A Family Affair

by Daniel Milan

28 May 2023 3975 readers Score 9.7 (34 votes) PDF Mobi ePub Txt


The weekend went by like a blur. Milo mostly stayed in bed, only moving to get food. And then he’d climb back in the bed and either watch a movie on his laptop or read a book that he’d read many times over. A few times he actually laid down in the living room, but only to resume whatever sappy movie he was already watching. Several times he scrolled through his messages, but didn’t text any of the men in his phone. He had no more classes, nowhere to be, no obligations for the summer. He forgot to brush his teeth one day and waited two days before taking a shower.

It was late Sunday that his father and grandfather came back. Milo was lying on the couch as usual, slowly drifting off to sleep, when the door opened. The house was pitch black except for the glow of the TV. His father flipped on the light and jumped when he say Milo’s figure under the blankets.

“Why are you sitting there with the lights off?”

Milo rubbed his eyes and but didn’t answer.

“You alright?” His father waited for a few seconds, but Milo simply nodded and headed to his room.

He again didn’t bother turning on any lights and instead opened up Grindr as he had during the whole weekend. He only answered a few messages, none of which seemed like a promising hookup. Milo didn’t have a face picture, so it wasn’t like many guys were clicking on his profile, anyway. Someone knocked on his door. He could tell by the shadow that it was his grandfather.

“What’s wrong?”

“Nothing,” he said.

His grandfather nodded and closed the door. Milo stayed in bed until and watched two more movies before falling asleep for the night. He tossed and turned all night and only got up a few times to eat at two in the morning. Not only was his sleep schedule now thrown off, but so were his eating habits. He finally got out of bed around ten o’clock to the smell of breakfast. He wandered into the kitchen to find his grandfather in nothing but a cooking apron. Country music played softly on the portable speaker. His father was already at work.

“Hey there. You want an omelet?”

Milo nodded and sat down. His grandfather placed a jug of orange juice and a glass beside him. He then served him an omelet with slices of bacon and toast. Butter and jam were set beside the orange juice. He turned the music down to a softer level. As the men ate, Milo stared out the kitchen windows. The sunlight reflected off the backyard pool and bathed the garden with brilliant light. It was the first week of May, but temperatures were quickly rising. Milo realized it was the first time the blinds had been opened since this weekend.

“So tell me what’s on your mind?”

“Just not feeling well.”

“You not excited to be done with school?”

Milo cut into the omelet, smoke rising out of the center. “I still have a few more years to go.”

“Yeah but you should be out partying with your peers, enjoying this warm weather. At least before the rain rolls in later this week.”

Milo ate a few more bites. His grandfather’s cooking was the only thing he looked forward to. Somehow his meals were always more flavorful that his fathers.

“What about that guy you’re with?”

Milo looked up to see his grandfather spreading raspberry jam on a piece of the toast.

“We broke up.”

His grandfather’s eyes met his A country singer crooned from the nearby speaker. 

“I got something for you.” His grandfather rose from the table. Milo watched his firm ass bounce on each step as he strode to the living room and down the hall. He came back shortly, holding a picture frame.

“I tried to fix it the best I could.”

It was his mother’s landscape painting. The rip was barely noticeable and the flowers had been retouched. The field looked more vibrant against the pale blue sky. His grandfather even captured the movement of wind flowing through the flowers. He stared at it for a minute longer before gently setting it against his chair.

“Dad said he might be moving soon.”

His grandfather chewed on a piece of bacon before answering. “Yeah, but that wouldn’t be for a while.”

Milo stared out the window, gazing at the vibrant garden. “I think I might move as well.”

“Really? Where to?”

“I guess my own place. Might as well, since Ryan and Tyler did.”

His grandfather paused and leaned back in his chair. “Well, make sure it’s a place you’re comfortable living in. Especially if you’re living with roommates. Me and John will help you if you’d rather get your own place.”

“Just feels like everything is moving so fast.” 

“Well, son, that’s just part of getting older. But look at it this way.” He leaned his elbows on the table, twirling his fork about his plate. “New beginnings are scary but fun. It’s just depends on how you look at it.”

Milo thought about this. “Yeah, I guess you’re right.”

“I may be old but I got some sense.”

Milo laughed for the first time in a while. It was finally time for a change.

The next day, Milo scrolled through a listing of apartments on his laptop. He still wasn’t too keen on moving out, but if his brothers did it, maybe it was wise to follow their footsteps. He had never lived alone. The thought made him nervous and unsure of what to expect. Sure, his grandfather said he and his dad would help pay the bills, but which neighborhood had the best apartments? Should he try to find a roommate? Should he take the easy route and just live on-campus? That might be an easier choice. He was the quiet brother, even more so that Tyler. And he didn’t mind being alone sometimes. But having your own room in a full house versus living completely alone were two different things. Milo glanced at his phone. His brothers had just moved out within the year, so perhaps they could give him some tips for beginners. Tyler had lived at home during his college years, but had made enough friends that he was often away from home. Milo didn’t have that. Maybe living on campus would be the move he’d need to make.

But then that would increase the chances of running into Angelo. He still felt bad about how he treated him, and if he was honest with himself, he missed their friendship. Sure, the sex was nice, but Angelo was a nice break from the monotony and loneliness of his life ever since he started college. Milo took a deep breath and typed out a message to Angelo.

I’m sorry about how I’ve been acting. I should have been upfront with you. Treated you better. 

Milo wasn’t expecting a response. He hated seeing Angelo upset the way he was at the party. But he knew deep down he deserved the breakup. His behavior was never fair to Angelo. He took another deep breath and typed another message, this time to Tyler.

Sorry about how I’ve been acting. I shouldn’t have gotten in the middle of your relationship. Hope you and Natalie are happy.

He swallowed and set the phone down. He didn’t like seeing the two together, but it was something that he’d have to deal with. Like so much in his life. He had a fleeting thought to text Ryan, but he still wasn’t over their fight. Maybe he should wait a few more days, since the anger and hurt were still simmering underneath.

His phone buzzed with a new message. He instantly got a cold feeling in his chest. He braced himself, thinking the response was from Angelo. 

Tyler: thanks, bro. But me and Natalie broke up. 

Milo: what?!

Tyler: come over.

Milo instantly got out of bed and threw on some clothes. He puzzled over why Tyler wasn’t at work. All kinds of scenarios filled his head as he parked and climbed the steps to the apartment.

Tyler opened the door shirtless and wearing only underwear. His beard had gotten noticeably longer. His chest hair was more defined and trailed down his torso. He looked a bit tired but still sexy as hell. Tyler closed the door behind him and led him into the bedroom. Milo was surprised to see Ryan on one side of the bed completely naked. Tyler slipped off his underwear and laid down beside him. Milo stood in the doorway, glancing between both of them. 

“Hey bro,” Ryan said.

“Hey,” Milo replied.

Tyler pushed the covers back. “You should come lay down.”

Milo looked at Ryan instead. “What are you doing here?”

“Tyler needed me.”

“Milo, come here,” Tyler said.

Milo slipped off his jeans and T-shirt. As usual, he wasn’t wearing any underwear. He kicked off his shoes and slowly approached the bed, letting Tyler drag him to the middle. Ryan snaked an arm around his waist and kissed his neck.

“I’m sorry, baby boy.”

Milo immediately arched his back, the irritation and hesitancy quickly fading away. Tyler kissed him, then slipped his tongue inside. Ryan traveled down his chest, rolling his tongue over Milo’s nipple until the small nub hardened. Milo slowly opened his legs and moaned as Tyler continued to explore his warm mouth. Their tongues swirled together as Ryan traveled further down with small nips on his skin. Ryan then licked up and down his cock, which was now fully erect. Tyler sucked on Milo’s neck, causing the youngest brother to moan louder. Finally, Ryan took Milo’s cock down his throat.

Milo bucked his hips and traced his fingers over the back of Ryan’s head. His fingers glided through the soft blonde strands and he slowly gripped a handful. Ryan’s hair had gotten much longer and was now past his shoulders. But the effect was immediate. Ryan quickened his pace, bobbing up and down Milo’s shaft, his cheeks hollowing as he sucked harder. Milo could feel the back of Ryan’s throat as he shoved his nose in the short bush and swallow before moving back up for air. Milo leaned his head back as Tyler sucked on his other nipple.

This was just like old times. Milo being serviced by his two brothers until they moved his body about, finally chasing their own pleasure. This time, they didn’t have to worry about their father being around or coming home unexpectedly. There wasn’t the need to rush, so they took their time exploring each other’s bodies again. The familiar creases and sensitive spots reigniting the passion among them.

Soon Tyler joined Ryan in sucking his cock. The men shared a kiss while licking the head and then took turns swallowing Milo down their throat. He slipped his other hand through Tyler’s jet black hair, the strands coarser but also longer than Tyler normally kept it. Milo took a hold in his fist, and Tyler moaned, taking both balls in his mouth as Ryan continued deep throating him.

“I’m about to cum.”

Tyler let go, pushing Ryan off his cock and sharing a deep kiss. Milo whined but was cut short as Tyler began playing with his hole. Milo opened his legs wider, his head falling back on the pillow. Tyler continued until he finally slipped a finger inside. Meanwhile, Ryan licked up and down his torso, rubbing a hand over his nipples and then his neck. He rubbed over Milo’s lips until Milo took his thumb in his mouth. The taste was salty but Milo didn’t mind. Tyler was slowly pushing a second finger inside of him. Milo was the most relaxed he had been in a while.

Ryan trailed up his chest until he kissed him deeply. Milo could taste the salty pre-cum. Tyler slipped another finger inside him, opening up even wider. By the time he pushed in another finger, Milo was panting.

“Fuck me. Please, come on.”

And yet Tyler pushed in a final finger, almost his whole fist. Milo felt completely open and was panting heavily inside Ryan’s mouth as his tongue roamed about freely. After a few more seconds, Tyler nudged Ryan away and climbed over Milo. He kissed him deeply and slowly sunk his cock inside.

Milo barely shouted at the sensation. Even though Tyler had opened him up completely, his thick cock gave him an even wider stretch. He thrusted deeply and ravaged his mouth as if he was starved. Milo didn’t mind the rough play, and enjoyed it when Tyler set a quick pace, thrusting deep and fast. The bed creaked below them as he moaned into Tyler’s mouth.

Suddenly, Tyler paused and leaned back. He scooted down the bed, dragging Milo with him. Ryan then climbed over and shoved his own thick cock into Milo’s mouth. He instantly relaxed as Tyler worked his hole open. Ryan grabbed the back of his head and shoved himself down Milo’s throat until his nose was buried in the short blond bush. Milo's eyes quickly filling with tears. His throat and hole were being abused, but Milo loved it. It was just like their quick fucks in high school, but this time they had all the time in the world. Milo relaxed, letting his brothers use his body as much as they wanted. Soon, Ryan matched Tyler’s pace, his heavy balls slapping against Milo’s chin.

“Ah, fuck, bro.”

“Yeah, take that, baby boy, take it.”

Suddenly, both men slowed their thrusts. Milo opened his eyes to see Tyler spreading Ryan’s ass checks. He then buried his face in between, eating Ryan’s hole as much as he could. Ryan moaned loudly.

“Damn, I want to fuck you,” Tyler said in a husky voice before burying his tongue deeper into Ryan’s hole.

The men continued to moan as Tyler’s beard glistened and Ryan thrusted deeper into Milo’s mouth until Milo gripped his leg. He could barely breathe around Ryan’s thick cock, choking him. Finally, the men eased up and Ryan slipped out.

“Another time,” Ryan said. “I wanna do that thing to Milo.”

“What thing?” Milo asked. But he would soon find out.

Tyler got on his side of the bed and pulled Milo on top of him. Ryan then climbed between both of their legs and guided Tyler back into Milo’s hole. Milo laid his head back and moaned at the return of intense pleasure.

“You think he’s ready?” Ryan asked.

“Ready for what?” Milo whispered, still in a haze of pleasure.

“Yeah, do it bro,” Tyler said. His voice was in Milo’s ear, sending shivers down his spine.

Soon he felt Ryan’s cock push in alongside Tyler’s, and he tried to breathe and steady himself. Slowly, Ryan forced himself inside, his cock just as thick as their oldest brother. When he finally made it past the entrance, Milo shouted. Ryan continued until he was fully submerged, his heavy balls resting on top of Tyler’s massive ones. His brothers leaned forward and kissed each other deeply, their thick cocks gliding against one another inside the tight space of Milo’s hole.

The last time they did this was during Milo’s senior year of high school. It was a graduation present, as Ryan had put it. Milo remembered the slight panic and thinking both of his brothers would stretch him too far, or even worse, that he wouldn’t be able to take both of them at all. But he did and the pleasure was the most intense he had ever felt.

And now, as Milo laid between his brothers, he felt the same intense stretch coupled with that deep sense of pleasure. The brothers picked up the pace and Milo could hear the bed dangerously creak underneath them. The headboard knocked against the wall, but instead of trying to buffer the sound, the men thrust even harder. Their moans became louder and Milo softly shouted in between them. He wrapped his legs around Ryan’s waist. Tyler kept his hands on his hips, keeping Milo still as he rocked back and forth. Ryan leaned his head back and dug deeper, his balls slapping against Milo’s hole, which was stretched as far as it could.

Ryan gave a few deep thrusts until finally he came with a shout, pumping his release deep inside. He collapsed on top of the men, but continued to stagger his thrusts until Tyler picked up the pace, chasing his own climax. Milo dug his nails into Ryan’s back, the pleasure become more intense until he came in between the two. His release hit Ryan in the jaw and in his hair. He collapsed as Tyler finally pumped his release deep inside, joining Ryan’s cum as well. The men lay on top of one another until Ryan slowly pulled out. Tyler followed suit and laid Milo on his stomach.

The men then licked down Milo’s back and began slurping their release from his hole. The men took turns scooping out the cum with their tongues and then feeding it to each other, sharing wet kisses over and over.

“Yeah, push it out, baby.”

Milo did as he was told, and a few times Ryan fed him the thick white release before turning back to Tyler to finish the rest. Finally, the men laid down and cuddled with Milo in the middle.

“Damn, I missed this,” Tyler said. Ryan laughed and agreed. Milo stayed silent, too blissed out to respond. He closed his eyes, savoring every moment as much as he could.

“Well, you’re a single man now,” Ryan laughed.

“Why did you guys break up?” Milo asked, barely slurring his words together.

“She got suspicious. Had been for a while. And then when you come over that last time, well, I guess I couldn’t hide it well enough. I missed you Milo. She started asking questions. Couldn’t keep hurting her like that.”

Milo stayed silent for a few moments, that guilty feeling slowing creeping back in.

“I’m sorry.”

Tyler kissed his neck. “Not your fault. Beside I couldn’t stay away from you.”

Milo looked up at Ryan. “What about you?”

“I told you, she was just a fling. Nothing serious.” He rubbed over Milo’s lips again before kissing him.

The three men made out passionately with one another, squeezing Milo in the middle. He felt more loved and at peace than he had in a while. After a while, the men cuddled each other in a tight embrace.

After a moment, Milo broke the comfortable silence. “I might move next year.”

“Where to?” Ryan asked.

Milo looked up into his green eyes. The light from the window made his hair look golden, giving him a slightly ethereal look. “Maybe on campus. Or my own apartment. I’m not sure.”

“Why?” Tyler asked. He was pressed against Milo’s back, his arm tightly wrapped around his waist.

“Well, dad might be moving soon. Not sure when.”

“Really?” Ryan asked.

Milo could only shrug. “I mean, I guess things are changing.” 

“Yeah, but what about the house? Is he gonna sell it or something?”

Milo shrugged again. “I guess I could talk to him.” He was silent for a minute before he spoke again in a softer voice. “I don’t want to stay there alone anymore.”

“Bro, I could move back in.” Ryan stroked his cheek again.

“I’ll talk to dad and see what his plans are.” It seemed like a good idea to Milo. But the more he thought about it, the more he realized talking with their dad would help him figure out his next move. The men stayed wrapped around each other until each of them fell asleep in a comfortable embrace.