Bits for Bucks
Filthy Rich sat in his office chair, his head resting lazily on the desk. Bits were piled high on the table either side of him, towering above him. Occasionally he’d lift one from the pile and spin it on the desk, only for it to catapult away onto the floor, disappearing under cabinets and chairs. He sighed, watching the coin skitter away. His eyes drifted, settling upon a large, ornate display board that took pride of place on the opposite wall.
Scrawled across it were numerous ideas and schemes, all crossed out with harsh chalk lines. Filthy Rich stood, pushing himself away from the desk with his hooves. As the office chair slowly rolled away from him, he began to aggressively pace around the room, stopping occasionally to rub his chin, deep in thought.
“All of my business schemes, dried up? How in Equestria that can happen, I have no idea! One minute I'm making money hoof over hoof, and then, nothing! Poof! Gone! The markets all lose interest! I mean sure, I’ve already got enough bits to buy Canterlot, but like that’s really enough! Okay Rich, you’re an entrepreneurial sort, it’s in the name! Think, you stupid, fantastic stallion!”
It was as he racked his brain the peace was shattered by an almighty bellowing. The towers of coins teetered dangerously atop the table, but thankfully stayed upright. Filthy slowly turned to see his daughter stood in the doorway, an irritable expression plastered over her face.
“FATHER! I’m bored! I want to play, but Mother said I had to stay at home! This place is so tedious! ENTERTAIN ME!”
Filthy looked down at his daughter, the stress and mild frustration more than apparent. He was about to retort, when his eyes lit up. There was that eureka moment.
What did stallions like? Mares. What were stallions always thinking about? Sex. Focus groups proved it! And here was his little mare, just stood around. A valuable asset, wasted. Filthy Rich could picture that third money tower already. He smiled, leaning down towards his cherished little mare.
“Of course dear, I’m going to take you out to play! I know a special game, a special game that, most importantly, can make Daddy a lot of money! Come along! I’ll explain on the way. We’ll go to the park. Daddy just needs to go and grab a few things from your Mother’s room first…”
His daughter rolled her eyes, trotting from the room. Shortly after, Filthy strode into the bedroom. He knew exactly what he needed to top off his little scheme. The creme da la creme… Reaching into a draw, he pulled out a wooden box, concealed behind an assortment of clothes. Prying it open, there was what he was after.
A bit, a bridle, reins and blinkers. Thank Celestia his wife was such a kinky mare. Fiddling with the straps experimentally, Filthy Rich was convinced he could wind them down to fit the little mare. Stallions wouldn’t be able to resist, and nor would their wallets...
* * * *
Filthy guided his daughter down the street, a saddlebag bouncing occasionally on his flank. The sun was out, not a cloud in the sky. Those weather ponies clearly appreciated his business, because surely this perfect weather would bring ponies out in droves! He counted the bits in his head, over and over again.
“DADDY! When will we be at the park? I’m bored!”
The stallion stared ahead, his eyes slightly glazed.
“Not now honey. I’m thinking about money.”
Diamond Tiara rolled her eyes.
“...What else is new?”
She needn’t have been annoyed, because there was the park. School had recently finished, so the space was full of energetic colts and fillies bouncing around gaily, whizzing down slides and chasing each other around. Accompanying some were overbearing parents, there to enforce the rules and make sure nopony got hurt. Diamond Tiara began to stride forwards into the park, before she was abruptly brought to a halt. Her father had grabbed her tail in his teeth, pulling her to his side.
“What is it now Daddy? Let me go play in the park! And let go of my tail! You’re ruining it! It took nearly an hour to preen it into that style, and I don’t feel like wasting my time getting it done again!”
Filthy Rich released her tail, watching as she pulled it away with a violent flick of the hips.
“I know you want to go and play, darling, but why not try out a game of mine? You’ll enjoy it!”
Diamond Tiara scoffed loudly, a look of indignant shock over her face. How dare her father try and tell her what to do! Who in Equestria did he think he was?
“Per-lease, Father! I’m the most popular filly in Ponyville, do you really think I’m going to ruin my image by playing a boring adult’s game?”
Filthy smiled, jingling the contents of his saddlebags.
“I’ll double your pocket-money for the rest of the month.”
“...Lead the way, Daddy.”
The stallion smiled coyly as he walked into the park, his daughter at his heel. She may of been a rather difficult mare, but he knew exactly what to do to set her straight. Ponies turned as Diamond Tiara and her father arrived. They’d give exaggerated greetings, smiling wide and chorusing her name. Obviously an effort to get in the rich stallion’s good books. Diamond Tiara nodded approvingly towards the seemingly excited ponies; bathing her ego in the recognition.
“Come on now Diamond, let me show you the game…”
The stallion came to rest beside a small yet sturdy wooden pole near the center of the green space. Adorning each of its sides were small iron rings, which one would tie their dog’s leash to. Beckoning his daughter over, he lowered his saddlebags to the floor, before fumbling around inside. Out he pulled the specialist gear, causing several concerned gasps to arise from the onlooking parents. They recognised what that collection of leather straps was. Their foals didn’t though, and they carried on as normal.
He reached a hoof behind his daughter's head, and began the fiddly process of locking the bridle and reins into place. He spoke with a firm, instructive tone, but with an of alarming tinge of excitement to his words.
“Stop struggling darling… that’s it. I need to put these things onto your muzzle, or else the game won’t work. You see, here’s how you play. You wear the special gear, and Daddy ties you to this pole. Then, all these fun stallions play with your body! It’s an endurance game, you see!”
The bridle and reins already in place, Diamond Tiara violently objected as her father tried to slide the bit into her mouth. Locking her teeth together, she stared daggers up at him.
“Don’t try and paint it all innocent! I know exactly what this is, and it’s sick! I’ve seen what you and Mother do with these things, and Ms Cheerilee has started teaching Sex-Ed in school! Well, kind of, but that’s another story.” She stared off into the middle distance for a second before regaining her train of thought. “Anyway, I’m not doing it!”
Filthy’s coy, fiery smile had wilted into a desperate, frustrated surrender.
“Consider your pocket-money tripled then?”
Diamond Tiara stared up at him, aghast at the suggestion.
“What!? Quintuple it.”
Filthy paused, before beaming a smile again.
“Of course dear! Anything for you!”
And with that, he slid the bit into her mouth before fixing it in place. He then attached the eye-blinkers to either side of her head, finally tying her up to the post by a piece of rope. Reaching into his second saddlebag, he pulled out a small wooden sign, hammering it into the soft soil with his hoof. It read
Ride-A-Mare
10 Bits
With all that done he stood tall, making an announcement to the park.
“Everypony! You all look like you’ve been having fun playing, but don’t you think you could be having more fun playing with our very own Diamond Tiara?”
One by one the colts and fillies stopped what they were doing, turning their attention to the noisy stallion. Their parents paid him attention too, but again, only to make themselves look good for the business-stallion. He owned half the town, after all.
“So step forwards everypony! Be the very first to enjoy the never-before available experience of my daughter’s hot snatch!”
Suddenly ponies of all ages were trotting over, their curiosities piqued. Little colts were tugging at their mother’s hooves, begging them for 10 bits. Some dragged their young away, covering their eyes. Others, meanwhile, just coughed up the bits. Anything to shut them up for a little while.
Pip was the first inquisitive colt to step forwards. The tiny pony was almost a full head shorter than Diamond, who wasn’t exactly the largest filly to begin with. He lifted his head, a small, grungy sack of bits clenched tightly in his teeth. He dropped it before Filthy’s hooves, shaking slightly.
“I-It’s all I have, sir,” he said, looking down at the ground. “It's a weeks worth of lunch money, but it's worth it!”
“I’m glad you see the value in my daughter! Who needs food anyway?” Filthy said, scooping up the bit sack with one hoof and gesturing to Diamond with the other. “Have fun.”
Pip perked up and skipped over to Diamond, who was attempting to glare at him hatefully, though severely hindered by the blinkers. The stunted colt trotted a circle around Diamond, admiring her up and down.
“Good heavens, Diamond,” he said, smiling as his eyes grew wide. “I’m ever so grateful you’re allowing me to do this!”
“Mrrrph!”
“Oh yes,” he said, nuzzling her side, brushing his snout against her cutie mark. Diamond raised her tail threateningly, prepared to bring it down in a painful swat against the annoying runt daring to touch her, but a quick glance from her father sent her tail twitching in place for a moment before it reluctantly drooped down.
Pip scrambled behind Diamond, bracing his small hooves on either one of the filly’s pert flanks. He could feel his member twitching slightly beneath him, but he couldn't help also feeling a slight wash of uncertainty. He turned his gaze to Filthy, who had burrowed his snout into Pipsqueak's little coin purse. He quite enjoyed the smell of the colt’s bits.
“Mr Filthy, sir?”
He was snapped away from the coin by the runt’s voice.
“What? Can't you see I'm busy?”
“I'm sorry sir, but… what do I do? I don't want to upset her.”
Filthy scoffed.
“You've paid, go nuts. Buck her silly. She won't mind.”
Diamond growled angrily.
With the approval to go wild, Pipsqueak could feel his member reaching full mast. Only being a small pony, the tip of his fully erect shaft quickly butted into Diamond Tiara’s rear, grinding against the soft skin of her flank. She tried to stomp her back hoof into the ground to shake him off, but his full weight pinned her in place.
“Oop! Sorry, Tiara! I'm not a very good aim…”
The apologetic foal pulled back slightly, leaving a lolling trail of precum connecting the two. It quickly snapped, settling on her leg as Pip repositioned himself. Slowly leaning forwards again, he groaned excitedly as his tip pushed into Tiara's pussy. The warmth, the tightness, it wasn't like anything Pip had ever felt before. Diamond Tiara squeezed her eyes shut as this runt pushed inside, biting down hard on the bit. The awful stretching, the alien warmth, it wasn't like anything Diamond Tiara had ever felt before. It was so humiliating, and he'd only just started…
Pip groaned, speeding up his thrusts as he settled into the sensation of Diamond’s inner tunnel. Diamond bowed her head, grinding her teeth against the bit as she felt Pip push around inside her. A small bit of consolation was to be had, however (and it was indeed “small”); Pip was, thankfully, not of an exceptionally large size, so while uncomfortable, it was not unbearable for him to be rooting around in her goo cavern.
Pip excitedly slammed his little hips against Diamond’s, his ass jiggling with each strike against Diamond’s. He clung to her sides as his face screwed up, the little colt frozen in the expression one might expect an instant before an incredibly violent sneeze. He froze, his little willy buried in as deep into Diamond's slit as he could manage, his hind legs twitching for a moment. Pip slumped against Diamond’s back, letting out a deep, long whinny.
“Th-Thank you, Miss Diamond,” he said, before sliding off her backside and onto the ground. Filthy walked over and sloppily nudged the panting foal off to the side with a hoof.
“Alright, that was over embarrassingly fast! Who’s next?” Filthy called out, grinning broadly.
Ponies milled around, looking between one another, all a little too nervous to seem too eager. This was the stallion’s daughter, after all. But one stallion was anything but nervous. Loudly and boisterously he jostled his way to the front of the crowd, nudging everypony out his way with his wings and shoulders. Slowly, out of the crowd emerged Thunderlane, with his little brother Rumble riding on his back.
“Hey, Mr. Filthy Dude! Say, d’you think me and my little bro here could have a go on her together? We’ll pay double, of course!”
Filthy Rich pondered the offer, as his daughter shook her rear from side to side. It was a feeble effort to shake Pipsqueak’s load free of her pussy, though that was in vain, of course. All it resulted in was alluring Thunderlane even more, his already stiff member bouncing excitedly beneath him. Rumble, sat astride his brother was also hard: his warm, full sack resting comfortably on his brother’s back. Filthy rubbed his chin in thought, eyeing the two up.
“I’m not so sure, colts. You aren’t going to both fit in her little vagina, and her behind is a no-go. Don’t want to damage the merchandise.”
Diamond Tiara tried her best to turn her head and stare down her father, though the riding gear kept her firmly in place. She resorted to growling loudly at him instead.
“Sorry darling. What I meant to say was, I don’t want to make my little Princess uncomfortable. Better?”
He turned his attention back to Thunderlane, who was eager to make a suggestion.
“Hey Dude, totally get the no-go zones! Little bro doesn’t like me going near his ass either! But, how about we get that bit out of her mouth and let Rumble play up-front? He wants to go into his first mare with his big brother, you see! What do you say?”
A dilemma. Filthy had put the bit in in order to stop the potentially awful string of impolite words that would inevitably fall out the mare’s mouth. On the other hoof, though, money.
“Deal!”
Thunderlane whooped, placing his little brother down on the floor besides him. Both looked on eagerly as Filthy carefully released the bit, letting it swing down to Diamond Tiara’s side.
“Daddy! This is the worst afternoon I’ve ever had! And that includes the time you got me the wrong birthday present, despite my strict, documented instructions! I said I’d never be more embarrassed by you after that, but I think this tops it! Mother is going to be so mad when she finds out about this! You’d better sextuple my pocket money or there’s going to be—”
Her words were quickly cut off as Thunderlane guided his brother's cock forcefully into the mare’s big mouth. “Thank goodness,” Filthy thought to himself. He stepped aside as Thunderlane returned to the mare’s rear.
Pausing, he stooped down to get a better look at the mare’s entrance. Despite her quick little session with the runty one, she still looked tight as anything. Other than the occasional pathetic dribbling of cum seeping free of her, one would assume she hadn’t been touched at all. He’d considered eating out the mare first, just to warm her up a little before spearing her with his rod, but he couldn’t help but feel put off by the dribble of spunk already present. Besides, she was just there for a quick stop and ride, so why worry about her? He stood again, looking over the mare at his brother.
“How you doing, little guy? Having fun?”
The state of Tiara’s face answered that question. The little stallion had flopped forwards, resting his weight precariously on the mare’s head. Each forehoof was grasped around one of her ears, gripping them like handlebars to ease the process of ramming the mare’s face senseless. Eyes slightly crossed, his face the picture of bliss. One of his back legs was twitching slightly as he pumped his hips back and forth with extraordinary pace. Pre-cum streamed out from Tiara’s mouth, pouring down onto the ground, pooling around the foal’s hooves.
“W-woah there sport, you should probably think about s-slowing down there, eh? If you ain’t careful you’re gonna end up busting it a little too soon! And that ain’t cool, e-eh?”
Thunderlane sounded nervous, and understandably so. He’d always tried to be the cool one - the stallion to impress the ladies. He was a talented flier, and a talented lover to boot, everypony knew that! But his little brother was going haywire, bucking with the power of a mad stud. He couldn’t get shown up in front of this huge crowd! Hurriedly he prodded his cock against the mare’s pussy, before slamming himself inside instantaneously. If he was going to avoid being shown up by his brother, he’d just have to go faster and harder. Unfortunately, he was a big stallion, and she was a little mare.
From the first moment inside, the tightness was crushing. Thunderlane’s jaw went slack almost the instant he had managed to embed his dick inside her rear end. His member gave a massive throb, Diamond groaning around Rumble’s cock as she felt her vagina being spread uncomfortably wide by the sudden invasion of Thunderlane’s dong. Digging his hooves into the dirt, Thunderlane bucked his hips forward, snorting bestially as he forced his cock in as deep as it would go.
It slid about an inch inside Diamond before Thunderlane felt an intense warmth spread across his body, before his eyes rolled backwards into his head. His cockhead ground up against a small, mist ridge inside Diamond’s canal, flaring immediately at the sensation. The stallion shuddered, and a few small shots of semen dribbled from the end of his flared tip, splattering about the far end of Diamond’s vagina.
“Gnnah...” Thunderlane moaned, flopping against Diamond’s back. Diamond gargled unhappily, her knees shuddering and her legs shaking as she forced herself with all her might to not collapse under the stallion’s weight. Rumble was still enjoying himself with her mouth, thrusting back and forth with reckless abandon.
Thunderlane lifted his weight up off of the foal, eyes darting about the crowd. He’d came prematurely, and everypony knew it, he was sure. Rather sheepishly he withdrew, slight drips of cum sliding out with him. His cock rapidly grew flaccid, going almost entirely soft by the time he’d finished pulling out. Trying to ignore the crowds eyes, Thunderlane sidled over towards Filthy Rich. Not that Thunderlane need of worried about the crowd. They were all too busy checking out his brother’s moves.
“H-Hey, dude, I’m gonna be frank, I ain’t happy with what you’re selling here. You can’t expect a stallion to have a good time with a mare that tight! T-that’s why I came so early, cos of the tightness! Yeah. I want my bits back Filthy! I’m fuming!”
Raising an eyebrow, Filthy Rich turned nonchalantly, pointing Thunderlane’s attention towards the signpost at Tiara’s side.
“Read the small print, Dude. It’s clear as day.”
Quizzically, Thunderlane leant in towards where Filthy pointed. He couldn’t make anything out, so he leaned in for a closer look. Still nothing. Closer? Practically straining his eyes, Thunderlane finally made out the small print, minute in contrast to the sign’s boastful title.
No Refunds
“So, sorry, good Sir. But as you can see, my hooves are tied. So if you wouldn’t mind accepting your hand and moving on, you are blocking the other customers.”
Annoyed and embarrassed, Thunderlane spun on his hooves. He stomped towards Tiara and his brother, who was lost in the excitement of it all, seemingly unaware of his older sibling’s predicament. Thunderlane grabbed the colt’s mane in his teeth and yanked him away from the mare, slinging him onto his back again. Rumble’s cock slid free with an audible pop, as his engorged flare dislodged from her puckered lips. Errant wads of spunk still dripped from Rumble’s cock, splattering messily over his brother's back.
“Come on little Bro, we ain’t dealing with this crook no more! Forget this sham!”
And with that Thunderlane took to the air, with a very annoyed - and horny - little pegasus on his back. Filthy couldn't help but titter at the sight of the disheveled customer leaving without his money. Priceless. Turning his eyes downwards, he focused on his daughter. The little mare was spluttering, her head tilted forward, cum slowly dripping from her chin. The strings crisscrossed over her face, clinging to her muzzle and mouth. What a mess. The only thing messier was her language, now that her mouth was free of any intrusions.
“...Daddy,” She gurgled through the thick liquid, “Never again! I nearly drowned! Plus that dirty colt was clambering all over my face, look at the state of my mane! We only went to the stylist yesterday, guess you're gonna have to pay for us to go again!”
Filthy gave that same coy smile. The look of someone feigning interest, but who evidently didn't really care. He knew Diamond Tiara would keep moaning, no matter how soft and cuddly he made the stallions behave around her. Besides, any annoyance would be forgotten when he gave her her money. It was always the way.
“I'm sorry if you're having a tough time of it darling, but just think of the money I'll be making! You must be proud of Daddy! All you have to do is entertain a few more of these pathetic little stallions with limp dicks, and we'll…we'll...”
Filthy Rich's voice trailed off and his face slowly grew pale. As her father stopped talking, Diamond Tiara tried to crane her neck round to see him. Of course, the blinkers more than put a stop to that.
“Ugh, what is it now Daddy? Get talking before I get grumpy!”
She paused, but still no response. The stallion was still silent, dumbstruck. Diamond Tiara could sense a stallion stood behind her, as her flicking tail occasionally connected with his leg. Whoever it was must of shocked her father, rather. But when the mystery stallion spoke up, it was Diamonds turn to turn white.
“10 bits for you. Ah want a go in’er.”
It was Big Macintosh. Tiara gulped, a twinge of involuntary nerves shooting through her. Tiara knew enough about the stallion, overhearing excitable chatter between Apple Bloom and her cronies. Chatter about a breeding stud, with a cock so big it was the lust of mares, and the envy of stallions. A stud so virile he could apparently impregnate every mare in Ponyville.
“I-I'm not sure about this, Mr Mac! I think a stallion as big as you could really cause some difficulty for her body…” Filthy stammered.
Calm as ever, Big Mac simply reached into a saddlebag on his side, and pulled out more money. 100 bits. Filthy’s mind whirred.
“Deal. Let me put the bit back in, to keep the atmosphere relaxed.”
He squatted by his daughter's face, giving her that look of ‘what was I supposed to do?’ He slid the bit into place and clamped the straps around her head again, before scooping up Big Mac’s money and stepping aside.
Diamond Tiara glared seethingly at her father, making muffled protests against the gag as Big Mac stepped into position behind her. Bracing either one of his large hooves on the sides of Diamond’s petite body, the much larger stallion bucked his hips forward, grinding them against the filly’s rear. Diamond squeaked and tried her best to contract, her tail pressed firmly between her legs.
Big Mac dipped his muzzle down, burying it in Diamond’s mane, and inhaled deeply. There was a faint plop from beneath him, and Diamond felt a chill creep down the back of her neck as an enormous, warm, slightly damp object pressed between her legs. Big Mac thrust his hips forwards, and she felt the gigantic member slip between her thighs and run along the length of her belly. Big Mac snorted softly, bits of Diamond’s mane blowing about, as he still had his snout buried firmly within it.
Diamond began to sweat nervously as she felt the engorging beast beneath her pulse against her belly, the massive head slapping dully against the bottom of her chest as it hardened. There was no way her father could let this inside of her. It would kill her! She could already feel it bumping against her ribs when it was placed alongside her like this, and that said nothing of its girth...
Big Mac pulled back from Diamond’s mane, and with that, also pulled back his hips. Diamond swallowed hard as she felt the massive member slide down her belly and back between her legs, a damp trail of precum streaking down her stomach towards her crotch. Big Mac jostled for a moment, squeezing her sides with his hooves, and pressed his cockhead right up against her pussy.
Diamond squeezed her lips shut in a desperate attempt to keep the invading flare out, but a single thrust from Big Mac forced her open with ease. The poor little filly bit down on the gag in her mouth, grinding her teeth against it as her slit was spread wide, eyes watering. Big Mac pushed forward again, and with a wet pop, his head pushed properly inside her, giving a happy pulse as it was enveloped by her tight, warm walls.
Big Mac groaned, digging his hooves into the side of Diamond’s body as he pushed forward again, his cock slipping a few inches further up inside her. Diamond could feel the breath being forced out of her with each movement of the massive member, her body doing its best to loosen pressure as it attempted to accommodate the dick.
“A-Almost...” Big Mac grunted as he absolutely slammed his hips forward, his cock pushing up a little, before sliding back out, Diamond’s quivering vulva stretched wide around the sides. He thrust forward once again, the flat tip of his cock ramming hard against what seemed to be an impassable point. It was simply too tight to keep going forward.
Big Macintosh was not one to give up, however. He thrust forward once more, slamming hard against the barrier before his dick. Grinding it gently against the end of Diamond’s vagina, he felt his cockslit mash up against a ridge of sorts. Shivering in pleasure, he grinned slightly. He hadn’t reached the end of her quite yet.
Nudging his cock against Diamond’s cervix, he began to press against the tightly clenched muscular ring. Diamond’s eyes grew wide as she felt an impossible pressure in her belly, her heaving chest coming to a halt as her breath caught in her throat. Her jaw dropped open, the bit making a small ting as it bounced off her bottom teeth, her tongue lolling out on top of it. As Big Mac continued to struggle against the entrance to her womb, Diamond felt the intense pressure mount - quite certain her eyes were going to pop from their sockets - before her entire head would shoot off like the cork from a bottle of champaign. Sputtering, bubbles and froth of saliva began to form around the bit in Diamond’s mouth, the filly’s tiny legs quivering as she strained to stay upright.
“Holy fuck,” Filthy Rich said as he stared at his daughter convulsing beneath the much larger stallion. “That is hot.”
With a sound most similar to a plunger being dislodged from a particularly clogged toilet, Big Mac jerked forward a few inches as his cock sunk inside Diamond all the way down to his medial ring. He whinnied appreciatively, his eyelids fluttering as his face settled into a doofy grin. Diamond squeaked like a field mouse being trod underhoof during a hoofball game, her stomach distending slightly as the cock sat in her womb. She had never before felt so... solid. She was stretched out like a glove, and every bit of free space inside her had been compacted in order to make room for the monster imbedded in her reproductive tract.
Big Mac’s cockhead flared momentarily, stretching out Diamond’s womb to the side in either direction as it expanded. Diamond’s eyes crossed, and her vision grew spotty for a moment before the flare retracted once more. Her breathing was shallow and rapid, sweat streaking her face as drool leaked from her gaped mouth down her chin. Her legs felt like rigid poles of wood that had been jammed inside her to prop her upright; she desperately wanted to collapse on the ground, but her legs were locked tightly in place. Besides, Big Macintosh would most likely crush her beneath him, if she suddenly collapsed like that.
Big Mac began to pull out and thrust into her with a steady rhythm, snorting as he bucked his hips against hers. Diamond felt her insides shift with each thrust, her walls being dragged back and slammed back up along with the cock as it went. Her poor cervix, stretched thin and tight around the girth of Mac’s rod, convulsed and quivered each time the ridge of one of his veins rubbed against it. Diamond’s little clit was winking hard and fast against the underside of Big Mac’s member that was still exposed to the outside air, the stallion’s length so impressive that it couldn’t fully fit inside the filly, even with the extra space afforded by her uterus. The little pink nub pushed up and flexed outward, fully exposed from its hood where it usually hid. Mac’s length pulsed in response, turgid cockflesh pushing back hard against the sensitive button. Diamond made a noise like a bullfrog being run over by a wagon wheel, her eyes bugging out and rolling back simultaneously, a spray of thick drool shooting from between her lips as her vaginal walls constricted tightly around Big Mac’s dick.
He snorted in ecstasy, thrusting forward and back with wild abandon, his gigantic cockhead slapping and pounding unrestrained against the far end of Diamond’s fresh filly womb. His heavy, wide balls sloshed full with seed, slapping audibly against the underside of Diamond’s belly each time he brought his hips down towards hers.
By now a sizable crowd had gathered; long since had any reasonable parent left with their young, but now instead a sizable host of horny stallions, colts, and even the odd few mares and fillies surrounded the perverse spectacle. The sounds of heavy breathing, soft moans and testes slapping against hooves floated from the crowd as they thoroughly enjoyed the show.
Diamond Tiara could feel her muscles burning with the immense pressure they were under; desperate for relief. Every thrust sent pangs of discomfort through her, culminating in her legs. Her abdomen was incredibly sore, rhythmically being stretched to such an extent Tiara was sure this was some kind of dream, distant from reality. But no, the intense feeling reminded her this was entirely real.
Big Mac’s tongue lolled from his open mouth. He could feel every inch of the mare’s tight little pussy pulling against him. Each little ridge and vein along his cock pushed forcefully against her walls, filling him with beautiful sensations. He felt his balls begin to twitch. Soon he’d be ready to cum, and only then would this mare really feel his full force. Not that the first orgasm would be the end of Big Mac’s antics. Mac was a powerful breeder with a powerful body. He didn’t need to take rests between orgasms like most stallions.
Big Mac pulled his hips back with a violent jerk, his cockhead slipping from inside her womb as several inches of his length wormed out from inside Diamond. Her battered baby barrier spread wide as his glans exited her uterus, slowly contracted upon itself in an attempt to close back to its original shape. It was to no avail, however; the muscular ring was permanently stretched to the point where it would no longer properly close.
Slamming his length forwards again, Big Mac was ready for it. He doubted Diamond Tiara would be though. His intrusive cock pushed deep, breaching her violently stretched cervix yet again. Coming to rest inside her womb, Big Mac released his hooves from the mare’s flank, dropping down onto all fours. He’d have to brace himself. Letting out a primal groan, Tiara’s eyes widened. Her body was starting to grow hot, hotter than she’d ever felt before. Cum catapulted from Big Mac’s urethra, plastering the walls of her womb white as they shot free. Rope after rope cascaded into her body, sloshing audibly in her womb as Diamond Tiara’s body shook. The bulge in her abdomen slowly disappeared, engulfed by the expanding flesh of her belly as she filled with yet more cum. Tiara felt her eyes beginning to roll back again, her body on the verge of giving out. The jets of spunk kept coming though, rapidly joining the quickly accumulating lake inside of her.
Big Macintosh, caught up in the euphoria of the moment, found himself beginning to thrust again as he continued to cum. The newfound motion stirred up the wash of spunk inside her even more, sloshing back and forth so fiercely that Tiara could sense herself about to go head over hooves. Finally - and to Diamond Tiara’s intense relief - the flow ended, and Big Mac began to withdraw. The air was filled with the sound of slick flesh rubbing against slick flesh as the mighty cock came loose. As the tip finally popped free, Tiara fell to her hooves, exhausted. She wanted nothing more than to lay her head down and go to sleep, but the rope attaching her face to the post was too short. Rejected, she awkwardly rested her cheek against the post itself. Her innards - despite now being full of semen - felt bizarrely empty, Mac’s cock having left a gaping, cavernous hole.
Big Mac looked up from his conquest. The crowd was in various states of excitement, but all watched him intently. Even Filthy Rich - who’d been rather professional throughout - was having difficulty hiding his interest in the hunky stallion’s ability. That, or he was impressed by the fact that Mac was still stiff as a board. The stallion’s eyes were clearly transfixed on his cock. Mac smiled, before speaking up again.
“Ah, er, guess you see ah ain’t finished… Say, ah’ve got another request for the little lady.”
Filthy Rich nodded gormlessly.
“Ah wanna have a go with that cute little ass. And ah want another little filly to pleasure me.”
Filthy shook his head violently, as if Mac’s words had snapped him out of some kind of trance. He looked nothing short of gobsmacked by the stallion’s request.
“B-B, Bi… Mac, you can’t go back there. Y-You’d never be able…”
The red stallion motioned slightly towards his saddlebag, which he’d dropped a few paces away. Confused, Filthy trotted over and flicked the flap open with his muzzle. His jaw hit the floor as the contents lit up his eyes.
“300 bits says ah can. But ah want another foal to accompany your daughter.”
Mac hadn’t even finished asking before Filthy Rich had begun surveying the crowd. His eyes settled on the foal he wanted, dashing out to grab them. He returned quickly, a bemused Silver Spoon in tow. She tried to get her friends attention, but the burbling Diamond Tiara had fallen asleep against the post, clearly exhausted by the ordeal. Poor foal must’ve had no idea she was about to be put up for another round.
“Listen up Ms. Spoon, I-I want you to join in the little game with Tiara here, it’ll be fun! I’ll pay you for it, and it’ll be a good opportunity to bond with your friend! Wouldn’t you like that?!”
The words rapidly tumbled from Filthy Rich’s lips as he hurriedly pushed her into place by Diamond Tiara’s side. He wasn’t really even waiting for an answer. 300 bits was 300 bits. He stopped to consider just why Big Mac was carrying so much money around, but did he really care? It was all his now!
With Silver Spoon sat awkwardly at her friend’s side, Filthy Rich delivered a powerful smack to his daughter’s rump. She woke with a start, her head groggily lurching upwards.
“Go on Mac, she’s waiting for you!”
The stoic stallion moved forwards again, stepping carefully over the mare. She still seemed dozy, like a bumblebee that had been out in the summer sun. The cum-drunk foal made several sounds resembling words, but the bit in between her teeth made her impossible to make out properly. Silver Spoon shifted awkwardly as she gazed at Big Mac’s turgid member, twitching in the warm air. She couldn’t understand. She’d been sat back watching her friend one minute, and the next, there she was, sat in the firing line. The things she’d agree to for her friend’s respect - and money, of course.
Big Mac remounted himself upon Diamond Tiara, slapping his cock against the bloated belly of the foal. Then he pushed his hips up, letting the tip of his length run up the curve of her stomach, before stopping at her thus-untouched anus. Rubbing his gargantuan flared tip against her cute little asshole, Mac bit his lip slightly, barely able to hold back. He wanted nothing more than to ram the mare full force, but this was a very big shaft in a very small hole. He'd have to take it slowly. Very carefully, Big Mac ground his tip against Diamond’s tender tailhole, working the clenched entrance gradually yet deliberately. After a moment, a thick, glossy bead of pre worked its way from the tip, smearing around Diamond’s ponut.
Big Mac shifted his cock slightly in an effort to further spread the pre around her behind. He needed to lubricate both her hole and his member if this was going to work, but his pre could only do so much. He clicked his tongue as he thought, before calling the attention of the other foal.
“Hey, filly, you're up. Ah want you to get down and spread your drool over my shaft.”
Silver swallowed hard, looking Mac’s shaft up and down, quite literally having to pan her head a little to get the full scope of it. It truly was a monster—how Diamond had had it in her at all was a mystery. Even though Silver wasn’t going to be taking any of it inside her (she hoped), it was still quite the intimidating beast.
Shuffling forwards on her knees, Silver Spoon sidled up alongside Big Mac’s length. She tried to take his cock in her hooves, but the hunk of flesh was just too heavy. Letting it flop down again, she pressed her lips against one of the ridges that ran along the side. Out popped her cute little pink tongue, starting the long process of lubricating the tower of meat.
As she began to drag her tongue along the rough surface of his skin, Silver Spoon allowed large quantities of her saliva to ooze free from her mouth, coating his cock. She moved fast, focusing on spreading her saliva quickly over pleasuring the client. Mac barely reacted to her efforts, his cock only twitching mildly as she worked an especially sensitive vein or bump. Time seemed to crawl by as she worked the vast swollen shaft, until finally she felt her job was done. Stepping back, she watched as her spittle slowly dripped down his rod, dangling as it reached the underside.
“F-finished, Mr. Macintosh.” Silver Spoon was clearly nervous, nervous of making mistakes around a stallion so incredibly powerful. The filly skittered out of the way, settling by her friend's side, Mac nodding approvingly. He drew his shaft forwards, butting up the tip against Tiara’s asshole again. The now near constant flow of pre-cum had lubricated both his flare and her entrance nicely. It was time to get to work, before that meager spittle dried on him.
Breathing heavily and gritting his teeth, he began to press against her puckered hole. He dropped his forehooves down so they rested either side of her head and leaned as much of his weight forwards as he could, all in an effort to assist his cock in breaking through. The crowd watched on excitedly, listening to the stocky stallion audibly groan with the effort. One began to chortle to himself as he watched the little mare beneath. As derpy as she’d been earlier, she was now entirely in the room.
Her breaths had grown short, while her eyes had bulged out violently with the intense pressure. The bit clanked loudly against her teeth as her jaw moved, echoing her nervousness. With a sickening, satisfying pop!, Big Mac’s oversized member pushed its way up into Diamond’s guts. The filly let out a surprised hiccup, the sudden ground the cock had gained inside her sending her into a momentary state of shock.
“Celestia’s udders,” Big Mac moaned, his cock giving a massive throb inside Diamond’s lower digestive tract. “Yer daughter’s perfect, Filthy!”
“Please, call me Mr. Rich,” Filthy said, rolling a steady line of bits down his foreleg, eyes following them as they slid back into their sacks. As the final bit satisfyingly 'clinked’ into place with the rest, Filthy Rich focused his attention on Big Macintosh and his fucktoy daughter. All pretense was out of the window, this wasn't just business. He was loving the display.
Tiara’s eyes hadn't stopped watering since Big Mac started the penetration effort. Now he'd actually punched his way through, Tiara could sense she was on the verge of giving out. She tried to look to her friend for assurance, but those intrusive blinkers got in the way. Mewling pathetically at Silver Spoon, she tried desperately to draw her attention to the blinkers. Initially Silver just stared back gormlessly, but eventually she got the message. She tittered at her friend's seemed desperation, leaning forwards to undo the straps. Eventually the blinkers fell away, but Silver Spoon made sure to leave the rest of the gear in place. It simply looked too good on her to take off.
Big Mac snorted bestially as he struggled to burrow deeper. With the sheer size of his cock and the minute biology of the mare’s body, he knew there was no point pulling back. If he stopped pushing forwards now and instead resorting to thrusting, he’d get no satisfaction from it. So instead, he knew what would satisfy him. Pushing this filly’s body to the physical limit. His cock crept deeper inside - accompanied by audible slick, ‘squishy’ noises as Diamond Tiara’s internal organs shifted around him. Every vein and ridge along his length pulsed excitedly, rubbing up against the hot walls of her rectum. Probing forwards, he could sense his engorged tip meeting yet more resistance. He was inside her colon. Things were about to get incredible for him.
Big Macintosh had always considered his generous size to be more of a curse than a blessing. Sure, mares would go wet and wobbly at the sight of him, and stallions would often be alarmed by the unexpected boners they popped as he wandered by, that was a plus. But on the other hoof, he had this gift, but nopony to pleasure it with. Every mare (and stallion) he’d ‘spent an evening with’ had wound up asking him to stop, too anxious of the discomfort or potential pain. But it was only during one of the Apple Family’s nights in the barn - spent with his little sister Apple Bloom - that he’d realized the solution. The little foal’s body could accompany much larger sizes than the average adult. Big Mac was no doctor, so he couldn’t understand the science of it, but he knew the bodies of foals were more supple than the adults, more pliant. Thus, more accommodating.
And those discoveries were what drove him to pay big for Diamond Tiara’s behind. He knew her body could take the whole thing, even if it stretched her out a little. But just because she could take it, didn’t mean the process wasn’t a crushingly slow one. His balls churned intensely behind him, twitching in anticipation of filling this mare even more. But he wasn’t going to give himself the satisfaction of finishing, at least not until he’d had the satisfaction of going all the way through.
For now though, he had more immediate concerns. He’d grown bored. Fortunately, Silver Spoon was just sat there, idle. He clicked his tongue again to get her attention.
“Hey there little one. Ah’m, er, gettin’ a little bored pushing through yer friend ‘ere. So ah want you to come on round behind me...” the stallion shook his rump a little to accentuate his point. Diamond Tiara moaned wildly as Big Mac pivoted his hind quarters, dragging his cock (and her insides) around violently. “...And ah want you to get that muzzle ‘er yours working mah ballsack. Perhaps by the time you done back there, yer friend will be finished gettin’ to grips with me.”
Silent, Silver Spoon rose to her hooves, throwing her friend a quick glance. The mare had gone from angry, to shocked, to scared. Now though? Her face was bright red, drool pouring from her open mouth. They formed two thick strings at the corner of her lips reaching down to the floor, where the rhythmic sway of her body had caused them to pendulum and stick to her hooves. It coated her fur, soaking in in places, whilst the rest of the warm liquid dripped down her legs, slowly mixing into the dirt beneath. Silver Spoon needn’t have worried about her friend, she was clearly enjoying it now. Much more eagerly than the first time, Silver Spoon trotted up to the powerful red stallion, circling round him before coming to rest beneath his sack. They were slowly moving away from her as Mac sunk deeper into the broken filly. She gurgled loudly, occasionally trying to utter some lust fueled words through the vast wads of spittle and saliva in her mouth. All she succeeded in was dribbling over herself even more, much to the pleasure of the euphoric crowd of onlookers.
Silver Spoon balanced herself on her hind legs, resting her forehooves on the back of Big Mac's legs. With this newfound height, Big Mac’s rotund testes were tantalizingly close. As they swung they’d occasionally brush across her face, leaving warm trails of sweat draped over her muzzle. It was a balmy summer's day, and as a result the smell of sex emanating from the park must of been overpowering. No wonder so many other ponies had been drawn into the park to watch, following the smell on the air like feral hounds.
Silver Spoon took a deep breath, shivering as the pungent aroma filled her nostrils. The filly could sense her legs going weak beneath her, just as a warm, viscous liquid began to seep down them from her pussy. In the heat of the moment she threw all sense of dignity to the wind, and buried her muzzle in between the stallion’s healthy balls. Caught off guard by the sudden sensations, Big Mac whinnied with surprise, before inadvertently thrusting forwards, incredibly quickly.
Diamond Tiara made a strange noise; half orgasmic gasp, half fearful whinny. She’d come to love these incredible feelings, but at the same time she was confused - and a little scared. She couldn’t understand how her body was managing to take in such a vast object at all. What made her even more scared was that the foreign object showed no sign of being stopped. The bizarre stretching feeling had traveled up from her rectum, slowly moving into her gut. But with Big Mac’s sudden, forceful thrust, everything had turned up to eleven. The feeling of discomfort had stopped somewhere around her middle, replaced instead by the feeling of Big Mac’s engorged tip butting up against another ring of muscle. She didn’t know what it was, but it had been causing Big Mac trouble. But with that jolt, he’d punched straight through. His tip was lodged in her stomach now. With the momentum of the jolt still carrying, he surged forwards, digging his tip into the side of her stomach.
The natural suppleness of a foals body meant the tip could be seen visibly protruding around her abdomen, bulging out the skin like a snake having swallowed a sheep. Mac’s centre of gravity had ended up shifting dangerously far forwards, meaning he was on the verge of falling over. If he did go over he’d end up squashing the poor mare, and having to have a very awkward conversation with Mr. Rich. As Mac teetered forwards, onlookers watched the grotesque bulge grow even larger, forging a larger and larger mountain of protruding skin. Diving forwards, Big Mac braced his forehooves against the post Tiara was tied to, slowly trying his best to steady himself.
It took a few seconds, but eventually Mac managed to get himself balanced again, having shifted his back legs into a more supportive position. What hadn’t helped was the pressure - albeit slight - applied by Silver Spoon leaning on him: because during all that, she hadn’t stopped playing with his testicles. Diamond Tiara was also OK, having survived the ordeal. Big Mac had pulled back, removing his tip from the wall of her stomach. All that hadn’t fared well was the post. Under Big Macintosh’s weight, it had been bent violently out of shape. A voice floated up from the crowd.
“Big Macintosh, Sir, did you break the post? I’m afraid that will be an additional fee!”
Mac rolled his eyes at the overzealous businesspony. He had much more important things to worry about than a broken post. He needed to finish what he’d started. He pulled back, taking a few seconds to compose himself, his cock occasionally splashed by the acidic juices of Diamond Tiara’s stomach. Though most of the edge had been dulled by the vast amount of pre-cum wallowing about within it, it still wasn’t entirely pleasant. Having collected himself, Big Mac continued to push deeper. He could feel that his cock was going to bottom out soon, but he didn’t have much further to go.
“Hey, er, Silver Spoon? You can stop working back there now, why don’t you go join your friend up front?"
Agreeable as before, Silver Spoon dropped down onto all fours, before settling at her friend’s side again. Poor Tiara looked long gone; her face bright red, sweat pouring down in practical streams across her face. Her eyes were crossed dozily, focusing on something non-existent on the ridge of her muzzle. Her mouth, meanwhile, was hanging wide open, the bit resting lazily against her bottom teeth. Spittle and drool continued to drip from the corners of her mouth, and Silver Spoon found herself oddly drawn to it. Almost hypnotized, she leaned in, letting her tongue loll from her mouth. She placed it against the side of Diamond Tiara’s jaw, slowly running it upwards, catching all of the dangling drool onto her own tongue. She stopped ascending as she reached the corner of the mare’s mouth, instead running her tongue over the mare’s moist lips. Pulling back, she smiled as the trail of drool slowly stretched out, connecting the two like a leash. Eventually the line could sustain itself no longer, snapping, sending two streaks of spittle to splatter over the fillies. Silver Spoon giggled to herself, but Diamond Tiara barely noticed. Her eyes had grown massively wide and panicked, as a bulge began to appear in her throat. The filly’s eyes darted left and right, searching for somepony to focus on. Eventually they settled on her father, who had positioned himself on the innermost edge of the hungry crowd. He looked down at her lovingly, though one couldn’t be sure if he was thinking of her, or the money.
“...D-Daddy… my throat feels funny… I don’t feel well…” the mare struggled to say, the bit somewhat intruding on some syllables. She was about to speak again before stopping suddenly, instead beginning to gag. Uncertain mutters began wafting up from the crowd, when Big Mac seemed to roar. Up and out from Diamond’s throat emerged his cockhead. Alarmed, Silver Spoon lurched back onto her hind, skirting backwards slightly. After the initial shock she leaned forwards again, trying to get a closer view. Sure enough, his cock had managed to go all the way through her. Her body was as straight as an arrowhead, held firm but the concrete-stiff hunk of flesh forced through her. Big Mac sighed satisfactorily, before his face suddenly morphed into anger and confusion. He couldn’t get free; something was in the way.
The bit.
Still wedged in her mouth, it was effectively blocking Mac’s cock from pushing free. He considered asking the filly to take it off of her friend, but he paused. With one big effort, he could fix this. Taking a deep breath, he pushed his cock forwards against the bit. He put all of his strength and weight forwards, pushing against the metal bar with all his might. Diamond Tiara was still gagging, but her face had also started to grow an unnatural color. She could barely breathe with this pillar of flesh in her throat. Mac roared, his whole body shaking with the effort. But then the sound of leather tearing filled the air. He knew he was close. Straining as hard as he could, he yelled again, before the straps finally gave way. They snapped powerfully, the bit catapulting out onto the floor. Again Mac found himself a victim of his own strength, the momentum carrying his cock forwards. The tip surged free of Diamond Tiara’s mouth, quickly wrenching her jaw open as it emerged. More and more pushed free, until Big Mac’s heavy ballsack finally thudded against her rear. This sensation - along with everything else - finished Mac off.
He flung his head back as seed shot from his tip, at such a high pressure that Spoon had to shield her face. The thick white line was both powerful, and constant. He shook even more now than he had done before, his genitalia draining him of all semblance of strength. Diamond Tiara had reverted back to her cum-drunk state, shuddering mindlessly as the engorged spear inside her twitched and shook violently. Silver Spoon was also a mess, the thick flow of spunk spattering all over her exposed belly. It was then she had an idea. She kept still, waiting for the flow of cum coating her body and face to begin to slow. When she was satisfied it had become somewhat manageable, she clambered to her feet. Cum dripped from her like water from a wet dog as she approached. Widening her jaw, she wrapped her lips around his exposed tip, slowly sliding forwards. Inching onward, her lips finally came into contact with her friends. She held firm, basking in both the warmth of the cock and the warmth of Diamond Tiara’s mouth.
The barrage finally came to an end, and Silver Spoon pulled away. Lying on her back, she was thankful for Filthy Rich quickly stepping in.
“Alright everypony, I’m afraid we’re going to have to wrap up today’s entertainment a little earlier than expected,” he gazed down at the bloated messes that were the two foals, “...due to unforeseen excessive use.”
The ponies in the crowd moaned to one another, annoyed that after all this waiting they’d have to go home and masturbate, like every other pony in this town. As they slowly sidled away, Filthy placed a hoof on Big Mac’s side.
“That was quite a show, buddy! Very impressive, and a very good use of 300 bits, I’d wager? Now, you’re going to have to let her go. Come on now… get yourself out of her. Somehow.”
Big Mac stared bashfully at Filthy, his face growing red.
“Ah, well now, that’s where this gets akward Sir. You see, ah have to wait until ah go soft again before ah can get out of something like this.”
“...I see. And how long will that take?”
Big Mac glanced up towards the clouds in thought.
“Gee, well, er, 30 minutes? Maybe even an hour. Eh, ah’ll be honest, could be an hour and a half.”
Filthy Rich nodded as he listened.
“Well then, if that’s the case… can you send her round to my house when you’re free of one another? I need to go home,” he rubbed his hooves together eagerly, “and count my money! See you at home Diamond!” And with that he scooped up his hefty saddlebags and trotted away, whistling a tune, leaving the two bloated fillies and the exhausted stallion to wait.
* * * *
Filthy Rich sat in his office chair, his head resting lazily on the desk. The table was bare, the two towers of bits on either side of his head long gone. Occasionally he’d lift his hoof to where they’d been, only for it to crash down on the bare wood. He sighed, staring forwards vacantly. His eyes drifted, settling upon a large, ornate display board that took pride of place on the opposite wall.
Scrawled across it were numerous sums and equations, all crossed out with harsh chalk lines. The plans and ideas that had been there before were long gone. Filthy Rich stood, pushing himself away from the desk with his hooves. As the office chair slowly rolled away from him, he began to aggressively pace around the room, stopping occasionally to rub his chin, deep in thought.
“All of my money, gone? How in Equestria could you do something so stupid, Filthy! I have no idea! One minute I’m literally rolling in money, and then, nothing! Poof! Gone! Every bit!”
He was going to continue ranting, when he turned to see his daughter stood in the doorway, an irritatingly joyful expression plastered over her face.
“FATHER! Thank you so much for all this cash! I can’t believe you would offer quintuple my pocket money for your dumb little game! What with the amount you already gave me before all this, that must be every bit you own in my piggy bank now! Thank you Daddy! But now I want to play, but I have so many toys I can’t decide what to play with first! This place is so tedious! ENTERTAIN ME!”
Filthy dropped his head into his hooves. He’d gotten so caught up in making his daughter agree to the deal, he’d completely forgotten the repercussions of the deal he was striking. So there he was. Penniless. But still, he’d gotten to see his daughter getting rammed anally by the biggest stallion in the town. And that had been hot. Perhaps he could negotiate her to do it again next weekend.
“Say, honey, how would you fancy coming down to the park with me next weekend? I think we could play some fun-”
“MOTHER! FATHER IS TRYING TO NEGOTIATE ME INTO HIS SEX GAMES AGAIN!”
She stormed from the room, slamming the doors closed behind her.
“...That’s a no then. Drat.”
