Nutcrushing skateboard race (Benji meets Leo, Tristan and Sammy)

Special thanks to Benji for the idea for this story! If you (yes, I mean you, the one who loves skateboards and ballbusting!) would like to meet the Ballbusting Boys and see yourself in a story please read this post for more details.

Artwork created by Champ

Featured in this story: Leo, Sammy and Tristan (click for pictures)

“What happens to the losers?” Benji asked with a grin. “Painful punishment?”

“Definitely, it has to be something painful”, Leo chuckled.

“Something very painful”, Sammy chimed in.

“Yeah, something that you’ll never forget”, Tristan grinned.

“Nor will the kids that will never be born”, Benji quipped, adjusting his crotch.

The four skaters laughed.


Sammy was the youngest in the group, 18 years old, with red hair and green eyes, a freckled face and a mischievous smile. The others were 19: Leo had curly brown hair and brown eyes, Tristan was blond and blue-eyed, and Benji had dark eyes and a mohawk hairstyle that looked absolutely awesome on him.

They were all lanky and tall, wearing baggy pants and oversized shirts. They were playing around with their skateboards while they were talking, flipping them and jumping on them, or making them bob up and down by stepping on the tail. Neither of them seemed to be able to stand still for a moment, and they were all eager to start the cross-city race that they had come up with minutes ago.

They had designed the track together, making sure to include busy streets and high-frequency pedestrian areas as well as parks and rest areas with lots of stars and poles and rails and other obstacles that they could use for their tricks.

They would team up in pairs, one of them being the rabbit and the other one being the chaser. The team whose rabbit crossed the finish line first would be winner. Now they just had to come up with a punishment for the losers before they could start.

“What about this?” Leo said, taking his skateboard with both of his hands.

The other guys looked at him.

“What?” Benji asked after a moment of silence.

“I’m glad you asked”, Leo grinned before slamming the skateboard into Benji’s crotch. The nose connected with Benji’s balls, making him double over and let out an anguished grunt as his friends roared with laughter.

“Good idea”, Sammy said. “But I was thinking more about something like this.”

He took a step back and manipulated his skateboard with his feet so that it was sitting between Tristan’s feet.

“I think I know where this is going”, Tristan mumbled. But he played along, spreading his legs a little wider and putting his hands on his hips before wondering aloud, “Gee, what do you mean, Sammy?”

Leo giggled, and even Benji let out a laugh even though he was still nursing his aching balls.

Sammy chuckled and stomped down onto the tail of the skateboard, making the nose fly up and hit Tristan right in the nuts.

The boys roared with laughter.

“I think I’d go with something simpler”, Leo chimed in, bringing his foot up and kicking Sammy in the nuts as hard as he could.

Sammy groaned in pain, grabbing his balls and doubling over.

Now that Sammy, Benji and Tristan were in pain, laughing and moaning at the same time, Leo was the only one whose nuts had not been targeted in this fun display of good-natured comradery yet.

Benji put an end to that. Without even trying to come up with a funny oneliner, he punched Leo’s nuts, eliciting fresh rounds of laughter from Tristan and Sammy, and fresh rounds of groans from Leo.

When they had recovered from the pain in their nuts, they settled on a punishment that was funny and clever and painful at the same time: They’d tie the losers’ hands behind their backs and their ballsacks together, and send them down a hill on their skateboards.

“That’s gonna hurt”, Leo chuckled, cringing and cupping his balls in anticipation.

“Yeah, just thinking about it makes my nutsack tingle”, Benji chimed in with a laugh.

Tristan grinned and smacked Benji in the nuts with the back of his hand, making him double over and cough as his friends roared with laughter.

“Still tingling?” Tristan dead-panned, lifting his hand and shaking it as if he was offering another slap.

“Nah, thanks”, Benji croaked. “I’m fine.”

A few minutes later, they were ready to start.

Leo and Benji were Team 1 with Benji being the rabbit and Leo being the chaser. Team 2 consisted of Tristan as the rabbit and Sammy as the chaser.

That meant that Leo was trying to derail Tristan, and Sammy would do anything to stop Benji or at least slow him down.

Right at the very start, Sammy made it known that he wouldn’t shy away from dirty tricks. He didn’t say it out loud, but his actions spoke for themselves.

“To a fair race”, Leo said as he hugged Tristan.

“To a fair race”, Sammy said as he hugged Benji.

Then Sammy drove his knee up between Benji’s thigh, hitting his nuts dead-on.

“Go!” Sammy yelled at his team mate, laughing riotously as Benji doubled over and sank to his knees, groaning in pain.

Tristan let out a laugh and jumped onto his skateboard.

“That was mean”, Leo scolded Sammy but he couldn’t help chuckling as he saw Benji rubbing his nuts. “I’ll get Tristan back for that”, he added before jumping onto his skateboard in pursuit of Sammy’s team mate.

***

Tristan looked back and saw that Leo was following him. He took a left turn into the busy street, stunning a couple of pedestrians before crossing into a park, heading for the rails.

Leo was far behind, giving Tristan a false sense of security that backfired spectacularly when he crotched himself on one of the rails, much to the amusement of a group of teenage boys who howled with laughter at Tristan’s mishap.

“Right in the nuts!” one of the boys yelled.

“Bet they’re crushed now”, another one chimed in.

“Peanut butter time!” yet another one yelled as if he was the first to come up with this joke.

His buddies certainly appreciated it, roaring with laughter as Tristan groaned in pain and got back up on his skateboard.

Tristan’s lead on Leo had all but vanished. He was just a few yards behind.

***

In the meantime, Benji was ready to start the race.

Sammy had been taunting and teasing him, mocking him as he nursed his aching testicles, a cheeky smile on his face.

“Why don’t you just give up, buddy?” he smirked as Benji grabbed his skateboard and let it fall onto the floor.

Benji’s answer was short and very effective. He sent his foot flying into Sammy’s crotch, kicking his nuts with all the force he could muster.

Sammy’s eyes bulged and his cheeks puffed as he let out a wheezing groan.

“I don’t think so”, Benji said with a grin and jumped onto his skateboard.

“Bastard”, Sammy whispered in a toneless voice, clutching his aching nuggets. “Fucking bastard.” He doubled over, watching Benji take a left turn into the busy street.

***

Tristan’s face was a mask of pain as he rolled down the hill and out of the park, crossing a parking lot that was filled with cars. He performed a few mildly ambitious tricks for the people who were walking to their cars, narrowly avoiding a nasty collision when a car backed out of its slot.

Unfortunately, Leo wasn’t so lucky.

He ran into the car crotch-first, crushing his nuts on the rear spoiler of the car.

Tristan saw the painful accident from the corner of his eyes, and he let out a laugh. “Serves you right!”

The people in the parking lot were laughing at Leo’s pain, and even the driver of the car seemed less concerned with the damage to his car than with the damage to Tristan’s tender testicles.

“Say hello to your girlfriend for me”, he quipped. “If she needs your nuts she’ll find them hanging from my spoiler…”

The crowd roared with laughter as Leo picked up his skateboard and continued the race, following Tristan through the backstreet into the pedestrian area.

***

Benji passed the teenage boys that were hanging around at the park.

“Fresh nuts!” one of them yelled.

“Peanut butter! Peanut butter!” the others started chanting.

“My friend been here?” Benji grinned as he rode.

“Yeah”, one of the boys replied. “He gave us a little show and racked his fucking nuts.”

The boys roared with laughter.

Benji chuckled and looked at the rails. Then he grabbed his crotch and quipped, “Let’s hope I’ll do better…”

The boys watched him, rooting for another nutcrunching accident, but Benji managed to survive the rails, prompting the boys to boo and jeer.

Benji laughed and did a victory pose.

But one of the boys took off his shoe and threw it at Benji, hitting him square in the nuts.

Benji’s eyes bulged and he let out a wheezing groan as he doubled over in agony, eliciting roars of laughter from the boys.

Sammy arrived just a moment later, and he took advantage of the situation, grabbing Benji’s hands and prying them away from his crotch, holding them behind his nody and leaving his crotch exposed.

“Come on, what are you waiting for?” Sammy laughed.

Encouraged, the boys all took off their shoes and threw them at Benji. A few missed, but five shoes hit the target perfectly, slamming poor Benji’s nuts and eliciting all kinds of funny noises from him.

“Thanks, guys”, Sammy chuckled, high-fiving the teenage boys. “Appreciate it.”

Benji was moaning and groaning, cupping his aching nuts.

Finally, after what seemed like an eternity, he jumped onto his board and took off, cupping his nuts, as the boys roared with laughter.

***

Tristan had made his way through the pedestrian area without any incidents, with Leo hot on his heels.

They took a sharp right turn and raced through the narrow streets.

Leo tried to interfere by grabbing Tristan’s clothes but Tristan shook him off, hitting the home stretch with a comfortable lead on Benji.

***

Benji picked up speed as he rushed down the hill and into the parking lot.

There was a commotion where Leo had collided with the car, and the people were still laughing about the hapless skater’s painful accident.

Benji sped past them, holding his crotch.

“Another one”, the driver of the car mumbled. “Okay, now I’ve had enough…”

He opened the trunk of his car and grabbed a baseball bat just when Sammy was coming down the hill.

It was a perfect strike.

The baseball bat connected with Sammy’s nuts, stopping the young man dead in his tracks.

The crowd cringed in sympathy as Sammy let out a strangled grunt, his eyes watering.

“Okay”, the man holding the baseball bat said matter-of-factly. “I think my work here is done…”

Sammy let out a whimper and sank to his knees as the car drove away and the crowd dissipated.

***

Finally, Leo was able to grab hold of Tristan’s clothes – and as luck would have it, it was the waistband of Tristan’s underwear that he happened to grab, giving poor Tristan a major wedgie and stopping him on the home stretch.

“Fuuuuck!” Tristan gasped as his boxers dug into his crack, squishing his nuts against his body.

Leo wasn’t done, yet. With a smirk, he pulled harder, causing Tristan ’s nuts to get wedged between his butt cheeks.

“Fuuuuuuuuck!” Tristan cried out, his voice rising into falsetto territory.

Leo yanked and pulled until Tristan’s boxers ripped apart, leaving his nuts squished between his cheeks.

“Fuuuuuuuuuuuuck!” Tristan shrieked.

Grinning from ear to ear, Leo finished his devastating attack on Tristan’s manhood with a cruel, hard kick to Leo from behind that connected perfectly with Tristan’s testicles.

Tristan gasped for breath, his eyes crossing as the pain spread inside his body. “Fuck”, he croaked and sank to his knees, his hands reaching for his ass, searching for his aching nuts.

***

Benji raced through the pedestrian area, narrowly avoiding several crashes, frantically trying to catch up with Tristan.

He took a sharp right turn and raced through the narrow streets until he reached the home stretch – and couldn’t believe his luck: Tristan was on his knees, grimacing, moaning in pain as Leo was laughing his ass off.

“Good work, partner”, Benji laughed as he sped past Leo. “I’m going to---”

He was stopped quite suddenly when he overlooked a step. The skateboard came to an abrupt halt and Benji took off like a very inexperienced glider, only to land a moment later when gravity chose the least convenient landing spot for him: a stainless steel traffic pole.

Naturally, Benji landed nuts-first.

And naturally, it took a moment until he let out a very loud and very unnatural squeal.

Leo couldn’t help but cringe in sympathy, neglecting his task for a moment and allowing Tristan to escape.

Tristan limped towards the finish line, grimacing in pain.

Benji was in too much pain to do anything, but Leo realized that Tristan was about to win the race.

He ran after him – but it was too late.

Grunting and groaning, and panting heavily, Tristan reached the finish line and sank to the ground, grapping his crotch.

***

When Sammy reached the finish area, he was surprised to see Leo and Benji with doleful expressions on their faces while Tristan was smiling weakly.

Tristan handed Sammy an ice pack and the two young men watched as Leo and Benji stripped naked for their punishment.

Leo’s balls were slightly red and a little swollen – but that was nothing in comparison to Benji’s battered balls. His large, plump balls were seriously discolored, fiery red with several bruises in different shades of black and blue. They looked ghastly, and Benji winced and grimaced as he gently rolled them between his fingers, checking for damage.

“Ah, they’re beauties”, Tristan said with a grin. “Can’t wait to see them ripped off…”

Tristan and Sammy roared with laughter as they tied their friends’ nuts together with a piece of rope that was about 3 yards long.

“Looks comfy”, Tristan grinned, playfully tugging on the rope and yanking on Leo’s nutsack.

Leo yelped in surprise and pain.

“Yeah, perfect”, Sammy chimed in, yanking on the end of the rope that was tied to Benji’s balls and eliciting a shrill squeal.

Then they their buddies’ hands behind their backs.

“Oh fuck”, Benji mumbled as he stood at the top of the little hill, bare naked, his skateboard at his feet, his nuts tied to Leo’s.

“Oh fuck”, Leo agreed.

They stepped onto their skateboards and looked at each other.

“Have a safe trip, boys”, Tristan and Sammy laughed before sending them down the hill.

It was a hilarious sight, two naked young men, linked by their nuts and the certainty that any misstep would have very painful consequences.

Tristan and Sammy were laughing their asses off as they watched them speed down the hill.

At first it looked like they might made it.

Then came the tree.

Ironically, it was a walnut tree, and for a moment it looked like it could be the home of four more nuts violently ripped from their current owners’ bodies.

But the skaters’ nut cords didn’t snap, and neither did the rope.

In a moment that was just as cruel as it was hilarious, Benji and Leo were swept off their skateboards (the boards rolled down the hill as if nothing had happened), stopped violently and slammed into each other nuts-first.

Benji and Leo screamed from the top of their lungs, but their anguished wails were drowned out by the riotous laughter from their friends.

Tristan and Sammy were rolling on the ground laughing, tears streaming down their eyes as Benji and Leo were screaming in agony, trying to free their nuts from the rope.

A few minutes later, they were examining their nuts.

“Is it just me or are your nuts hanging lower now?” Trstan quipped as he fondled Benji’s balls, a wide grin on your face.

“Yeah, they are definitely sagging”, Sammy chimed in.

Benji and Leo looked down at their balls.

It looked like their friends were on to something. Their nuts, bruised and bloated, seemed to be hanging considerably lower in their sacks.

“Looks good on you”, Tristan grinned, playfully smacking Benji’s swollen ballsack.

Benji let out a grunt and pulled his nutsack out of harm’s way, cupping it with both of his hands.

His buddies laughed.

“It does look good on me”, Benji chuckled as he weighed his nuts in his hand.

Sammy grinned and got on his knees in front of Benji, looking up at him. “You know what would even better?”

Benji raised his eyebrows. “What?”

“If they hung even lower”, Sammy said as he grabbed Benji’s balls and yanked downhard.

Benji’s scream mixed with the laughter of the other guys as they continued to joke and quip about each others’ nuts.

Today’s race was over – but they’d certainly have another one, and it was never too early to come up with painful punishments…