The Apprentice Season 2 Chapter 6

By Jamie

Copyright 2024 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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Apprentice Series 2 Chapter 6

The rest of Steven’s induction passed quickly, and he returned home, with a much deeper understanding of what being an apprentice entailed and the embarrassments that went with that. The term progressed and soon it was summer term. The boys had all been home and reconvened at the start of another new term. Where had the time gone? Ryan and Max had now been at the school for 2 full terms and Jeff one, Steven would join them after taking his exams. A band of brothers.

Preparations were now well under way for the admission of boys to the school starting in the autumn with a handful of sixth formers, 16 year olds and some younger boys at the bottom of the school. A boys boarding house was being built and this included accommodation for the apprentices. More staff were also being recruited. There was a lot going on but of course school every day work and activities would continue as normal. The staff meeting was called for after lunch on the day before arrivals day. The boys had lunch and headed into the main staff room. They were dressed casually, no need for uniform.

The Headmistress greeted everyone,

"Welcome ladies, boys" she smiled at the apprentices, "to summer term. We have a lot of changes ahead for the next academic year, but we must also concentrate on this term as well. It will be exam time soon and I’m sure we all will work hard to ensure the girls are prepared as best as they can be.

We also welcome 2 new members of teaching staff today. Please welcome Mrs. Gilly Stewart who joins the Science department and Mrs. Jo Reynolds who will be joining Miss Burgess in the PE team. Her daughter Natalie is 16 and will be taking her exams at her current school before starting here ready for 6th form next year. Finally Steven our newest apprentice will similarly join us then too after his exams.”

As the Head continued speaking, Max noticed that Ryan was looking a bit shocked, his face had gone pale, and a worried look had crossed his face.

"You alright mate, look like you've seen a ghost” whispered Max.

Ryan, "I’m okay tell you later".

The meeting finished, tea and cakes were laid on and soon the staff were all chatting away. Ryan and Max were talking with Miss Wolfe when Miss Burgess joined them along with a lady in her early 40s. Max noticed that Ryan had begun to blush.

"Boys let me introduce you both to Mrs. Reynolds. We are delighted that the PE department is growing at last! I will be in charge of the boys boarding house from next term so that will take up more of my time. Jo this is Max and Ryan."

Mrs. Reynolds smiled broadly, "Hello Max nice to meet you and well what can I say hello Ryan, how are you? It’s been a while since I last saw you . My you have grown."

The others all looked astonished. "Sorry let me explain, our families used to be neighbours for many years until we moved about 4 years ago for my last position. I have known Ryan since he was a little boy, used to regularly baby sit him."

Miss Burgess laughed, "what a small world. How wonderful."

Ryan had gone bright red and said hello, he was shocked and embarrassed not at that moment but for what he knew would follow. This lady used to baby sit him, give him his baths, he played with her daughter, and now he knew soon he would be naked in front of them both! God how embarrassing.

Mrs. Reynolds continued, "yes Ryan you've certainly changed in the last 4 years from boy to young man, and very handsome too. Natalie will be thrilled to see you again."

Ryan smiled, "yes it's been a long time. It will be nice to see Natalie again, we had some good fun back then”.

Miss Burgess smiled, "just so you know boys, Jo is well versed on our philosophies here and is fully in agreement."

“Oh yes indeed,” agreed Mrs. Reynolds, "I shall look forward to working with you both." She lowered her voice speaking to the others but looking at Ryan “when I last saw Ryan naked, he was but a boy, I guess about aged 12, I am most interested in seeing the change."

Max laughed loudly, Miss Burgess smiled, Miss Wolfe laughed, “Jo you are a tease; you are embarrassing the poor boy” and Ryan just blushed bright red, unable to say anything coherent. God this would be embarrassing not just his former baby sitter but Natalie as well!

Fortunately the conversation moved on to sport and physical education and the group discussed what sports the boys could do - swimming, football, cross country running, whilst indoors basketball and general PE. As the social drew to a close Mrs. Reynolds spoke to Ryan privately:

“You must come round at the weekend to see Natalie, we have moved into one of the staff houses. Natalie is staying with her grandparents whilst finishing school but coming over here at weekends. She will be so thrilled to see you again, but I'll keep it a secret.”

Ryan said how nice it would be to see Natalie again and then pausing he asked tentatively, "err does she know about...” he paused “you know,” unable to bring himself to complete his sentence.

Mrs. Reynolds shook her head, smiled adding " not yet!"

Back at the boys' rooms Max and Jeff were joshing with poor Ryan,

“She is so going to notice the difference mate, from little boy to teenager! "

Ryan shook his head in disbelief, "it’s not so much Mrs. Reynolds but Natalie. We were best friends when we were 12/13."

Max said put his arm around Ryan, "you'll be fine...... after the first showing! " as he dissolved into laughter. Ryan laughed nervously wondering what Natalie would think of him and wondered also what she looked like now!

A few days later

It was Saturday lunchtime and Ryan made his way, with a little bit of trepidation to the new home of Mrs Reynolds and Natalie. He hadn’t yet done a lesson with Mrs Reynolds as there had only been one and a half days of school so far. But that would all change on Monday and his timetable showed they would be doing swimming lessons 4 times a week.

He walked across the playing fields towards the house which was a few down from Mr and Mrs Taylors. It was a sunny April day, definitely warming up and he was dressed casually in shorts and shirt. He knocked nervously on the door which flew open to reveal a beautiful dark haired teenage girl with a broad grin on her face.

“Ryan” she squealed and enveloped him in a big hug, “this is an amazing coincidence, so great to see you!”

He hugged her back and smiling said “you look great!” She stood back, “so do you so different, so grown up!”

“Come in, Mums out the back. What do you want to drink?” They joined Mrs Reynolds who was in the kitchen which opened out onto the secluded garden. Cold drinks were served and the 3 sat down enjoying the sun, there was so much to catch up on. After lunch they were back outside, and conversation turned to the present. Natalie was saying how much she was looking forward to stating after her exams, she would join her new classmates for the final few weeks of the summer term. “So what do you do here Ryan?” she asked,

He explained about the work that he and Max did helping with classes especially physical education, art, etc.

“So you will be working with mum then?”

“Yes dear, Ryan will be with me on Monday for the first time - a couple of swimming lessons with the year 7s and 8s.”

“Thats brilliant” enthused Natalie.

Mrs Reynolds smiled and looking at Ryan, “perhaps now is the time to tell Natalie?”

Ryan gulped “I guess so.”

Natalie looked at them both. “Tell me what mum?”

“Well darling” , and she began to explain all about the philosophy of the school. Her 16 year old daughter listened intently and taking it all in just said wow when her mum finished the explanation.

“So Ryan is naked for the swimming, pe lessons,”

“Yes dear and he models in art classes too. “

“Wow! Wow!”

She turned to look at the blushing boy. “Really, i mean really naked?”

“Yes dear.”

“Wow!”

“Can you say anything other than wow Natalie,” laughed her mother. “Ryan I’ve prepared a jug of pink lemonade, it’s in the fridge and there is a tray with 3 glasses on it. Why don’t you go and bring out for us while I have a little chat with Natalie.”

Ryan got up eager to escape his face still burning in embarrassment.

“Oh and Ryan I’m told you make a good waiter by Miss Burgess. She told me about the staff drinks party, I think it would be good if we do the same today, understood?”

Ryan’s face flushed but he knew he had no choice, Mrs Reynolds after all was a member of staff, he nodded and went inside. He found the drinks, the tray where she had said, and he stood there wondering. God this is awful, I wonder what Natalie will think. Well only one way to find out I guess he said to himself. He popped into the loo, and then removed his clothes to be absolutely naked again! He picked up the tray and walked outside, feeling immediately the warmth of the sun on his skin.

Natalie looked up and watched the naked teen walk towards them open mouthed. She looked at her mother who was smiling and then back at Ryan a broad smile starting to appear cross her face.

“Wow! You are beautiful Ryan” she said taking a long look at his willy. “You’ve certainly grown up since we used to play together all those years ago. Back then you had a teeny weeny willy but now...mum. I can’t believe this. I’m going to enjoy living here!”

Mrs Reynolds smiled indulgently at her excited daughter, “I thought you might. Now Ryan serve the drinks and then you can sit down and relax.” Ryan served them their lemonade poured one for himself and sat down. The table was to the side so there was no hiding from view.

Natalie couldn’t help but stare at her old friend, her mum’s instruction to relax was a bit difficult for Ryan and though the conversation moved on to other things the constant glances from Natalie began to have an impact, and he began to feel a little worried that willy would betray him. A fear that was not long in the realisation as his willy started to discernibly plump up. The more it hardened the more Natalie looked and soon poor Ryan was fully erect. He knew he wasnt allowed to cover up and he was flushed in the face as she stared at it!

Mrs Reynolds smiled, "don’t worry Ryan its perfectly normal to get excited in this situation. I’m sure Natalie is flattered by your errm how shall we put it..display. You are a clearly a healthy fit young man.”

“Thank you Miss” he stuttered,

“Oh no need to call me Miss here Ryan, Jo is just fine, you are 17 now not a boy.”

“As we can clearly see” laughed Natalie.

“Yes dear so call me Jo, obviously in class it is Mrs Reynolds or Miss but I’m sure you understand the difference.”

“So darling is this the first erect penis you’ve seen?”

“Mum you can’t ask me that” she replied blushing, her mum looked at her, “but I just did.”

Natalie thought, “yes it is, not my first teenage boy willy though, but first erect one!”

“Oh who was the boy?”

“Jimmy,” Natalie’s one time boyfriend, “but I only saw it twice. This is much better. It’s really nice Ryan.”

Ryan tried to smile but it was more of a grimace as he was concentrating hard not to get more excited.

“So darling you know of course how a boys willy works, and that when he gets to a point to complete arousal he has an orgasm and ejaculates.”

“Yes mum I know all that , we did it in school and you told me all about it years ago. But I’ve never seen it happen...” she paused looking directly at Ryan gazing into his eyes and added yet.

“Well perhaps Ryan might be your first? Would, you show Natalie what happens Ryan. You don’t have to but you might want to?”

Ryan couldn’t quite believe what he was hearing, this woman who used to give him his bath up until he was about 12 when he had a little boys willy was now suggesting at 17 he should cum in front of them! God how embarrassing but yet how exciting.

“I dunno, it feels a bit odd.”

“Perhaps Natalie could help you? Yes?”

He thought but quickly decided to go for it and nodded not trusting himself to speak less it come out as a squeak!

“Go on darling touch Ryan and gently move your hand up and down.”

Natalie needed no second invitation and reached over and began to stroke the boy. Ryan was in heaven; it feel good and soon he was getting close after all he had already been very aroused. His breathing got heavier and louder, and he started to make a bit of noise. Mrs Reynolds said “that’s normal darling, keep going, Ryan is going to ejaculate very soon. Speed up a bit.”

Under her mother’s instruction the touch sped up and soon it was too much, and Ryan grunted groaned and then shot his load a stream of cum followed by a few more.

“Oh god that was amazing” he said.

Natalie smiled broadly “gosh wow that was so exciting. Thank you, Ryan,” and she pecked him on the cheek which made him blush even more.

Mrs Reynolds stood up, “I’ll go and run a bath, someone needs cleaning up”

The two teens looked at each other and laughed, it had been some reunion.

“I’m going to love this school.”

“Do you know there are going to be some boys in your year, first time they’ve let boys in. They will be doing pe and swimming nude too.”

“It gets even better. You look so cute” then looking down at his cum and his dripping willy “but messy. I think my mum wants to give you a bath for old times’ sake, come on.” She held out her hand and led him to the bathroom.

“In you get Ryan, just like old times only you are not 12 anymore.”

Natalie giggled, “I used to love seeing you naked when we were kids Ryan, the only willy I have ever known, it was cute, but this is so much better.” They all laughed as Mrs Reynolds told him to stand up and take a sponge washed him clean. By the end of which Ryan was of course hard again!









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