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Disclaimer: This is a work of PURE fiction. Any resemblance to actual persons or events is purley coincidental!
“Thank-you Mistress,” he whispered hoarsely as I removed the gag from his mouth. I loosened his wrist and ankle cuffs and he fell to the floor from the Saint Andrew’s cross he had been bound to only moments before. He whimpered and I thought I saw tears on his cheeks. I ran my fingers through his hair caressingly at first, but finally grabbing a handful of hair I pulled his head back so that I could whisper into his ear.
“Be careful what you ask for… in the future.”
The wild look in his eyes told me that he knew exactly what I meant.
He had come to me by way of a friend of mine who knew that my second job was training submissives. He was just an average man with an average life; bored to tears and looking for something more. He had tired of the bar and club scene and had turned to strip clubs and massage parlors, but nothing seemed to entertain him for long. I had looked over his “application” briefly noting his interests. He had never been to see a Domme before, and had little idea of what to expect.
In the world of BDSM there are Dommes and then there are Dommes. Some Dommes charged outrageous fees and provided next to nothing. Others provided not only what was requested, but what the customer REALLY wanted. I was one of the latter Dommes. My Domme friends told me that I was a natural at reading between the lines. I usually just laughed and reminded them that I was a Scorpio. Darkness and pain comes easily for us.
He had seemed so confident sitting in my office signing the release form and joking casually. I could see why he was a successful businessman. He had excellent social skills and no doubt excellent management skills as well. I had known that before the hour was up he would be completely stripped of his manhood and loving every minute of it.
Once the paperwork was finished I took him to my dungeon. I showed him the implements I intended to use on him and explained what would happen. I could see him raise an eyebrow in skepticism. I told him to remove his clothing, fold and lay them on the table provided, and wait for me. I gave him fifteen minutes to ponder his fate surrounded by leather and steel.
I have found that waiting can be a terrible form of torture, especially for a man who has never ventured into the darkness before. To stand naked amid whips, chains, floggers, and other implements of torture and not know exactly what to expect takes a toll on the mind. Suddenly, Mr. Bored Businessman was no longer thinking about things at the office, snarled traffic, the late mortgage payment, or his last cholesterol test.
When I entered he was fingering one of my leather floggers. What a stroke of luck! I immediately berated him for daring to touch my things without my permission in a voice that caused his eyes to widen and his face to turn pale. I ordered him to his knees. A moment of hesitation on his part was followed by a moment of outrage on mine. He learned very quickly that when a Domme orders you to fall to your knees you do not hesitate. In a moment the leather flogger was in my hand and the falls were connecting repeatedly with his back.
He whimpered and I smiled as I stood tall over his kneeling form. In rapid succession I informed him of what an unworthy worm he was, how his co-workers would be disgusted if they found out he had been whipped like an animal, and laughed at how hard his cock was. I circled him slowly like a vulture looking for the tastiest bite; my high heels clicking loudly on the floor. He had only paid for an hour, but it was MY time and I could keep this pathetic little BDSM virgin as long as I wanted. What fun!
“Do you feel important Mr. Bored Businessman? Hmmm? You are nothing but dirt under my heels! In fact, let my wipe the dirt from my heels on your back! You’re barely fit to be a doormat for me!” I traced the heel of my shoe down the length of his back leaving a long scratch.
“You’re just another asshole in the business world aren’t you?” I leaned down to whisper in his ear as my finger connected with his anus. “You’re just another asshole to me too!” I heard his shocked sudden intake of breath as I pushed my finger into his ass. “Oooooh, you must like that! Your little cock just twitched! What a pathetic little cock it is. Do you get to use it on women much? I’d imagine they take one look at it and laugh you right out of their beds!” His cock twitched again.
“Would you like to stroke it now,” I asked sweetly, as I massaged it. I waited until he smiled and said, “Yes Ma’am.”
“Well, you can’t!” I stood swinging the flogger against his back. “You aren’t here to beat your meat! You’re here because you were bored with your life and you wanted a little something more. Well, I AM that something more!” Another stroke of the flogger connected with his back. I squatted and whispered in his ear, “A whole LOT more!”
I trailed the falls of my flogger down his back watching his now erect cock twitch repeatedly. I took his cock in my hand and squeezed while he groaned. I massaged his cock until I heard him moan loudly.
“I have something special planned for you my dear,” I whispered threateningly, and I heard him groan again.
I retrieved my wrist and ankle cuffs from the pegboard and fitted them to his arms and legs as he trembled. I realized he would need a gag as well, and fitted a ball gag into his mouth.
“There now! You’re all set!” I saw the questioning look in his eyes and smiled mischievously. Virgins were SO much fun! I reached down and took hold of his ear and ordered him to his feet. I led him over to the Saint Andrew’s cross. “Wouldn’t you love for me to strap you to that and flog you some more?” His eyes widened. “Well, you’ll have to beg for that privilege. You aren’t’ worthy of being put on my cross!”
I drug him across the room and made him kneel on a mat on the floor while I attached his wrist and ankle cuffs to chains mounted on the wall. I grabbed his cock and squeezed as I looked into his eyes, “Do you feel bored now Mr. Businessman?” He shook his head no vigorously, and I smiled. “I thought not.”
I began to peel off my black lace thong and his eyes widened again. “My, my, you little slut! You act like you haven’t seen a pussy in a while! Has it been that long? Not getting enough action? Well, I have the remedy for that!” I shoved my shaved pussy into his face and commanded him to service me forcing his head back against the wall. No matter that he had a ball gag in his mouth, he could still stimulate me. After all, it didn’t matter if he enjoyed it or not!
I laughed as he began to drool all over my pussy, using the ball part of the gag to stimulate my clit. What torture to be able to smell and taste it but not be able to enjoy it! I laughed again viciously as he used his chin and nose to stimulate me. Within minutes he was rubbing his whole face against my pussy wishing he could spit that ball gag out.
“How pathetic! I’ve never had a man so inept before! Did you actually think that I would get off on that?” He hung his head and whimpered as I took a step back. “Maybe you just need more practice.” He nodded vigorously. I smiled and stepped back in front of him. “Well, you’re not worthy of any more practice!” His face fell.
I left him sagging against the wall trying to catch his breath and walked back across the room. I found my small butt plug and lubed it for his anus.
“Do you want me to let you out of those chains?” He nodded. “Well, you will have to be a good boy and take a butt plug first. Do you know what a butt plug is?” His eyes widened and he nodded his head yes. “Well then, here you go.” I inserted the butt plug and stood up waiting for it to fall back out.
“What the fuck? You are hopeless! You can’t even keep a small butt plug in your ass? I can’t let you out of those chains then. I guess you will just have to stay there all night.” He shook his head no urgently.
I walked away pretending not to hear his struggles, grunts, and groans, and retrieved a leather device specially designed to hold butt plugs in place.
“I suppose I could use this harness to keep the butt plug in place, and then I could let you out of those chains.” He nodded and smiled looking relieved. I fitted the harness to his body, and the butt plug back into place, then released him from the chains, and snapped his wrists together behind his back. He sank gratefully to his knees.
“Now, I guess you are wondering how you are going to earn your way out of all of that.” I sat down on a nearby stool and tapped my foot on the floor. Recognition of his predicament set in slowly. He was bound with his hands behind his back, a ball gag in his mouth, and a butt plug in his ass. How WAS he going to get out of that?
He looked at me pleadingly. “Well, you will have to earn your way out. There’s no other way.” He looked pathetically hopeless.
“Are you willing to earn your way out of here?” He raised an eyebrow at me. “Fine then, you can sleep on the floor and I’ll check on you in the morning.” I got up and stalked across the room only to hear him trying to call to me through the gag. I turned and regarded him.
“Change your mind?” He nodded enthusiastically. “You’re sure you want to earn your way out of my dungeon?” More energetic nodding. “Ok then, on your feet pussy boy!” I hauled him to his feet and across the room to the Saint Andrew’s cross. He struggled against me, and I turned to look at him.
“It’s the only way out for you. If you had been able to hold that butt plug in place without the harness you could have avoided this.” I could see the war raging within him. “I’m not going to waste my time on you. Do you want to spend the night in this gear or go home?” He looked defeated as he mumbled something that sounded like “Moahm.” I led him to the cross for his punishment.
To his credit he took it well for a virgin, but then I was using one of my soft floggers on his back and ass. When he began to sag against his wrist restraints I removed the butt plug, telling him what a good boy he was. When he stopped whimpering and twisting after each stroke of the flogger I knew he was finished.
I regarded the lilly white crumpled form in the floor with lash marks across his back and ass, and smiled sadistically. His lack of tan and ample ass and belly told me he hadn’t stepped away from his desk job for a long time and didn’t exercise regularly.
“On your feet you fat-assed bitch boy!” I said as I applied one more lash to his already blistered back.
I saw his hands tremble as he struggled to get to his feet. His knees buckled and he fell to the floor again. I was not surprised. I stood looking down at him.
“You pathetic piece of shit! What a waste of my time!” I smiled as I saw him cringe in anticipation of yet another blow. “Put your clothes on and get out of my dungeon,” I commanded. “I’m through wasting my time with you!” I turned and walked out of the dungeon and back to my office. It had been a good session. I poured myself a glass of wine and propped my feet up on the desk. As I was thinking how good life was I heard an insignificant scratching at the door. I turned to see Mr. Bored Businessman at my threshold. He looked exhausted and pale.
“Yes,” I asked, “you wanted something more?”
“Well Ma’am…I was wondering…I mean…I wanted to ask if…perhaps I could make another appointment.”
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