Riding Crop Secretary My Bosss Strict Discipline BDSM Story by Salty Vixen

Riding Crop Secretary: My Boss’s Strict Discipline BDSM Story by Salty Vixen

📖 7 mins read

My name is Sophia Laurent. I’m 24 years old and have been working as Mr. Alexander Voss’s personal secretary for eight months. He is 42, tall, incredibly handsome, and terrifyingly successful — the CEO of Voss Capital, a private equity firm in downtown Chicago. Everyone in the office fears him. I was no exception.

But fear wasn’t the only thing I felt.

From my first week, I noticed the way he looked at me — like he was undressing me with his eyes. I started dressing to please him: tight pencil skirts, silk blouses, sheer stockings, and high heels. I wanted his attention. I craved it.

One Thursday evening, long after everyone else had gone home, I made a serious mistake. I accidentally sent a confidential financial report to the wrong client. The error could have cost the company millions.

Mr. Voss called me into his office at 8:15 PM.

“Close the door, Sophia,” he said calmly. His voice was deep and controlled.

I stood in front of his massive oak desk, heart pounding. He leaned back in his leather chair, studying me with cold gray eyes.

“Do you understand how badly you fucked up today?” he asked.

“Yes, Sir. I’m so sorry.”

He opened his drawer and took out something that made my breath catch — a sleek, black leather riding crop. It had a thick handle and a small folded leather tongue at the end.

“I’ve been watching you, Sophia. The way you dress for me. The way you obey me. I think you need proper discipline. And I think you want it.”

I couldn’t speak. My thighs pressed together.

He stood up and circled me slowly. “From now on, when we are alone, you will call me Sir. You will obey me without question. If you refuse, I will fire you immediately. Do you understand?”

“Yes, Sir,” I whispered.

“Good girl.” He tapped the riding crop against his palm. “Bend over my desk.”

I hesitated only a second before obeying. I bent forward, pressing my breasts against the cold wood, my ass presented to him in my tight skirt.

Mr. Voss lifted my skirt up to my waist, revealing my black lace thong and garter belt. He ran the tip of the riding crop slowly up the back of my thigh.

“Such a beautiful, obedient secretary,” he murmured. “But you still need to be punished.”

Thwack!

The first strike landed across my ass. Sharp pain bloomed, followed by heat. I gasped.

Thwack! Thwack! Thwack!

He delivered three more measured strokes, each one harder than the last. My pussy was already soaked.

“You will never make that kind of mistake again, will you?” he asked, rubbing the leather tongue over my stinging cheeks.

“No, Sir. I promise.”

He pulled my thong down to my knees and continued. The riding crop kissed my bare ass again and again — ten, fifteen, twenty strokes. By the end I was moaning and pushing my ass back for more.

Mr. Voss slid two fingers between my legs and found me dripping.

“Fucking soaked,” he growled. “Your punishment made you wet. What a perfect little pain slut you are.”

He fingered me roughly while continuing to tap the crop against my thighs. I came hard within minutes, shaking against his desk.

That was only the beginning.

Over the next few weeks, our secret game escalated.

Every evening after the office emptied, I became Mr. Voss’s personal riding crop secretary. He kept the crop in his top drawer, ready for whenever I needed correction.

One night I forgot to prepare his coffee exactly the way he liked it. He made me strip completely naked in his office, except for my heels and stockings. Then he bent me over the leather couch and used the riding crop on my breasts, my ass, and the sensitive skin of my inner thighs.

Thwack! Thwack! Thwack!

Each strike was precise and controlled. He never broke skin, but he left beautiful red marks that I admired in the mirror later.

After punishing me, he would reward me. He sat in his chair while I knelt between his legs and sucked his thick cock, the riding crop resting against my cheek as a reminder to do better.

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“Deeper, secretary,” he commanded, tapping the crop lightly on my shoulder. “Show me how sorry you are.”

I took him all the way down my throat until tears ran down my face. He rewarded me by fucking me hard on his desk, the riding crop still in his hand, occasionally slapping my ass as he thrust deep inside me.

The most intense night came three weeks later.

I had worked late preparing an important presentation. When I brought it to him, I had misspelled a major client’s name on the final slide.

Mr. Voss’s eyes darkened with dangerous lust.

“Lock the door. Strip. Everything off except the heels.”

I obeyed quickly. Once naked, he tied my wrists together with his silk tie and bent me over the large conference table in his office.

“Tonight we’re going to test your limits, riding crop secretary.”

He started slow — gentle taps on my ass that gradually grew harder. Then he moved to my breasts, slapping my hard nipples with the leather tongue until I was whimpering.

He spread my legs wide and tapped the crop directly against my swollen clit. The sensation was electric. Pain and pleasure mixed until I couldn’t tell the difference.

“Please, Sir…” I begged.

“Please what?”

“Please fuck me. Use me. Punish me.”

He fucked me mercilessly while still holding the riding crop. Every few thrusts he would slap my ass or my thighs with it. The combination of his thick cock stretching me and the sharp sting of the crop drove me wild.

He made me cum three times before he finally filled me with his load.

But he wasn’t done.

After pulling out, he made me stay bent over the table while he delivered a final set of twenty hard strokes with the riding crop across my already red ass.

“These marks will remind you to be perfect for me,” he said.

“Yes, Sir. Thank you, Sir.”

Our relationship deepened beyond the office.

On weekends, he took me to his luxurious penthouse. There he introduced me to more intense BDSM play — nipple clamps, blindfolds, ropes, and of course, his beloved riding crop.

One Saturday night he tied me spread-eagle to his bed and spent nearly an hour teasing me with the crop. He traced it over every inch of my body, then struck me in perfect rhythm until I was a trembling, desperate mess.

Only then did he fuck me — slow and deep, making me feel every inch while whispering filthy praise.

“You were made for this, Sophia. My perfect riding crop secretary. My obedient little slut.”

I came harder than I ever had in my life.

Six months later, I was no longer just his secretary.

I was his submissive. His lover. His favorite toy.

Every morning I arrived at the office early, wearing whatever outfit he had chosen for me the night before. Under my professional clothes, I always wore a butt plug or nipple clamps as his daily reminder.

And every evening, when the office was quiet, I would kneel before him, kiss the riding crop he held, and ask:

“How would you like to punish your secretary tonight, Sir?”

Mr. Alexander Voss would smile, tap the leather tongue against my cheek, and say:

“Over the desk, legs spread. We’re just getting started.”

Salty Vixen
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