Unfiltered After Dark 🔞

Caught fingering in boss’s office I

Ilma Pov

Have you ever been in a situation you couldn’t talk your way out of? Caught red-handed in the worst possible way? Because that is exactly where I am right now, and you can’t even blame anyone except my own horniness. I have been in love—or let’s be honest, lusting over—my tall, blonde, six-foot boss, Holland, for over a year now. Every morning I wake up sweating and drenched because I spent half the night having wild marathon sex with him in my dreams.

So today started like any other normal workday. I was at my desk sorting through emails and managing his schedule when I noticed Holland had left the office early. Being the good secretary I am, I messaged him to check in, and he replied that he wouldn’t be coming back because he was having dinner with his fiancée.

You heard that right. He has a fiancée. But I am a whore, and I just wanted one night to get him out of my head, to purge all these fantasies about him. Maybe if he finally fucked me once, I would forget about him and get back to normal, damn it.

Right on cue, most of the secretarial team clocked out for the evening, and I slipped away to his office to do what I always sneaked off to do: finger myself in his executive chair while imagining he was standing right there watching every move. Sometimes I would use his fountain pen to pleasure myself because I knew for a fact he would put that pen in his mouth the next day while he was deep in thought. Touching my dried wetness on the metal casing that had been between his lips was an indirect kiss, a filthy secret just for me. Don’t judge me; my brain is completely wired wrong.

When I stepped into his office, I saw his tailored suit jacket draped over the back of his chair. He had forgotten it. Damn it. Heat instantly pooled between my thighs—heaven was on my side. I removed my heels, and my skirt hiked up. Naturally, my skirt was always short, and I knew it always paraded the crack of my ass around, but he never complained, and that was my invitation for him to fuck me.

I swayed to his chair and plopped myself on it as I spread my legs on his desk. I grabbed the jacket to my nose and inhaled. God of mercy, I caught the rich, masculine scent of him—that unmistakable cedar and sandalwood cologne that always made my core ache whenever I crossed paths with him in the hallway.

Sometimes I honestly thought he did it intentionally just to keep me addicted, though I knew he couldn’t possibly know my dirty little secrets because my boss Holland was always an unfeeling, professional asshole to everyone.

My hands began to trail down my body, sliding beneath the fabric of my blouse to release my D-cup tits from my bra. The cool evening office air hit my sensitive skin, and I closed my eyes, picturing him standing in front of me, his cold blue eyes darkening as he ordered me to touch myself while he watched.

Fuck, it would be so intensely erotic. I cupped my breasts together, rolling and pinching my hardened nipples between my fingers while I brought his jacket up to my face and inhaled his scent until I felt dizzy.

I was already sliding my hips against the leather cushion, my bare legs spread wider across his desk, my skirt hiked high up to my stomach. My core was already soaking wet, dripping down my inner thighs. Fuck, I really should have brought my favorite silicone dildo from home—my trusty toy I called Holland Junior—because my hungry cunt wanted something thick, rigid, and curved to pound into me with no mercy.

I pulled my hand away and licked my fingers deliberately, soaking them in my saliva before sliding them down between my thighs. My underwear was completely drenched. When I pressed my fingers against my aching clit, it tingled fiercely, my thick, slippery wetness stretching between my fingers as I smiled in anticipation. I didn’t want this release to end too soon; I wanted more. My hungry cunt.

I closed my eyes briefly to visualize Holland, imagining my hand wrapped around his thick length, stroking him up and down while my mouth watered, pushing my middle finger deeper into my gaping walls. My legs began to quiver as my breathing grew ragged and laboured, my body climbing toward the edge of an orgasm.

“Come with me, Holland,” I whispered aloud to his mental image as my whole body spasmed, shooting my climax. I panted heavily, my head rolling back as I rode the wave of pleasure, pulling the jacket away from my face and opening my eyes. Standing there by the door was Holland.

I blinked repeatedly, thinking my overstimulated brain was playing a trick on me, but no. It was really him. My boss was leaning casually against the office wall, his broad arms crossed over his chest, staring straight at me. His gaze was heavily hooded, darkened with an intensity that should have scared me to my bones, but instead, it made my skin shiver with arousal.

My brain scrambled to process what had just happened. My boss had just caught me—his secretary—red-handed, fingering herself shamelessly in his office while clutching his discarded jacket to her face. Fuck. Double fuck.

Fuck me, but my pussy kept twitching.

I jolted upright from the chair, but my legs were numb and trembling from the aftermath of the orgasm, causing me to stumble and grab the edge of the mahogany desk for steadiness.

“Don’t cover yourself yet. It was a damn good show,” he says, his voice deep, gravelly, and raw, making me swallow hard. “I enjoyed every second of it, Ilma.”

He pushes off the wall and starts walking slowly toward me, and can you believe my drenched pussy starts tingling with filthy excitement?

“Sir—” I stutter, but the word sounds like a begging moan.

“Is this what you’ve been doing in my office behind my back?” he asks. When he finally reaches me, his hand shoots out and grips my cheek tightly, making me jerk in surprise. “Well, watching you fuck yourself in here every single day on the security monitors wasn’t quite satisfying enough.”

My breath catches in my throat and my eyes widen in shock. He has been watching me the entire time?

“Don’t look so surprised, you little slut!” he snarls, yanking me forward so my hips slam hard against the edge of the desk, forcing a loud moan from my lips. “Hands flat on the desk, and keep your ass up!”