Davey woke up feeling better than he had in a long time. His night with Pup had been nervewracking, exhilarating, painful and tender. He’d never had someone cuddle and care for him after rough sex, it made him feel… special? He inspected himself in the mirror for any bruises, but there were none, thankfully. His inspection was cut short by his phone ringing. Davey felt flushed with excitement - it had to be Master Rick… only old people called instead of texting.
“Good morning sweet boy,” Master Rick said in his gruff voice.
“Good morning Master.”
“Your video with Pup was very hot, I enjoyed watching it.”
“I enjoyed making it for you, Master.”
“Mmmm, good boy. Are you ready for your next trial boy?”
“Yes Master,” Davey said, groping his hardening cock through his underwear.
“Text me your work schedule for the rest of the week and your address. I’ll be in touch.”
And with that the call ended. Davey swiftly texted his work schedule and waited… and waited.
Two days went by without a word from Master Rick. Davey went to work and tried not to think about what he had done wrong, but the nights were hard. He thought about getting on the apps and distracting himself with a random hookup but he was afraid that was against the rules somehow, so he spent his nights jacking off and playing video games. He had Thursday and Friday off from work and he was very worried about what to do for two whole days without even work as a distraction.
Thursday morning he woke up to the sound of his ringtone - finally it was Master Rick. Excitement pushed sleep away as he answered “Good morning Master.”
“Good morning boy. Your next trial starts today. There’s a man waiting outside your door. You belong to him for the next 48 hours. Do whatever he says. If you don’t, you fail,” Master Rick instructed and hung up.
Davey felt his heart race as he crept toward his door in his underwear and peered through the peephole. The man was in his mid 30’s, with brown hair pulled back into a bun, his bulging muscles barely contained by the polo he was wearing. Davey recognized him as Aidan or “Daddy Aidan” from the video Master Rick had sent him a few days ago.
Davey took a deep breath and opened the door, feeling extremely nervous. “Uh, hi.”
Aidan smiled, “Hi Davey. I’m Aidan. Can I come in?”
Davey smiled shyly, standing aside to let Aidan in. He was suddenly conscious of the fact he was still in just his underwear, but Aidan’s eyes drank him in slowly, deliberately, and with clear approval. Davey felt his skin flush.
Aidan stepped inside like he belonged there already. “You’re very pretty in the morning.”
Davey blushed deeper, “I—I didn’t have time to clean up or anything…”
“I like you like this. A little messy. Soft. Fresh from bed.”
Aidan reached out and brushed Davey’s curls off his forehead, his touch lingering. “Master said you followed orders well with Pup.”
“I tried to,” Davey whispered.
Aidan smiled again, warmer this time. “Good. You’ll do the same with me. Starting now. Strip son.”
The way Aidan called him son, possessive yet somehow caring made Davey’s heart beat faster. He exhaled, then slowly peeled off his underwear, his cock already reacting to the sudden shift in tone. Aidan gazed at Davey, fully naked, standing with his hands uncertainly at his sides.
“You’ll address me as Daddy. You’ll speak only when spoken to. And when I tell you to do something for me or anyone, you’ll do it, no matter what. Understand?”
Davey nodded, then caught himself. “Yes, Daddy.”
“Now, let Daddy get a proper look at you son,” Aidan said. Davey felt a slight blush in his cheeks, as the 34-year-old muscle stud eyed him like a hungry wolf. Aidan was at least four inches taller than Davey’s 5’7, skinny frame, and as the daddy ran his massive hands over Davey’s smooth body, the boy began to feel his dick harden. “Are you sure you’re 18?” Aidan asked.
“Yes Daddy.”
“Such a beautiful boy. Turn around and bend over, show Daddy your hole son.”
Davey turned around and bent over, placing his hands on his shins. He felt Aidan spread his cheeks apart and said “Oh fuck yeah son, Daddy is gonna have fun with that.” Aidan stood back, "Stand up son. You're going to make them drool.”
“Who?” Davey asked, though his body already guessed the answer.
“My friends. They’re having a pool party and I want to make sure you can get along with them and make me proud.”
Davey swallowed.
“You’re on display today son. All eyes on you. And what happens after that… depends on how obedient you are.”
Davey trembled slightly, but nodded. “Yes, Daddy.”
Aidan’s hand settled on the back of his neck. “You’ll make me proud. If you behave. Now let’s get you into the shower and cleaned up for the pool party”
Davey got nervous, “I didn’t have time to prep yet Daddy.”
“Don’t worry son, Daddy will get you all clean.” Aidan said, pulling off his shirt revealing his massive, muscular chest, covered in light brown chest hair. “Get my shoes son.”
Davey knelt down and took off the man’s shoes, revealing his huge feet, wondering if he should suck on the man’s toes. The sound of his belt being undone caused Davey to look up and see Aidan shuck his pants off, unleashing a semi-hard 7 inch cock that was sure to get even bigger. Suddenly Davey didn’t care at all about what was in store for him, this hot hung daddy could have whatever he wanted.
“Like what you see son?” Aidan asked with a grin, standing over the kneeling teen twink.
“Fuck yes Daddy.”
Aidan grabbed Davey firmly by his chin, leaned down and kissed the boy, exploring his son’s mouth with his tongue. “Now, let's get in the shower together and I’ll clean your little hole out nice, followed by a shower.”
“Wouldn’t you rather me, um, clean out myself Daddy? In private?” Davey asked nervously.
“It’s a Daddy’s job to clean his boy, there’s nothing to be embarrassed about son,” Aidan said reassuringly. “But before we do all that, Daddy has to pee. Have you ever drank piss before, son?”
He totally had. In fact, Davey loved watersports; it was one of his first indicators that he liked to be dominated, but he thought it would be more fun to play the role of the innocent boy. “No Daddy, should I?”
Aidan smiled at the boy and stroked his hair; it was obvious that he was lying but Aidan liked that the teen was eager to play the part Aidan wanted of him. He took his heavy cock in hand and held it close to Davey’s lips. “Open up boy… let Daddy watch it run down your throat if you can… but try not to spill.” Davey opened his mouth and locked eyes with Aidan as he felt the man’s warm salty stream begin to flow into his mouth. When he felt he was going to spill, he closed his lips around the head of Aidan’s cock and gently wrapped his hand around the base. Aidan stroked Davey’s shaggy blond hair as he continued to piss down the boy’s throat. “That so good son, you make Daddy so proud.”
After Aidan had relieved himself he pulled the boy up and led him to the bathroom where he helped the boy into the warm shower and used Davey’s showershot to clean out the boy’s hole. Davey was mortified by this at first, but Aidan’s constant praise of what a good boy he was helped him relax and go with it. Lastly, Aidan carefully washed Davey’s hair and his entire body. As he soaped the boy’s hole he worked one of his long, thick fingers in.
Davey gasped and moaned “Oh Daddy.”
“You like that son?” Aidan whispered, sucking on the boy’s ear and working a second finger into his hole.
“Yes Daddy, it feels so good,” Davey whimpered as Aidan fingered him, opening up his hole.
“Whose hole is this boy?”
“Yours Daddy,” Aidan moaned.
“That’s right son, and I’ll do whatever I want with it,” Aidan said, pulling his fingers out and lining his cock up against Davey’s hole, breaching the boy’s entrance with the tip of his cock. Davey winced at the initial intrusion and Aidan kissed his neck and whispered, “It’s okay son, open up for Daddy,” working the rest of his 8 inches into the boy, with Davey pressed against the shower wall and Aidan’s strong, hairy body pressed against his back, the warm water cascading down on them as Aidan slowly pumped his dick in and out of Davey’s ass. “You have such a great hole son, let’s see what it can take.”
Aidan picked up speed, slamming his cock into Davey. “Fuck me Daddy!”
“That’s my boy!” Aidan growled, sucking on Davey’s neck as he fucked him. Aidan wrapped his arm around the boy and began stroking his dick as he plowed him over and over, pressing his slim, smooth body into the shower wall as he stroked the boy’s leaking cock.
“Uhhhh! I’m gonna cum Daddy!! Fuckkk!!!” Davey cried out shooting his load all over the shower wall.
Aidan felt the boy’s hole clamp on his dick and cried out, pumping his load into the boy’s hole while growling “Thats! My! Boy!”
An hour later they arrived at a gorgeous two-story home and walked directly through the side fence into the backyard, wearing nothing but the towels wrapped around their waists. The backyard was all soft light and water sounds—sun glinting off the pool, a breeze rustling the hedges, low music humming from outdoor speakers. A long table was laid out with pitchers of fruit-infused water and snacks. Half a dozen men lounged poolside, naked and relaxed, their laughter rising and falling in waves. Davey hesitated and Aidan nudged him forward, removing Davey’s towel, then his own so that they were both naked.
Davey had never felt more seen in his life.
Aidan placed a warm, steady hand at the small of his back. “Deep breath, son.”
Davey inhaled slowly, nodded.
“You look perfect,” Aidan said, low and calm. “You don’t have to perform. You just have to go with the flow and enjoy yourself. That’s all I want.”
Davey gave him a quick, grateful glance. “Yes, Daddy.”
Aidan led him down the stone steps toward the pool, where the conversations were already shifting, the men looking up—curious, friendly, some amused. Not one of them leered. That surprised Davey. These men were older, sure, and confident, but they didn’t give off the kind of energy he’d come to expect from other parties, other spaces. They weren’t hunting. They were… watching. Measuring.
The owner of the house stood to greet them—a thickly built black man with silver in his beard and huge swinging cock.
“This the new one?” he asked.
“This is Davey,” Aidan said, placing a hand on Davey’s shoulder. “He’s with me for a couple days.”
The man held out a hand. “I’m Theo. Your Daddy and I go way back. It’s good to meet you, Davey.”
Davey shook his hand, trying to hide his nerves. “Nice to meet you, sir.”
Theo grinned. “Polite. Good start.”
“Working on it,” Aidan murmured.
A few of the other men came over in pairs, introduced themselves casually. There was Marcus, tall and dry-humored with a gold chain resting on his chest; Julian, who had soft eyes and salt-and-pepper hair; and Brian, the youngest of the group, maybe mid-twenties, who offered Davey a kind smile and asked if he’d had anything to eat.
“Not yet,” Davey said, glancing up at Aidan.
“Go on,” Aidan nodded. “Fix a plate, bring it back here.”
Davey obeyed, grateful for something to do. His hands trembled slightly as he picked through grapes, cheese, crackers—his mind spinning. It wasn’t the nudity, it was the openness. He’d never been looked at this way before. Not like a piece of meat. Not like a man. Something between. Something new.
He returned and sat beside Aidan, who offered no words—just a warm hand resting on his thigh, grounding him.
“What are you into, Davey?” Marcus asked from across the pool.
Davey blinked. “Sir?”
“I mean—what drew you to Master Rick’s crew? Or this life, in general?”
“I… I’m still figuring that out,” Davey admitted. “But I think I like knowing where I stand. Having someone tell me what’s expected of me. It helps… quiet things in my head.”
That answer seemed to earn him a nod of respect.
“Well said,” Theo said. “That’s real. A lot of boys don’t realize it’s not about punishment. It’s about peace.”
Davey felt something in his chest shift at that. It clicked. Yes. That was it. Peace.
The conversation drifted from there—stories about their early days with Master Rick, memories of missteps and milestones. Aidan didn’t dominate the space; he sat with his arm draped behind Davey, occasionally brushing a hand through his curls or offering a quiet word in his ear. It was subtle, but it made Davey feel tethered, kept.
Julian eventually leaned forward with a smile. “You seem thoughtful, Davey. What’s going on in that head of yours?”
Davey hesitated, then said, “I think I’m just surprised. I didn’t expect to feel this… welcome.”
Brian laughed lightly. “We’ve all been there. That first moment you realize this isn’t just kink—it’s family, if you want it to be.”
Aidan gave Davey a squeeze. “You don’t have to decide that today.”
“I know,” Davey said. “But I think… I think I want to be part of this.”
It was quiet for a beat. The sound of the pool, a bird overhead. Then a few of the men nodded, smiling.
“You’ve got the look of someone who belongs,” Marcus said.
“And the curiosity,” Julian added.
“And the courage to sit here and not run screaming,” Theo finished with a grin.
They all laughed.
Davey blushed but smiled too.
Aidan leaned down and kissed Davey lightly. “Proud of you, son.”
Aidan’s kiss grew deeper and the warmth in Davey’s chest turned to something deeper. He felt his Daddy’s tongue explore his mouth, and then another mouth was kissing his neck as hands reached around to fondle his hardening cock. Aidan turned his head and Marcus’s mouth crashed into his. Davey turned in the water and pressed himself against the older man’s firm, hairy body and gave into the kiss while Marcus’s hands roamed down his body and cupped his ass. Aidan pressed himself against the young boy’s back and the three of them became an entangled mess of groping and kissing.
When Davey turned his head to look around he saw Julian and Theo sitting on the edge of the pool, watching Davey’s threesome while Brian serviced their two cocks, sucking one, while stroking the other, then switching back and forth.
“I think my boy and your son should put on a show Aidan,” Theo said, before pulling Brian off his huge cock and saying “Go make me proud boy.”
The 25-year-old obeyed without a word, smoothly swimming over to Davey and taking his hand, leading him out of the pool and over to the soft grass beside it. Davey took in Brian’s strong, compact body, the color of caramel, his black hair dripping water from the pool, his six inch cock swinging as he walked.
Brian guided Davey down onto his hands and knees, then knelt behind him and spread the younger twink’s cheeks apart and licked at his hole. Davey felt his body shudder and he moaned with pleasure. Brian continued to eat his ass so amazingly he barely registered the four older men get out of the pool and form a circle around them.
“Smile for me son,” Aidan said and Davey looked up to see his naked Daddy filming the scene on his phone, while the other men jerked their dicks.
Theo tossed a bottle of lube on to the ground next to Brian and said “Open him up for us boy.”
“Yes Sir,” Brian said, pulling his tongue out of Davey’s hole, then quickly spreading some lube onto the twink’s pucker. He put some on his own cock and then worked it into Davey’s hungry hole. Davey sucked in a breath at the welcome intrusion, then moaned, staring into the camera as the older twink fucked him from behind. It wasn’t long before Marcus knelt down in front of Davey and fed the boy his thick, uncut cock.
“Damn your son is a good cocksucker Aidan,” Marcus said, his gold chain glistening in the sunlight.
“How’s his ass boy?” Theo asked Brian.
“It’s so tight Sir,” Brian moaned, “I’m not sure how much longer I can last Sir.”
“Don’t cum until I say boy, you know the rules,” Theo commanded.
“Yes Sir,” Brian said as he continued to fuck Davey, shaking with the need to cum.
“How’s your son handle piss Aidan?” Julian asked.
“He fucking loves it, don’t you son?”
“Oh fuck, yes Daddy,” Davey moaned over Marcus’s cock while Brian railed him. Then he felt a warm stream of piss hit his back and moved down his ass. He felt Marcus pull his cock out of his mouth and step away. Davey looked up to see Julian pissing into Brian’s mouth.
“Cum boy!” Theo shouted.
Brian spit a mouthful of piss onto Davey’s back and cried out “Thank you sir!” as he slammed his hips into Davey and unloaded six spurts of cum into the twink’s hole.
“My turn!” Julian said joyfully as he shoved Brian to the side and knelt down behind Davey before plunging his 7 inch daddy cock into the boy. “Fuck your son has a tight pussy Aidan! If you don’t keep him I will!”
“What do you say son?” Aidan smiled behind the camera.
“Thank you Sir! Please cum in my ass!” Davey moaned, greedy for more.”
While Julian fucked the teen’s used hole, Marcus pointed his cock back at Davey’s face. Jerking his cock he said “Open your mouth boy, I’m gonna cum.” Davey opened his mouth just in time to feel Marcus’s hot cum land on his tongue, nose, forehead and chin. “Damn,” Marcus said standing up, “You look so pretty glazed like that boy.”
“Oh fuck! I’m cumming!” Julian called out and then grunted like an animal as he pumped Davey full of his cum.
Davey slumped forward exhausted as Julian pulled out of him. He watched Theo’s hulking, dark frame step over him and felt the tall, strong, black daddy gently turn him over on his back. Theo sank to his knees and lifted Davey’s ankles, placing them on his broad shoulders.
Davey’s eyes bulged at the sight of Theo’s fat, 11 inch cock. He shot an exhausted, tentative look at Aidan, who was still filming. “You can do it son, be a good boy and make Daddy proud.”
Davey felt Theo’s large strong hand guide his face back to him so they were looking in each other’s eyes. “I’ve got you baby boy,” Theo said as he began to work his cock into Davey slowly. Davey felt like he was being split open and he grabbed onto Theo’s arms. “Still so tight… how are you still so tight baby boy?” Davey moaned as Theo filled him, pushing the final inch in. The older man gave Davey a minute to adjust before he started slowly pumping in and out of the teen’s hole. “There you go baby boy, take this black cock.”
Theo dropped his weight onto Davey, bending the teen in two and began fucking him harder and harder. Davey wrapped his arms around Theo’s neck and moaned, his eyes rolling back in his head as he was overcome by the pleasure the dominant man was giving him. Davey felt his balls pull up and he squealed into Theo’s neck as his cock shot ropes of cum between him. “Fuck yeah!” Theo cried out, feeling Davey’s hole clamp shut on his dick. “Fucking take my nut boy!” Theo cried out as he pumped Davey full of cum, adding to the other two loads in the boy’s ass.
Theo kissed Davey sensually and wiped the sweat-damp hair off the boy’s cum-covered face. “I’m gonna piss in you baby boy is that okay?”
“Yes,” Davey nodded, exhausted but still wanting more… wanting to be worthy. Theo let out a sigh and closed his eyes as Davey felt the rush of piss filling his hole until it began flowing out of him, soaking the older man and the teen. Finally Theo kissed the boy, pulled out and walked over to the nearby outdoor shower.
Aidan set his phone down and knelt next to Davey. “You did so good son,” Aidan said, kissing the boy’s cum-soaked face. Then Aidan picked him up and carried him to the outdoor shower and held him as the water washed over both of them. “Did you enjoy yourself son?”
“So fucking much Daddy,” Aidan grinned.
Later that night, the party had thinned out. Most of the guests had left, and the last remnants of the gathering drifted between the kitchen and the patio, cleaning up, exchanging long goodbyes. The sky had darkened, stars soft and scattered, the pool now lit from below—glowing blue, rippling silently in the quiet.
Davey sat alone on the edge of a chaise lounge, wrapped in a towel. His skin smelled faintly of chlorine and sunscreen. He was still buzzing from the day—still not sure how to hold everything he’d felt.
“You look tired,” came a low, steady voice from beside him.
Davey looked up. Theo had approached silently, carrying two glasses of water. He handed one over and sat beside him—not too close, but close enough to feel deliberate.
“Thank you,” Davey said.
They sat in silence for a moment, the water between their hands catching the pool light.
“You did well today,” Theo said.
Davey looked down into his glass. “Everyone kept saying I seemed like I belonged. But I don’t know what that means yet.”
Theo turned slightly, eyes focused and calm. “Want to talk about it?”
Davey hesitated. Then: “I don’t know what kind of boy I’m supposed to be. Pup… he’s strong and quiet and good at disappearing into his role. Aidan’s sexy and sweet, and I can tell he wants to mold me. And Master Rick—I haven’t even seen his face. I’m just trying to be good enough. But I don’t know who I am in all of this yet.”
Theo’s expression softened. “Let me tell you something, Davey. You’re not here because of what you don’t know. You’re here because of what you can learn. We’ve all started where you are—scared, unsure, wanting to be chosen.”
Davey looked away. “I feel like I’m chasing something I might never deserve.”
Theo leaned forward, elbows on his knees. “I’m going to give you a challenge. A real one. Not from Aidan. From me.”
Davey turned to him, startled.
Theo’s eyes were steady. “Before this weekend ends, I want you to tell Aidan what you’re afraid of. Out loud. Not to be fixed, not to be comforted—but to be honest. Because the boy who can say ‘I’m scared of being left’ to the man holding his heart—that’s the boy who deserves to be kept.”
Davey swallowed hard. “I… don’t know if I can.”
Theo smiled, but there was no softness in it. Only calm certainty. “You can. Whether you will… that’s up to you. No come on, Aidan is waiting for you in the guest room. Time to call it a night.”
The next morning the smell of bacon and coffee lured Davey out of bed. He found Theo in the kitchen, barefoot, wearing joggers and a hoodie, flipping pancakes like it was second nature. Aidan was already seated at the table, scrolling through his phone with a cup of coffee in one hand.
“Morning, sleepyhead,” Theo greeted.
“Morning,” Davey said shyly.
“Hope you like pancakes.”
Davey nodded, sliding into the chair next to Aidan. Aidan reached out, casually ruffled his curls. “You slept like a rock.”
“I haven’t slept that hard in… I don’t know how long.”
“Did you even feel me fuck you last night son?”
Aidan smiled, “I thought that was a dream.”
“That’s what happens when your brain finally shuts up for a few hours,” Theo said, flipping another pancake.
They ate together with the low hum of morning music in the background—casual conversation about travel, the best breakfast spots in the city, and how Brian once got kicked out of a leather bar for doing shots on top of a pool table. Davey mostly listened, but he found himself laughing quietly, a little more at ease than he expected.
“You still thinking about what I said?” Theo asked gently, while clearing plates.
Davey glanced down at his hands. “Yeah. I am.”
Aidan raised an eyebrow at him but didn’t press. Theo just gave him a small, knowing nod. “Good. Sit with it.”
That afternoon Aidan took Davey to the country club he frequented. Davey had never been to a country club in his life, let alone caddied for anyone—but Aidan seemed right at home. He wore golf pants and a fitted polo, sunglasses tucked into his collar. He'd packed a polo shirt for Davey, too—tight and a little short on him—and a pair of khaki shorts.
“You look like my summer intern,” Aidan teased as they stepped onto the putting green.
“Do I get college credit for this?”
“You’ll get what Daddy says you get,” Aidan said smoothly, squeezing Davey’s shoulder. “Now grab the clubs.”
Davey spent most of the game walking a few steps behind Aidan, handing him irons and tees, offering water, and staying quiet unless spoken to. Aidan chatted with the other players easily—three older men, all well-dressed, polite, but clearly curious about Davey’s presence.
“This your nephew?” one of them asked with a crooked smile.
“No,” Aidan said without hesitation. “He’s my son.”
Davey felt his chest thud—but not with embarrassment. With pride.
Aidan didn’t elaborate. He didn’t need to. The other men didn’t ask again.
For the next two hours, Davey followed silently, grateful for the warm sun, the breeze, and the occasional glance from Aidan until Aidan took Davey into the locker room showers and bred him, cupping his hand over the boy’s mouth to muffle his moans.
The ride back to Davey’s apartment was quiet. Davey sat in the passenger seat, watching the city blur by in the golden haze of sunset. He didn’t want to talk. He didn’t want to break whatever this stillness was.
Aidan finally pulled up in front of Davey’s apartment and shifted into park. The engine ticked.
“Go ahead,” Aidan said softly.
Davey turned to him, confused.
“Say what’s on your mind.”
Davey hesitated. The words were heavy in his throat. But Theo’s voice echoed in his head. “I’m scared,” Davey said quietly. “That I’m not going to be enough. That I’ll want this more than you want me.”
Aidan didn’t speak at first. He reached over, resting a hand on Davey’s thigh.
“Thank you for telling me that,” he said, voice low.
Davey shook his head, eyes burning. “I don’t know. Maybe. I don’t want to get too attached and get hurt.”
“You’re supposed to get attached,” Aidan said. “That’s the whole point. You let me in, I let you in. That’s how boys become sons. That’s how trust grows.”
Davey nodded, tears threatening. “I want that.”
“Good.” Aidan leaned in, pressed a slow, firm kiss to Davey’s forehead. “Then earn it. Keep showing up. Be honest. Be brave.”
Davey sniffled, smiling despite himself. “I’ll try.”
“You already are.”
Aidan opened the door for him. Davey stepped out and looked back one last time.
“Thank you, Daddy.”
Aidan gave him a long, measured look—like he was memorizing him.
“I’ll be seeing you soon, son.”
And with that, the door shut. Davey stood on the sidewalk, heart hammering, the whole weekend blooming inside his chest.
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