Will kept a lower profile at the frat house pre-game, staying sober and taking his job chauffeuring the guys seriously. Unsurprisingly, he enjoyed this time more than an actual party, since it allowed him to actually get to know his new friends better. Once a party started, it felt like more a loud, messy roller coaster, rather than a hangout.
The party that night felt a lot like the one the night before, albeit in a slightly nicer and better smelling house since it wasn’t their own.
Around 11:45PM, after a few drinks and games with a couple guys he knew less, Will watched a stumbling Chase head up to the second floor with a different girl than the night before. He shook his head and couldn’t believe his luck that he’d gotten with Chase just after meeting him. It would’ve been even more torturous to watch him every night, if he’d never been able to experience it himself.
Sam walked over and found Will a few minutes later, slinging an arm around him, “Yo, hey, you having fun?”
“Yeah these girls are cool,” Will smiled, trying to move past their tense argument that morning.
“Yeah I like this group. Everyone in the frat treating you all good?”
Will could smell the drinks on Sam’s breath as he talked, “Yeah I like everyone, it’s been a good first week, are you having fun?”
“Yessir!” Sam winked at Will, “on that note…Chase is probably gonna stay here tonight so you’re off the hook on keeping an eye on him for a ride later!”
Will nodded, getting used to how Chase operated.
“Also…” Sam glanced around, making sure no one could hear him, “so…uhhh…I’m pretty sure I’m gonna get with this girl Becky so…I…uhh…I’ll probably stay here too. The room’s all yours tonight so you can…uhh…get to sleep a little earlier!”
He playfully punched Will’s arm, completely unaware of the clear disappointment plastered to Will’s face. Or maybe he was aware and just chose to ignore it. He also clearly wasn’t making a suggestion that Will do anything…or someone…else in their room.
“Okay, yeah…uh…cool no problem,” Will felt awkward and didn’t know how to respond. Sam walked back towards a group of girls. Funnily enough, he’d joined for a chance to explore stuff with Sam and had been scared of meeting others, but now that was completely inverting. Instead, Sam was creating distance between them, while Will had been able to learn more about himself through a new network of friends.
Just 30 minutes later, a little after midnight, Diego texted Will to meet him on the front porch.
“Hey what’s up?” Will said to a group of Ethan, Diego, and two girls he didn’t recognize.
“Mind driving us back now?” Ethan asked, nodding his eyes towards the girl next to him.
“Oh…uh…yeah sure,” Will grabbed his keys out of his pocket.
“Dex went home with some girl, so it’s just us, and then you’re good to come back if you want or whatever. You’re off the hook after you get us home,” Diego chuckled.
Will drove the four of them home, the whole time getting extremely annoyed at the girl who was clearly with Diego. She was loud, obnoxious, and generally seemed like someone that Will would prefer to be as far away from as possible. After they got back to the house, Ethan hung back in the passenger seat for a minute while the other three went inside.
“Hey, you good?” Ethan checked in.
“Yup, all good.” Will forced a tiny smile.
“Cool, thanks for staying sober for us,” he narrowed his eyes, “I’m sorry to ask this but can I use your room for a little while?”
“Huh?” Will thought for a second, realizing Ethan needed a room since he didn’t live in the house, “OH. Uh yeah sure go for it…”
“I promise I won’t be like Sam last night and keep you out until 3AM! Thanks buddy!” Ethan ruffled Will’s hair and disappeared inside to get laid.
Will hung out with Diego and the girl he’d brought home in the living room for an hour, sharing a few more drinks as she gobbled up 90% of the verbal oxygen in the room. Around 1:00AM, Diego stood up and stretched.
“Aight, I think I’m gonna go to bed. I’ll call you an Uber.” Diego said to the girl, catching both her and Will off guard.
“What?” She was clearly offended.
“Yeah sorry I’m just super tired, I’ll grab you a ride though.” A minute later, Diego was already in his room, having ditched her with Will.
Will made himself scarce and disappeared to the bathroom, hoping she’d disappear by the time he got out. He heard the front door SLAM shut and he finally emerged, thankful to have peace and quiet. He sat down on the couch again, the second straight night he had to kill time here waiting to go to sleep in his own bed.
“Hey,” Diego emerged from his room, now shirtless and in athletic shorts. Will fixated on his muscular chest and massive biceps. His body was eerily similar to Sam’s except for being a browner complexion from his hispanic background. Also, unlike Sam, who shaved his upper body and always had a ‘just shaved’ appearance of tiny hairs, Diego’s chest and six pack seemed naturally smooth. His skin looked like butter, velvety and taut over the dense muscle underneath, the definition of a hunky college man.
“Hey I thought you went to bed?” Will asked, feeling his groin stir at the sight of Diego’s flexing abs as he hunched over in the door frame.
“I had to get away from her, man…” he opened his eyes wide and laughed.
Will laughed back, “fuck, I thought it was just me! I was thinking ‘how is he into her’!”
“I thought it would get better but it was torture, I just couldn’t do it!”
“Ha, Diego…I was judging hard, honestly…it seemed too desperate for someone who looks like you…” Will boldly pointed at Diego’s shirtless torso.
Diego smirked, “Nah…I’d rather fuck a dude than have dealt with that girl…” His words sucked every ounce of noise out of the room, a screaming silence taking over. The sounds of their deep breathing increased in volume as it stretched on.
Will stared at him, his heart pounding. He gave Diego a head to toe once over, feeling his mouth go dry.
“Would you wanna come to my room?” Diego’s voice was low. The look was obvious. Will stood up and nodded, following without a word.
They made their way into Diego’s room, the first time Will had seen it. He shared it with a junior who was rarely there, the two of them with twin beds on opposite sides of the room. Will walked in and glanced around at the much neater and organized space than Sam’s room before he’d moved in. He heard the door quietly shut behind him, the sound of the lock clicking into place like a siren blaring into the near-empty house.
Will turned around to face Diego just as the older senior pounced on him, wrapping his hands around the younger guy and smashing his lips into Will’s, immediately pushing his tongue into his mouth.
Will stumbled backward onto Diego’s bed, barely registering what was happening as he struggled to match Diego’s intense swirling in his mouth, tasting fresh mint from his tooth paste.
“Fuck…” Will moaned into Diego’s mouth, “oh my god,” he groaned as their tongues wrestled. Diego rolled onto his back, pulling Will on top of him so that Diego was now kissing up at Will’s mouth.
“Fuck dude, your lips feel so different…” Diego whispered, continuing to go at it.
Will felt Diego’s hands slide down his back and grip his ass, something that up until now had been fully off limits during his exploration, but that he knew was going to eventually come into play. Diego squeezed Will’s butt, surprised at how taut it felt, unlike a girl’s, but finding himself surprised that he liked the feeling of knowing it was another man under his dominant grasps. Diego pulled Will by his ass down onto his groin, pushing upward, causing Will to feel Diego’s hard dick through their pants rubbing against his cheeks from behind.
“Woah, fuck…” Will pulled forward, away from it, and groaned.
Diego pulled back, “what’s wrong?”
“Nothing, nothing! I’ve just never felt anything…uhhh…back there…like that…”
Diego’s eyes lifted, “Oh shit, really? I guess that makes sense. This is all new for you, sorry…”
Will nodded, anxiously, “it’s okay, sorry, I didn’t mean to freak. It felt kinda…cool...”
Diego bit his lip, “dude…” he looked down at how small Will’s thin body was, “I bet your ass is so fucking tight…”
Will felt a nervous flutter through his body. He also assumed it was super tight…and the thought of anything pushing its way in terrified him.
“What if I fucked you?” Diego asked, looking desperate to experience something different after four years of nonstop sex with random girls feeling slightly repetitive.
“I…uhhh…I’m not sure about that yet. I don’t even really know how that works…” Will was scared of disappointing him and ruining the moment.
Diego smiled up at him, a bit forced, but genuine, “totally okay Will, I get it. Seriously. If you change your mind, let me know, but zero pressure from me. I promise.”
Will felt himself swooning and immediately felt safer at how Diego had responded to his nervousness. Diego rolled Will over again, now straddling him and making out with him from above.
“Uhhh…making out is new to me.” Will panted into his mouth.
“You didn’t make out with any of the other guys?” Diego raised his eyes, confused, “that’s crazy. That’s the best part of a hook up…”
Will felt a doubling in both his groin and heart, hearing this described as an actual ‘hook up’.
“Clothes off?” Diego quickly asked. Will nodded, grinning eagerly.
Diego swung his leg back over Will’s and stood up, pulling his shorts and underwear down, leaving himself completely naked, all clothes now removed.
A thick uncut dick, around seven and a half inches (20 cm) and longer than Sam’s, flung out with force, bouncing up and down as Diego crawled back onto the bed.
“Holy shit Diego…” Will stared at it.
“First uncut one, I’m guessing?” Diego smiled.
“Yeah…and the first…huge one…” Will felt his mouth watering.
“Ha…good to know I have Sam, Chase, and Dex beat, I’ll be sure to rub it in their faces…figuratively of course…” Diego reached down and pulled Will’s shirt over his head, revealing his pale, small body, tiny and ghostly next to Diego’s dense, tan muscle.
“Can I just…?” Diego hooked his fingers into Will’s waist band and waited. Will nodded and lifted his butt off the bed as Diego pulled them down, his own five smooth inches (13cm) now out to the humid air of Diego’s room. Will felt the familiar anxiety of being naked with these guys, especially with another, much bigger, dick next to his to compare to. Just like with the others, though, they didn’t seem to flinch or judge him at all.
Diego propped an extra pillow behind Will’s head and straddled Will’s crotch on his knees. He held the base of his dick, positioning it forward, and aiming his huge cock right at Will’s mouth. “Suck my dick?”
Will leaned forward and took the monster into his mouth, feeling the softer texture of the extra foreskin around Diego’s dick that made it easier for him to glide it in and out of his mouth.
Will explored swirling his tongue underneath the foreskin, sliding it up and burying his tongue in between the sheath of skin and the head of Diego’s dick. Diego groaned and flinched as Will cherished new textures and flavors.
Diego twirled Will’s hair, not pushing or rushing the experience, instead fascinated with how Will seemed to love exploring his uncut dick.
“That feels so so good, Will,” he gave positive affirmation to the younger guy, “I love what you’re doing with your tongue…”
Will smiled up at him, again this other horny side taking over just like the night before, “it tastes so much fresher than the others…” Will wasn’t ashamed to note his observation out loud.
Diego smiled, “I took a quick shower while you were out there…in all fairness to the other guys…but thanks man.” Diego reached around behind him and felt Will’s dick, slowly figuring out how to stroke it at this angle and somewhat tentative feeling another penis for the first time, “hmm…”
Will glanced up at him, “you okay?”
“Yeah, it’s just weird. Obviously never touched another one and it being cut feels different.” Diego tried to grip whatever little foreskin there was to get a rhythm going. “It feels so different than mine.” Diego didn’t look grossed out, but more so intrigued.
“Yeah, well it’s a lot smaller…” Will bashfully admitted.
“I’m pretty sure I wouldn’t wanna grab a big hog of a dick, dude. If I’m gonna jerk a guy off, then this is perfect.” They both bursted out laughing.
They continued like that for a minute, Will slowly enjoying Diego’s taste and his massive member sliding in and out of his mouth, taking his time to appreciate it and wishing the night would never end. Diego kept trying different grips and motions, experimenting in how he could best pleasure Will.
“I’m…I’m getting close…” Will whimpered.
“Oh shit, really?” Diego who still thought he was failing miserably at this first handjob he was attempting to give, was shocked.
Diego released Will from his hand, “grab my ass with your hands…”
Will excitedly reached his hands around and gripped the two rock hard, muscular, and lightly furry cheeks, feeling them squeeze and contract at his touch, his first time touching another man’s butt.
“Tell me if this is too much…” Diego grinned.
Will looked up at Diego, who started pushing his full body weight forward, leaning on the wall above the bed and pushing his cock at least four or five inches into WIll’s mouth, threatening to hit the back of his throat. While Will squeezed his ass to guide him, Diego picked up his speed, using the wall as leverage to hump forcefully into Will’s mouth, being careful not to go too deep so that he could build a rhythm of treating Will’s mouth like a tight hole to fuck.
Will managed to breathe through his nose, feeling Diego’s powerful glutes squeezing open and closed as Diego steadily fucked his mouth, humping into him over and over and over.
“Fuck fuck, dude, fuck…” Diego’s breathing was starting to speed up, becoming more forced, “ugh fuck man, yeah your mouth is so fucking good…” Diego started to push harder and accidentally pushed all seven and a half inches (20 cm) down into Will’s throat causing him to gag and tap Diego’s right cheek to pull off.
“My bad!” Diego smiled down at him and quickly pulled his dick out of Will’s mouth.
Will went into a coughing fit, gagging up spit, and his eyes watering.
“Fuck that was amazing,” Will grinned through tears up at him, catching his breath.
Diego smiled down at him, “good boy…” He surprised even himself at being willing to say it and Will’s face went wild in response.
Diego slowly rubbed Will’s cheeks with his spit-soaked cock before starting to rub all the spit into his own dick, masturbating above Will, “I’m so close dude…” Diego sat back onto Will’s dick, letting the head of the younger guy rub right up against his hairy hole.
Will’s let out an audible, loud gasp, and moaned, feeling Diego’s hole rub against his dick, “oh my GOD…”
“Oh, do you like that?” Diego smiled, continuing to jerk himself?
“Yeah…” Will whimpered, almost crying in pleasure. Taking Diego’s dirty talk as consent, Will grind his hips upward in between the muscular cheeks above him.
“Just don’t you fucking slip it in…” Diego grinned. He was surprised he felt okay in this position and was incredibly turned on seeing Will’s face in absolute ecstasy. It was validation that maybe leg day was actually worth it.
Will grinded upwards, creating friction between the head of his penis and Diego’s hole. He felt a primal desperation to push it in but was respectful of the senior’s line. Will moaned and whined, feeling a man’s asshole against his dick for the first time.
Diego’s hand sped up and Will felt his cheeks clenching on Will’s dick.
“Fuck…I’m gonna cum Will…I’m gonna cum…” Diego groaned a loud sound that everyone in the house should’ve heard and gyrated his hips on Will’s dick.
Will opened his mouth wide and watched as ropes of thick hot cum shot out onto his face, landing on his outstretched tongue, hitting his cheeks, and splattering across his forehead and eyebrows.
The feeling of Diego’s muscular ass contracting on him was more than enough to send him over the top. Will humped upward, heating up his dick against Diego’s hole and felt himself orgasm, pouring pools of his seed onto and maybe even slightly into the hunk’s hole above him. They both panted, drenched in sweat, as they came down from their climaxes.
Will laughed like a kid, giddy with excitement off the experience, “I’m really sorry…I made a mess. I hope I didn’t get any…uhhh…inside…”
Diego lifted his leg over and laid down on his bed next to Will, catching his breath. He felt underneath his balls, “oh god WHAT did you do!!!!” Diego teased with fake outrage.
Will giggled out loud and felt at ease.
“Okay but actually…this is fucking gross! Your dick was fine but…cum? Disgusting!” Diego laughed, grabbing a tee shirt off the nightstand and essentially wiping his ass of Will’s sticky substance, “I guess I kinda asked for it…but I’d definitely skip out on that part if I could get a do over!” He laughed.
Will laughed, making a mental note of his limits. “Diego…that felt so good…even without pushing it inside…” Will blushed.
“Yeah well you better not tell anyone I took it in the butt because let the record show that I did not! On the butt maybe! But not IN the butt!” Diego laughed. He stood up and pulled black briefs on, tossing some of his gym shorts over to Will on the bed, who quickly pulled them up to cover himself even though they were three sizes too big for his slim waist.
“You can stay in my roommate’s bed if you don’t want to wait for your room to open?” Diego offered, clearly moving past the experience they’d just had without being grossed out, but also nonchalant and unaffected emotionally by it.
Will took his place in the empty twin across the room, smelling that the sheets probably hadn’t been washed in a while. He shrugged it off as best he could and watched Diego slowly drift into a slumber on his side of the room before rolling over and falling asleep himself.
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