The Apprentice - Season 2 - Chapter 1

By Jamie

Copyright 2022 by Jamie, 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

Season 2

Chapter 1


The new term

Christmas at home was good for both the lads and they enjoyed seeing their families but after a while both found themselves looking forward to getting back to school and work. January 3rd soon came around and they were back at the school, in their quarters looking forward to another term. There was lots of work to do, and they were kept occupied before the all the girls arrived at the weekend ready for the start of term.

On the Friday afternoon they were called into a meeting by Miss Burgess and found Mr. Taylor there as well. After checking all the jobs were done, Miss Burgess turned to Mr. Taylor saying, “over to you David”.

"Right good news lads, we have now appointed a new junior groundsman and he will be arriving tomorrow afternoon, his name is Jeff, he’s 16, and he is going to be doing a day release course at the local college on grounds maintenance and has been looking for an apprenticeship. The room next to yours has been converted into another bedroom and he will be living with you both in your," he smiled, "grand apartment!" They all laughed.

" Seriously though I’m sure you will both make him welcome and hopefully you will get along."

Miss Burgess added, "we have also had a slight change of plan and agreed over the break to appoint another apprentice as soon as possible, so have advertised already and in a few weeks’ time we will be having the interviews, we will need your help with those of course. We will appoint just one boy, so there will soon be the 4 of you together. So exciting times ahead. I will tell you more about work on Monday as you will do less with Mr. Taylor once Jeff has settled in and more with us in the school . Right that’s it from me, lads have a good weekend and I’ll see you both in uniform on Monday morning at my office understood.

They both nodded and she left leaving them with Mr. Taylor.

“So, lads Jeff will arrive tomorrow afternoon, we will get him settled in and then all 3 of you can come for dinner.. Shirley is keen to have you all over and of course you’ll get to meet our girls, Beth and Holly. Right, I’m off home see you in the morning.”

And he was off. The lads strolled off to the kitchens where the cook had prepared a nice meal for all the onsite residential staff and soon they were chatting away catching up on all the news.



Saturday.

The lads woke early and decided to go for a run , and after a good jog round the grounds enjoyed a long hit shower. They had a free morning, and nothing planned until Jeff arrived in the afternoon, they speculated on what he would be like and hoped they would all get along.

Meanwhile at his home Jeff was finishing his packing as he prepared for his new job, and to leave home for the first time. He had been told about the schools approach to male nudity and was nervous about it obviously, but he so wanted the apprenticeship that he was willing to give it a go, little did he realise that the nudity would start later that day. Jeff arrived at the train station that afternoon collected by Mr. Taylor and Ryan and Max were there to greet him at the school. Mr. Taylor said he would leave Jeff in their capable hands and see all 3 of them at six o clock.

Jeff was a tall muscular lad who enjoyed manual work outdoors, and a keen sportsman so the three lads soon chatted away about their common interest. Ryan asked him if he liked swimming and was delighted to hear that Jeff was an enthusiastic swimmer, so he suggested they went for a swim before dinner. Ryan and Max grabbed towels. No trunks of course

"Errm Jeff they have told you about some of the rules I hope," he said tentatively, Jeff smiled "you mean about the naked stuff, yes a bit, I’m kool with it"

“Phew I was worried you didn’t know, so we swam naked at all times even with the girls"

"Fine by me" said Jeff flexing his arm muscles!

The boys walked over the pool and Ryan and Max stripped off quickly and turned to look at Jeff who was down to his underpants. He smiled, hooked his fingers inside and pulled them off, he was not a small guy as he revealed a long fairy thick 4 inch willy nestled in a black bush of hair.

Max laughed, “you are going to be popular with the girls!”

Ryan added, “And the ladies!”

The 3 lads had a good swim, found a ball to play with. After about 30 minutes the door to the pool opened and in walked Miss Burgess who stood for a short while watching them, thinking how nice it was see three older naked teenage boys in her pool. She did love her job.

She walked fully in and said hello to the boys, " you must be Jeff " she said

"Yes Miss” he replied suddenly feeling a bit self-conscious even though he was in the water.

"Welcome to the school Jeff, I’m Miss Burgess , the schools head of physical education , and Ryan and Max’s boss. Mr. Taylor has told me all about you. I’m sure you will do very well here and enjoy your time with us. "

“Now I think we should start as we mean to go on so boys out of the pool please and line up on the side. Ryan and Max know how to stand in the presence of a lady don’t you boys.”

The boys got out of the pool and were soon standing hands behind their backs 3 in a row in front of Miss Burgess, Jeff feeling somewhat less confident than he had thought and a bit more nervous as he experienced being naked in front of a grown woman for the first time.

“I appreciate this might be strange, even scary Jeff but you will soon get used to it, it didn’t take long for Ryan and Max to settle into , how shall I put it, our ways here at the school. I do like to see a young man as nature intended. It was only 4 months ago that these two were in your shoes and they adapted quickly. And we have a fourth boy joining us soon hopefully too. A band of the 4 naked musketeers perhaps, all with their swords, on show.”

She laughed, Max giggled, Jeff blushed red and began to experience some swelling in his willy which caused him to blush more, his willy growing to a semi hard on. He was clearly a well-endowed boy!

“Excellent. We have a busy few weeks ahead lads, starting with the interviews for the new apprentice. We will need the help of all 3 of you on the day as we will have a number of good candidates coming and I’m thinking of assigning you each to one or two of them as they go through the process. But I’ll talk through that nearer the time. In the meantime, I’m sure you will settle in quickly Jeff and enjoy working with Mr. Taylor.”

“The new boy will share with you Jeff as I’m sure you noticed the two beds in your room. There will be some building work undertaken next week as we extend the bathroom and showers to accommodate the 4 of you. So, we need to ensure we choose an apprentice who will fit in with the 3 of you. Anyway enough from me, I understand you are having dinner with the Taylors later. I’m sure you will enjoy meeting their daughters as much as they will enjoy meeting you. Have fun!”

And then she left them to it.



The evening.

The lads dressed and headed over the school grounds to the Taylors home where David and Shirley and their two 17 year old daughters were waiting to greet their young guests. The girls were especially excited having missed the end of year Christmas party and the opportunity to see Max and Ryan in the buff, something they would put right this evening.

As they arrived, Mr. Taylor welcomed them in to the home, which was warm and cosy given the coldness which was descending outside as the warming winter sun faded. A roaring fire in the living room was a welcome sight.

“Come on in lads, lovely to have you with us this evening, Shirley and the girls will be in to join us shortly, the girls are really looking forward to meeting you three. Have you had a good afternoon? Are you all settled in Jeff?”

They told him they’d been for a swim and that yes Jeff was unpacked and looking forward to starting work on Monday.

“Great, well as you guys know, the school is entering a new phase of having boys in the school for the first time in September and doubling the number of sixth form apprentices. You’ve done so well in the first term that the headmistress wanted more of you. Luckily I was able to make a successful case for a groundsman, I need full time help so I am delighted to have you Jeff. That does mean lads you’ll be doing a lot less for me but don’t worry we have plenty of grass here as you know to enable all 3 of you to do the tractor work. I know how you both love driving it.”

The lads grinned; it was fun driving the tractor. All 3 of them would be turning 17 over the next 8 months and looking forward to getting their driving licenses!

“Well, here’s the last bit from me before the girls join us. So, in keeping with the school ethos Shirley was very keen we adopt it right from the start of Jeff' s arrival, so lads dinner tonight for you 3 is au naturel.”

The lads looked at each other and then back at Mr. Taylor. He smiled, " yes I know but Shirley is insistent that we keep up with the schools progression towards the overall aim of having young men and boys naked throughout, and of course my girls can’t wait to meet the 3 of you, they were so disappointed they were not back from their school in time for the Christmas party last month. No dawdling, its lovely and warm in here, pop your clothes over there in the corner and relax. I’ll be back in a few minutes with the ladies, and they will be expecting to see three handsome young men when they arrive."

He smiled and walked out if the room leaving the 3 lads feeling a bit lost for words. Max as ever took the lead, "come on lads we all know this is the now the norm for us, so might as well get used to it happening more and more," and he started stripping off.

Jeff laughed, "what’s so funny?” asked Ryan

"Well, it is so odd isn’t it, having boys naked but also really kinky! I think I’m going to enjoy working here! " He quickly got undressed and joined Max . Ryan always the more reluctant one, who had taken much longer last term to get used to the idea looked at his by now two naked companions. He sighed and shrugging his shoulders, "oh well guess you two are right, I still feel awkward though"

Shortly afterwards the door opened and in walked Mr. and Mrs. Taylor followed by two stunningly beautiful twin girls. They were not identical but very clearly sisters. Big grins stretched across their faces as they saw the 3 naked lads.

"Wow" said Max under his breath.

The boys felt somewhat exposed as Holly and Beth had a good look at them before Shirley spoke,

“Welcome boys lovely to see you again Max, Ryan hope you had a nice break, and you must be Jeff?” she said standing in front of the now nervous lad. “I’m sure you will enjoy working here and David is so happy to have a full time assistant. Now boys let me introduce Holly and Beth, our girls, they’ve been dying to meet you all after hearing so much about our apprentices last year.”

The girls smiled and said hello. It was kind of awkward, 5 teenagers who didn’t know each other, so the adults thought it best to let them have some drinks and then said they needed to finalise dinner stuff in the kitchen and left them to chat amongst themselves. Once the ice was broken, the five started chatting and the physical distance closed giving the girls a close view of the naked boys, willies and all.

The boys gradually began to relax, if you can really relax when you are stark naked in front of your boss, his wife and his two gorgeous daughters who are your own age. The girls were the year ahead of them so were facing their big exams in the summer, both hoped to go to university. They all sat down for a lovely meal, and talked about holidays, sport and music. After the meal Mr. and Mrs. Taylor said they would do they washing up and allowed the teenagers to continue chatting.

The conversation moved on to more teenage stuff and they started quizzing each other about boyfriend and girlfriends. It turned out that Holly had a boyfriend who was “hung like a horse” whilst Jeff had recently broken up with his first love. He admitted he was no longer a virgin, something that both Ryan and Max still were. The girls refused to say but they guessed that Holly probably had gone the whole way with her boyfriend, though she laughed and said, “ a lady never tells”.

All this chat had the effect on Ryan which he dreaded, and he was soon erect and desperately trying to hide it when Beth told hm off, “you know the rule Ryan no hiding.” The other guys were laughing as poor Ryan’s erection hardened as a result of the 4 pairs of eyes that were now looking at it.

Holly laughed , got up and ran up the stairs reemerging seconds later with a ruler.

“Come over here Ryan, lets see.”

Ryan reluctantly dd as he was told and she gave him a little smile, and then pushing down on his hard willy measured along the top. “4.7 inches” she declared.

“I think the others will be bigger, sis, “ said Beth, “no offence Ryan but I guess you are still growing. “So come on boys show us what you’ve got!”

A broad grin passed over Max’s face, he needed no encouragement and was quickly hands on his own willy and soon he too was erect.

Beth grabbed the ruler off her sister, “ 6.5 inches! Can you beat that Jeff?” she giggled.

Jeff though confident in his endowment, was lost for words at the forwardness of these twin sisters, and their confidence in taking control of the naked boys. What type of place had he ended up in he wondered. Before he could make a decision, Holly took matters into her own hands and squealing with delight began to rub him up and down.

Max laughed, “ you will soon become accustomed to this strange place Jeff. We did, didn’t we mate?” he said nudging the still red faced Ryan. Poor Ryan was, despite Max’s assertions, still not used to all the customs of the enforced boy nudity.

Jeff as befitted his soft size did not disappoint the girls and there was soon a long and thick member pointing upwards protruding from between his legs.

As Holly gently flattened his out, Beth ruler in hand took the measurement.

“Wow, 7 and a half inches!” she cried just as her parents walked back into the living room, taking in the view of the girls hands on Jeff’s erection being watched by the two equally aroused Max and Ryan.

Shirley began to laugh, and asked her daughters who was the winner?

“Jeff by a good inch Mum” said Holly.

“Well this isn’t what we quite expected was it Shirley, but its good to see are you getting along so well. As long as you lads are okay with it? You okay Ryan?”

Ryan still blushing furiously nodded not quite trusting himself to speak, his cock bobbing with his embarrassment at not only being erect but also clearly the smallest. David patted him on the shoulder, “Size isn’t everything Ryan, its what you do with it that counts, isn’t that right Shirley?”

His wife nodded, “ absolutely agree darling. We have fine set of young men on display here haven’t we girls!”

The twins were smiling , Holly put her arm round Ryan and whispered, “ I think it looks great” and she caressed his bottom as she spoke and suddenly it all got a bit too much for him, he made a small grunting sound and said “sorry” as he ejaculated , a string of cum shooting from his throbbing erection. They gasped and Holly squeezed his cheeks as he pulsed a few more times, a string of cum dripping from the end of his willy.

Holly grabbed some tissues from the tissue box on the table and gently dabbed the end and cleaned him up. “There all done!” She smiled, giving him a peck on the cheek.

“Well I think we should all sit down and let these boys calm down a bit” said David, “how about some coffee?”

Holly and Beth grabbed Jeff and Max to sit next to each of them, both still hard whilst Ryan stood there rapidly deflating back to normal size. He excused himself to go to the loo whilst Mr. Taylor headed into the kitchen to get the drinks. The girls couldn’t take their eyes of the still hard willies of Max and Jeff wondering if they would see another show but both lads seemed more in control than poor Ryan.

The Taylors turned the conversation to something less erotic and soon all three boys were back to normal and more relaxed. Soon however, it was time to go, and the boys dressed as it was really cold outside. They had a free day tomorrow and arranged to go for a swim again but this time with the girls!

As they headed outside, and waked back to the main house, Jeff broke the silence “well that was interesting!”

Max laughed, “ that’s the biggest understatement I’ve ever heard Jeff! Welcome to our world mate, I think you will settle in just fine.”














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