Iron Will's Intensive Mare Ass-Insertiveness Training
A clop comedy starring Iron Will and Fluttershy by: OneLonelyPickle
It was morning, which meant it was time for Iron Will’s first anal plunge of the day. He howled a yawn, sat up on the side of his bed, and flexed his gargantuan pipes.
“WHOOOOOOOA YEAH!” he roared. With a primal grunt, he hoisted himself out of bed and struck a bodybuilding pose. “Best way to start the day? Plow a mare’s ass and make her neigh!”
Iron Will chuckled. DAMN, he was funny. He sauntered to the end of his bed, each side of his statuesque form moving as if the world itself was shifting. The bed was king-size, of course. Extra comfy mattress, double box spring, gold and red comforter, golden silk sheets, pillows that felt like literal marshmallows.
He placed his baseball glove mitt hands on his hips and snorted confidently as he beheld his pad.
The Golden Horseshoe had the BEST luxury suites, and only the BEST would do for Iron “Black Mamba” Will (the mares could tell you where the nickname came from). At the other end of his suite was a huge window overlooking Las Pegasus. From there, the pale golden wallpaper traced all along the room, all the way to the steps that led to the slightly raised bed area. But back in the main area, a golden, four-seater couch sat along the wall and faced the plush, brown, faux-fur rug that lay against the red carpet of the floor. A stereo system sat near the bed.
Off to one corner of the suite was a kitchen area complete with mini fridge and a bar. Cupboards stocked with anything a minotaur bachelor and Casanova could want lined the walls and filled the space underneath the bar. Iron Will closed his eyes.
“Yes, this will do for Iron Will.”
He slowly opened one eye.
“Hmph. Time to squeeze out the lizard!”
He stomped over to the phone next to his bed and pressed a single button. The phone rang for one single second before a stallion’s confident voice spoke on the other end.
“Hotel lobby, how may I help you?”
“Send up another mare!” Iron Will shouted into the mouthpiece. The stallion’s voice on the other end became shaky and he replied with a quick stammer.
“R-right away, s-sir!”
Iron Will grunted affirmatively. While he waited, he strode over to a body-length mirror fixed to the wall and admired his peak physique.
Rippling, bulging masses of pure power covered Iron Will from his neck down to his hooves. His chest was as wide as a water buffalo. He could crush steel with his pecs. He flexed his tree-trunk arms inward.
“Whooaaaaa Iron Will is massive! And being massive means: YOU CAN’T BE PASSIVE!”
Iron Will’s black mohawk stood up like a blade, symbolic of the giant mass between his legs that was quickly growing just as erect. His horns, too, were powerful and sturdy, two pillars of off-ivory might that jutted from the sides of his head.
Iron Will flashed himself a smug smile in the mirror. His nose ring shined in the natural light coming in from the window. He adjusted the black tie that hung against his barrel chest.
“Oh yeaaah! Quick like a stick - this beefcake’s gonna flick his wick and make it SLICK!”
A soft knock on the door barely registered in Iron Will’s brain. He stomped over to the door and swung it open without ritual.
“Get on the bed and stick your flank up off the side,” he commanded. He didn’t even look to see who the mare was. It didn’t matter. As she presumably got into position, Iron Will went to his bar and opened the mini fridge. He pulled out a tray of ice cubes and a bottle of fine dandelion brandy from the freezer section. He gripped the cork with his teeth the size of dragon claws and ripped it out. Iron Will tossed a few ice cubes in a rum glass and poured in the brandy after that.
“Need some pep to lighten your step? Pour a glass of something strong and move your flank far along!”
Iron Will haphazardly tossed all his drink ingredients back in their spots and slammed the mini fridge door shut. He then placed a finger against his cheek.
“Hmm, that rhyme kind of sucked. Iron Will has to work on that one.”
He shrugged then sucked back the entirety of his glass’s alcoholic contents in one gulp. The spicy, burning liquid teased his throat and tickled his nerves. A snake-like jolt of inebriation slithered up his spine.
“BUCK YEAH!” he screamed, slamming down the glass. It shattered into a thousand shards. He’d order the girly little colt at reception to clean it up and bring some more glasses later. Iron Will sashayed over to his bed where his morning anal session was patiently, obediently waiting with her ass stuck in the air.
“Good little bitch,” he mentioned. The pale, green-furred mare was a bit nervous, and it showed. She vibrated like a scared filly who had lost her mother. Her long blonde mane was bunched all around her head, hiding whatever she looked like underneath. Iron Will didn’t care. Her ass was fat and her hips were wide - that’s what he cared about. That, and the thick rim of her ponut.
The sight was enough to bring Willy Jr. to full mast. Iron Will grabbed a bottle of lube from one of the dozens in his bedside table and generously applied it to his fat hog.
“If you need to give her the cock, lots of lube you MUST have in stock!” he said to himself, not caring if the mare heard. He took the remainder of the lube and poured it into his giant mitt. With his other hand, he scooped up half the lube with a single finger and worked it into the mare’s ponut. She only whined and grunted for a minute before Iron Will was able to insert and retract his thick digit with fluid ease. Nevertheless, the ring of the mare’s anus gripped him tight as he pulled out.
“All set!” Iron Will shouted. He lined the flared head of his cock up with the mare’s ass and pushed forward unceremoniously with a confident grunt. The mare gritted her teeth tight and grimaced. But it wasn’t long before her whines of pain turned into something far, far more erotic.
“OOOOO GIVE ME THAT BIG MINOTAUR DICK!” she screamed into the bedspread, rocking back and forth in time with Iron Will’s own thrusts. During the act of coitus, Iron Will preferred to admire his own muscular form. He kissed his left pec, then his right, and stared at the veins on each as they pulsated with his thick, powerful blood.
“That’s… right… baby… Iron Will is jacked… Iron Will is cut… IRON WILL IS MEAN!”
Iron Will roared and brought his awe-inspiring open palm to bear down on the mare’s flank cheek. The resounding SMACK could be heard down the hall. The mare cried out in a mixture of pain and pleasure as Iron Will left a beet-red mark of his hand on her ass flesh.
Iron Will’s dick was careening its way in and out of the mare’s anus, with the ponut tightly gripping the thick length of meat as it came and went. The ponut even extended a few inches when Iron Will pulled his foot long minotaur cock almost the entire way out. Then, with a hip-shattering thrust, Iron Will drove Willy Jr. back home for another bottoming out session with whoever the mare was.
At some point, with the bed and its sheets in ruins and the mare a quivering, sweaty mess, Iron Will screamed and blasted a molten load of his minotaur cum directly in the mare’s anal womb. It mixed with her ass cum and generated a sultry mixture of sexual fluid which filled the room with the smell of sweaty mare taint and viscous equine seed.
“Alright… get out,” Iron Will said between pants, using the mare’s swishing tail as a mop for his forehead sweat. He didn’t have to wait for her to follow his order – obviously, she would. He stomped over to the window on the other side of the suite and looked out to the city-cum-resort below.
There was nowhere Iron Will loved more than Las Pegasus. It was a venerable den of debauchery, a true haven for hedonism. He put his fists to his hips and tightened his muscles until his huge pectorals popped up.
“It’s gonna be a GREAT day!” he shouted.
Goats: little pukes. Iron Will HATED the furry mongrels. But, he figured, they made good assistants.
“Chester, what’s the hold up?” Iron Will asked, his pitch-black sunglasses loosely sitting on the bridge of his snout. His words were directed to a tiny, scrawny, grey-furred goat with empty, soulless yellow eyes and a red, untied tie around his neck. A headset sat comfortably on his ears.
“Baaaaah!” Chester called out, seemingly at random. Iron Will leaned back, closed his eyes, and folded his arms across his wide chest.
“That so? Hmmm… sounds serious. Alright, Iron Will has gotta go take a dump anyway.”
It was noon, and that meant the next session of Iron Will’s newest program that had taken Equestria by storm was about to begin: The Mare Ass-Insertiveness Training Program. Only, according to Chester, it was being delayed by a flood of mares trying to get into the gated-off training grounds. There were so many of the little sluts, Iron Will laughed as he squatted down onto his literal throne. The mares must have gotten jammed as all of them tried to rush inside the training grounds at once — not an uncommon occurrence.
Iron Will’s cock, as most mares found out once they “took the plunge”, as it was called, was addictive. Something about its girth, its length, and the texture of its flesh lined by huge veins made mares literally dick-drunk. And it showed — Iron Will was making more Bits than with any of his previous schemes, and by several dozen times.
Iron Will grunted and unleashed his ass load into the toilet. He flicked the little switch on the side of the stall and felt a cool stream of water “down there”.
“Ahhh, gotta love these bidet thingies,” Iron Will said to himself. “Those colt cuddlers from Prance really know how to make a thing to clean your ass after a good crap.”
Without even bothering to flush the toilet (somepony else would do it later), Iron Will punched open the stall door and carried his towering form to the stage curtain where, just beyond, there’d soon be a horde of mares hungry for his dick. Or rather, the training program that centered around his dick.
“Chester!” Iron Will roared, “Get those big ugly mutts to fire up the Greaser and let’s get this show on the road!” He turned back to the goat assistant, who ‘baah’d’ again into his headset. Miraculously, the creatures on the other end understood what he was saying and moved into position.
Iron Will looked outside to his training yard.
The wide open, finely mowed plain had a gate at the far end, which Iron Will saw was clumped up with fleshy masses of all colors of the rainbow: a literal stampede-in-the-making of mares. Iron Will smirked. In the corner of his eye, he caught sight of the “muscle dumbies” shuffling to the gate with “the Greaser”.
The muscle dumbies were a couple of Diamond Dogs named Lump and Grump. They were about as big as Iron Will himself, he had to admit, but they were only one tenth as smart and — well, they weren’t nearly as “large” in another way.
“The Greaser” was a huge hose connected to a tank of oil lubricant. Lump (or maybe Grump — Iron Will never cared to learn who was who) held the hose and lumbered over to the gate in the distance. A few moments later, Iron Will watched with mirth as Lump sprayed the blockade of mares with the oil.
“Ah yes, that’ll do,” Iron Will said, chuckling to himself. He could hear the passioned cries of the mares, their lusty throats shouting out as if to beg for the pleasure that was so close, yet so far. The pleasure that Iron Will, if they were so lucky, would administer with his Meat Syringe of Love™ (trademarked with the Canterlot Copyright Office).
Suddenly, the lubricated mares started to break free from the chokepoint at the gate. They stumbled forward at first, panting, but soon broke into frenzied gallops toward the stage, where just behind the curtain, Iron Will smugly awaited. He brought his head back behind the curtain.
“Chester, get Iron Will’s mirror!” Iron Will screamed. The goat assistant complied with another high-pitched bray and soon enough was balancing a tall mirror atop his head so that Iron Will could admire his mountain-esque body.
“Princesses… Iron Will is huge…” Iron Will whispered huskily to himself. He took off his sunglasses and winked at himself, then rose a single eyebrow and shot goo-goo eyes at himself. “You’re a handsome taur, Willy. You’re bucking massive, too. You stud.” He kissed his fingertips then pressed them against his reflection’s lips. “Iron Will will be seeing Iron Will later.”
Chester, for the sake of his health, did not react to the display of self-adoration. Iron Will was ready. He stomped forward toward the stage with a deep breath and exhale and tossed open the curtains. Raw pandemonium awaited him beyond the stage once the curtains were drawn.
The flood of sound from the frantic mares crashed into Iron Will like a tsunami tidal wave. It almost made him fall over – no, seriously. He caught himself, though, and admired his fans with his piercing gaze. All three hundred or so of them. Boy was he ever happy he invested in the titanium, four foot tall “Zebs-B-Gone” fence that separated the stage and the training yard.
“WE LOVE YOU IRON WILL!” screamed Princesses-knows how many of the mares. Some of them shouted far more vulgar things at Iron Will.
“REAM OUT MY ASS, IRON WILL! PLEASE!” shouted one. It was a mare that Iron Will spotted frothing at the mouth, trying desperately to squeeze through the miniature gap in the fence. She could only get a hoof and a portion of her snout through. She whined as she tried to force her physical form through the bars like a poltergeist of lust. Iron Will chuckled and shook his head, adjusting his sunglasses. The sun was high, hot, and brightly lit the hundreds of mare asses he was now free to do whatever he pleased with.
Lump and Grump were in charge of the Greaser for his secondary purpose: should the swarm of mares decide to get wise and climb on top of each other to get over the fence, the two Diamond Dog idiots would aim the oil hose and shoot them down. The pressure wasn’t enough to seriously injure (not that the cock-enraptured mares would even notice), but it was enough to knock the mares over and ruin their plans.
Iron Will roared.
“EVERYPONY! WHO’S THE BIG DICKED HUNK OF MINOTAUR MEAT YOU LOVE THE MOST?”
He cupped his gargantuan hand partially around his ear and leaned into the crowd. The mare swarm screamed back its reply.
Literally, they just screamed back in reply. Iron Will knew what it meant. He grinned wide and nodded affirmatively.
“Buck yeah! You bitches know what you want!”
Iron Will placed his hands on his narrow hips and his face turned mean and he frowned. The mares stood up straight.
“NOW!” he shouted, “LINE UP!”
The discipline of the mares would have astounded any passerby that hadn’t seen what the Ass-Insertiveness Training could do. As if each mare was connected via a hive mind, upon Iron Will’s command, they each found their place in the newly formed rows and sped to it. When a mare reached her assigned spot, she stood up straight and didn’t move an inch. Every mare, within a single minute, was straight-faced and staring forward as if she were an automaton (though it did take a few mares longer to get into position).
“Excellent, as always,” Iron Will congratulated, his voice now becoming loud enough to be heard throughout the training yard thanks to the speakers that were activated. He tapped his headset microphone and it caused a loud noise through the speakers. “You bitches hear Iron Will?” he asked.
The response was an almost universal female shout.
“YES, IRON WILL, SIR!”
“Ah, good, good…” he replied quietly. He put his hands against his hips and stared out at the military-level disciplined mares, nodding with pride as he did. “Time to review the troops! If you’re not hungry for this hunk of dick, then leave right now because you make me SICK!”
And with that, Iron Will walked with his usual sashay down the stage stairs and into the crowd. He started, as always, at the northern-most corner of the rows. The longest-serving members of the program lined up based on their seniority. Of course, Iron Will didn’t have to say anything as he stood in front of the first mare, his very first student, and she leaned forward to plant a big, wet kiss on his semi-chub taur meat.
Iron Will moved to the next mare in the row, and she did the same thing as the last. And this continued for nearly a half hour as Iron Will made his way through most of the crowd. But then, Iron Will came to a mare that made him stop.
“H-Hey now…” he began. The mare was definitely familiar. She was a Pegasus with a yellow coat of fur and wide, fat hips with pink butterfly Cutie Marks. He didn’t care to notice any other features.
Iron Will squatted close to the mare’s face and cocked his head, placing one of his herculean hands against his cheek quizzically. The mare quivered and looked to the ground.
“Maybe I’m drunk or something, but don’t I know you?” Iron Will asked, point blank. The mare yelped and whispered the quietest response Iron Will ever (barely) heard.
“Ummm… yes…”
Iron Will took a big whiff of the mare. Desperation… misery… cowardness… it was all super familiar. The mare slightly lifted her head so Iron Will could see her moist, blue eyes. She squeaked out a response.
“C-can you teach me…”
The mare’s words trailed off and Iron Will turned his head and hovered his hand beside his ear.
“Wassat?” he asked.
“Umm, I said can you teach me to be a good…”
Again, the mare started speaking at an audible volume and quickly became as quiet as a mouse before Iron Will could understand her meaning. He snorted in annoyance, stood up straight, and placed his hands at his narrow hips.
“Enough! Iron Will doesn’t know what you’re saying. If you don’t even have the confidence to—”
“TEACH ME TO BE A GOOD LITTLE MARE ANAL SLUT!”
All the mares gasped. They knew who the yellow Pegasus was; Iron Will alone was oblivious. But he noticed the passion and fire that had come out clear in the Pegasus’s shout, and even though she lost her nerve after the momentary outburst of confidence, he knew there was potential. And then, he remembered.
He remembered the only mare that had ever rose her voice to him before.
Fubberstank.
…
Or… was it Flootensherp?
…
“Fibbersham?” Iron Will wondered aloud, placing a finger upon his chin and looking skyward. The Pegasus mare cleared her throat and spoke so Iron Will could hear.
“Fluttershy. My name’s... Fluttershy.”
Iron Will’s mouth widened into a shocked O and he threw up his hands.
“Holy crap! Fluttershy! That’s it!”
Immediately remembering the events of his foray into Ponyville from years ago, Iron Will’s face became a cheeky sneer of pure “well look who came crawling back” attitude. He felt his form grow and widen, covering Fluttershy in some new shade as if he unlocked a powerful advantage over her. Fluttershy, on the other hoof, seemed to shrink even smaller, if such a thing were possible.
“Well, well, well… Fluttershy of Ponyville. The brat who once had the audacity to talk big to IRON WILL! And here you are, asking me to train you to be a good little bitch…”
Iron Will got down onto one knee and lifted Fluttershy’s downcast chin with a single finger of his massive hand. He actually bothered to look into her big baby blue eyes.
“ARE YOU READY FOR THE TEST, FLUTTERSHY?” Iron Will roared in his usual showman’s tone. Fluttershy’s eyes became pinpricks.
“ARE YOU TRULY READY TO SEE IF YOU HAVE WHAT IT TAKES TO JOIN IRON WILL’S MARE ASS-INSERTIVENESS TRAINING PROGRAM?!”
Fluttershy gulped. She slowly nodded and mumbled a shaky “mhm”. Iron Will squinted at her.
“You have no idea what Iron Will has in store.”
* * *
“P-PLEASE! IT’S T-TOO BIG!”
Fluttershy’s cries of anguish were mostly ignored by Iron Will, who was leaning back against the wall behind his huge hotel bed. His legs were spread wide. He rested his massive pipes behind his head. He closed his eyes in pure bliss. Fluttershy was truly putting in the work needed to impress him. He was honestly surprised.
“I-Iron Will, s-sir, I can’t…”
“Ponies who made excuses have NO uses!”
“But it’s just not going to fit—”
“MARES THAT COMPLAIN WILL NOT FEEL IRON WILL’S PAIN!”
“Umm, wait that—”
“DO NOT QUESTION IRON WILL’S RHYME!”
Iron Will jumped up in a huff and stared down at Fluttershy, who near the middle of the hotel room was struggling to push a heavy stone vase into place near the faux fur rug, on the opposite side of the couch. Iron Will hummed.
“Hmm, maybe you’re right. Maybe that vase won’t fit the feng shui of the room…”
Fluttershy collapsed beside the vase, panting and dripping with sweat. Iron Will cried out.
“Fine! Forget the vase! Let’s go over the list of tasks Iron Will gave you in order to join Iron Will’s program!”
Fluttershy looked up at Iron Will, still catching her breath. Iron Will pulled out a list from behind him.
“Number one: did you do all of Iron Will’s laundry and clean the dishes?”
Fluttershy lightly smiled and nodded.
“That one was easy. Took a few hours, but I love to—”
“A SIMPLE YES WILL DO!”
Fluttershy covered her mouth with her hooves. Iron Will glared at her from over the top of his list. He continued.
“Number two: did you pick up the cake from Snaggletooth’s Bakery? AND” — Iron Will squatted and pointed toward Fluttershy in a “gotcha!” attempt — “Did you make sure that the crotchtits on the icing drawing of Princess Celestia were really big and milk was spraying out of them like Iron Will wanted?! Bet you didn’t, did you?!”
Fluttershy nervously rubbed one hoof against her shoulder.
“Oh, umm, well, yes I did… actually. But it’s so vulgar, the b-breasts were—”
“SHUT IT! FINE YOU DID THE STUPID CAKE THING!” Iron Will shouted and scanned his list for the next item. “Okay! Number three: paint cute picture of Iron Will and Fluttershy together in a field of roses.”
Iron Will looked above his list and smiled evilly at Fluttershy. She smiled genuinely back.
“It’s over in the corner. I hope you like it.”
Iron Will’s face sunk and he glanced around as if not sure where Fluttershy was pointing, though it was obvious. He spotted the painting.
Indeed, there was Iron Will and Fluttershy drawn in a field of deep red roses. Fluttershy had drawn Iron Will with a big manly mustache and a snazzy black vest for some reason.
“Huh,” Iron Will grunted, and he looked at Fluttershy, “Nice touch, Fluttershy.” Fluttershy smiled at the compliment and her tail started to wag. Iron Will closed his eyes after reading the fourth item.
“Now Iron Will is sure you failed this task. Did you—”
Quickly, Iron Will pulled out a book from nowhere and held the front cover up so Fluttershy could see it.
“FIND WILBERT ON EVERY PAGE OF MY WHERE’S WILBERT SEARCH AND FIND BOOK?!”
Fluttershy closed her eyes and nodded gently.
“Oh, yes. That was the most fun of all the tasks.” Fluttershy opened her eyes and Iron Will’s mouth dropped. He looked at the book and started flipping through the pages. Fluttershy continued speaking, “I circled him on every page. I even found his little dog - and the wizard, too!”
Iron Will’s eyes widened as he scanned the final page. Wilbert had been circled on every one of them.
“No way!” he said, in shock, “You even found him on that one page where all the other ponies look just like him!”
Fluttershy beamed. Iron Will sighed and hung his head down.
“I take it you completed the final item on the list, too?”
Fluttershy cleared her throat and blushed.
“W-well, that one was hard… I don’t normally… I don’t do things like that but… yes, I did go down to the homeless shelter and laugh at all the homeless goats. The poor things…”
Iron Will groaned and let his giant hand slowly trailed down his face in dismay.
“Finnneeee, I’ll train you,” he said, ending on a heavy sigh. Fluttershy squee’d.
“Oh, you won’t regret it, Mr. Iron Will, sir. I know we had that falling out before but—"
“QUIET!” Iron Will glared down at Fluttershy, whose expression became fearful. Iron Will snorted and continued. “It’s time to get serious!”
* * *
Fat drops of sweat poured from Fluttershy’s brow onto the dirt below. She forced her body up, then down, and then she shakily managed to go back up again. She panted and whined, her face red and her mane a mess.
Iron Will walked around her and watched her.
“Keep those squats coming, mare slut! If you can’t take the burn, you’ll always feel the YEARN!”
Fluttershy was starting to understand what Iron Will was talking about. The main focus of her attention as she forced her body to go through the physical exercise it rarely received was the Iron Wang of Iron Will. Fluttershy instinctively licked her lips as she checked it out.
“HEY!” Iron Will roared. Fluttershy’s pupils became dots and she looked up with fright. Iron Will rose a gargantuan hand in front of his face and pointed at his eyes.
“Iron Will’s eyes are up here! You’ll get the ‘candy’ later! You gotta put in the EFFORT first!”
Fluttershy nodded a few times then continued squatting again. Her knees shook as she bent down, then got back up. Truly every inch of her form, from the tips of her fluffy wings to the hard bone of her hooves, pulsated in pain. But Fluttershy pushed onward with gritted teeth.
“MUST… PUSH… THROUGH… PAIN…!” she hissed.
Iron Will bent his hooves at the knee and got in Fluttershy’s face.
“YESSSS FEEL THAT BURN! FEEL IT TAKE OVER!” He motioned around the two of them with an outstretched arm. “DON’T YOU SEE THAT ALL THESE MARE SLUTS CAN DO WHAT YOU’RE DOING WITHOUT EVEN BREAKING A SWEAT?!”
Indeed, Fluttershy looked around her and beheld the sight of three hundred fat-assed mares squatting in near-unison.
First, the crowd bent down with a huff.
Then, every single mare stood back up and their ass flesh jiggled as their powerful hooves lifted their sexy bodies up.
And the motion repeated ad infinitum. Fluttershy saw no tiredness in any mare. She lost her nerve momentarily.
“I c-couldn’t, I mean I—”
“FINE!” Iron Will screamed in Fluttershy’s face and she closed her eyes. Her body shook like a leaf in the wind. “THEN GET OUT! GET OUT AND DON’T COME BACK!”
None of the mares stopped their exercise. They wouldn’t dare. Iron Will’s snarl was legendary. Fluttershy couldn’t look. But she opened one eye after a moment and bent her knees. With a wince of pain, she brought herself back up. She groaned.
“I’M… NOT… GIVING UP!”
Iron Will huffed in triumph and stood up, hands against his hips.
“Good bitch. That’s right – my sluts don’t give up.”
A cruel wind cut through the air. It blew past Iron Will’s ears. Something caught his attention, an unease in the universe that made him feel queasy. His left pectoral muscle twitched.
“Lefty?” he said to his muscular breast. He leaned his head down and put an ear as close as he could to his quivering muscle. “What is it?”
Iron Will listened for a moment then looked to his left. Something in the distance within the training yard full of squatting mares drew his ire. His Nonsense Radar was undergoing full meltdown. He squinted his eyes when he saw why Lefty had been twitching.
“Oh. My. Celestia.” Iron Will spoke with pure disgust. He lumbered over through the mares, most of them smart enough to get out of the way but others being caught in the trajectory of his body moving. Iron Will stood in front of the worst sight he had seen that day.
One of his mares was taking a break. She was standing on four quivering hooves, panting deep and slow with her head pointed toward the ground. Her coat and mane were slick with sweat – she was a light aquamarine color all over. Her ass was plastered with the image of a harp or something. Iron Will stood tall over her. The mare looked up at him.
With the sun behind him casting a shadow over his front, the mare became fearful.
“Pathetic,” Iron Will said casually. From the mare’s angle, Iron Will’s head was a mile away, as if his body were a thousand feet high. Her bottom lip quivered.
“P-Please, Iron Will! I just nee—”
Iron Will roared.
“FAILUUUUUUUUUUUUUUUUURRRRRREEEEE!”
He picked up the mare with one hand and threw her over his shoulder and clear outside the entirety of the training yard. The mare’s cries were initially loud and shrill, then as her form sailed through the air and eventually disappeared, so too did the cries. Iron Will looked around at his mares, whose sweating had increased tenfold as did their squatting speed.
“DON’T LET ME CATCH ANY MARE NOT PUTTING IN THE EFFORT! IF YOU CAN’T DO THE WORKOUT…”
The collective shout of the mares called in reply.
“THEN YOU’RE FLYING OUT!”
Fluttershy had been watching. She gulped hard as she picked up the pace of her squats.
* * *
The rest of the afternoon was filled with exercise. Fluttershy found that she could keep up if she kept her singular goal in her mind – to become a good little anal slut. The agonizing squats were nothing compared to the chore that came afterward.
All of Iron Will’s mares had to walk around on only two hooves – first their front hooves, then their back. The goal was to walk around for as long as possible – most mares had trained enough to do it for two to five minutes, but Fluttershy only managed for a few seconds. Still, when she fell, she just got back up again.
After the walking practice was complete it was on to the crawling – yes, crawling. Fluttershy got absolutely filthy shuffling herself around like a baby foal, and it continued for an hour. No mare was allowed to stop. Every last one of them was dirty and stained green and brown from the earth below. But it lit a certain fire in Fluttershy – and she couldn’t help but notice the plots in front of her flexing as the bodies they were attached to moved.
By the time the sun was setting, Fluttershy was utterly spent. She had rolled onto her back to watch the clouds sail by as she caught her breath. She sucked up as much oxygen as ponily possible into her lungs. Her tongue had flopped outside her mouth and rested on her cheek. She brought a hoof up to her forehead. Sweat was pooled on it.
“FINAL INSPECTION!”
Fluttershy heard Iron Will’s shouts and quickly got up onto a hoof and looked over at the source of the noise. All the other mares assumed positions with their front halves flat against the field and their asses high up into the air. Fluttershy looked around frantically and saw that every mare had done it. She swallowed hard and closed her eyes. Then with a self-nod, she posed like a downward dog and brought her bottom half up.
The minutes ticked by as Fluttershy listened to what was happening. Every once in a while, a mare would coo in a mix of horniness and pain. As Iron Will went through the rows of mares, if the noises getting closer to Fluttershy were any indication, she started to hear a wet squelch as alongside the mare moans. It was as if something large were being put inside something tight yet slimy. Then, there was a “pop!” and the mare would groan.
Eventually, it was obvious that Iron Will was very close – Fluttershy could hear licking as each mare went through “inspection”. Fluttershy feared what it was.
To some degree, it turned her on.
She bit her lip and juices oozed from her virgin gash.
Fluttershy heard heavy hootsteps on the ground just beside her. She heard the mare next to her pant and coo in anticipation. Fluttershy dared to look back.
There was Iron Will, standing tall and proud and smugly over the plump mare ass of Fluttershy’s neighbor – but immediately behind the mare ass itself and with its face nestled in between the cheeks of the mare ass was one of the Diamond Dogs!
“W-wha?” Fluttershy cried in confusion. She watched the Diamond Dog lick away at the mare ass of her neighbor – he probably lapped at the ponut itself. The mare groaned and Iron Will seemed pleased.
“W-why him?” Fluttershy complained. She was surprised that her tone was complainy. Iron Will pulled back slightly and grimaced.
“Well buck, I’m not licking that thing – mares poop from there!”
Fluttershy blushed scarlet and buried her face in the dirt. She heard the muffled sound from the neighboring mare as the squelching sound took over, then there was the pop! again. Fluttershy braced herself.
Iron Will stomped some more. He was right behind her. So was the Dog.
Fluttershy gasped as the rough tongue found its way to the heart of her thick asshole. The feeling took her by surprise and she felt herself tighten her muscles in pleasure. She instinctively lulled her tongue out of her mouth and panted, moving subtly backward into the tongue thrusts.
It was dirty.
It was wrong.
But Fluttershy couldn’t say no to her sultry lower half.
Despite the happy feelings, Fluttershy reclaimed control of herself and realized what was going on. She frantically looked back, her mane a sweaty mess.
“I-Iron Will, why don’t y-yo—”
Fluttershy lost her voice completely. Her pupils turned tiny. Iron Will had jabbed his thumb right into Fluttershy’s upper marehole. He smirked at her breathless form.
“Why don’t I what, slut?”
Iron Will twisted his thumb and Fluttershy involuntarily moaned, guttural and animalistic. Stars entered her vision. She came, right then and there. The spray of marejizz jetted out of Fluttershy’s Fluttercooze and dampened the soil beside Iron Will’s hoof. He chuckled.
“That’s right, Flutterslutter. Soon you’ll be cumming from this ass of yours, too.”
Iron Will dug his thumb deeper and Fluttershy silently gasped. She returned to shoving her face in the dirt and braced her lower half, though Iron Will did not risk wrecking his new toy so soon; he put his six-inch thumb no deeper than halfway into Fluttershy’s ponut.
The whole affair happened within one minute, though to Fluttershy the agonizingly slow movement of time felt more like an hour. Iron Will retracted his by-then drenched thumb and rubbed it on Fluttershy’s plump posterior, enjoying the feel of her plush plot. He smirked at her horny form one last time before he moved onto the next whore.
* * *
Three days later and Fluttershy was on Iron Will’s hotel bed, spread as wide as she could go, fat ass jiggling in the air. Iron Will was having his way with the mare ass before him, slapping it with various levels of intensity and occasionally smearing some lube on the thick-rimmed ponut of Fluttershy’s Flutterass.
“Dirty little anal mare slut…” he said huskily. Fluttershy shivered. Mare juices oozed from her cooze.
“P-Put it in… p-please…”
Iron Will raspberried.
“Pshhh — fat bucking chance, Slootershy! You need to be a drooling, blubbering buttwhore before I’ll put this big finger of mine in your ass.”
He teased Fluttershy with his thick digit, waving it in front of her face. In her sweaty, enraptured, sex-crazed state, Fluttershy lunged at it with her wet mouth and tongue. She wrapped her lips around Iron Will’s finger and sucked until it felt like she’d rip it right off. A bead of sweat slid down Iron Will’s log of a neck.
“W-whoa bitch, heel… HEEL!”
With a grunt, Iron Will reclaimed his somewhat sore finger. He looked at it then waved the pain away.
“Damn, you’re one finger-horny mare.”
Fluttershy lowered her front even more to make her huge plot more prominent. Iron Will could not deny – she looked quite fuckable.
“Ass-spelunk me, you studly taur!” Fluttershy cried through the blankets she was shoving her face into.
The pair of flank cheeks that Iron Will stared at were immaculate, quite honestly. Two butter-yellow meat chunks of furred mare-flesh wobbled as if they were jelly, though Iron Will knew how firm they were. He had felt them. He had also imagined how it might be to squeeze them until they turned purple as he plowed Flutterslut’s asshole until she puked.
Iron Will grunted.
“Bitch.”
He positioned his Black Mamba, his Willy Jr., right behind Fluttershy. It found a cozy home right between the cavern of her ass cheeks. Fluttershy moaned.
“A-already t-the… main event…?”
Iron Will started to rock back and forth, jacking himself off with Flutterbitch’s ass valley.
“You… wish… whore…” he said between thrusts. Fluttershy came from the ass action she received, even though Iron Will neglected to touch either of her sex organs. Gism leaked from her desperate cunt, and slick ass juices drizzled out of her tightest of holes.
Iron Will’s thick 10-incher was a dangerous weapon. He imagined that he could punch a hole right through a mare head with his dick if he so chose – though he wasn’t into gore. He closed his eyes and imagined instead that his cock was a fist, and the air in front of Fluttershy’s ass was Twilight Sparkle’s face.
“Dumb bitch!” he yelled. “Ruin my… damn money making… scheme! Your ass… will be mine… soon, too.”
Ten minutes… twenty… thirty… forty passed. Iron Will stopped his ass-ault only for brief breaks. By the time he was ready for Ass-slutshy to drink his load, the yellow mare below him had a well-bruised plot and a coat of fur so sweaty it would quickly become a matted mess. By then, Fluttershy’s face was on the pillow, half-turned, her slobbery tongue outside and against the pillow, an ocean of drool all around.
Iron Will, himself a sweat factory, grunted as he repositioned himself so that his Black Mamba was closer to Fluttershy’s mouth. With one of his giant hands he grabbed her and brought her face close to his dick. She instinctively moved to it and wrapped her lips around an entire third of his meat. The strain on her jaw was immense – already she gagged on just 3 and a half inches of the thick minotaur Johnson.
“TAKE THAT!” Iron Will roared. He thrust back and forth as Fluttersucker’s pole pleaser went to town on his dong. Wave after wave of fresh, hot cum blasted the back of the mare’s throat. She was no expert, not yet, and so most of it cascaded out of the corners of her mouth or even out of her nose. Tears streaked down her cheeks from her red eyes. Her mane was nowhere near recognizable anymore – a friend of Whoreshy’s wouldn’t even recognize her.
“DRINK MY SEED WHILE YOUR EYES PLEAD!”
Iron Will and Fluttershy locked eyes. Iron Will could swear he saw floating hearts within the whore’s whites. She was totally his.
“A-alright,” Iron Will said breathlessly, releasing the bitch from his grasp. She coughed and gasped for air as she flopped down, landing with a splash in Iron Will’s cum puddle. “D-don’t worry about that shit there, Iron Will’ll get some b-bitch to lap it up. And some cuck from downstairs to clean this place up.” Iron Will pointed behind him with a thumb. “Get out. Iron Will wants to relax.”
Fluttershy struggled to get up for a minute before, with a strained yelp, she managed to stumble onto her hooves off the bed and warily amble out of the hotel room. Iron Will found his image in his bedside mirror and shot himself a smoldering look.
“Y-you’re a hot Adonis, Iron Will. You princess-damned studmuffin.”
He struck a body builder pose, holding one hand in the other and flexing his arms upward to show off his triceps.
“BUILT… LIKE… A… TRAIN…”
Iron Will roared like a T-rex on steroids.
“BUILT… FOR… PAINNNN!”
Not long after he requested clean up, and after that, with fresh sheets, Iron Will collapsed onto the bed, threw his hands behind his head, and fell asleep dreaming of the ass-ploring he’d be getting up to before long.
* * *
Seven days passed after Fluttershy’s first appearance at the Mare Ass-Insertiveness Training Program. Iron Will had watched her closely since day one – she definitely had the best ass, which was a big reason for his scrutiny. But even more enticing was Fluttershy’s vigor and drive to please Iron Will. She was, no doubt, absolutely HUNGRY to fit every last millimeter of Black Mamba into her poop womb.
Iron Will’s eye was transfixed on Ponutshy’s ass ring. It was so tastefully round, so deliciously pink, so utterly virgin (at least in terms of having a dick in it – Iron Will had definitely slithered his finger inside it to the hilt on numerous occasions). It puckered every so often as Fluttershy went about her training, which she had become one of the best mares at.
By the time the day drew to a close, Iron Will knew it was time. She was ready.
“Oi, Buttslutshy.”
The yellow pegasus was being hosed off by one of the Diamond Dog lackeys. Her mane was slick against her body, and her fur was pointed downward in its drenched state. She gulped and looked at Iron Will’s mouth, being careful not to look him in the eyes.
“Yes, master?”
Iron Will motioned in the direction of the hotel with a flick of his head. His dick was hardening. Fluttershy followed slavishly, still soaking wet.
Inside the hotel lobby, some jerkoff had the audacity to get in Iron Will’s way. The lumbering minotaur made short work of him – he picked up the blonde-furred stallion and tossed him through the window separating the hotel pool from the lobby. The shattering of glass and shrieks of terror were easily ignored. Iron Will’s ears rang with the throbbing silence of his sex-fueled brain. He was seriously horny to ream out Fluttershy’s shy hole.
When Iron Will got into the elevator, Fluttershy to his side, vibrating and leaking with anticipation, Iron Will hit the buttons with a meaty jab and put a hole into the elevator console.
“Oh… shit,” Iron Will exclaimed. He scratched his head as he watched static electricity arc off the jagged edges of the smashed elevator panel. “Guess we gotta walk.” Fluttershy nodded and took the lead. Iron Will was about to protest, but as they started up the stairs, he was fine with her decision.
The up and down jiggle of the simultaneous bobbling of Fluttershy’s ass cheeks was mesmerizing to Iron Will. Never before had one mare’s ass enticed him so. He was so enthralled he didn’t even realize that he stomped up the stairs right into the trajectory of a mare coming down.
When an immovable object and an unstoppable force collide, the world ends – when the unstoppable Iron Will and some bitch collide, the bitch just winds up falling down the stairs.
Then, finally, the pair of horny fuckbuddies were alone in Iron Will’s suite.
“F-First, uhh,” Iron Will began, the sex jitters present in his voice. “S-some music, to set the mood.”
Iron Will strode over to his stereo, all of a sudden less confident in his moves. Fluttershy obtained a few bottles of lube from the bedside table, placed them by the bed pillow, climbed onto the king-sized bed, and assumed the position she knew Iron Will wanted: top way down, bottom way up.
Iron Will threw a CD into his stereo and pressed Play.
“Listen to this beat and feel that mare cunt heat!”
A guitar playfully strummed, then a drum beat ensued, and finally there came a song from a gentle, feminine voice:
In un mondo splendido,
colorato e magico…
Iron Will blushed and quickly fumbled with the machine to turn it off.
“Uh uh, I c-can explain!”
He turned to Fluttershy and chuckled, but the mare didn’t seem to notice. He breathed a sigh of relief.
“Good, good… nobody can know Iron Will is obsessed with that song…”
Iron Will replaced the CD and gingerly put it in its case, carefully but nervously looking behind either of his shoulders as he did so. In a single second, he quickly kissed the CD case and hid it behind the stereo. Then he put in the right CD and pressed Play again.
“This is the one!”
A sexy saxophone solo played through the stereo.
“This one’s a classic, Fluttershy. Heedless Murmur… perfect song for ruttin.”
Fluttershy was positively panting. Iron Will dived (literally) into the bed and it groaned ferociously from the stress – but it did not break. Iron Will then (figuratively) dove into Fluttershy’s sex. His tongue licked every crevice around Fluttershy’s crotch like a blind snake desperately in search for its hole in the ground.
“B-but I poop from there!”
Iron Will shrugged.
“Shit happens.”
Not long after, Iron Will’s muscle-lined tongue was punching in and out of Fluttershy’s ponut with a blazing pace. The mare’s moans were legendary, and she shoved her nethers back at Iron Will just as powerfully as he hungrily devoured her.
When the ponut was properly drowned in minotaur saliva (and the pussy beneath it even more drenched with mare love), it was ready.
Fluttershy’s crap cooze was ready for its meeting with Willy Jr.
Iron Will cock kissed Fluttershy’s asshole and only halfway opened it up with his dick head.
“Oof,” he groaned. Fluttershy spread her legs wider and shoved her face deeper into the pillow. Her wings were erect and shot out like fluffy yellow blades.
Suddenly, Iron Will’s vision became black. He was floating in space. A glinting golden gate was in the distance. Iron Will swam towards it, and as he got closer, floating shapes like Fluttershy’s plump posterior appeared and rotated in the air all around him. When he was a step away from the gate, it slowly opened for him.
I’m… home.
Iron Will returned to reality.
“Iron Will’s coming home, momma!” he shouted before shoving his fat hog up to the base inside Butt-whoreshy’s butt.
The feeling of tight warmth enveloping Iron Will’s Black Mamba was immediate and made the minotaur’s heart skip a beat. He hunched over, needing to steady himself with a tight squeeze and grip on Fluttershy’s ass meat.
“S-sweet foal flinging C-Celestia…” he moaned. Fluttershy couldn’t speak or breathe. Her eyes were wide, her pupils had shrunk to pinpricks, her mouth was wide open, and her ears jutted straight skyward. All she could do was adjust, mentally and physically. Her insides were as stirred as they ever had been or ever would be again.
Then, ever so gingerly, Iron Will pulled his length out of Fluttershy’s ponut.
“Yeaaaaaaaaaaaaaaaaaaaaaaaah, shit…” he grumbled sexily. Fluttershy’s tongue, dripping with drool, was lopping out of her mouth. Iron Will’s body flexed and he tensed up as he drove home Black Mamba again with a slick squishy noise coming from Fluttershy’s ass.
This time, Fluttershy let out a long moan from the center of her core.
“BUUUAWWWWWWWCKKKKK!”
Iron Will smacked her flank flesh, creating a vicious ripple.
“Yea? Good dick, eh bitch?”
“Hblrgg… agabaglb… heahrn…”
“Heh… cock drunk.”
Iron Will’s thrusts became more pronounced, more careful, more direct.
In.
Out.
In.
Out.
Meat careening its way through meat was the sound that pinballed throughout the hotel room, a crashing noise of sex organs meeting violently as sweat poured from both creatures and muscles were strained to their limits. Iron Will’s buttocks clenched hard with every shove of his pelvis. Fluttershy’s pelvis met every shove with a back thrust against the spear of sex that attacked her inner sanctum.
Iron Will became bored after 30 minutes and decided to have fun. He moved his hands from the bruised flank of Fluttershy to her stiff wings. When he gripped them, one in each mitt, she shrieked with horny pleasure.
“OOOOOOOOOOOO!” she moaned. Iron Will chuckled.
“Look, ma! Iron Will’s riding the BITCH HOG!”
Iron Will made grumbling engine noises as he pretended to ride Fluttershy like a motorcycle, still sliding his dick in and out of her puckered ponut.
“I-I’m your whore bike! Ride me until I BREAK, daddy!”
Iron Will rose a single eyebrow.
“Heh… daddy, huh? That’s a new one.”
Images of Iron Will’s fatherless past entered his mind. There was a particularly stark vision of a tall, muscular minotaur male walking into the distance. A single tear popped out of the corner of Iron Will’s eye and rolled down his cheek.
Daddy! When are you going to be back from the store with those matches you left to buy?
He wiped away the tear with his sausage finger. The motorcycle thing got boring, so Iron Will focused his efforts on cumming. He wanted to fill Fluttershy’s fecal factory with his foal batter.
He gripped Fluttershy’s squishy ass cheeks with renewed vigor and picked up the pace of his poophole penis plundering.
“ARGGGGGRGRGGHGHHH!” he roared. Fluttershy’s voice caught in her throat. Finally, Black Mamba erupted.
“OH SH—” was all Iron Will said before the hose spray from his dick began. Initially, the cum and Iron Will’s dick remained inside Fluttershy, slowly filling her until her tummy was pregnant with his spooge. Eventually, this would not do, and the pressure grew so much that Fluttershy’s ass rejected Iron Will’s dick and the now-loose cock was firing all over Fluttershy and the bed.
“I-IRON WILL CAN’T CONTROL IT!”
Iron Will stumbled back off the bed. The force of his cumming was a surprise even to him — the spray leaned to the left and so too did Iron Will. When the force leaned to the right, Iron Will moved that way. He shouted the entire time.
“HELP ME FLUTTERSHY AHHHHHHH!”
Cum was spraying everywhere. The walls were covered, the four-seater couch was white with cum, the entire bar area — even the beautiful painting by Fluttershy was slathered in semen. By the end of the torrential cumpour, cum was dripping down from the ceiling.
Iron Will fell back and collapsed onto the floor. He stared at the white ceiling, his head spinning.
“W-wow…” was all he could utter. He saw stars. He could barely hear sounds, his heartbeat’s rhythm too loud in his ears.
Moments of silence passed. Iron Will regained his breath. Then, he heard a voice.
“I-Iron Will…” Fluttershy said from across the room. Iron Will could not muster the strength to respond, however. He shakily raised his hand and gave an uneasy thumbs up. Fluttershy laughed.
And then, she laughed some more.
And even more.
She broke into a hysterical fit of deep laughter. Iron Will chuckled too, at first, then it became creepy. The weirder it got, the more Fluttershy laughed. At a point, her laugh changed — it became masculine. Iron Will, totally freaked out, forced his muscles to pull him and he sat upright. His eyes widened into abject fear, his heart stopped, and he damn near soiled himself.
For right before Iron Will was a slowly changing mass of flesh that was once Fluttershy. It started out as the yellow pegasus mare, but it evolved into a slender, greyish yellow snake-like floating creature. Then, with smoke and glitter exploding outward in all directions, blinding Iron Will momentarily, the creature took its true form.
“Oh… my…” the voice that was definitely not Fluttershy’s said between its sinister laughs. Iron Will had not heard the voice before, but if he had to describe it, it would be theatrical. Hammy. Slightly metrosexual. A bit of a lisp to it.
Iron Will came to, saw the figure, and soiled himself.
“TA DAAA!”
A furry creature like a snake dragon, made up of so many different animal parts, floated magically above the hotel bed.
“Y-y-you…!”
Iron Will fell back down again.
“M-m-me! That’s right! It’s Discord, God of Chaos — although I suppose, in this particular instance, it might be more appropriate to call me the God of Gayos, wouldn’t you say, fuckbuddy?”
Iron Will turned green. He brought his wildly shaking hand to his mouth. The desire to vomit rose in him like the red in a thermometer. He leaned over and spewed his guts onto the previously-fine-but-then-cum-covered hotel floor. Discord laughed some more and materialized right next to Iron Will.
“The look on your face — priceless!”
Iron Will closed his eyes. The hairy face of the goat / dragon hybrid creature who was a DUDE was stained in his mind forever. He didn’t know how or why it had happened, but somehow a MAN disguised himself as Fluttershy and tricked Iron Will into having homosexual sex.
N-Not that there’s anything wrong with that!
Ahem.
“So sorry to shatter your world, Mr. Will, but it was absolutely imperative that I let you ‘take me’ in that way to teach you a lesson. And the lesson… is this…”
Suddenly, a force pulled Iron Will up and wrenched his eye lids open. A being more terrifying than the concept of horror itself filled his vision. Discord had become a many-tentacled, many-limbed creature with a huge mouth filled with knives for teeth and eyes that sucked the very soul out of whoever so looked into them. Iron Will shrieked like a filly – he literally sounded like a screaming little girl.
“IF YOU EVER TOUCH ONE OF MY FRIENDS’ PONUTS I WILL RIP YOU LIMB FROM LIMB AND SEND THOSE LIMBS TO MY LIMBO DIMENSION AND TORTURE YOU FOR ALL TIME! DO YOU UNDERSTAND?!”
Iron Will closed his eyes and screamed.
“YES! YES, FOR BUCK’S SAKE YES!”
Discord dropped the blubbering mess of a minotaur and left him to wallow in his misery.
“Splendid!” Discord exclaimed, walking away in his normal form (though limping something fierce) toward a portal he spawned out of thin air. “Then, if you’ll excuse me, I have a tea date with the REAL Fluttershy. Who, by the way” — Discord flicked on a pair of shades as he brought half of his body through the portal and looked back one final time — “fucks like a real marewhore.”
“Toodles!”
The room became silent once more but for the ragged crying of Iron Will. The door to the room opened and in came Chester the goat. He only stopped for a moment to take in the scene (cum covering every inch of the hotel room, Iron Will lying in a pool of that same cum plus his own tears) before trotting over to his superior.
“Baaaaaaa,” he brayed. Iron Will sniffled and rubbed his tears away.
“C-Chester… p-pack it up… we g-gotta blow this joint. It’s h-happened again!”
And so it was that just one day later, Iron Will and Chester left Las Pegasus for good. Some say they left to join a mining gang that was looking for diamonds in the Frozen North. Others say they joined a travelling circus.
And yet others still?
There are... tales that Iron Will and Chester became exotic dancers in west Fillydelphia.
But the truth of the matter?
That, my friends, is a story for another time.
Author's Note
I apologize for nothing.
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