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My Sunday was going wonderfully. I relaxed and watched some TV, and then had a nice lunch. It was then that it occurred to me that I had to check on my sub that I had left outside. It surely wouldn't do to have him left by himself for too long. I've learned that my subs need constant attention.
This all started as I had been rudely awoken this morning by Jeremy humping me, his hard cock pressed up against my firm backside. His impetuousness was too much to let go without some sort of consequence. I mean, I can't be letting my subs go thinking that I am there for their pleasure, after all….
I went out to my living room and opened the ranch slider. I had put Jeremy outside on my deck to "cool his heels" while I had my lunch. Recently, I had him modify a workout bench to my specifications. Basically, it was a small, thin, padded bench with a 2"x6" firmly affixed to one end. That board was attached vertically and had a cutout right about waist high. It had a small hole and a sliding panel like a small guillotine. When straddling the bench, the board went right up Jeremy's neck with the open slot right at his dick's height.
Walking outside, I admired how I looked. I was wearing an outfit fit for the occasion to dominate my sub – it was a shiny black and red corset that pushed my tits up high, black hose, and towering high heels. I was also wearing long black gloves that ran up my arms, making them look even longer. A thin black choker went around my long neck, and my hair was pulled up in a tight pony-tail.
I admired Jeremy on my milking bench. He was struggling in vain against his ties. His bare ass was planted firmly on the bench, thighs spread wide, and his ankles cuffed to the legs of the bench. His muscular torso was pressed up against the board, and his rock-hard cock was put through the "guillotine" hole I had him make. I could see his thick dick and full balls sticking out of it, trapped helplessly and already throbbing with need. His wrists were pulled behind his back and fastened in a nice set of shiny handcuffs. A wide leather collar encircled his neck and was clipped to the top of the vertical board, keeping him perfectly still.
"Oh, honey, you seem to be in such a state, don't you?" I cooed. "I couldn't have you pushing that desperate little cock of yours against me like you were this morning. I guess I was a bad mistress, not making sure your balls were emptied regularly. Therefore, it's time to milk you so you won't be so agitated and horny all the time."
Jeremy's head turned toward me, his eyes pleading and wide. Oh, did I mention I had also put a ball gag into his mouth? Any sounds he might have made were muffled as his mouth was filled and stretched wide with a black rubber ball gag. I really enjoyed seeing his naked, muscular body tied to the milking bench, completely helpless before me and whatever I decided to do to him.
I slowly walked up to his bound body, naked and glistening with a sheen of sweat in the sun. I raised my arm and stretched out my hand. Putting my palm against his face I slowly stroked him, feeling the tension in his muscles. He raised his head as much as the collar allowed, accepting my caress like the good boy he was trying to be.
Leaning in closely, I purred in his ear in my most dark and sultry voice, "Dildo-Whore, here is what is going to happen. I will stroke your full, aching balls and pathetic cock. You will have exactly ten minutes of my valuable time to empty every drop of your load so that cock of yours won't be such a bother to me. If you can't manage this simple task, you will spend the rest of the day as my lawn ornament and we can try again later. Do you understand?" He mumbled something into the gag and nodded, his eyes already rolling back in anticipation.
"Good boy," I whispered, my fingers wrapping around his thick shaft. It pulsed in my hand as I began to slowly stroke him, my thumb smearing the precum already leaking from the tip all over his swollen head. My other hand reached down to cup his heavy balls, rolling them gently as I picked up the pace. His hips tried to buck, but the restraints held him fast, forcing him to accept whatever pleasure I chose to give him. "Look at you, so desperate to cum for me. You have nine minutes left, better hurry if you don't want to spend the rest of the afternoon on display for the neighbors." I giggled as I continued to work his cock, bringing him closer and closer to the edge before backing off just enough to make him whimper behind the gag. This was going to be fun.
Jeremy nodded his head, and I could see his cock also respond by growing even harder in its imprisonment. I guess the thought of me actually letting him cum turned him on immensely. I squatted down next to the milking bench, my skirt riding up my thighs, and took his cock in my bare hand. It pulsed as soon as I grasped it, hot and heavy in my palm. Sometimes I can be gentle, but this was not the time for that as I went to town milking my sub.
Jeremy lurched against the vertical board as my hand began roughly stroking his engorged cock back and forth. His hips began thrusting like the animal he was, but he couldn't go anywhere, nor help thrust as his balls were keeping his cock from being withdrawn from the guillotine hole.
His tortured moans against the ball gag were music to my ears. The clinking noise of the ankle cuffs holding his legs spread just added to the symphony of submission. Jeremy tried to lean back as I continuously jacked him off, but the wide collar kept him upright, forcing proper posture even in his desperate state.
"See, sub, you wouldn't even have good posture if I weren't such a good mistress and kept up your training," I teased, increasing the pace of my strokes.
Jeremy just moaned louder, and I felt his cock pulse in my hand, a clear sign he was getting close. Seeing him struggle on my milking bench was definitely getting me turned on, my pussy growing damp as I watched his torment. But I had no time to deal with my own pleasure as I had to empty my sub's balls first. I glanced at the watch on my slender wrist.
"Dildo Whore, five minutes have elapsed already. If you can't empty your load in the next five, you'll spend your afternoon tied to my bench where all the neighbors can see your pathetic cock."
Jeremy nodded vigorously and kept trying to thrust his hips without luck. I'm sure his balls must have been aching by now, being pulled against the vertical board with ever-increasing fervor. I stopped my hand job and pulled at my right glove.
"Now, I can't have you ruining my nice gloves, can I?" I asked rhetorically.
I removed my glove and slapped Jeremy across the face with my bare hand. His eyes opened wide, and he grunted against the ball gag. "Oh, sorry, I thought you were losing focus, sub." I then bent over and unfastened his ball gag. In hindsight, I need to get a penis gag. Jeremy might need to practice sucking dick. "Open up wide, and don't damage my gloves."
Jeremy opened his mouth, and I shoved my right glove into his gaping hole. I couldn't have my glove dropped on the deck, and I really didn't want to hear him right now. All he would do is plead for his release, and it would only annoy me. I leaned against his shoulder as I trailed my hand back to his throbbing erection. As my fingertips slid to the glistening head of his hard cock, he moaned loudly into my glove and began humping the vertical board even more vigorously.
I wrapped my strong fingers tightly around his shaft, feeling the ridges of his cock standing out strongly. I fisted his manhood vigorously, my hand jerking up and down his slick shaft. Feeling he was getting close, I leaned closer and whispered in his ear, "Now, dildo whore, give me your spew into my hand, you may cum now."
I then bit his ear hard, and this sent him over the edge. I've been working to train my sub into a pain slut, and I guess it was starting to work because with a hard thrust that I swear almost ripped his balls off, he threw himself backwards and strangled himself by his collar. I felt his cock pulse in my fist and throb.
"That's it, Jeremy, empty those balls of yours into my hand," I commanded.
And then, with a strangled cry, he came. His sticky, hot fluid spurted out of his prick into my palm. Once, twice, thrice it spewed with force. Not satisfied, I milked him hard, squeezing out his jism. Inarticulate cries came from his throat as I drained his balls over and over until there were no more drops to be had.
I stood up with my dildo whore's hot load in my hand. His eyes lifted to me, sweat on his forehead, and my glove still held in his mouth. I raised my hand to his face.
Showing his hot mess in my hand, I instructed, "See sub, you had a lot of your fluid stored in those balls of yours. There is no sense letting this go to waste, though." I took my glove out of his mouth with my left hand and said with a grin, "Tilt your head back whore, mouth open. We need to recycle after all."
Reluctantly, Jeremy complied. He looked like a baby bird waiting for his meal, and I helped him out by tipping my right hand over his open mouth. His sticky cum slowly slid off my hand into his maw, and down his throat. I cleaned off my hand against his mouth and lips, leaving his fluid glistening in the sun. After my hand was clean, I put my glove back on slowly, all the while looking at Jeremy in his tired eyes.
Once my hand was gloved, I took the ball gag back and put it into his mouth, stretching his lips wide, and buckled it back behind his head. My helpless sub gave a small inquisitive sound.
"Oh, my poor dildo whore, I can see you still have a lot of cum stored in you. I have been a poor Mistress, but I will fix that today. Don't worry; I'll be back out after dinner before it gets too cold so I can milk you again."
And with that, I turned and slowly sauntered back into my home, feeling Jeremy's eyes on my tight ass the whole time.
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