← Story Library

Free AI NSFW Story

Jokes That Crossed the Line

Jokes That Crossed the Line

The office was quiet after hours, the kind of empty where every laugh echoed off the cubicles. Willy leaned back in his chair, loosening his tie, that serious look he always wore cracking into a smirk. "You know, for a single guy, you sure talk a lot of shit about my marriage," he said, eyes narrowing. I grinned, kicking my feet up on the desk. "Hey, at least I don't have to pretend one pussy's enough forever. You married types are the real freaks." Willy snorted, but his cheeks flushed. "Speak for yourself. I bet your single ass is out there chasing every hard cock that walks by."

We'd been doing this for months—joking about porn we both watched, the filthy clips that got us off. It started innocent enough, swapping links in the break room, but tonight the jokes felt heavier. "Admit it," I pushed, "your wife's probably tired of that thick, long dick you brag about. You said it's like a forearm, right?" Willy laughed, low and dirty. "Thicker than yours, that's for damn sure. Bet you couldn't handle it without choking." I leaned in, voice dropping. "Choking? Please. I'd have you panting and sweating before you knew what hit you. Maybe even play with those balls you keep mentioning."

Willy shifted, adjusting himself under the desk. The air thickened with something unspoken. "You're all talk, open-minded wonder boy. I'd have you on your knees begging for a blowjob in seconds." His words hung there, sharp and teasing, but his gaze lingered too long on my mouth. I felt my own cock twitch, horny from the back-and-forth. "Big words from the straight guy," I shot back. "Prove it. Show me that monster and let's see who's dripping first."

He stood abruptly, locking the door. "This stays between us. I'm married, remember?" But his hands were already at his belt, pulling out a thick, hard cock that matched every boast—long, veined, already leaking. I swallowed, standing too, my own length pressing against my pants. "Holy shit, Willy. All those jokes and you were holding back?" He stepped closer, voice rough. "Your turn. Whip it out so I can laugh." We stripped fast, the room filling with the sound of zippers and heavy breathing. His hand brushed mine, and suddenly the jokes weren't funny anymore—they were foreplay.

"Fuck, this is crazy," Willy muttered, but his fingers wrapped around my cock, stroking slow. I reached for his, feeling the weight, the heat. "Says the guy with a hard-on for his coworker. What happened to being more straight than me?" He growled, pushing me against the wall. "Shut up and suck it if you're so open-minded." I dropped to my knees, taking him in my mouth, the taste salty and real. Willy's hips bucked, hands in my hair. "Goddamn, that's good—deeper, yeah." I worked him with tongue and lips, one hand cupping his balls, rolling them as he panted above me.

He pulled me up, spinning me around. "My turn, smartass." His mouth was hot on my cock, rough and eager, sucking hard while his fingers probed my ass. I moaned, legs shaking. "Willy—shit, you're good at this for a married man." We moved to the floor, bodies tangled, sweating in the dim light. He grabbed lube from his bag—"For emergencies," he joked hoarsely—and slicked us both. I pushed him onto his back, straddling, guiding his thick cock to my ass. It stretched, burned, felt incredible as I sank down, riding him rough.

"Harder," he demanded, thrusting up, hands gripping my hips. We flipped, him pounding into me from behind, the slap of skin echoing. "Take it—fuck, your ass is tight." I reached back, stroking his balls again, making him groan. Then we switched, me fucking him, his legs over my shoulders, both of us panting, dripping sweat and precum. "I'm gonna cum," Willy warned, and I did too, spilling across his stomach as he filled me, hot and pulsing. We collapsed, cum sticky between us, breathing ragged.

Willy stared at the ceiling, serious again. "What the hell did we just do?" I laughed weakly, but the question lingered. He grabbed his clothes, already pulling away. Yet as he left, he glanced back with a spark. "Same time tomorrow?"

The door clicked shut, leaving the room heavy with what we'd started and couldn't undo.

Want to know how it ends?

This is just the opening chapter. Continue the saga - or write a steamy tale starring you.