The next evening, we headed out to this Italian spot down the block. It looked fancy but the prices weren't bad at all. I was kinda relieved since I was paying after losing that bet. We grabbed a booth in the corner, away from the crowd, and ordered something. We chatted about how my classes were kicking my ass and his latest gym routine.
Then, out of nowhere, Chris said. "So, about last night... you licking my cum off my fingers. That was wild, man."
I felt my face heat up, and I coughed into my napkin, pretending to check the menu again even though we'd already ordered. "You're gonna keep bringing that up forever, aren't you?"
He laughed. "I honestly still can't believe you did it. When I scooped my load off your shoulder and held up my fingers, I figured you'd pull away or make some grossed-out face. But nah, you leaned in and licked it clean like it was gourmet shit. Not a drop left." He noticed me ducking behind the menu and grinned wider. "Chill, I'm just messing with you. I'm glad you did it."
I peeked over the top of the menu. "I... I don't really know why I went for it. When I'm turned on, I get caught up in the moment. And, uh, I kinda like the taste of cum, so I couldn't help myself."
"It was pretty hot watching you slurp it up. But... I don't know, I was up thinking about it last night. Worried I was sending mixed signals or something."
"Oh, no, it's not..." I paused, picking my words careful, trying to sound sure of myself. "I think you're a blast to hang with, Chris. And exciting, no doubt about that. There's just a ton of stuff I'm not sure I'm ready for 'cause it's all so... new to me."
He reached across the table, his big hand brushing the tips of my fingers, kinda gentle. "That's cool, dude. You're only 20, I had no clue what I wanted or who I was at 20. You're a solid roommate, fun to crash with after a long day, and I appreciate you putting up with my whining. We click as adventurous roomies, but where we're at in life, anything more might... you know what I mean."
I nodded.
We ate in silence and I spotted this waiter weaving through the tables, his ass filling out his pants just right. I didn't mean to stare, but my eyes stuck for a second too long. Chris caught it.
"Damn, Jacob, didn't peg you for such an ass guy," he said. "I check out a nice thick butt sometimes too... maybe 'cause mine's kinda flat."
I grinned. "Nah, you got a cute little ass, Chris. I've noticed it a couple times."
"Yeah? You got a preference then? Do you like guys with big asses?"
I thought about it. "Not really. I mean, with guys, it's not like I have a type. It's how everything fits, the body, the vibe, personality. The whole package is bigger than just parts when you like someone."
Chris nodded. "Makes sense... but me, I like kind eyes on a guy, sensitive ones. And shorter than me, 'cause I love taking charge." he held his hands out like he was grabbing something. "And a tight ass with solid cheeks, the kind you wanna smack... or bite, or just pound away at."
I laughed. "We went from thick ass to tight cheeks?"
He shrugged. "Well, with a girl, you want some soft jiggle when you grab it. With a guy, it's about that tight energy, the strength, the... potential to take a pounding, or dish it out, you know?" He nodded toward the waiter clearing a table nearby. "Like that one. What do you think, will he be able to handle my cock?”
I glanced over. "With you, Chris? He'd probably be as nervous as I'd be."
"Oh yeah?" Chris turned back to me. "So when you've been eyeing my ass, was it the shape of my cheeks, or imagining 'em powering a jackhammer?"
"Definitely the shape... hard for me to picture the other," I said.
"That's 'cause you haven't seen me go at it... with more than my hand."
As we ate, I caught Chris staring at the waiter's ass when he passed close.
"What you thinking about?" I asked.
He snapped out of it, looking thoughtful. "Just spacing out. So, you ever think about what you want in a relationship? I know you're not rushing to settle, but like, later on?"
I gave him a fake annoyed look, eyes wide. "I dunno... right now it's college and work, then starting a job if the economy doesn't suck, and... I see my friends' parents splitting up all the time, the money fights and other stuff. If I found someone I knew could stick through the crap... that feels far off."
"Fair," he said, finishing his burger. "I'd like to find someone in a few years, guy or girl, an independent type for something long-term. But until then, I'm just living it up. I wanna fuck whoever can take my cock, guys, girls, trans folks, doesn't matter. But I lean towards guys more. I don't know how to explain but it feels raw. Just thinking about railing a dude gets me hard quickly."
We were wrapping up, and I was ready to bounce, but Chris got this worried look, shifting in his seat.
"Jacob, you want dessert or another drink?"
"Nah, I'm stuffed, Chris. Or you trying to run up my tab more?"
"No, no... maybe we hang a bit longer."
"Why... something wrong?" I asked.
He bit his lip, leaning in close to whisper. "Got a bit of a boner going, and these pants show it bad."
So we waited, and honestly, I had a semi too. He laughed when I told him.
The next few days, we grabbed dinner together most nights. We'd eat on the couch, watching whatever was on TV, talking about his job or my boring lectures. But we didn't hang out much beyond that. Chris had long shifts, coming home wiped out, crashing early. Me, I had papers due and group projects.
Then it was Saturday evening. I was lounging in the living room, sprawled on the couch in my sweats, scrolling through my phone. The door banged open, and Chris came in, laughing loud, with this cute guy right behind him. The dude was shorter than Chris, maybe 5'7", with messy brown hair, a tight shirt showing off a lean build, and jeans that hugged his ass perfect. He had these soft eyes and a shy smile, looking up at Chris like he was the star of the show.
"Yo, Jacob," Chris said, clapping the guy on the shoulder. "This is Richie, my new assistant at work. Richie, that's my roommate Jacob."
Richie waved, his cheeks pink. "Hey, man. Nice to meet you."
"Yeah, you too," I said, sitting up straighter, but inside my stomach twisted. Richie was exactly Chris's type, short, cute eyes, that tight ass he'd talked about at dinner. Chris was flirting hard already. I felt this sharp jealousy hit me, like a punch.
Chris grabbed a couple beers from the fridge, handing one to Richie. "We're heading out for a casual dinner thing," he said. "Nothing big, just grabbing bites and chilling."
I forced a smile, trying not to let the jealousy show. "Cool. I got plans with some college friends anyway, so I'll be back late."
Chris nodded. "Alright, man. Have fun." He ruffled Richie's hair playful, making the guy grin.
And with that, he left.
****
I stumbled into the apartment around 1 a.m., my head was a bit fuzzy from the beers with my buddies. We'd hit this bar near campus but the whole time, I couldn't stop thinking of what Chris and Richie must be doing.
The living room was dark, the kitchen empty. I figured Chris was still out or asleep, but as I dropped my keys on the counter, I heard a faint creak from his bedroom, once, then again, like the bed protesting under weight. Then moans, soft at first, building up, slipping under the door.
"Uh, oh god Ch-Chris, please man." It was Richie's voice, like he was struggling to breathe. "Uhuh, damn, slow down, not used to... oh fuck Chris! That's too... uhhh deep, please oh fuuuuck." A sneaky thrill running through me, making my skin tingle. I froze for a second, then crept closer, heart pounding in my ears as I pressed against the door, trying not to make a sound.
Up close, Richie's cries hit louder, but now I picked up Chris's breathing like he was pushing hard. The headboard thumped the wall, starting slow but getting faster, almost angry, every thrust making it bang. The bed squeaked nonstop like it might give out. I pictured Chris on top, his jock body slick with sweat, muscles flexing as he drove in, that thick cock I'd seen and touched now buried deep in Richie.
I couldn’t control myself, they were making enough noise to cover any noise my movements would make and I wanted to watch them so bad, so I slowly opened the door and peeked in.
It was just like I pictured.
"Ch-Chris, ohh shit oh go' I'm gonna... uhuhhhhhUUuHHH fuck!" Richie's lean body arched under Chris, eyes squeezed shut, sweat beading on his chest, one hand clutching the sheets, the other on Chris's broad back, nails digging in. Chris's mouth was working Richie's nipple, sucking hard. Richie's fingers tangled in Chris's short hair, pulling when a thrust hit that spot, sending shocks through him.
Lower down, Chris's heavy balls slapped against Richie's ass cheeks, wet from lube and sweat. Richie's hole clenched tight around Chris's girth, stretched wide, pink and puffy from the hammering. It gripped hard on the outstroke, like it didn't want to let go, then yielded on the way in, taking that monster deep despite the burn, craving more. I imagined the heat, the slick slide, Chris's veins pulsing against Richie's walls, filling him up completely.
"Oh fuck," Richie moaned Chris slammed in again. "It's too mu-much, gonna cuuuum." Chris pulled his mouth off, head thrown back, lost in the fuck. His hands gripped the sheets like claws, knuckles white, body tensing as his ass flexed one last time, balls drawing up to unload. Cum surged through his shaft, pumping deep into Richie's ass, flooding him, some leaking out around the base, dripping down Richie's crack to soak the sheets and Chris's sack. Chris collapsed on him.
The room went dead quiet after. I backed away slow, my dick throbbing in my jeans, hard as fuck from eavesdropping. In my room, I stripped down to my boxers, flopped on the bed, and started rubbing myself slowly, hand slipping under the waistband. My mind replayed it all as I thought about Richie's moans, Chris's grunts, the way their bodies must've slapped together. I stroked faster, imagining myself in there, maybe watching from the corner, or Chris turning to me mid-thrust, pulling out of Richie to push into me instead. Or me under Chris, his weight pinning me, that thick cock stretching me wide, his hands on my hips, pounding until I begged like Richie.
Precum slicked my palm, and I stroked harder, fantasizing Chris's mouth on mine while he fucked Richie, or Richie watching as Chris railed me, his hand on my dick. I came hard, shooting over my hand but my mind was too revved up to sleep.
After a while, I heard Chris's door open fully. Too amped from what I'd heard, I got up, threw on sweats, and went to see who was restless like me.
I headed to the kitchen. There was Richie, leaning against the counter in a loose t-shirt and boxers, sipping some cold drink. He looked up when he saw me, his face lighting up with a shy smile.
"When'd you get back?" he asked.
"Like, over an hour ago," I said.
"Ooh," he covered his face with his hands, looking a bit embarrassed. "So you... uh, heard stuff? Sorry, man."
"Nah, it's fine," I said, shrugging. "Chris and I are pretty open anyway. I knew he had hookups, just didn't know guys were on the menu too."
He chuckled. "Yeah, that's more my fault than his. We flirt at work sometimes, and I'd heard some rumors about him that got me curious."
I grinned. "Curiosity killed the kitty, right?"
"God, you don't know how right that is," he said, shifting his weight, wincing a little. "My ass is so sore right now, it feels like I took a jackhammer."
I poured myself some drink. "Yeah, I can imagine."
He laughed. "Oh, right, you'd know about his... gifts."
"Roommates, man, it's hard to hide that stuff."
"Yeah." He looked at me. "So... has he ever fucked you?"
I almost spit my drink. "N-no, nah, we're not like that."
"Sorry, didn't mean to assume," he said quickly. "It's just... you seemed kinda quiet earlier. Thought maybe you had a submissive side or something."
"We're just buds," I said. He didn't know that we’d jacked off together.
Richie glanced down from his drink, his eyes catching the tent in my sweats for the first time. "I get it, Jacob. But, uh, did hearing us fuck get you like that, or is it me standing here in my boxers?"
"A bit of both," I admitted.
He stepped closer. "Wouldn't be a good guest if I didn't offer to help," he whispered, his hand tugging at my waistband for a peek. "Oh, thank fuck," he sighed, relieved. "You're not his size."
"Uh... okay?" I said, confused but turned on.
He slapped his forehead. "Shit, that sounded bad. I mean, I'm glad you're normal-sized, couldn't take another monster tonight. Sorry, brain's fried." His fingers slipped inside, cupping my balls gentle, teasing my shaft. "Forgive me?"
My annoyance melted as he stroked, my dick hardening in his hand. I reached out, running my fingers over his chest through the shirt, feeling his nipple harden. "Yeah, but... Chris cool with this?"
"Think so," he said. "I started it with him earlier. We're just work buds, nothing serious."
"You're hot as hell to me," I said, my hand sliding lower, grabbing his ass cheek firm. I led him to my bedroom, the door clicking shut behind us, both of us stripping quickly. He pulled off his shirt, revealing a smooth, lean chest, nipples pink and perky from earlier action. His boxers dropped next, his dick half-hard, balls hanging low, ass still red from Chris's pounding. I couldn't help but admire his body.
Richie climbed onto my bed and he bent down to kiss me. Our lips met, tongues brushing lightly, as my hand slid up his chest, fingers finding his pec, firm but soft under my touch. I squeezed, feeling the muscle tense, his nipple hardening against my palm. He pulled back from the kiss and swung his body around, straddling my chest, his ass inches from my chin. His hands went straight for my dick, already half-hard from his earlier teasing in the kitchen. His fingers wrapped around my shaft, stroking slowly, nails grazing my balls, sending a shiver up my spine. He tugged gentle, then firmer, his thumb circling the tip, spreading the precum that was starting to leak.
I grabbed his ass, those tight cheeks still flushed from Chris's pounding, warm under my hands and streaks of Chris’ dried cum visible on his skin. I slapped one cheek playfully, watching it jiggle, then squeezed both, kneading them, pulling them apart to see his hole, pink and slightly swollen and wet from Chris’ pounding. My fingers slid lower, brushing the smooth skin between his thighs, teasing close to his crack but not quite touching. He let out a soft moan, his hands pausing for a second as he shifted, giving me better access.
"Like that view?" he asked.
"Fuck yeah," I said. I slapped his ass again, harder this time, loving how it bounced, then pulled him closer, my fingers digging into his hips. "Get over here."
He chuckled and scooted back, his body sliding down until his dick was hovering over my face. He leaned forward, his chest brushing my stomach, and I felt his hot breath on my cock, making it twitch. We were lined up perfect, his thighs on either side of my head. I grabbed his hips, pulled him down, and licked the underside of his shaft, tasting the salt of his skin and flavor of leftover dried cum that belonged to Chris. He groaned, his lips closing around my tip, tongue swirling, wet and warm, sucking just enough to make my toes curl.
I tilted my head, taking more of him into my mouth, my tongue flattening against his shaft as I sucked, feeling him harden fast. His dick was smooth, thick enough to fill my mouth, the head pushing against my throat as I bobbed slow, trying to match his rhythm. His balls brushed my chin and I pulled off his cock for a second to suck one into my mouth, rolling it gently with my tongue, tasting the musk. He moaned around my dick, making my hips buck up into his mouth.
"Goddamn, Jacob," he moaned, his lips still wrapped around me, tongue flicking the slit, lapping up more precum. He sucked harder, his hand stroking the base of my cock while his other hand teased my balls, his nails dragged light across them, which made me squirm. I gripped his ass tighter, spreading his cheeks, and let my tongue slide up from his balls to his dick. He gasped, his mouth pausing on my dick, his hips pushing back against my face like he wanted more.
"Fuck, you're good at that," he said as he went back to sucking, taking me deeper, his throat tightening around my head. I groaned, the sound vibrating against his hole as I licked harder, my tongue pushing just inside, feeling the muscle clench. My hands kneaded his cheeks, slapping them light every few seconds, watching them jiggle as he rocked back into me. His cock was fully hard now, throbbing in my mouth as I sucked again, bobbing faster, my lips stretched wide around his girth.
We found a rhythm, his mouth working my cock, sloppy and wet, spit dripping down to my balls as he sucked and stroked. I matched him, sucking his dick deep, then pulling off to lick his balls, my tongue tracing every inch, my hands never leaving his ass. I could feel his thighs trembling, his hips grinding down, pushing his hole against my tongue one second, his cock into my mouth the next. My dick pulsed in his mouth.
I slapped his ass again, harder, leaving a faint red mark, and he moaned loud, the sound muffled around my cock. "You like that?" I asked.
"Fuck yes," he panted, pulling off my dick for a second to catch his breath, his hand still stroking me. "Keep going."
I did, sucking his cock back into my mouth, my tongue working the underside as I bobbed, my hands spreading his cheeks wide to lick his hole again, alternating between the two. His moans got louder, his hips bucking, his dick leaking precum onto my tongue. My own cock was throbbing.
We stayed like that for what felt like forever, our bodies locked in 69, mouths and hands working each other. Finally, he popped off my cock with a wet smack, and twisted around to face me.
"Jacob," he said, hand still stroking me. "Fuck me. I want you inside me."
I blinked, my dick jumping in his hand at the words. "You sure? After Chris..."
He grinned, leaning down to kiss me quickly, tasting like my precum. "Yeah, I'm sure. His cum's still in there... it'll feel good, slick you up." He bit his lip, eyes flicking down to my cock. "Come on, I need it."
That did it. The thought of sliding into him, feeling Chris's load coat me, made my stomach flip hot. I nodded, sitting up as he flipped onto his hands and knees, ass up, back arched like he was offering it. His hole winked at me, still a bit loose from earlier. I kneeled behind him, my hands on his cheeks, spreading them wide, watching a bead of Chris's cum leak out, white and thick. Fuck, it was dirty, but hot as hell. I rubbed my cockhead against his hole, feeling the warmth and the wetness already there, and pushed slowly, just the tip at first.
"Oh shit," I groaned, as his ass opened up, Chris's cum squelching around my head, coating me instant. It felt like sliding into warm oil, slippery and full, his walls gripping tight despite the stretch from before. Richie pushed back, taking more.
"Yeah, like that," he said. "Deeper, Jacob. Feel that? That's Chris's load on you."
I thrust in further, slow at first, feeling every inch sink in, the cum bubbling around my shaft, making it glide easy but tight. His ass clenched, milking me, and I bottomed out, my balls against his, the mess leaking down his thighs. I stayed there a second, grinding, feeling the heat, the fullness, my cock throbbing inside him.
He rocked back, urging me on, his ass cheeks pressing against my hips. I grabbed his waist, fingers digging in, and started fucking, pulling out almost all the way, watching my dick shine with cum and lube, then slamming back in, the slap loud in the room.
"Fuck, Richie," I panted, speeding up, my hips snapping, the bed creaking under us. His ass jiggled with each thrust, tight but giving, Chris's cum making it sloppy, squishing wet every time I buried deep. I could feel it coating my balls, dripping down, the sensation driving me crazy. Richie moaned loud, pushing back to meet me, his hole clenching rhythmically, trying to pull me deeper.
"Harder," he begged, his head dropping to the pillow, ass up high. "Pound me, Jacob. Make me feel it."
I did, gripping his hips harder, bruises probably forming, and fucked rough, my cock pistoning in and out, the cum frothing around the base, making everything slicker. Sweat ran down my back, my balls slapping his ass. I reached around, grabbing his cock, stroking in time with my thrusts, feeling it hard and leaking in my hand.
"Harder, Jacob," he begged, head dropping to the pillow. I picked up the pace, my hips snapping, the bed creaking hard under us. His ass jiggled with each thrust. It felt like fucking into a warm, wet glove, his hole gripping me tight, Chris's load lubing the way, leaking out with every pump. I slapped his cheek, watching it redden, and he moaned louder, pushing back to meet me, his ass swallowing my cock deeper.
"Goddamn, Richie," I grunted, my hands bruising his hips, thrusts getting faster, rougher. The sound of our bodies slapping mixed with the wet squish of cum, my balls smacking his cheeks, slick with the mess. I angled up, hitting that spot inside, and he yelled, hole clenching rhythmically like he was milking me. I reached around, grabbing his hard cock, stroking fast to match my thrusts, but he stayed just shy of cumming.
I pounded harder, the cum making everything so slick I could barely keep control, my dick sliding in and out, coated in white. Sweat dripped down my chest, my balls tightening as the pressure built. I slapped his ass again, hard, leaving a mark, and he groaned, "Fuck, Jacob, keep going." I did, thrusting deep, the bedframe rattling, my cock buried to the hilt with every slam.
"Shit, I'm close," I gasped, my hand leaving his cock to slap his ass, watching it redden. He clenched tight, and that pushed me over, my balls tightened, and I slammed in one last time, cumming hard, shooting deep into him, mixing with Chris's load. It felt endless, pulse after pulse, filling him up more, some leaking out around my cock as I ground in.
I pulled out slowly, watching my cum drip from his hole, mixed with Chris's, his ass gaping a bit before clenching shut. Richie flopped onto his back, his dick still hard and throbbing against his stomach.
"Didn't cum," he said. "Your turn to finish me."
I didn't hesitate and crawled between his legs. His cock was slick with precum, veins pulsing, and I licked the head, tasting salty precum, then sucked him in deep, my tongue working the underside. He groaned, his hand in my hair, guiding but not pushing. I bobbed slowly at first while my hand stroked the base, the other teasing his balls. He bucked up, moaning, his thighs tensing around my shoulders.
"Fuck, Jacob, yeah," he panted, his hips lifting. I sucked harder, faster, hollowing my cheeks, tongue swirling every time I pulled up. His cock throbbed, leaking more, and I knew he was close. "Gonna cum," he warned, and I didn't stop, sucking deep as he shot, hot ropes hitting my tongue. I swallowed it all, milking him dry, licking him clean as his whole body shuddered.
He pulled me up into a kiss, our lips met and we tasted each other. We collapsed side by side and cuddled like that. I don’t know when I fell asleep but when I woke up the next morning, Richie was gone.
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