A Family Affair

by Daniel Milan

29 May 2023 8881 readers Score 9.6 (62 votes) PDF Mobi ePub Txt


The next day, Tyler took a shower and got ready for work. Milo slowly rose out of bed as well, but not before Ryan kept a firm grasp on him.

“Stay.”

“I want to catch dad before he goes off to work. I’ll be back.” Milo looked at Tyler. “Unless you’d rather come with me, ya know, since Tyler is leaving for work.”

“He can stay.” Tyler pulled on a blue button-down shirt. “It’ll be nice to come home to someone again.” He looked over at his brothers with a fond smile.

“I’ll have dinner on the table, ready for you, babe,” Ryan said.

“You better.”

Milo climbed out the bed. “You two are ridiculous.” He pulled on his clothes from yesterday and followed Tyler out the door.

Tyler stopped him before they got in their respective cars. “Are you gonna tell him about us?”

“Of course not.”

“Good.” Tyler glanced around and then gave him a quick kiss. “Come back when you’re done. Remember, I get off at two.”

Milo nodded and then drove back home. He wasn’t totally sure what he would say to his father. Maybe it would be best to simply ask him more about this pending move he mentioned. That might give Milo more ideas about what he should do next. He was relieved to see his father’s car still in the driveway. That meant he had a few minutes left before his father would rush through the door on the way to work. He took a deep breath and entered the house. 

He didn’t see his dad in the living room or kitchen so he headed down the hall. The faint sound of water running became more distinct, so Milo figure John was in the shower. He got closer to the bedroom door and stopped. There was moaning come from the bathroom, the door wide open. But then he heard a second voice, which sounded like his grandfather Gerald.

“You like that, son?”

“Yeah, pound me. Harder. Keep going.”

Milo inched closer to the door, the shower barely drowning out the voices. And then his jaw dropped at what he saw.

John was spread out against the wall, Gerald pounding into him at a quick pace. Their moans and the sound of flesh slapping together filled Milo’s ears. John leaned his head back, and Gerald dove in, sucking along his neck.

“Everybody at work is gonna see my mark on you. But you like that, don’t you.”

“Yeah, don’t stop. Fuck me.”

Milo’s cock quickly swelled in his jeans. He couldn’t look away. His grandfather’s thick cock dug deeper into his father as he arched his back further to give more access. And then John turned his head to deepen the kiss, but immediately stiffened. He locked eyes with Milo, who was still too stunned and turned on to move. Finally, Gerald turned to see what was the issue.

“Oh, fuck.”

The men stared at each other. After a few seconds, Gerald finally pulled out, his thick cock sticking straight up. John reached over and shut the water off. His cock was slowly softening, but still hung low between his legs. It swung side to side as he approached.

“Milo, I…” his father scratched his neck and looked down at the floor, shrinking in on himself. “I’m sorry.”

Milo glanced between the two men. “It’s alright.”

“You sure?” His grandfather asked.

“I mean, I’m shocked, but I can’t really be mad.”

“What do you mean?”

Milo had never seen his father so flushed. His face was a bright pink and the lines in his forehead were deep with worry.

Milo took a deep breath. “Well, I sort of have something to tell you.” He placed his hands in his pocket. “Me, Tyler, and Ryan have been doing the same thing.”

Gerald stepped closer to them. “What do you mean?”

“I already knew.”

Milo and Gerald looked at John.

“You did?” Milo asked.

John nodded. “I didn’t want to say anything because, well, how could I.” He motioned between him and his father.

Gerald lifted a hand. “Well, cat’s out the bag now. Let us have it. What do you want to tell us?”

Gerald slumped his shoulders, but John looked like he was on the brink of tears.

Milo spoke. “Honestly? I think it’s hot.”

“What?” both men said at the same time.

Milo gave them a small smile. “I’d be lying if I say I never wondered what it would be like in either of your positions.”

Gerald smiled and crossed his arms, clearly amused. John however was still not convinced.

“Are you serious? You’re not mad at me?”

“No, dad.” Milo closed the distance between the men. He then reached up and stroked his face, rubbing his thumb across his lips.

“What about your brothers?”

“I’m sure they’ll feel the same. Of course they’ll be shocked, though.”

“Maybe we should tell them to come over,” Gerald said. “Get it over with and out in the open.”

“I’ll call them.” Milo said.

John rubbed a hand over his face. “I need a drink.”

John paced back and forth with a short glass of bourbon in hand. The boys would be over in a few minutes. 

“Take a seat, son,” Gerald said.

“I’m fine.”

Milo found it amusing. His father’s face wasn’t as flush anymore, but he could feel the nervous energy in his pacing. Milo was sitting cross-legged on the couch, his grandfather sat adjacent with his legs wide. The men were completely nude since that morning. Soft music played on the sound system filling the living room. Finally, the front door unlocked and Tyler and Ryan walked in.

“What’s the emergency?” Ryan asked.

“Why don’t you boys sit down,” Gerald said. He scooted over and motioned for John to sit beside him.

The two brothers sat on either side of Milo. Tyler placed a hand on his thigh, and Ryan glanced back and forth between Milo and John.

John sat his glass down and took a deep breath. “Me and dad have been together. Intimately.” He spoke slowly and stumbled over the words.

Gerald chimed in. “Same way you boys have.”

Ryan and Tyler looked at Milo.

“You told him?” Ryan asked.

“I already knew,” John said. “I didn’t say anything because…” he motioned to Gerald.

The room was silent except for the music playing from the sound system. The brothers continued to stare at them.

“Anything you wanna say?” Gerald asked.

Ryan stood up. “I think I need a drink”. He retreated to the kitchen.

“I’m surprised but I’m not mad,” Tyler said. He turned to Milo. “What do you think?”

“I don’t mind. It might take some getting used to.” Milo smiled at the older men. Gerald smiled and nodded at him, but John chewed his bottom lip, worry still etched in his brow.

“I’ll be right back.” Tyler joined Ryan in the kitchen.

John sighed. “What now?”

Milo scooted closer to them. “I don’t think they're mad. Just need time to process it.”

“You sure you’re fine with this?” John asked. Milo reached over and rubbed his knee. He gave him a smile and a nod.

“Well, what’s done is done.”Gerald said. He squeezed the back of John’s neck. “We just gotta accept what happens next.”

Tyler and Ryan walked back into the room, this time fully undressed. They sat back down  next to Milo. Tyler wrapped an arm around Ryan’s shoulders. Ryan took a sip of his beer before launching into his first question.

“How long has this been going on?”

John leaned back on the couch. Gerald wrapped an arm around his shoulders, mirroring Tyler and Ryan.

“A while before you boys were born. It kind of just happened.”John looked Gerald in the eyes. “But I don’t regret it.”

“So, how did you find out about us?” Ryan asked.

“Well, you boys liked sleeping in Milo’s room a lot. I had a hunch but then I walked in on you boys at the cabin.”

“Really?” Milo asked. “When?”

“A few years ago,”

Milo started to speak, but Ryan has more questions.

“So wait. When you’d go out of town, were you just going to see grandpa?”

John smiled sheepishly.

“Well damn.”

“Oh, come on. Like you boys weren’t having fun while I was away.”

Ryan took another sip of his beer. “I’m surprised Milo hasn’t walked in on you guys.”

Milo laughed. “Actually, I did today. That’s why I called you over.”

“Oh, really?” Tyler said. He turned his body to face them. “So, were you guys in the bed or was it in another room?”

“In the shower.” Milo said. “It was kind of hot.”

“Well damn, now I need a drink.”

The men drank and laughed, sharing fond memories and revelations. The tension was finally broken and a comfortable ease spread through the room. Eventually, the men were cuddled up to own another, John and Gerald on the short end of the couch, the brothers on the longer section. Milo was in between Tyler and Ryan, as usual.

“So wait a minute.” John said. His head was laying in Gerald’s lap. “What about Natalie?”

“We broke up,”

John sat up. “What happened?”

Tyler rubbed a hand over his face. “This happened. I couldn’t quite walk away. Especially from Milo here.” He stoked his cheek, running a hand down his chest.

John sighed and laid back down. “Well, I know how that is.”

“I still feel like it’s my fault.” Milo said.

“You’re fine, bro.” Tyler grabbed him and laid him on his chest.

“I’ve always wanted to do that to you.” John’s voice was soft and unsure.

Milo locked eyes with him. “You can.”

John opened his arms as an invitation. Milo crossed to him and slowly laid down in his father’s arms. The sofa section was a bit too small, but Gerald sat next to Tyler to give the men more room. John held his youngest son in his arms, tracing a circle on Milo’s check. He glided a thumb over his lips and then traveled up, raking his hands through Milo’s soft black hair. He stroked Milo’s back, causing him to squirm and softly moaned. The men locked eyes again. This time, John finally gave in to his desire.

He kissed Milo, a small chaste kiss that quickly turned passionate. The small bit of reserve quickly faded as he plunged his tongue inside, swirling around Milo’s mouth, the younger man moaning deeply. John trailed his hands down his back until he reached his hole. He swirled a finger around the sensitive skin, spreading the cheeks with his free hands.

“You like that, son?”

Milo groaned response. On the other sectional, Ryan and Gerald were kissing while Tyler was sucking on his nipples. He played with the barbell piercings, letting the metal click against his teeth before licking the sensitive nubs. Gerald leaned his head back and moaned as Ryan did the same on the other side.

The men were lost to their lust, letting the hidden desires flow freely. They kissed and sucked each other, moaning and groaning, praising one another, and trying to maintain as much skin contact as possible.

“Wait right here,” John told Milo. He left the room and quickly came back with a bottle of lube. “I think we might need this.”

He placed it on the table and resumed his position with Milo on top of him. The men continued to kiss but this time with John’s slicked fingers opening Milo. His fingers were thick just like the brothers and Milo moaned as he was father slipped two more fingers in. Finally, he pulled out and slicked his thick cock.

“Can I?”

“Yes please,” Milo begged.

John slowly slipped his cock inside. Milo arched his back, loving the full feeling. It was just as big as his brothers’ and hit him in all the right places.

“You like daddy’s cock?”

“Yes, fuck me.”

John set a steady pace, holding his son close. He planted his feet to get a deeper thrust, which made groan louder.

“Fuck that’s hot. You should feed him your cock.”

Tyler crossed over to the pair and gently lifted Milo’s head back. He then placed his heavy cock between his lips. Milo swallowed as much as he could, Tyler grabbed the back of head and forced himself down Milo’s throat.

“Fuck yeah. Suck brother’s dick.”

This spurred John to pick up the pace, his balls slapping against Milo’s hole while Tyler’s massive balls knocked against his chin. By the time Tyler was close, he pulled out, Milo’s chin and mouth completely wet. John slowed his movements to a halt and continued to kiss Milo.

Milo wondered why the men stopped until he felt a dip in the couch. He felt a nudge at his hole and something slip inside.

“You sure it can fit?” John asked.

“I’m sure, dad,” Tyler said. “We do this all the time.”

The tip of Tyler’s cock finally slipped in and Milo shouted. He fell against his father’s chest and held on as Tyler pushed himself further inside, giving Milo a wider stretch. It was a slow descent until Tyler was fully buried, filling Milo up completely. For the first time, he had both his father and his brother’s cocks deep inside him. It was an immensely pleasurably feeling. He pressed his face against John’s throat as the two men grinded slowly.

“Tell us if we’re hurting you,” John said.

“It feels so good. Keep going.”

Tyler picked up the pace, John never let Milo go as he moaned loudly against his chest. The men kissed occasionally but then Tyler thrust faster and harder until all Milo could do was hold on.

That was until Ryan forced his cock inside Milo’s mouth. The youngest man let his body be used, two cocks abusing his hole while Ryan fucked his mouth. Milo felt himself floating in bliss. The pressure of his impending orgasm was slowly building as Tyler and John hit his sensitive spot on every thrust. 

Finally, Tyler came with a shout, his cock pulsing as he dumped his seed inside his brother. He pulled out as Ryan switched spots with him. Ryan quickly shoved his cock inside, giving Milo that wide stretch again. Milo opened his mouth to polish Tyler’s dick off, sucking off the remaining cum. He moaned around the thick member, the black bush tickling his nose. Ryan continued the fast and brutal pace that Tyler did. Milo’s body rocked back and forth, his hole quickly getting used to the pressure. But this time, Ryan draped across Milo’s back, kissing John passionately as he dove deeper inside.

Meanwhile, Gerald was stroking himself, loving the scene he was witnessing in front of him. Milo was in the middle, John and Ryan fucking him, Tyler shoving his cock down Milo’s throat. It was a scene he had only fantasized about but never dreamed of it coming true. The sound of slapping flesh, deep moans, and the sound of Milo’s wet mouth filled the room. It was sexier than the music in the background, which was barely audible over sounds of ecstasy.

Eventually Ryan panted and slowed his thrusts, dumping his seed and mixing it with Tyler’s. He continued to kiss John before finally pulling out. Gerald slowly stood up and helped Ryan to his feet. He then lowered into position and pushed his cock inside Milo alongside John’s.

Milo pulled off Tyler’s cock with a pop and groaned loudly against John’s chest. Gerald was the biggest of all of them, and Milo was scared that it wouldn’t fit. The stretch was impossibly tight, and Milo breathed deeply.

“Relax son, you can do it. Relax.” Gerald massaged and down his back while slowly creeping inside until he was buried completely. “Good boy. You can do it.”

Tears fell down Milo’s cheeks and he grabbed a hold of John.

“It’s okay, son, I’ve got you.”

The men kept a slow pace, letting Milo get used to them. Finally, his hole loosened further and that’s when Gerald picked up the pace. He leaned down and whispered in Milo’s ear.

“Good boy. Take our cocks, son. You feel so good. Take daddy’s dick.”

Milo began to whine and beg for more. Gerald nibbled on his ear, thrusting harder and faster. The pressure was too much. Milo came with a shout, spraying his release all over John’s torso, some of it landing on his cheek.

This only spurred the men on more, and John thrusted alongside his father. Their cocks slipped past one another, slick from the cum already deposited. Milo whimpered while John panted and chased his release. Gerald held Milo’s body firm against his.

“Fuck yeah. I’m about to cum.”

He grunted as he came hard and deep. John continued his pace but groaned loudly as he too pumped his seed to mix in with the rest. John slowed down and halted and Gerald slumped over. He laid Milo gently against John’s chest and then pulled out slowly. He collapsed in the couch alongside Ryan and Tyler, who were already cuddled up against each other.

John held Milo close with his cock still buried inside him. Milo slowly drifted off to sleep as the cum slowly oozed out of him. 

Milo woke up face down on the couch with a blanket over him. His whole body felt like he had gotten an intense workout, his ass sore and wet. He wasn’t sure how long he had been asleep, but the sun was low in the sky and he could hear laughter coming from the kitchen. His grandfather was sitting next to him, his feet propped up on the center table. Milo stretched with a yawn.

“How you feel?” His grandfather asked.

“Amazing.” He scooted closer, laying his head in his lamp. His grandfather laid a hand on his chest. It was the most peaceful Milo had felt in a long time.

Over the next couple of days, the house fell into a comfortable rhythm. Ryan and Tyler spent more time there than at their apartments. They slept mostly in Milo’s bed, the three huddled together in a warm embrace. Gerald and John slept in the same bed, and Gerald spent most of his time writing outside in the patio.

Milo hugged the daffodil painting in the living room beside the back door. He wasn’t sure what the future would look like, but it was the perfect symbol for this new beginning.