?" I eased my feet apart about 18 inches and gulped for air as my arse glowed and my need to piss became more and more desperate. A second later his perverted friend was beside me and had his fingers in the sides of my g-string. As soon as the Headmaster had finished tormenting me by see-sawing the long cane between my extended pussy-flaps, Millhouse quickly pulled my pants down to my ankles; only stopping to let me step out of them. The silence was broken by their heavy breathing as I straightened my legs and arched my back making my arse jut high in the air and giving them an unobstructed view of my freshly shaved cunt which was absolutely full of boiling urine. Just as I took a huge deep breath ...SWISH-CRACK, the cane hit both cheeks with so much force I screamed with pain and finally my bladder emptied with a flood. The feeling of release was awesome as the hot urine gushed out of my hot cunt and splashed onto the hard floor. "Huh, huh, is that what you wanted" I grunted with relief as the golden piss clung to my nylons as it ran down my legs into a large puddle at my feet. "She's finished," Millhouse sighed as I shook the last few drops out of my throbbing cunt. Swish-crack, swish-crack the Headmaster thrashed my arse with the cane another four times; until he felt my arse felt couldn't take any more. "It's your turn now Mr. Millhouse," Skinner told his friend, as I gasped for air and my heart felt like it was going to explode. "Thank you Headmaster," the creepy little man wheezed. The next I knew Millhouse was gently stroking my throbbing arse cheeks as if they were porcelain. "Oh you beauty," he whispered, "ooohhh you beautiful girl." The he began kissing the long red welts that the cane had carved into my soft flesh. My legs were now so weak I had to grip the oak desk to avoid sliding onto the floor and into the puddle of piss. As he kissed and licked my arse Mr. Millhouse's hands were gliding up and down the soft nylon on my legs; alternating between the inside and the outside. I was so worn out from the thrashing I hardly noticed when he pulled my cheeks apart and began slowly licking my sweaty arse crack, until the tip of his tongue touched my anus which made me twitch. "Oooooohhhhh," I sighed as he forced his warm wet tongue into my tight brown hole. My breathing became more forced as his tongue buried deeper inside me and his hands erotically stroked my stocking clad legs. My pussy was now burning as brightly as my tanned backside. All I wanted was something – anything to be shoved inside my gaping cunt. Millhouse alternated tonguing my anus with kissing and licking my stinging arse cheeks which was now driving me crazy with excitement. "I think that's enough Mr Millhouse," The Headmaster panted. Millhouse planted a big sloppy kiss on my left cheek then left me wide-legged and at their mercy. I moved my arms to push myself back up, but the Headmaster prodded my fleshy arse with the tip of his cane. "I don't think so young lady." He told me as he pushed the thin cane between my legs until it edged between my oozing cunt lips. "Oh God," I sighed as the cane sawed across my prickling hole. "You've done a very good job, sir," The Headmaster quietly told his friend, "I think she will be very receptive now." I turned my head to see that Millhouse was already unbuttoning his trousers. "Turn your head away, young lady." The elder man grunted and flicked the cane until it stung my cunt. "Aaaaaayyyyyaaa bastard!" I squealed. My head was spinning with pain and passion when I felt someone press against my smouldering arse. Then with no preparation as his cock easily slid into my sloppy cunt. "Ohhhhh yyyyeeeeessssss," I gasped as the rock hard prick filled me up. Millhouse grabbed my hips with his clammy hands and began forcefully fucking me from behind. I was ecstatic as his cock pounded my willing pussy as he banged against my sore backside. "Yes...yes....yes!" I kept panting as he knocked the wind out of my stomach with his hammering. When I arched my back to try and meet his thrusts his hands quickly moved over my stomach and grabbed my swinging tits; mauling and pinching them. "Harder...harder," I screamed, "fuck me harder!" Millhouse replied by squeezing and tugging my nipples with his bony fingers making me scream even louder. "Huh...huh...I'm nearly cumming," he suddenly gulped. "Take it out and push it in her mouth!" The Headmaster shouted at his friend. Millhouse whipped his dick out of my swollen twat and grabbed my hair; twisting me around and down onto my knees. As I felt the cold piss seep into my nylons my face was directly opposite his throbbing cock. "Suck it....suck it you dirty cow!" Millhouse screeched. I didn't need telling twice and instantly covered his twitching cock with my ruby red lips. His cock tasted delicious as I sucked my pussy juice off it and until his five inches filled my mouth. Millhouse was trembling with excitement as my head bobbed up and down on his shaft as he continued twisting my hair. "Biiiittcchhh!" He groaned as my mouth filled with his bitter, hot, lumpy spunk. In his exhilaration the teacher appeared to slip on the piss puddle making him let go of my hair as he steadied himself; making his ejaculating cock spring from my mouth and spray the last of his cum onto my face. As Millhouse turned and stepped away I flopped forward onto my hands and knees. My senses were now acutely aware of everything around me especially the smells. My nostrils filled up with the stench of his spunk which was dripping from my face and the stale piss that I was kneeling in as well as the normal wax and old books. I slowly raised my head to see Skinner standing in front of me; naked apart from his long black cape. "Stand up, please Miss Simpson." He told me as he handled his rock hard gnarly uncircumcised cock which was pointing up to the ceiling. Shattered from my thrashing and Millhouse's fucking it seemed to take an age for me to get to my feet which just made him grin with power. "Lie on the desk for me please," his voice was still as cold and calculating as ever. I immediately stepped back until I was touching the desk. "No my dear, actually lie on it with your legs as wide open as possible." As I sat on the edge the coldness of the wood against my red-hot flesh made me gasp. I did as I was commanded lying flat on my back with my knees in the air and spread my legs exposing my shaved cunt to their stare. Skinner bent forward and began lapping at my dripping pussy making me gasp with delight. "Oh God...yeesssss!" He was an expert with his tongue; licking my slit, my clit my arse hole...every fucking thing beneath my belly button! I was so turned on I wrapped my legs around his head and tried to pull his face inside my cunt when Millhouse moved next to us and began mauling my tits again. Then; when Skinner finally slid two long fat fingers deep inside my hole I howled like a bitch as my orgasm nearly blew my head off. My legs were limp and my body was trembling as Skinner lifted my ankles onto his shoulders and pressed his fat plum against my gash. "Fuck me...fuck me...HARD!" I spat out as his six inches forced their way into my belly. Skinner lent forward bending me in double as he fucked me rigid. His cock felt wonderful as it pounded my cervix and his balls bounced off my arse. "Fuck me harder...harder you bastard...FUCK ME!" I kept screaming as Skinner hammered his cock deep inside me and Millhouse sucked and twisted my tits and nipples. "Fuck me ...FUCK Maagghhh....uughh!" I spluttered as Millhouse somehow managed to climb onto the desk and shove his stiff cock into my mouth. I was in Heaven as I got the fucking of my life at both ends by two pillars of the community. Millhouse's circumcised cock was perfect for sucking and filled my mouth without making me gag. "Mmmm....mmm...mmmm." I purred as the men pounded away. Then without any warning Skinner pulled his cock out of my cunt and instantly pressed it against my shithole. His cock was covered in so much goo from my twat it slid into my arsehole with ease. With a mouthful of cock all I could do was make gurgling noises as Skinner fucked my arse with the same ease as my pussy. It felt magnificent as my arse felt as full as a boil! I don't know how long the three of us had been coupled in sexual ecstasy but I knew that he couldn't possibly hold out much longer and I was right. "Ugh, ugh, ugh," Skinner suddenly grunted, as he tensed up and spewed his hot cum deep into my bowels. Millhouse popped his cock out of my mouth and quickly tugged at it sending even more of his spunk across my face and tits. My body felt strangely empty as both men stepped away from me still lying on the desk. As I turned around to slide off the desk my arsehole was aching so much from the Headmaster's pounding I suddenly had the urge to fart. Unable to stop myself I 'let one go', only it wasn't just a fart; and a spunk covered lump of shit curled out of my anus, instantly followed by a longer second one; both splashing into the puddle of piss under the desk. The Headmaster's Room Ch. 03 "Oh Christ!" I gasped when I realised what I'd done, "Oh...Mr. Skinner!" The men looked shocked then burst out laughing. "Today just gets better and better!" Skinner chuckled as he began playing with his wilting cock again.