St Catherine's School

St Catherine's School 4

By Jamie

The author wishes to remain anonymous and can't receive feedback

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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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St Catherine's part 4

Mrs. Jackson was decidedly unimpressed when she read the letter, the twins had only been at the school a short time and already Troy had been caned. She listened to his protestations about not having smoked himself, and then upon hearing about David advised him about the company he was keeping.

"But Mum David is a really good guy, just a bit rebellious that’s all. He's fun isn’t he Milly" replied Troy trying to engage his sisters support.

"Yeah, I suppose so, but you did get a caning because of him though Troy. Hope he apologised "

Troy said that he had, and he faithfully promised his mother that he would stay out of trouble.

Meanwhile Milly had arranged for her 2 new friends, Harriet and Sally to come over for tea at the weekend. Troy wanted to go out, but his mum reminded him his grounding post caning was still in force until the end of the weekend.

The rest of the week passed uneventfully, and Saturday came. The girls had been out shopping and mid-afternoon Troy's peace was disturbed by the arrival of his sister and friends all chatting loudly to each other as they entered the house. He was sitting listening to music when they came into the living room and soon the four teenagers were talking. Inevitably the events of the previous week came up and Troy was annoyed to find out that the 2 girls who'd been smoking had just been given a detention.

"That’s so unfair" he exclaimed.

Harriet laughed, " that’s the way it is at St. Cats Troy. You’ll get used to it". The girls laughed. Sally leant forward and placed her hand on his knee, "I know it’s bad but tell us about what happened, Millie says you got the cane"

Troy blushed and nodded, "it was awful". Millie added helpfully, "at our last school they didn't have corporal punishment, so Troy just got used to the detention room. Didn’t you? "

He nodded again; "sounds like your brother likes getting into trouble! Come on Troy tell us the gory details" sad Sally pushing him, "don’t leave anything out, there’s a good boy" she allowed her hand which stayed on his knee to move up his leg, Troy felt a stirring in his willy as she did so. He was still blushing as he said he'd rather not.

But the girls wouldn’t let up, so he relayed the story of having to change and then going into the staff room. He described the pommel horse and how they were caned naked over it by Mr. Holmes with the female staff watching.

"Oh my God, really" cried his sister, "that must have been so embarrassing!! "

He looked up having told most of the tale looking down and avoiding eye contact, "that is an understatement Milly. It was the most awful experience of my life. And my arse was on fire too."

"I think I want to come back here as a teacher,” Harriet giggled. "That would be fun"

"But the most important question is" Sally said her hand still caressing his thigh, "what does David Fowler look like in the willy department? "

"You can’t ask Troy that," giggled Harriet again, "can you? He is cute. Yes, come on Troy what is he like?”

Troy smiled as recalled the image of the naked and erect David standing there in front of the female teachers, he thought “I can’t tell them that else they will ask me if I got hard too!'

He paused, shrugged his shoulders and said, "normal I suppose" not giving anything away?

The girls looked disappointed, "well bigger than me anyway" he added.

Sally’s hand moved and stopped at the top of his thigh, "well how big are you then Troy?"

Troy was embarrassed and didn’t really know what to say, Milly helpfully chipped in, "oh my little brother is not bad for his age, but matron did say he had more growing to do. This was at our medical, poor Troy here was totally naked." She was laughing, as were the others. Troy just sat there embarrassed and a little upset at his sister telling her mates how she all of him. God, I hope she doesn’t talk about me jacking off!

"Aww don’t worry Troy. Your secret is safe with us" said Sally, who was quite smitten with the quieter and shyer twin.

Thankfully things moved on in terms of chat and Troy was able to relax. After dinner the girls went upstairs to Millie's bedroom where unbeknown to Troy, Millie spilled the beans about him having to give a sperm sample. It transpired that none of the girls had ever seen a boy do that!

It was during this chat that Sally and Harriet told Millie all about the family swim sessions which would be starting the following Friday. Both girls had younger siblings, Sally, a kid brother aged 12 and Harriet one of each aged 13 and 10. They explained that it was in the school’s private pool and it was only for pupils’ families and teachers. You had to put your family down as there was limited places.

"We go every week with our mums, " said Harriet, "great fun". They then confided in Millie why it was more fun than normal swim lessons and suggested she got her mum to agree to go, but not tell Troy until they were just about to leave. Millie understood and fully agreed with the plan and was confident her mother would concur.

Mrs. Jackson definitely did agree and so it was all set for Friday swim club. Troy was not told until they were eating dinner, but he didn’t mind as he loved swimming so happily agreed to come. "A good family activity we can do together " said his mum as they hopped in the car to drive to the school.

It was still relatively warm as winter was at least 2 months away and Troy was still dressing in shorts and T shirts outside of school. His swim bag was slung over his shoulder as he followed his mother and sister into the pool building.

He was greeted by a sight which not only caused him great concern but would, if he could have, caused him to turn tale and leave immediately. But sadly, for him the family had already been seen by Miss Miller, who was chatting to his mother.

What scared Troy was the obvious sight of naked boys, including Sally’s brother. All the boys were naked. He also noted that virtually all of the boys were much younger than him, except the 2 life guards the head boy Caleb Rose and another sixth former he didn’t know. They too were naked and clearly at ease in their nudity as they strode around the pool side, with full bushes of hair and both long thick willies hanging between their legs. They certainly looked like men rather than boys.

He realised then that Miss Miller was talking to all the family not just his mother. "So the session lasts up to 9pm. We do some activity in the upper pool from 730 for an hour - often water polo. Lifesaving, races, diving etc. The rules here are that all boys swim naked no exceptions and as you can see it is mums only. It is part of Mrs. Hardcastle’s vision for the school in developing confident young girls and respectful young boys. We find boys are so much better behaved when naked. Any silly behaviour and the two senior boys have permission to spank."

Almost as if prompted, Caleb Rose gave short shrill blast on his whistle and called out 2 names. 2 boys swam to the side looking sheepish and a bit scared. They were aged about 11-12 thought Troy. One of them it seemed had just started puberty with a few wisps of hair and a fairly long thin willy which was now rising inexorably upwards as he clearly knew what was coming next. The other boy was still clearly a boy, but his little willy too was sticking up. They had been seen ducking a couple of girls and were now going to be spanked with everyone looking on. All activity and swimming had stopped as the boys were bent over the bleachers and Caleb delivered 2 hard spanks with his hand stinging on their bare bottoms.

They were then told to stand to the side hands on head for 5 minutes to think about what they had done. The mother of the older boy came over and told him in a fairly loud voice that his father would be spanking him when he got home too.

Miss Miller turned and smiled, "now where was I, yes Millie if you could show your mother to the changing room please". As they walked off she smiled at Troy, "well Troy naked again for me, very nice, run along and get undressed please. It will be nice to have some older boys at the swim".

Troy headed for the sanctuary of the boys changing room where a few boys who’d arrived with families were all disrobing. They all seemed fairly relaxed about it but as they were all 12 and under and they didn’t exactly have a lot to hide. Even one boy who had just started puberty was still small and not much different to his peers.

He knew he was committed so began to undress and soon was standing there completely naked, holding his towel. A couple of younger boys aged about 11 approached and looked straight at his hair and willy. One boy said, "wow not many older boys come to the swim" and turning to his friend, "Can’t wait to start my bro says it’s amazing". He laughed and looked at Troy added, "nice dick" and they ran off into the pool area.

Troy felt like a condemned man as he left the changing area realising that he would probably get a lot if looks as he was one of very few older boys there. God this is so embarrassing, his mum hadn’t seen him naked since he was about 11 and now here he was just about to walk out completely naked. He thought to himself get a move on and hopefully can get in the water before them.

He took a deep breath and trying to be a nonchalant as possible walked out through the door to the pool. There were about 30 or so people there, a combination of boys, girls and mothers and a few female staff. Looking around apart from the 2 life guards there seemed to be just one other boy aged over 13 there.

Miss Miller was waiting for him and smiling, "there’s a good boy Troy,” she said in a voice that implied he was about 10 years old, not 14. "Nudity suits you. You have a good body. And I know this must be difficult so well done. You’re being brave, but you’ll soon get used to it. Just think what pleasure you are giving to us ladies."

He really didn’t know how to reply but before he could form any words he heard his sister’s voice and turning around came face to face with Millie and his Mum. He instinctively began to cover up but heard Miss Miller's quiet voice in his ear, "no covering up Troy, hands by side let your mother see her boy".

He moved his hands as his mother took in the naked body of her son. She smiled, and looking towards Miss Miller, "it’s strange seeing your children all grown up, I remember the days when I used to bath these two together. Happy times. "

Miss Miller, "yes indeed. Well young Troy here is certainly becoming a man Mrs. Jackson. Well physically for sure as we can all see but as you know these young men still act like silly boys at times too hence his caning last week. Did Troy tell you he was caned naked in the staff room? We believe not only in the physical punishment, but also a little bit of embarrassment goes a long way in curbing silly behaviour. "

"Oh, you didn’t tell me that Troy, did you? Well I hope you learnt your lesson. I grounded him for a week Miss Miller as well. "

"Good for you Mrs. Jackson these boys need to know who’s in charge. Well, will let you get on and enjoy your swim." She stepped to the side and took a long look at the naked boy, and then raising her eyes to meet his, "just a reminder Troy to behave in the pool, as you saw when you came in any silly behaviour will result in a spanking in front if everyone. "She smiled and said, "enjoy yourselves".

Troy was completely lost for words, hearing his mother and teacher talk about him like that and he felt as if he was a kid, the desired effect Miss Miller wanted. "Don’t worry dear," said his mother, "I’m sure you’ll be ok. I know this must be embarrassing Troy but its fine, it’s nice seeing you all grown up, don’t you agree Millie?”

Millie enthusiastically agreed, "come on little bro," she said then looked hard at his willy, " or not so little bro now. Let’s find the others, bye Mum" and she grabbed him by the hand and led him up to the deeper end of the pool where she had seen Sally and Harriet swimming. Harriet had come with Sally’s family, so they found the two girls and Sally’s 12 year old brother William all together.

As they walked up the side of the pool Troy could feel people looking at him and so was pleased to jump in the safety of the water and hide himself at last. Soon the group were chatting and swimming idly from side to another. William was a nice lad, not yet at the stage of manhood but clearly not far off as his willy was quite long and was getting ready for the start of puberty. He seemed relaxed naked, but he’d been coming to these swims for a few years he told Troy.

After about 15 minutes or so a whistle was blown and Miss Powell who was there along with Miss Miller announced the activity session for those who wanted to join in. It would be a diving competition. The pool had a springboard at the deep end and there would be a competition for the best dive - boys, girls and adults.

The girls went first, and Troy found himself watching some lovely looking girls standing on the end of the board in their close fitting one piece swim suits. He had to look away to avoid getting aroused which would have been awful. After the girls and adults had dived, Miss Powell announced for the boys and asked them to line up on the side. Soon there was a line of little naked boys eager to dive. William was keen to go and said come on to Troy who really didn’t fancy standing on the board naked in font of everyone. However, the strong peer pressure from the girls and William led him, in hindsight, to stupidly agree and he and William joined the end of the line along with the other older boy who was 15 and in the year above, called Eddie. He stood there totally relaxed in his nudity, mind you he was clearly a focus of admiration as his willy hung between his legs, over 4 inches in length and he’d shaved most of his pubic hair off, so it looked so much bigger. Troy noticed how often girls and women stole glances at him. He said hi to Troy.

Troy observed that now the boys were starting to dive how everyone was watching, clearly enjoying seeing the naked boys on display. Boys of all sizes were now taking it turns to dive, the vast majority with small little willlies but they still bounced up and down on the board causing a few of the younger girls to giggle and the older ones to smile. The line of about 10 boys was now down to 3 for the first dive and after William had given a good dive, it was Eddies turn.

He stepped onto the board and began to bounce, his large willy going all over the place much to the delight of the ladies, he bounced about 5 times before executing a smooth dive into the water. Troy nervously stepped onto the board acutely aware of all the eyes upon him. He breathed deeply as he stood still trying to focus on the dive rather than the fact there were about 20 plus females all staring at his naked body. He bounced a few times and then dived in, not bad he thought as he came to the surface. A round of applause greeted him as he climbed out and rejoined the queue.

Sally, Harriet and Millie were chatting quietly, admiring Eddies large willy but also saying how cute Troy was. Sally whispered conspiratorially, “how do we get Troy naked and jerking off like he did before? I’d so like to see that!” Millie laughed, “I’m sure we can work something out.” Harriet added, "hope so, mind you Sally, William can’t be far off his voice every so often cracks and his willy is definitely getting bigger"

Sally nodded, "I think it may have started as I heard Mum talking to him and I’m sure she said something about the bedsheets. Perhaps he’s had a wet dream?”

"That would be fun to see then both", they all nodded in agreement, it was so much fun being a girl at this school.

The last few younger boys had dived leaving just a line of 3. William stepped up and smiling put his hands high in the air bounced his willy going up and down and then dived hut made a big splash on entry, so he wasn’t going to win. Eddie repeated his previous display bouncing about 19 times as high he could go clearly enjoying being watched.

Miss Miller commented to Miss Powell, "I wouldn’t be surprised if Eddie ends up a stripper when he’s at college to turn extra money. He’s got all the required large size and clearly loves the attention. Shame he’s such a well-behaved boy, I’d love to see him caned". Miss Powell laughed she was getting used to her boss’s sexy observations about the boys, she did enjoy this job indeed.

Last up was Troy. He was now more nervous of all the looks and then Sally called out "go Troy" which made him blush and he realised he was beginning to plump up. Time to get on with it he thought. He started to bounce to get height, his willy flapping up and down, but he then slightly slipped on landing and had to stop to prevent himself just falling in the water. He stood still again on the end of the board and everyone could see he was partly aroused, his now thicker willy was horizontal to the water rather than hanging down, well at least it wasn’t sticking up. He felt awful so quickly started again and after a few bounces which unfortunately resulted in further hardening executed a beautifully smooth dive as he glided into the water making hardly a splash.

He swam to the edge and listening the applause and a few cheers he was distracted so he hadn’t quite realised that he was now fully erect, and by the time he did it was too late. Miss Miller and Miss Powell having instantly agreed that this was the winning boy’s dive stepped forward and ushered the blushing boy forward along with the girls and adult winners to stand in front of everyone.

"Well done to everyone" said Miss Miler, "you’ve all done very well. Sone excellent dives there as well as a few big splashes. But never mind it’s the taking part that counts. Well done to Lucy and Mrs. Harrison for their dives, and a special well done to Troy Jackson for that last dive. This us Troy’s first time at swim club so a big well done to him, you certainly rose to the occasion Troy."

That brought about a big laugh and clapping from the girls and mums as thy all looked at the naked and still erect boy, his willy sticking up for all to see, but no one seemed to be offended, on the contrary they seemed to like it.

Miss Miller continued, "I’m sure all the ladies and girls will agree it’s so much fun to see the boys on the diving board. Our philosophy here at the school as you know is to give girls confidence in themselves in a male dominated world, so they are best prepared to make their way and thrive, but also to produce young men who are respectful to girls and women. One way is to use nudity as a means of teaching boys that they are not the better sex and haven’t got the right to run everything. I’m sure you all agree that it us so nice to see the boys naked and enjoying themselves in the freedom of their skins, and we ladies can enjoy watching them and it’s even more special when a boy gets excited by it all.”

She smiled at Troy who felt so humiliated and wished he could just run away, she rested her hand on his shoulder, and added, "so relax Troy it’s ok to be excited no one is upset, we all enjoyed your dive and are pleased with you. Well done"

The group all applauded and went back to swimming and chatting leaving a totally humiliated 14-year-old boy with an erection standing there really not knowing what to do. "Way to go bro" said Millie, “A fantastic dive and display" Sally laughed, "we all enjoyed it well done".

He smiled as best he could. Harriet and William were there too and the group kind of shielded Troy for a little while as they stood on the side. Millie looked down at his still hardened willy, "it’s been a few weeks since I last saw that. Does it feel nice Troy?"

He was shocked but then thinking about it, was not surprised by her forwardness giving the events since school started. He nodded, " yeah feels good". He looked over at William and grinned, "I’m not the only one" as William’s own willy was also sticking up. With no hair it was a clear 2-inch erection. "Wow willy”, said his sister, "excited too William?” He blushed, grinned and nervously laughed all at once, "feels funny but nice too. Is it bad?” he added worried, " no not at all, it’s sweet; don’t worry” assured his sister.

They all jumped in the pool and thankfully for both boys the rest of the swim passed off uneventfully. The well-hung Caleb brought the swim to a close with a long blast of his whistle and soon everyone was heading to the changing rooms. The boys changing room was full of noisy little boys who quickly got dressed and soon only Troy and William were left with Caleb. The still naked head boy came over to Troy and looking him up and down, smiled,

“Nice display back there Troy, Miss Miller enjoyed that. She does like to embarrass boys. You’ll get used to it, maybe even enjoy it one day. You’ve got a good fit body, so do you swim as well as dive?”

Troy nodded and said, “I was on the swim team at my last school.”

“Great you can try out for us. Practice is after school on Wednesdays. No need for trunks.” He laughed, reached down and gave Troy’s willy a playful tug, “proper swimmers do it naked!” He started to walk back to his clothes and then turned and added,

“See you there, don’t let me down” he added with sterner edge to his voice, implying that there was no way out for Troy, he was expected there on Wednesday.

The boys hurriedly got dressed and soon were outside with the girls and the 2 mums. Goodnights were said and, in the car, going home, Troy sat in the back and was silently reflecting on what had just happened. His mum was chatting to his sister in the front realising that her son probably didn’t want to chat at the moment, but she was determined the family swim would be a fixture in the Jackson calendar as it was definitely an evening out they could all enjoy together even if it did mean her son getting embarrassed at times.

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