Executive Assistants' Boardroom Strap-On Power Play

I still remember the exact click of the boardroom door locking behind the last straggling executive. The wall of windows overlooking the city had gone from glittering daylight to a deep indigo haze, and the only illumination left was the soft amber glow from the recessed lighting strips above the long mahogany table. My heels ached after fourteen straight hours of fetching, smiling, and pretending I didn’t notice how my rival across the table had been eye-fucking me every time our bosses argued about quarterly targets.

Vanessa.

Thirty-two, sleek as a panther in charcoal pencil skirts and crisp white blouses that always managed to look both professional and obscene on her full breasts. Senior executive assistant to the COO. My constant shadow, my constant competition, and for the last four months, the woman who had turned every late-night email thread and shared elevator ride into something electric and dangerous.

Now we were alone.

I stood at the far end of the table, pretending to organize the last of the water glasses, when I heard the soft snick of the lock. My pulse jumped. When I turned, Vanessa was leaning against the heavy door, one perfectly arched brow raised, a slow, predatory smile curving her crimson lips.

“Finally,” she said, voice low and velvet-rough. “I thought those fossils would never leave.”

She reached into her sleek black designer tote and pulled out something that made my stomach tighten and my pussy clench at the same time: a thick, black silicone cock, veined and realistic, already attached to a sturdy leather harness. The sight of it—glossy under the low lights, easily eight inches and girthy—sent a rush of heat straight between my thighs.

I swallowed. “You brought that to a board meeting?”

“I’ve been carrying it for weeks,” she confessed, stepping closer. Her hips rolled with every stride. “Ever since you bent over in the copy room last month and I saw exactly how tight that little skirt stretched across your ass. I’ve jerked off in the executive bathroom more times than I can count thinking about bending you over this very table and fucking you senseless, Elena.”

My competitive pride reared up even as my nipples hardened painfully against my silk blouse. I could feel how soaked my panties already were; the crotch of my lace thong was clinging obscenely to my swollen lips.

I lifted my chin. “Big talk, Vanessa. Prove it.”

The air between us crackled. In two strides she was on me, mouth crashing against mine in a kiss that tasted like victory and expensive lipstick. Her tongue pushed past my lips, demanding, and I gave as good as I got, biting her lower lip hard enough to make her groan. Her hands were everywhere—squeezing my breasts through my blouse, yanking my hips against hers so I could feel the hard ridge of the strap-on pressing against my belly.

“Strip,” she ordered against my mouth, voice husky. “Right now. I want to see every inch of what’s been driving me crazy.”

My fingers trembled with adrenaline and lust as I unbuttoned my blouse. The cool air kissed my skin as the silk slid off my shoulders. Vanessa watched with dark, hungry eyes while I unzipped my pencil skirt and let it pool at my ankles. I stepped out of it in nothing but my black lace bra, matching thong, thigh-high stockings, and four-inch Louboutins.

She circled me slowly, running one manicured nail down my spine. “Look at you. So fucking perfect. Such a proud little executive bitch. On your knees for a moment, Elena. Help me with this.”

I dropped to my knees on the thick carpet, heart hammering, and fastened the harness around her hips with shaking hands. The thick black cock jutted obscenely from her body, bobbing in front of my face. Vanessa threaded her fingers through my dark hair and guided the head across my lips.

“Suck it. Get it nice and wet for your cunt.”

I opened my mouth and took the fat head between my lips, tasting the faint tang of silicone and the deeper musk of my own arousal already leaking down my thighs. I bobbed my head, working it deeper, coating every veined inch with spit while she watched with hooded eyes and whispered filthy praise.

“Good girl. That’s it. You look so pretty with my cock in your mouth.”

When she was satisfied, she pulled me up by my hair and spun me around. My hips met the edge of the long conference table with a soft thud. Vanessa kicked my feet wider apart, then pressed a hand between my shoulder blades until my breasts were flattened against the cool, polished mahogany. The wood smelled faintly of lemon polish and power.

She yanked my thong to the side without removing it. Two long fingers slid through my drenched folds and sank into me without warning. I gasped sharply.

“Jesus, you’re dripping,” she growled. “All that rivalry and you’ve been this wet for me the whole day, haven’t you?”

“Yes,” I admitted through gritted teeth.

She replaced her fingers with the fat head of the strap-on and pushed forward in one smooth, relentless thrust. The stretch was exquisite. I cried out as eight thick inches filled me completely, the harness slapping against my ass. Vanessa didn’t give me time to adjust. She started fucking me with hard, measured strokes that rocked the heavy table beneath us.

One hand fisted in my long hair, yanking my head back so my back arched obscenely. The other gripped my hip hard enough to bruise.

“Say it,” she demanded, pounding into me. The wet slap of her hips against my ass echoed obscenely in the empty boardroom. “Tell me what you are.”

I could barely form words. Every thrust dragged the thick head across my G-spot and sent sparks exploding behind my eyes.

“I’m… fuck… I’m your bitch,” I gasped.

“Louder.”

“I’m your bitch, Vanessa! God—your dirty little office bitch!”

She laughed, low and triumphant, and started fucking me faster. The table creaked beneath us. My nipples dragged against the wood with every thrust, adding sparks of pleasure-pain. I could feel my orgasm building like a freight train, unstoppable.

Vanessa seemed to sense it. She reached around and found my swollen clit, rubbing tight, ruthless circles.

“Don’t you dare come yet. Not until I say.”

She suddenly pulled out, leaving me empty and whimpering. In one fluid motion she dropped into the CEO’s massive leather chair at the head of the table and crooked a finger at me.

“Come here. Reverse cowgirl. I want to watch that perfect ass bounce on my cock.”

I straddled her backward, trembling. Reaching between my legs, I guided the slick, glistening dildo back inside my aching pussy and sank down until I was fully seated. The new angle made me moan loudly. Vanessa’s hands immediately gripped my hips, guiding me into a hard, bouncing rhythm.

“Ride it,” she ordered, voice tight with lust. “Show me how badly you need to be fucked in the boardroom where you pretend to be so professional.”

I braced my hands on her thighs and started fucking myself on the thick strap-on. My ass slapped against her lap again and again. She reached around and slapped my right cheek hard, then the left, the sharp smacks ringing out. Each one sent heat blooming across my skin and made my pussy clench tighter around the invading cock.

Her fingers found my clit again, rubbing mercilessly while she growled filthy encouragement in my ear.

“That’s it, Elena. Fuck yourself stupid on my cock. This table is where you schedule our CEO’s meetings, and now you’re creaming all over it like a desperate slut.”

I was so close I could taste it. My thighs shook. Sweat slicked down my spine.

Vanessa suddenly wrapped an arm around my waist, lifted me, and spun us. She laid me on my back on the long table like I weighed nothing. The wood was shockingly cool against my overheated skin. She climbed between my spread thighs, hooked my stocking-clad legs over her shoulders, and drove back into me in one brutal thrust.

Missionary on the boardroom table. Deep. Possessive. Her eyes locked on mine as she fucked me with long, punishing strokes that nudged against my cervix and made my eyes roll back.

“Come for me,” she snarled. “Squirt all over this fucking table. Mark it.”

The orgasm hit me like a tidal wave. My back arched clear off the mahogany as I screamed her name. My pussy convulsed violently around the thick cock, and then I was gushing—hot, clear fluid spraying out around the shaft with every thrust, splattering across the polished wood in obscene puddles. Vanessa kept fucking me through it, drawing out every pulse until I was a shaking, sobbing mess beneath her.

When I finally went limp, she pulled out slowly, both of us breathing hard. The scent of sex hung thick in the air—musk, leather, and my own release.

I didn’t give her time to gloat.

The second I could move, I pushed her backward onto the table. Vanessa’s eyes widened in surprise, then darkened with fresh lust as I snatched the harness from her hips and stepped into it myself. The thick cock—still slick with my juices—now jutted from my body. I felt powerful. Dangerous. Wet.

“Turn over,” I told her, voice hoarse but commanding. “Prone bone. I want that pretty face pressed against the wood while I fuck you like the eager office slut you are.”

Vanessa’s lips parted. For the first time all night, she looked almost vulnerable. Then she smiled—slow, filthy, challenging—and rolled onto her stomach, spreading her thighs for me. I climbed over her, pressing my breasts to her back, and guided the fat head between her soaked folds.

She was soaked. Dripping down her thighs.

I pushed in with one smooth thrust until my hips met her perfect ass. Vanessa moaned loud and long, fingers scrabbling against the table.

“Fuck, Elena—”

“That’s right,” I growled, starting to thrust hard. The harness rubbed deliciously against my oversensitive clit with every stroke. “You’ve been strutting around this office for months teasing me. Now you’re my slut. Say it.”

“I’m your slut,” she gasped, voice breaking as I fucked her deeper. “Your eager little office slut—oh god, harder!”

I gave it to her. Merciless, pounding strokes that drove her breasts against the mahogany and made the entire table shift. I fisted her perfectly styled hair and used it like reins, riding her prone body with everything I had. The wet, filthy sounds of the strap-on plunging into her drenched pussy filled the boardroom.

I reached beneath her and found her swollen clit, rubbing it in tight circles while I fucked her without mercy.

When she came, it was spectacular. Vanessa’s entire body seized, her pussy clamping down around the thick cock as she cried out my name in a broken sob. Her hips bucked wildly beneath me, smearing her own release across the already slick table.

We stayed like that for long minutes afterward, my body draped over hers, both of us panting. Eventually I pulled out gently and unbuckled the harness. Vanessa rolled over, hair wrecked, mascara slightly smudged, looking more beautiful than I’d ever seen her.

She reached up and pulled me down into a slow, possessive kiss. Our tongues tangled lazily, tasting victory and surrender in equal measure.

When we finally broke apart, I whispered against her swollen lips, “Next Thursday. The quarterly strategy off-site ends at eight. I want you here at eight-thirty wearing nothing but that harness under your coat. I’m going to fuck you on the CEO’s desk this time. Then maybe we’ll christen the windows.”

Vanessa’s eyes sparkled with wicked promise. She traced a fingertip around one of my still-hard nipples.

“Only if I get to bring the bigger one next time,” she murmured. “And you’re going to wear it in your tight little ass while I fuck your pussy. We’re just getting started, Elena.”

We dressed slowly, trading one last deep, claiming kiss at the door before slipping out separately into the night—two professional women with ruined hair, sore thighs, and very, very dirty plans for every after-hours boardroom meeting still to come.