Captured Swimmer

by SirSpeedo

20 Apr 2022 11252 readers Score 9.4 (39 votes) PDF Mobi ePub Txt


Quick Thank You to my Patrons on Patreon: Sean and Jeremey. You guys are amazing. Thank you for the support!


The next week was torture for Caleb. The cock cage stayed on at all times. He could feel his horniness building up inside his body. His hardening cock pressed against the studded walls of the plastic cage until the pain was too much, and his cock softened in response.

The only one who knew about his cock cage was me. Every day, he sent me a picture of his caged cock, and every evening, he'd toss and turn in bed as his horniness kept him awake.

As the days passed, his cock would harden more and more often. Soon, the plastic studs pressing into his hard cock were no longer enough to stop him from staying hard. He had to cum. He needed to cum.

Then, Friday night, after swim practice, Caleb receives a call...

"Hello Caleb. Have you been a good boy? Getting buff for Master?" The voice sends a chill through Caleb's body.

Caleb shivers. "Please take this cage off me. I'll do anything."

"You won't have to wait much longer boy." I smile."You just finished your swim practice. You don't have anywhere to go tonight do you?"

"No! Just tell me where can we meet." Caleb pleads.

I grin. "Tell your parents that you're heading out for the evening and that you'll be late." I smile.
"Unless you'd rather stay locked. "

"No... I'll meet with you" Caleb mumbles.

"Good. Now go home and look under your bed. You'll find your outfit for the evening. Change into it for me. I'll pick you up in front of your house in half an hour. Don't keep me waiting, or I'll keep your cock waiting." I smile.

Caleb sprints home into his room. Underneath his bed is a small package, wrapped in gift wrap. He tears open the box.

"This must be a joke."

Inside is a white muscle tank top, a pair of running shorts, and a tight school speedo - one size smaller than usual.

"Couldn't I just wear one of his own speedos?" Caleb thought to himself. But Coach Leo's instructions rang in his head. He had no choice.

He slid the tight speedo onto his hairless body. The bright orange speedo sat low on Caleb's hips. The prominent bulge of his cage tented the front of the obscene swimsuit.

The red jogging shorts helped hide his cage bulge, but nothing else. Even with the waistband of the shorts resting at his hipbones, the hem of his shorts hung at his upper thighs. Caleb's shaved legs were completely exposed.

Caleb squeezed into the white muscle tank. The tight material wrapped around his torso like a harness. He felt even more naked wearing the skimpy garment. His nipples jut through the thin material at the thought. But Caleb had no choice. He took a deep breath and waited outside.

As Caleb waits outside on the porch, he's never felt more self-conscious. The skimpy tank top leaves his chest and back exposed, while the red nylon jogging shorts leave his thighs exposed. He can feel the cool summer breeze on his exposed, shaved skin. For the entire week, he had avoided wearing shorts and sleeveless shirts to hide his smooth-shaven legs and armpits. Now, they were on display for everyone to see.

He glances at the windows of the neighboring houses. Anyone could be watching him.
I arrives in my convertible sports car, wearing a pair of aviator sunglasses. I flash Caleb a grin. "Looking good boy."

Caleb rushes into the car and takes a seat.

Caleb looks delicious. My eyes scan up and down his body. His pecs and abs show through the sheer white material of his muscle tank top. His shoulder blades and delts burst out of the back of the small garment. His nipples poke against the sheer material. One for each pectoral.

Caleb squirms in his seat. "Come on man. Hurry up. I can't take this any more."

"Boy, this outfit is a gift from me to you"

My gaze falls to his legs. The hem of his jogging shorts rides up his thighs, revealing his smooth legs. I rest my hand on his knee, and glide it upwards across his thigh to the bottom hem of his shorts.

"Did you put on everything I gave you?" I smirk. My fingers inch into the bottom of his shorts.

"Yeah. There wasn't much inside." Caleb mumbled.

I snicker. "I know. I made sure of it."

My fingers crawl into the leg of his shorts, inspecting what's underneath. My fingers find his tight swimsuit. The material gives a slight bounce as I inspect it. The tight swimsuit has stretched itself smooth. I feel around the front of his shorts and find what I'm looking for: a hard, plastic cock cage.

"Good boy," I sneer. "You ready for tonight?"

"Sure," Caleb grumbles. "Just get this shit over with."

I smile as I start the car. We drive out of his neighborhood, well into the countryside, past all the farms. Finally, we arrive at an enormous mansion with a gated driveway.

"What is this place?" Caleb asks?

I smile. "Oh you'll see."

The gate opens and I drive along a long, winding driveway. Behind us, the gate closes.
"Just in case it wasn't obvious," I say. "This entire lot is fenced. Even a normal guest wouldn't be able to get out without my permission.

"And in the case of you..." I press my remote.

*Bzzzzzzzzttt*

"Ahhh!..." Caleb moans as his cock ring vibrates. "Make it stop..."

I release the button. "I don't think you'd be able to run very far like that." I smile.

As I park, Caleb's body tenses. He tries to look for a way out. But there is no escape.

I walk towards the front double doors, with Caleb following close behind me. I open the door and enter. Caleb follows closely.

A chandelier hangs in the middle of the main foyer. An enormous staircase spirals around the rounded walls. "Follow me," I say. I walk towards the back of the house, through the back door into the backyard. I grab a duffel bag off of the couch.

Caleb examines the fancy foyer. "Coaching pays that well, huh?"

I smile. "It's not just coaching. It's everything else."

In the backyard, there's a deck with a grill and a buffet table set up with drinks and food. I turn around and look at Caleb. I point at a spot on the deck, right where the rafters intersect overhead.
"Stand right there boy." I say.

Caleb hesitates, but then decides to comply.

"Take off your shoes and socks and leave them on the side. You won't be needing those." I command.

"Is this going to take much time?" he asks.

The moment I scowl, Caleb knows he's in trouble.

I tap the remote again.

*Bzzzzt bzzzzzt* His cock ring buzzes inside his jogging shorts. The effect is instant.

"Ahh!!" He grabs his cage through his jogging shorts. But the cage stays on.
"S-s-stop!" he moans. "I can't take it!"

I grin. "You'd better be able to, boy. You're gonna need to." I reach into my duffel bag and pull out two leather cuffs. One for each wrist. "Put your hands behind your head boy."

Caleb obeys. His breath is heavy and deep. But he stays composed...for now.

I attach one leather cuff to each of his wrists. "Black leather suits you." I sneer. I attach his wrist cuffs in front of him with a short metal chain, making sure his fingers can't detach them. I attach a second longer chain to the short link between his wrists. "Can you guess where this is going? ~"

Caleb remains silent. But a fearful expression creeps onto his face.

I throw the chain over the rafter above his head, and pull straight down. The chain tightens, and pulls Caleb's arms high above his head.

"Please no more..." pleads Caleb. "I just want to cum."

I chuckle. "Careful what you wish for, boy." I grin as I secure Caleb's wrists to the rafters.

I saunter around Caleb's bound body. "Beautiful," I whisper. I slide behind him and press my chest against his exposed back. I wrap my arms around his torso and place my hands on his chest. I squeeze his pectorals through his tank top, pausing to pinch each nipple. The feeling is electric. Within minutes, Caleb is panting.

"My hot little boy toy..." I whisper into Caleb's ear.

"Please..." Caleb gasps. "Let me cum."

"Mmm... I can smell your horniness, boy." I breath.
I kiss the back of Caleb's neck. I inch towards the side of his neck, and lick the sensitive spot from last time.

"Ahhh..." A gasp escapes Caleb's lips. A week's worth of chastity has left him pent up.

But it's too soon. So I pull off his neck and continue ensnaring my boy toy. I take a spreader bar and place it behind his ankles. With two more leather cuffs, I secure each ankle to the ends of the bar. The spreader bar forces Caleb's feet shoulder-width apart. Caleb balances on the balls of his feet while his arms stretch towards the rafters.

I step back and admire my handiwork. "Here stands the hot swimmer stud." I sneer. "All tied up, and no where to hide." Indeed, with his body stretched out and spread wide, every part of Caleb's muscled body lay exposed to me.

Well... almost every part.

"I still think you're wearing too much though." I sneer. I gesture towards Caleb's muscle tank top, down to his red jogging shorts.

Caleb growls. "Why don't you find a guy from your own team?"

I chuckle. "Even when compared to the boys on my team, you're a cut above them. There's only one other that even comes close..."

"Who's that?" Caleb blurts out.

"You'll meet him soon enough." I plug his nose with my free hand. "Open wide boy." I stuff the red ball gag into his mouth and attach it behind his head. I spin Caleb's hanging body around to face me. My hands clench his ass cheeks through his jogging shorts as I press my chest against his.

Caleb tries to turn away, but I grasp his body close. He's deep in my clutches now.

My hands caress Caleb's biceps, sliding down his arms to his armpits. Even a week after his shaving, Caleb's skin is as smooth as slippery soap. I pause to tickle his vulnerable armpits. The masculine boy's armpits have never felt more naked. My hands move down his torso to his hips, stopping at the waistband of his shorts.

I tug at the drawstring...

One more tug...

The tiny shorts slide off Caleb's hips, down to his knees.

I drink in the sight. "You should wear racing speedos more often." I sneer. "Give me something to look at when I'm coaching."

Caleb's embarrassed face flushes red.

The tiny swimsuit covers Caleb's bulge... but nothing else. The skimpy speedos rest below his hip bones, while the waistband dips below Caleb's lower abdomen, curving right above the base of his shaft.

I untie his speedos and push the waistband under his ball sack. His cock, still imprisoned in its plastic cage, dripped precum despite its forced flaccid state. I unlock the chastity cage. I detach the plastic tube from the cock ring and pull it off his shaft.

Caleb's reaction is immediate. His cock springs free.

"Mmmpph..." A sigh of relief hums from Caleb's ball gag. For the first time in a week, his cock swings unimpeded. Little did he know how short-lived his freedom was.

I chuckled at Caleb's reaction.

"Now the real question is..."

I tap on his black cock ring, still encircling his cock and balls. "Do I take this piece off?"

I press my remote and set the vibrate to low.

"Mmmmmffff..." Caleb moans into his ball gag. In no time at all, his cock stiffens for the first time all week.

I drink in the sight of my horny swimmer struggling against his cuffs. "I think we keep the cock ring on." I laugh. I could watch him squirm forever, but I had bigger plans. Before Caleb can bring himself over the edge, I turn off the vibrator.

"I think I'll make you cum later."

"Fmmmphh!" Caleb moans. He's so close to cumming.

"Don't worry, boy. You won't want to cum anymore when we're done with you." I grin.
I try to tuck his cock back into his speedo, but his hard shaft points upwards towards his abs.
I take an ice-cold soda can from the ice bucket of ice next to the buffet table. I press the length of his cock into the freezing cold aluminum can.

"Sss.. Ahhh..." Caleb hisses as the cold stings his shaft. I roll the cold aluminum can around his shaft. After a few minutes, the horny swimmer's cock is soft again. I tuck Caleb's flaccid cock down into his tight speedo and tie the drawstring as tight as I can.

Caleb gasps as the tight swimsuit constricts around his bulge.

"That's the beauty of wearing a small speedo like that.The tightness pushes the blood right out of your cock." I smile.

"Just like a cock cage."

My right hand cups Caleb's compressed bulge. I tickle the sensitive spot behind his balls with my fingernails.

"No matter how hard you get, your cock can't burst out." I smile. "And if your cock can't burst out, you can't cum."

"All of that horniness, all of that cum, contained in a tiny speedo." I squeeze his balls through his speedo. "You won't be able to cum unless I let you." I grin.

Caleb growls beneath his breath, like a chained animal in heat. He was once again at the mercy of Coach Leo. I had him like a chained beast in heat.

I pull up the red jogging shorts, and massage his right thigh for good measure. "Feeling better now that you're covered up, boy?" I tease.

Caleb sighed into his ball gag. He knew there was no escape.
Just as I return the aluminum can, the doorbell rings. "Ah! That must be our guests." I beam.

"Mmph?" Confusion flashes across Caleb's face.

I gesture to the buffet table. "Did you think I set this up for just us two?" I grin.

"Mmmmphh!!" Caleb pulls against his chains.

"I'll keep a close eye on all of you." I place a Robin facemask over his eyes. "Don't want anyone finding out who you are." I smile. "That's our little secret. Be a good boy tonight and it will stay a secret." I grin.

I call towards the door. "Come on in. The door is unlocked. I'm in the backyard."

Caleb thrashes against the tight chains like a captured beast.

His arms bulge. His back flexes. His legs arch and bounce. He would give anything to set himself free.

But the chains refuse to budge.

The stomping of a crowd of sneakers approaches.

*Whoosh* The back door slides open.

"Hiya Coach!"

"Thanks for inviting us over!"

A dozen or more rambunctious high school boys surge onto the patio.

They're all around 16-17 years old, the best swimmers of the group. Fit, and well muscled. But they were nothing compared to Caleb.

They stare at Caleb in awe.

"Wow! Look at his muscles!"

"That's a tight looking tank top!"

"Are those shorts? Or underwear?"

I smile. "I found you boys a toy to play with." I stand beside Caleb's hanging body, and run my hand down his chiseled abs. "It seems like Robin has been caught by the Joker again."

I look at Caleb, then back at the boys. "I think Robin needs to be taught a lesson."

The young boys' faces creep into smiles.They didn't need to be told twice. In an instant, the swim team surrounded Caleb.

One daring young swimmer takes Caleb's ball gag off. "So Robin," the younger boy grinned. 

"What do you have to say for yourself?"

"Stay away from me!" Caleb growls.

"Not what we want to hear." the seventeen year old said. Instantly their hands latch onto him like a pack of wolves.

One boy pinches Caleb's nipples through his thin tank top. Another squeezes his round buttocks through his shorts and speedo. Two boys caress his hairless legs. Their hands slide up and down his thighs.

"Nooooo..." Caleb's chest heaves as he struggles against the swarm of hands on his bound body. He squirms in a desperate attempt to avoid their grabbing hands. But it's futile.

One boy tickles Caleb's hairless armpits. Yet another boy licks the tops of his feet.

Finally, one of the boys declares: "I think he's wearing too much!" He holds a pair of small scissors in his hand.

"No! Please!" Caleb yells. He squirms his body side to side, pulling his chains.

He has to get free!

He has to escape!

But the chains hold him in place. There's no escape. A thin sheen of sweat forms on his skin.

One of the boys notices the beads of sweat gathering on Caleb's skin.

"It's getting hot for our boy wonder!" The young swimmer laughs. He starts licking the sweat off of Caleb's bicep. "Let's fix that!"

The boy with the scissors cuts a small snip from the neck of Caleb's muscle shirt. He gives the skimpy garment a tug...

*riiiip*

The shirt tears off Caleb's body, leaving his sweaty torso exposed.

Every part of Caleb's body - from his chest and arms, down to his chiseled abs - glisten with sweat. The sheen of his skin accents the deep ridges between his muscles.

The boys lick their lips, hungry at the sight of their paralyzed prey. They surround Caleb's body again. Two by two, their tongues taste his torso.

"Mmmphhh..." Caleb stifles a moan.

Two boys claim an armpit each, tunneling their tongues deep into each crevice.

They trace trails with their tongues. They travel upwards towards Caleb's defined biceps, then down past his armpits onto his ribs.

Then up again...

Then down again...

They trace every ridge and crevice with their deft tongue-tips.

A third boy stands behind Caleb. He explores the vast expanse of Caleb's back with his tongue and fingertips. He traces a line from the side of Caleb's neck, down his spine, lapping up every drop of sweat along the way, stopping right at the waistband of his tiny shorts, just above his mounded butt-cheeks.

Two more boys handle Caleb's chest. They each squeeze a shimmering pectoral, massaging the massive muscles beneath their palms. Then, they trace circles around the muscle with their tongues, starting on the outer edges of each slab of muscle. Their circles get smaller with each cycle. Soon, they swirl their tongues around Caleb's perceptive nipples.

The last boy examines Caleb's abs. He traces each ridge of Caleb's chiseled abs with his tongue, and tastes the sweat droplets in the deep valleys of Caleb's abs. Eventually, the boy arrives at the waistband of Caleb's shorts. They hang low on Caleb's hips. He places his nose on Caleb's lower abdomen, below his bellybutton, right above the dangling drawstring.

"Come on guys... Just... Stop this..." Caleb's breathing grows heavy. His body sinks into exhaustion as the boys continue their relentless assault on every side of his body. Slowly but surely, his defiance crumbles.

The mischievous boys respond by increasing their efforts. They lick Caleb's exposed skin in a frenzy, and they probe the sensitive spots on Caleb's defenseless body.

Caleb can feel his cock expanding inside his speedo. The tight swimsuit soon constricts his cock into submission. A dull ache emanates from Caleb's crotch.

The boy licking Caleb's abs looks up. "Is it time to open the present yet?" He asks.

I grin at Caleb. "You ready to show us your goods, Boy Wonder?"

"You guys... are twisted as your coach! Why are you doing this?" Caleb pleads.

*BZZZZZZZZZZZT*

"Aaaaagghhhh..." One click of my remote, and Caleb's cock ring pulses inside his speedo. As Caleb grows harder, his swimsuit feels excruciatingly cramped.

I stroll up to Caleb's hanging body. All the other boys step back. I untie the drawstring of the shorts and cuts them off Caleb's body with the scissors, leaving him in just the undersized speedo.
I turn towards my swimmers: "You all remember my policy on speedo sizing correct?"

A bright boy raises his hand and answers: "When you're at a competition, always wear the smallest size possible."

I answer: "Correct! Do you remember why?"

An older boy answers: "Because no matter how hard you get, your cock can never pop out of your speedo." The boys giggle in unison.

I grin. "Correct. No matter how hard you try, if you wear the smallest possible size, your cock will never be able to peek out. You don't have to worry about ruining you race or embarrassing yourself."

I turn towards Caleb. "Observe." I press the remote. He turns up the vibrator on Caleb's cock. 

*Bzzzzzzzzzzzzz...*

"Ahh! Ohhh....." Caleb howls as the vibrator sends tremors through his cock and balls. The crowd of young swimmers stare in awe at the squirming stud's obscene display.

"As you can see," I continue. No matter how much I stimulate his cock, as long as it's inside that speedo, he can't cum."

The young swimmers' stare in wonder.

"He won't cum no matter what?" One of the boys asks.

"No matter what." I grin. "He can only leak precum, but that's it. See for yourself!"

I turn the vibration to its highest setting.

*BZZZZZZZZZZZZZZZZZZZZZZTTTTT*

"AAAAGGGHHH!!!!" The stimulation on his compressed cock sends Caleb into a feral frenzy. A small dark spot of precum forms at the front of his tight speedo.

I place my finger on the dark spot of his speedo, teasing his cock through the material, and swirling it in a circle.

"Ahhh... Noo... P-please..." Caleb gasps.

Leo takes his finger stained with Caleb's precum and places it on Caleb's bottom lip.

"Ggghh... Just let me cum... Please just make me cuuumm." Caleb begs.

"You hear that boys? He wants to cum." I smile. "Too bad he can't. Why don't you boys try for yourselves?"

Instantly, the boys pounce on Caleb's vulnerable body again.

One boy licks his darkening bulge through the tight material.

Another boy pinches Caleb's nipples in his hands.

Yet another boy sneaks behind Caleb and licks the crevice between Caleb's butt cheeks through the thin lycra material.

Two more boys caress his thighs.

The tiny speedo provides even less protection than his shredded jogging shorts. The boy's hands fondle Caleb's spread out thighs.

"Aaaghh... Uhhhh..." Caleb's breath heaved. He tried to grit his teeth, but the constant kneading of his erogenous knots kept him on edge.

The boys run their hands all over Caleb's thighs. They massage his muscles and probe his inner thighs. For ten agonizing minutes, Caleb endures their grueling assault on his helpless body. Between, the vibrating cock ring, and the countless hands triggering his sex drive, any muscle stud would have caved in to their orgasm in his position.

But the tight speedo held firm. Caleb's cock couldn't expand, and he couldn't cum.

Eventually, Caleb's captors grow tired. Their faces glowed red with sweat. One by one, the boys strip off their tracksuits, and reveal their speedo-clad bodies underneath. It was truly a sight to behold. I never tire of watching these boys. Every one of them has toned muscles and powerful legs. Their speedos ae red and white, and one size too small, just as I had instructed. I glance at the bound Caleb, who stares at the crowd of stripping swimmers in stunned silence. His throbbing bulge gives him away. Even Caleb wasn't immune to the erotic display.

The boys seat themselves in recliners around the patio. "You weren't kidding coach," says one of the boys. "He just can't cum unless we let him out."

"Should we let him out yet?" Another boy asks.

Caleb gasps. "Y-yes...p-please..."

I smile "Let's have some dinner first. Who wants hotdogs?"

All the boys cheer. They each grab a plate and form a line in front of the grill on the other side of the yard, leaving the speedo-clad Caleb alone with his vibrating cock ring, bound to the rafters.
They all come back with hotdogs and sit around the chairs and tables. They converse about their school lives and their swim meet times.

Caleb seethes. "I can outswim them all," he thought to himself.

An older boy - around seventeen - comes up to Caleb alone while the other boys are distracted.

Just like Caleb, the tall, muscular boy wears a tiny speedo that hangs low on his hips, with the waistband just above the base of his cock. As the older boy steps closer, Caleb notices that the boy's body is shaved smooth. The boy's bare pubic area rides exposed above his waistband.
The outline of the boy's cock shows through his speedo. "He's huge!" He thinks to himself. Caleb gulps.

The muscular boy cups his hand around Caleb's damp bulge. "Still want to cum?" he asks.

Caleb tugs at his chains while his cock ring stimulates him from inside his speedo. A shiny layer of sweat covers his body.

The older boy notices this, so he takes a bottle of water from the ice bucket and pours it over Caleb's stretched out body. The stream of cold water streams down Caleb's shoulders and chest, down his toned abs, and onto his speedo.

The sudden shock of cold water snaps Caleb out of his daze. "Aaaaghhh!!... S-stop!" cries Caleb.
Caleb's cock shrinks. The cock ring still vibrates, but at least his speedo isn't uncomfortably tight anymore.

The other boy smiles. "That always helps me when I get too hard."

The boy holds up a hotdog. "Are you hungry?" he asks. He holds the hot dog in front of Caleb's lips.

"Get away from me!" yells Caleb.

The boy pulls back. "Have it your way then," he says.

He takes the hotdog and leaves.

After dinner, all the boys surround Caleb again, eager to toy with Caleb's pent up body again. Caleb's cold, wet speedo had dried from the sunlight and body heat: Caleb's cock bulged inside his speedo again.

"Are we ready to unwrap this Boy Wonder?" I announce.

All the boys cheer in unison.

Caleb's breath is heavy. Fear creeps up his body.

"Sean, as the team captain, would you do the honours?" I ask with a smile.

"It's the boy from before." Caleb thinks to himself. "His name is Sean?"

The boy who brought the hotdog from before walks up to Caleb. He presses his bare chest against Caleb's. The two boys are almost the same height. Their nipples touch when Sean presses against Caleb. He places his hands on either side of Caleb's ribcage and glides them down his sides towards the waistband of Caleb's speedo. With his index finger, he hooks the drawstring out and unties it.

"Ahhh..." A moan escapes Eric's lips. Caleb's cock pops straight out, rock hard, and glistening with precum. His cock is finally free from its lycra prison.

Sean pulls down Caleb's speedo to his knees. Caleb's cock stands up stiff and at attention.

"Alright boys it's time." I grab Caleb's heavy balls and cups them in one hand.

I turn towards the crowd of young swimmers. "This boy wonder hasn't cum in well over a week." I grin.

"It's time to see how much these bad boys are holding." I cup Caleb's hanging balls with one hand.

"Ahhh..." Caleb moans as I tickle his balls with my fingernails. A steady stream of clear precum oozes from his cock.

"How many times do you think he's gonna cum tonight?" I ask everyone.

The boys shout their answers.

"Three!"

"Eight!"

"One-Hundred!" They all laugh.

I walk behind Caleb and whispered in his ear. "Do you have a hundred shots of cum in you, boy?"

Caleb stays silent. But his cock pulses like a raging snake.

I smile. "Count with me boys." I turn the vibrator to the highest setting.

"AGHHH!!" Caleb howls at the sudden stimulation.

I lick the side of Caleb's neck in that same sensitive spot.

Two of the younger boys squeeze his pec muscles, and draw circles around his nipples with their fingers.

Yet another boy licks his low-hanging balls. He takes one of Caleb's nuts into his mouth, and swirls his tongue around the smooth skin. The skilled young boy probes every crevice with his tongue. Caleb's balls become slick and shiny.

Finally, Sean takes the boy's cock in his mouth. With a single breath, he takes the whole shaft in his mouth right to the base. He swirls his tongue around every inch of Caleb's shaft before pulling off again.

That Sean knows how to work a boy good.There wasn't a man on earth who could withstand Sean's blowjobs.

Caleb had no chance.

"Ohhh... uhhh- AGHHHHHHH!!!!" Caleb's body erupts!

An earth shattering orgasm shakes Caleb's body as his mind flashes white hot. Ten volleys of thick creamy cum shoot out from his throbbing cock, arcing high into the air before splattering on the patio floor.

"One!" The boys shout.

The boys bombard Caleb's body with a relentless barrage of stimulation on his defenseless body.

The boys are merciless. One boy who pinches Caleb's nipples is replaced by a different boy. When one boy gets tired of playing with Caleb's nipples, another boy takes his place.

Eventually, the boy working on Caleb's balls switches out for a different boy too.

The only person who never switches is Sean. Sean constantly works on Caleb's shaft, first with his mouth, then with his hand, using his spit as lube.

Sean never stops. Even after Caleb cums the first time, Sean doesn't slow down his pumping on Caleb's cock.

I whisper in Caleb's ear. "Feeling good boy?"

Caleb's hot and heavy moans give him away.

"Y-yyeAAHHGG!!!!!" And he shoots his second load in a row.

But the crowd of young swimmers continue. They torment Caleb from every angle. Caleb is powerless to stop them.

With each orgasm, Caleb's body becomes more and more sensitive. His nipples feel electric from their stimulation. His cock is burning red from the abuse. With every ejaculation, his cum decreases and waters down. Eventually, only a dribble of clear cum trickles out. His ejaculations become torment. Not an ounce of pleasure remains in his tense body.

I smile. "Did you wanna cum boy?" I give Caleb's nipples a pinch.

"P-please s-stop..... It's too much." Cries Caleb.

I smirk. "What? You spend all week begging to cum, and now you don't want to cum anymore?"
I signal to Sean, who strokes Caleb's cock harder.

"AAAAAHHHHHH!!!! PLEASE!!!!! STOP!! I CAN'T TAKE IT ANY MORE!" screams Caleb.

"I bet there's more cum in those balls of yours." I grin.

Sean polishes Caleb's cockhead with the palm of his hand.

"AAAAAGGGHH!!! NOOOO!!! PLEASE!!!!! MERCY!!!!" Caleb yells as he cums yet again. A thin stream of clear cum dribbles from his swollen cock head. Caleb's tormented body droops against the tight chains.

"We'll stop after you cum one more time." I say.

I signal the crowd of boys. They all redouble their assault on Caleb's body.

"AAAAHHHHH!!! PLEASE STOP!!!!

"IT HURTS SO MUCH!!!!

Every boy has their hands on Caleb's body now.

"We can stop." I sneer. "All you have do is cum one more time."

"AAAAAAHHHGGHH!!!!!" With a guttural howl, Caleb unleashes his final orgasm. In that moment, his mind shatters. His body convulses in pain and pleasure. A final stream of watery cum dribbles from his tortured cock onto the floor.

Immediately, everyone steps away from Caleb. Sean gives Caleb's cock a final stroke. He wipes his cum-covered hands on Caleb's sweaty body before stepping aside. All the remaining boys pull on their track pants and t-shirts and leave to go home.

Caleb heaves for air. He sags low in his bindings, exhausted from his milking.

"Why are you doing this?"

I smile and stroll up to Caleb's body, still strung up by his arms. I take a hold of his semi-hard cock, sensitive from the day's events, and slightly redder than usual.

Slowly, I stroke Caleb's cock once more.

"Aaaggh..." Caleb can barely move his exhausted body.

I smile. "You're a hot swimmer stud from the right school." I say. "But you were in the wrong place, at the wrong time. I just capitalized on what I wanted."

Caleb gives his cuffs a meager tug. But the metal chain still holds firm. "Just let me go. You got what you wanted." He stutters.

I grin. "You're right. It's past your bedtime."

I reach back into the duffel bag, and pull out Caleb's cock cage.

Immediately, Caleb thrashes against his bindings once more.

"Please no!!!" he cries. "Not again! Please don't lock my cock up again! I can't take it any more!"

I soak a towel in ice water from the cooler. *splash* The towel splashes Caleb's cock and balls with frigid water. The cum and sweat from his skin washes away, and the cold water shocks his cock until it shrivels.

"P-please... Choose somebody else, I'll give him to you." cries Caleb.

I smile. "I'll take you up on your offer when someone comes to mind."

I fit the cock cage around Caleb's shrivelled shaft; it attaches to the black cock ring.

*click*

With a final turn of the key, Caleb's shaft is locked in its plastic prison once more.

"I've told you before, boy. No cumming unless I give you permission. I need to make sure that you keep your side of the agreement." I glance at the puddle of Caleb's cum on the patio floor, and grin. "With the amount you came today, you should be fine for the next two days." I smirk.

"Beyond that... We'll just have to schedule another playdate." I sneer.

"Just as before, I'll call you and text you next time."

I smile. "Goodnight, boy." With one hand, I give Caleb's butt cheek a hearty slap. With another hand, while he is distracted, I press a chloroform-soaked rag into his mouth and nose.

"Mmmmffff..." Caleb struggles. But within seconds, he passes out.

I unfasten Caleb's handcuffs and leg cuffs, and lay him on the floor. Caleb's tight speedo rests around his ankles, covered with cum.

I pull the speedo off of Caleb, leaving him stark naked.

"Sean, can you get him a practice speedo?"

Sean, still wearing his skimpy speedo, walks through the back door and up to his room. He returns with a black speedo that, unlike Sean's wasn't too small.

I pull the speedo over Caleb's smooth legs and over his cock cage. "I'm going to drop him off at his house. You clean this place up okay?" I tell Sean.

Sean nods and starts bringing plates and empty cans to the kitchen.

I lay Caleb in the front seat of my convertible and pull down the hood. A speedo-clad boy in the front seat would draw too much attention.

I drive Caleb home. Caleb is still asleep when we arrive at his house. I open the front door and lay him on his bed, tucking him under the covers. Just like last time, I leave a package under his bed for our next play date.

Before leaving, I pause to study some of Caleb's belongings. I scan the swimming trophies and pictures of his teammates in a group photo. I notice a group photo of Caleb's swim team. Every boy in the photo wears a speedo.

"Impressive. Although none as sexy as you are." I say to the sleeping swimmer.

That's when I notice him.

The coach.

An older man with grey hair in a crew cut. Unlike the younger boys in the swim team, this was a man. A real man. Even while fully clothed, his wide shoulders, hardened jawline, and built physique were in full view. Age had treated him well.

"That's a hardened man right there." I think to myself. "Looks like beef is on the menu."

Then, without anyone noticing, I depart...

To be continued......

by SirSpeedo

Email: [email protected]

Copyright 2024