Wednesday – Breaking in the New Guy
The crew arrived the next morning at 7:30 AM like nothing had happened.
They parked their trucks, unloaded tools, and started setting up around the deck with minimal conversation. No one mentioned yesterday. No one looked Jack in the eye when he stepped out onto the porch in his tiny white shorts again, barefoot, buzzed blond hair still slightly messy from sleep.
The guilt and shame hung thick in the morning air. Yesterday they had gangbanged the nineteen-year-old homeowner’s son in his own living room. The fear of repercussions was real---losing the job, getting sued, maybe even worse if word ever got back to the homeowner. Marco grunted a simple “Morning” as he walked past. Big Tommy just nodded. Derek looked particularly ashamed, staring hard at the ground. Ryan was quiet for once.
Jack stood there for a moment, watching them. Then he smiled softly and went back inside, leaving the sliding glass door wide open.
For the first two hours, they actually tried to work. Hammers banged. Saws whined. But the tension was obvious. Every few minutes one of them would glance toward the house, half-terrified and half-hoping Jack would appear again.
Around 10 AM, Jack came back out with a tray of cold drinks. He moved between them slowly, offering bottles, bending over just enough that the tiny shorts rode up.
“You guys were working so hard again,” he said sweetly, voice gentle. “I brought lemonade.”
Marco took a bottle but didn’t meet his eyes. “Thanks,” he muttered.
Ryan shifted uncomfortably, his cock already half-hard in his work pants. “Yeah… thanks.”
The new guy on the crew today was Ethan---20 years old, just a year older than Jack. He was leaner than the others, athletic, with short brown hair and a clean-shaven face. He was the boss’s nephew, brought on for extra help. He had heard nothing about yesterday, and when he saw Jack in those shorts, his face twisted in visible disgust.
“What the fuck, man?” Ethan hissed to Ryan when Jack went back inside. “That’s the homeowner’s son walking around like a goddamn whore. You guys just let him do that?”
Ryan shrugged, embarrassed. “Kid’s… persuasive.”
Ethan looked angry. “This is fucked up. I’m not dealing with this shit.”
But Jack had noticed the new guy.
Around 11:30, when the crew came inside for a break again, Jack made his move.
He started small. Brushing against Marco’s arm. Smiling shyly at Derek. Bending over slowly in front of Tommy to pick up a dropped rag. The men were tense, ashamed, trying to act professional, but their cocks betrayed them---visible bulges, wet spots forming in their pants.
Jack finally spoke, voice soft and sweet as he stood in front of them in the living room.
“…I really liked yesterday,” he said quietly, looking at the floor like he was embarrassed. “I was hoping maybe… you wanted to do it again?”
The room went dead silent.
Marco cleared his throat. “Jack… yesterday was a mistake. We shouldn’t—”
But Jack stepped closer to him, placing a gentle hand on Marco’s sweaty chest. “It didn’t feel like a mistake to me.”
That broke the dam again.
Marco kissed him first---hard, guilty, but hungry. The others watched for a moment, then started stripping.
Ethan stood off to the side, furious. “Are you fucking serious?! What the fuck are you doing?!”
But his own cock was rock hard in his shorts, a wet spot spreading. He tried to look away, tried to hold onto his anger, but the sight of sweet, innocent Jack melting so willingly between the sweaty, musky men was impossible to ignore. His disgust slowly twisted into helpless, throbbing arousal as he watched Jack’s big blue puppy-dog eyes flutter with pleasure.
They started slow this time, different from yesterday.
Marco sat on the couch and pulled Jack onto his lap, facing him. They made out passionately while Marco’s thick cock slid up between Jack’s asscheeks. Jack reached down, lined it up, and sank down slowly with a soft, wondrous moan. “Mmm… you fill me up so perfectly…”
While Jack rode Marco with slow, rolling hips, Ryan moved behind him and pushed his cock into Jack’s mouth. Derek, still ashamed but unable to resist, knelt and started licking Jack’s bouncing balls.
Ethan watched in disgusted fascination, his hand unconsciously palming his bulge.
Big Tommy was the most aggressive today. He grabbed Jack’s hair and started face-fucking him harder while Marco thrust up into his ass. “That’s it, you little cumslut. Take it.”
They used him in new ways all afternoon.
At one point they had Jack on all fours on the floor. Steve fucked his ass while Paul made him lick his sweaty, hairy asshole. Kyle sat on the couch stroking his cock, occasionally feeding it to Jack when his mouth was free.
Ethan held out the longest, but around 2 PM he finally cracked.
“Fuck… this is disgusting,” he muttered, but he pulled his cock out anyway. It was long and pretty, already drooling pre-cum. Jack looked up at him with those big blue eyes and opened his mouth invitingly.
Ethan stepped forward and slid his cock between Jack’s lips. “Goddamn it…” he groaned as Jack started sucking him eagerly.
From that moment on, Ethan was done for. The truth he had been denying was that he had lusted for his coworkers from day one. He never dared show any signs of his longing and arousal and he never dreamed he would have an opposing anything like this. He knew he had to seize it. He stripped himself naked and joined Jack on all fours on the floor
Surprised by what they saw, the men were nevertheless happy to use both Jack and Ethan together. They made the two boys kneel side by side, sucking cock after cock. They bent both of them over the couch and took turns fucking their holes. Ethan was hesitant at first, worried that he would come to regret this. But soon he was moaning just as loudly as Jack, pushing back onto the thick cocks destroying his ass.
“Never thought I’d see the new kid getting railed right next to the homeowner’s son,” Ryan laughed filthily as he switched between their holes.
They came all over both boys. Thick, heavy ropes of cum painted their faces, backs, and asses. Marco unloaded deep in Jack’s guts, then pulled out so Tommy could immediately take his place, churning the fresh load. Ethan got his first ever internal load from Derek, who whispered guiltily, “My son’s your age… fuck, I’m sorry,” as he pumped his cum deep into the younger man.
By late afternoon, both Jack and Ethan were wrecked---gaping holes leaking multiple loads, faces glazed, bodies covered in sweat, cum, and piss.
The men sat back, exhausted, watching the two cum-covered boys on the floor.
Marco looked at Jack. “You happy now, boy?”
Jack smiled softly, cum dripping from his chin, “Yeah…I think I won’t be needing my protein shake today!”
Ethan, broken and panting beside him, could only nod weakly.
The crew started packing up their tools for the day, but not before Ryan called out with a dirty grin:
“Same time tomorrow, sluts?”
Jack looked up with that innocent, wondrous smile.
“We’ll be waiting.”
—
End of Chapter 5
To get in touch with the author, send them an email.