It had been a very hot day and Kevin, who was in his last term at St. George's had been caught sunbathing in the nude on the flat roof of the gym ....some stupid cow had telephoned the gym master having seen him from her attic window across the cricket pitch. Jim Bailey the athletics and gym master had suddenly popped up out of the trapdoor and found Kevin lazing on his back with the begining of an errection, caused by the sensuous feel of the warm sun on his young almost adult body. Jim had ordered him to get dressed at once and to report to his private sitting room after prep. Kevin knew what that meant.....Jim was a famed caner in the sense that although he didn't get much chance to show his prowess being only a junior master , when he did, the victim was able to report that he was nevertheless a champion in the art of wielding a cane across a bare backside. However the prospect of discovering Jim's bravura did not altogether displease Kevin....of course it would hurt like hell but Jim Bailey, who was about 35 was very _s_e_x_y and to be caned by such an exciting guy had its compensations!
During prep Kevin was sitting in the front row of the big school room where the six hundred odd boys assembled every evening to finish their academic day. Quite by chance Jim Bailey was the master in charge that evening and was sitting at the desk right opposite Kevin, who quite narurally found it very difficult to concentrate on his European history book. Jim was wearing a v-necked sweatshirt which showed off his muscular torso to great effect and allowed a good view of his dark brown chest hair as it mingled with his beard which he wore full and quite long and curly. He was reading a novel of some kind and only occaisinoally looked up at the silent boys in front of him. This gave Kevin plenty of time to contemplate the strong hairy arms resting om the desk and wonder what his coming caning would be like.....of course it would be bare....all boys over sixteen were always caned bare and rarely given less than six strokes, but Kevin was a house prefect and nearly eighteen, so he would undoubtedly be getting more than that...but how many more....the highest number of strokes awarded since he'd been at the St. Georges had been eighteen......but that had been in stead of expulsion. He felt his _c_o_c_k_ begin to stiffen with excitement when Jim turned over a page of his novel with his large hairy right hand causing the powerful sinews in his arm to flex provokingly. Kevin was thinking how he would like to touch the hard hairy arms in front of him, when Jim suddenly looked up straight at him, his brown eyes glinting with what?... anger?.... anticipation?.... amusement? Kevin could't tell.
"What are you staring at, boy?" growled Jim, "Get on with your work, and don't forget our appointment after the bell!" As he said this he unmistakably smiled, showing his straight white teeth which contrasted strongly with his dark bushy beard.
Kevin felt his heart miss a beat.....and shifted uncomfortably on his chair ...partly in anticipation of the caning and partly to re-arrange his now rock hard prick, and with a flicker of a return smile buried his eyes in his history book.
It seemed the bell wuold never go...but at last it did and there was immediately a clatter of desks being shut and feet almost running towards the dining room where there was a last snack before the junoirs went up to their dormitories. Jim Bailey closed his book and rose to go....he was well over six foot with broad shoulders and a slim waist and cut a fine figure, he was in fact by general consensus the best looking master in the school and the fact that he was also unmarried had led to a lot of rumours among the boys, especially as no-one had ever seen him out and about with a girlfriend either.....he seemed to dedicate himself entirely to the school and its numerous sporting activities.
Just as he was leaving Jim turned to Kevin and said, "Give me five minutes and then I'll be ready for you."
Kevin flashed a rather feeble smile at Mr. Bailey and mumbled "O. K. Sir."
In fact in five minutes Kevin knocked at the door of Bailey's private siting room.
"Come in !" said Jim's pleasent deep voice , and Kevin opened the door and entered the large bed-sitting room which comprised Jim's living quarters at St. Georges. Kevin's heart missed another beat when he saw that Mr. Bailey was wearing only a shower robe and looking even more _s_e_x_y than usual.
" Come in Kevin and shut the door behind you, we don't want the whole school to hear what we're up to , do we?"
Kevin shut the door and turned to face the gorgeous guy towering in front of him.
"Now, the first thing we have to agree on is what punishment you deserve for this afternoon's exhibition.....any suggestions?"
"Well" muttered Kevin " I suppose I deserve a caning."
"That goes without saying" smiled Jim "And of course it'll be with the senior cane across your bare arse....I was only wondering if you had a number of strokes in mind?"
Kevin thought to himself....I'm going to get more than six but perhaps if I say nine it won't be more. So he said: " I thought nine might be sufficient, Sir."
"Oh did you? Well I'm afraid I had somewhat more in mind, but perhaps we could start with nine. But first I want you to tell me when you were last caned and by whom."
This seemed an anusual approach to punishment but Kevin could only reply. "Last summer I was caned by headmaster for calling St. Georges a shagging-shop"
"And how many did he give you?"
"Six, bare."
" And how did it feel?" Continued Jim sitting down in the corner of the l-shaped sofa bed which stood against one wall of the room, crossing his hairy muscular legs......perhaps to hide a swelling in his groin?
" It hurt like hell but the head is much older than you, Sir, and by no means athletic so I suppose what's coming to me will be worse." "I would hope and imagine so." smiled the bearded giant relaxing back on the sofa. "But tell me have you never experienced a secret enjoyment in being caned......I thought I noticed some unorthodox movement in your trousers as you recalled your last time?"
Kevin blushed in spite of himself not quite knowing what to reply. " Well...I...don't really know, Sir, perhaps the IDEA of being caned sometimes seems exciting but the actual event is quite a different matter."
" There's no need to be ashamed, boy lots of guys enjoy being caned and many go on getting their backsides tanned long after they've left school. I myself always got a kick out of being on the receiving end of a well delivered caning. At my school we had a groundsman who was an ex-wrestling champion and the head often delegated him to cane us boys.......and I can tell you he really enjoyed laying into the 'toff's' backsides. We usually got twelve bare but any unauthorised movement could bring the number up to twent-four and frequently did. You are probably wondering why I'm telling you all this instead of getting down to the business in hand.......well as you're a big strapping lad I thought we could come to a gentleman's agreement.....I shall give you six as hard as I can lay it on and then I want you to return the compliment and if I consider it well done I shall only give you another six . If on the other hand I find your caning of me unsatisfactory I shall give you another twelve bringing your punishment to the maximum of eighteen. And if you don't wan't to come to such an agreement I shall give you the full twenty-four we used to get in my day. Well...what do you say?"
Kevin could hardly believe his ears....this fabulously butch man was giving him the chance to whack his muscular arse.....with a senior cane!!! As a house prefect he had been able to deliver four strokes clothed, with a junior cane to the odd younger boy, but his was beyond his wildest dreams....so much so that in his hurry to agree he almost forgot what his bum would have to go through in any case.
" O. K., Sir, I think that's very fair." he blurted out before Jim Bailey could have time to change his mind.
"Good. That's settled then. Take off all your clothes and put them on the sofa while I select a cane or two from my collection." said Jim getting up and going over to a tall wardrobe in the corner of the room. Kevin began to take off his clothes and fold them neatly prior to putting them on the sofa. He didn't even feel embarassed about his state of _s_e_x_ual excitement after what the gym master had told him. But all the while he watched Jim fumbling in the wardrobe and heard the rattling of clearly a fair number of canes. At length Jim turned round holding two long viscious, slightly bent senior canes......which he put down on his desk, and a towel which he draped over the back of the sofa.
" Good I see you're ready ." he said smiling at Kevin. "Just let me get out of this" he continued slipping off his shower robe to reveal his full hairy nakedness and a roaring hard-on!!!
"Now, I want you to bend over the end of the sofa, or rather lie along its back with your legs well spread on either side...." he said flexing one of the viscious canes across his muscular hairy chest. Kevin complied.
"That's fine...now I'm going to take a six pace run up for the first six strokes and I shall bring the cane down with maximum force when I am level, almost with your chest...this ensures a strong follow-through and the angle of attack allows maximum coverage of both buttocks thanks to the flexibility of the cane, . I'm telling you this so that it'll be of use to you when it's your turn....and I advise you to take mental note....or it'll be the worse for your backside! The first stroke may be a little less severe than the following ones as it serves to lay a good centre stripe to act as a target area for the strokes to follow."
After this little lecture on the techniques of first class caning he took up position back to Kevin's left. Kevin turned his head to watch fascinated both by the huge hairy naked body and the action of its well-toned muscles. Jim didn't object as he obviously liked being admired. With a rapidly increasing run up like the action of a fast bowler, Jim delivered a first mighty stroke. Kevin heard a sizzling swish followed by a deafening crack.......there was then a pause before the agony registered across both arse cheeks and he gasped and drove his _c_o_c_k_ into the back of the sofa.
"Wow......Sir......wow" he could't say anything else but just as the flaming sensation was reaching its maximum level Jim welted down another stroke with even more force which fell about half an inch below the first. Kevin almost screamed from the agony of it but nevertheless found his _c_o_c_k_ remaining rigid and his arse almost looking forward to the next stroke. Jim was a master at the art of caning....so he left plenty of time between strokes to allow Kevin to savour the pain to the utmost, and only after about thirty seconds just as it began to subside, Jim ran up to deliver the third stroke which rang out like a rifle shot and landed just above the first stroke, Kevin howled but more with pleasure than with pain!!!! He had not expected to enjoy pain in this way...but perhaps above a certain limit, fascination takes over especially if the guy who is laying into your backside is so _s_e_x_y! At this point before taking up position for the next stroke Jim ran his big firm warm hand over the three rapidly rising welts on Kevin's arse. This was almost too much and Kevin was in danger of reaching an orgasm.......but luckily he was just able to contain himself but he had no doubt that the towel that Jim had draped over the back of the sofa was more than neccessary.
"Well, Kevin you seem to be enjoying this almost as much as me......let's see if the next three can bring you to a peak of pleasurable pain."
With that he strode back to his starting position and massaging his strong hairy right arm so that the hairs were all standing up on end prepared himself for the fourth stroke. When it arrived it was excrutiating and seemed twice as fierce as the previous ones....Kevin gave a full throated yell but managed to gasp:
"Harder ,Sir, harder, I can take it and I want it!"
"That's what I like to hear....I'll see what I can do perhaps if I change canes it'll help the other one is a little longer, thicker and more flexible." and so saying he went over to the desk and exchanged canes.
Taking his usual run-up he smashed the new weapon into Kevins arse......with a lightly lower pitched hiss followed by an even more terrifying crack which sounded like a volley of rifle shots. The new cane was indeed a more fearful weapon and it split the skin where it cut into Kevins arse although not actually causing bleeding. Kevin howled, screamed and whimpered and his whole body shuddered as if from the spasms of an orgasm but it was only the natural reaction of his young muscles to such extremes of pain.
"Ah ha! I thought that might make a difference," smiled the hairy brute fondling his large rigid _c_o_c_k_, now glistening with pre-come. "The next stroke could be your half-way mark...it'll be up to you"
"I wouldn't mind another twelve from you, Sir, I never imagined being caned could be so excrutiatingly exciting!!!!"
Jim started his run up for the sixth stroke......it was needless to say the best of the best and elicited a real yell of agony from Kevin who squirmed and writhed on the back of the sofa as he savoured the incredible sensation that seemed to posess his whole body as the pain surged from nerve end to nerve end.
" Now you can get off the sofa" said Jim "and prepare to fulfill your share of the bargain."
Kevin gently eased himself off the back of the sofa, but every movement increased the throbbing in his devastated backside. Eventually with some difficulty he managed to stand up.....still sporting a raging erection.
"I see you still have plenty of room for enjoyment." observed Jim as he took note of Kevin's arousal. "Well, now's the time to show what you're capable of. I'm going to lie across the sofa just as you did and I want you to give me six of the very best you can manage.......I haven't enjoyed a good caning session since I left my last teaching post where I came to an agreement with one of the housemasters who used to cane me whenever I felt I needed it. Remember, the second part of your caning depends on your performance!"
He then handed Kevin the heavy cane which had caused such devastation with the last two strokes and began to take up the position Kevin had just relinquished.
Once streatched over the back of the sofa with his strong muscular and very hairy legs nicely spread on each side....Kevin could observe the magnificent , if rather hairy arse presented for punishment. The cheeks were rounded and muscular and shone palely through their light covering of dark brown hair and Kevin felt really excited at the thought of being able to criss-cross them with six red-purple stripes! In fact he had never caned anyone bare before and he had every reason to drive the heavy ratten cane into the presented target as hard as he could.
"Are you ready, Sir?" he asked rather timidly, his voice shaking slightly.
"Yes, ready and waiting!" replied Jim now perfectly in position.
Kevin, remembering the lesson he had learnt by experience, walked back a few paces and took aim for his first stroke. He raised the cane, nad then lowered it again remembering his tennis forehand smash.....the raising of the cane must come in conjuntion with the approach. He ran up to his target and brought the cane down with all his force on the hairy buttocks presented to him. Jim made no sound but threw his head back as the pain registered. Kevin was fascinated by the visual effect his first stroke had.....the cane had seemed to bury itself in the hairy flesh before him and then rebound back leaving a dark red line which rapidly swelled and became purple in the centre remaining dark red on either side. He had obviously got the angle right as both buttocks were evenly marked.
"That was a reasonable start, boy, but you'll have to better if you want to save your arse the extra six strokes" commented Jim, who quickly relaxed back into his former position. Kevin wondered how he could get more force into the next stroke.....and decided to add another two steps to his run up and to be quite sure to use the extremity of the cane as that was the part which travelled through the air faster. He also remembered reading in some old public school story that the secret of a a really powerful caning was to aim not at he butocks but as if one wanted to strike the back of the head. He put all this into practice and with a devastating crash brought a second stroke down right beside the first. This time he got a more satisfactory reaction from Jim Bailey who grunted and writhed uncomfortably...unable to make any comment for a few seconds.
When he eventually recovered enough composure to speak it was only to say: "That's more like it ,boy, you may save youre arse yet." Kevin was begining to enjoy himself and he decided to try another tactic....that was to crash down several strokes in as quick a succession as possible so as to increase the pain without time for recovery. Thus he he welted into Jim's arse with the third ,fourth and fifth strokes with as little pause as his taking up position would allow. He obtained the required result at the fifth stroke Jim yelled and writhed in agony on the back of the couch.
" Wowee!!" he gasped. "You don't need much teaching in the use of a cane.......that was almost as good as the groundsman of my youth!"
"Stay, down ,Sir, you've still got one more to come." said Kevin quite entering into the role of punishing master, as he admired the now ravaged arse in front of him sporting five neat purple, parallel stripes. The last stroke had to be a masterstroke, the classic five barred gate effect which if applied with sufficient force should draw blood at each intersection of the previous cuts. So Kevin took careful aim and delivered the sixth stroke in a descending diagonal cutting across all the previous welts......Jim bucked and yelled and liquid blood began to ooze from each of the crossover points. Kevin was decidedly satisfied with his performance....and so it seemed was Jim who gingerly felt the welts on his splendidly masculine bum before painfully rising to his feet.
"Well, Kevin, you've certainly saved yourself a full twelve....but there's still the little matter of six to be settled so if you'll hand me the cane and get back in position, we'll continue to the end of our agreement.
Kevin, in the excitement of the moment had almost forgotten what he still had coming to him......but there was nothing for it but to obey and get in position for another six strokes from Mr. Bailey who must have been one of the world's best caners!
Jim ,with his own backside thouroughly tanned was more determined than ever to administer the severest caning possible to Kevin's already devastated arse.
He took up position even further back than before, and usung a run up nearer to that of a long-jump preparation than a fast bowler, he delivered the first of the second six strokes.......Kevin yelled for all he was worth.....and thought that he'd never be able to take another five like that.....but of course Jim had no mercy and with measured slowness continued to crash down stroke after stroke ..... Two......Three.....four......FIVE..... "And now the last one" ssssssssttttttttttt CRRRRAAAAAACCCCCK!!!!
Kevin screamed in agony and sobbed uncontrollably....Jim had won....his errection had vanished and he was now just a humiliated teen-ager.....with a very badly bruised and bleeding bum.
Jim Bailey, on the other hand was still very excited and his _c_o_c_k_ now needed to explode somewhere.....but where.?...Could he risk _f_u_c_k_ing the sobbing Kevin? He decided to try his luck and began by helping the prostrate boy to his feet congratulating him at the same time on his fortitude during his caning. Both men were still naked and as Kevin felt Jims hairy arm round his shoulders he also felt his _c_o_c_k_ stirring back into life.
"Have you ever had _s_e_x_ with a man?" Jim asked him point blank.
"No, Sir," Kevin sniffed through his tears "But I think I'd like to try it at least once."
"Well" said Jim "Perhaps we should put the sofa-bed to a pleasanter use......if you lie down on your stomach I'll put a little vaseline on your arsehole and then all you have to do is relax and let me slide into you.......and I'm sure you'll find it quite enjoyable."
Kevin had often imagined himself being _f_u_c_k_ed by Jim Bailey and so he needed little persuasion, although this was his first time.
"O. K. Sir. You take the lead I'm ready for anything after a caning like the one you've just given me ...and I'm sure even being raped couldn't be as painful"
Jim carefully vaselined Kevin's arse and then gently penetrated him. Kevin found the sensation fantastic especially the feel of Jim's hairy body on his smooth one and the unique pain caused by the older mans groin bouncing off his damageds buttocks....and in a very short time Jim was pumping his load into Kevins pulsating sphincters as he too came with amazing force.
When Kevin eventually got to his dormitory that night it was already after lights out so his mates had to wait till morning to admire the twelve bloody stripes on his young adult arse. But although he had to sleep on his stomach Kevin passed a night full of erotic dreams in which canes and hairy gym masters were very prominent. Jim Bailey never again alluded to their evening of punishment but after Kevin had left St. Georges and gone to University they often met up at Kevins digs in the city for similar sessions....... and Kevin managed to get together quite a collection of canes for their mutual satisfaction and pleasure.
The End