A Family Affair

Milo entered the house and went straight to his room. The day had been quite a long one, although it was only three o’clock in the afternoon. Just a few more months and he’d be out for summer break. Last summer, his family all went up to the cabin a few hours away. The family was him, his father, and brothers Tyler and Ryan. But Tyler had to leave early for work. The rest of the family tried to have a good time, but it constantly felt like someone important was missing. Now that his brothers were moved out into their own home, Milo wasn’t sure what the summer plans were. It seemed life was changing pretty fast, leaving him behind to figure it out on his own.

He entered his room and noticed a picture on his bed. It was a landscape his mother had painted, the one that usually hung in the living room. Milo went to go inspect and realized a different picture now hung there. Instead of his mother’s beach landscape, it was some abstract print of red and orange lines. His father changed the decor from time to time, but the beach painting normally stayed untouched.

Milo went to his dad’s room, assuming he might be in there. It was the master bedroom, still decorated with dark wooden furniture, framed prints of luscious green forest, and beige sheets over the king-size bed. Sometimes it felt like an expensive hotel room. This was the one area of the house that his father didn’t move around too much, as it stayed the same as it was in Milo’s childhood. His father emerged from the bathroom, a towel wrapped around his waist.

“Oh, hey son.” He sprayed cologne on his chest before pulling a pair of underwear out of his dresser.

“Why did you move the beach painting?”

His father paused, black briefs dangling from his hand. “You know I like to change around the place every now and then.”

“But you’ve never moved mom’s painting before.”

The two men stared at each other. Milo didn’t know what to say, and he couldn’t help the scowl on his face.

“Milo—” his father’s cell phone rang and stopped to answer it.

“This is John…Oh, hey…yeah hold on.” He crossed the room and retreated into the bathroom, closing the door behind him.

Milo stared at the door before sulking back to his bedroom. He sat on the bed, staring at the painting beside him. His mother had died when he was ten years old. He remembered how depressed his father was. He tried to date other women now and then, but it always seemed a short fling. Milo never knew why, and his father, John, never divulged. But each date made Milo feel more alone, as if everyone was moving on while he still struggled to figure out what he wanted out of his life. Maybe he should call Angelo over, that way he wouldn’t be alone in the house when John left. 

A few minutes later, a knock came at his door.

“I’ll be back in a few.” He was dressed in boots, jeans, and a tucked button-down shirt. Milo looked him up and down before staring back out the window.

“Alright.”

His father entered the room and sat on the bed beside him.

“I’m not trying to erase her. You’re all I have.”

In that moment, his father looked just like Ryan. The sandy blonde hair and light-colored eyes. The only difference was the crow’s feet and fine lines and small gray strands in his beard and hair.

“I know,” Milo said, looking back at the painting beside him. John sighed, patted his son’s thigh, and then left. Milo grabbed his phone and texted Angelo.

Hey wyd?

Angelo: Hey nothing much. My folks won’t be home till tomorrow. You should come over.

Milo stared at the phone for a minute before getting up. But as he entered the living room, his father was sitting on the couch, completely undressed except for his black briefs and black tube socks.

Milo always secretly loved seeing John undressed. The men always wore nothing but underwear at home, their grandfather the only true nudist in their family. But Milo couldn’t help roaming his eyes up and down John’s toned body, the fading tattoo on his side, the brown hair the trailed down his soft abs. It didn’t help that he was using the garage gym more in the recent months. Even his thighs seemed more toned that Milo remembered. Eventually, the men met eyes and Milo snapped out of his trance.

“I thought you had a date?”

John shrugged. “We canceled.”

Milo sat on the L-shaped couch next to John, who had one leg propped up on the center table, his arms around the back of the couch. Milo could see his thick cock tucked to the right along his thigh. He had only seen his father’s dick a few times but only soft. Sometimes he wondered if it was long and thick as Tyler’s or Ryan’s. His balls filled the pouch completely, a clear outline in the fabric. Milo doubted sex was the reason his father’s relationships didn’t work out.

“You headed out?” He asked, snapping Milo out of his trance once again.

“Yeah, maybe. I don’t know.”

“You should go out. Have fun.”

“You sure?”

It was John’s turn to pause. There was that look again. His father stared like he wanted to say something, but nodded and said “yeah.” Milo had noticed this look from time to time, but it was more often now that it was just them two in the house. Sometimes he would catch his father staring at him, before smiling and looking away. Milo couldn’t quite make out what the look meant. He knew he was his father’s favorite out of the boys, but he chalked it up to being the youngest.

Just then, the doorbell rung.

John rose to answer it. “That must be your brother.”

“Tyler?” Milo followed quickly behind. John shook his head as the guest unlocked the door and opened it.

Ryan emerged wearing shades, a red tank top and jean shorts, with sandals. He looked as if he had just gotten back from the beach, a slight tan to his skin and his hair lighter.

“Hey dad, hey bro.” He moved in to hug their father. “You’ve been working out old man.” He lightly tapped his stomach. Both men were the same height, their hair with the same middle part. The resemblance was uncanny. Even though Tyler resembled more of their grandfather, Milo was always the odd one out with his darker complexion and jet black hair. His father always said he was an identical image of his mother instead.

“Well, someone had to put the gym out their to good use,” John replied.

Ryan patted John’s abs and kissed him on the cheek. He then turned to Milo.

“Where are you going?”

“Oh, I just got back home.” Milo looked at John. “I wasn’t going anywhere else.”

Ryan hugged him before heading into the living room. “Good.” He walked off and pulled off his shirt. John reached over to milo and placed a hand on his cheek, swiping a thumb over his lips. Milo barely felt the touch before John patted him on his shoulder and followed Ryan. Milo rushed off to his room to undress and join the men. He quickly sent off a text to Angelo, saying that he’d have to cancel as his bother was in town.

He stripped and joined the men in the living room, picking a spot next to Ryan, who immediately wrapped an arm around him. Milo fought the urge to snuggle up against him, reminding himself that their father was sitting next to them. He noted they were are all were wearing short briefs, Milo and John were in black while Ryan was wearing red. Milo glanced over at his father, who gave him that deep stare again before putting a pillow over his lap and looking back at the TV. The sports station was still on, but hi father was scrolling through the channel guide.

“So, where did you just get back from?” John asked

“Florida. The beaches out there are nice. Not as nice as the ones grandpa lives by.”

“Well, he’ll be back in town soon.”

“Really when?”

“In a few weeks.”

Milo already knew this. It had been probably a year since he’d seen the man, but he was looking forward to his arrival. Their grandfather had a way of livening up the place with his presence alone.

“It’s been a while since I’ve been to a beach.” Milo replied.

“Aww why not. Houston’s not that far away.”

Milo shrugged. “Just busy school”.

John chimed in. “I wish someone would go back to school.”

Ryan sighed. “Come on, dad.”

“At least you’ll have something to fall back on.”

Ryan got up, done with the usual source of argument between the men. Milo remembered how furious their father was when Ryan dropped out. He had always regarded education as important, but Ryan thought it best to take a gap year. Unfortunately, the gap seemed to grow wider with each passing year.

“I need to get something from my room.” Ryan got to the doorway. “Come here Milo.”

“I’ll get dinner started.” John rose from his seat, a hand on his crotch as he padded to the kitchen. Milo stared after him before following Ryan upstairs.

He crossed the threshold and stopped in the doorway. Ryan was splayed out on the bed slowly stroking himself. “Lock the door.”

Milo did as was told and threw his underwear to the side. He climbed on top of Ryan, who flipped him over and kissed him deeply. Milo wrapped his legs around the other man. Their tongued dove deep into each other, swirling in their mouths, trying to reconnect after months of not being in each other’s arms.

“I missed you, baby boy.” Ryan got up and Milo whined at the distance until he saw a bottle of lube appear. Ryan quickly poured some in his hand. Milo groaned as his fingers probed inside, the thick digits working his hole open. Milo spread his legs wider, grabbing the pillows underneath him. By the time Ryan stuck four fingers inside of him, Milo was panting and begging for more. Soon Ryan lowered himself onto Milo, pressing him further into the bed. He entered him slowly, his thick cock quickly filling him up. Milo grabbed the back of Ryan’s head, resuming the deep kisses. It was like night and day from his quick tryst with Angelo earlier that day. Not only was Ryan longer and thicker, but it was familiar. It had been months since he’d seen his brother. The men had phone sex during Christmas, as Ryan was busy touring on the other side of the country. But this was a much better alternative. The only thing missing was Tyler to join them. Then it would be like old times again.

Ryan's movements were deep and powerful, his thrusts rocking the bed back and forth, lightly knocking against the wall behind. He gripped Milo’s hips and peppered kisses along his neck. Milo bit his lips to keep from moaning too loudly, both men aware of their father downstairs. Soon Ryan was also moaning, his breath heaving as he huffed in Milo’s ear.

“Fuck baby, yeah, did you miss me?”

“Yeah, you feel so good.”

“Fuck, I’m about to cum.”

Ryan thrusted harder and Milo muffled his cries against Ryan’s throat, no longer able to keep quiet. Finally, Ryan slowed down, grunting in Milo’s ear as he came deep inside him. Milo quickly followed, squirting in-between them, the wetness smearing up their chests. Both men lay on one another, trying to catch their breaths. Soon Ryan raised to his knees, his thick cock still inside his youngest brother. He drifted back and forth, bringing Milo to yelp at the intense sensation.

The soft light from the window lit the wetness on Ryan’s chest and stomach, some dripping down. Ryan swiped a hand over his body and sucked it in his mouth. The hot action almost brought Milo another erection. Ryan leaned down and liked Milo’s body until the evidence was finally cleaned up.

“Taste just as good as I remember.”

As blissful as Milo felt, there was still a nagging feeling in his chest. An emptiness the sex hadn’t been able to satiate.

“I wish Tyler was here.”

Ryan pulled out and scoffed, lying down beside the other man. “Well, you know he’s still with that woman.”

“I know,” milo said with a sigh.

“He’s trying to lead a normal life.”

“What about you?” Milo asked. “Are you with somebody?”

“Not anymore.” He rolled over into Milo again. “Couldn’t stay away from you.”

“But you moved out.”

There was a shift on Ryan’s face. A sense of hurt before he quickly turned away and got up.

“Come on, before dad gets suspicious.” He quickly slipped on his underwear and headed out the door. And once again, that lonely feeling Milo tried to keep at bay returned.