Boy Meets Boys

Emory and Sam have their first date. Will it be a success or a disaster waiting to happen?

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  • 3217 Words
  • 13 Min Read

Boy meets first date 

The moonlight crept into the otherwise dark room. Emory and Jacobi both slept soundly in their respective beds. The phone chirped, and Emory stirred slightly in his sleep. He rolled over onto his back, woke up, and picked up the phone. It was 2 am, and he had a video message from Sam. He quickly sat up in bed and played the video.

His eyes nearly popped out of their socket. There was Sam, naked and bent over. The man was bent completely over, smooth, round ass cheeks on display. His legs spread, and his balls dangled as they rested against the mattress. His pink taint and scrotum were fully visible.

He looked back over his shoulder and winked at the camera. He reached back and slapped both his cheeks. He spread them, revealing his tight pink perfect little hole. A smooth little rap beat played in the background. Sam started to twerk. The recoil on that ass was impressive. His cheeks opened and closed, revealing and hiding his pink pussy repeatedly. His balls bounced with it. The video was fifteen seconds, but it felt like it went on forever.

“Jesus Christ,” Emory mumbled to himself.

He slid his hands inside his shorts. Just as he was about to stroke his fat cock to the video, another text came through from Sam. It read: Don’t you stroke your cock without me.

Emory hopped out of bed. He quickly slipped a pair of sweats on and his slippers. He opened the door, and there was Sam. The tall, gorgeous hunk stood there leaning against the frame with a sexy smirk on his face. Emory pulled the man into the room.

They instantly began to kiss. Sam’s hands found Emory’s fat ass. He cuffed that booty and pulled Emory closer. They briefly pulled away from one another. Sam stripped out his clothing, and Emory followed. Sam dived under the covers. Emory got under the covers, climbed between Sam’s legs, and eased his cock inside that sweet ass.  Sam gasped from the amazing invasion. Emory slapped his hand over Sam’s mouth. His tongue rolled along the man’s collarbone as he began to fuck him.

*** 

Emory opened his eyes and was met with the sight of Jacobi’s thick, flaccid cock directly in his face. He jumped and sat up in bed.

“Jacobi, what the fuck?” Emory shouted.

Sam quickly opened his eyes. He saw the very naked Jacobi. He rubbed his eyes to make sure he wasn’t mistaken. Jacobi’s thick sausage was on full display.

“Dude? Clothes,” Sam pointed out.

“Naw, I’m good,” Jacobi responded as he pulled on his fat prick. “So, is this going to be an ongoing thing, you know, me waking up in the middle of the night seeing you two fuck?”

“Maybe,” Emory answered. “Not like you can complain, seeing as I walked in on you fucking some girl on the first day. Besides, I’m sure you’re just going to end up fucking Eli in here for me to see.”

Jacobi cracked a mischievous smile. He turned around and walked away. His big booty cheeks bounced as he walked across the room. He stopped in front of the dresser and scratched his right ass cheek, slightly pulling his cheek apart, allowing Sam and Emory to see his tight virgin pucker. He pulled out a pair of underwear and slipped them on, followed by his jeans.

“Sam,” Jacobi called out.

“Yeah?”

“Try to keep your moans to yourself next time.” He slipped on a shirt and dashed out of the room.

Sam and Emory both began to laugh. They stopped laughing, and Sam began to kiss Emory’s ear. He rolled on top of Emory. The man spread his legs and allowed Sam to push his throbbing erection against his tight pucker.

***

Sam and Emory walked out of the building holding hands. The cold air caressed their soft skin, and the air blew through their hair. As they moved across the campus, people gave them looks and smiles. Eli jumped out in front of them.

“Bitch you told Jacobi you knew about us?”

“Fuck,” Emory exclaimed as he slapped his hand against his forehead. “I did! I’m sorry. It just slipped out in the heat of the moment. I wasn’t thinking logically.”

Eli rolled their eyes. “You’re lucky I love you. Don’t let it happen again.”

“How badly are things between you and Jacobi?” Sam asked with genuine care and concern in his voice.

“It’s not too bad. I can handle things with Jacobi,” Eli smiled as they spoke.

Emory spotted Kade across the yard. Emory had missed his friend and wanted to try to fix things.

“Kade,” he called out as he waved his hand in the air.

Kade looked in his direction. He froze for a second and then turned and began to walk in the other direction. Emory exhaled and dropped his head in defeat.

“Hey,” Eli placed their hand on Emory’s shoulder. “He’ll come around eventually. He just needs time. He got his heart broken.”

“I know. I just really miss my friend.”

“Babe, I’m gonna get to class and let you guys talk, but before I go, I would like to ask you out on a date. Are you free tomorrow night?”

Emory smiled. “For you? I’m free.”

“Good,” Sam replied. He leaned and kissed Emory.

***

The café wasn’t fancy, but it had soft yellow lights and windows fogged from their warmth. It was the place where real conversations happened. Sam and Emory sat across from one another, their drinks steaming between them. The entire ride, they had been pretending they weren’t nervous. The pressure of a first date once weighed heavily. Now that they sat at the small wooden table, the weight of the date settled around them.

Sam cleared his throat. “Okay, so this is our first date. Officially.” His voice was gentle.

Emory noticed the way Sam’s thumb tapped the side of his cup. It was a little fidget Sam always did when he was unsure of himself.

 Emory smiled softly. “Took you long enough. We did it all pretty backwards, but I enjoyed being lost in New York with you.”

Sam looked up, surprised. “Took me long enough?’

Emory nodded and leaned back. “Samuel Horton, you walk me to class every day. You make me watch rom coms, you send random videos, and we have a lot of sex. Before that, we sought each other out just so we were aware the other one was there. We opened up emotionally to each other.  Also, you make me laugh.” Emory paused, his eyes glowed. “You and I have been dating since that day you invited me to play volleyball.”

Sam’s face flushed a deeper pink than the cold outside. “Okay, fair. We were dating when we should have just been friends. The moment I finally kissed you, though, I knew. I knew I couldn’t wait to have a moment like tonight. A night with…” He hesitated, searching for the perfect word. “Intention.”

The word landed. Emory’s whole expression softened, and he folded his arms on the table. “Then tell me something with intention. Something I don’t know.”

Sam looked out the window for a moment, as if he were choosing his words from the snowy air.

“Okay,” he finally said. “You make me nervous, and I love the way it makes me feel. You see the deepest parts of me. I didn’t think I’d come to college and feel something like that at such a young age. I don’t know how to stay away from you.”

Emory blinked. He hadn’t expected that. Sam never looked nervous. The pretty-faced athlete was human after all.

“That was…beautiful,” Emory said softly.

Sam shrugged, “Kinda lame for a first date confession.”

“No,” Emory answered. “It’s honest.”

Sam lifted his eyes. “Your turn.”

Emory took a breath. “I’m afraid of tomorrow.”

Sam nodded. “What does that mean?”

“Well…I’ve always felt invisible to the world. Everyone overlooked me or didn’t want me. For some reason, you do the opposite. I’m scared you’ll see me for who I am tomorrow.”

Sam didn’t speak at first. Instead, he reached across the table and placed his hand over Emory’s. It wasn’t dramatic or rushed. It was firm and warm.

“I already see you for who you are, and I like everything I see,” Sam said gently.

Something shifted. A click. A settling. The kind of moment no TikTok reel could ever capture.

Emory swallowed hard. “I know,” he whispered.

“I was scared for tonight,” Sam confessed.

“Of what?”

“That we’d have deep conversations and you’d realize I’m not as put together as you think.”

Emory smirked and said softly, “Sam…that’s what I like most about you.”

They fell into an easier conversation after that. They talked about childhood stories, first crushes, professors they hated, and the ways college had surprised them. Beneath it all, their bond had strengthened.

“The 1” by Taylor Swift began to play in the café. Both men smiled as Sam was a big Taylor Swift fan. Emory stood up and held his hand out. Sam looked at it and then up at him. He smiled and took hold of Emory’s hand. He pulled Sam to his feet. They held each other close and began to slow dance to the song.

The night had settled thick and soft around them as they left the café. The glow of the theater marquee lit the sidewalk with shifting colors of red, blue, and gold. The colors flickered across Sam’s cheek as he held the door open for Emory.

Inside the lobby smelled like popcorn. The place was empty, minus a worker or two.

“Okay,” Sam said as he nudged Emory. “This part is crucial. Do you talk during films? Do you ask questions? Do you eat all the popcorn before the trailers?”

Emory rolled his eyes. “I’m an excellent movie date, thank you very much. Also, I eat nachos at the movies.”

“What?” Sam was dramatic and playful.

“Don’t start!”

“Nachos? That’s weird. You weirdo!”

“What? How is that weird?”

A smirk pulled at the corner of Sam’s mouth. “Because I said so.”

They got tickets to a movie playing in one of the old theaters with worn velvet chairs that reclined slightly. Lights stringed along the aisles. It felt nostalgic and intimate. They took a seat near the back with their large bucket of popcorn.

Emory glanced over at him. “Are you nervous right now?”

“Always. I’m with my dude.”

Emory’s chest tightened in the best way. The lights turned down, and the movie began.

Sam whispered, “Are you cold?”

“A little.”

Sam lifted the armrest between them.

“Come here,” he murmured.

Emory leaned into him. He rested his head on Sam’s shoulder.

“You know what’s funny?” Emory asked quietly.

“What?” Sam whispered back.

“I used to think movie dates were overrated.”

“You still think that?’

He felt Emory smile. “Not tonight.”

“Good, because I have plans to make it even more memorable.”

“Oh,” Emory said as he turned toward Sam.

Sam went in for a kiss. Their lips touched, and their tongues met in a fiery exchange. Sam placed his hand on Emory’s thigh and began to move it up toward his groin. Emory’s breath grew rapid. He pulled away from the kiss.

“I can’t keep my hands to myself when I’m around you,” Sam confessed.

“Me neither,” Emory told him as he quickly glanced around the empty theater. “I’m scared we might get caught.”

“Maybe, but I’d take the risk for you.”

“You ever did something like this before in the theater?”

“No. It’ll be just like on the airplane. A first experience we get to do together.”

Emory smiled nervously, “Okay.”

Sam leaned over in his chair and pulled Emory’s swollen, dark cock out of his pants. He stroked it over and over, making sure it was hard and firm. Emory looked around the dark theater. They were the only two people there. He sighed and leaned back in the chair. Sam opened his mouth and wrapped his pretty lips around the head of Emory’s fat cock.

“Oh shit,” he moaned. “That feels so good.”

Sam swallowed more of Emory’s cock. He began to move his head up and down the shaft of the rigid, warm beast. Emory ran his fingers through Sam’s hair and forced his head further down the shaft. Emory moaned a little louder. Sam fished the man’s balls out as he sucked him off. That cock grew harder and fatter in his mouth.

His tongue moved around the skin. His hand stroked it from the base. Emory squealed under the intense pleasure of Sam’s mouth and tongue. His dick leaked with precum. Emory threw his head back and began to thrust his hips up. His cock fucked the back of Sam’s throat. It moved like a freight train and rammed the back of his throat.

“Sam, I want to suck your dick, babe,” Emory panted.

Sam pulled off his cock. He smiled at him, and then he kissed him. Emory could taste his precum all over Sam’s lips and tongue. He stood up and undid his jeans. He pulled them down with his underwear, and his twelve-inch cock sprang forward. The thick piece of meat already had clear fluids gathered at the slit.

Emory quickly engulfed it. Sam let out a moan. Emory’s warm hands gently massaged his hanging balls as those fat, moist lips made love to the shaft. Sam let out deep moans and pants. His hips moved back and forth. Emory opened his mouth wider and swallowed more of that invasive fat cock.

“Shit, babe. Your mouth feels so good,” Sam praised him.

Sam closed his eyes and grabbed the back of Emroy’s head. Emory rolled his tongue around the shaft. He nibbled on the head and swallowed every delicious drop of precum. His moans were deep and sexy. He snatched his shirt off and ran his fingers across his pointy nipples. Emory had the man feeling incredible. That giant cock battered his throat. Saliva dripped from Emory’s mouth.

Sam pulled his throbbing, hard cock from Emory’s mouth. It dripped with saliva. He pulled Emory down halfway in the reclining chair and lifted the man’s legs. Sam snatched Emory’s pants and underwear off and folded him in half.

“What if someone comes in?” Emory nervously asked him as he stared at him with those soft, pretty eyes.

“Makes it all the hotter. Someone sees me with my boyfriend being intimate. I like it. I won’t do it if you don’t want me to.”

Emory swallowed so hard that Sam could hear it. His eyes scanned the screen behind them. The movie played as if nothing had changed. The room was still silent without others. Emory exhaled loudly and nodded in agreement. Sam bit his bottom lip.

He took his heavy cock and slapped it against Emory’s hole. That tiny hole winked at him. He pushed the head against it. It broke through the barrier and slipped inside Emory’s tight ring. They both moaned. Sam began to plow into Emory’s hole. He watched Emory’s balls and thick cock bounce around with every thrust. He pounded into his hole faster and deeper.

“Oooh fuck,” Emory cried.

Sam shoved his fingers into the man’s mouth. That fat cock continued to pound and smash into Emory’s prostate. Each thrust made his cock spit out precum. He fucked into harder, faster, and deeper. His dick spread the man and made his body tremble.

“You feel so good inside. Sweet ass,” Sam exclaimed with every thrust of his hips.

He pulled his cock from Emory’s dripping hole and took a seat. Emory climbed over into his lap and straddled him. That massive cock slid back inside that tight, wet hole. Sam instantly began to fuck up into the man. Emory’s anal walls attacked that cock. They clung to it and massaged it. Sam’s toes curled, and he moaned louder and deeper. His strokes got faster.

“Fuck me. Fuck me deeper.”

Emory’s cock throbbed. The blood pumped into it faster. The heat in Emory ass set that piece of meat on fire. Sam wrapped his arms around Emory’s body and held him close. Their lips met as Emory wrapped his arms around the back of Sam’s neck. The man rolled his body and rocked his hips. His booty cheeks clapped. He bounced up and down harder and faster. He allowed Sam’s cock to dig deep into his body and claim him.

“That’s it, baby. Ride my cock,” Sam told as he smacked those fat and juicy ass cheeks.

Emory’s cock ran along Sam’s tight abs. A trail of precum coated the man’s stomach. Sam stood up. His strength shocked them both. He moved to the left and pushed Emory’s back against the wall. The stud legs wrapped around Sam’s waist. He began to fuck him up against the wall. Sam’s ass flexed, and his booty cheeks tightened with every drive of his dick. Sweat poured from his body. Moans blended in with the sounds from the movie.

“Samuel, I want you to fuck me from behind.”

Sam nodded his head. He smiled from ear to ear. He quickly pulled his long dick out of the man. Emory bent over the chair, and Sam eased his cock back inside of him. He started to power fuck Emroy. He drove his cock in and out of him. Each stroke was deeper than the previous. Those booty cheeks clapped and bounced. Emory’s curls fell flat under the weight of his sweat. Sam pounded him harder and deeper. The man wrapped his arms around Emory’s neck and fucked his hole deeper and deeper.

“I’m gonna fucking cum,” Sam shouted.

He drove his cock deeper inside the man. His hanging balls smashed into Emory’s balls. Both of their cocks swelled. Sam drove his dick in and out of him. Those booty cheeks clapped like thunder and bounced like two basketballs. Sam drilled deeper inside that sweet, glorious hole. His cock had Emory’s leaking and gaping. He drove his dick balls deep.

“FUCK!” Sam shouted as his body tensed up.

Hot cum flooded Emory’s insides. Sam pulled out of Emory and flipped him over. He wrapped his lips around the head of Emory’s cock. He sucked and swirled his tongue around the fat mushroom head. His finger slipped inside Emroy’s anus.

“SHIT,” Emory cried. His cock erupted in Sam’s mouth.

***

They stepped out of the theater into the cold with a blissful afterglow on their faces.

“So,” Sam said softly, “first date was pretty perfect.”

Emory smiled. “Yeah. The best part was you.”

Sam brushed a curl from Emory’s forehead with his thumb, all tentative and sweet. “You were the best part for me as well.”

They held hands and began to walk down the sidewalk. Snow began to fall outside as if the world had just given them blessing after blessing to always and forever be Sam & Emory. As they walked hand in hand, a pair of eyes from the alley lurked in the darkness. Whoever it was watching, waiting, and whispering into the night!!! 

Are you ready for this?

 TO BE CONTINUED

© Grayson Rose 2025. All rights reserved.


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