Group Sex

Executive Assistants' Filthy Boardroom Gangbang

Kayla gets gangbanged raw by her boss and two partners on the boardroom table.

6 min read 1,351 words June 10, 2026New

I’m Kayla, twenty-four, and for the last eleven months I’ve been the executive assistant to three of the most dangerously attractive men in the city. Marcus, my direct boss, is thirty-eight, broad-shouldered, with a voice like gravel wrapped in silk. James, forty-one, is tall, silver at the temples, and carries himself like he already owns whatever room he walks into. Derek, thirty-seven, is the lean, athletic one with a wicked smile that makes my knees stupid.

I’ve wanted all three of them since the first week.

Last night the quarterly strategy off-site ran long—brutally long. By two in the morning the rest of the team had trickled out, leaving only the four of us on the forty-second floor. The boardroom smelled of cooling coffee, expensive cologne, and the electric static that builds when four exhausted, horny people have been circling each other for nine straight hours. My blouse was half-untucked, my tight charcoal pencil skirt had ridden high on my thighs every time I bent to refill their mugs, and I knew they’d been looking. I’d made sure of it.

The city glittered beyond the floor-to-ceiling windows as Marcus loosened his tie and finally broke the silence.

“I’m not pretending anymore,” he said, voice low. “I’ve spent the last six months imagining bending you over this exact table, hiking that little skirt up, and fucking you until you can’t walk straight.”

The words landed like a match on gasoline. James leaned back in his leather chair, eyes dark. “Same. Every time you cross those legs I picture them wrapped around my waist while I rail you raw.”

Derek’s smile was pure sin. “I’ve jerked off in this building more times than I care to admit thinking about coming down your throat while these two watch.”

My pulse hammered between my legs. I could feel how soaked my lace thong had become—had been for hours. I set the coffee pot down, looked each of them in the eye, and let the confession tumble out.

“I’ve been dripping for all three of you since before the first break tonight. My panties are ruined. I want you—all of you—right now. No condoms. No limits. Just fuck me like the office whore I’ve been dying to be for you.”

The last word barely left my lips before chairs scraped back. They moved like predators, surrounding me at the head of the long mahogany table. Marcus grabbed my jaw and kissed me first—deep, filthy, claiming. Hands were everywhere. James yanked my blouse open; buttons pinged across the glass tabletop. Derek unzipped my skirt and shoved it down my legs in one rough motion, leaving me in nothing but black lace lingerie, thigh-high stockings, and sky-high heels.

They stripped me like they’d been waiting years instead of months. My bra was ripped off, my thong torn clean in two. Naked except for the stockings and heels, I was lifted and laid out on the cool, polished table like their personal feast.

Marcus climbed up first, shedding his suit jacket and unzipping. His cock sprang free—thick, veined, already leaking. He gripped my hair and fed it into my mouth without asking. I moaned around him, throat opening eagerly as he sank to the back of my tongue.

At the same time, James pushed my knees apart and dragged the fat head of his cock through my soaked folds. “So fucking wet,” he growled, and drove in bare, stretching my pussy in one long, merciless thrust. The sudden fullness made me scream around Marcus’s shaft.

Derek wasn’t waiting. He slicked his fingers in the mess already leaking from me and pressed two, then three, against my tight asshole. I pushed back greedily. When his cock replaced his fingers I saw stars—burning, perfect pressure as he sank into my ass until his hips met my cheeks.

Double-penetrated and throat-fucked, I came instantly. My whole body seized, pussy and ass clamping down on the two cocks buried inside me while Marcus held my head and used my throat like a toy. They didn’t slow down. They fucked me through it, raw and relentless, praising me in filthy growls.

“Good little executive cumslut.”

“Take every inch, Kayla. This is what you were hired for.”

They rotated after the first round of orgasms. Marcus took my pussy next, pounding me so hard the table shifted. James fed his cock, still glistening with my juices, into my mouth. Derek claimed my ass again, this time while I was on my back with my legs folded up against my shoulders. The angle let him sink impossibly deep. I came again, squirting around Marcus’s cock, the wet sound obscene in the empty boardroom.

They flipped me onto all fours. One after another they took turns in every hole, sometimes two at once, sometimes all three. I lost count of how many times I came. My voice grew hoarse from screaming and gagging. Sweat slicked my skin. The table beneath me was a mess of my cream, their pre-cum, and spit.

At one point they had me riding two cocks at the same time in a filthy DP while the third used my mouth. James lay on his back on the table; I straddled him, his dick buried in my cunt. Derek knelt behind me and forced his way into my already-stuffed ass. The stretch was exquisite agony. I wailed around Marcus’s cock as they both started thrusting up into me, perfectly synchronized. My clit dragged against James’s pelvis with every bounce and I shattered again, milking them with rhythmic spasms.

Later they stood me up and pressed me against the cool glass wall overlooking the sleeping city. Marcus lifted one of my legs, sliding back into my dripping pussy while James took my ass from behind. They fucked me upright in a standing spitroast, my tits smashed against the window, nipples hard enough to cut glass. Derek stood beside us stroking himself, occasionally leaning in to spit filthy commands into my ear.

“Come on their cocks, Kayla. Let the whole fucking city watch you get used.”

I did. I came so hard my legs gave out. They held me up between them and kept pounding until they couldn’t wait any longer.

They pulled out and shoved me back onto my knees in the center of the room. I knelt there, mascara running, lips swollen, cum and my own juices streaking my thighs, and opened my mouth like a good girl. They surrounded me, stroking fast.

Marcus came first, thick ropes painting my tongue and chin. James followed, grunting as he hosed my tits and throat. Derek aimed for my face, giving me the last heavy spurts across my forehead and eyelashes. I was a glazed, dripping wreck—exactly what I wanted to be.

When they finally stopped pulsing I stayed on my knees, gently licking every last drop of cum from their softening cocks. I cleaned them with long, worshipful strokes of my tongue, sucking each head into my mouth to make sure I got every trace. They stroked my hair and called me perfect.

“Best executive assistant we’ve ever had,” Marcus murmured, voice rough with satisfaction.

“Our personal boardroom fucktoy,” James added, thumb brushing cum from my bottom lip.

Derek grinned down at me. “And you’re going to keep this job as long as you keep showing up every Friday night exactly like this.”

I looked up at the three of them, tasting their combined load, pussy still twitching with aftershocks, and felt a wicked new plan bloom in my chest.

I sent the group text before I even stood up.

Next “late-night strategy session” is this Friday at 8 p.m. I’ll wear the red skirt with no panties. Boardroom table better be clear—I plan on being the main agenda item for the next four hours minimum. Your personal cumslut is officially on the payroll every Friday from now on. Use me however you want. I’m already wet thinking about it.

I hit send, licked one last stray drop from Derek’s balls, and smiled up at them with my filthy, cum-streaked face.

“See you Friday, sirs.”

Tagged dirty-talk group-sex rough-sex oral-sex railing

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