A Family Affair

by Daniel Milan

3 May 2023 12883 readers Score 8.6 (83 votes) PDF Mobi ePub Txt


Milo moved his hand up and down, slowly gliding along his shaft. The man on the screen had piercing blue eyes, similar to Tyler’s. In fact, the man had the same dark stubble and strong jaw. The two men kissed on the screen, slow and passionate. Milo slowed his movements to match the men, imagining himself as the other man. He was a smaller guy that had the same tan skin as Milo, so it wasn’t hard to imagine. The camera panned to show the top slowly penetrating the bottom man, in and out, the movements slow and languid. Milo stroked himself up and down, letting the moans and heavy breathing wash over him. He closed his eyes, imaging Tyler inside him, slowly filling him up over and over. Milo could feel those soft lips and hard muscles against him, pushing him into the bed…

A knock came at the door. “Get up, you’re gonna be late.”

Milo quickly closed tossed the phone down, pausing the video. “I’m up. I’ll be leaving soon.” He stared at the door, hoping that his father wouldn’t walk in. They may have been lax on wearing clothes and modesty, but he didn’t exactly want to be caught jerking off. After a few seconds, his father walked away from the door, his footsteps thudding down the hall.

Milo resumed the video, this time on a lower volume. Just a few more strokes and he would be satisfied. The men pounded into each other, the soft and passionate lovemaking turned into full on fucking. The dark-haired guy thrusted harder, wrapping a hand around the bottom’s throat. Milo increased his speed and could feel the climax coming. He thought of Tyler thrusting inside him, his hand around Milo’s throat, his head tilted back in ecstasy, a sheen of sweat making his skin glisten…

Milo shouted as white cum splashed up his chest, a little getting on his chin. He paused the video, the loud moans coming to a halt. He laid there, his chest heaving, trying to regain his breath. But then the emptiness came.

It had been months since he’d seen Tyler, even longer since they had sex. He looked into the direction of the other bedrooms upstairs, trying to imagine them occupied with the respective owner. Tyler studying at his desk or reading a book in his bed. Ryan across the hall strumming on his guitar or playing a video game. Occasionally, the boys would start arguing, Ryan pestering Tyler until he was finally kicked out. Then Ryan would get bored enough to mess with Milo. Milo would complain even though he secretly liked it. That would be until Ryan closed the door and climbed on top of him.

It has always been that way, ever since he and his brothers were teenagers. It started out as a surprise, just kisses here and there behind their father’s back. But soon it became more until all three brothers were having sex with each other, hoping that their father found out. It would be whenever he would be away on a date or on a trip out of town. The boys would have the house to themselves. They would play in the backyard, go for a swim, exercise in the garage, and then wrestle in the living room until each boy was stretched out on top of the other. Somehow, Milo would always end up in the middle.

He blew out a breath, shaking himself out of the fond memories. Tyler had moved out into his own apartment right before Milo started his first semester of college. Ryan moved out shortly after and the house had never felt so empty before. Two bedrooms now had been vacant for months. There were no longer splashes in the backyard pool when Tyler would go for a swim. No loud music from Ryan’s room or him shouting into his gaming headset. the only constant noise was the tv, but instead of a movie, it was a sports station playing old highlights. There were games his father had already seen, so Milo quickly realized it was just background noise. Ryan wasn’t here to force them to watch another action or crime movie, no comedy or sappy romance movie that Tyler would pick out. His father would groan but endure it. 

Milo finished getting dressed and took one last look at the stairs leading up the vacant bedrooms before he headed off to class. It was the second semester of his freshman year, and Milo fought the urge daily to just skip and take a gap year. He tried to do that, since that’s what Ryan did. But his father wouldn’t let him, telling him it was best to get it over with. He assumed he was still upset about Ryan never finishing. 

As soon as Milo pulled into the parking lot, he got a text message.

Ryan: have a good day, baby boy

Milo smiled and sent a smiley before racing off to class. He was fifteen minutes late and hoped he could just sneak in from the back of the room. It was his required algebra class, so he wouldn’t have missed much. He quickly took his normal seat right beside Angelo in the back. Angelo

wore his normal beanie over the dark curly hair and a hoodie.

“I was afraid you wouldn’t show.”

“I almost didn’t.” Milo replied. Angelo gave him a squeeze on the thigh before facing forward.

When class was finally over an hour later, Angelo leaned over and whispered in his ear

“Come meet me.”

He quickly left the classroom as Milo continued to pack. He waited a few minutes before heading to the bathroom. And there Angelo was in the usual handicapped stall at the end. Milo gave one last look around before heading to the stall as well. Angelo immediately pushed him against the wall and kissed him. Milo pulled him closer, wanting to close any distance between them.

“I wish you had a bed,” Milo said.

“I move on campus next year. Then we can spend all day in bed.”

Angelo broke the kiss and quickly grabbed a small tube of lube out of his bag.

“I see someone came prepared.”

“It’s been a long weekend. I need this bad.”

Milo giggled as Angelo quickly unbuttoned his pants and turned him around. He could feel the coldness of the liquid before Angelo's fingers probed inside him. They weren’t as thick as Ryan’s or Tyler’s. Angelo played the piano and his long slender hands told as much. Angelo quickly entered him, his short and slender shaft not quite filling Milo up. But he enjoyed the heat and the way Angelo breathed in his ear and kissed his neck. He caressed Milo’s body and held him close. Even if Milo wasn’t wild about their sex, it beat jerking off alone in bed.

Just then, the bathroom door swung open and a group of men spilled in, laughing and joking. A few started using the urinals and someone was the sink with the facet running. Another guy entered the stall right beside them. Angelo and Milo stood still.

“Be quiet,” Angelo whispered. And then he thrust even harder.

Milo leaned onto his forearm to keep any muffled cries from escaping. The group of men started talking about sports and girls, a few laughed, another complained about his upcoming class. Milo could hear about five distinct voices, but it was hard to tell just how many men were in the bathroom. Angelo was pounding into him, bringing them closer to climax, hitting his sensitive spot over and over. Someone leaned on the door to their stall. He had a deep and loud voice, telling some joke that made the rest of the group laugh.

“Fuck,” Angelo moaned in his ear.

The group stayed a few more seconds before finally tricking out of the bathroom. Milo wasn’t sure if the group had any idea what was going on in the stall right next to them. But by the time the last guy left, Angelo had thrust hard one last time before spilling inside of him. Milo came right after, spilling his own seed on the wall in front of him. It slowly dribbled down in thick white streaks. The men stayed pressed against each other to catch their breath.

“Fuck, that was hot. We need to do that again.” Angelo slowly pulled out, and Milo softly groaned at the release.

“Yeah but I don’t want to get caught.”

Angelo kissed him before handing him his backpack. “You know you liked it.”

Milo rolled his eyes. They exited the bathroom but Angelo was right. Milo enjoyed it and it was a great start to his day. Angelo stopped him as he was headed to his next class.

“Text me later tonight. Maybe we can catch a movie or something?” He bit his bottom lip, his hands in his pockets.

“Yeah sure. I’ll let you know.” Milo tried to sound nonchalant, but Angelo didn’t seem so sure.

“Yeah okay. Well, thanks.” He rushed off away, leaving Milo feeling guilty. He knew how Angelo felt. And even though it was fun, Milo wasn’t so sure how deep he wanted them to be. He sighed and walked off to his next class.