THE ADVENTURES OF RUPERT, BARE

British readers (and perhaps others) will realise what I've done here (!) so, for those who don't, here's a brief explanation. Rupert Bear is a much-loved comic character who dates back almost a century and remains popular today. He has appeared in annuals since 1936, enjoying adventures with his friends. Like Rupert, most of the characters are anthropomorphic (Bill Badger, Algy Pug, and so on) and I have attempted to translate some sense of that into my narrative. Of course, not having ever heard of Rupert Bear won't hamper you enjoyment of the narrative that follows.

Aficionados of 'Rupert Bear' will know that his adventures are told not only in prose but also rhyming couplets. So, in the time-honoured fashion, I will preface each chapter with a little poetry!

This story is obviously fictional and none of the events or characters are real.

At its core, my story will depict a good deal of sexual activity involving boys under 16. If that is likely to offend you, or if the reading of such material is prohibited to you, then please go no further.

So...

Are you sitting comfortably? Then I'll begin...

CHAPTER 1

RUPERT STARTS A NEW SCHOOL

Young Rupert shows his cock to Bill,

They wank together, what a thrill!

When eleven-year-old Rupert Butters woke he immediately felt both nervous and excited as today was the day he was starting his new school. It felt like the summer holidays had raced by and it didn't seem that long ago since he was in the top year of primary school. Now here he was, about to leap into this unknown environment, a world of bigger children, new teachers and lessons, bus rides, homework and blazers.

Rupert was an enthusiastic, cheery boy. He was around 4' 9” in height with a slender build. His success at primary school might have been better if only he could concentrate on one thing at a time. He loved sport and enjoyed swimming and playing soccer and cricket. He had a fresh complexion and a pair of blue eyes that sparkled like crystal. Atop his head was an unruly mop of blond hair which his mother was now combing.

“I can do it, mum,” Rupert complained, trying to squirm his way free.

“You need to look smart on your first day, so stand still,” his mother replied. “Now, you've got your dinner money, haven't you?”

“Yes, mum.”

“And your pencil case?”

“Yes, I put it in my bag last night.”

She stood back to admire him.

“Aw, you look so smart, darling,” she gushed, “And so grown-up, too!”

He glanced at himself in the mirror in the hallway. He certainly looked rather different to last term when he attended primary school. Then, he wore a sweatshirt with the school logo on the front. Now he had a white shirt, school tie and blazer to cope with. He wasn't sure if he agreed with his mother's opinion that he looked smart as his blazer felt about two sizes too large. His mother had assured him he would soon 'grow into it'. It was a pale blue shade and had the school badge embroidered on it, announcing 'Nutwood Academy for Boys' with the motto 'Huc venite pueri ut viri sitis' [Come here boys, so that you can become men].

Rupert hitched his sleeves up so that he could at least see his hands.

“Bye, mum,” he said.

“Have a lovely day, darling,” she replied, giving him a little peck on the cheek.

He didn't have to wait too long for the number 47 bus but it was rather crowded and he had to stand. He knew it was ten stops until he arrived at his new school and he counted them carefully. Fortunately, there were several other boys onboard wearing the same uniform. They all surged off the bus together so Rupert knew he was at the correct stop.

There in front of him was his new school. It all looked so huge while the playground, overflowing with boys who all looked much bigger and older, didn't look a friendly place at all. Luckily, at that moment, Rupert spotted a familiar face. It was his best friend Bill. Rupert breathed a sigh of relief and hurried over to him.

Bill Bagshaw was also eleven years of age. He and Rupert had known one another all the way through their primary school years and were the best of friends even though they had rather different characters. Bill was a quieter boy, studious by nature and especially interested in scientific things. He stood an inch or so shorter than Rupert and was slightly plumper, although by no means overweight. His hair was dark brown and was cut rather short with a neat parting. He was standing on the edge of the playground looking rather lost.

“Hey, Bill!” Rupert called, running over to his pal.

Bill smiled and waved, looking rather relieved to see a familiar face at last.

“Thank goodness, you're here,” said Bill, “I thought you weren't coming!”

“Miss my first day at Nutwood? No fear!” Rupert laughed.

“Did you come on the bus?”

“Yeah, it was easy,” fibbed Rupert.

“My mum dropped me off,” said Bill, “She's gonna fetch me as well.”

“Lucky you!”

“It's only 'cos it's my first day. Tomorrow I'll have to catch the bus like you.”

Their chat was interrupted by the shrill sound of a bell.

“What's that?” Bill asked. Judging by the way the crowds of boys were now heading for the main entrance to the building, it was clear that school was officially starting.

“Come on, let's go,” said Rupert and the joined the herd of boys.

Once inside, they saw a teacher who was standing on the staircase.

“New boys straight to the hall, please,” he announced.

Rupert and Bill vaguely remembered where the hall was (there had been an induction day last term that included a tour of the school) and made their way there. Inside they saw a large gathering of boys. They looked around the same age and there were a few familiar faces from their previous school so they knew they were in the right place.

After a few more minutes, a few teachers arrived and the boys were put into form groups. There were three forms each with around 25 youngsters in each. Rupert and Bill were relieved to find themselves in the same form, 7B, although their form teacher, Mr Binnacle, looked rather scary.

“Follow me, boys,” he commanded, “Single file!”

The boys followed the teacher to their form room. The first thing Mr Binnacle did was to seat the boys according to his alphabetical order plan. He called each boy's name and, after they had replied with the required 'yes, sir' response he indicated their desk. Rupert found himself on the first row on the right, seated behind Bill as their surnames both began with a 'B'.

The rest of the day went in a bit of a whirl for Rupert. There was so much to take in and it was very different to his primary school. For one thing, he had to traipse off to different rooms for all his lessons. Then there were new subjects like French to deal with as well as several different teachers rather than one. The corridors were full of bigger boys, which seemed daunting, and then there was the inconvenience of homework that would have to be done every evening. There were nicer things, too. Rupert was impressed with the amazing sports facilities at Nutwood (almost as much as Bill was excited by a whole laboratory just for science!) and there were chips at lunchtime, too!

“D'you wanna lift home?” Bill asked as the two of them made there way out of the building at the end of afternoon school.

“Yeah, ta!” Rupert replied. He only lived a couple of streets from Bill so a ride would be much easier than negotiating the bus once more.

Bill's mum waved from the car and the two boys jumped in the back.

“Thanks, Mrs Bagshaw,” Rupert smiled.

“You're welcome, Rupert,” she said, “So, how was your first day, boys?”

They told her all about it on the drive home, hardly stopping for breath.

“See you tomorrow, then,” said Bill, as his mother parked the car.

“Aren't you going to invite Rupert in for a drink and some biscuits first?” said Mrs Bagshaw, “That would be a polite thing to do!”

“Oh, sorry,” Bill replied then he turned to Rupert, “Wanna drink and and biscuits?”

“Yeah, great!” Rupert answered. He could stay for a while as there was no urgency to get back home.

They each grabbed a drink and a handful of biscuits before Bill suggested they went upstairs to his bedroom.

For a while they chatted about the day at their new school, deciding that things had gone well and they were going to enjoy it. On the downside, their form teacher was a bit stern and they were going to have to get used to lugging their school bags from one classroom to another. On the other hand, the school dinners were good and the facilities were a great improvement on primary school. All in all, there were more positives than negatives, they agreed.

“What lessons have we got tomorrow?” Bill wondered.

“Here. I'll get my timetable,” said Rupert, fishing into his bag. “English, French, Double Science, then lunch,” he read.

“Double Science?” said Bill, “Cool!”

“Then we have History and Games.”

“Games? I don't think I'm looking forward to that.”

“It'll be awesome!” said Rupert, “It's soccer.”

“I don't mind the soccer bit,” Bill continued, “It's afterwards that I'm not looking forward to.”

“You mean showering?”

“Yeah.”

“What's so bad about that?”

“It's being naked with all the others that I really don't like the sound of.”

Nakedness and showers hadn't been part of their primary school experience but at Nutwood Academy the boys were required to shower after each games period.

“It'll be fine,” said Rupert, “What's to worry about?”

“Everyone will be looking,” said Bill.

“Looking?”

“Yes, looking at one another with no clothes on.”

“Well, we all look the same, don't we?”

“I suppose, only some boys are big 'down there'!”

“Are you trying to say that you reckon your dick's too small?”

“Sort of, yeah,”

“That's bollocks, mate!” Rupert said, “I've seen you having a piss and yours is normal.”

“You're just saying that,” Bill replied.

“I tell you what, why don't we practice?”

“Practice? What, stripping?”

“Not completely, just the bottom half” Rupert explained, “If we each show our dicks then tomorrow won't be so bad, will it!”

“I'm not sure,” said Bill, sounding reluctant, “What if my mum comes in?”

“That's lame! She never comes in your room. Anyway, we'll hear her coming, won't we. Look, I'll go first if you like.”

Rupert threw his blazer on Bill's bed and unclipped the waist of his trousers. Bill watched as his friend drew the zip of his flies down.

“Now you,” Rupert demanded.

Bill followed, removing his blazer and then unfastening his trousers. Rupert's response was to pull his own trousers down to his knees. He was wearing briefs with multi-coloured stripes.

Bill copied his friend. He was also wearing briefs but they were in a rather sombre navy blue.

“Okay so far?” asked Rupert.

“I guess so.”

With a deft stroke, Rupert whipped his briefs down to his knees and held his shirt up to expose his tummy. Bill gulped as he looked at Rupert's cock, dangling there at around two-and-a-half inches.

“Come on,” Rupert said, “Your turn.”

Bill cautiously pulled his briefs down, exposing himself. His cock was much the same size and, to make the point, Rupert shuffled over so their cocks were side-by-side.

“See, you're normal!” he stated.

Bill compared the two small penises, “Yeah, s'pose so,” he agreed, “But some of the others might have hairs.”

“Maybe a few will,” said Rupert, “But most won't, they'll be smooth like we are.”

“When d'you reckon we'll get some pubes, then?”

“Perhaps this year, who knows?”

“Does yours ever go hard?

“You mean a boner? Of course it does! Doesn't everybody's?”

Bill laughed, “Me too...all the time actually!”

“Yeah, I can tell,” said Rupert, pointing, “You look as if you've got a 'semi' already!”

It was true. Bill's little cock had chubbed up and was now poking forwards rather than hanging down. It soon caused Rupert to stiffen there also.

“Mine's boning up now!” he chuckled.

Before long (and it never takes boys very long!) they were both the proud owners of four-inch erections.

“Look!” said Bill, “Even with boners we're about the same size!”

“Do you wanna feel mine?” asked Rupert, “It's ever so hard now.”

Bill took Rupert's young cock in his fingers and played with it.

“It's like iron!” Bill said, “Mine is too...if you wanna touch it?”

Rupert played with Bill's cocklet. He couldn't decide which was more thrilling, feeling another boy's cock or having his own played with by someone else.

“Do you ever wank it?” Rupert asked.

“Yeah, sometimes,” Bill replied, “What about you?”

“Yeah, I do.”

For a moment, they stood there playing with one another until Rupert spoke again.

“Do you wanna wank one another?”

“Aren't we already doing that?” said Bill.

“No, I mean all the way,” Rupert went on, “Until we cum.”

“You mean make spunk? I can't make spunk yet. Can you?”

“No, I can't,” said Rupert, “But we can do it until we get the horny feeling!”

Bill looked puzzled so Rupert explained. “You don't have to make spunk. If you wank it long enough you'll still get a fucking amazing buzz!”

“Really?” Bill replied, “Well, we can try, I suppose.”

The boys sat on the bed and began to wank themselves. Rupert used three fingertips and a thumb, rubbing his little rod rapidly. Bill's technique favoured a single finger and thumb, concentrating on the head of his penis. Each concentrated on his own cocklet with occasional glances to the other boy to see how they were getting along.

“Ah, this is nice,” Rupert whispered.

“Is it happening yet?” Bill asked.

“Nearly,” said Rupert, gritting his teeth and jerking feverishly.

A minute passed and Rupert suddenly lay back on the bed.

“Oh, yeah!” he puffed, “It's happening!”

Bill stopped to watch his friend's orgasm. Rupert stretched his legs out and his body seemed to go rigid.

“Yeah...yeah....YEAH!” he gurgled.

There was no visible sign of cumming other than his animalistic shuddering. His breath slowly returned to normal and then he sat upright again.

“Fucking hell, that was good!” he grinned.

Bill had resumed his own masturbation but, so far, nothing seemed to be happening so Rupert decided to assist his friend.

“Lie back on the bed,” he said to Bill, “Let me do it for you.”

Bill happily obliged and Rupert took Bill's cocklet, rubbing it as if it was his own. This continued for another minute or so.

“I think something is happening,” said Bill, finally.

“What's it like?”

“Like a tickle behind my balls.”

“That's it,” Rupert said, “Close your eyes and let it happen.”

Bill was panting now.

“That's it, Bill...you're nearly there...go on!”

Bill thrust his hips upwards and shivered, his head seemed to explode with the sensation of his first orgasm.

“How was that, then?” Rupert asked.

“That...was...the best!” Bill sighed.

They tucked their little cocks back into their briefs and pulled their trousers back on.

“I'd better get off home,” Rupert said.

“I'll text you later, if you like,” said Bill.

“If not, I'll see you tomorrow at the bus stop.”

“Oh, and thanks for, you know, showing me that 'thing'.”

“You're welcome. I expect you'll be trying it out all night!” said Rupert with a glint in his eye.

“Maybe,” chuckled Bill.

“And having just done that together means you'll be fine with showers tomorrow.”

“Yeah, I think it helped...it was certainly horny fun!”

“See ya!” said Rupert, hurrying off homewards.

* * * * *

A fairly tame beginning to my narrative but there is plenty more to come and things will become increasingly saucy, I promise! Please feel free to email comments, thoughts and opinions. I am here: puermalo1 @protonmail.com

PLEASE SUPPORT THIS AMAZING NIFTY SITE WITH A KIND DONATION. Thanks