The Vacation 5

By Jane Marwood
hagnaby77@yahoo.com

Copyright 2025 by Jane Marwood, all rights reserved

[21,288 words]´

VAC 5


The sun was already shining at six a.m. There had been no time for Samantha to attend to Richard, even though their mother had said her goodbyes to Richard and Samantha at five thirty, when she realised that they were both up and getting ready for school. Samantha was ecstatic when she saw the two boxes that her mother had left upon the kitchen table. There was no time for her to open her box which read apple iPhone. A mobile phone did not have the same import for Richard. He thought that most of the girls that he knew only used them for social media and hardly ever used them to make a call. However, he had been pleased when his mother complimented him upon his academic achievement before kissing him goodbye.

The walk to Gladstone was leisurely and pleasant in the sunshine and there was no one around to see Samantha take his hand and squeeze it. They had reached the school by six thirty and made their way up the stairs to sit on one of the row of chairs outside Miss Watson’s office. Samantha smiled at Richard. “You know Richard, don’t you, that this is where naughty boys and girls will have to sit when they are waiting to get their little bottoms spanked or caned.”

Richard laughed, “well I hope that is not what I am here for. I heard from the deluge of gossip that was going around yesterday, that Miss Watson is also required to deliver judicial corporal punishment for the county. But I don’t think that is true, do you?”

Samantha shook her head from side to side. “No, I can’t imagine her doing that, she is far too nice.” She shuffled on her chair. “I think you should knock, Richard, just in case she is already here. I’ll sit here and wait for you. Well go on then, knock!”

Richard smiled at her. “Always impetuous aren’t you, Samantha.” She giggled, “I guess I would admit to that.”

Richard knocked gently and waited. He did not expect the door to be opened almost immediately to see the beautiful face of Miss Watson. She smiled and spoke softly to him. “Oh, you’ve come early, I am so pleased…”

Emma was just about to ask him into the office when she caught sight of Samantha sitting on one of the chairs. “Oh Samantha! You’ve come together, you may come in too and hear what I have got to say.” She led them both into her office and pulled up another chair, before seating herself behind her desk. “Please sit both of you.”

She sat upright as she gave a tight smile to both of them, the school’s two brightest pupils, as they seated themselves. “I have a problem, which I think that you, Richard can solve for me. Please hear me out before you give me your answer. As you both of you may be aware, we are administering the school’s physical exams for thirteen- to sixteen-year-old pupils, starting today.” She paused before continuing.

“The format of the examinations has changed somewhat. There is nothing problematic about that, except in this instance, the new requirements for the photographic evidence have not been sent to the photographer. Miss Toft obviously depends upon the concise adherence to the instructions that she is given. On this occasion they have not been sent.”

She looked at both of them, her face giving nothing away as she continued. She could not help noticing the faint flush of red that was becoming obvious upon Richard’s cheeks.

“I understand that you, Richard, have already had this examination privately, including the final part of the examination, which I understand is… the photography for your file.”

She looked at him intently as she readied her question. “I am going to ask whether you would be prepared to demonstrate to the photographer the required positions that need to be photographed for the new examination.”

She noticed that Richard’s face had suddenly flushed to a bright red. She also saw that Samantha was shuffling in her seat with a look of excitement upon her pretty face.

“If Miss Toft does not know the new protocol, the physicals will have to be postponed at great cost to the school. She smiled at the embarrassed young boy. “This is a favour, not a demand, Richard. But…I must tell you that on this occasion, it is for the good of the school.”

Before Richard could speak, she added. “It does mean that you would have to be undressed and that you would have to recall the positions that were performed by you during your private examinations. So, you would have to be honest about any embarrassing ones and to have remembered them all accurately.”

Emma sat back and waited as the boy looked so upset as if he were about to cry. For some moments there was no reply until Samantha spoke. Not to Richard, which Emma might have expected, but directly to her.

“Yes, he will do it. Of course he will. Richard took his examination privately because he is terribly shy and becomes embarrassed easily. I know all of the positions he had to adopt because he told me everything about the new requirements for the examination in detail.

If you look at him now, you will see how embarrassed he is, but I know that he will do it. Richard is a very good and obedient boy and would never let the school down… ever, it is not in his nature.”

So, Emma thought, her assumption of finishing the sentence of Samantha’s, slip of the tongue on the telephone, was correct and that she had in fact put him to bed!

Miss Watson looked toward Richard who was visibly quaking and then back to Samantha. “I must hear it from Richard’s own lips, Samantha.” Both Emma and Samantha looked towards Richard.

The boy’s lips were quivering, and his face was a mass of redness and yet he managed to speak. “Yes Miss Watson, I remember everything, I will hate doing it… but… but I will, I mean, if there is no other way.”

“Thank you, Richard, I would not have asked if there was an alternative. You will be helping me and the school enormously, and I am very, very grateful to you. We had better go straight away, otherwise we will hold everything up.”

They reached the science lab, which it seemed was deemed the most suitable room for the photography as it was in most of the schools that had the same format of examination, provided by Professor Cramer. Miss Watson saw Samantha take Richard’s hand and squeeze it - she also saw her pat his bottom. Neither of these gestures was she meant to see.

Pauline Toft was standing by her large tripod mounted camera. She smiled at Miss Watson and thanked her profusely as she glanced at Richard. Richard might have got over his embarrassment if, at that moment, he had not seen the two senior girls enter the room. Both girls wore their badges, which proclaimed their new appointment to prefect.

Richard blushed as he saw them. He knew of both girls. One of the girls was Susie Derkins, she was extremely pretty and had a studious air, aided by the fact that she wore glasses.

Today she was wearing makeup which accented her good looks and her position of authority. The second girl was Julia Perkins, head cheerleader and the erotic fantasy of every boy in the school. She too was wearing makeup, again carefully applied. Both girls were dressed in short, flared skirts.

The skirts were extremely short and would not normally be allowed to be worn in school had it not been a suggestion from Miss Soames, that they would have more attention from the boys during their medicals. She had also given permission for them to wear makeup to enhance their authority.

Above the skirts the girls wore their normal white shirts and ties. Their appearance had Richard blushing to a crisp. He looked at Samantha, but she was busy writing upon the teaching desk and did not notice his look of helplessness. In fact, it was Miss Watson that came to his rescue. She addressed both girls.

“Susie and Julia, it was nice of you to volunteer for the photography requirement. I have to tell you, proudly, I might add, that Richard Anderson has volunteered to adopt the poses so that Miss Toft has an accurate account of exactly what is required.”

She looked at the girls keenly. “Richard is a very shy boy. He has already had his medical exam and is here only because of my request to model the various poses for Miss Toft. It seems that the photographic requirements were missing from the paperwork, so the only remedy was to use someone that has already had the examination to demonstrate.”

She looked across at Samantha who was still busy writing. “I will instruct you as to your duties in just a moment. Oh, and thank you both for coming in early.”

She went across to Miss Toft and gave her a suggestion, which prompted the girl to take a reel of tape from her equipment bag and start putting markers on the floor. Emma returned to her original position where she stood waiting, knowing that there was now plenty of time for Miss Toft to get the shots that were required. She could see that Richard’s face was an even brighter red as both prefects smiled at him. Samantha took another ten minutes before she was finished writing and was able to hand the notebook to Miss Watson.

Miss Watson looked at the neat writing and the explicit and comprehensive description of every pose. She noticed that Samantha had also added notes where Richard had told her that there had been closeups of the same pose. She had described the very last photograph and the preparation for it explicitly, to Miss Watson’s sheer delight.

She watched Samantha beckon Richard to the desk. Miss Watson could see that she was instructing him. She took this opportunity to instruct the two prefects in more or less, the same way. It was ten minutes before everyone was ready.

“Prefects: you will both undress Richard Anderson, everything off please.” Samantha’s directions guided his actions, which were: to stand and do exactly what he was instructed to do. To offer no help and not to interfere. But to remember and copy his reactions as he had done at his own examination.

Richard quickly got his mindset to remembering what had gone before. His concentration on recalling his previous experience dissipated his acute embarrassment. He could not help shivering as he stood with his hands upon his head while the final article of clothing was ready to be removed. Embarrassingly it had been the lovely and studious, Susie Derkins who had softly whispered to him. “Hands upon your head, please Richard.”

“Stay still, Richard. We’ll soon have you ready for your first photograph.” Julia addressed Richard and added her instruction to him.

It was Susie Derkins who knelt in front of him and slipped her fingers inside the waistband of his underpants. Richard shivered as she slid them down his long thighs before letting them fall to his ankles. She took hold of one ankle at a time and lifted his foot, before removing them. He noticed that the girls had folded his clothes neatly upon the desk.

Miss Watson started directing the participants as soon as she saw that Richard was completely undressed. “There are four crosses taped on the floor Richard, so you will know where to stand when instructed. Prefects… front cross, please facing forward.”

Miss Watson knew that somehow, Richard had managed to keep his penis flaccid. So, she resisted giving the instruction which Samantha had written: ‘Penis Flaccid.’

The prefects quickly got used to placing him while Miss Watson directed each photograph.

“Miss Toft.” Her voice was crisp and the instructions precise.

“Front view of head and shoulders ‘portrait’.”

So, it began. “Profile Right and close-up. Profile left and close-up.”

“Teeth and close-up.” Richard recalled his grimace and performed it perfectly.

The prefects seemed kindly and like the original girls of his first photographic session, kept their touches to his naked body, light and restrained.

Miss Watson had moved closer to Miss Toft, so that she could whisper occasionally. Usually, it was the close ups. “Penis and testicles. Penis head extreme close-up. Buttocks please various shots.”

“Bending Shots,” she whispered “Sphincter, Scrotum. Penis.”

Soon enough, the examination table was wheeled into position. Again, she whispered as she saw the young boy adopt the exact position, with his knees spread wide and his buttocks naturally parted. “Genitalia, Sphincter and please a few ancillary ones”

Miss Toft whispered to her, “I have taken lots of each pose from wide to close-up to extreme close up. Professor Cramer did say to basically catalogue the boy visually from head to toe. So, I am going to do his hands and feet once I have all the shots as you direct.” Miss Watson whispered. “Do the hands and feet before the last shot, you will see why.”

When the ‘penis flaccid’, shots had all been taken including hands and feet. She called to the two girl prefects.

“Please make the boy’s penis erect for the next series of shots, he needs to be fully erect, but he must not be close to ejaculating. So, make sure you communicate with him when you ready him for each position.” She noticed that both girls seemed to take her instruction without any change of expression.

Their hands were suddenly everywhere upon Richards body and yet he stood stoically while he was aroused until his penis throbbed once. Although Richard had tried to distance himself from the embarrassment of the prefects arousing him. His face was bright red and his cheeks were burning.

“Please no more,” he said meekly. The girls patted him upon his bottom and walked him into position, occasionally they would nonchalantly stroke his penis to ensure that he remained fully erect. Surprisingly, Miss Watson saw Julia slip her hand between the crevice of his bottom and gently prod his sphincter.

The boy’s penis remained fully erect for every shot as the prefects aroused him in all manner of ways. There were no clicks from the camera, but Emma realised that Miss Toft was constantly moving the camera backwards and forwards and that the large camera obviously did not utilise a shutter.

Occasionally Richard would timidly ask to be left from stimulation for a moment as he felt close to ejaculation. Eventually it was Miss Watson’s turn to have her hands upon the beautiful young boy. She was delighted as she had read Samantha’s precise description of the spanking required to produce the correct mark upon both buttocks. She called him to her as she seated herself.

She turned him over her bared thighs and spanked in a thick and smarting line across his buttocks. Richard’s embarrassment fully returned as she baby-talked him while she spanked the required line across his buttocks.

“Poor baby, they spanked your pretty bottom did they. You have a lovely spankable bottom, so I must make the marks nice and bright. Just keep still while I give you your spanking. Poor baby, only a few more and I’ll be finished.”

Once his bottom looked ready, Emma ceased spanking him. As she let him up from her knees, she quickly felt his penis and smiled to herself. His penis was as hard as iron. She knew that it was the spanking that had added the extra vigour to his erection.

Richard was photographed standing with his hands upon his head as most of the other shots were, but now he stood with a broad stripe of inflamed redness, delineated across the beautiful cheeks of his bottom.

Susie Derkins had been chosen by Emma to do the final shot, being instructed to stand away out of shot when she was sure that he would ejaculate. Upon a whispered instruction from Miss Watson, Miss Toft had chosen a rapid-fire sequence on her camera. Twenty-five full frame shots per second.

Unknown to the two prefects, they would be in and out of shot as she widened and then closed in, at her discretion and entirely as she pleased. Their long-bared thighs and extremely short skirts would, she felt, delight her client that she could see at least one of the reasons for the boy’s constant erection.

Richard’s body shivered and shook as the girls brought him to the brink of ejaculation. Julia showed Miss Toft where she should hold the glass measuring beaker to catch his semen. The three-quarter view that the boy had adopted was perfect for her sequence.

Susie Derkins had put hand cream on her fingers as she stood behind him and reached around to stimulate the shaft and head of his penis while she got ready to thrust her fingers through his fluctuating sphincter. She realised that Julia was blocking Miss Watson’s view of her and took the opportunity to further tease and arouse the boy.

“Did your spanking hurt you sweetheart, is it still smarting. I have decided that you will be the first boy that I spank as a prefect. I am allowed up to twenty-five spanks, before I send you to the deputy head, Miss Watson. I am allowed to do it on your bare bottom and to hold your penis and testicles to keep you still while I spank you.”

Richard spoke meekly. “But I haven’t done anything wrong… erm Miss.”

Susie’s voice was almost a whisper. “Boys are always doing something wrong. Didn’t you know that, sweetheart? Don’t worry about it, you are bound to do something soon. I want to spank the most beautiful bottom in the whole school and to play with your little pee-pee and your big and juicy balls. They are delicious.”

Richard gasped as she slipped her hand between his legs and squeezed his scrotum gently. “Now sweetheart, I am going to make you spurt your stuff, so hold tight, here we go.” She wriggled three fingers against his sphincter, firmly pushing as she bent him over until his sphincter gave way to her insistent fingers. “All inside now, so stand up straight while I manipulate your lovely pee-pee.” The thrust of her three fingers had him standing upright with his head thrown back in no time at all. “There we are darling, keep nice and still while I make you spurt.”

Richard was held in a cocoon of anguish as her fingers prodded and probed his prostate while the fingers of her other hand rapidly slipped his foreskin backwards and forwards over the sensitive coronal rim of his penis. Her words accompanied every action until he was almost like putty in her hands.

“There we are baby it won’t be long now. Is it making you feel shivery darling. Don’t worry I know you can’t help yourself, I know all about little boys and what they do when I play with their bottoms and little peenies. Oh, poor baby… are you cumming so soon. I will have to probe your bottom a bit more firmly, so that we get lots of spurts from you. Here it comes… hold tight!”

Although his eyes were closed, he saw flashes of light as he ejaculated. She had let go of him after the first spurt of semen had jetted furiously towards the jar and had stepped back out of, what she presumed, was the camera’s view. It was like switching the boy to automatic as he continued to ejaculate time after time, bereft of will or resistance as if his penis was still being manipulated.


He threw his head back again in a sensual anguish as if Miss Derkins was still penetrating his bottom and impaling him right up to her wrist.

He cried out as his semen travelled forcefully through the air. Miraculously every drop was captured by Julia into the glass container. The camera sounded its buzzer of warning against overheating, as the last drops of semen spilled into the glass container.

Richard could hardly walk as the girls got him up onto the examination table and laid him down. Samantha walked up to him and kissed him on the forehead. “I think you have more than served your school, Richard. You will be rewarded.”

Miss Toft pressed return on her laptop and saw the swirl of action upon the screen as it zipped the files one by one and filled the large packet-transfer to Professor Cramer’s server. It would take forty minutes before the last of the uncompressed files was delivered and then extracted intact from the large package-transfer program. Miss Toft wanted confirmation that all was well with her work, before the first pupil was ready to be photographed.

It was an hour later when she received the message from Professor Cramer upon her mobile. ‘Wonderful, but reserve that treatment for the pretty ones only! X’ On the spur of the moment, she picked up the container of Richard’s semen and photographed the content against the measurement imprint… she sent it immediately.

Miss Watson beckoned Samantha. She spoke quietly. “There are no classes for you and Richard today or tomorrow because of the medicals. I would like a private word with you, Samantha. I will get the prefects to look after your brother. Will you walk with me to my office.”

Before Miss Watson, left the room, she whispered to Susie Derkins. “Would you bring Richard up to my office in thirty minutes. Bring his clothes and put a gown on him. I want him to remain unclothed until I have seen him in my office.”

Once seated there was no hesitation with Miss Watson’s conversation as she questioned Samantha. “It seems that you are looking after Richard, tell me all about it. It is something new, is it not?”

Samantha thought for a moment and decided that there was no better time or person to tell of her management of Richard, that is if she had to tell anyone.

Emma watched and gently prompted her. “This will be confidential and will go no further than me, I can firmly promise you that. You never know I might be able to help.”

Samantha began, recounting the first day of her vacation. She told her as if she was recounting it from a meticulously maintained diary. Every detail and nuance accurately recalled, right up to today.

Emma smiled at her… “and you say he won’t masturbate as he despises the very thought of it. And that since you have been ‘milking’ him. I rather like that expression by the way, his work is fastidious, and you keep his mind focussed on work because he is not preoccupied by basic urges.”

She smiled at the bright young girl as she came to her summary. “Does that encapsulate it, leaving aside the various ways you encourage him to spill his seed.”

“Yes, Miss Watson.”

Emma had already decided what to do. “So once - before you leave for school - you milk him, and then in the evening you milk him three times. That leaves three empty spaces during the day where he is not being relieved of his buildup of semen. So, if you had say…” She smiled as she pondered upon the expression. “Well, we will call it private tuition. A period of time to milk Richard at breaks, morning and afternoon. With a slightly more relaxed one at lunchtime, he would be back on schedule. Am I right?”

Samantha did not need to ponder this offer. She knew exactly the kind of private tuition Miss Watson was offering.

“Oh yes, Miss Watson.”

“I would have to be here of course.”

“I understand that. It would be very suspicious if you were not.”

“Then we have come to an understanding. Tell me, for my own thoughts. Were you jealous this morning?”

Samantha giggled. “Not like I thought I would have been six weeks ago. Miss Derkins and Julia knew how to handle him, and they were not unkind. I noticed that Susie Derkins appreciated his face and body, and I am sure she would love to do that again. But she looked after him well, other than when she had to get out of the way of the camera. If there was any jealousy it was because I wasn’t in charge. Did you hear what she said to him, it was the same sort of thing I would have said if I was in the same position as Miss Derkins.”

Miss Watson smiled at the young and bright and forthright girl.

“Oh, one more thing, Samantha. If you can’t be here in school for some reason. The school nurse will do it on my instruction if you would like her to. Erm… we have an understanding with each other. Also, as you said, Miss Derkins understood the boy’s psyche perfectly during his photography session. Well, I can tell you that next year, when she leaves here, she is going on to study medicine, so she often helps the school nurse, when the nurse is busy.” Since her lab partner Simon Jenkins left the school for early entry to university, she is rather at a loose end. Don’t you think she would be ideal… an ideal partner to provide you with another pair of hands?”

Miss Watson had one more thing on her agenda. “In my adjoining room, I have a padded massage-style bed. It is ready for boys and girls that have been heavily caned to lay upon so that I can apply an antiseptic balm to their bottoms, all in all, you will have everything you need to relieve Richard of his semen.”

Samantha smiled at Miss Watson. “I don’t how to thank you, Miss Watson. The arrangement is perfect and adding Susie Derkins and yourself to the mix will have him burning to a crisp with embarrassment. Which I am convinced is one of the things that excite him. Although I think he is unaware of it.”

Miss Watson gave a broad smile. “I am pleased you mentioned me, Samantha. Richard is so perfect, that I doubted I could keep my hands off him. Miss Derkins is bringing him up in a moment… I asked her to keep him as he is and carry his clothes. So, he will only be wearing one of our skimpy little gowns that we normally use for the girl’s physicals. So perhaps you will take charge of the proceedings.”

Samantha was delighted with arrangements Miss Watson had made for her to be able to keep to the schedule of seven milkings per day. She was also looking forward to seeing Richard’s reaction to the involvement and participation of two new girls, well one girl and one authority figure, who she anticipated would certainly be hands-on.
Samantha looked at Miss Watson. “Can I have a quick look at the padded bed, before Richard and Susie arrive?”

Emma smiled. “Of course you can, we had better hurry. She led Samantha through to the annexe and was delighted to see Samantha give a satisfied nod towards the sturdy massage style bed as well as the trolley holding a good selection of creams, cloths, latex gloves etcetera, as well as a cupboard full of equipment that she had yet to examine.

Miss Watson smiled as Samantha took stock of the room. Ominously, in the corner of the room stood a padded caning bench and standing next to that, an upright tubular stand with several canes of various thicknesses soaking in it. There was one other object standing on its own. A heavy wooden chair with a high backrest. There were no arm rests, but in front of it was a sturdy footstool which matched the dark wood of the chair. Samantha had no doubts as to its purpose.

“Wow,” Samantha exclaimed… “not a pleasant sight for a naughty boy to gaze upon.”

Miss Watson laughed. “Don’t exclude naughty girls, I am going to be caning or spanking them too!”

They returned to her study and were seated just before there was the sound of a firm knocking upon the door.

“Come.” Miss Watson called and waited as the door opened and Richard entered. He was quickly followed by Susie Derkins who was carrying his pile of clothes with his pair of shoes on top. She placed the clothes upon one of the two easy chairs that graced Miss Watson’s office. Once rid of her bundle, she took Richard’s arm and placed him in front of Miss Watson’s desk.

Richard was blushing, as he had been all the way upon the walk through the school, dressed in the skimpy gown, embarrassingly aware that his bottom had been uncovered as Miss Derkins had left the rear opening untied. He stood blushing and nervously waiting as Miss Watkins looked at him.

“Thank you, Richard. I am very pleased with you. Because of your sacrifice, I am going to facilitate an answer to a problem you are experiencing. Your sister has been telling me about it.” She beckoned towards Susie.

“I would like Miss Derkins to listen too, to what I have to say.” She smiled at Susie.

“Richard, during his vacation, became aware that he had reached puberty. Although he has shown no other signs of it. He has through the attentions of his aunt and his sister been ejaculating to a schedule of seven times a day. Since he has returned to school, three of those ejaculations have been curtailed. To solve the problem, he will be ‘milked’ of his semen here in my rooms, at morning and afternoon breaks… and at lunchtime.”

She smiled benevolently at Susie.

“Samantha Anderson was impressed by your ability and skill at producing a prodigious and timely ejaculation from this young boy.”

She smiled at Samantha and Susie in turn. “So, she would like you to help her with his schedule. I wonder whether that would be of interest to you, Miss Derkins.”

Miss Derkins looked at Miss Watkins. “Can he not do it on his own, there seems to be quite a few boys that make use of the rest room cubicles for that very purpose.”
“True, Miss Derkins, but… it seems that Richard is one boy that shuns the very thought of such a furtive and clandestine activity, and cannot bring himself to indulge in the footsteps of Onan.”

“Please do say, if you are too busy or it is not something you wish to do. Miss Anderson has managed many times on her own and obviously quite successfully.”

Samantha quickly turned to Susie as she spoke to her. “I have instigated milking Richard so that he is able to properly concentrate upon his work. He is now three forms above his age group and is able to continue to work at an accelerated rate. For such a dedicated scholar, I think that any help I can give him, is very worthwhile.”

Susie Derkins quickly explained her reasoning. “Sorry Samantha, I am not suggesting that he does what other boys do. He is obviously of a much more sensitive disposition. I will help you all I can, and I hope that you don’t think of me as a sceptic.”

She looked earnestly at Samantha. “I have managed to stop my younger brother from auto masturbation, and he is now under my control. You have made me wonder whether I ought to up the rate of three times a day. I force him to do it, by my hand and to my time schedule, so that sometimes I interfere with his computer games and such. If he were more academic, I would perhaps take more interest. But Richard is in a different league, and I think we owe it to him to alleviate the guilty feeling of him masturbating in some grotty cubicle. So, I will certainly help you with Richard.”

“Miss Watson looked at both girls. “I am convinced that Richard is not capable of having the will or inclination to produce an ejaculation on his own and that would cause him real problems. So, we are agreed, girls?”

“Susie, would you take that silly gown off Richard - and bring him through to my other room. I know it is not long since he ejaculated, but the sooner we get him on schedule at school the better he is going to feel. Please note, Samantha will be directing operations.”

Richard had listened to Miss Watson’s conversation with an ever-growing sense of humiliation and acute embarrassment as both Samantha and Susie had talked over him as if he were not there. He was blushing mightily but still managed to increase the vividness of his blushes as Miss Derkins stood in front of him and placed her hands upon his shoulders. With a deft movement she slid the gown to the floor, leaving him stark naked. Her sharp rebuke left his hands in mid-air as they moved to cover his genitals.

“Hands upon your head, Richard. I will have no covering up.” She grasped his penis with her left hand and smacked his bottom with her right. She saw that Miss Watson and Samantha had entered the other room, so she spanked Richard several times until his bottom was reddening. Deftly she retracted his foreskin, baring the sensitive flesh beneath.

She could feel the shaft pulse with arousal as she held him captive. His face crumpled with shame as she instructed him. “Hands flat on the top of your head, come along. You must obey me instantly when I give you an instruction.”

She squeezed his penis tightly, using it as a handle as she walked him into the annexed room. She saw that Miss Watson was seated on the hardwood chair. She sat primly with her legs bared right up to the top of her long athletic thighs. Her voice was firm as she instructed Susie as to what she required. “Bring the boy to me and get him laid across my thighs. Face down with his hands upon the floor, if you would please Miss Derkins.”

Although Richard had had many embarrassing moments since the very first day of his vacation, he had not become inured or acclimatised to being embarrassed or humiliated. In fact, his timidity had remained constant, and he would still blush readily at any humiliation be it spoken or physical.

Normally, at school, if he saw Susie Derkins in the corridor, he would look away or even take a different route to his classroom. Girls like Miss Derkins were above his station, and he would never have dared to say ‘Hello’ or proffer any kind of greeting.

If Miss Derkins was above him, Miss Watson was in the stratosphere. He had heard boys blushingly tell of her leaning over them to look at their work while they blushed and fidgeted in utter dread at her proximity. It was really that; the prettier the girl or teacher, the more embarrassed a boy would become in their presence. And now to be naked right in front of Miss Watson was beyond his wildest imagination. His humiliation of being led by his penis and presented to her, had him near to fainting.

Susie thought that the young teacher looked magnificent as she sat waiting for the nervously shivering boy.

“I shall be spanking Richard prior to his milking. A sound spanking to his young bottom should remind him of his duty to produce a copious emission as he has only ejaculated once today, having missed his usual morning milking. These young boys require a firm hand if they are to keep to their scheduled extractions. Now, let’s get him across my knees. You may hold his head once he is in position, his sister will take care of his legs for me.”

Susie was delighted as she firmed her grip upon his bared penis and tugged him along to where Miss Watson was seated.

Richard felt almost blinded by the ignominy and utter dread at the thought of being laid down across her beautiful, bared thighs.

He was trembling all over, his lips were quivering and to his absolute shame his penis began to throb as he was deftly handled into the required position. He could feel his penis being squeezed between her thighs as he waited with bated breath.

Miss Watson raised her hand and brought it down smartly upon the trembling cheeks of his bottom. “A Good thirty spanks should get Richard nicely primed for his milking, smack, snack smack.” She placed one hand around his waist. “Never allow these boys to evade their spankings however much they might complain.”

Richard could feel his buttocks smarting as Miss Watson alternated her spanks to both cheeks. “Come along Richard raise your bottom up so that you feel the benefit to your pretty bottom. Little boys must endure their smack-bottoms.”

Emma had slipped into a mode of spanking that she somehow knew would arouse the young boy without hurting him. She realised that her technique was instinctive rather than anything she had learned as an administer of corporal punishment. She seemed to know exactly how to produce a reluctant sexual excitement within the timid young boy - and realised that she was comparing each spank to how it would feel upon her own beautifully contoured cheeks. She could feel that Richard’s stiff burgeoning excitement was parallel to her own unanticipated sexual arousal. Rather than dwell upon her reasoning, she proceeded to heed her instincts, spurring him on with each slap.

As Miss Watson finished her spanking and gently stroked her slender fingers between the smarting cheeks of the boy’s bottom, Samantha knew that Richards abject embarrassment would have produced a beautifully hard and throbbing erection, especially taking his spanking from the prettiest teacher in the whole school.

“There we are Richard, a nice warm bottom ready to be penetrated. Good boy now let us get you up onto the table for a thorough and comprehensive milking.”

Susie Derkins helped Samantha and Miss Watson gently lift the boy up onto the bed. She could not help noticing the young teacher’s flushed features and bright eyes, which Susie realised were not from any physical exertion. They laid him face upwards, pushing his lower legs until his heels were almost touching his buttocks. Emma spread his thighs until they were flat upon the white padding and his knees protruded from each side of the bed.

Richard was subjugated to the extreme - and humiliated so profoundly that he offered no resistance to anything that was being done to him. Their hands and eyes upon his body, prompted him to acquiesce to their utter control of him. He was unable to escape or distance himself from it in any way. Through his anguish he knew that he could conceal nothing and that his face was burning with the acute and undiluted shame of it all.

Samantha was well-aware of Richard’s feelings but knew that his humiliation would aid her in arousing the boy to a fever pitch. She was pleased that she had found an ally in Miss Watson and was determined to demonstrate her prowess and skill in exciting the boy to a profound ejaculation.

Samantha was delighted to see that his buttocks were spread wide, overtly displaying his sphincter. It was she that took charge as she moved sideways and stood looking down at his face. She spoke to him; her voice was soft and caring.

“Now, sweet baby boy. Miss Derkins is going to play with your little peenie while Miss Watson is going to penetrate your squidgy little bottom-hole for you. And, Richard, as a little treat, I am going to kiss you, as you have been such a good little boy.”

Emma was delighted to see the boy’s face suddenly flush to an even deeper redness. She could see just how vulnerable and trusting he seemed to be as she examined his features. She had not known of a younger sister to be so dominant and authoritative with an older brother although she had heard of it. She was looking forward to seeing the culmination of the young girl’s governance. She was also delighted that it was she who would be impaling his bottom.

Susie Derkins was equally thrilled that Samantha had given her the enviable task to stimulate her brother’s beautifully erect penis. Reverently, she cupped her left hand under his full scrotum and gently lifted his testes until they were nestled and comfortably ensconced within the palm and fingers of her hand. She noticed the warm sac tighten once it was in contact with the cooler surface of her skin.

With indrawn breath she carefully wrapped the fingers of her other hand around the pulsing and erected flesh of his penis. She thrilled as his body shivered at the intimate contact. She saw that Samantha was smiling at her, as she had seen the effect that her gentle touch had had upon the now shivering young boy.

Gently as if she was performing an operation, Susie delicately slipped his foreskin downwards, baring the shaft until she had revealed the sensitive membraned skin beneath.

She held his penis, totally bare of foreskin, as she waited while Miss Watson had lubricated her hands. She then watched as the young teacher smoothed some of the lubricant around his contracting sphincter. Miss Watson’s words were just as soothing as the lubricant as she instructed the shivering and blushing young boy. “Just relax your bottom for me, sweetheart.” Her words were accompanied by the swift and sudden penetration of his bottom.

Deftly and smoothly her fingers disappeared up into his anus, until Susie could only see the young teacher’s knuckles being pressed firmly against the opening of his sphincter. Susie knew that the long slender fingers of the young teacher were deeply embedded inside his bottom. The boy’s anguished gasp led Susie to believe that Miss Watson’s fingers were already at work.

To Richard, Miss Watson’s words were hardly a comfort to him as she teased him with soothing fingertips which gently brushed over his prostate. Her knuckles pressed against his sphincter, accentuating his naked vulnerability and made him fully aware of her unrestricted access to every part of his openly displayed naked body.

Susie Derkins looked at Miss Watson as she relinquished her hold upon the boy’s scrotum. The young teacher smiled at her as she grasped his scrotum and began to squeeze his testes in time with the goading of his prostate.

As Samantha lowered her head ready to kiss Richard, she could see that he was already holding his breath and then suddenly gasping for air. She quickly looked towards Susie Derkins and saw that she was holding his penis upright with his foreskin fully retracted. Her other hand was briskly moving over the coronal rim of his glans, her dexterity allowing the boy no respite from her surprisingly experienced manipulation. Samantha callously provided the final death knell to the boy’s reserve as she fastened her lips upon his. She robbed him of his breath as his chest heaved with an ultimate surrender to the will of his three tormentors.

Samantha raised her head and with both hands squeezed each of his nipples as the boy drew breath in a mighty inward gasp. She saw Susie rapidly moving her hands in a blur of flurried movement over the head of his penis as Miss Watson nonchalantly reached for a measuring jar.

Richard was bereft of coherent thought as he felt his ejaculation being helped on its way by the firm goading of fingers against his prostate. He was almost delirious as his semen shot from the tip of his penis in a fusillade of tormented anguish. He cried out incoherently and helplessly as his ejaculation seemed to know no bounds. He looked up to Samantha who spoke to him lovingly.

“Good boy, Richard. Do your best now and show Miss Watson and Miss Derkins what you can do. My you are a good boy. Is your little bottom still stinging from being over Miss Watson’s knees? Can you feel her fingers tickling you inside your pretty bottom? I can see you are wriggling so she must still be tickling you, I bet it feels nice, doesn’t it, Sweetie? Are you all done now, sweetheart… that was a big one, wasn’t it sweet boy.”

Samantha began to stroke his chest as both Miss Watson and Susie began to stroke his tummy and his thighs. All three of his tormentors stroked him gently while watching him gain his senses. They all observed the tears in his eyes as they comforted him with gentle caresses.

After a while the girls progressed to Miss Watson’s office, leaving Richard to rest upon the massage style bed. They had laid his legs down the full length of the table as Miss Watson had stroked his hair and told him to lie there and relax. She had shut the soundproof door gently as she had carried the measuring jar through to her office and bade the girls to sit.

“I do have a small concern about Richard. I read that high quantities of semen can show a reduced or even absent level of spermatozoa. I would like to have Richard tested for that, although I also read that it can be a high amount of both. I don’t want to worry your mother with it unless we find something amiss. So, I am proposing to ask Doctor Bascombe whether she can examine him for that. Do you think your mother will mind. As I have said, it may be nothing. I can’t remember what the condition is called, so I will have to ask the doctor what it is.

Susie Derkins spoke quietly. “Erm… Miss Watson it is called Hyperspermia, that is the large volume and a reduced or almost infinitesimal number of spermatozoa.

A reduced amount of semen is called Hypospermia and may or may not carry viable spermatozoa.”

Miss Watson knew that Susie Derkins was a bright girl and was not surprised by her knowledge of sexual factors. She showed that she was already reading medical text books. “Well perhaps it is best to get Richard tested to put it to rest. Would you show the doctor the sample we have taken.”

Susie spoke again. “Our Sample will show the impressive volume, but the spermatozoa may die by the time it gets put under a microscope, the school nurse has a powerful microscope and performs the procedure occasionally. Perhaps she could test as a routine for a few weeks, getting a fresh sample and testing immediately.” Miss Watson asked.

“Would you and Samantha help with the sample, your technique produced more than adequate results.” Susie looked flushed and looked at Sammantha who nodded encouragingly. “Yes, of course Miss Watson.”

“Well, I would like you two to get Richard dressed and find him somewhere in the library to start collecting textbooks for my home-room classes. He will be working hard these next few weeks, but I am sure he will come up to par quickly.” She turned to Samantha and gave her a letter. “This is a letter for your mother congratulating her on behalf of her son Do we have any other business?

“You will be able to take Richard home for the rest of his milkings, Samantha, he should have calmed down by then. I am going down to the medicals to see if any of those bare tushies need a spank or two!” She got up from her chair and added…

“Oh, one other thing, Miss Derkins, would you please tell the photographer, erm, Miss Toft, that she may lay hands on our pupils if she feels that their poses are incorrect or that their genitals are not placed correctly. I am sure she will be confident to arrange their penises to her satisfaction and their testes too. She can tell them that if they are tardy or obstinate, then she can send them to me for a mandatory six strokes of the cane. Of course, Miss Derkins, you are allowed to spank their bare bottoms at any time if you feel that they are not obeying your instructions.

Downstairs, the medical exams were in full swing. Julia knew that there was still an hour before the first pupils would be ready for their photographs to be taken so she walked through to where Doctor Bascombe was working.

A line of naked boys was formed, waiting in front of her as she sat on her stool. She made each boy give his name and age, which one of the two prefects, standing next to her, checked against the boy’s medical paperwork. “Right boy, give me twenty jumping jacks.” Her crisp, no nonsense tone, soon had the boy performing this embarrassing exercise.

Several of the boys were blushing, especially if they saw that the prefects were from their own classroom and realised that they would be jumping in front of them. Inevitably their penises would be slapping against their thighs then against their stomachs as they jumped up and down, while spreading their legs and arms. The young doctor delighted in their embarrassment and the close-up view of their genitals. On finishing the exercise, she would take their pulse and then examine their genitalia. She often prolonged her intimate examination upon boys that were good looking or were well endowed with a larger than average penis.

Ninety percent of the boys had full erections after they had finished their exercise. Some boys were subjected to being told to face away from her and bend over and spread the cheeks of their buttocks. “No…no, wider than that, I hope you keep yourself clean, young man.”

This was just the start of their conveyor style embarrassment. Prefects seemed to be everywhere. They walked and stood with a superior attitude towards the naked boys. If a boy was yet to be called for one of the humiliating examinations behind the screens, he was made to line up with other boys, side by side against the walls. It seemed that all the female teachers were deliberately present during the medicals.

At some time or other, most teachers had purposely walked in front of the rows of naked boys standing against the wall, often issuing instructions like Sergeant Majors. “Hands firmly upon your heads, you know the rules. Do you want me to send you to the deputy head, boy? Well stand up straight, legs astride, hands firmly upon your head. You, boy if you move your hands again, I’ll get one of the prefects to spank your bare bottom until it is bright red.”


Doctor Bascombe was perhaps twenty-six years old. She was enjoying her first locum job and was certainly enjoying her first position of absolute authority. She deftly handled the testicles of each boy, making him turn his head and cough several times. She would carefully examine each penis until the unfortunate boy was fully erect and excruciatingly embarrassed before he was led off to a screened area by one of the prefects.

It was in the screened off area that one of the two nurses would take a urine sample and test it, then the naked boy would have to walk with a prefect at either side of him to another cubicle for blood pressure measurements and oxygen readings, which was carried out by younger female pupils who had volunteered.

Having every boy present himself naked thrilled the girls – and again the good-looking ones gained the girls’ full attention.

Gillian Sanders, the last of the present girls to be awarded prefecture, had the enviable task of checking their temperatures. The large anal thermometer was kept in an upright stand for it to cool quickly and was the first thing the boys saw when they were led into her screened cubicle. The examination bed in her cubicle was lower than most and was ideal for inspecting a boy while he was on his hands and knees. His genitals were at her waist height, and it was easy for her to just reach forward and handle them. Gillian wore a latex glove upon her right hand. She would grease the fingers copiously before penetrating the young quivering bottoms of her patients.

One of the senior boys, Nils Pederson, had the misfortune to be particularly handsome. His transition through the various stations was particularly slow. He was fit and athletic… and because of this the Doctor made him do sixty jumping jacks. In fact, she made sure that his penis was fully erect before she let him stop.

She took off her gloves and leisurely examined his penis, retracting his foreskin fully before examining the glans penis and his urethral opening. She had him turn around and bend over until his fingers were touching the floor. Nonchalantly she donned a single glove and lubricated it. The nurse and both prefects watched her in fascination as she greased his sphincter. Casually she reached underneath him and grasped his erection as she penetrated his anus, pushing two fingers smoothly up into the pulsing canal. She prodded his prostate until she could feel his penis produce a small amount of liquid upon her fingers.

She quietly instructed the young prefects to take him for urine and blood pressure and then deposit him in cubicle six. Cubicle six was the only cubicle where there was a full examination couch, this was normally used for the girls’ internal exams.
One boy that she was about to examine was particularly hirsute, although quite ruggedly handsome. On a whim she instructed one of the prefects to take him to the school nurse. “Ask Nurse Jackson to get this boy shaved, top to toe, not a hair left.” She knew that Janice Jackson would relish the task. Under all that hair she realised there was a fine-looking boy.

Janice was surprised and delighted as the naked boy was escorted through her door. Her assistant a young sixteen-year-old, Candy-Striper did a double take, her second glance focussing upon his long penis which protruded through the bush of thick pubic hair. Cindy, the young prefect relayed the doctor’s instructions.

Janice’s smile widened as she examined the tall youth. “Give me a hand Cindy and Ami, we’ll have him knees and elbows first and then in the stirrups.” She looked into the boy’s face. “It’s Ralph isn’t it. Good boy, up on the bed on your hands and knees, this won’t take long, both Ami and I are dab hands with the electric clippers and the safety razor.”

Indeed, they were, the last vestige of hair was from between his buttocks. Ami was given the job she loved. Butts, beautiful firm and well-presented buttocks.

Reluctantly Cindy walked back through the surgery door. She rather fancied Ralph and would have stayed to watch if she had not been helping the young doctor.

It could have been no more than fifteen minutes since Cindy had left after depositing an extremely hairy youth. Now Ami was looking at a darling young boy with skin as smooth as a baby’s bottom where she had shaved.

She placed her fingers on each muscular hillock of flesh. The fingernails of each hand were touching as her fingertips pressed against his sphincter. She let her hands cup the inner flesh and pulled each buttock until it was spread wide enough for the nurse to work in comfort. She nodded to Janice who was surprised to see how widely the girl had managed to part his buttocks.

Janice smoothed the razor over his skin time and time again until nothing remained. She looked him over. The backs of his legs were shaved so smoothly, as if the young boy had never had hair. They had made him extend one leg at a time while they shaved the back of each thigh and shin. His back had had no hair, but they had shaved every other part of his body where they could detect even the smallest amount of hair.

Ami wiped the last of the shaving suds from between the cheeks of his bottom and ran her fingers between the firm globes of his buttocks. She thought that he looked delicious.

He was blushing profusely as they turned him over and hoisted his long legs into the stirrups. Janice and Ami could see the reason for his blushes. His long penis was erect and throbbing. His shameful face was bright red, and he looked near to tears.

“Don’t worry about your ‘wee-willy-winky’ all my patients get erect when they have to take their underpants down. Just relax now, if I had a dollar for every woody I’ve seen, I would be a rich girl by now.”

They saved his pubic hair for last. His chest was hairy as were his legs, but they continued at the same pace and soon had him bereft of hair.

It was Ami who first took a firm hold of his penis as she ran the electric clippers through his jungle of pubic hair. Janice took over with a new five blade in her razor. Nonchalantly, she took a firm hold of the head of his penis and slickly shaved the shaft. Letting go of his throbbing erection, she stretched the skin of his scrotum and shaved the tightly wrinkled skin carefully.

Shaving around his pubis gave her another excuse to hold his penis, moving it this way and that. “Tell me Ralph, how many times can you come in an hour? I know you boys experiment with that kind of thing, your balls look kind of full right now, what do you think.” The boy looked at her pretty face and blushed.

“Well, are you going to tell me, honey?” He blushed again but managed to answer.

“Erm… three or four times, I guess.”

“Don’t guess, Honey, tell me.”

“It’s four, erm Nurse, I did it four times.”

“Well then, Ralphy Baby, I guess the doctor isn’t going to be too disappointed if I give you a little treat. As long as you don’t tell her, that is!”

Suddenly the penny dropped. “You… erm mean.”

“You got it in one, sunshine. Let’s just get all of your fur off first. I can’t begin to tell you how much better you look. Some girls like hair, but not many and not me, so let’s get you smooth so you can feel something for a change.”

One thing that Ami and Janice had noticed was that the young boy had very little facial hair. They looked at him and smiled at each other. I think we’ll put the cream on him, we can treat him to that French cream for his more sensitive bits.

The cream they were intending to apply to his body was a depilatory cream which had been found to interfere with regrowth. The French-made cream had a similar effect but could be used on sensitive skin. Janice had never met the previous nurse, who had retired, but guessed that the creams had been ordered at the school’s expense for her own personal use.

Ralph was blushing as the nurses looked him over. His penis was pointing towards the ceiling and throbbing mightily from the gentle hands that smoothed over his body, ostensibly to check for any hair that they might have missed.

“We are going to apply a cream to your skin which will stop you getting razor-rash and might stop your regrowth from being quite so vigorous. Boys can look odd, being quite so hairy at such a young age. So, we will take your feet out of the stirrups, and you can get back on your hands and knees.” Nurse Jackson had to smile at Ami’s whispered observation as they positioned the boy to their liking. “That’s not a woody, that is a log!”

Janice Jackson was in her element as her hands dipped into the deep crevice separating the cheeks of his buttocks. She could feel his entire body quiver as she smoothed her hands between his cheeks and downwards to cover his perineum and the tight sac of his bulging scrotum. Ami managed to cover his legs entirely apart from the front of his shins and his knees. They left him on his hands and knees until the creams had been fully absorbed.

“OK Sweetheart, time to turn you over and get your long legs back into the stirrups.” She patted his bottom as if he were a young child. Indeed, his skin was as smooth as a baby’s skin. A totally different boy than the one that had entered the surgery.

Now Ralph baby, Ami is going to introduce you to a new sensation that you will enjoy. I am going to play with your cute little peenie. Ami grinned at Janice’s description of the boy’s erect, manly penis.

Ralph had been blushing from the moment he had undressed for his examination. His blushes had altered by the odd degree between pure embarrassment and pure humiliation. The odd thing was that, once he had been shaved, he had felt far more vulnerable to every touch of the nurse and her assistant – somehow, they seemed to know how just how defenceless and helpless he had become.

The intimate probing of his sphincter by the young assistant, caused his body to stiffen and yet his sphincter had no defence against the young girl’s expertise. Her slender fingers slid up into him with a nonchalant and skilful ease as, at the same time, his foreskin was tightly retracted by Nurse Jackson. Her ministrations were deft and effective as she set to work upon the fully revealed tender skin.

“Now, baby boy, just try and relax while we attend to you. Little boys seem to wriggle so much when we have to relieve them of their sticky juices.” Ralph was lost to their touch as both girls worked in unison. He had experienced nothing like it, as he felt himself being forcefully urged towards an ejaculation. They seemed to know precisely how to arouse him, stimulating places on his body that he never knew existed.

Every touch of their hands upon his naked body was carefully calculated to elicit a torturous and defenceless response from the most sensitive parts of his genitalia. His distress became more and more intense. The forcefulness of his quaking body was a sight to behold. He helplessly shivered and shook, delighting his young tormentors.

Their soft voices reassured him as, at the same time, their hands deliberately and callously goaded and aroused his young body to a fever pitch. He had experienced nothing like it.

The tip of a manicured fingernail scoring over his frenulum made him almost shriek with agony and inevitably, he reluctantly ejaculated amidst a flood of shame.

He cried out in utter distress as his semen shot upwards splattering loudly as each globule of semen was captured by the glass container that Ami held casually above his straining penis.

“Good boy, now do your best for us. We always require little boys to give of their best, no shirking now, we want every drop.” Janice knew that the boy was in the deep throes of absolute and unremitting sexual torture. But they still stroked and cajoled him to a prolonged and relentless orgasm.

He cried out in distress as they extended his ejaculation until his senses left him and he was wallowing in the anguish of hypersensitivity. “Please erm, Nurse… no more, please.”

His penis jerked and pulsed even after the last drop of semen had been expelled from the tip of his urethra. “Good boy, shall I just give you a little prod to make sure we have got it all.”

Ami’s stiffened fingers pushed hard against his prostate, making the boy shudder with distress. She was pleased to see that there was no further emission. “What a clever little boy you are, I think we have got it all.”

Janice could see that the boy was in trauma. She felt a thrill run through her body as she realised that the young student was sexually innocent and had obviously never experienced anything like it before. She was determined to further explore his sensitivities, especially after the thrill she had felt at his abject distress.

They soothed him with soft and gentle hands, talking to him as if her were a baby boy. “Now Ralph, I am making you an appointment here at this surgery, so listen to me. You will attend my surgery every morning at seven thirty. You must not be late, or I will ask one of our new and very pretty prefects to spank your little bottom until you are shedding real tears. You had better dress in your running shorts and tee-shirt, so we don’t spend time getting you stripped off. Have you got that Ralph?”

Ralph was blushing as he nodded with both fear and dread at Nurse Jackson’s pronouncement. The young assistant nurse had nonchalantly taken a firm hold of his penis and was proceeding to clean the sensitive tip after his ejaculation. He shivered as she stroked the washcloth over the opening. She smiled at him. “Still a tad sensitive are you sweetheart, never mind.”

It was moments later that Cindy reappeared through the surgery door. The moment she saw his face she realised something had happened to him. She looked at Ami and Janice immediately seeing the smug smirk upon their pretty faces. She could not have realised her feelings at that moment other than to suddenly feel a strong pang of jealously.

When she looked back at the naked boy, she truly realised his transformation. She thought he looked delightful. He had been a hidden gem beneath all that hair. Now, she thought, he looks absolutely delicious. She loved the look of his blushing face and his naked body. The realisation that she wanted him to herself came just at the moment that the nurses stood him upright next to the bed. Something must have shown in her face as Nurse Jackson beckoned her forward. “Come and have a look at him. Quite a transformation don’t you think Miss Brooks?”

Cindy accepted the invitation with alacrity. She looked the naked boy in the eye as she stood in front of him. “Hands upon your head, Ralph. Don’t you dare move unless I tell you. Now stand up straight with your legs astride while I have a look at you.”

Cindy looked over his athletic body. He now looked much younger than his sixteen years of age. She placed her hand upon his chest and smoothed the palm slowly down the front of his body to his pubis. She was aware that he was shivering in shame, but he did not move even when she cupped her hand under his scrotum.

She used her other hand to take a firm hold of his penis. It felt silky smooth and plump. She could not help herself from pushing his foreskin back to fully expose the pale flesh beneath. She looked into his face as she squeezed the captive flesh and felt it throb at the intimacy of her touch.

“Turn around and touch the floor with your fingertips. Come along, I haven’t got time to waste.” Cindy was delighted as she saw his firm bubble-butt being proffered towards her.

She stroked both hands over his buttocks and then slid her fingers in between the firm globes of flesh; she could not help herself from prising his cheeks apart to see his neat little opening. Instinctively she slapped his beautifully presented bottom before instructing him again.

“Stand up and turn around; put your hands upon your head.” She was delighted to see that his face had coloured to a deep red and that his lips were quivering in embarrassment as he obeyed.

“Right Ralph, you are to come with me to be examined by the doctor. You may put your hands down by your sides, but you are not allowed to try and cover yourself or you will be face down over my knees, do you understand that?”

“Yes Miss, erm yes, Miss Brooks.” She smiled at his embarrassed face as she spoke.

“Good boy, Ralph.”

She turned towards the nurses. “Have you finished with him, Nurse Jackson?”

Janice could not help smiling as she realised that the girl had guessed what they had done to the naked boy.

“Yes, thank you Cindy. As long as he remembers his appointment here at seven thirty tomorrow morning.”
Cindy immediately took hold of his wrist and led him to the door. She was quite sure of one thing. She would be keeping that same appointment.

She took him out into the gymnasium and led him to join another line of naked boys. “Join the line for the doctor and keep your hands to your sides.”

She patted the cheeks of his bottom before moving towards the front of the line where the doctor was seated upon her stool. She took the clipboard from her fellow prefect and waited for the next naked boy to step forward. Ralph was about tenth in the line. She was looking forward to watching his examination.

She watched as the next boy in line stepped forward. The doctor looked at him with undisguised boredom as she asked his name. His voice was shaky as he replied. Cindy found him on the third sheet down and placed the paper on top. She watched as her fellow prefect measured the boy’s chest, waist and hips. Cindy saw that she deliberately brushed the back of her hand against the tip of his penis. She did it several times until she heard the boy gasp. The measurements were called out in order, and Cindy wrote them down on the sheet.

Both prefects were looking forward to the doctor’s next instruction. “Right, young man. Give me thirty jumping jacks as high as you can go.” Cindy avidly watched the boy as he began the embarrassing exercise. She was always delighted to observe the boy as his penis would inevitably slap against his body. First against his thigh and then against his torso. This would happen alternatively throughout the exercise.

When Cindy had been called to Miss Soames’ office on her first day back, and offered prefecture, she had little realised how dramatically it would change her life. To be suddenly endowed with so much authority was such a windfall that it took her quite some time to take it on board. To be allowed to spank the bare bottoms of girls or boys, as and when, she decided it was justified, was a heady mix. Then, to be assigned to help with the boys’ medical exams on the very next day… well it was even harder to envisage such a treat. And yet, here she was – it was a reality!

She congratulated herself on how quickly she had assumed her authoritarian role. She also realised that on no account would she ever put her prefecture in jeopardy. But enjoy its privileges, yes… she most certainly would.

Most of the boys seemed to suddenly be very timid when confronted by a prefect, especially knowing that the girl was allowed to spank him. All the boys had read the new prefecture rules posted on the notice board. Especially the rule on the prefect’s authority to take his pants and underwear down and then to spank his bottom for almost any infraction.

Boys could either endure an embarrassing and humiliating spanking over a prefect’s knees or be sent to the deputy head for six strokes of the cane for disobeying a prefect.

Cindy decided that she did not want to be the first prefect to spank a boy. It might look as though she was a girl who was keen to punish. What she would relish was if she was ordered to apply a spanking by a member of staff. Then it would be carrying out an order. If only she could get Nurse Jackson to order her to take, her latest interest, Ralph Nixon over her knee. Yes, that would require some finagling, but she would work on a possible reason for him to deserve the nurse’s displeasure.

Miss Watson was rather pleased with herself as the secretary to the headmistress brought them both another coffee. Miss Soames had been convinced of her argument and had agreed with Miss Watson’s summary. “Yes, Emma you are correct in what you say, and I will have the girl up to my office immediately. The girl might be young in years to be awarded prefecture, but… as you pointed out, she is as intellectually mature as any of my other prefects.”

Miss Soames shifted in her chair as she suddenly thought of something. “When, might I ask, are you going to deal with my bully boys?”

Miss Watson smiled widely, her pretty face wreathed in amusement. “They are seated outside of my office right now. I am letting them stew for a while and then I am going to take them through one at a time. I am saving the ringleader until last. He should be nicely anxious by the time he see’s his compatriots leave one by one, hopefully in tears and carrying their clothing in a bundle. I am having them walk out naked so that the others see the state of their buttocks. I will be taking advantage of the rules by delivering the number of strokes to suit the stamina of the boy’s reserves. Although none of them look as if they are as tough as they act.”

Miss Soames looked delighted as she spoke to her new deputy head. “I am sure their parents will be rather pleased with our corporal punishment initiative. All four of the boys are from single parent families, in fact all living with their mothers who don’t seem to be able to cope with them at all. Although I am at a loss to understand quite why. They are all career women and very capable, whereas although the boys walk around as if they own the place, they have committed no infractions. I think it is attitude and posturing, rather than gang warfare. But if it still only posturing, a firm caning should bring them to their senses. I will leave it to your discrimination and judgement, Miss Wason.”

Emma after spending an hour contacting their mothers, had a very different view of all the boys’ behaviour. She phoned the head’s secretary and secured the information she needed. Before she could ask her next question, the secretary asked whether Miss Watson would like her to get hold of those prefects who were free and get them to come up to her office. Perfect! thought Emma. She added an afterthought. “Oh would you ask them to come through the Garmon’s way corridor and enter through the rear door of my office.”

Outside the stout front oak door of her office, the four boys were still seated and now silent with utter boredom. It had been two hours since they had been seated awaiting what they had all agreed, would be corporal punishment with some type of implement. Although they showed no fear to each other, each one of them was apprehensive of the rumours being whispered around the school, that Miss Watson was administering the cane to convicted criminals and that she was working for the state.

Inside her office, she sipped her coffee and gleefully thought of her upcoming duty. She was aware of a gentle knock upon the door behind her desk and the sound of the door opening. She turned to greet the newly appointed prefects and was surprised to see that Samantha Anderson was amongst them. The three prefects stepped into her office and closed the door before moving to stand in front of her desk.

“Hello girls thank you for coming up. Cynthia and Charlotte, I have not seen you since you were made prefects. My congratulations to you. And Samantha, your elevation to prefecture will be a surprise to your fellow students. But as I said to Miss Soames, prefecture is based upon intelligence and attitude, so you girls are all deserving of your new role. Today, you are to witness a punishment to four of our boys. They have misguidedly thought that their aggressive attitude to boys and girls younger than themselves would make them attractive to the opposite sex.”

She smiled at the girls. “I want you to observe their beatings and to comfort them during the six strokes of the cane that each of them will be receiving. Now, Cynthia and Charlotte, I must ask you both whether you have any intimate experience of boys. By that I mean, have you handled boys previously. Their genitalia, their penises and scrotums for instance. Stroking them so that they become aroused… were it not for the pain of the cane. I am asking you now because that is what I would like you to do. Give them comfort and solace while I am giving them the cane. Do you have an inkling of what I am talking about?

Charlotte spoke first. “Do you mean like when I take my brother to the doctor’s office when he has to have an injection. I play with his penis and erm… sometimes his little bean bag, erm… I stroke him because I know that he really likes it, and… I baby-talk to him while the nurse sticks the needle into his bare bottom. Is it that sort of thing that we should be doing while they are getting the cane?” Miss Watson did not comment but looked at Cynthia. “How about you?” Cynthia looked at Miss Watson through her glasses. She was a very pretty and slender girl who looked very studious. Emma admired the look of her firm breasts that stood out wonderfully from such a slender torso. She spoke softly as if she was confessing.

“I don’t know exactly what you require. But I babysit a boy that is two years older than me. He is very shy and timid and extremely modest about showing his body, but his mother still insists that I give him his bath every time I sit for her. He is a pupil here at this school and always avoids me while we are here. He is like two different people. At his home which, is only a few houses away from me, he is polite and malleable and very shy. But here at school… well he seems to have an attitude.

He blushes to a crisp every time his mother instructs me to see to his bath, but he gets stiff… sorry, his penis gets stiff when I have to wash it. I don’t let him touch it himself. And so, I wash it very thoroughly and he always erm… spurts his sticky stuff into the bath water especially if I wash it, erm very thoroughly… I mean his peenie is so much easier to wash when it is nice and stiff.

So, after he has spurted, I always comfort him and tell him that it is a natural thing and that I won’t mention it to his mother. I think he likes being baby talked to. Erm… I mean when he has spurted and is feeling ashamed of himself, I tell him that it is alright. I always stroke his forehead when I put him to bed and tell him that it is just a thing that little boy’s do when a girl touched their little peenies.”

Miss Watson did not tell them that the twelve-year-old, Samantha was far more experienced than any of them. “Good well let me show you all how to fasten a boy to the spanking bench. His penis and scrotum will be very accessible, and I want one girl sitting at each side of him, so that you can comfort him. And because there are three of you, we can have one girl at his head so that she can talk to him when he gets distressed. You can touch his face and stroke his head and his back and even use a soft tissue to dry his tears. You can move to alternate positions with each caning.”

She took them into the annexed punishment room and used Samantha as a model as she showed them the Velcro fastening leather straps for knees and wrists. “Now I would like Samantha to bring each boy in one at a time. I want you all to strip him naked. Get him to take his own shoes and socks off. Then take off his shirt and tie. Before taking his trousers down make him put his hands upon his head and keep them there.

Take his trousers down and get him to step out of them when they are around his ankles. Then do the same with his underpants. If he is recalcitrant slap his bottom or his thighs. Make it a good hard slap. I want you all to be firm, cool and strict. Take him to the bench and get him strapped in.

Once you have him strapped in and he has received the first stroke you can appear to be kind and concerned for his feelings. One girl will hold his penis and the other his testicles. I want you try and time your manipulation of his genitals so that he ejaculates during the last stroke.

Just nod towards me when you feel that he is at the peak of his arousal. You should be able to tell quite easily; boys can’t help showing their feelings.

Do not release him until I instruct you. The nursing assistant will be here to take him down to the surgery. Are you all satisfied that you know what to do?”

They both looked at Samantha as if she might be the weakest link in the chain of events. Samantha looked at Miss Watson. “Yes Miss, it is all perfectly clear to me, thank you. Who is the first boy to bring in” The two other prefects looked at her, still unsure as to whether the twelve-year-old girl would be a competent companion. Cynthia looked at Miss Watson. “Shall I go with her, Miss?”

Miss Watson smiled at both Cynthia and Charlotte. “Oh no, Miss Anderson will be quite alright on her own. Off you go Samantha, Paul Browning will be our first customer.” Samantha nodded and walked out of the punishment room and into the study heading towards the front door. She opened the heavy oak door and walked into the corridor and immediately saw the four boys. They were slumped on their chairs, looking bored. At the sight of her they sat up bewildered at seeing the young girl. They looked at her in puzzlement as they saw the shiny new badge pinned to her jacket.

“Paul Browning. You are first in for punishment. Stand up and come with me. The rest of you will sit up properly and wait for your turn. If I were you, I would be sitting up straight. Miss Watson may think that you are not taking your situation seriously. Paul stood up quickly, almost standing to attention at Samantha’s rebuke. Stepping forward she took his wrist and turning on her heel led the boy back through the door, closing it with a slam. “Stand in front of Miss Watson, and give her your full attention, boy.”

Miss Watson, who had returned to her desk, looked up from her paperwork. Her face was a mask of disdain as she eyed the fifteen-year-old boy. “You are going to be caned, my boy. Miss Anderson will take you through where you will be prepared for your punishment. You will obey your instructions, if you make a fuss, I will extend your punishment, so you have been warned.” She turned to Samantha. “Take him through and make sure he obeys your instructions without fuss.”

Samantha led him by the wrist through to the punishment room. She was delighted to see him blush as he was greeted by the sight of the two pretty prefects. “Take your shoes and socks off and then stand with your arms held loosely at your sides. “Come along kneel down and get those shoes and socks off NOW.”

Samantha watched the good-looking boy kneel on one knee and hurriedly take off his shoe and then his sock. Her voice was sharp and firm. “Put your socks in your shoes when you have got them off and stand up straight. Miss Cox and Miss West will undress the rest of you.”

Samantha was delighted to see the boy obey her every word. She could see his blushing face deepen as each piece of clothing was removed by Cynthia and Charlotte. She saw him shiver in dire embarrassment and shame as Cynthia slipped his underpants down his legs and then one by one made him lift his feet as she removed them.

He was tempted to take his hands from his head but quickly thought better of it as he saw Samantha watching his every move. The moment he was free of clothing, Samantha took his wrist and led him to the punishment bench. The other girls watched her as she competently fastened his wrists.

She spoke to Cynthia and Charlotte. “Bring the straps around the back of his knees and pull them tight. That’s the way.” The blushing boy was fastened tight and immobile to the bench; the gap between the padded bench and the leg extensions would allow plenty of room for the girls to hold his genitals which hung down towards the floor. Samantha watched the girls fetch their stools and place them by his waist.

Samantha pulled up another stool and placed it in front of his head which hung down between his tightly stretched arms. The boy was already hyperventilating as he realised how helpless he was, aware also that his bare quivering bottom was now the highest point of his body.

Cynthia and Charlotte had quickly dismissed any misgivings of the competence of their young fellow prefect. Miss Watson walked through and checked the boy’s fastenings and then picked out a vicious Rattan cane from the container. “Paul Browning, you will receive six strokes of the cane at thirty second intervals upon your bare buttocks. Any foul language will be rewarded with one extra stroke of the Rattan. I sincerely hope that it will be a lesson to you to modify your behaviour in this school.”

Miss Watson raised the cane above her shoulder. Suddenly it swished noisily through the air and made sharp, violent contact across the middle of both of the boy’s bottom cheeks, the sound was an extremely loud ‘thwack.’

For a split second there was no response and then there was violent shudder from the young boy; he began to squirm violently and then as the pain made its way through to his brain, he screamed in utter agony. The scream was high pitched and piercing to the ears. His body began to shiver and shake furiously. He suddenly seemed to realise that the squirming and screaming did nothing to alleviate the pain as it seemed to reach every nerve in his body.

He began to plead… “Please… Miss, Oh please, I’m, not tough or… erm strong Miss… I’m just… oh Miss it hurts so much… erm… I don’t think I could possibly stand any more.” The girls quickly went into action. It was Charlotte who grasped his penis with both hands as Cynthia, realising that she was too late, grasped his scrotum. Samantha stroked her hands over his blushing cheeks and his hair as she spoke to him. Poor baby, never mind, little boys have to have their little bottoms spanked when they have been naughty. It will soon be over, sweetie.

Emma knew that the boy had never experienced anything like the pain of a caning. It was obviously a shock to his system as he cried out pathetically as each stroke of the cane seemed to sear his very soul as well as the cheeks of his tender bottom.

She made sure that Samantha had taken charge of his penis by the fifth stroke. She waited until miraculously the girl nodded to her as the thirty second interval heralded the last stroke. She raised her cane and even as it was still in the air, she saw the boy’s body tense as if he were having a fit.

She caught sight of Samantha’s hands moving busily beneath the boy as she made him ejaculate. His cries of distress were in response to intense pleasure as well as pain. Both senses were being expertly exploited as the boy writhed and shuddered. His body completely overwhelmed by the expertise of his two tormentors.

Samantha had been surprised when she had first seen his penis when he was being undressed. She thought it was probably fear that had made it shrivel up to a tiny nub. But when she had felt underneath him to take hold of it, she was surprised at the fully erect three-inch appendage. How cruel nature can be, she thought as she skinned him back and used her finger and thumb to rapidly bring him to an ejaculation.

Although he had survived through six strokes of the cane, Paul knew how stupid he had been. The promise from Roger that his behaviour would impress the girls with his macho posturing had never materialised. And he knew that he had been stupid and juvenile to ever think that it would.

Once he had been released, Miss Watson made him stand facing her while she talked to him. This was no bully or braggart, but a timid young boy lost in purpose without self-esteem. Her voice was persuasive and ernest.

“From now on Sweetie, you will take it upon yourself to look after the younger boys and girls that are starting their second school. You will help them in every way you can. Show them where things are and generally befriend them. Can you imagine how much more reassured they would feel having an older friend that knew the ropes. Will you change your ways and try for me Sweetheart. You have had your punishment so you can have a clean start.” Her voice became even softer. “I know your bottom hurts, darling. Being caned is very painful, but you needed a punishment to pull you up short before you really got into trouble. Now the girls will lay you down for a few minutes until the nurse comes for you and takes you to the surgery. I know you can’t stop crying, it is because you are ashamed of yourself. So, from now on you are going to turn over a new leaf, aren’t you Sweetie. Just for me Sweetheart.” Paul burst into tears again. Emma guessed that he had never been shown love or emotional care.

As the girls lifted the sobbing boy to lay face down onto the massage table, he clasped Miss Watson’s hand and kissed it. He could never have explained why; it was an instinctive gesture that had drawn him towards her. Emma could feel his tears spill on to her hand and knew exactly why he had kissed her.

Emma was aware that Paul’s mother was a very successful Barrister and would have no time for the sort of love that Paul needed. Emma had no time to dwell upon it as she had three more boys to cane. But she knew that this boy needed love and affection.

She would have liked to have Samantha stay for the rest of the canings, but she knew that her young protégé would be wanting to take her brother home and so reluctantly she let her go.

It was a few minutes later that Ami appeared through the rear door. She took the young assistant nurse aside and had a quiet word with her. Ami took on board everything that Miss Watson had said to her before she went into the punishment room and took charge of Paul. Ami had been surprised at the severity of the six livid welts that decorated the boy’s buttocks as well as being astounded at his fully erect but tiny penis as she helped him from the bed. “Come along sweetheart, I am going to put some cream on your little bottom when we get down to the surgery.” The boy was blushing as Ami looked him over before taking his hand and leading him through the rear door of Miss Watson’s office carrying the plastic bag that one of the prefects had filled with his clothes.

Nurse Janice Jackson looked at the crumpled face of the naked young boy as Ami led him into the surgery. She turned him around to examine the livid stripes upon the cheeks of his bottom. “Poor baby, you have had a severe caning haven’t you, let’s get you up on the table and see what we can do for you.” Paul suddenly burst into tears again. He sobbed and sobbed while Ami stroked his face to try and console him.

They moved away from him as Ami quietly told Janice everything that Miss Watson had said to her about the boy. She saw that Janice was pondering as she began to treat his bottom. They smoothed the antiseptic cream over his bottom almost caressing his bottom with a gentle touch. Ami could not help herself sliding her fingers inside the crevice of his bottom, feeling his sphincter recoil as she pressed against it. Somehow, she took great pleasure from playing with boy’s bottoms, usually penetrating them as she manipulated their penises. She would skin back their penis at the same time as she stretched their sphincter.

She was aware that Janice had something on her mind as she broke off from applying the cream and whispered to her. “Don’t make him spurt yet. I have a phone call to make. Ami was surprised at the instruction as it was normal for both of them to tease the good-looking boys before making them ejaculate. She knew that Janice would normally really enjoy playing with the boy’s cute little penis because it was so small. She wondered what was so important to break off his treatment to make a phone call.

Ami continued stroking the boy, but she was now taking great care that she did not arouse him too much. Sometimes she would take a boy over her knees and stroke his bottom, if he had been slippered by the sports mistress. However, since the re-introduction of official corporal punishment in the form of caning, she thought that she might have lots of bottoms to take over her knees in the future. She loved getting young boys upon their hands and knees and slipping two fingers up inside their bottoms. She loved hearing their gasps and groans as she excited them to a fever pitch, often holding them upon the very edge of an orgasm for several minutes before she made them ejaculate helplessly.

She could hear Janice talking in her office for quite some time and then realised that she had someone with her. After a few more minutes she opened her office door and came through into the surgery. She closed the door firmly behind her and came to stand by Ami.

Janice whispered to her. “Do you think we could get him in the chair… I mean support him a bit with stirrups so that there was hardly any weight on his bottom.” Ami looked a bit puzzled but nodded. “I’ll let the front leaf down so he can stand with his back to the chair, then we can hoist his legs in the stirrups, and his bottom won’t be taking any weight at all.”

Nurse Jackson spoke to Paul, who was nearly asleep with the soothing attention to his bottom. “We are going to put you in the chair, Paul. It will be better for you.” Paul was unaware of any ulterior motive as he stood as instructed with the small of his back against the chair as they hoisted his legs up into the stirrups without his bottom bearing any weight as they put the leaf back.

Ami watched in puzzlement as Nurse Jackson took a sleep mask from one of the drawers as well as a stainless-steel dish which contained shaving equipment. She handed the dish to Ami and whispered to her. “All of it off,” gesturing towards his pubis. Janice turned her attention to Paul. She spoke softly. “I am just going to pop this sleep mask on you Paul, the lights over the chair are very bright when I turn them on.”

Paul raised his head up slightly as she slipped the elasticated band around the back. “Just relax sweet boy. You have had a bit of a shock, haven’t you darling.”

Paul was almost asleep although he was aware of his pubis being washed and occasionally aware of Ami’s fingers upon his penis. He drifted into twilight as Ami shaved him carefully and gently. When she had finished, she ran a warm washcloth around his groin. Just relax Sweetheart, and rest, there’s a good little boy.”

Janice cast her eyes over the boy and put her finger to her lips. Paul’s breathing was deeper as if he were near sleep, although his little penis was standing up from between his thighs. Ami watched Janice tiptoe to her office door and open it. She beckoned whoever was inside. Ami watched as the small slender frame of Soo Ling emerged. The girl was fourteen years old. She was an extremely small girl, but pretty to the extreme. She was an extremely bright student, but very mild and unassuming.

Ami had been present when Janice had examined her and suddenly a possible reason for her attendance flitted across Ami’s mind. Soo Ling had attended the surgery for an internal exam at her mother’s request. Janice had performed the exam as Soo Ling’s mother wanted confirmation of her concern that the girl’s vagina was very narrow.

The mother had admitted to Nurse Jackson, that she was physically the same and had, as a young girl, searched far and wide, before she found a boy that would suit her physically. She was particularly concerned that American boys would be far too large for her daughter and did not want Soo Ling to take up with a boy that would harm her in a normal relationship.

Janice had confirmed her fears that indeed Soo Ling was very, very small in that respect. She was able to assure the mother that, as in China, there were boys who were born with penises well below average and that they were usually ashamed of the fact and so difficult to find.

If Aimi’s thoughts were correct, she had found one in the same classroom. As Soo Ling was already in the class above her age group. Janice took hold of Soo Ling’s hand and led her to the side of the chair. The shaving had revealed the size of his penis to not be an illusion. The boy’s penis was short and thin and would certainly cause derisory remarks in the changing room.

Janice took hold of Soo Lings shoulders and made her stand close to the bed. Soo Ling leaned to the right to look at the welts on the boy’s bottom cheeks. The deep breathing of the young boy indicated that he was asleep. Both Ami and Janice knew that the trauma of his caning would have depleted his stamina. Or perhaps he had not slept the night before from knowing that he was to be caned today.

Ami ran the washcloth around his pubis and noted that there was no response from the boy. Soo Ling looked at his face and recognised him instantly. She had always thought he was goodlooking and had never dreamt that he was so small. Janice took Soo Lings hand and placed it on the tip of his penis. The girl, although apparently timid wrapped her tiny hand around the shaft of his penis and nodded. She did not quickly let go, which Ami would have predicted, instead she slipped the foreskin back and bared the head.

She began to move her hand up and down his penis and saw that it really was at a full erection. Soo Ling took her hand away and then to both the nurses surprise, she bent her head down and took his small penis into her mouth. She stayed like that for at least a minute before raising her head and nodding at Janice. She nodded her head to Ami formally and then took Janice’s hand and led her back into her office.

“Thank you, Nurse Jackson. I will make friends with him and if he likes me, well more than likes me, I will take him home where my mother and sisters can examine him. I know he will fit me… I have a vibrator the same size as Paul Browning’s penis. I am pleased he was caned today; he was getting tiresome being macho stupid with his friends. If we do get together, I shall be the one to cane him like my mother used to do with my older brother, she maybe still does. I am grateful to you, and I know my mother is for your kindness in doing my exam without the platitudes and all the other stuff that doctors’ say.”

She smiled at Nurse Jackson; her pretty face would be hard to resist, and Janice guessed that the boy would be besotted in no time at all. Soo Ling shook the nurse’s hand as she was ready to leave.

“You may rest assured that Paul will be very well behaved from now on if he is with me. I have been allowed to go home early today, so I will be able to help my mother in her salon.”




Samantha entered the library and nodded to the pretty girl that had volunteered to work there in her spare time. She could see that Richard was seated at a desk at the far end of the spacious building. The desk had a dozen or so books piled up. Samantha went up to the counter and spoke to the girl. “Has Richard Anderson withdrawn all those books?” The girl smiled widely. “Yes, but we have a spare room, so he only has to take the ones he needs and put the rest of them in the study room. I have given him all the past exam papers too, so he should be well caught up in a few weeks, and he can test himself by randomly using one of the past exams.”

For some reason Samantha was wondering if the girl fancied Richard.

“I gave him the key to the room so he can come and go as he pleases. I haven’t seen you before, you obviously know Richard. Samantha smiled. I am his sister, but also his tutor… or should I say mentor.”

The girl looked her over and seeing her badge laughingly declared, “you’re one of the new prefects Miss Soames has been electing. Now you can legally spank his bare bottom if he doesn’t work hard enough.” She smiled again. “I think that there are quite a few girls that would like to spank Richard’s bare bottom.”

Samantha laughed with her, but inwardly she was furiously jealous of Richard and had no intention of letting anyone near his bare bottom or any other part of him. Unfortunately for Richard, Samantha decided, quite irrationally, that she would really spank his bare bottom this afternoon. Even if it was unfair, she thought, it will establish how life at home would continue.

“I am Charlotte Ryder I look after the library part time, but really some of the students like Richard often need help in locating the more obscure publications. I downloaded some exam sheets for him the ones given out before the summer break. The computers and printers are available all the time, but some students need the help of someone who is familiar with indexing system, it’s not straight forward. Richard manages better than most.

“What’s your name, I can see the family resemblance.”

“It’s Samantha.”

“Well Samantha, most people call me ‘Charlie’. I quite like the soubriquet. If I can help you in anyway let me know. I don’t see Richard here that often as he usually takes the books away, but with that pile to get through, I should imagine he will be in a lot more often.” She watched a boy and a girl leave before she continued.

“Excuse me for saying so but I saw a little flash of pique when I mentioned Richard’s bare bottom. Do you sort of, you know, look after him, if you get my meaning.

I look after my brother, he is younger than Richard, so I was able to steer him on the right path as he reached that awkward age that boys go through, well actually they don’t go through it until they are about fifty.” Charlie saw that Samantha was amused by the observation. “So, do you, I mean look after him… sort of… ‘hands on’, so to speak?”

Samantha considered the question, wondering if the pretty girl was discrete. She was not sure whether she wanted to be as open with this girl as much as she had been with Miss Watson, but Samantha thought that an older girl might be a useful ally. She did not answer her immediately and it was Charlotte that broke the silence.

“OK Samantha I will put my cards on the table. I masturbate my brother every day. He has never had to resort to doing it himself, so I keep him from becoming needy and vulnerable. I am not suggesting you do that, but I sort of guessed from your attitude that you probably do sort of take charge of him.”

Samantha decided to take the plunge. “I do both, I spank him, it turns him on, although he would never talk like that. I have always thought that he is beautiful and quite timid, so I spank him and then do what you do. Seven times a day every day. That’s why I have come to take him home. It came about by accident when my aunt spanked him for a misdemeanour, and he ejaculated while he was over her knees. I guess that was the start and my aunt instructed me in what to do and how many times erm… to do it to him.”

“Well Samantha, you are in luck. Richard has the key to that study room.” She pointed across to a door in the far wall. “It has a couch and two easy chairs as well as a desk and several other wooden, hard backed chairs. There is only one key to the study and my master-key. Why don’t you take him in there. Then he will be done and dusted until you get him home. We have three more study rooms, but this is the best one. These study rooms are rarely used and if I ever get asked for one, then I will give them one of the others.”

She smiled at Samantha and then reached for a small bunch of keys. She walked around the counter and took the young girl by the arm and led her across the room. Samantha was able to see all of her for the first time and noticed that Charlie was wearing a very short skirt which showed off her long athletic legs. Like almost every student after the summer break, her bare legs were tanned to perfection.

Richard was still busy reading at the far end of the building was not yet aware that his sister had arrived.

Charlie unlocked the door to the study room and pushed Samantha forward. “Voila! What do you think to that? You can use it any time that you want to, while ever you have the key.”

Samantha looked around the room and noted everything in an instant. She also saw that there was an adjoining bathroom. “Perfect Charlie, and a restroom too.” Charlie smiled, “I christened this study room with Timothy. I have a similar modus operandi with Timothy that you have with Richard, so you can bring your lubricants or whatever and keep them in the bathroom. The other girl that acts as librarian has never been in here. I will let her know that someone is catching up a class and needs it to study in seclusion or with his sister.”

Samantha looked at her watch and realised that she would easily catch up with his schedule. I will just make this one a double, she thought. She knew that his embarrassment factor would be off the Richter scale, she had already decided that Charlie would be a perfect adjunct to her brother’s humiliation. And she guessed that Charlie would be more than delighted to be involved with her perfect looking brother.

It was a short but very productive conversation that Samantha had with Charlie. Within fifteen minutes they were ready for action apart from a few little additions which Charlie dashed back to her counter to collect. Samantha took her seat in the restroom of the study and began to read one of the fashion magazines that had been left on the illuminated dressing table.

It was ten minutes later that Charlie stood in front of the desk upon which Richard was working. As there were no other people in the library, Charlie spoke crisply and clearly to Richard. “Get up and come around the desk, Richard.” The boy looked surprised as he obeyed her and stood in front of her. She took his wrist. “Oh, have you got your key to the study room?”

“Yes, Miss it’s in my pocket.” Charlie took a firmer grip on his wrist and pulled him along the gangway between the desks towards the study room. “I had better show you the room, it will suit your purpose when you need to study, and you won’t need to drag those large volumes around. She stopped abruptly at the door and held her flattened palm outwards for the key. As soon as it had been placed upon her hand, she unlocked the door and pulled him through. “Once you are in here Richard, you can lock the door like this and you won’t be disturbed.” She locked the door and left the key in the lock.

“Right, Richard. Listen to me.” She looked at him sternly, holding his attention with her eyes looking into his. “Your sister has informed me that you have been a naughty boy. She has requested me to administer a spanking to your bare bottom. Don’t speak, just listen. These are her explicit instructions. You are to strip yourself bare. You have four minutes to accomplish this. Then you are to place yourself over my knees where I will give you your spanking. I will be seated upon that chair waiting for you to present yourself to me, completely naked. No arguments, no excuses. You have four minutes from NOW. Get to it boy, your sister, Samantha will be here in a minute or two when she will decide whether to apply a cane to your bare bottom If you resist me and don’t do as you are told.”

Charlotte raised her skirt and sat down. Richard could see her panties clearly as the young girl looked at him sternly. “You have three- and one-half minutes left, strip or spend the rest of the day in tears. Get to it now!”

Charlie could see that there would be no further hesitation as the blushing boy suddenly sprung into action. He knelt and quickly unlaced his school shoes. His socks quickly followed the shoes. He was already wrenching the knot in his tie as he stood up. He pulled the school tie from his collar and almost in the same movement, he undid several of the top buttons of his shirt and dragged it over his head. His trousers were quickly loosened and soon down around his ankles. He kicked them off his feet and suddenly stood transfixed, like a deer in the headlights.

Charlotte overtly looked at her watch. Her voice was like a death knell as she counted down. “Nineteen, eighteen, seventeen, sixteen,” she watched as he snatched his underpants from his hips and tugged them down his legs in panic. He stood blushing profusely as he clasped both hands over his penis and testicles. Charlotte looked at him coldly and spoke to him authoritatively.

“Now young man you must know that you are never, ever allowed to touch your penis, unless you are facing a toilet bowl. Get those hands upon your head now! Do it boy!”

Shamefaced and shivering, he slowly uncovered himself and placed his hands nervously upon his head. Charlie admired his astoundingly perfect naked body as the boy stood shivering as if he was freezing from cold. She pointed to a space upon the floor at her right-hand side next to her chair. “Come here boy and get over my knees. Now!”

Richard was so ashamed and belittled that he obeyed her instantly. He stood next to her thighs looking down at the beauty of her flesh and the perfection of her youthful, tanned skin. He watched the smooth muscles of her legs flex in readiness for him.

She grasped his penis tightly, making him gasp in shame as she pulled the shaft forward and then downwards. He was filled with guilt as a deep throb ran between his legs shamefully urging his penis to swell as he almost fell over her thighs.

Without comment she forced her legs closer together and imprisoned his wayward genitalia between her well-toned flesh. Richard could feel his cheeks burning with humiliation as he stared at the floor. “Hold on to the chair legs and don’t let go for any reason.” She felt him shiver as she placed both hands upon his buttocks.

She slipped her fingers between the cheeks of his bottom, feeling him shiver in shame as she pulled them widely apart to reveal his tightly closed sphincter. She continued to keep his buttocks well spread as she looked him over.

His body was shivering with shame as she finally let go of his buttocks and raised her right arm, slipping her left hand around his waist and holding him with a firm pressure.

As was usual with her own brother’s spankings, she used all of her strength for the first resounding slap upon his nearest bared buttock. The speed and ferocity of her spanks took Richard by surprise. His gasps gave her a thrill of deep sexual delight. Reaching twenty slaps, she changed to his other buttock and gave the untouched flesh the same treatment. It was after another twenty hard slaps had been delivered to that buttock, before she began to spank different areas of his flesh, from the back of his thighs right up to the top of his buttocks.

Richard jerked his head as a soft voice spoke softly into his ear. “Poor, poor baby boy, is Miss Charlotte giving you a thorough spanking Richard.” He turned his head awkwardly and could see his pretty sister kneeling down next to his head. “Just a few more spanks, baby Richard. Little boys must endure their smack-bottoms if they are to grow up to be good boys. Now don’t forget to thank Miss Charlotte for your spanking when she has finished. I’ll stroke your head while she gives you your last twenty spanks.”

Charlie was quite surprised at Samantha announcing another twenty as he had already had a good sixty. But she was well aware that Samantha knew what she was doing. She had never seen a boy being made to ejaculate twice with no refractory period in between. But she knew from her own masturbation, that her clitoris was so sensitive after she had orgasmed that it was unbearable if she even touched it. Of course, she knew that her own brother would moan in desperation if she manipulated his penis for too long after he had ejaculated.

“You can get up now Richard and stand in front of me with your legs spread and your hands firmly upon your head. Come along, up you get.”

It was Samantha that got him into position. Richard’s face was a mass of redness as he now stood with his hands upon his head and with legs widely parted. Samantha had placed him so that he was as openly displayed as possible.

“Now Richard, Miss Charlotte is going to inspect your body. Which is only right that she gets to know what she is dealing with, if she has to milk you occasionally. Now don’t you have something to say to Miss Charlotte.”

To His utter embarrassment Richard spoke to her as she looked him in the eye. “Thank you for spanking me, Miss Charlotte.” Charlie realised that Richard was very timid and obedient to his sister and completely under her control.

Charlie looked at the physique of the naked boy as she walked around him. Her touch was gentle as she stroked her hands over his shoulders and then checked the narrowness of his waist. His thighs and carves, are just as perfectly proportioned as one could hope for, she thought. And the beauty of his face, although blotched with tears and redness. She suddenly cupped her hand under his testes and grasped his erect penis. “Let’s get him positioned,” Samantha said, as she saw her brother’s lips begin to tremble in shame. He is well prepared and should give of his best, don’t you think, Miss Charlotte.

Samantha placed two chair cushions on each corner of the nearest side of the desk. “Get up on the desk with a knee upon each cushion. Then lay your chest on the table with your head resting on your hands.” Richard was aware of how humiliating the position would be, but he had not forgotten the threat of the cane. He quickly got up onto the desk and realised how widely spread his thighs would be as he carefully placed each knee onto a cushion and laid with his chest upon the cool surface of the desk.

It was with acute embarrassment that he rested his head upon his hands, knowing that his bottom cheeks were widely parted and that his buttocks were humiliatingly presented high above the desk. His penis and testicles hung down in between the triangle of his thighs. He shivered as Miss Charlotte stroked both of her hands upwards from his knees to the apex of the inside of his thighs and clasped his hanging penis and testicles, holding them captive in her palms. She spoke to Samantha. “I’ll fetch the lubricant and towel, Samantha.” She smiled at the young girl who was stroking her brother’s blushing cheeks.

It was a few moments later after Miss Charlotte had returned and laid a towel between the cushions, that he felt a cool lubricant being applied to his vulnerable sphincter. He shivered at the sensation as Samantha used both hands upon his penis, skinning his foreskin back until the glans was fully exposed. He cried out in distress as simultaneously his anus was penetrated by Charlotte’s two slippery fingers, and his penis was subjected to Samantha’s fingernails scoring over the coronal rim. He shivered and shook as the girls went to work on his body. He felt a hand envelope his testes and squeeze them firmly. He gasped and moaned as the girls expertly aroused him.

Richard had no idea who was doing what to his body. It seemed that every sexual nerve was being aroused at the same time. His penis seemed to ache with the intensity of the stimulation being applied to his body. He had no defence from the expert hands and fingers eliciting and provoking a relentless excitement that he could not control. On and on it went, their incessant arousal exploring every sensitive area of his bottom and his genitalia. There was no respite to their clever and knowing touch.

He had never felt his penis become so hard or so sensitive to the feel of their hands upon his body. He could feel his urgent ejaculation approaching as if being propelled from deep inside him. He gasped loudly, moaning pathetically as semen shot through the shaft of his penis. His cries of distress were unheeded as the intense stimulation continued. He was sure that he had never ejaculated so copiously and yet the goading continued.

It was not long before his penis became agonisingly oversensitive and yet, cruelly their fingers continued. “Please, no more… I can’t stand it… it’s too much, please Miss… no more, oh please Miss.”

It was Samantha that answered him, her voice was cool and calm. “Come along Sweetheart, you know I must keep you on schedule, you are not allowed to escape your milkings… we are going to make you ejaculate again. I know you think that you can’t do it again, Richard, but you can… we will not stop until we have milked you thoroughly.”

The torment continued, along with sharp spanks to each cheek of his bottom as the girls wickedly pursued their goal of a second ejaculation. Samantha and Charlie smiled at each other as they elicited every possible sexual response from his naïve senses.

Richard felt a claw-like hand being scraped across the head of his penis as the fingers inside him, prodded and stroked within the walls of his anus. The girls cajoled and stimulated every millimetre of flesh. Cleverly and deftly, they aroused him, pushing him through the agony of a surfeit of stimulation.

Charlie was delighted to see that his quaking body was being comprehensively aroused again, she spanked his buttocks as her fingers worked diligently inside him. She knew that they had him on the pathway to another emission. Instinctively she lowered her head and bit his bottom several times as she stroked her fingers firmly over his prostate.

She could feel the gland begin to spasm and knew that he was going to climax. Within a minute of her prediction, the boy’s entire body stiffened. It was if he was straining against some great weight. His head lifted from his hands as almost deliriously, he ejaculated. His body was shaking as if he had been whipped to his orgasm. Samantha watched as semen shot furiously onto the towel between the cushions.

As the last of his semen hit the towel she pulled it away, knowing that inevitably he would collapse on to the desk. Both Samantha and Charlotte admired the sight of his perfectly proportioned body slump onto the desk as if terminally fatigued. They stroked their hands over his back and his buttocks and down his thighs. Samantha whispered softly in his ear. “Good boy, Richard. Was it all too much for you, never mind Sweetheart, you will feel so much better soon. I’ll fetch you a drink of water, we’ll soon get you back to your work.”

Samantha realised how effective it was to have two girls goad him to an ejaculation. At the same time, she was looking forward this evening. Making him totally embarrassed while she watched him spurt standing upright in the bath. She would remind him of this afternoon while she bathed every inch of his beautiful body.





Soo Ling did not have to wait long for her opportunity to attempt her seduction of Paul Browning. She was ready for her trip home when she saw him on his own in the school quadrangle. He was standing aimlessly looking at his feet as she hurried towards him.


Paul was so engrossed in his own misery that he did not hear or see her. He felt so despondent as he looked down at his shoes that he was near to tears.

Soo Ling realised that the boy was feeling very much alone. Her voice was soft but clear “So, Paul Browning, is your little bottom still burning from Miss Watson’s caning. Would you like me to put some soothing lotion on it for you, it must feel very tender. Tell me, did she make you cry?”

Soo Ling was delighted to see the boy’s face suddenly colour up to a bright red. “Poor baby, it must have been so embarrassing having your baby bottom caned by such a pretty young teacher.”

Paul did not know what to do. Should he walk away from such a pretty girl. It was the first time that a pretty girl had ever paid him any attention. “Did you have to visit the lovely Nurse Jackson for her to look at your bottom.”

Paul just looked embarrassed and stupefied. Did everyone know that he had been caned on his bare bottom. Were they all laughing at him. “Has the little gang you were in broken up now that you have all been caned on the bare botty?”

Paul suddenly felt very vulnerable as the beautiful tiny girl looked him in the eye. Her pretty face clearly bedazzled him and yet he could feel tears of shame cloud his eyes. He managed to speak, softly and hesitantly. “They weren’t really my friends. I’m going to change… in fact I already have, Miss.”

His use of the word, ‘Miss’ delighted Soo Ling. “You don’t really have any friends here at school, do you? Would you like me to be your friend, Paul. I could be a good friend to you, if you behaved yourself.” She saw a tear of shame run down his blushing cheek. She guessed that he had no idea how to talk to a pretty girl, but she could tell that he really wanted to. “I am going home now, Paul. But I will be your friend if you want me to be.”

Paul was in a quandary. His usual stupid persona had been dispensed with. His only way forward was to be truthful. It was at the same time as he spoke, that he felt a flood of tears run down his cheeks. He was at his lowest ebb, not realising that it was the first time that someone had spoken kindly to him. “Would you Miss, really?” his voice was croaking and he could not stop his tears. “That would be lovely, Miss. Thank you.”

Soo Ling knew then that there was nothing macho about the boy. He was naïve and innocent, without one iota of bravado in him. She knew that she could mould him and shape him to her exact liking. “Here, Paul dry your tears, there is no one about.” She handed him a neatly folded handkerchief. “You can keep it.” She took his hand and squeezed it. “I will see you tomorrow.” She turned on her heel and walked away.

Paul walked back into school just as his homeroom teacher came out of the school building’s double doors. “There you are Browning, our class has been called for the medical examinations, you will have to hurry.”

End.