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A simple dare (part 6) [M25F25] (CBT) (femdom) (sadism)
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All characters 18 , consenting and enjoying themselves, this is all part of a scene/play setting. Since it’s the month of Halloween I thought I’d write a more graphic scene. As such please be warned this part may not be for all audiences.

—-

Four days.

Four days had passed since Amanda and her unnamed black friend had sodomised him. Four days since his asshole’s virginity was stolen and all of his pretty holes were defiled for Amanda’s sexual gratification. As Simon ate his bowl of cereal he could still taste phantom mouthfuls of the warm thick, near chunky cum. It smelt awful and tasted even worse, Simon suspicious the man purposely made his loads taste foul, how he did so, Simon couldn’t say.

Gagging now, he pushed his bowl of cereal away across the countertop. Simon had to readjust often on the chair, his anus still sore and not quite back to normal. His lips and mouth felt tender and bruised, puffy almost. Each time he blinked he saw flashes of his previous play times; Amanda’s degradation and Carly’s ball beating savagery.

Mentally, Simon was beyond aroused, sexually stimulated further than he had ever thought possible, yet his body showed little signs of his mental pleasure. His loose and creased boxer shorts showed no sign of a bulge on account of his trapped cock, his slimy semen filled cage stick and gross. His balls had recovered and returned to their normal size although the colour was still unnatural, the purplish welts slightly raised and extremely tender even now.

Shaking his head to remove the lingering semen soaked thoughts, Simon reached out for his soggy cereal and began eating once more, trying harder to focus on the masturbation images of Amanda in his mind or the smile of Carly as she wailed on his pathetic balls. Despite his best efforts as he brought a spoonful to his mouth, the images were bookended with visages of his humiliation, his manhood destroyed and never to be recovered.

He knew he was a slave now, unable to turn back the clock to his former life but with each passing mouthful Simon gulped down both cereal and worry; how much farther would they push his limits…how far would they go?

Leaning hard into the bench he heard the soft pitter-patter of Carly’s feet coming down the stairs and entering the kitchen. She walked over to the cupboard and reached up high, her short pyjama top exposing her tight stomach and deep v-cuts. Carly was as athletic as they come, Simon watched her silently as she awkwardly reached for a box of cereal just out of reach, her booty popping and jiggling as she bounced on her heels to reach it.

“Little help?” Carly called, Simon got up from his chair and walked over, reaching high with both hands to steadily secure the box.

As he did so, Carly rapped a quick backhand into his exposed ballsack, the boxers barely protecting them. The thud was loud and visceral. His sore, welt covered nuts couldn’t handle even a firm gust of breeze in their current state let alone a hard smack from Goddess Carly.

Unable to endure the pain Simon fumbled to the floor bringing the cereal down atop him, the inside bag spilling chocolate pieces all across his sprawled out body and the tiled floor. Clutching his nuts and with squinted eyes he tried to push the pain away but he was too weak; both mentally and physically to fight it.

He felt Carly sit on his upper chest, her cunt separated from him by a thin piece of expensive pink fabric. Panting and feeling his dick firming in his cage, ready to explode, he blinked his wet eyes open to see Carly studying him.

“Jackie‘s not gonna like that.” Carly said sourly

“Like what?” Simon asked puzzled, his balls aching, his panting breaths lifting Carly up and down as his chest rose.

“You — being unable to take a small hit like that. She plays very rough. Very, very rough. I think you should ask to reschedule.” Carly said, a steady, almost motherly tone in her voice.

“No way.” Simon said defiantly, his ego getting the better of him.

Momentarily forgetting his place as the submissive and slave to Goddess Carly he pushed her off of himself and raised up, standing over her for the first time, she looked good beneath him.

Smirking Carly stood up from the dirty, cereal covered floor also, staring up at Simon as she continued to speak; “I am trying to do you a favour. Just ask to be Amanda’s slave for the next week or so until you’re healed. You’ll thank me.”

“I have proved to both you and Goddess Amanda that I am willing. I am accepting. I only have to prove to Goddess Jackie that I can serve her, and then I’ll…” Simon said trailing off.

“You’ll what?” Carly prodded.

“I’ll be let out.” Simon answered, feeling satisfied with his candor.

Carly laughed, backing up and covering her mouth with glee. Practically kicking her feet in delight, her face growing redder and redder with each passing second she spat out;

“Is that what you think is at the end of this? Being released and given a nice long wank?”

“Maybe, if I’m a good boy.” Simon replied coyly, embarrassed at how the phrase made him feel. Calling himself good boy like a dog, like the dog he was.

“Simon—“ Carly began solemnly, “you may be my ballboxing partner, Amanda’s little clitty bitch but you’re about to be Jackie’s plaything…I hope you understand how serious she takes her play.”

“I do.” Simon said fully sure of himself, his hubris filled words stinging into Carly’s skin.

Seeing his phone light up on the breakfast bar he walked over to it, slightly limping, the nut shot not fully worn off. Picking it up the text was from Jackie with the all too familiar text;

“Time to play.”


Ironically, Carly offered to drive Simon to Jackie’s house. It was on the outskirts of town, a rather large block of land and a very small house. It looked more like a shack, the land surrounding it very woodland and not maintained by the local council. It felt odd out here, almost spooky…eerie. It wasn’t the emptiness or the isolation from others that made Simon’s skin crawl it was the complete and utter lack of noise; the silence so different from that of in town. The soundless expanse perked his ears up even more as he stepped out of Carly’s car, the motor still running.

“So…” Simon began, looking around the empty property before looking back down into the jostling car toward Carly; “any tips?”

“Yeah.” She began, shirting gears into drive. As she began to pull away and turn around the dirt road Simon heard her call

“Just remember it won’t last forever.”

Unsure if he heard her right Simon scratched his head and looked around, the sun blaring overhead. With no other houses in sight he made his way down the dirt road, kicking up stones and pebbles as he went toward the dilapidated looking house. Stepping up onto the porch he grabbed the rickety fly screen door and threw it open, knocking on the thicker door within.

Momentarily the door opened to reveal Jackie, a cigar hanging out of her mouth, her blonde hair up in a ponytail and her blue eyes staring deeply into his from beyond her thick glasses. Jackie had initially ignited his kink journey, her introduction so painful yet pleasurable. The way she squeezed and sucked him was something he had never experienced and would likely never have again with another. Jackie was a once in a lifetime type of girl, Simon thought as she stepped out onto the porch.

Dressed in big cowgirl boots, dirty blue jeans and a tight white top, Jackie took her cigar out of her mouth and blew it in Simon’s direction;

“Morning Darling.” She said.

“Good morning Goddess.”

Wrapping her hand around his shoulders, Simon tensed and shuddered almost automatically. Giggling Jackie patted his back supportively as she led him off the porch and toward the backside of the house, where the trees grew thicker. As the pair walked on Simon looked from right to left; no livestock or neighbours. No back alleys or cars, only forest on all angles. As they stepped over the metaphorical barrier from the grassy lands to the forest interior, Simon could faintly make out an obscured structure hidden deep in the tree line.

Puffing on her cigar all the while Jackie said nothing, her demeanour closed off and focused, Simon, now shivering like a leaf tried to steady and calm himself as they crunched on dry leaves towards the now fully in view structure. A large room, a camouflaged box plopped in the middle of massive trees. The door on the front adorned with more than three different locks; no windows, no alternative entrance or exit.

“As you can see from my house I am not all that concerned with material or aesthetic possessions. My hobby is where most if not all my money goes to.” Jackie said stepping toward the door, lowering her face to the locks, taking a necklace laced with keys from inside her tight white top, her fat ass pushed out as she tended to the security measures; Simon horny and scared beyond words.

As the final lock clicked open, Jackie grabbed Simon’s arm firmly with one hand and swung the door open with the other, shoving him inside with a hard and forceful push. Slamming the door closed behind her, a single fluorescent light flickered weakly on above him, illuminating the room.

Shocked Simon gasped and fell backward toward the door, bumping into the body of Jackie. Hanging from the ceiling were all manner of tools and toys; dildos, callipers, spreaders, bumblers, pliers & hammers.

The walls had soundproofing lazily nailed in, red and black wallpaper alongside matching carpet adorned the room as at the back of the room a large tarp covered box sat silently. In front of it, a dirty, custom gynaecologist chair was bolted into the floor, fitted with leather wrist and ankle restraints with a metal neck harness too.

To the left of it, was a surgeon’s table, the stainless steel stained with unnamed fluids that Simon couldn’t bare to look at, the tools on the table rusty and scary. Physically shivering and shaking, Jackie placed a comforting hand on Simon’s shoulder as she walked him slowly over to the chair, guiding him into place. Wasting no time she locked in his wrists and ankles quickly and tightly as Simon chuckled out a sheepish suggestion;

“Before we uhh, start, maybe we discuss our safeword?”

“Oh honey.” Jackie said, reaching into her pocket, taking out a surgical mask and placing it over her cute red lips. As she adjusted her glasses and stepped closer, like a doctor observing her unconscious patient she said coldly; “We don’t have one.”


Simon rustled and jostled in the chair, but the shackles were too tight, the bolted down seat not moving no matter how hard he rocked. Jackie surveyed the tools on her table and above her head. Before grabbing down a pair of pliers, surgical scissors and a hammer. Simon shook in his share violently and screamed, before Jackie smacked him hard across the face. The impact knocking him silent.

She walked to the front of the chair and knelt down between his legs, using the surgical scissors she cut away the sweat covered pants and boxers to reveal Simon’s bruised balls and caged cock. Taking the heavy blue balls into her hand she surveyed their weight and mumbled quietly to herself, Simon practically sweating bullets with every passing second.

“To get my subs, my slaves into the correct mind frame for my work, I have a few ideas how we’ll get you there.” Jackie said, her smile unseen but she words sounded different as if she were smirking from ear to ear.

Quickly she grabbed the pliers with one hand, with the other she pushed one of Simon’s nuts into the middle of the tool; clamping down hard the metallic device pushed his nut near flat, the sensation of pure pain causing Simon to scream wildly, the bruising appeared to spread, as likely blood vessels popped in the skin as Jackie applied devilish pressure to his right nut, nearly crushing it in her vice grip.

Simon flailed and cried out, but she persisted the pain constant and sharp, unable to be escaped from physically or via disassociation. She slightly tweaked her hold, pushing the pliers down further on the bollock, leaving majority of it exposed. Holding it firm with one hand, her knuckles pale white as she gripped it. With her other hand she reached for the hammer and raised it above the caught testicle. Like a booby trapped pyramid the hammer hovered in fiendish patience above the nut.

Simon looked up at Jackie, tears streaming down his cheeks, the pain beyond what he thought he could handle. But he preserved; for her.

“This usually is the one way ticket to sub space.” Jackie said bringing down the hammer on the captured testicle with a dismissive flick of her wrist. Like a meteor smacking into the earth, or a tidal wave eviscerating the shore, the hammer came down forcefully and powerful, decimating Simon’s nut.

The pain nearly knocked him to unconsciousness, barely held and kept awake by Jackie lightly smacking his cheek. Screaming and wailing in Terror, the pain unimaginable, Simon could barely bring himself to look down, feeling the tremendous pain he was sure, absolutely certain it was mangled and ruptured; destroyed beyond repair. Jackie forced his head down, pulling his eyes open to look down.

To his utmost and elated surprise it was still intact, albeit beyond swollen, the nut now the size of a small orange. Panting and breathing heavy, his heart rate accelerating to dangerous levels he felt Jackie grab ahold of his other testicle with the pliers, the grip much softer this time. Leaning next to his ear she slowly ramped up the pressure as she whispered;

“Shall we continue or do you think you need another help getting into subspace?”

“NO GODDESS!” Simon screamed practically cutting her off. “I am ready to receive your gifts. My body is yours to use.

“However I want?”

“However you want.”

She raised her eyebrows, her face contorting to that of a surprised smile, with a more loving voice she replied; “I’m glad to hear that.” Before bringing the hammer down on his other nut, the same fate befalling it as the other.

Stepping back Jackie watched as Simon writhed and screamed, taking her finely manicured hand and sliding it down between her tight body and her perfect fitted jeans. Watching as Simon cried and groaned, his ballsack one large lump of pain, she rubbed herself vigorously, throwing her masked head back as she moaned deeply, her sadistic urges only lightly placated. As quickly as she had began she stopped, giving Simon no respite.

Pulling the necklace from her shirt she fondled around for the correct key, flashing a silver hex key up at the crying Simon. The euphoric sound of the unlock rang out in his ears as he felt the sticky and slimy cage be pulled free, the puddles of precum and semen falling out in spotty patches as the cage was taken clean off, placed up on the surgeon table.

Immediately his dick grew back to full mast, unable to take the release and adrenaline backed endorphin rush, his dick spurted out a quick spurt of cum, spraying all over the red tape floor. A hands free, uncaged orgasm left him drooling, his head unable to be held up as the feeling of a semi-decent orgasm overtook him. He was beyond grateful to Jackie for releasing him. He smiled at her weakly, his dick still shooting a messy, off white, slightly discoloured cum shot.

“Did that feel good?” Jackie asked genuinely curious.

“Yes Goddess. Thank you Goddess.” Simon said, his words slurry with post orgasmic passion.

“well you know what helps trigger orgasms? Prostate simulation.” Jackie said excitedly, running her hands across toys and tools on the surgeon table.

“Please Goddess, my asshole cannot take it, Amanda had her Bull take care of me.” Simon pleaded, his dick still firm.

Jackie turned around to face Simon, holding a long and thin, polished metal rod, the ends finely sculpted to be perfectly round. As Simon’s eyes caught wind of it his expression dropped and he looked as though he had seen a ghost. Shaking his hands and feet he tried desperately to cover his genitalia, knowing full well what was about to happen.

“Darling I’m not in your ass to get your prostate, I’m going through your dickhole!”

Forcefully she grabbed Simon’s aching shaft. Her touch felt glorious and transcendent but the connotation scared him stiff. Scared beyond measure Jackie pushed the sounding rod into his dickhole, the cum shot from earlier acting as his only source of lube. His orange sized nuts and dick screamed out in furious and unending pain. With every passing millimetre that the rod descended Simon screamed and yelled a decibel louder, it only matched by Jackie’s wails of pure ecstasy.

“Oh fuck! That’s a good boy!” She said pushing the rod down further, Simon barely able to remain conscious, although to pass out would be a relief from the physical hell he was in.

“Just a little more” Jackie said, her free hand furiously undoing her jeans, to allow for a better angle to her sopping wet cunt. As the rod found depth, she stood back, dropped her pants, revealing a pair of Lacy underwear which were completely soaked through. Sitting back down she admired her handiwork, rubbing herself all the while.

With every passing groan, grunt and cry she rubbed and fondled, even taking a moment to slide a delicate finger in, her moans like harpy’s nails across Simon’s tortured body. He felt his dick throb, each throb jostling the rod ever so slightly, the pain ludicrously terrible.

“Do you know what’s down your cock right now?” Jackie said reaching under the chair for something.

“A…a rod.” Simon said carefully, trying not to pant too hard lest he disturb the rod.

“What kind of rod.” Jackie pressed, still softly rubbing her puffy clit.

“A sounding rod.” Simon replied.

“What’s it made out of?” Jackie said, looking over her glasses frames inquisitively.

“Metal.” Simon answered, proud of himself for powering through this far.

“And what is metal?” Jackie asked coyly.

“I don’t know.” Simon replied, his brain way too scrambled and soaking in pain to think even remotely critically.

Taking off her surgical mask Jackie smiled brightly at Simon before quickly attaching something to the rod, a clasp of some kind.

“It’s a good conductor.”

Suddenly, Simon felt an otherworldly pain, the kind that tensed his entire body and felt like it fried his soul. A quick second of electricity through the rod had felt like a timeless void; the pain everlasting. His entire being felt pushed out of his body, as if he was no merely observing his punishments rather than receiving them. Another jolt came and another, his eyes fluttering between consciousness and sleep, he watched as Jackie began practically fist fucking herself, her entire hand inside herself as she rubbed with the other. The site before her sending her over the edge time and again in quick succession her moans and shrieks of euphoric joy nearly timed with the rhythmic “zzzzap” sound of the electric battery.

Simon spasmed, unable to cry out, his vocal cords tired and worn and his tears all but dried out. As the jolts continued so too did the relentless torrent of Jackie’s orgasms. Only once they had stopped for good did she casually flick off the machine, the sounding rod still within his pulsating cock.

Fried, broken and beaten, Simon drooled into his shoulder, his head leant to the right, his body no longer fighting against his restraints. As he may motionless Jackie removed her cum covered hands, her juices covering the better part of her arms and most of the floor. Panting heavily she stood up, wiping a thick line of sweat from her forehead, her shirt soaked with her drool and wet hands as she wiped them against it.

Pulling up her jeans she rebuttoned them and adjusted her hair, leaving not even a strand out of place. Turning her attention back to Simon she grabbed his dick and yanked the rod out, a satisfying gurgle of cum came bubbling up the shaft, spewing down his dick weakly. Tossing the rod onto her table she reached up to the hanging Instruments, grabbing down a ball gag.

Placing it in his mouth, she clasped it on tightly. At the very same time she removed his arm and ankle harnesses, although he was no longer in a fighting mood. Limply she pulled him from the chair and helped him down the room toward the tarp covered box at the end of the room.

“Now darling, I know that seemed like a lot for your first time. But I knew you were one of the stronger ones.” Jackie said ripping up the tarp with her free hand to reveal a human sized metal cage affixed to both the wall and ground; inside it a naked man with a gimp mask obscuring his eyes, ears and mouth was pressed up against the wall, shaking softly.

With her free hand she undid the lock, the key still inside it, and pushed a limp and defeated Simon in. The pair of Jackie’s sex slaves barely able to fit in together. Re-locking the cage Jackie blew them a kiss before kneeling down to be at Simon’s eye level. Unsure if he was or could hear her she spoke softly;

“You’re my favourite Simon. Benny here was fun weren’t you Benny? We’d play with knives, razors, needles heck even surgery play! But I think somewhere along the way he went into subspace and never came back out. He was my favourite toy until you came along!”

Jackie stood up and threw the tarp back over them, her cowgirl boots smacking against the floor as she walked to the large door they entered what felt like hours before.

“So I’m just gonna text the girlies, have a shower, grab a bite. I can’t wait to tell them how happy I am about my new toy. I’ll have to call dibs on you, my little drool bunny.” She said as she slowly pushed the heavy door closed.

As the darkness set in and the locks clanged Simon heard her yell from the stifling darkness;

“I can’t wait to play again!”


Thanks for reading. If you liked my more horror inspired post/part please let me know. I’d love to hear feedback and suggestions. Thanks again for reading, means a lot.

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