The Best Man | Part 23: Last Night - Finale (Patreon)

All characters depicted in this story are fictional and 18 years of age or older. Everything portrayed is safe, sane, and consensual.

The thick weight of Calvin’s cock dragged between my cheeks, thick and heavy, and the air left my chest in a broken gasp. I was still trembling from the orgasm he’d wrung out of me, but his heat pressed close, solid, endless.

He bent over me, chest to my back, his mouth grazing the shell of my ear. “That little shake you did when you came?” His voice was low, wrecked, velvet wrapped in gravel. “I want to see it again. But this time with me inside you.”

A groan tore out of me. My body was still twitching, spent, but the second he said that I felt myself clench down around nothing, my hole aching for him.

“Calvin—”

“Shh,” he hushed, kissing just below my ear. “You don’t have to beg. Not tonight.”

His cock slid lower, head nudging against my entrance, wet from his own precum. I sucked in a sharp breath, my body arching instinctively to meet him.

“Fuck,” he hissed, pushing just the tip in, holding me open. “So tight… even after my tongue. You feel so fucking good Masey.”

I buried my face in the pillow, a choked sound escaping me. He stretched me slowly with every inch of his cock. The burn was sharp, my body resisting and yielding all at once.

When the head popped in fully, I let out a soft moan, my fingers clutching the sheets like they were the only thing tethering me to the earth.

“Good boy,” he murmured, stroking down my side. “You are doing so well.”

He fed me more, steady and relentless, until I was stuffed full in a way that made my eyes roll back. Every inch sank deeper, filling places I didn’t even know I had, until finally, finally, his hips pressed flush against my ass.

He stayed there a beat, letting me adjust, his breath ragged against my shoulder. Then he shifted, grinding his hips in slow, sinful circles that had me whimpering into the mattress.

ThwackThwack Thwack

“You feel that?” His voice was strained, close to breaking. “That’s me inside you. All of me. And I’m not letting you forget it.”

Then he pulled out halfway and slammed back in, hard enough to make the bedframe creak.

I gasped, stars exploding behind my eyes. “Oh my fucking god..”

He laughed, breathless. “Oh, you like that, huh?”

Another thrust, deep, brutal, my body jolting forward with the force of it.Thwack “Calvin!”

He found a rhythm; hard, punishing thrusts, dragging all the way out and slamming back to the hilt, the wet slap of skin on skin echoing in the room. My moans filled every gap, high and desperate, tangled with his guttural grunts.

“Listen to you,” he growled, one hand fisting in my hair, yanking my head back so my throat arched. “Moaning like you can’t get enough of me.”

My cock, still leaking against the sheets, twitched hard at his words. “I…fuck, fuck”

“Yeah Masey.” His other hand slid under me, wrapping my cock in his fist, jerking me rough in time with his thrusts. “You’re gonna cum for me again.”

The sound that ripped out of me was half-sob, half-moan. I felt wrecked already, overstimulated, but every drag of his cock inside me made my toes curl, every stroke of his hand wound me tighter.

He bit at my shoulder, teeth sinking just enough to sting. “God, you’re perfect. So fucking tight. I could stay inside you forever.”

My body clenched around him at the words, and he groaned loud, hips stuttering.

“You like that?” he taunted. “Like the thought of me fucking you forever?”

“Y-yes—fuck.. I do”

His laugh was ragged, broken. “Then cum for me again, Masey. Cum all over my hand while I’m buried in your ass.”

I didn’t even have time to protest. His thrusts turned brutal, relentless, pounding me into the mattress, his hand milking me mercilessly. My body gave in, spasming hard as pleasure ripped through me, hotter and more devastating than the first.

Cum shot across the sheets again, my voice breaking into incoherent cries as my body convulsed around his cock.

“Jesus fucking Christ,” he groaned, fucking me through it, my hole clenching so tight he nearly lost it. “You’re squeezing the life out of my cock.”

I collapsed into the bed, trembling, gasping for air, but he wasn’t done. He shifted, pulling my hips higher, and began thrusting again, deeper, slower now but no less intense.Thwack Thwack

“You thought I’d stop after that?” he murmured darkly. “Not a chance.”

My moans turned into whimpers, my body wrecked and pliant, every nerve raw. And still, he fucked me, grinding into that spot deep inside that had me seeing white.

The sounds in the room were obscene: the wet slap of his cock plunging in and out, the creak of the bed, his grunts and my broken cries.

He bent over me again, pressing his chest to my back, his breath hot in my ear. “I’m gonna cum in you, Masey. Fill you up so deep you’ll be dripping me at breakfast.”

A strangled moan ripped from me, my cock twitching uselessly against the ruined sheets.

“Yeah,” he groaned, thrusts turning erratic, hips slamming harder. “You like that? Me breeding you?”

“Yes..fuck, yes I do”

He roared, the sound primal, as his hips slammed one final time, burying himself to the hilt. His cock pulsed deep inside me, hot spurts filling me until I could feel it leaking around the base, his body shaking against mine.

He stayed there, locked inside me, gasping, groaning, his hand tangled with mine in the sheets.

For a long moment, all I could hear was our ragged breathing, the hammer of our hearts. His weight pressed down on me, heavy and grounding, his cock still buried deep, twitching with aftershocks.

Finally, he kissed the back of my neck, soft and lingering. “Fuck. That was…” His voice broke, hoarse. “That was everything.”

I turned my face into the sheets, trying to catch my breath, my body still trembling. “You’re fucking insane,” I whispered, though there was no bite in it.

He laughed weakly, kissing my skin again. “And you’re all mine.”

He stayed inside me until we both stilled, until the world outside didn’t exist, until it was just us in the quiet, ruined suite.

And when he finally eased out, sticky and spent, he pulled me into his arms, cradling me against his chest.

We lay there tangled, sweaty, breathless, the weight of everything; the wedding, the secrecy, the danger pushed aside by the simple, undeniable truth of his body wrapped around mine.

For the first time all night, I let myself believe it might not just be sex.-----------------------------The light was already cutting through the blinds when I stirred. My body ached in ways I hadn’t felt in years…hips sore, thighs burning, throat raw from moaning his name until I’d nearly gone hoarse. I rolled onto my back and stared at the ceiling, replaying everything like a fever dream.

Last night hadn’t just been sex. Not like the messy, reckless encounters we’d had before, where lust had been enough to light the fuse. No…last night was something else. It was Calvin and me. It was laughter between gasps. It was the kind of raw, unfiltered connection that strips you down further than nake-dness ever could.

And it terrified me.

I sat up, careful not to wake him, and padded barefoot into the bathroom. Cold tile bit into my soles as I leaned over the sink, splashing water on my face. My reflection looked like a stranger: lips swollen, eyes red, hair wrecked. A man who had gone to his brother’s wedding and somehow wound up in the bed of the best man. Again.

This was supposed to be simple. A fling. A wild little secret folded into a weekend of tuxedos and champagne. But now? My chest tightened. Now it felt like something that wouldn’t just stay tucked neatly away.

The door opened.

I caught his reflection in the mirror before I turned…Calvin, hair sticking up like a crown of chaos, his broad chest bare, his boxers tented by a lazy semi. He walked in without hesitation, eyes locking on me, like he’d known exactly where I’d gone.

“Morning sunshine,” he rasped, voice rough with sleep.

I opened my mouth to answer, but then his arms were around me. From behind. His warmth pressed into me, the hard line of his cock rubbing against my ass through thin cotton. He lowered his head to kiss my neck, lips trailing over the bruised skin where he’d marked me last night.

I smiled despite myself.

“Last night,” he murmured, breath hot against my ear, “was the best out of all the times we’ve had sex.”

I let out a startled laugh, tilting my head toward the mirror. “What? Like… three times total?”

He grinned against my skin. “Three’s enough for a ranking system.”

His hips rocked forward, grinding that thick bulge against me. “Or we could make it four. Right now.”

“Calvin…” I groaned, both warning and plea.

His hand slid across my stomach, down to the waistband of my briefs. “Come on, Masey. Don’t tell me you’re tapped out.”

I twisted, slipping out of his grip before I lost myself again. I turned to face him, heart pounding. “We have to check out in, like, thirty minutes.”

He smirked, leaning back against the doorframe. “That’s enough time if you ride me fast.”

I rolled my eyes, but laughter broke free anyway. “God, you’re impossible.”

He stepped forward again, serious now, his gaze searching mine. “What, Masey… you think I didn’t know I’d get this attached to you?”

My breath caught. I swallowed hard. “Attached?”

He shrugged, lips twitching like he wanted to joke but couldn’t quite pull it off. “I came here to stand up for your brother. Didn’t think I’d… want to take his brother home with me.”

I blinked at him, chest tight. “Home?”

“Yeah,” he said, voice steady, eyes holding mine. “With me. For a while. I don’t know…call it a vacation. Or don’t call it anything. Just… come with me. Let’s figure out if this thing is just sex, or if it’s…” He trailed off, finally letting that crooked grin crack through. “Well, if it’s the kind of thing where you keep hiding hickeys under makeup every weekend.”

I laughed, but it came out choked. I stepped closer, my fingers brushing his jaw, the scratch of his beard grounding me. “Calvin…”

He pressed his forehead to mine, whispering. “Say yes. Even if you don’t know what you’re saying yes to yet.”

And for the first time in days, I didn’t feel conflicted. Didn’t feel guilty or nervous or afraid. Just alive.

“Okay,” I breathed.

His smile widened, bright and boyish, and then he kissed me…slow, unhurried, like we had all the time in the world. His cock still pressed against me, hardening with each second, but this kiss wasn’t about that. It was about something else.

Something terrifying.

Something real.

And as I melted into him, I realized that maybe the wedding hadn’t been the only beginning worth remembering.

Because last night wasn’t just about sweat and skin. It wasn’t just about the way he stretched me open or the way his voice broke when he came inside me. It was the way he’d looked at me afterward, when the room was quiet, when his hand rested heavy on my chest like he was grounding me. Like he couldn’t believe I was there either.

Never in a million years would I have thought it’d be Calvin. My brother’s best friend. The guy who’d spent half his life in my orbit without ever really seeing me…at least not like this. The hunk of a man I used to sneak looks at during football practice, the one whose pictures I’d find excuses to look through on social media, the one I used to jerk off to at night when I thought no one would ever know.

And now he was here. Holding me. Kissing me. Saying he wanted me with him, not just for another round, but after.

It didn’t make sense. Not in the neat, organized boxes I’d kept my life in. I’d come here for Nathan’s wedding, ready to clap and smile, to stand off to the side as the best man toasted my brother’s perfect new life. And somehow I’d walked away with something of my own.

Calvin.

Not just the best man. Not just my secret crush turned dirty fling. But a possibility. A door cracked open. An invitation to something bigger than either of us had probably meant to start.

I let out a shaky laugh against his lips, my hands sliding up the ridges of his back. God, if the horny college version of me could see this now.

He’d laugh. Or maybe cry. Or both. Because back then, this was the kind of fantasy that never came true. Back then, Calvin was untouchable.

And now?

Now he was mine. At least for the moment. At least until we figured out if this was just heat, or if it was something that could survive outside hotel suites and wedding chaos.

But for the first time, I wasn’t afraid to find out.

I leaned my forehead against his, breath mingling, heart hammering. Maybe this wasn’t just a fling. Maybe this was the start of something.

And as I finally let him kiss me again, I knew one thing for certain: weddings might be about the bride and groom, but sometimes, if you’re lucky, you get your own beginning too.---------------------------------------------The Best Man | Bonus Scene: Mason’s Obsession with Calvin

Author’s Note

And that’s a wrap. The story is complete.

This one was such a ride to write; easily one of my favorites ever (sorry Dylan & Troy, but Calvin and Mason might’ve stolen my heart for a while). From the first teasing glance to the final bathroom kiss, this was pure fun, pure chaos, pure heat.

I hope you guys enjoyed reading it as much as I loved writing it. Thank you for following along all the way through to the end ...your comments, your excitement, and your patience made it even more special.

Until the next adventure… ❤️