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Blackmailed Secretary: Part 2

A respectable executive assistant hides a dark past. When her boss's son discovers her secret desires, he's determined to make her his obedient fucktoy.

By El Henke August 22, 2026 10 min read
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Blackmailed Secretary

Part 2 of 2

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Marcus lived in a penthouse apartment overlooking Lake Michigan, paid for by his father's generosity. It was sleek and modern, all glass and steel and expensive leather, with floor-to-ceiling windows that offered a breathtaking view of the city lights.

But I wasn't there to admire the view.

"Strip," Marcus commanded the moment we entered. "And this time, fold your clothes neatly. You're not just some random slut off the street—you're my slut, and you'll learn to present yourself properly."

I obeyed, removing my clothes with trembling hands and folding them into a neat pile on the expensive sofa. When I was naked, I stood before him, my hands clasped behind my back, my eyes downcast.

"Better," Marcus said, circling me like a shark. "Now, let's establish some ground rules. First, when we're alone, you will address me as Sir or Master. You will speak only when spoken to, unless you're begging for my cock or thanking me for using you. You will be naked at all times unless I give you permission to dress. You will service me whenever and however I demand, no matter how degrading or painful. And you will never, under any circumstances, refuse me. Is that clear?"

"Yes, Master," I whispered.

"Good. Second rule: your body belongs to me now. That means you don't touch yourself without permission. You don't cum without permission. Your pleasure is mine to give or withhold as I see fit. If you're a good little slut, I might let you orgasm occasionally. If you're disobedient, you'll be denied until you're begging for relief like the desperate whore you are."

My pussy clenched at his words. The thought of being denied, of being kept on the edge while he used me for his own satisfaction, was perversely exciting.

"Third rule," Marcus continued, stopping in front of me and grasping my chin. "You will be honest with me about what you want, what you need, what terrifies you. I own you completely, Vivian. That means I want to know everything—the darkest fantasies you never told anyone, the shameful desires you hid even from yourself. Do you understand?"

I looked into his green eyes and saw something there—intelligence, cruelty, and a hunger that matched my own. "Yes, Master," I said. "I'll tell you everything."

"Good girl." He released my chin and walked to a cabinet across the room. When he returned, he was carrying a black leather collar with a silver ring in the front. "This is your collar. When you wear it, you're my property. Kneel."

I dropped to my knees, my heart pounding. Marcus fastened the collar around my neck, tight enough that I could feel it with every swallow, and attached a thin silver chain to the ring.

"Perfect," he said, giving the chain a tug that made me gasp. "Now crawl. Follow me to the bedroom."

I crawled on my hands and knees across the hardwood floor, the chain trailing from my neck, my breasts swinging with each movement. It was humiliating and degrading and exactly what I craved.

Marcus's bedroom was dominated by a massive king-sized bed with black silk sheets. But it was what was on the bed that made my breath catch—a collection of toys and restraints that spoke to serious kink. There were leather cuffs, a spreader bar, various dildos and vibrators, bottles of lube, and a paddle that looked like it could deliver serious pain.

"On the bed," Marcus ordered. "On your back, arms and legs spread."

I climbed onto the bed and positioned myself as instructed. Marcus moved quickly, fastening leather cuffs around my wrists and ankles, then attaching them to the bedposts so that I was spread-eagled and completely vulnerable.

"Now," he said, picking up the paddle and slapping it against his palm, "we're going to establish your pain tolerance. You've been a very bad girl, Vivian—hiding your true nature, pretending to be something you're not. You deserve to be punished, don't you?"

"Yes, Master," I whimpered. "I've been bad. Please punish me."

The first strike landed on my inner thigh, sharp and stinging. I cried out, my body jerking against the restraints.

"Count," Marcus commanded.

"One, Master!"

Another strike, this one on my other thigh. "Two, Master!"

He worked methodically, covering my thighs, my stomach, my breasts with sharp smacks of the paddle. By the time he reached ten, my skin was pink and sensitive, every nerve ending alive with sensation. But beneath the pain was pleasure—dull, throbbing pleasure that made my hips buck and my pussy drip onto the silk sheets.

"Look at you," Marcus said, running his hand over my heated flesh. "So responsive. So desperate. You love this, don't you? You love being hurt, being used, being treated like a worthless piece of fuckmeat."

"Yes," I sobbed. "I love it. I need it. Please, Master, please use me—"

"Not yet." He set down the paddle and picked up a large, realistic dildo. "First, I want to see how much you can take. We're going to stretch that tight cunt of yours until you can take anything I want to put inside you."

He lubed up the dildo and positioned it at my entrance. I was wet, but the toy was thick—thicker than any cock I'd had in years. He pushed slowly, forcing my muscles to yield, until the head popped inside.

"Oh god," I moaned, my head falling back. "It's so big—"

"Quiet," Marcus snapped. "Take it like the slut you are."

He worked it deeper, inch by inch, until I was stuffed full of silicone cock. Then he began to fuck me with it, slow, deep strokes that made me see stars.

"Please," I begged, my hips trying to meet his thrusts. "Please, Master, let me cum—"

"No." He pulled the dildo out completely, leaving me empty and aching. "You don't cum until I say. And right now, I want to see how that ass handles being filled."

I whimpered as he lubed up a smaller plug, but I didn't protest. I wanted this—I wanted to be completely filled, completely owned. He pressed the plug against my asshole, and I forced myself to relax, to accept the invasion. It slid in slowly, the widest part stretching me open before my muscles closed around the narrow neck.

"Good girl," Marcus praised, giving the plug a twist that made me moan. "Now you're properly prepared. Three holes, all ready for my use. Which one should I fuck first?"

"Whatever you want, Master," I panted. "Please, just fuck me. I need your cock—"

"So desperate," he laughed. "I think I'll start with that whore mouth of yours. I want to see you gag on my cock while that plug stretches your ass."

He climbed onto the bed and straddled my chest, his cock—already hard again—hovering over my face. "Open wide, slut. Show me how much you love being throat-fucked."

He pushed inside, and I welcomed him, relaxing my throat to take him deep. With the plug in my ass and his cock in my throat, I was completely filled, completely possessed. I was nothing but a vessel for his pleasure, a collection of holes for him to use.

Marcus fucked my face with abandon, his hips snapping as he drove himself down my throat. I gagged and choked, tears streaming from my eyes, saliva pooling on my face, but I didn't try to stop him. I took it all, just like I'd promised, just like the obedient slut I was becoming.

When he pulled out, I was gasping, my chest heaving, my face a mess of fluids. "Please," I croaked. "Please fuck me, Master. I need your cock in my pussy—"

"Not yet." He moved down my body, his mouth finding my nipples. He bit down hard, making me scream, then soothed the pain with his tongue. He worked his way down, over my stomach, my hips, until his face was hovering over my dripping cunt.

"Please," I whispered.

He looked up at me, his eyes dark with lust. "You taste like submission," he said. "Like desperation. Like a whore who knows she's exactly where she belongs."

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From the Author

Thank you for taking this journey with Vivian as she discovers her true nature beneath the polished exterior. If this story left you breathless, aching, and craving more tales of forbidden submission and delicious degradation, please share your thoughts. Your feedback fuels the fire for future stories of domination, blackmail, and the beautiful destruction of innocence. Until next time—stay deliciously dirty.

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Then his mouth was on me, his tongue delving into my folds, licking and sucking with devastating skill. He found my clit and attacked it, flicking and circling until I was thrashing against my restraints, on the edge of an orgasm that I knew he wouldn't let me have.

"Master, please—" I begged. "Please let me cum, I'll do anything—"

He pulled back, his mouth glistening with my juices. "Not yet. First, you're going to prove you can take my cock in that tight ass of yours. Then, if you're very good, I might let you cum while I'm filling your bowels with my seed."

He removed the plug slowly, leaving my asshole gaping and ready. I watched as he lubed up his cock, stroking it slowly, making me wait, making me beg with my eyes.

"Please," I whispered. "Please fuck my ass, Master. Use my dirty hole. Make me your anal whore—"

He positioned himself between my legs, lifting my hips with a pillow. I felt the head of his cock press against my asshole, and I forced myself to relax, to open for him.

"Push out," he commanded. "Let me in."

I bore down, and he pushed forward, his thick cock forcing its way into my tightest channel. The stretch was intense, burning, overwhelming. I cried out, my hands gripping the sheets, as he worked himself deeper.

"That's it," he grunted. "Take it, slut. Take my cock in your ass. You're so fucking tight—"

He began to move, slow thrusts that gradually built in speed and intensity. The pain faded, replaced by a dark, dirty pleasure that made my head spin. I was being ass-fucked by my stepson, bound and helpless, completely at his mercy—and I had never been more aroused in my life.

"Touch yourself," Marcus commanded. "Play with your clit while I ruin your ass. But don't you dare cum until I say."

I reached down with my bound hands, finding my clit swollen and sensitive. I rubbed in tight circles, my hips bucking as the dual sensations overwhelmed me. Marcus was pounding my ass now, his cock slamming into me with brutal force, his balls slapping against my pussy with every thrust.

"You like this, don't you?" he panted. "You like being my bound anal whore, my submissive fucktoy. You were made for this, Vivian. Made to be used and abused and filled with cum."

"Yes," I screamed. "Yes, I'm your whore, your slut, your fucktoy—please, Master, please let me cum—"

"Not yet," he growled, his thrusts becoming erratic. "I'm going to fill your ass first. I'm going to mark you as my property from the inside out. And then, if you've been very good, I'll let you cum like the desperate bitch you are."

He slammed into me one final time, burying himself to the hilt, and roared his release. I felt his cock pulse, felt the hot flood of his cum filling my bowels, marking me, claiming me. It was the most degrading, most intimate moment of my life—and I came apart.

"Please!" I shrieked. "Please, Master, I can't—I'm going to—"

"Cum," he commanded, still buried deep in my ass. "Cum for me, slut. Show me what a nasty whore you are."

I exploded. The orgasm crashed through me like a tsunami, tearing a scream from my throat that echoed off the walls. My body convulsed, my pussy clenching around nothing, my ass squeezing Marcus's cock as wave after wave of pleasure consumed me. It went on and on, the most intense orgasm of my life, until I was limp and trembling, tears streaming down my face, completely undone.

Marcus slowly withdrew, his cum leaking from my gaping asshole onto the silk sheets. He unfastened my restraints and gathered me into his arms, cradling me like something precious.

"Good girl," he murmured, stroking my hair. "Such a good, obedient slut. You did so well."

I curled into him, my mind blank, my body sated. I was his now. Completely, irrevocably his. And as I drifted off to sleep in his arms, I knew that I would never want to be anything else.

#Reluctant Submission
#Blackmail Erotica
#Anal Erotica
#blackmail gangbang
#Mature Young
#Secretary
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