A Family Affair

Milo glanced at the time on his phone. His last class was almost over and he’d be meeting Angelo in less than an hour. It was to be their first official date, which Milo was conflicted over. Part of him wanted to cancel, but part of him wanted to see where this would go. They barely had time to meet up now that exams were in full swing. Finally, the class ended and he texted Angelo.

Angelo: awesome. See you soon babe.

The pet name was slowing growing on him, and he enjoyed his conversations with him. He quickly entered the house and took a shower, picking out a simply shirt and jeans combo. They had agreed that Angelo would pick him up. Now Milo was pacing around his room, waiting. He had told no one about him and Angelo, and part of him was worried about his brothers finding out. He was still angry at both of them, and was ignoring Ryan ever since the party incident. Ryan was leaving soon to play a show, possibly taking that group of girls with him.

Milo decided he couldn’t just sit in his room and pace. He went to Tyler’s room to see his grandfather typing away at the desk. He was nude as usual except for the glasses he wore. They were tortoise shell and framed his face nicely and gave the strong mature man a distinguished look. Milo stared at the strong sculpted thighs and arms before he spoke. 

“Hey, what you working on?”

“Oh, nothing, just another manuscript.” He took off the glasses and turned towards Milo. “You headed out or just coming in?”

“Going out. I’m hanging out with a friend.” Milo scratched the back of neck. “Actually, it’s a date.”

“Oh, that’s nice. Who’s the lucky guy?”

“Just a friend from school. I went to high school with him and now we have a few classes together.”

“That’s nice.” His grandfather smiled at him. “Well, you boys have fun and be safe.”

Milo felt a warm feeling in his chest. He pointed to the laptop on the desk. “Is it a sequel to your last book?”

His grandfather turned back to the desk. “Its something of the sort.”

“The last one was good.” Milo closed the distance between them, taking a peek at the computer screen.

“You read it?”

“Yeah, it was pretty good. I’ve never been to Europe so it was nice to read about Parisian life.”

His grandfather leaned back in the chair, brushing against Milo’s arm. “Well, it was just based on my travels there. I thought it was interesting enough to share.”

His skin felt warm and soft, the nape of his neck ticking against Milo’s skin. He had crow’s feet just like John did, with a few more fine lines. His eyelashes were still dark despite the white hair on his head and in his stubble. Milo stared at the man and thought about staying home for the rest of the day.

“It will be nice to see how this one turns out.”

“I’ll let you know when it’s done.” He looked up at him, and Milo couldn’t help but stare in his deep blue eyes. That warm feeling returned in his chest as his grandfather licked his lips, staring back at him.

Just then, his phone rang with a text message.

Angelo: Hey babe, I’m outside.

“My ride’s here.”

His grandfather turned back to the computer and placed his glasses on. “Alright, well, have fun.”

Milo stared at the man and walked backwards out of the room. He descended the stairs, still thinking about his face when he rounded the corner and ran into his dad.

“Oh, you heading out?”

“Yeah, I have a sort of date.”

HIs father looked surprised. “Oh. Oh, okay.”

“What?”

His father shook his head. “Nothing. Have fun, okay?” He passed by and climbed the stairs. The warm feeling he felt seconds ago turned into something unsettling. He wasn’t sure if he did or said anything wrong, but he continued out the door and into Angelo’s car.   

“How’ve you been?” Angelo asked.

“Fine. You?” Milo stared out the window.

“Much better now.” He reached over and grabbed Milo’s hand in his. Milo looked down at their fingers intertwined. The last time he held hands with anyone was the last time he and Tyler slept in the same bed. Tyler held him close, their legs on top of one another, their hands clasped together as Tyler’s soft breathing ghosted over the back of his neck. But that was a long time ago. And the less he saw his brothers, the more he realized Ryan’s words were correct. Perhaps it was time for them to move on.

The boys arrived at the movie theater. Angelo bought two tickets to the latest Marvel movie, one that Milo had barely heard of. Superhero movies were Ryan’s thing. Milo stuck to documentaries and whatever caught his eye on YouTube. As they entered the building, Milo felt like he was reliving a distant memory. It had been so long since he had been to a movie theater. Milo retrieved a bag of popcorn from Angelo and then followed him into the dark seating area. They sat towards the back, surprised that the theater was only halfway full. Angelo grabbed his hand again as the open scene started.

Milo was barely paying attention. He stared at their hands again. He and Ryan had gone to this same theater to watch another action movie a few years ago. The boys sat together in the center because it was the best acoustically, according to Ryan. About halfway through, Ryan gently grasped his hand and held it throughout the rest of the movie. It was a small gesture but the first time they had done anything affectionate in public.

Angelo squeezed his hand and then leaned over and kissed him. The theater lights came on and Milo realized the movie was over. He was jolted back to the present.

“You hungry?”

Milo shrugged. “Sure.”

“Good, because I’m starving. So what did you think?”

“About what?”

“The movie.”

Milo shrugged again, “It was alright.”

Angelo rolled his eyes and threw an arm around Milo’s shoulders. He continued to praise the film until they arrived at a familiar restaurant. It had been a year since he had been to Twisted Burger. He was never a fan of burgers but it was Tyler’s favorite restaurant. The wooden tables looked the same, the green walls, the chalkboard-style menu that hung above the register. Angelo ordered a bison burger, Milo ordered tuna since it was the only one without beef. Tyler’s favorite was beef and blue cheese. The boys sat down.

“You doing anything for the summer?” Angelo asked.

“My family normally goes to the cabin but I’m not sure this year,”

“That’s awesome. Wish my family had a cabin. Is it like out in the woods somewhere?”

“Sort of. It’s a few hours away. What are you doing this summer?”

“Chilling. We might take a trip somewhere but I’m not sure.”

Milo took a sip of his drink. “Where to?”

“Paris. Got a couple of cousins out there.” Angelo said it so nonchalantly that Milo wasn’t sure he heard him correctly.

“My grandpa travels out here sometimes. He’s been all over Europe.”

“Oh yeah, how is he? Is he still at your house?”

Milo looked down and tried to hide his smile. “Yeah. He’ll be staying through the summer.” That warm feeling returned. He was delighted when he learned how long his grandfather would be staying. He liked that there was another presence in the house and it wouldn’t feel so empty. Especially someone so sexy and wise.

A waiter brought their food and Angelo launched into his list of exams and recitals he’d have to complete in the next few weeks. The year was quickly drawing to a close and Milo felt like he still wasn’t fully prepared. Angelo stretched his legs forward, their knees touching. Milo was thrown into another memory. Tyler sat across from him the few times they ate here. He would stretch his legs forward and lean them against Milo’s. It was as close as they would get in public.

The boys finished their food and headed back to Milo’s. Night had fallen so Milo watched the dark shadows on either side of the road as Angelo held his hand again. Soft alternative rock played on the radio. Milo felt comfortable and at peace.

Angelo pulled into the driveway and turned the car off. “Did you have fun?”

“Yeah, I did.”

Angelo leaned forward and kissed him. He leaned over the console and stroked Milo's neck, traveled down his chest, and squeezed his cock through his jeans. Milo groaned and deepened the kiss, grabbing the back of Angelo’s head. But Angelo pulled back.

“Next time.” He gave Milo one last squeeze before he got out the car.

“What are you doing?”

“Walking you to your door. Like they do in the movies. Come on.”

Milo got out the car and the boys walked to the front door hand in hand.

“I’ll see you tomorrow, babe.” Angelo kissed him again, this time slow and deep.

Suddenly, the front door opened. The boys broke apart to see an equally shocked Tyler. He was shirtless but wore boots and jeans that hugged tightly around his waist. His chest hair had been clipped short  but the dark trail down his stomach was still visible against his pale skin. He was just as muscular as Milo remembered, with the same wide shoulders as their grandfather.

“Hello,” Angelo said. He was still holding Milo’s hand.

“Who’s this?” Tyler asked.

Milo swallowed. “This is my…” he paused, barely able to say the word. “My boyfriend.”

“Hi, I’m Angelo.” He extended a hand.

Tyler stared at him before shaking his hand. “Hi, nice to meet you.” He gave Milo one last look before he walked off to the driveway. Milo hadn’t noticed the extra car parked there.

“Who’s that?” Angelo asked.

“He’s my brother.”

“Really? He’s hot as hell.” Milo gave him a look. Angelo laughed. “You’re cuter though.” He gave Milo a quick kiss before letting go. “I’ll see you tomorrow babe.”   

Milo watched him walk off until he started up the car. Tyler was still looking for something and didn’t emerge until Angelo had finally driven off. He slammed the car door and stalked back towards the front door.

“Are you okay?” Milo asked.

“I’m fine.” He quickly passed by, leaving the front door wide open. Milo watched him passed through the living room and turn the corner into the hallway.

Milo took a deep breath and finally entered the house. He stopped in the living room and looked around, noticing his dad and grandpa at the dinner table. The men were laughing and enjoying themselves. He thought about joining them, but thought it best to just head to his room. He should probably wait until Tyler left.

He slowly undressed and opened his laptop and books to resume studying. There was a small knock at his door before Tyler walked into the room. He leaned against the wall, clenching and unclenching his fist. 

“How long have you two been together?” Tyler asked.

“Not long. Why?”

Tyler looked away, so Milo continued. “And what about you and Natalie? You told everyone about the engagement except me.”

“I needed time.” Tyler’s voice was low, almost a whisper.

“Time for what?”

Tyler was silent, still flinching his fists and staring at the floor.

“And why do you care about me and Angelo, anyway?”

“I was just asking.”

Milo sighed. “Whatever.” He closed the Word document and opened his math book. Algebra would be much easier to focus on than his English paper.

Tyler grumbled under his breath and stalked out the room. Milo flipped through the pages, almost tearing them out of the book. His vision got blurry and his face grew hot. He was used to being irritated and angry with Ryan. But Tyler was the one who could easily make him cry.

His door closed again and Tyler reappeared. This time, he locked it and took a seat on the bed. He stared at the floor and wiped his palms on his jeans. Finally, he looked at Milo with an intense yet worried expression. Milo could barely breathe. The men stared at each other, neither knowing what the other would do.

Suddenly, Tyler grabbed the laptop and slid it under the bed. He tossed the algebra book on the floor and scooted closer to Milo. Their faces are inches away from each other. Deep blue eyes stared into warm brown eyes. And finally, their lips connected in a passionate kiss.

Tyler grabbed him around the waist and climbed on top. Milo grabbed the back of his head and spread his legs. Their tongues swirled in their mouths, searching and probing for that long-lost connection. Tyler took off his shoes and pants without breaking the kiss. Milo quickly took off his underwear and the boys clung to each other with no more barriers. It had been too long since their naked skin caressed each other. Tyler rocked back and forth, his long and thick cock knocking against Milo’s hole. It made the smaller man moan and spread his legs wider. 

“I want this so bad,” Tyler whispered in his ear.

“Do it. Please. I want you.” Milo reached over and grabbed the lube out of his bedside drawer.

Tyler quickly slicked his fingers and slid one slowly into him. Milo leaned his head back, his mouth hanging open. Tyler slid two, then three fingers, quickly opening Milo further. All Milo could do was grip Tyler’s arms and hang on for the ride. And then Tyler grazed over that his sensitive spot, causing him to cry out. Tyler clamped a hand over his mouth, but didn’t stop in his motion. He soon added a fourth one, causing Milo to beg for more. Tyler quickly slicked himself and then lowered back down over Milo. The boys kissed, and finally, one brother slid into the other, not stopping until his thick and long cock was fully inside.

Their lovemaking was slow and passionate. It was if no time had passed, each remembering the other’s body. The right angle to hit against that sensitive spot deep inside Milo. The right way to move his hips that would make Tyler moan and thrust deeper. Milo wrapped his legs around Tyler’s waist, digging his heels in the small of his back. Tyler tightened his embrace, holding his brother closer as if he feared of letting go. Milo bit his ear and sucked on his earlobe. This caused Tyler to speed up his thrusts. He pounded into the smaller man, grunting in his ear.

“Fuck, baby,  you feel so good. I miss this. I miss this so bad, baby.”   

Milo could no longer keep quiet, Tyler pounding against his prostate over and over. He muffled his cries against Tyler’s neck. This seemed to spur Tyler on, holding Milo tighter and pounding even harder inside him. He thrusted a few more times until he finally stopped, pumping his release deep inside. He shivered as he let out a long groan. Milo came hard, squirting his release in between them. His head fell on the pillow as he tried to catch his breath. Both men lay boneless on top of each other, breathing softly in each other’s ear. Their hearts beat against their chests as the sweat cooled from their bodies. After a few minutes, Tyler moved again, slowly inside Milo.

“Tyler, wait.” Milo put a hand on his chest.

“Come one, one more time.”

“They might hear us.”

Tyler whined but eventually pulled out and rolled over to the side.

“Why are you getting married?” Milo asked. His legs felt weak and his hole felt like it had a good workout.

“It’s the right thing to do.”

“What does that mean?”

Tyler stoked Milo’s cheek. “Does your boyfriend know about us?”

“Of course not. Does your fiancé?”

Tyler shook his head. “I don’t want to stop doing this.”

“Me neither.”

Tyler sat up on his side. He continued stroking Milo, letting his hand travel down his chest and stomach. “She works late on Thursdays. I get off early from my job that day. What time you get out of class?”

“I’m done at noon. It’s my short day.”

“What if we meet up around two?”

Milo quickly nodded. Tyler smiled for the first time that day. He leaned down and the boys shared another passionate kiss.

“We’ll have a few hours to ourselves then. Maybe Ryan could join in when he’s in town. It’ll be just like old times.”

The boys made out for a few more minutes before finally cleaning themselves up. Milo could barely contain his smile as he already was looking forward to the Thursday.   

Noon finally came and Milo quickly packed up his backpack. May was around the corner, which meant just two more weeks left and he’d officially be done with the freshman year. But it was the day he would meet up with Tyler. It would be their first Thursday, of which Milo had been looking forward to all week.

As soon as he walked out the humanities hall, Angelo was right outside wanting for him.

“Hey babe.” He wore his usual beanie but also sweats and a tight fitting T-shirt. “I was thinking we could get lunch together.”

Milo hesitated. “I actually have somewhere to be.”

“I thought this was your last class?”

“I meant, I’m visiting my brother.”

Angelo turned to him. “The one I saw the other day?”

“Well, yeah,” Milo’s heart was beating fast, yet he tried hard to keep his face neutral. He simply nodded and avoided eye contact.

“Oh, okay. Will you be awhile? Or you think we can meet up afterwards?”

“Maybe I’ll have to see. I’ll text you when I’m done.”

“Okay. I look forward to it.” He kissed Milo on the cheek and then walked off.

Milo breathed a sigh of relief and quickly drove home. He took a shower and put on a T-shirt and jeans, but without underwear. He sprayed on his best cologne and waited for Tyler’s text. The house was quiet and he could hear his grandfather tying. Milo made his way upstairs. The door to the room was open and Milo peaked inside. His grandfather was at the computer, completely nude with just the glasses on again. He leaned back and that’s when Milo got a surprise. His grandfather’s long cock was fully erect, pointing straight up. It had a slight curve at the top and to the left, just like Tyler’s. It was also as thick as Tyler’s and darker than the rest of his body. The only difference was that his grandfather was uncircumcised.

Milo’s jeans felt tighter as his erection grew. He squeezed his dick but didn’t want to jerk off before his meeting with Tyler. But then his grandfather clicked on the computer and soft moans filled the room. He took his glasses off and stroked himself. Milo backed further away from the door, peaking only enough to see his grandfather. He spread his legs; the erection coming into full view. He moved his hand, pulling the foreskin up and down, the head of his cock showing and disappearing over and over. The action alone had Milo fully erect. 

His grandfather leaned his head back, lost in the motion. His cock glistened with pre-cum and wet sounds joined in with the moans on screen. He rubbed his nipple with his free hand. “Yeah, son. Take it. Take daddy’s dick.” He stroked faster, his groans joining in with the other voices. Soon, he grunted loudly and halted his movements, thick white spurts spraying up his chest and stomach. His body jerked a few times as he continued to pump his cock. Finally, he leaned forward to catch his breath.

Milo kept a squeeze on his dick, trying desperately not to cum from the image in front of him. But then his grandfather ran a hand up his chest and licked off the cum. He continued until his chest and abs were clean. He squeezed the head of his cock for the last drops and swallowed it down. The men continued to moan in the background but his grandfather leaned forward and resumed his typing.

Milo slowly undid the zipper and pulled his cock out. Pre-cum immediately burst out of the head. He slowly jerked himself off. His grandfather’s cock was still thick and long, but lying across his thighs. Milo could feel the pressure building as he took in every muscle in his grandfather’s arms and thighs, the sculpted abs, the slight freckles on his shoulders, the white hair that seemed freshly cut. Just then, his phone buzzed in his back pocket.

Tyler: I just got home. Come on over.

Milo kept a hand on his cock, debating whether to blow his load now or wait. He took one last look at his grandfather and then headed back downstairs. An orgasm would feel much better if Tyler was inside him. Milo quickly walked to his car and drove to his brother’s place. He drove just above the speed limit, his erection barely going down. Images of his grandfather replayed in his mind. Milo soon parked his car and climbed to the apartment on the second floor, the jeans rubbing against him threateningly. He knocked on the door, again squeezing his cock to stave off the erection.

The door soon opened with Tyler wearing nothing but a towel wrapped around him. His skin was still damp, water droplets on his shoulders. He quickly locked the door behind Milo, and then took his hand and led him into the bedroom. It was like his father’s, decorated with dark wooden furniture but there was a vanity in the corner with a pink robe on the chair. A pair of high heels were in the corner. Milo briefly wondered when Natalie moved in with Tyler. The whole apartment had much more furniture than Milo remembered when the family helped Tyler move in a year ago.

He didn’t have long to contemplate this. Tyler quickly tossed the towel aside. Milo’s mouth watered at the sight of his brother. Tyler was just as muscular as their grandfather. His dark pink cock sprang to attention. He pushed Milo down in the bed and quickly tore his clothes off. Tyler kissed him rough and deep and then licked down his body. He quickly licked Milo’s cock and then took him in his mouth. He bobbed up and down, swallowing and taking it down his throat.

Milo grabbed his hair. “Wait. I’m about to cum.”

Tyler lifted off, his mouth wet. He kissed Milo quickly before grabbing the bottle of lube. It was a repeat of last week as he slicked his fingers and slowly opened Milo up. The younger man squirmed and panted, grabbing the soft pillow and sheets underneath him. Soon Tyler climbed on top and entered him slowly, the thick cock sinking deeper and deeper. Finally, Tyler held him close and began thrusting into him fast and deep.

Milo grabbed the back of Tyler’s head, his cries growing louder. He quickly came in between them and his body trembled. He dug in nails in Tyler’s back, who in return pounded even deeper and harder. The headboard knocked against the wall as the bed creaked underneath.

“You miss this, baby? Tell me how much you miss this.”

All Milo could do was moan and hang on.

“Fuck, you feel so good. You like that, baby bro?”

Tyler continued to thrust and Milo continued to moan and scratch his back. Suddenly, Tyler lifted on his knees and held Milo by the waist. This was Milo’s favorite part. To be manhandled by his oldest brother as he took his pleasure. The only thing missing was Ryan fucking his face.

Tyler threw his head back, the sweat dripping down his body. He came hard with a shout, pumping deep and long inside the smaller man. He laid back down, his body still trembling, his cock still pumping inside. The boys laid boneless on top of one another until they finally caught their breath.

“Are you alright?” Tyler asked. “I know I’m rough.”

Milo smiled. “I’ve never complained before.”

“I know. Sometimes I can be too rough with her, though.”

Milo rolled his eyes. “Let’s not talk about your fiancé.”

“You’re right. I’m sorry, bro.” Tyler kissed him and then reach over to check the time on his phone. “We got a few more hours left.”

“I see you left work earlier than planned.”

“Are you complaining now?”

Milo reached up and stroked the dark stubble of Tyler’s face. “Of course not.”

The men laid together, holding each in the still silence. They breathed in each other’s ears, their hearts beating against one another.

“I wish Ryan was here.”

“ I know,” Tyler said. “Maybe one day I’ll invite him over. Natalie is going out of town in a few months on a girls’ trip.”

“That’s if Ryan’s in town then.” Milo continued to stroke Tyler’s back. He stared at the ceiling. Even though Tyler’s weight was on him and his cock still buried deep inside, it didn’t feel the same without his other brother. Normally he would be cuddled in between the two, the extra body heat lulling him to sleep.

“We’ll figure something out.” Tyler peppered more kisses his neck. “When are you done with school?”

“In two weeks.”

“And then what?”

Milo shrugged. “I’ll be out for the summer. I guess it’ll be me and grandpa in the house.”

“If he wasn’t there, this would be much easier.” Tyler sighed and rubbed a hand through Milo’s hair.

“He mostly stays in your room and writes. He and dad will go off together but that’s about it. Of course, he’s naked the whole time.”

“He’s a good-looking guy.”

“So are you.”

Tyler smiled broadly and kissed Milo again. He began to slowly rock back and forth, in and out of Milo. “It’s always better the second time around.”

Milo moaned into the kiss as they lazily rocked back and forth. Soon Tyler lifted and turned Milo on his back. He spread his legs wide and resumed his deep thrusts but this time without the fervor of the first time. This time it was more slow and languid, more passionate as he licked and nipped Milo’s neck. Milo arched his back, loving the angle better, Tyler hitting his sensitive spot on each thrust. Milo groaned into the pillow, reaching back and holding on to Tyler’s head. The older man tightened his embrace around his brother’s waist. The men continued their deep and passionate lovemaking until Tyler came a second time, pumping his release deeper at this angle. Only then did he finally pull out.

He collapsed on the other side of the bed. “You wanna take a shower together?”

“I’d rather stay here.” Milo moved over and snuggled up against him.

Tyler gave him a deep kiss. “Natalie will be off soon.” He got off the bed, dragging Milo with him. He followed his brother, sulking the whole time. After they showered, the men got dressed and headed towards the front door.

“Don’t tell dad or anybody you were here,” Tyler said.

“Of course.” Milo gave him one last kiss before finally heading back to his car. He had two texts from Angelo, suggesting they go to Twisted Burger again, then maybe the music hall for another risky round while he practiced the piano.

Milo ignored him.