The Apprentice 2

By Terence

bowstead15@icloud.com

Copyright 2021 by Terence, all rights reserved

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This work is intended for ADULTS ONLY. It may contain depictions of sexual activity involving minors. If you are not of a legal age in your locality to view such material or if such material does not appeal to you, do not read further, and do not save this story.
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The Apprentice

Chapter 2 - Boss in Trouble


The Headmistress, who according to the sign above her door was called Mrs Cruickshank, was seated behind a large oak desk in a very old fashioned, oak-panelled room. She pointed to a chair in front of her desk for Mr Furzton to sit on and then turned to me:

“Tom, welcome to our school. I was really hoping to meet you in happier circumstances and welcome you properly into our community. I will have a chat with you in a minute - for now, would you mind waiting in Mrs Lodenheim’s office?”

As I was sitting in the secretary’s office, I could hear the mumble of voices from next door. After about five minutes, I could hear raised voices, particularly Mr Furzton’s voice. The door was yanked open and my boss stormed out and left, without even sparing me another glance. I then heard the crackling intercom on Mrs Lodenheim’s desk: “Mrs Lodenheim, will you please send Tom in now?”

Once I was seated in the chair that Mr Furzton had just vacated, Mrs Cruickshank turned to me, kindness personified:

“I am so sorry you had to witness that scene, Tom. This sort of behaviour is very rare here at the Hall. But Mr Furzton is under a lot of pressure. One of the pupils he punished this afternoon has lodged a formal complaint, and since her account of what happened is corroborated by a witness we have had to put Mr Furzton on paid leave until a formal hearing can be convened. You are likely to be called as a witness at that hearing, so that I cannot go into the events in question with you so as not to colour your testimony. However, the formal hearing is unlikely to be before next week so that we are finding ourselves in a little bit of a bind when it comes to discipline at this school.

So how have you been finding your first day so far?”

“Hmm, aaah, interesting. Challenging, too. Mr Furzton gave me some training on a dummy and trusted me to carry out my first real punishment once I had passed a test on the number 3 cane.”

“That’s good to hear!”, she replied. “As you will by now appreciate, we pride ourselves on our discipline regime in that it is fair, appropriate and, above all, swift. Its most fundamental aspect, however, is that punishments are administered not by our teachers, but by specialised discipline officers which you aspire to become. That way, we do not undermine the bond of trust between teacher and student, and we ensure that all punishments are carried out in a consistent and even-handed way. Finally, discipline officers are highly trained professionals, ensuring that none of our girls is injured or permanently harmed in the process.”

She seemed to have run out of things to say. There was a bit of an awkward silence.

“So, I have been considering my options for discipline. One way would be to let punishment slips accumulate. Another to ask a discipline officer from one of our sister colleges to come here for a temporary secondment. But none of them has more than one discipline guy on the staff at the moment. Which takes me to you.”

“Me?” I stammered, confused. This had been my first day!

“Well, yes. Mr Furzton seemed very taken with you and your skills. Of course, you would be limited to the number 3 cane, on safety and insurance grounds. However, there is no reason why you should be restricted to 10 strokes - the rules say nothing about the number of strokes, nor about how many layers of clothing the pupil is allowed to wear during the punishment. So, if you are amenable, I would simply instruct all our teachers not to prescribe any punishment other than with the number 3 cane and simply vary the number of strokes and layers of clothing in order to adjust the severity of the punishment to match the severity of the offence.”

“Hmm, that might work.”, I was forced to say, feeling very unsure of myself. “But I must admit that I have not really understood the escalation system - so would I simply ignore escalations?”

“I’m glad you ask - as it happens, Mr Furzton has been working on an escalation program for our new computer system to be rolled out in all our network of colleges. You enter the prescribed punishment and the level of escalation and the computer automatically calculates a number of alternative new punishments. You then ask the girl for a suggested escalation and if this exceeds the computer’s suggestion, well and good, that’s what she gets. If it does not, the computer will give you a number of additional aggravating options for you to choose from. How does that sound?”

“Fine, thank you. I have never used a computer before, though …” [It just occurs to me that I failed to mention that all this happened in the early eighties of the last century!]

“Oh, our computer officer, Miss Young, will show you, don’t worry. In fact, she can show you tomorrow morning, first period, so that you’d be good to go in time for the first recess.”

“Ok, then. I’m still a bit worried, though. I’m the same age as some of your girls - what if they do not obey me?” (or, worse, laugh at me or tease me, I was thinking to myself).

“Don’t you worry about that. They will. Anyone you send to me is guaranteed a much more severe, public, punishment.”

“Public?”, I asked, shocked.

“Yes, for maximum deterrence. Public punishments occur about four times a year, and can be prescribed by a properly convened disciplinary panel. They are carried out in one of the other schools in our network during a special afternoon assembly. We are doing it like that in order to minimise the disruptive effect it would have on learning if punishments were carried out in front of a pupil’s own peers. As you may know, our network consists of three schools for girls and three schools for boys - we punish the boys in one of the girls’ schools and vice versa. Very effective, I assure you!”

I now understood why the threat to be sent to the headmistress had always produced the desired result earlier that afternoon. I seemed to have run out of excuses.

“So, it’s agreed, then. Miss Young will fetch you from your room tomorrow morning to run through the escalation program with you - you are then expected to be in the discipline room during all break times. Good luck and have a good rest tonight!”

I wasn’t so sure about my prospects for sleep. First, the bed had looked seriously uncomfortable. Second, my head was full of pictures of clothed, semi-clad and naked girls being punished, and expectations of having to do the same on my own the next day. Third, I was wondering whether my mum had packed any tissues - I had a feeling I would be needing them later that day (I was right, as it turned out, and she hadn’t - I smuggled some loo paper out of the lavatory).

I had had some sleep the next morning, even though the bed turned out to be every bit as uncomfortable as it looked! I got up at six and had a quick shower in the girls communal shower room. Obviously, at that hour, I was alone. Freshly showered I got dressed in my uniform and went to breakfast - this was served in the main refectory. Although I sat at the staff table (known as the ‘High Table’, as I found out later), I was the only one there for breakfast. Somebody, one of the house mistresses, I assumed, had been there before me but, when I arrived, I was the only one there, attracting stares and giggles from the assembled girlhood. My uniform did not help - they knew what my role at their school was to be.

I was back in my basement room by 8:30 - first period began at 8:40 and at 8:45 Miss Young knocked on the door. I wasn’t really surprised she was a very young teacher - the older ones probably wouldn’t know one end from a computer from the other - but I was surprised that she was very pretty indeed. A real stunner. She introduced herself and then accompanied me into the discipline room. The computer terminal was sitting in a corner. While I had played games on my brother’s old C64 and my own Commodore Amiga, I had never used a network computer before. You had to give it commands - if you didn’t, all you got was a blinking arrow. Miss Young, or Carol, as she asked me to call her, showed me how to enter ‘escal’ and wait. The screen now asked: “No Strokes?” - Carol entered 10. “Implement?” Carol entered ‘Cane 3’ (she had been told that was all I was qualified to use, clearly). “Layers?” Carol entered 3, but the computer rejected this. It was either 2, 1 or 0, apparently, which made sense (panties and skirt). She entered 2. Now more text appeared: “Please enter the dates of the pupil’s last three attendances” and a diary showing the last calendar month. Carol selected one date three days previously and today’s date. A message appeared:

Based on your input the pupil appeared twice before in the last seven school days and once before today. Is that right?

“Oops, that’s not what I meant!”, said Carol. “It seems that it does not mean the current visit, only visits in the past. So better remember that!” She entered ‘y’ and the screen really came to life.

Based on your input the pupil is due four escalations (one for the second appearance within one week, two for the third appearance within one week and one for appearing twice in a single day).


Strokes: 10 + 3 (I); 13 + 4 (II); 17 + 6 (III); 23 + 8 (IV) = 31 STROKES

Implement: 4 (I); 5 (II); Paddle (III); heavy whip (IV)

Clothing: Panties (I); bare (II); bra (III); nude (IV)


“I still don’t really understand how this works in practice”, I worried. “I mean, I am meant to ask her what escalations she suggests - how do I know if this is greater or lesser than what the computer says? There are so many options - really very complicated.”

“Calm down,” Carol said in an irritating, soothing voice. “It’s really very simple. Say she were to suggest 20 strokes. That would get her only to the second escalation. We don’t have a choice when it comes to implement, so that there are two escalations to go, plus one extra for falling short in her suggestion. So you could give her 31 strokes plus one third, that is, er, 41. Or the 20 she asked for in her bra. But the starting point is the 20 she asked for, so you can’t start from scratch and give her 13 in the nude. But don’t worry, the computer has all this programmed in!”

She hit return, and the computer asked:

Pupil suggestion?

She entered:

20, 3, skirt.

The computer:

41, 3, skirt
31, 3, panties
23, 3, bare
20, 3, bra

“So that shouldn’t be too hard, right?”, she asked, with a knowing smile and a furtive glance at my crotch area. It must be admitted: I was visibly aroused. This flustered me.

“Hmm, yes, that should be fine, thanks.”

“Ok, I’m off to teach a Pascal class. Good luck!”

And she left. On my own in the discipline room I had another good look around. It was going to be an interesting few days!

During the first recess, or break, as it is known this side of the Atlantic, I could feel my heart rate go up as I was waiting for that knock on the door. But it never came. The break bell sounded again before I knew it. Another 90 minutes of anticipation - for, who knows, maybe again nothing!

They lasted for much longer than 90 minutes, at least that’s how I experienced them. The next bell announced lunchtime. Surely, there would be a knock - just one girl would be all I would ask for!

And there it was: a faint knock.

I opened the door to the office and there were two girls waiting outside, both around 15, one blond, one brunette, the blond slim, the brunette borderline overweight. Both looked sheepishly to the floor as I asked them in and closed the door. They handed me their slips: both called for 18 strokes on skirt.

“So how come you deserve this?”, I asked, greatly daring.

“We exchanged notes in class”, said the blond, demurely.

“Ok, who would like to go first?”, I asked.

The blonde sighed and moved to go into the next room. I looked at both slips and got their files - Nicole and Amelie, though I had by now forgotten who was who … ouch. Oh well!

The blonde walked straight to the small frame, the one that was basically just a stool and lay over it. She did this so matter-of-factly that it occurred to me to check the file when she had last attended. But which file? Well, I checked them both, and, sod’s law, Nicole had attended the previous Tuesday, in other words, fewer than seven school days previously, while Amelie’s last visit was more than a month back.

“Sorry, your name has escaped me”, I said, embarrassed. “Are you Nicole?”

“Yes, I am.”

“I am afraid you have earned an escalation because this is your second visit in a week.”

“Oh, I had hoped you wouldn’t know about escalations, being new and all. Too bad.”

“Hmm.” I didn’t like her cheek, but wasn’t sure if I had the power to do anything about it.

“So you know you must suggest an escalation … what do you suggest?”

“22 strokes then, instead of 18”, she said, trying to sound indifferent. “You add one third per escalation, easy!”

I wasn’t too sure of my maths … and blushed a little, having attended a much less posh school. But using the computer helped. I clicked on the previous Tuesday, then entered 18, 3, 2, and the computer returned 24 as the first escalation. She had got the maths wrong!

“Sorry, I think your maths is wrong. 24 would have been correct.”

“Fine, make it 24 then!”

“That’s not how it works. You get an additional escalation, as you well know.”

I entered ’22’ for pupil suggestion and the computer gave me the option of 24 on panties or 32 on skirt.

“Please take off your skirt and I’ll give you 24 on panties!”

“No way! We were told in assembly that you can only cane us, and we get to keep our skirts on!”

I wasn’t too sure of my ground. That sounded somewhat reasonable. But surely the computer had been programmed only to give me actual options? It did not suggest other implements than the number 3 cane, for example. What was I to do?

“Ok, I’m sorry, I must have misunderstood something. We’ll make it 32 on your skirt, then.”

“How do you figure that? No way, that’s too many!”

“Well, I guess it’s one third more than 24 …, but I’m not sure. Shall we say 30?”

I realised that I was bargaining with her - showing weakness. Not an auspicious beginning! But then again, I was hardly older than her!

She agreed to 28 and bent over the stool. I was angry with her and really put my back into it, but she remained stoic and did not utter a sound. She then left in a huffy sort of way. This had not gone the way I had pictured it in my head!

Amelie, the slightly overweight girl, was next. She was not quite as stoic but kept her composure, though there was quite a bit of moaning and a few tears.

When she had left, I filled in the two files. Amelie’s was simple, but I wasn’t sure what to do about Nicole’s. In the end, I thought honesty was the best policy. I explained what had happened, that I had been unsure of myself and had allowed her to talk me into a lighter punishment. I also documented that she had had ‘attitude’ throughout.

I needed to find out if Nicole had been right in her claim that I wasn’t allowed to tell them to take off items of clothing. I was too embarrassed to seek out the Head, however. I had forgotten the way to her room, anyway. So I thought I’d just see what the next girl with an escalation would say. I was not as eager for the after school session to arrive than I had waited for the lunch hour, but still …

The hour arrived, and there was the knock I had waited for! The first girl I saw, waiting outside, was Amelie! More escalations to work out! There was just one other girl, a very young one, around 12 or 13, looking very sheepish. Full of good resolutions, I told Amelie to wait and took the little one in first. She handed me her slip, it called for 10 strokes on the bare behind! So much for me not being allowed to ask them to take anything off!

“So you know what your punishment is, right?”

“Yes”, whispered the girl. “Would you please turn around while I strip?”

I wasn’t happy about this, but then again, too embarrassed to refuse. So I turned around, and when I turned back again, I was met by the sight of her tiny little behind on the cushion of the stool, legs tightly pressed together, but there was no denying it: her little slit was (just) visible between them. I was going to make this last!

I got hold of the cane and raised it.

“Count each stroke, please!”
I struck her white bottom. The impact made her move her position - her legs briefly separated, showing me the delights they were hiding, only for her to clench them back together again.

“One”, she gasped.

I raised my arm but left her in suspense. Her torso was shaking. I swung the cane down, swishing it through the air, but stopping before impact. In anticipation, she moved, and again, her slit was revealed. Before she could get back into position, the cane hit her. The unexpected impact made her shift position even more, spreading her legs so that I could even see her bottom hole.

“Two’, she breathed, as she was rearranging her legs.

Again, the cane hovered in the air. I was truly enjoying this. This time it came down, after a 30 second delay, and she screamed.

“Three”, she squeezed out.

Quickly, I hit her again. And again.

“Four, five”, from her, but she was now concentrating on the pain, forgetting her exposure and humiliation in front of an adolescent boy.

Her legs were now spread reasonably wide, affording me great views. I took my time drinking it all in while keeping the cane raised. I didn’t really want to strike, fearing that she would shift position again - and my view could not really be improved upon, I had to confess to myself.

But all good things come to an end. As stripes formed on her bottom, and she realised how exposed she was, she clenched up again and stayed like that, as my cane hit her another five times.

She was crying hard, whether of pain or humiliation I couldn’t fathom, grabbed her panties and put them on without waiting for or expecting me to turn around.

I called in Amelie.

She still had her slip and now handed it to me.

“30 strokes on panties” it read.

I was still dazed from my encounter with Doris (as I only now realised the young girl was called, in getting her file), and so I just asked her to take off her skirt and get on the stool.

“Aren’t you forgetting that this is my second visit today?”, she asked, somewhat provocatively.

“Oh yes, you are right. Let me put this in the computer …”

I did, and it came up with 53 strokes on panties, 40 strokes on bare, 30 strokes bra only.

“Ok, you seem to know the drill. You have earned two escalations, so what punishment do you think would be appropriate?”

“I will take 40 fully naked, please.”, she replied, very quickly.

I gasped. I had not expected this at all. This was clearly rather more than required, but the rules were clear that, if she exceeded the ‘tariff’, she’d still get precisely what she asked for.

I played it cool. “Ok, that gets you over the line, by quite a lot. But you’ve made your bed and must lie in it.”

She wasn’t the most attractive girl ever, particularly after Doris … but this was still going to be great. Then I had an inspired idea:

“You realise that if you get another escalation you will have to visit the Head? So you’d better keep still.”

“Oh, I didn’t know. Can you please tie me up, then?”, she begged.

“Ok, if you want me to”, I grumbled, and pointed at one of the more elaborate punishment frames. Get on that one then, when you’re ready.”

The frame would allow me, as I had found when inspecting it during the day’s long, boring hours, to position her so that her bottom would be prominently displayed on a cushion installed for that purpose, with her legs spread and, the best bit, her breasts in the air - the top shelf being so low that she would be able to support herself by leaning on it with her upper arms, with her upper body up in the air.

I sat down at my desk, which was fortunately placed facing the room rather than the wall, and got busy filling in Doris’s file, while Amelie was slowly disrobing. She was doing this in what I can only call a provocative way. I pretended not to pay her any attention.

When she was naked, she got on the frame - it meant kneeling on two boards, putting her midriff onto the cushion and then putting her upper weight on two more padded boards - all fitted with velcro cuffs. Once she was in position, I restrained her wrists, and again her arms at her elbows. I then put the cuffs on her feet and tightened them. This had the effect of pulling the two board apart, spreading her legs and exposing both her holes in a most obscene way. Her pussy was glistening - it was clearly soaking wet. She was enjoying this!

Now she was in position, I got my cane. I was planning a quick set of ten, followed by six of five. Her bottom was well marked after the first ten, and she was moaning and gasping between each set of five. When it was over, I left her in position for a while to recover. Then I regretfully untied her. I was so hard, I had to move carefully to avoid coming in my trousers.

As she got dressed I finished filling in Doris’s form, and then pulled out Amelie’s file. Now I had to put all this down … hmm. I managed to describe the events in a matter of fact way, leaving out where precisely I had punished her and how I had restrained her. These details would only bore people.

As I was finishing up, there was a knock on the door and Mrs Lodenheim came in.

“How have you been getting on, Tom? The Head would like to see today’s files, have you finished them?”

“Just this minute, madam. Here they are.”

“Thanks. Please come and see the Head and 9:30 tomorrow - she’d like to debrief you and discuss your first ‘solo’ day! For not, good night!”

I was hungry. There was nothing for it, I had to join the teaching staff and the pupils in the refectory …


I’d be very grateful for any suggestions or criticisms! bowstead15@icloud.com














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