Jonnie’s Progress 6

By Schoolboy Jon

puericil@hotmail.com (I'll forward it to the author)

Copyright 2022 by Schoolboy Jon, 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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Jonnie’s Progress

Chapter 6    Decision time for Jeremy

Characters:
Jonnie 14 chubby nerd
Mr Bradwell - Owner of Boy's Outfitters (70 years old)
Jeremy - Age 16 - work experience


"So Jeremy, you now need to make your mind up. Your actions with Jonnie have caused me to wonder whether you are suitable as an assistant to me. I have a very important visit to Dunstan's School next week and I had intended to take you with me. As you know this is a private boys school for boys aged from 11 to 18 and I supply their uniform. The visit next week was to meet with the headmaster and show the uniform to the parents of new boys to the school and then to measure the boys themselves and provide them with the necessary items of uniform, including the full PE and games kit. We would then have to continue with the rest of the school. We keep a careful record of all of the boys and then need to remeasure them as they progress through the school. The school is quite small, only 150 boys, but of course all of the boys have to be carefully measured to ensure the uniforms provided are the right size. The task will take a few days and I had spent time with you today and thought you had understood the measuring requirements when you were assisting me in measuring Jonnie in the hope that it would make it easier when we have to measure all of those boys but there will be conditions for you to agree to if you are to assist me."

Jeremy couldn't believe his luck that he may be able to see and touch so many boys, whilst being able to say that it was necessary to do the job properly. "Would it be the same measurements that we had to take for Jonnie?" asked Jeremy. "Yes it would" said Mr Bradwell. "So I suppose the boys might have to take some of their clothes off, like Jonnie did?" said Jeremy, trying not to sound too excited about the idea. "Of course they will" said Mr Bradwell, "we need to measure the sizes of the boys, not their clothes, you silly boy." "Well I am happy for any conditions Mr Bradwell as I really want to help you and to succeed in this job. I know I was silly today with Jonnie but I won't let you down Mr Bradwell. You can depend on me."

"Well there is also the question of your punishment which you will get whether I allow you to assist me with the school or not. If you accept the punishment and do exactly as you are told then it is more likely that I will take you to the school as my assistant." said Mr Bradwell. Jeremy immediately decided that the prospect of seeing all those boys was worth taking a silly punishment from Mr Bradwell and so he told him he was ready for his punishment.

"I am glad that you have taken a mature attitude Jeremy and I am sure you will learn a lot more from this time with me and the visit to the school will be a terrific experience for you. You will need to be smartly dressed for that visit and I will provide you with the right clothes for that. Once we have this punishment out of the way I will measure you for those clothes. You must be smart at all times that you are working for me. I think we should start as we mean to go on so you will take off that ridiculous t shirt you are wearing and place it with your other clothes and then you need to bend over so that I can give your bare bottom a spanking with this plimsol."

It was Jeremy's turn to blush red with embarrassment at these instructions. Meanwhile Jonnie was stood in the corner, still naked of course, watching this scene develop. He hoped he would be able to stay to watch this as Jeremy had been so rotten to him that it would be good to see him suffer too. Jeremy was committed by this stage and reluctantly pulled off his t shirt and put it with his other clothes. He then moved into the middle of the room and pulled his boxer shorts down at the back to just below his buttocks and then bent over.

"What a silly boy you are Jeremy - I didn't mean like that" said Mr Bradwell. Relieved that it had only been a threat and Mr Bradwell had no intention of carrying it out, he quickly stood up and pulled his boxers up. The disappointment could be seen on the face of Jonnie who thought this was most unfair but daren't say anything for fear of more punishment. "Thank you Mr Bradwell, I can assure you that I won't let you down" said Jeremy with a smirk on his face. "No, you silly boy, those horrible shorts things that you are wearing need to come off completely before you bend over for a proper spanking. Now take them off, put them with your other clothes and bend back over before I decide to bring my cane down here to deal with you." said Mr Bradwell. "Please Mr Bradwell, couldn't you do this in another room 'cos Jonnie is still here and he will be able to see me and it would be so embarrassing Mr Bradwell." pleaded Jeremy. "Unless you want Jonnie to pull those shorts off whilst I hold you Jeremy, I suggest you get them off as quickly as you can before I change my mind about that cane. You didn't seem bothered about seeing Jonnie without his clothes on and you'll remember I said to him that it shouldn't be a problem as we are all the same here and no-one else will come into the shop."

Reluctantly Jeremy took his boxer shorts off and put them with the rest of his clothes. He made sure to keep his groin covered with his hands the whole time as he moved to the middle of the room and bent over with his back to Jonnie and Mr Bradwell. "That's better" said Mr Bradwell, "Now spread those legs wider for me and bend right over and then we can get this over with." Jeremy did as he was told giving Jonnie quite a view! He could see Jeremy's very smooth, firm white buttocks, his pink hole and 2 smallish balls between his legs. Mr Bradwell had hold of his plimsol and moved to behind Jeremy. He placed his left hand on Jeremy's back and then, without warning gave him 4 quick, hard spanks with the plimsol, 2 on each cheek. "Well Jonnie, as you were the one who suffered as a result of Jeremy's actions, I think you should give him the next set of spanks" Jonnie needed no more encouragement and rushed forward. Mr Bradwell had Jeremy open his legs wider still and then moved around to his shoulder so that he could push them down. This left Jeremy terribly exposed and vulnerable. "OK Jonnie, now you can give him 2 spanks on each cheek but aim for this area here" he then lent forward and placed his hand on the inside of his buttocks, right at the top of his legs. In doing so he allowed his fingers to linger in the cleft and just brushing past his hole. "But be careful to avoid hitting these" he said as he caught hold of Jeremy's testicles and pulled them backwards so that Jonnie could see what he meant. Jonnie took careful aim and hit his first spank down as hard as he could. He then did the same with the other cheek. "That's quite good" said Mr Bradwell, "You can see the imprints clearly there but try to get the next 2 so that they overlap right near the middle - just here." He then pointed with his finger to Jeremy's hole and indeed, just to make the point clearer, he rubbed his finger down the line from immediately behind Jeremy's testicles ending up in his hole where he rested his finger for a short while. Jonnie then gave 2 hard spanks right in the centre with the sole of the plimsol covering Jeremy's hole. "Well done Jonnie, I think he felt those last 2. OK Jeremy, just stay there for a little while to think about your actions. I will tell you when you can stand up." "Yes Mr Bradwell" said Jeremy, just about holding back tears. Mr Bradwell then stood behind Jeremy and gently rubbed his hands all over his buttocks and between them and even rubbed his testicles. "Yes that seems quite warm now - I hope you will not cause me to repeat this punishment Jeremy, I expect high standards of anyone who works for me. You can stand up now and we will get those measurements. Jonnie, I will need your help to read them."

Jeremy immediately stood up and as he did this his hands returned to covering his groin. Jonnie eagerly rushed forward to stand in front of Jeremy, ready to 'help'.

"Now Jeremy, hands on head so that we can measure your chest to start with" said Mr Bradwell. "But could I put my boxers back on first please Mr Bradwell 'cos its a bit embarrassing standing like this, nude except for my socks and with Jonnie here too. I think it would be embarrassing for him to see me, don't you Mr Bradwell?" said Jeremy. "Well that's very considerate of you Jeremy, to think of little Jonnie here but I hope he won't be so silly as to worry about seeing a bigger boy without his clothes on. What do you say Jonnie?" asked Mr Bradwell. "No, its quite alright sir, I don't mind seeing Jeremy's body without clothes on. I don't even mind seeing his willy and balls sir and I've already seen his bum haven't I?" replied Jonnie with a big grin on his face. "Yes you have Jonnie, there's a good boy and a mature attitide too, perhaps one day you may be able to become an assistant to me. But you are also right Jeremy, you do look silly there with just your socks on, so take those off first and then put your hands on your head so that we can measure your chest".

Very reluctantly Jeremy bent down to take his socks off and then stood back up and whilst blushing red, put his hands on his head. "Well Jeremy, after all of your talk earlier about Jonnie's lack of development it doesn't look as if you have that much to shout about!" said Mr Bradwell as Jeremy's penis and scrotum came into full view. It was true that for a 16 year old boy he did not have a very impressive set of genitals. His penis was no more than two inches long and no thicker than a pencil. It was very smooth and the foreskin almost covered the glans of his penis with the uretheral slit just poking through at the tip. The very smooth, almost translucent skin meant that the ridge of his glans was discernable through that skin. His penis rested against his testicles that were no doubt drawn tighter due to his embarrassment. His testicles were less than an inch long and were held tightly in his scrotum. He had a small amount of wispy pubic hair above his penis making him appear even younger and allowing easy examination of his penis and testicles! Jonnie, of course, was enjoying this embarrassment after the way that Jeremy had made fun of his little penis and testicles and was staring intently at Jeremy's whilst also making sure that he caught Jeremy's eye to rub in his embarrassment.

"OK now boys, lets get on with these measurements so that Jeremy can have some clothes to wear." said Mr Bradwell. With that he took hold of the tape measure and passed it around Jeremy's back and then pulled it to the front to rest on his nipples. "Jonnie you can help me here. Take hold of the tape and hold it firmly against his nipples here - you probably remember how he held it against yours so that we could get the right measurement." "Oh yes Mr Bradwell, I remember exactly how Jeremy did that measuring." said Jonnie. All the while, Mr Bradwell was rubbing the tape against Jeremy's nipples and then had Jonnie take hold of it. "Gosh Mr Bradwell, Jeremy's nipples have gone hard, just like mine did when you were rubbing them." said Jonnie. "Yes they have Jonnie, if you remember I told you both that that usually happens if they are rubbed like that," laughed Mr Bradwell adding "and it does make it easier to make sure we have the tape measure in exactly the right place." They continued taking different measurements of the upper part of Jeremy's body, both of them getting very close to him, Mr Bradwell on the pretext that his eyesight was poor and he could not see the tape measure unless he was that close.

Now they needed to take the measurements of his bottom half. Mr Bradwell used the same methods of measuring as he had on Jonnie and indeed as he did on all the many boys that he had to measure. So the first measurement was with the tape passed around Jeremy's back and then coming round to the front to his belly button. However, Jeremy was not standing on a box as Jonnie had been and so he had to kneel down to read the measurement. He leant forward so that he was just a few inches from the tape and then asked Jonnie to come and check his reading. Jonnie was therefore standing very close to Mr Bradwell as he leant in to check the reading. "Thank you Jonnie, that is helpful and I hope you are enjoying helping me," said Mr Bradwell and he then looked across at Jonnie and smiled knowingly as it was clear that Jonnie was enjoying seeing Jeremy's humiliation. Mr Bradwell had, of course, seen Jonnie's now stiff little penis pointing straight out in front of him and stretched out to its full one and a half inches but with his testicles drawn up tight so that they were barely discernable! Jonnie blushed and nodded his agreement with a smile.

"I may need a hand getting up from here," said Mr Bradwell. "Here, take the tape measure for me." As he said that he was still holding the tape just below Jeremy's belly button but his hand then naturally fell a little and as Jonnie leaned forward to take it, Mr Bradwell's hand was resting against Jeremy's penis. Jonnie couldn't resist the opportunity to 'accidently' grab hold of Jeremy's penis with the pretence that he was just doing what he was told to do. So he lunged forward just as Mr Bradwell was trying to stand up. He did manage to grab the tape measure and Jeremy's penis but he also managed to knock Mr Bradwell's glasses off. WIthout his glasses his eyesight was really quite poor. Jonnie panicked and immediately let go of Jeremy's penis and tried to help Mr Bradwell. "Sorry Mr Bradwell, I didn't mean to knock off your glasses - let me help you," said Jonnie. He went behind him to help him stand up and Mr Bradwell reached out for some support. The first thing he managed to get hold off was what he thought was one of Jeremy's fingers as he thought that he was also trying to help him stand up. "Ouch, that's my dick you're squeezing" shouted Jeremy. "Oh sorry" said Mr Bradwell "I thought this was one of your fingers as its thin and smooth and not very long." He squeezed for a little longer before releasing his grip and standing up.

He retrieved his glasses and put them on and said: "Now lets get back to business. Just the last few measurements left. We now need the hip size and I'm sure you remember how we did it with Jonnie? So you need to stand with your legs a little further apart Jeremy." Mr Bradwell and Jonnie moved to behind Jeremy when Mr Bradwell whispered something to Jonnie who went across to Mr Bradwell's desk before re-joining him behind the naked Jeremy. "I will show you where to hold the tape measure at the back Jonnie, whilst I move to the front." "Jeremy's bottom is quite red isn't it Mr Bradwell?" said Jonnie. "Yes it is Jonnie and I expect you can still feel the heat on his bottom, especially where you spanked him" said Mr Bradwell. That led Jonnie to rub his hands over Jeremy's buttocks and then down between his cheeks and even through his legs to rub the back of his scrotum. Jeremy thought his hands seemed rather greasy, perhaps he was sweating he thought and wished he had been told to wash his hands before rubbing them all over his bum. "Hey, he's rubbing my balls Mr Bradwell, and he didn't spank me there did he?" said Jeremy. "No he didn't - now stop that Jonnie and concentrate on holding the tape in the right position." said Mr Bradwell. Jonnie was enjoying this and remembered that Jeremy had rubbed his finger up and down the crack of his buttocks whilst pretending to get the tape in the right position and so he did exactly the same. In the meantime Mr Bradwell had moved to the front of Jeremy and was again knelt down with his face less than 3 inches from Jeremy's penis. Indeed Jeremy could feel Mr Bradwell's breath on the tip of his penis. He then held the tape in the same manner that he had when he had measured Jonnie, that is that he had 2 fingers of his right hand behind his penis and pressed the tape against it with his thumb. He seemed to be rubbing the tape against his penis saying that he needed to get it in just the right position for the measurement. And, as with when he was measuring Jonnie he seemed to pull his penis out a little as he leaned in forward to read the measurement. Jeremy was sure he could feel Mr Bradwell's lips brushing against the tip of his penis as he was speaking to Jonnie but he was far too embarrassed to look down and just stared straight ahead. "Jonnie, please will you get me the other pencil from the desk behind you as the one I'm using is worn down too much" said Mr Bradwell and, unseen by Jeremy, he winked at Jonnie as he said this giving Jonnie a knowing smile. "Now I need you to come to the front and hold the tape measure on Jeremy's penis, in just the same way that I'm holding it, whilst I write down the measurements" said Mr Bradwell. Jonnie knelt down in front of Jeremy and had his fingers below Mr Bradwell's on Jeremy's penis. Jeremy's penis was not that long and so his 2 fingers and thumb were initially squeezing the tip of it. "Now, gently slide your finger up Jeremy's penis to replace my fingers and hold onto the tape measure" said Mr Bradwell. Jonnie proceeded to do this and in the process completed exposed Jeremy's glans which Jonnie then surreptiously rubbed all over with his thumb and one finger! "Now be careful" said Mr Bradwell, "it looks as if Jeremy may be enjoying this" as his penis noticeably started to stiffen. Jeremy's face was now as red as his buttocks.

"My bum is still very hot Mr Bradwell, and it seems to be spreading to my balls too - I bet Jonnie hit those with the plimsol even tho' you told him not to." said Jeremy as he wriggled to try to ease the uncomfortable feeling he had. "Don't be silly Jeremy, of course he didn't hit you there. Now stop wriggling whist I get the last measurement." said Mr Bradwell as he moved in even closer to Jeremy and placed his fingers on top of Jonnie's on Jeremy's penis and squeezed them thus pushing the rough edge of the tape measure against his penis. Once again he leant in close to read the measurement and had Jonnie confirm that he had read it correctly before telling him to let go of the tape measure. "Oh dear, there seems to be a mark on Jeremy's penis where the tape measure was rubbing against it," said Mr Bradwell. "Your fingers look soft Jonnie so perhaps you could just rub it a little bit to get rid of that mark." Jonnie quickly complied with this request; it really was payback time as, unbeknown to Jeremy, each time he had returned to Mr Bradwell's desk he had squirted a liberal amount of deep heat onto his fingers and so took great pleasure in rubbing this cream all over Jeremy's penis. "The mark has now gone Mr Bradwell but Jeremy's willy does look a bit red now, even here on the end," said Jonnie as he pulled Jeremy's foreskin back and then rubbed some more cream over his glans. "You are right Jonnie," said Mr Bradwell "does it feel alright Jeremy?" he asked whilst rubbing the reddened penis with his fingers. "Not really" said Jeremy "it feels a bit sore now and its getting as hot as my bum." "Well," said Mr Bradwell as he continued to massage his penis paying particular attention to the part of his glans where his foreskin was attached whilst pulling his foreskin back as far as he could, "Let this be a lesson to you young man, you are now getting a taste of your own medicine because I am rubbing deep heat into your most sensitive parts, just as you did to little Jonnie, so that you can see how uncomfortable it is. Now just stay exactly as you are whilst I take some photos so that I can remind you of the consequences of your actions if you are silly again whilst working for me." Mr Bradwell then took several close up photos of Jeremy's red penis as well as his very red buttocks. He then asked Jonnie to stand alongside Jeremy and to hold Jeremy's penis up against his stomach so that he could get some good photos of his red testicles and then finally some shots showing a very embarrassed, naked Jeremy, looking very sorry for himself.

"OK boys, I am now going to go to my storeroom to get some of the clothes for you. Jeremy, I suggest you let Jonnie help you get rid of that deep heat from your sensitive parts. There is a bowl of ice cold water that he can use. I do not want to hear any noise from you
or there will be further punishments for whoever is causing the noise as well as the end of your chances of assisting me at Dunstan's school." He then left the 2 boys and went up to his storeroom.

Jonnie brought the bowl of cold water across and placed it in front of Jeremy. "Quickly, you idiot, I'm burning up here - you are going to regret what you have done today so don't make it any worse." said Jeremy. "S s sorry Jeremy," said Jonnie "I only did what Mr Bradwell told me to do," and with that he quickly took the flannel that was soaking in the cold water and rubbed it over Jeremy's buttocks and then repeated his actions on Jeremy's penis and testicles. "Phew, that feels so good and cooling" said Jeremy "but don't stop until I tell you to." And so Jonnie continued to dip the flannel into the ice cold water and then to rub it over Jeremy. He had Jeremy bend over with his legs apart and rubbed the cold water all over his buttocks and in between too and then pushed an ice cube into Jeremy's hole whilst continuing to rub between his legs and the back of his scrotum. He then had Jeremy stand up again and moved to be in front of him. He kept applying a lot of ice cold water to his penis and testicles, pulling his foreskin back so that he could clean his glans. Jeremy was starting to shiver and Jonnie did think it was funny that his testicles had all but disappeared and his penis had shrunk to be even smaller than his own. "OK, that's enough now Jonnie. You can now dry me and then put on some of that lotion that I used on you to take away the pain." Jonnie took the towel that Mr Bradwell had left and dried Jeremy and then started rubbing in the lotion on his buttocks and between his legs. He then knelt in front of Jeremy and started rubbing the lotion into his penis and testicles, just as Jeremy had done to him earlier. "Oh Jeremy, I think you're getting warm now" said Jonnie as he saw his penis starting to swell. "Yes I am" said Jeremy, "and you are going to make me feel warmer still or you will really suffer. So stay kneeling where you are and open your mouth." Jonnie knew he was in real trouble with Jeremy and thought he should do everything he could to minimise any further punishments Jeremy would inflict on him and so he opened his mouth to allow Jeremy to put his penis into it. "Now use your tongue and suck" said Jeremy. It didn't take very long for Jeremy to ejaculate into his mouth although it was not particularly powerful and was only 2 quick ejaculations reflecting his own immature state. Suddenly they could hear Mr Bradwell coming back down the stairs.

....to be continued







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