A ‘Parfect’ Caning
As the 9 o’clock news came on the car radio Luke began to get annoyed, “Oh come on Steve, where the fuck are you?” he muttered to himself in the privacy of his car, tapping his hands in irritated fashion against the steering wheel as he did so.
Luke had been parked on the overgrown gravel drive of the former boarding school since 8.30 am and wished he’d collected the keys from the office himself. At least that way he could have made a start on the inventory. Patience was not one of Luke's strong points, he hated waiting for anything and sitting in his car just wasting time really didn’t agree with him.
Not wanting to ditch Steve in trouble though, Luke waited a few more minutes before deciding that he had no other choice but to ’phone the office.
“Oh, Hi Andy, I’m glad it’s you and not Truscott, I’m at the old boarding school and there’s no sign of Steve, been waiting ages and he’s supposed to be bringing the keys so I'm a bit stuck, can’t even get into the bloody building.”
“I thought someone had let you know,” responded Andy. “Steve’s wife went into labour during the early hours so he’s at the hospital, Truscott’s sent the new girl, Georgia Reeves, over to join you. She left around half an hour ago but the traffic in town is mental, she's definitely on her way though.”
“Has she got the keys ‘cause I really don’t fancy wasting more time driving back to collect them?” said Luke, sounding somewhat irritated.
“Yeah, of course, she has you pillock, just play with your dick and think about Georgia’s gorgeous arse ‘til she gets there, she’s quite a looker, wouldn’t mind spending the day with her myself you lucky bastard. Mind you, I reckon she’s a bit too posh for you though,” chuckled Andy.
“Yeah, and she’s definitely too fucking posh for a low-life like you Andy,” laughed Luke in return.
Knowing that the wait should soon be over, Luke checked his reflection in the rear-view mirror and tidied his hair with his fingers in anticipation of Georgia’s arrival, before getting out of the car to stretch his legs and straighten his clothing.
Luke was a handsome guy, a shade over six feet in height, athletically built and despite Georgia’s ‘poshness’ he certainly didn’t rule out his chances. Smiling to himself, he couldn’t help but recall the number of masturbatory fantasies that he’d had about Georgia in the short time since her arrival at Truscott and Ashton.
As he continued to wait, Luke looked at the front of the old school, imagining what it must have been like in its heyday and the stories it could tell. It seemed a real shame that such a glorious, ivy-clad building surrounded by its now wildly overgrown playing fields and the woodland beyond, was due to make way for a housing estate, but at least the fact that Truscott and Ashton were handling the auction of the contents, ensured a day of gainful employment, far preferable to being stuck at head office doing paperwork all day.
Luke turned his head as the crunching sound of tyres on the long, overgrown gravel drive announced that Georgia had finally arrived.
As her bright red Renault Clio reached the turning circle in front of the building and pulled up alongside his own car, Luke watched as Georgia got out, his eyes scanning her every, glorious inch as she did so. Any frustration at being kept waiting immediately evaporated as he relished the opportunity of spending the day with this most desirable young woman.
Georgia was gorgeous, totally gorgeous, there was no denying that. She was tall and slender and the fact she had plaited her long, blonde hair into pigtails and was wearing a short, lemon-coloured tunic style gypsy dress with suede knee-high boots, really set his pulse racing.
“I’m so sorry I’ve kept you waiting Luke, but I only found out I was coming here when I arrived at the office this morning, and the amount of traffic in town on the way here was totally insane,” said Georgia apologetically.
Luke smiled, “Well, you’re here now and that’s all that matters, but I guess we’d better get started ’cause this one’s probably going to take most of the day.”
Luke had worked for Truscott and Ashton Auctioneers and Valuers for almost three years and was well accustomed to carrying out inventories of large properties. Taking the folders that would be needed to complete the inventory from the back seat of his car along with a portable work light, Luke then collected his flask of coffee and the plastic box containing his ‘elevenses’ from the passenger foot-well. With his arms full, Luke turned toward the main entrance to the school as Georgia followed.
“Okay, you’ve got the keys, Miss. Reeves, so after you, let’s get this show on the road,” he said, smiling at his jocular formality of address and gesturing with his head towards the once grand entrance to the building, its intricate double front arched door, now covered in flaking paint.
As Georgia stepped forward, she unlocked the padlock which had been added for extra security before offering the large mortice key to the imposing church like keyhole of the door.
Once inside the building both Luke and Georgia paused in silence to savour the delight of the tired old building, it was hard not to imagine the sound of the many footsteps and voices that would have echoed around this magnificent oak-panelled entrance hall during the hundred and fifty years it had been a school.
A large oak table stood close to the wall just inside the entrance and was an ideal place to open the folders and distribute the inventory. Each folder contained a floor-plan of the entire five-storey building which Luke and Steve had prepared on an earlier visit.
“Okay,” said Luke, “All of the outbuildings and dormitory blocks were done by Steve and me on Friday so we're just focusing on this, the main building. We just need to focus on the unfixed items, Hamilton and Briggs are coming in at the end of next week to begin removing the fixed stuff for reclamation. I reckon it would work best if I do the attic and top floor and you do the cellar and this floor and we join forces with the second floor at the end. You okay with that?”
Georgia smiled and nodded in agreement.
Luke paused to glance at his wristwatch, “We can meet back here for elevenses at, well, eleven, and compare notes on how it’s going and set ourselves a target to reach before lunch,” he added with a smile.
“Oh, I haven’t brought anything to eat or drink,” responded Georgia. “I didn’t know I was coming here until shortly before I left the office, would have brought some old togs to put on if I’d known, my dress is going to end up terribly filthy.”
Luke smiled, “Well, I can’t help with your dress, but if you like bread rolls, peanut butter flavoured breakfast bars and strong coffee, you can share mine, but you might have to buy me lunch at the pub in the village,” he chuckled.
Luke handed Georgia the folder she would need for the cellar and passed her the portable light, “Any problems just yell.”
“Parfect,” said Georgia as she took hold of the folder.
Luke smiled, “How come you speak so posh?” Georgia’s expression suggested that she didn’t really see this as a compliment and pondered before answering, “Probably because I went to a school a bit like this one, only there were just ‘garls’ at my school,” she said with an air of annoyance amidst her upper-class tones.
Luke headed off up the grand old staircase towards the attic rooms which were mainly used for storage, the wear on the wooden treads of the main staircase telling the story of the many footsteps that had made the journey up and down those stairs all the way back to the 1860s.
Luke had something of a passion for history and just being in a building such as this triggered his sentimental side as he imagined the lives of the thousands of pupils and the many teachers who had passed through this school over the years. Such a shame, he thought, that he would be amongst the last few people to enter the building before the bulldozers moved in.
Georgia may have been new to this kind of work, but with a first-class degree to her name her brains were every bit a match for her beauty and as she made her way down the enclosed staircase to the cellar, she was determined to impress Luke. Although she considered him a bit rough around the edges, there was actually something about him that she quite liked and out of all the guys who worked at Truscott and Ashton she undoubtedly found him the most appealing.
Luke had already planned to tease Georgia with a ‘what took you so long moment’ when they met up at 11 o’clock and his determination to finish the attic quickly and make a decent start on the top floor, meant that for once, he would give the task ahead his full concentration. With the added bonus of having lunch at the village pub with the stunning young woman he was teamed with for the day a distinct possibility if they made sufficient progress, he had every incentive to get things done as quickly as he could.
The solitude of the attic and the image of Georgia so fresh in his mind, was though, too much for Luke to resist liberating his penis and working it rigorously to thoughts of the beautiful young woman just a few floors below him.
Amidst the dust, cobwebs and musty aroma, the attic contained all manner of school memorabilia; piles of old books, maps, framed photographs, trophies and medals, globes, microscopes, old uniforms, in fact, it was a veritable Aladdin’s Cave. Luke’s lascivious thoughts of Georgia had brought him to the boil quickly and with his masturbatory fix over, he began the arduous task of photographing and listing everything as well as assessing its condition so that he had all that was needed to begin placing a value on each item when back in the office.
Georgia’s task was somewhat less intricate, but the basement was certainly cavernous, spreading the full extent of the building’s perimeter and divided by sturdy brick arches and pillars which supported the building above. The cellar was packed with old desks and chairs, bookcases, sports equipment, old dormitory beds, in fact, just about anything, it seemed, that had nowhere else to go.
The cellar was gloomy, with natural light provided by just a few small windows high in the walls. Armed with the powerful portable light that Luke had given her, Georgia wasted little time in getting herself organised and getting on with listing the items contained there. As she worked her way around the cellar, her mind was soon filled with thoughts of her own school days. There were many similarities between this old school and the one she had attended and she soon found herself reminiscing about her experiences just a few short years before.
Life in an all-girl boarding school had certainly produced some surprises and with contact with boys a near impossibility, she smiled as she recalled the relationships she’d encountered with other girls whilst at school.
She remembered, in particular, Michaela Langton in her year, a strong and controlling personality, gorgeous and dark-haired. She had allowed Michaela to break her hymen with a vibrator, she’d wanted it to happen even though she knew it might hurt like hell and that for many, the loss of their virginity was such a big deal. Georgia had wanted it though, to be Michaela’s equal. Michaela’s hymen was already broken, an encounter with a lad she’d met on a family holiday to Corfu she claimed.
For almost an entire term, Michaela had been the main inspiration for Georgia’s sexual desires as they secretly experimented on each other, their fingers and tongues exploring every enticing part of each other’s bodies, breasts and buttocks kneaded like erotic dough and vaginas and even arseholes stimulated to the point of orgasm with whatever suitable object was to hand. After her relationship with Michaela, came Kimberly Davies and later again, Rachelle Trubshaw, attractive girls also, her intimacy with them far too precious to be forgotten.
A little over an hour after heading to the attic, Luke checked his watch as he headed down the stairs and saw that he had exactly twenty minutes before he was due to meet Georgia back in the entrance hall for elevenses. Whilst rummaging through the items contained in an old trunk hidden in the corner of the attic, he had come across a mortar-board and gown dating back to who knows when, and after shaking the dust from these distinctive symbols of academia, he couldn’t help but try them on in the hope that his beautiful colleague, might just warm to his amusing side.
Despite the vast number of items stored there and the irresistibility of masturbating to thoughts of Georgia, Luke had completed the inventory of the attic in record time and smiled to himself as he imagined that Georgia was probably barely halfway through collating the items in the cellar. Wearing the gown he had discovered in the attic and with the ill-fitting mortar-board perched precariously on his head, he made his way down the staircase to make a start on the third floor.
As Luke entered the first of the six classrooms on that floor, he began by assessing the oak desks with hinged lids set out in neat rows which dominated the classroom. It was so different from modern classrooms but so typical of a bygone age.
At twenty-four years of age, Luke had only seen such classrooms in books and films and as he paused to run a finger around the white, ceramic inkwell inset into one of the desks, he could only imagine what it would have been like to go to a school like this.
Luke’s own, state education had been very different to this and perhaps if he’d come from a more privileged background, he could have flavoured life in what appeared to be a total time-warp. After all, this school had only shut its doors seven years earlier.
Amidst the dust and cobwebs that had accumulated since the abandonment of the building, Luke ploughed on and completed the first of the classrooms on this floor, and with 11 o’clock fast approaching, he made his way down the staircase and into the entrance hall, eagerly relishing the opportunity of once more feasting his eyes on the totally delicious Georgia.
With no sign of her in the hall, Luke went across to the doorway that led to the cellar and called down the staircase, smiling as he imagined she was still struggling to complete her task. He had decided that no matter what progress was made, he would definitely take Georgia for that pub lunch, even if it meant staying on alone well into the evening to complete the inventory.
“I’m in the Headmaster’s study,” she called back. “I finished the cellar ages ago, slowcoach,” giggled Georgia.
After straightening the mortar-board to keep it in place, Luke retrieved his flask and plastic ‘elevenses’ box from the oak table and made his way along the corridor to the former Headmaster’s study.
Georgia was knelt down in front of a bookcase scrutinising a shabby 1981 copy of an almanack. As she looked up, she smiled at Luke’s attempt at ‘fancy dress.’
“Do I call you Headmaster or Sir?” she chuckled.
“Oh, either will do just fine,” laughed Luke.
Pulling the plastic cup from the top of his flask, he removed the spare cup from inside it and placed them both on the dusty, faded red leather inlay of the large pedestal desk that took pride of place in the study. After filling both cups with coffee he removed the lid of his plastic lunch box.
“Help yourself,” he invited Georgia.
“Thanks,” replied Georgia rising to her feet. “Are these old almanacks worth anything?” she asked as she stepped forward still clutching the book.
“No, not really, a decent condition one might fetch around a fiver at best,” responded Luke.
Sipping their coffee, Georgia peered into the lunchbox. Helping herself to one of the breakfast bars, she chuckled at the numerous individually foil wrapped portions of butter that were there for the bread rolls, “Have you pilfered those from a restaurant or something?” she inquired.
“No, my uncle runs a catering business and gives them to me,” responded Luke, smiling at Georgia’s use of the word pilfered.
With Georgia having consumed her coffee and a breakfast bar, Luke indulged himself further with a generously buttered bread roll as Georgia checked her floor-plan. “I’ll just see what’s in this store cupboard and I’m pretty much done in here,” she said as she opened the cupboard’s heavy oak door.
“Gosh, take a look in here,” she giggled as she scanned the contents of the cupboard.
Luke wandered across and stood behind his attractive colleague, peering over her shoulder.
Judging by the amount of dust and cobwebs, it was likely that no one had ventured into this cupboard since the school had closed. Piles of faded and unused exercise books, folders and files seemed to fill almost every space, but what had caught Georgia’s attention was a collection of crook-handled, traditional school canes hanging from a bracket attached to the wall.
“Wow,” she said excitedly. “I wonder if these got much use, if it was anything like my school, I imagine they probably did.”
Luke screwed up his face, “You’re only, what, twenty, twenty-one, they banned the cane ages ago, you’re much too young to have been at school when they used it.”
Georgia laughed, “No you idiot, they didn’t use the cane during my time, but my school was totally massive on its history, the entrance hall was full of display cabinets. You know the kind of thing, lots of photographs and memorabilia, examples of school uniforms through the ages, sports equipment through the ages, trophies, things like that, all displayed in oak-framed glass panelled cabinets. One of the cabinets was devoted to things to do with the school’s history of corporal punishment and had a number of canes a bit like these as well as leather straps, old leather slippers, plimsolls, wooden rulers and such, all of which had been used for punishment years ago. By the way, I’m twenty-two, actually!”
Luke watched as Georgia stepped forward and lifted one of the canes from the bracket and ran her hands along it before swishing it through the air causing a cloud of dust as she did so. Although he’d never admitted it to anyone, the films he’d seen online where an attractive young woman found herself on the receiving end of corporal punishment had inspired some of his fantasies. Imagining the cane being applied to Georgia’s luscious cheeks, was almost too much to contemplate as the swelling between his legs bore testimony to his arousal.
Georgia had a gleeful expression on her face, “The cabinet at my school even had a punishment record book from the 1960’s open at the middle so you could read the entries on the pages, I’ve often wondered what it would have been like to have been at school in those days and what it would actually have been like to feel the cane across your bottom.”
“Pretty painful I reckon,” responded Luke, with a feeling of inner embarrassment as he couldn’t help but think of the many masturbatory fantasies that Georgia’s gorgeous bottom had inspired for him since her arrival at Truscott and Ashton. A little over an hour earlier in the attic, he had felt the sweetness of his release with that very bottom at the forefront of his mind. Although Georgia had joined the firm less than a month earlier, her gorgeous arse had been a talking point amongst most of the male staff, with many agreeing that she had an even better arse than Truscott’s secretary, Michelle Harper.
Luke watched in puzzlement as Georgia stepped back from the cupboard still clutching the cane before turning to face him, her liquid, pale blue eyes staring straight at him.
“The Punishment Record Book at my school had a whole list of names on the pages that were open. I can even remember most of the names and what the ‘garls’ had done to earn their punishment,” she enthused.
“Go on then, tell me,” said Luke, working on the basis that Georgia seemed decidedly keen to tell him and it wouldn’t appear that he was asking for some lubricious gain.
“Well, all the entries on view were from 1967 and the first one was in February of that ‘yar’ when a ‘garl’ called Jennifer Talbot received twelve with the slipper across her knickers for failing a dormitory inspection for the third time in a row.”
Luke grinned, “S’pose that means she didn’t make her bed properly, silly girl.”
“Maybe,” replied Georgia with a grin.
“There were a couple of others who failed their dormitory inspections and one of them, a ‘garl’ called Roberta Hennessy, was given twelve with the strap on her bare bottom.”
“Now she must have had a really badly made bed!” chuckled Luke. “So what about the cane, did any of them get the cane?” he added, perhaps a little more enthusiastically than intended.
“Oh yes, there were a few who received the cane; Melanie Forester was given six strokes with the senior cane across her knickers for using bad language during a hockey match against another school, Felicity Stanthorpe received twelve with the senior cane across her knickers for cheating in her mocks and Rachelle Grantly received twelve strokes of the cane across her knickers in front of the whole school during morning assembly for smoking.”
“Now that really does sound embarrassing,” commented Luke. “Can’t imagine how awful she must have felt getting caned in front of the whole school.”
“Mind you,” began Georgia. “The one that really sticks in my mind was a ‘garl’ called Lucinda Taylor-Gregson who received twelve strokes of the senior cane on her bare bottom for ‘exceeding her authority and administering corporal punishment to another ‘garl’ without permission’. Apparently, she’d given six strokes of the cane to a ‘garl’ from her own class on her bare bottom.”
“So,” responded Luke, “This Lucinda whatshername had caned another girl in her own class and for doing that she ended up getting twice as many strokes on her own bare bum. Sounds fair enough to me.”
Georgia smiled, “The thing is, in one of the other display cabinets, there were lots of photographs of Lucinda Taylor-Gregson, she was totally gorgeous and seemed to excel at sport and was also ‘Head-garl’ during her final ‘yar’ in 1967, so that’s probably how she came to use the cane on another ‘garl’ and then ended up getting caned herself.”
With the thought of Lucinda Taylor-Gregson’s caning adding to his arousal, Luke did his best to appear matter of fact about the incident. “Yeah, I’ve heard that years ago prefects and that, and I s’pose Head-girls and Head-boys, used to be allowed to punish other pupils, crazy idea,” said Luke. “So, this Lucinda was Head-girl and caned another girl without getting permission first,” he added.
“Yes, that seems to be about the measure of it,” responded Georgia. “Anyway, whatever the finer details, it resulted in a very beautiful young woman getting her bare bottom soundly caned.”
“Wow,” added Luke. “How on earth can you remember all those names and the details of the punishments those girls got?”
Georgia smiled, “I suppose it’s because I was utterly fascinated by the punishments they got and read the entries in the punishment book over and over again, so the names rather stuck in my mind.”
“So,” added Luke, feeling just a little more adventurous following Georgia’s enthusiasm at conveying this story, “Do you think you’d have liked to have been at school when they actually used corporal punishment?”
Georgia pondered for a moment or two and with a slightly coy look, responded with a nervous giggle, “Well, yes, rather, it might have been kind of fun. I did once get threatened with the cane when I was eighteen, well sort of anyway. Myself and a ‘garl’ called Sophie Hennessy had come back so late from a trip to the shops one Saturday that we missed supper and were sent to the Headmistress’s study. Mrs Mulholland, the Headmistress, took out a cane from her cupboard and told us we had the choice of being caned or doing detention for a whole week.”
“Hey,” began Luke. “She’d have been in a load of trouble if she’d caned you after it had been banned, surely!”
“Oh no, she wasn’t really going to do it, it was just something that she sometimes did to remind the ‘garls’ what punishment they would have been given if they’d been at the school back in the old days, I think she got a bit of a kick out of it. We always had our suspicions about Mulholland and reckoned that when she was younger, she probably really enjoyed caning ‘garls’ bottoms when she was allowed to. Actually, I wouldn’t have minded if she’d caned me, I’d have much preferred it to doing detention.”
“Really?” responded Luke, trying to sound surprised in an attempt to mask his ever-increasing arousal.
“Well, yes, I really think I would have, there’s something a bit naughty, sexy about getting caned on the bottom, especially the bare bottom,” giggled Georgia.
Luke swallowed hard, the image of this stunningly beautiful young woman on the receiving end of a bare bottom caning was becoming almost too much to bear as he felt every cell in his body tingle at Georgia’s admission and if nothing else, he knew his masturbatory fantasies for Georgia would almost certainly be taking a particularly interesting turn from now on.
“So have you actually ever been caned?” Luke felt compelled to ask as he struggled to regain his composure.
Georgia shook her head, “No I’ve never been caned, but I’ve had my bottom spanked a few times by a guy I knew at university, but I really would like to be caned as I’ve always been fascinated as to what it would be like.”
Luke became aware of an embarrassing bulge which was appearing in the front of his trousers and hastily tried moving the gown he was wearing over the bulge in an attempt to conceal it from Georgia’s view.
“Will you cane me Sir?” asked Georgia, holding out the cane for Luke to take hold of.
Luke nervously cleared his throat and took hold of the cane, almost without realising he had done so as the bulge in his trousers grew ever larger.
“Judging by what’s going on in your trousers, I think you’d probably quite like to cane me,” chuckled Georgia with a broad smile that displayed her perfect teeth.
Luke blushed and holding the cane between his hands he nervously flexed it, surprised at how pliant the sturdy-looking implement was.
Georgia smiled, sensing that Luke’s desire to cane her was probably a close match to her own desire to feel its bite across her naked buttocks.
“I’d like you to give me twelve strokes on my bare bottom, I really want to know exactly what it was like for ‘garls’ like Lucinda Taylor-Gregson all those years ago.”
Luke gave a nervous laugh, “Are you really being serious about this Georgia, or just trying to tease me?”
Georgia smiled and slowly nodded her head, “Headmaster, I’m being totally serious and what could be more ‘parfect’ than a naughty ‘garl’ being caned in a real study in a real school by a very handsome headmaster?”
“Bloody hell Georgia, we hardly know each other. You mean you really do want me to cane you?”
Georgia again nodded her head, “Yah, I really do, I want to know exactly what it feels like to be caned just like Lucinda Taylor-Gregson was caned.”
Luke fidgeted uncomfortably, “But heck, we’d be the talk of the office and probably both get fired. I don’t know about you, but I reckon I’d end up having to move to Australia or somewhere to escape the embarrassment.”
Georgia smiled, “It’s such a shame we allow our lives to be governed by what others might think, and few of us actually get to fully explore our true desires. We should seize the moment when we have the opportunity, or we might regret it forever.”
Luke glanced down at the bulge in his snug-fitting trousers, “So if I do cane you, no one will ever know?”
Georgia slowly shook her head, “No, of course not, there’s no one else here and I’m certainly not going to tell anyone.”
Luke pondered for a moment, “Okay, so anything we do or tell each other will remain our secret?”
“Absolutely and utterly, cross my heart and, well, cane my bum,” she responded. “Don’t be a ridiculous wimp,” she added with a giggle.
Luke gently nodded his head as his handsome face broke into a smile, “Okay Georgia, I will cane you. In fact, I think I’d really like to cane you.”
Stepping back from Georgia, Luke swished the cane a couple of times, enjoying the sound as it displaced the air around it. Although he’d never used a cane before, he had every confidence that it wouldn’t be that difficult, after all, he was a natural at most sports, especially racquet games and had a good eye for a ball. Accurately striking the erotic ‘ball’ that Georgia would present as she bent for her caning really shouldn’t pose a problem for him.
“Well, so, I guess if you pull down your knickers and bend over the desk, I’ll get on with giving you the twelve cane stokes then,” said Luke slightly nervously.
Georgia laughed, “Oh come on Luke, I thought you were more adventurous. If we’re really going to do this properly, we need to role play it, make it seem real, after all, you are dressed for the part, Mr. extremely handsome Headmaster.”
Luke again blushed, his usual confidence with the opposite sex somehow challenged by Georgia’s unexpected request. Had she simply been angling for a fuck he’d have willingly obliged without hesitation, after all, it was only a couple of weeks since he’d done a valuation at a former hotel and ended up in a four-poster bed shagging the pretty, young estate agent who was there to let him in.
“Okay Luke, I’m ‘Head-garl’ and you’ve sent for me because I’ve caned another ‘garl’ on her bare bottom without permission.” Luke gently nodded in agreement.
“Best we pretend it’s someone we both know to make it seem more real, so let’s say I’ve caned Mr. Truscott’s secretary, Michelle Harper, she’s very attractive and has a gorgeous bottom, so I’m sure you won’t mind including her in our little fantasy,” added Georgia.
Luke chuckled, “I’m sure her bottom will do fine,” he grinned. “Actually, her arse is quite popular with the guys in the office. Mind you, I think yours is even more popular, well, it certainly is with me anyway.”
Georgia smiled her approval at this compliment, “Okay, I’ll go outside and knock and we’ll take it from there.”
As she made her way out of the study closing the door behind her, Luke placed the cane on top of the bookcase next to the desk and knowing that he had reached the point of no return, he stood and waited. After a few moments, Georgia knocked the door firmly.
“Come in,” responded Luke.
As the door opened, Georgia stepped confidently into the study. “I was told to come and see you, Headmaster,” she announced with a broad smile.
“Oh yes, um, Georgia, I, I need you…………. to explain something to me,” responded Luke with an air of nervous hesitation in his voice.
“Anything I can do to help Headmaster, you know that I take my position as ‘Head-garl’ very seriously, very seriously indeed Sir.”
Luke placed his hands behind his back and straightened up to his full height.
“I understand that you, that you, saw fit to cane Michelle Harper earlier today, six strokes on her bare, her bare bottom, I believe.”
“Oh yes, Headmaster, she was a very naughty ‘garl’, very naughty indeed. I caught her masturbating in the dormitory, using one of those simply dreadful vibrator things. Thought a caning on her bare bottom might make her think twice before doing anything like that again.”
“Um, well,” responded Luke. “You’re probably right and I might call her in and give her a caning myself for, for, such a disgraceful act and confis**te that vibrator, but as Head-girl, as Head-girl, you are surely aware that you are only allowed to administer corporal punishment after you have been given permission to do so by me.”
Georgia opened her mouth wide, doing a very convincing act of looking shocked.
“Oh, but Headmaster, I felt it best to deal with the matter without delay, we can’t have ‘garls’ like Michelle Harper masturbating, it isn’t right and without punishment, she’d have only done it again as soon as my back was turned. Her vagina was very wet, in fact positively dripping, and I truly believe that delaying her caning in any way would have been a less effective punishment. Best to cane her while she was still aroused, far more effective than waiting until she’d simmered down don’t you think?”
Luke had never role played like this before and with Georgia having slipped into her role so effortlessly he soon found himself really absorbed into the experience. With his hands remaining clasped behind his back he positioned himself next to the desk as he prepared to announce to Georgia that she was to be caned.
“I do agree that caning Michelle Harper, while she was still aroused, may have had its benefits, but I’m sorry Georgia, rules are rules and as Head-girl you must realise that you are not above those rules and if you break them you have to be punished,” said Luke in more eloquent fashion as he began to feel more at ease.
“But Headmaster, I don’t understand, I was merely trying to uphold the good name of the school and stop an extremely naughty ‘garl’ from masturbating.”
Luke breathed in deeply and slowly before responding. “Well I’m sorry Georgia, but for giving Michelle Harper six strokes of the cane on her bare bottom without seeking the proper permission, I have no choice but to punish you, it’s twelve strokes of the cane for you on your own bare bottom.”
Georgia’s mouth formed a near-perfect circle as she made a convincing act of absorbing this news.
“But Headmaster, I only gave Michelle six strokes, so surely I should only receive six and not twelve, my poor bottom will suffer terribly if I’m given twelve strokes.”
Luke did his best to look stern, “I’m afraid Georgia that as Head-girl any punishment given to you for breaking the rules will be twice as severe as for any other girl in the school, so I have no choice but to give you twelve strokes.”
Hanging her head and with her voice little more than a whisper, Georgia acknowledged her plight, “Very well Headmaster, if you say so, I suppose I have to accept twelve strokes of the cane on my bare bottom, but it does seem rather unfair and it really is going to be so terribly painful.”
These words alone enough to cause Luke’s penis to once more swell within his trousers. Picking up the cane from the top of the bookcase, Luke ordered Georgia to bend over the desk.
Slowly and deliberately she leaned forward and wrapped her fingers around the far edge, her schoolgirl pigtails dangling provocatively and almost brushing the desk’s dusty surface as she did so. Placing the cane beside her, Luke took hold of the hem of her lemon-coloured gypsy dress, raising it up and folding it into the small of her back to reveal the tight, white panties that were now the only visual barrier to the very bottom that Luke had become so infatuated with.
Slipping his fingers into the waistband of her panties, Luke peeled them down until they rested close to the top of her suede boots before allowing himself just a few moments to feast his eyes on the magnificent, bottom she now presented.
As Luke retrieved the cane from the desk, Georgia turned her head, “Oh please Headmaster, don’t cane me, please don’t. I’m in the school gymnastics team tomorrow and if I’ve got a sore bottom, I might let the team down and it will be so embarrassing if there are marks on my buttocks that my leotard doesn’t cover.”
The sight of Georgia’s naked bottom and the thought of her in a leotard displaying the marks of her caning was without doubt, totally mouth-watering. In his fantasies, Luke had drooled to thoughts of that very bottom over and over again, but as his eyes feasted on it for real it was even more perfect than he had ever imagined.
Like a delicious peach, the smooth, feminine contours of Georgia’s buttocks blended perfectly with sumptuous thighs that tapered majestically downwards and with the lips of her vagina peeping invitingly between her legs, it was an image that Luke wanted etched in his mind forever.
Offering the cane to the centre of Georgia’s bottom, Luke tapped it lightly against her.
“Twelve strokes of the cane Georgia Reeves, let’s hope this will be a lesson to you and there’ll be no more caning girls’ bottoms without permission,” he said in the sternest tone he could muster.
“No Sir, I’ll always ask your permission from now on, even if I do come across another ‘garl’ masturbating.”
“If you do ever forget and cane another girl without permission, I’ll have no choice but to cane your bare bottom in front of the whole school in assembly,” he added with a grin, as he recalled the fate of the girl from the punishment book that had been caned for smoking.
“No Headmaster, I’ll never do it again I promise, it would be so awfully embarrassing if the whole school saw my bare bottom being caned.”
Luke’s penis drifted in and out of hardness as he continued to tap the cane against her buttocks and imagined this gorgeous young woman caned in front of an entire school.
“Would you like me to count the strokes Headmaster?” enquired Georgia in what appeared to be an invitational tone.
“Yes, good idea Georgia, count out each stroke clearly and remember that failure to do so will mean the stroke will be given again,” he responded, as he remembered the films he’d seen where girls were made to count aloud.
Eventually taking the plunge, Luke drew the cane back and delivered the first stroke squarely across the centre of Georgia’s delightful cheeks. Although not the hardest of strokes, it had landed crisply and painted an instant line across the creamy canvas of her beautiful bottom.
“OUCH,” squealed Georgia. “Oh, that really stings Sir. One Sir.”
Drawing the cane back once more, the second stroke was slightly harder and placed slightly lower, painting another line across Georgia’s cheeks.
As an intake of breath hissed through her teeth, Georgia raised her head, her pigtails swaying back and forth, before responding, “AH, AH…… two Sir”.
Offering the cane to the upper portion of her buttocks for the third stroke, Luke drew it back and brought it down firmly across the intended area.
As another stripe blossomed, Georgia cried out, “OH, OH, OH, OUCH……that really stung Sir…… three Sir,”
With two more strokes of similar force added, the once creamy, smooth perfection of Georgia’s bottom had already begun to succumb to the challenge as parallel stripes embossed the pinnacle of each delicious buttock.
Focusing on the widest available gap, Luke addressed Georgia’s bottom for the sixth stroke and as he once more drew the cane back, he brought it down firmly, generating a satisfying crack as the cane made contact with its magnificent target.
A white line near-perfectly bisected the gap on her upper buttocks before almost instantly flushing red, as Georgia once more cried out to her anguish, “EEEOWCH, OW-OW-OW....Six Sir, God that really did hurt.”
At this halfway point, Luke chose to examine Georgia’s bottom and as he ran his fingertips across the contours of the delightful cheeks before him, the ‘tent pole’ in his trousers bore testimony to his arousal. It was clear that the relatively moderate level of strokes he had administered to this point had certainly made their mark.
After giving Georgia permission to stand and rub her bottom for a few moments, Luke briefly broke from role play and asked if she was okay.
“Yes, it really bloody, stings,” she replied with a giggle as she rubbed herself. “I’m fine though, so make the next six real bramahs, I really want to feel like I’ve had a thoroughly proper caning,” she added.
As Georgia returned to position, Luke once again rested the cane against the luscious cheeks on offer, slightly unsure as to what a ‘bramah’ was, but suitably convinced that it was an invitation to cane her much harder.
“Are you ready Georgia?” he enquired as he once more tapped the cane against her cheeks.
“Yes, I’m ready Sir,” she replied.
Drawing the cane back a little further this time he brought it down with a resounding ‘thwack’ across the lower part of her bottom.
“Eee-ow-ow-ow!” wailed Georgia thrusting her head back as she did so and contorting her bottom wildly before returning to position. “Seven Sir,” she eventually responded.
Without delay Luke delivered another similar stroke from the pliant cane, “OW-AH-OW,” she cried rocking from foot to foot. “OH, OH….. Eight…… S-Sir,” she added, her voice clearly strained by her anguish.
Twice more Georgia felt the burning bite of the cane forcefully strike her cheeks and with her vocal protests increasing with each new stroke, Luke was left in little doubt that she wasn’t far from tears. With ten strokes given, vivid red stripes now painted an increasingly erotic pattern across her buttocks.
“How does your bottom feel now Georgia?” asked Luke.
“My bottom is throbbing Sir, really throbbing, it really, really hurts.”
“It’s a caning Georgia, it’s supposed to hurt,” responded Luke.
Reaching forward, Luke once more traversed his hand over the surface of Georgia’s buttocks. With the throbbing of his erect penis perhaps a close match to the throbbing in Georgia’s buttocks, he relished the feel of the swellings that had erupted on the pinnacle of each of her delightful cheeks.
"Two more strokes and your caning is over Georgia,” announced Luke.
“Yes Sir, I suppose I deserve them to be very hard strokes Sir as the final two strokes I gave Michelle Harper were exceptionally hard and left simply dreadful marks on her beautiful bottom.”
Luke smiled to himself, the fantasy of the lovely Michelle Harper getting her bare bottom caned was arousing in itself, but with Georgia’s sagacious direction for her caning to end with two, truly blistering strokes, his penis now swelled to the point of aching within his trousers.
Focusing on the centre of Georgia’s bottom, Luke raised the cane for the penultimate time. As the cane swished through the air and cracked forcefully against the tender female flesh of her already challenged bottom, she jolted upright grasping her bottom with both hands.
“YEEOW, “AAH! AAH! OW, WOW! ….... OH FUCK, .... FUCK…. sorry, but that really, really hurt,” she cried as she appeared to have broken from role play.
After contorting her bottom wildly for a few moments, Georgia managed to compose herself, “Eleven Sir,” she eventually added.
As Georgia settled back over the desk for her final stroke, her wriggling had caused her dress to fall back into place. As Luke once again folded it over to reveal the well-marked cheeks beneath, he could only imagine the variety of colourful hues that would blossom over the coming days on what was perhaps, the most delicious bottom he had ever set eyes on.
Addressing the lower portion of Georgia’s buttocks with the cane for the final stroke, Luke tapped it lightly against her before once more raising it high above his shoulder and unleashing a stroke that nearly lifted Georgia off her feet. The sound of the impact resembled a pistol shot as it echoed around the study, and as the agony of the stroke became fully processed, Georgia let out a high-pitched shriek as she almost climbed onto the desk. “OW, WOW, WOW, OW,” AH, AH, OH GOD, AH…..OH GOD,” she yelled as she clutched her throbbing buttocks in her hands, rubbing them frantically in an attempt to quell her anguish. “Twelve Sir,” she eventually added as she recovered some of her composure.
As Luke placed the cane on the desk beside her, it was clear to see that the implement which had instilled such fear in so many in years gone by, had certainly taken its toll on Georgia’s bottom. Angry raised weals embossed her cheeks and Luke could only wonder whether the caning she had seemed so eager to receive had actually matched her expectations.
“Oh gosh, oh gosh, that really, really fucking hurt and my bottom feels as though it’s been roasted,” she said, managing to smile through her anguish.
“I hope that wasn’t too hard,” said Luke concerned by the severity of the final strokes.
“No, it was ‘parfect,’ absolutely ‘parfect’,” replied Georgia, her voice displaying an air of excitement amidst her obvious discomfort.
Continuing to rub herself, Georgia occasionally paused to fan herself with her hands, prompting Luke to once more place his hand on her enticing bottom. As he delighted in sliding his hand over the magnificent contours of her tender flesh his eyes became drawn to the glistening lips which peeped between her thighs.
Slipping his hand beneath her, he teased it against the moistness of Georgia’s vagina before raising his fingers to his lips and secretly tasting the precious juice that oozed from within this delectable young woman. Despite the pain inflicted, there seemed little doubt that Georgia had not found this caning an altogether unpleasant experience and as her womanly juice continued to flow, she writhed to his touch before rising from the desk and turning to face him.
Dropping to her knees, Georgia tugged at Luke’s belt, and with little doubt as to her intentions, he hastily released his trousers as she eagerly coaxed them down his legs along with his underwear.
Clutching his swollen penis in her hand, Georgia began to steadily work him before offering her tongue to its tip and drawing him deep into her mouth. Grasping his buttocks in her hands, she eased herself back and forth running her teeth along his shaft, slightly hurting, yet blissfully pleasurable and as Luke groaned to her attentions, he found himself unable to resist taking hold of her schoolgirl pigtails. The girls who had worn their hair in pigtails during his own school days had often fallen victim to having them tugged by mischievous boys, but as Luke took hold of Georgia’s pigtails and held them above her, mischief was not his intention as his hands rode with the movement of her beautiful head as she continued to suck him.
For Luke, there was something so erotic about the unmistakeable squelching of a saliva filled mouth attending a male appendage, especially when that mouth belonged to a beautiful young woman like Georgia and the appendage was his own.
As Georgia continued her skilful attention, Luke knew that however determined he was to control the inevitable, he was getting ever closer to releasing in her mouth. Wanting this moment to last forever, he was glad that draining his resources by masturbating to thoughts of Georgia in the attic had dulled him just a little. Perhaps without this he would have already coated Georgia’s tonsils with his seed, but Georgia, it seemed, was ahead of the game.
Pulling her head back she looked up into his eyes, “Have you got a thingy, a condom?” she asked. “I really don’t fancy taking any chances, but God do I need a real fuck!”
“No, I haven’t,” responded Luke, his tone displaying his deep disappointment as he imagined the delight of plunging his swollen manhood deep into Georgia’s simmering vagina.
“I was supposed to be spending the day with Steve Gilbert and he’s not really my type, so I didn’t come prepared,” added Luke in an attempt to make light of the situation amidst his frustration.
“Then you’ll just have to bugger me, actually I quite like anal sex and I suppose it’s quite appropriate to take it up the old Botticelli after being caned!” grinned Georgia.
Luke chuckled at Georgia’s quirky brand of terminology, if she was the product of a privileged education, then long may such schools exist, he thought to himself.
If Luke’s penis had in any way softened after being released from Georgia’s luscious mouth, the invitation to bugger this gorgeous young woman immediately restored it to full hardness. Despite the temptation, how glad he was to have held back on cumming in her mouth.
Placing herself back over the desk in the same position as before and raising her dress with purpose, Luke once more scrutinised Georgia’s well-marked bottom and with the cane lying next to her and the ill-fitting mortar board now accompanying it, he imagined the delight of adding a few more welts to the colourful landscape she presented.
Taking one of the foil-wrapped portions from his lunchbox, Luke generously coated his index finger in the soft butter it contained, before easing Georgia’s buttocks apart and catching his first real glimpse of the neatly puckered surround of her anus. Slipping that finger into the hole on offer, he penetrated the tightness of her sphincter, working to lubricate her, before adding a second finger to open her further.
“Ooooh, that feels so good,” groaned Georgia as she squirmed to his attentions.
Luke’s eyes were once more drawn to the sopping lips of her vagina, strands of precious nectar hung beneath her, swaying back and forth, a perfect complement to the butter, he thought. Gathering her juice with his fingers, Luke worked Georgia’s anus until satisfied that this unconventional cocktail had fully lubricated her. With his penis once more throbbing, he offered its saliva-coated tip to her hole before easing it into her, watching intently as it disappeared from view into the depths of this tight and most private orifice.
Georgia writhed at the initial intrusion, “Ah, Ah, Oooh, Oh God,” she murmured with a giggle that suggested she was not unaccepting of being stretched to her limit.
As Luke began to ride in and out, his beautiful companion was soon to relax and acclimatise. “I actually really love it up my bum,” she added in breathless tones. "Dreadful ‘garl’ aren’t I?”
“No Georgia, you’re a totally, bloody, amazing girl,” responded Luke as he added a slap to her already challenged right buttock making her squeal as he delighted in the tightness of the hidden gem of her anus.
Despite his good looks and never being a guy who was short on female attention, Luke’s only previous experience with anal sex had been the result of handing over his hard-earnt cash to a decent looking brunette who had advertised online. With ‘A Levels’ part of her repertoire, Luke had visited the woman, if only to tick another box in his experience of life.
The invitation to sodomize Georgia’s freshly caned bottom was though, in a different league and as he felt his cock slide in and out her hole, it was as though every cell in his body had come alive. Pressing his own naked skin against her challenged buttocks as he drove his penis to the hilt was bliss in itself, but as Georgia reached down and began to work herself, Luke knew that it would take all the willpower he possessed to avoid cumming too soon.
As Georgia began to moan ever louder, the skilful attention she applied to herself created a ‘soundtrack’ that Luke could have happily listened to forever, and as he quickened his pace, she began to work herself ever more frantically.
“OH YES, KEEP FUCKING ME, DON’T STOP,” she cried as she clung onto the far edge of the desk with her free hand.
“OH GOD, KEEP FUCKING MY ARSEHOLE,” she yelled, her volume perhaps equal to the cries she had given when the hardest of the cane strokes had landed on her buttocks.
As Luke further increased the pace of his thrusts the sound of his own flesh slapping against the flesh of Georgia’s tender buttocks created a wonderful percussion, as he knew that for him at least, this blissful journey would soon reach its end.
Suddenly and inevitably, Luke felt the sweetness of his release, but with his cock still firm enough to satisfy her, he continued to ride Georgia until moments later, she gave a triumphant cry as her body weakened across the desk like a deliciously erotic ragdoll.
>>>>>>>>
Although only a short walk from the old school, the 16th century, thatched village pub could have been a million miles from the headmaster’s study as Luke and Georgia enjoyed their basket meals on the terrace in the warm summer sunshine as they overlooked the river.
As Luke finished his crumbed chicken strips and began drinking his coffee, Georgia still had a way to go with her scampi and chips.
“Gosh, there’s loads of scampi with this,” said Georgia. “Far more than I expected, not sure I’m going to manage all of it.”
Luke smiled, “Serves you right for eating all your chips first and drowning the scampi in tartar sauce,” he chuckled as he reached across and helped himself to one of the pieces of scampi with his fingers.
“Hey, keep your mitts off, you total pig, I didn’t say you could help yourself,” grinned Georgia.
After the caning and the intimacy that followed, both Luke and Georgia had somehow managed to refocus and press on with the inventory of the former school, only heading for the pub when they had met their lunchtime target. As they sat on the hard, wooden integral benches of the picnic-style tables on the terrace, Luke found himself unable to resist asking, “How’s your bum Georgia, would you like me to go and ask for a cushion for you to sit on?” he said with a broad smile.
Georgia pulled a face, “No thank you. Actually, it doesn’t really hurt that much now, just feels tingly and warm, kind of itchy, rather nice in a way and my bumhole seems to have gone back to normal,” grinned Georgia.
“Well, I reckon you’re going to have some pretty decent bruises for a while though,” responded Luke.
“Oh, that’s fine, actually I quite like bruises, I like pressing them when they’re ripe, had one on my thigh a few weeks ago after walking into a table when the lights fused in my flat, and simply couldn’t leave it alone. I think I’ll probably enjoy having a few on my bum to press.”
Luke grinned, “You’re totally priceless Georgia, amazing in fact. I don’t think I’ve ever met anyone quite like you.”
Georgia giggled, “You’re pretty different yourself Luke, you definitely wield a pretty mean cane and you definitely know how to please a ‘garl’ with that big cock of yours.”
Luke blushed and quickly scanned the neighbouring tables. Georgia was certainly no shrinking violet and seemed oblivious to the fact that there were others in close proximity who could so easily have heard her every word.
Sipping his coffee, Luke secretly watched Georgia tackle her remaining pieces of scampi. There was something he always found mildly erotic about watching a beautiful woman masticating and as she ate the last few pieces, he couldn’t help but be reminded that less than two hours earlier this luscious young woman had been energetically ‘masticating’ on his cock.
“Sorry to talk shop,” began Luke, in an attempt to direct the conversation to something more suitable for a public area. “I’ve got two more classrooms and a couple of storage rooms to finish on the third floor, just wondered how that fits with what you’ve got left to do to finish the ground-floor.”
After swallowing the piece of scampi she was chewing, Georgia responded, “I’ve just got a bit more of the refectory to do and then it’s just the kitchen and the ground floor is done and dusted, well not literally,” she giggled. “It’ll still be pretty dusty, but I would say we should be able to join up and get started on the second floor by about 3.”
“Yeah,” responded Luke. “We should comfortably be finished by 5 o’clock, maybe even earlier if we really crack on.”
Having succeeded in the challenge presented by her scampi, Georgia put down her knife and fork before raising her coffee cup to her lips. As she sipped her coffee she peered over the rim of the cup with a mischievous twinkle in her eye. “Luke, there are quite a few canes in that storeroom in the study, do you think it would be okay if I, well, take the one you caned me with and maybe a couple of the others?”
Luke smiled, “I’m sure they won’t be missed, I can’t imagine that anyone knows how many are there or probably has any idea that they’re there at all. Anyway, what do you want them for?”
Georgia looked slightly coy and for once lowered her voice, “Well, as you’re discovering, I’m a bit of a naughty, kinky ‘garl’ and well, if a handsome young gentleman like yourself, saw fit to spank and cane my bottom when I’ve been really naughty, those canes might just get a new lease of life.” Georgia pursed her lips and widened her pale blue eyes as she seemed to relish this admission.
If the collar of Luke’s shirt hadn’t already been loosened, he would certainly have had to loosen it now as he felt almost every cell in his body tingle and his cock once more began to swell.
“Are you asking me to……?” began Luke, stopping in his tracks as the attractive, young, dark-haired waitress who had earlier served them with their basket meals and coffee, suddenly appeared at the table.
“Can I get you anything else?” asked the waitress with a smile.
Luke gently shook his head, “No I’m fine thank you, that was perfect.”
“Me too, the scampi was ‘parfect,’ really nice,” said Georgia. “Just the bill when you have a moment,” she added with a smile.
The pretty, young waitress returned the smile and went over to the next table which had now been vacated. As she leaned forward to clear the table, Georgia scanned her rearview as her snug-fitting, black pencil skirt drew tight across her shapely buttocks.
Leaning towards Luke, she whispered, “I reckon a few cane strokes across that lovely posterior wouldn’t go amiss.”
“Maybe we should invite her to join us in the headmaster’s study when she’s finished her shift,” whispered Luke with a chuckle.
A short while later, the pretty waitress returned and placed the bill on the table. “If you take this to the bar, they’ll be able to take your payment,” said the waitress with another smile.
Grasping the bill, Georgia stood up to go and pay.
“No, I’ll pay,” said Luke. “I was only joking about you paying for lunch if you shared my elevenses,” he added, feeling rather embarrassed that she appeared to have taken him seriously.
“No, no, we had an agreement, if I shared your elevenses then I would pay for lunch,” said Georgia emphatically. “Anyway, I want to pay so that it’s your turn to pay on Saturday when you invite me out to dinner,” grinned Georgia.
Luke smiled, “Okay, that sounds like a very acceptable deal, I’d really love to take you out to dinner on Saturday.”
With the bill paid, Georgia and Luke made their way back along the quiet lane towards the old school and as they reached the school gates, Georgia linked arms with Luke as they made their way through the weeds that had grown up through the gravel drive.
As they reached the seclusion of the turning circle in front of the old school, Georgia and Luke embraced, and shared a long, passionate kiss as Georgia’s hand clutched the front of Luke’s trousers causing his cock to once more swell.
“You taste of coffee,” said Georgia as they eventually came up for air.
“So do you,” responded Luke. “Totally delicious coffee of course,” he added as he slipped a packet of condoms from his pocket and showed them to Georgia.
“Where did you find those,” said Georgia with a broad smile.
“They had a vending machine in the pub loo and well, when I saw it, I immediately thought of you,” responded Luke. “I’ve already sampled two of your fuck holes today, so thought you might be up for completing the triathlon before we finish up here!”
Georgia grinned, “I think I’d really like that, and well, although I think my bum’s just a teeny-weeny bit too sore for another twelve strokes of the cane, I think that perhaps, before Sir slips his lovely big cock into this naughty ‘garl’s’ simmering cunt he should at least consider taking her back to the study and well, taking down her knickers and giving her six of the best on her bare bottom.”
“Parfect,” responded Luke with a chuckle.
The End