THE STREET URCHIN

Stories about boys ending up in compromising situations, preferably naked and embarrassed, as the name suggests.
Miguel85
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THE STREET URCHIN

Post by Miguel85 »

The Street Urchin - CHAPTER 1

In the bustling medieval town of Ashwood, where the sun dipped into the horizon and painted the sky with hues of crimson and gold, a young homeless boy named Cassian had made a name for himself. He was a legend among the town's street urchins, known for his daring heists and scrappy authority. Cassian was a handsome boy, with sun-kissed skin and piercing blue eyes that seemed to sparkle with mischief. He carried himself with an air of confidence, always thumbing his nose at authority and pushing the boundaries of what was considered acceptable.

Cassian's life was one of adventure and survival. He lived on the streets, scavenging for food and shelter wherever he could find it. But despite his tough circumstances, he never lost his sense of humor or his quick wit. He was always ready with a clever quip or a charming smile, which often got him out of trouble. However, on this particular day, Cassian's luck would run out. He had been eyeing a freshly baked loaf of bread in the market stall of Old Man Thorne, and his stomach had been growling with hunger. Without hesitation, he snatched the bread and made a run for it. "Hey! Stop! Thief!" Old Man Thorne shouted, but Cassian just laughed and kept running.

As he weaved through the crowded market streets, Cassian thought he had again escaped capture. But little did he know, the town guards had been watching him from afar. They knew his go-to escape route by now, and as Cassian turned a corner, an unexpected guard’s boot shot out and tripped him. He dusted himself off and saw a guard blocking his exit. They had him cornered, and were not going to let him get away.

"Ah-ah, Cassian! You're not as slick as you think you are!" another guard exclaimed as he grabbed the boy from behind.

Cassian struggled to break free, but it was no use as the fatter guard rushed him.

"You'll never take me alive!" he joked as he struggled, trying to keep up his cocky demeanor.

But as the guards dragged him away to face justice, Cassian's bravado began to falter. "You can lock me up for a day, for a week! I- I'll be back on these streets in no time!”

"Is that so?" the fat guard sneered.

“Yeah, and next time you'll never catch me!" the boy taunted them, but his laughter was now weak.

The guards exchanged exasperated glances.

"We'll see about that," the thinner guard chuckled.

Together they dragged the struggling boy towards the stocks located right in center square – directly facing everyone who walked by – and locked him in, restraining both arms, ankles, and head, making any escape impossible.

“Hah, you think this little toy of yours can hurt me?” the boy said, at this point just feigning confidence.

"You're going to regret your arrogance," said the fat guard sternly.

As Cassian struggled against his bondage, his grin began to falter. “Let me out, you fat pig!” he still managed to say.

“Fat pig? I think what this boy needs is a lesson in humility,” the fatter guard snarled, his voice dripping with satisfaction. The other guard nodded in agreement and began to forcibly strip Cassian of his clothes.

"Wait, wha- what are you doing!?" Cassian demanded, suddenly panicking, struggling against his restraints.

"Lets see how you like being naked in front of the whole town, you little shit," the thinner guard sneered, his hands rough as he tore away Cassian's tunic and leggings. Cassian's face burned with shame as he realized he was about to be left naked and exposed in the center of town.

"No, stop! Please, I’ll never steal again, I promise!” he begged, but it was too late.

In one swift motion the bigger guard tore off the boy’s underwear. The guards stepped back to admire their handiwork, leaving the boy locked in the stocks and completely stripped of his clothing.

“Yeah you’ll never steal again, now that everyone’ll get to see your tiny dick, street rat!” the fat guard laughed.

The sun beat down on Cassian’s bare skin, and he felt his eyes well up with tears as he realized the true extent of his humiliation. "This will teach you to respect authority, little man," the thin guard said, before turning and walking away, leaving Cassian to face the jeers and stares of the growing crowd alone.
Miguel85
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THE STREET URCHIN - Chapter 2

Post by Miguel85 »

The Street Urchin - CHAPTER 2

The news of Cassian's capture spread like wildfire through the streets of Ashwood, passing from boy to boy, until it finally reached the old abandoned church on the outskirts of town. This was the makeshift home of a group of street urchins, a ragtag bunch of kids who had banded together for survival. They lived in a dog-eat-dog world, where every day was a struggle to find food and avoid danger. But despite being rivals, they all looked up to Cassian as a hero. He was the best of the best, always pushing the limits and getting away with it.

As the news reached the church, the boys gathered around, their faces filled with shock and outrage. "Cassian's been caught?" one of them repeated, disbelieving. The others nodded, swapping stories about Cassian's greatest hits. There was the time he stole a whole wheel of cheese from under the nose of Old Man Thorne, or the time he snuck into the castle kitchen and made off with a roasted chicken. The boys laughed and cheered, remembering how Cassian would often share his spoils with them, even though, as top dog, he didn't have to.

One of the boys, a scrawny kid named Finn, spoke up. "I remember when my father died, I was starving and had nowhere to go. Cassian took me under his wing and showed me how to survive." The others nodded in agreement, sharing their own stories of how Cassian had helped them out when they needed it most. Despite being rivals in their line of work, Cassian had always looked out for them, making sure they were okay.

As they talked, their outrage grew. "If they can do this to Cassian, imagine what they could do to us!" exclaimed another boy named Jax.

"We can't just sit back and let them get away with it!" The others murmured in agreement, their faces set with determination. They knew that if they didn't act fast, Cassian could end locked up for good – or worse.

The leader of the group, Marcus, stood up. "Let's do this! Let's save Cassian!" he shouted, pumping his fist in the air. The other boys cheered, eager for action. They quickly hatched plan, pooling together what little knowledge & skills each one possessed. Some knew hideouts & secret passages around town while others were skilled at picking locks & creating distractions.

With their plan in motion, the gang set off towards the center of town. The sun beat down on the cobblestone streets casting a warm glow over Ashwood. People bustled about going on their daily business unaware drama unfolding before eyes – but these young street urchins were laser focused on the mission ahead: rescue Cassian no matter the cost!
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Re: THE STREET URCHIN

Post by NickTwisp »

In the meantime, have many of the townspeople seen Cassian naked in the stockades as they passed by?
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Re: THE STREET URCHIN

Post by NudeBaG »

No girls to witness his humiliation?
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THE STREET URCHIN

Post by Miguel85 »

The Street Urchin - CHAPTER 3

As Cassian hung his head in shame, pleading with his captors, with the onlookers, with anyone, to release him, to at least cover him up, he heard the sound of a ruckus approaching. His heart skipped a beat as he saw the gang of street urchins, led by Marcus, walking into the town square, hooting and hollering. But instead of rushing to his rescue, they stopped dead in their tracks, shocked, their eyes fixed on Cassian's naked body.

Marcus spoke first. "Well, well, well," the boy said, seeing an opportunity too good to pass up, as a sneer spread across his face. This could be his chance to be the new top dog. "Look what we have here. The great Cassian, brought low."

It wasn’t long before the rest of the boys fell in line. The gang erupted into laughter and taunts, their words cutting deep into Cassian's already fragile ego. "Hey, Cassian, I didn't know you were so... tiny," Finn jeered, pointing right at Cassian's shrinking manhood. Cassian tried his best to bring his knees together, to somehow hide his shame, but with his ankles locked in place it was no use.

"I mean, I've seen bigger ones on a baby!" the thin boy who Cassian thought of as a little brother continued.

Cassian shut his eyes tight as fresh tears poured out. He couldn’t believe Finn… Jax, Marcus… they were all seeing him like this, completely exposed, vulnerable, and humiliated.

The other boys guffawed and snickered, their eyes roaming over Cassian's body with cruel amusement. "And what's with your arse?" Jax asked, giggling. "It's so big and fat!” He gave it a quick slap, causing Cassian to yelp. “Why is it so jiggly!?! You look like a girl!!" The gang burst into laughter again, and Cassian felt his face burning with shame. He always knew that, in spite of being lean and fit, he had a disproportionally large behind… but he never expected his friends to see it, to comment on it.

"Please, don't look," Cassian begged, his voice shaking with humiliation. "Please cover me up! Have mercy!" But the boys just laughed harder. "Oh, this is priceless," Marcus exclaimed. "We can't believe we actually looked up to this guy," he said, shaking his head.

"You're such a loser, Cassian," another boy chimed in.

"How could someone so pathetic be our hero?" Finn added, "I mean, my pinkie finger is bigger!” He held up the digit and it was true, Cassian’s penis was smaller than Finn’s pinkie finger.

Then Jax: “And I cant believe he's completely hairless down there, he's like a little girl or something!"

The gang burst into laughter again, and Cassian felt his face burning with shame.

Finn, oh Finn, who was once so sweet, was especially brutal. "I cant believe I used to think you were cool," he spat at Cassian's feet. "You're nothing but a sniveling little wimp."

As the boys continued to taunt him, Cassian broke down completely, sobbing uncontrollably as tears streamed down his face.

“You’re just a fucking little cry-baby!” Marcus added.

Cassian’s nose ran and dripped onto the cobblestones below, adding to his misery. The gang finally tired of their cruel game and began walking away, laughing and joking amongst themselves, leaving the shattered remains of Cassian behind. The sound of their laughter and jeers still echoed in his mind as they disappeared from view, leaving Cassian alone with his shame and despair.
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Re: THE STREET URCHIN

Post by Miguel85 »

The Street Urchin - CHAPTER 4

As the afternoon wore on, the streets began to fill with the sound of laughter and chatter as the upper-class kids and teens – those lucky enough to get to attend school – made their way home. Many of them had seen Cassian around town before, always sneaking about and living a life that seemed so exciting, so different from their own. Some had even looked up to him as this outcast rebel, but as they caught sight of him now, locked in the stocks and exposed for all to see, their opinions quickly changed.

"Oh my god, look at that!" one girl exclaimed, covering her mouth in shock. "He's so... small!"

“I don’t think he’s even got a dick!” a boy chimed in, giggling. Cassian's face burned as he realized his body was being scrutinized by the very people he had once tried to impress.

The crowd of onlookers grew larger, with more and more students gathering to gawk at Cassian's predicament. The boys snickered and made jokes about his size, while the girls gasped in shock at his big butt and hairless privates. "I've never seen anything like it," one girl said, her voice full of disgust. “He’s completely hairless down there! Isn’t he like, 14 or 15?!”

"It’s smaller than a baby carrot!" another boy added, laughing.

“And look at his bottom! He’s got a bigger bottom than me!” another girl said to giggles from the crowd.

Cassian's eyes welled up with tears as he struggled against the stocks, but it only seemed to make things worse. His butt jiggled comically with each movement, causing the crowd to erupt into laughter once again. "Look at him wiggle!" someone shouted, pointing at Cassian's rear end. “He’s got an arse like a lady of ill-repute!”

One mean-spirited boy picked up a thin branch from the ground and began to whip Cassian on his butt, making him cry out in pain and struggle even harder against the stocks. "Take that, you little pervert!" the boy shouted, laughing as Cassian's butt jiggled back and forth as he struggled pathetically.

The crowd cheered the boy on, urging him to continue whipping Cassian until he was crying uncontrollably. "You're such a wimp," one girl sneered, rolling her eyes at Cassian's tears. "You cry like a little girl!" The whipping continued until the boy tired himself out and dropped the branch to the ground.

As the crowd continued to taunt Cassian, one particularly cruel girl stepped forward with a mischievous glint in her eye. "Since he's got so little going on down there, he must be a girl!" she said, pulling out a tube of lipstick and some rouge from her bag. "Here, sweetie, I think I can make you look even prettier."

The crowd erupted into cheers as she began applying makeup all over Cassian's face – bright red lipstick, blue eyeshadow, and pink rouge. Cassian begged them to stop, "P-p-please, don't duh-duh-d-do this! Puh-puh-please, I’m alrea-already... nuh-nuh-n-naked!!" but they just laughed harder.

“What a stuttering idiot!” someone shouted from the crowd.

When Cassian struggled too much against his forced feminization, shaking his head around, a large boy grabbed a handful of his hair to keep him still. Cassian quietly sobbed as he got ‘prettied up.’ When the girl finished, Cassian looked like a completely different person – a painted-up doll version of his former self.

“Hah, he looks like a sodomite!” one young boy shouted, laughing.

As the evening set in, the sun dipping low over the horizon, the crowd finally lost interest in the captive boy and wandered off, leaving behind the broken and humiliated shell that used to be called Cassian. He hung his head low, unable to speak or move, his face painted brightly like some sort of clown or floozy. His heart was heavy with grief and shame still burned bright within his chest. His future was uncertain, and he couldn't help but wonder how life could have taken such a dramatic turn.

“Will anyone ever respect me again, now that they’ve… now that they’ve seen… my shame?” he thought to himself, alone as the darkness closed in fast. The silence was a welcome relief from the jeers and laughter of the crowd, but it also brought a sense of isolation and despair that threatened to consume him whole.
Last edited by Miguel85 on Fri Jun 13, 2025 3:06 pm, edited 3 times in total.
NudeBaG
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Re: THE STREET URCHIN

Post by NudeBaG »

Hmmm.
I love the setting and characterization.
Just not an SPH fan.
While Cassian is still in the stocks, maybe some of the town girls decide to cop a feel?
Maybe Cassian is a bit of a grower???
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Jeepman89
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Re: THE STREET URCHIN

Post by Jeepman89 »

Unfortunately, sph is a turn off for me too.
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Re: THE STREET URCHIN

Post by NickTwisp »

Jeepman89 wrote: Sat Jun 14, 2025 11:35 pm Unfortunately, sph is a turn off for me too.
I don't mind it but it's overdone. Also, having a medical background, I kind of wince reading stories featuring 10- & 11-year-old boys being able to ejaculate semen (very unusual/unlikely at that age). Mean age for spermarche is 13.5 years in the U.S.

Based on my real-life group shower experiences, which include summer camp and two high school years of track team participation, most guys would be very reluctant to call out another boy if they noticed that his penis was unusually small. He would risk the "why are you looking" retort among the others. Girls seeing a nude guy with a small penis, maybe, in a muted kind of whispered way I'm guessing?

That said, I enjoy this particular story for its naked embarrassment in front of the villagers, sph notwithstanding.
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Re: THE STREET URCHIN

Post by TeenFan »

In researching the historical usage of the term URCHIN, I could not find any reference to a specific age. 14/15 could still be young enough to
be called a street urchin, as long as the boy is still small. A photo search shows only boys that appear to be from age seven to eleven.

I like the writing style. However, I was saddened the poor lad was abandoned by his buddies. Is there no honor among thieves?

Cassian can be humiliated thoroughly by the people on the street, including taunts by both boys and girls. Then let him be rescued...or
carted off to the local prison...and finally arriving at the castle as a servant boy...where puberty finally kicks in (late due to poor nutrition)
and he grows to a respectable size just in time for the Princess to give Cassian a naked punishment for bad behavior.
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