Author's Note

CONTAINS: A bat pony MILF, lactation, bloodied teats, a self-hating pegasus too thicc to fly, unexpected dyke-bashing, spine break, neck break, throat rip, creampie, tricking whores into cuffing themselves, begging for life, forcing one mare to help rape another, and cutthroat business decisions.

IV: Master Gerrick Buys Out The Competition

Gerrick prowled down Wayward Pines’s Main Street in the early dawn, eyeing the storefronts with a calculating gaze. It was a small town, and though the streets were empty and most of the population had yet to wake, many of the shopkeepers no doubt lived and worked out of the same buildings. And unlike in pony cities, they’d come looking if they heard a mare screaming.

He glanced at Mirror Image, walking by his side. “I’ll need you to use the quiet spell for this one.”

She nodded. “Yes, sir.”

The brothel was still open, and master and servant entered in silence. Mirror turned to face the door, horn glowing, and the air seemed to buzz with a nervous energy before cutting off with a sharp pop.

The foyer was as he remembered it from when he’d picked up the doe yesterday. A stairway along one wall led up to where the lesser whores slept, while a door behind a small bar would take him to the matron’s suite. A trio of plush sofas around a circular table provided space for the whores to relax and socialize between jobs, but the room was currently empty. A few scattered candles on the table and bar glowed with a dim light.

It was a sleepy, cozy little place, though not for much longer. Gerrick’s tail flicked behind him as he looked between the stairs and the bar, considering which mare to take first.

After several seconds he started for the bar, walking around it and grabbing a bottle of cider from the shelving. The pegasus whore hadn’t seen him yet, and perhaps didn’t even know that the doe had been out on a job, so the matron was the logical choice. And besides that, it was true what she’d said about being the most exotic thing in the backwards little town; he could have a pegasus any day, but a bat pony was something special.

He beckoned to Mirror as he popped the cap off the bottle and took a long sip. “Stay and watch the front,” he said, setting the bottle aside with a disappointed frown. “If anyone asks, you’re covering for the matron.”

“Yes, sir. So if a customer comes in—”

“Then fuck them, yes,” Gerrick said. “But make sure they pay first.”

He turned for the matron’s door, testing the knob, and was pleasantly surprised to find it unlocked. These Equestrians really were incredibly naive, it seemed. He stepped through without a word and shut it quietly behind him.

He found himself in an expansive bedroom, each wall decorated with long mirrors framed in carved wood and a bed large enough for two ponies to splay out on in the center. Candles spread around the room provided a dim light and a sense of intimacy, burning with a scent he couldn’t quite recognize.

“Mellow? Are you back already?” the matron called from another doorway to the side. Gerrick stepped up and peered inside, and the matron let out a little squeak of alarm when she spotted him. “O-oh! Master Gerrick! You could’ve just left Mellow out in the foyer, really.”

Gerrick narrowed his eyes, looking the mare over. She was sitting behind a small desk with a few messy stacks of paper on either side, a pair of reading glasses resting on the bridge of her muzzle. “I was hoping to talk to you.”

She blinked, her confusion visible for only a moment before giving way to a smile. “Of course. I hope she was everything you were hoping for?” She stood and stepped around the desk, offering a suggestive wink and a shake of her hips. “Or perhaps you’d like to try a more refined flavor?”

Gerrick arched a brow. Was she coming on to him? No, he thought, she was just playing her part as the head whore, enticing and teasing to try and get more bits out of him. Her coat was a dusky blue, almost gray, and her mane a dark magenta that reminded him almost of dried blood. Her most striking feature, however, were her icy blue eyes, split down the middle by a slitted black pupil.

He smirked back, shamelessly drinking in the sight of her body. These whores made it too easy. “I think I would like that, yes.”

Her smile widened, showing the pointed tips of her little fangs, and she removed her glasses before sashaying towards him slowly, raising a hoof to caress his plumage. “There’s just the small issue of… payment.”

“How much?” Gerrick asked, lowering his voice to match hers. Not that it mattered. He’d take the bits back off her corpse once he was finished.

“Fifty bits.” She bit her lip, looking up into his eyes. “But if you want to finish inside? Five hundred.”

He cocked his head. “Why so expensive?”

She beckoned him down, and he leaned lower, letting her whisper teasingly into his ear. “I don’t use birth control, and I’m a very fertile mare.”

His eyes widened. She was willing to sell not just her body, but even her womb? How many foals had she birthed already to so casually make such an offer?

He would’ve accepted, but he didn’t have that much money on him, and he lacked the patience to go back to the room Mirror had reserved at the Merry Girdler and fetch it. Still, he liked the idea. He’d be sure to impregnate her before she died.

“I’ll settle for the fifty,” he said, producing the coins from the satchel under his wing.

“Aww.” She pouted, but took the bits without hesitation. “Shame. A half-griffon child would be a first for me.”

Again, Gerrick found himself taken by surprise, but he didn’t protest as she led him towards the bed and pushed him gently onto it. He lay back and spread his legs, watching in silence as she slowly pressed her muzzle into his sheath and took in a deep breath.

She exhaled with a breathy sigh, her tongue flicking out for only a moment, before looking up and meeting his gaze. “How do you want me?” she asked teasingly, letting her lips brush over his balls as she spoke.

It was strange, having a mare so forward and willing. “What are my options?”

She grinned, her thoughtful hum sending pleasant vibrations through his body. “Do you like to take charge? Do you like to be rough?” She giggled, pulling one of his balls between her thick lips and suckling gently before letting it fall with a wet pop. “Or maybe you’d like me to be rough? I have plenty of toys… if you pay.”

Ah, now he understood. More sales tactics. Well if she wanted to sell herself to him, he would oblige. “How much for handcuffs?”

“On you? Free. But on me?” She used the little claws on the tips of her wings to tickle inside his thighs, holding his gaze even as his shaft rose to attention and blocked half her face. “Another thirty bits.”

He smiled, and she smiled back. She thought she had him. “Fine.” He pulled his satchel off, tossing it onto the floor. “There’s another hundred in there. You can have it all if you please me, whore.”

If she was offended by the moniker, she did a good job of hiding it. Instead she let out an intrigued coo, dragging the satchel closer with one wing and stealing a peek inside. When she looked up again she had an excited smile on her face. “Sure thing, sweetie. You wait here just a minute.”

She slid her tongue up the length of his shaft, depositing a long kiss on the tip as she stood and turned for a large chest set against the wall beside her. She held her tail high as she pulled it open, exposing her full ass and wide hips, and her marehood joined in with a slow wink, the bright pink of her clit making an enticing contrast with her dark pussy lips.

Curious to see if she’d object to him ignoring an order, Gerrick stood and stepped up behind her, letting his stiffening shaft slide up her ass and nestle into the soft hairs above her dock. She stiffened briefly before relaxing back into him with a long, exaggerated moan. She opened the chest and slowly bent down to look through it, caressing his cock with her soft plot, and her clit winked out and planted a wet kiss on his balls.

Good, Gerrick thought. She knows her place.

He grunted, grinding slowly against her and raising his foreclaws to knead at her flesh. Her coat was soft, and her ass plump and full, carrying the weight of many past births yet still firm enough to press back against him. He resisted the urge to sink his talons in to the knuckles and take her right there; as tempting as it was to feel her cunt convulse in pain around his shaft, he was still intrigued to see how far he could push her before she would fight.

She let out a soft coo and swayed against him, smothering his groin with the wet heat radiating from her sex, then pulled away abruptly, rounding on him with two sets of fuzzy pink cuffs held in her teeth.

He frowned at the sudden deprivation, and she winked before prancing back to the bed and dropping the cuffs on the sheets, her voice low and husky. “How would you like me, sir?”

“On your back,” he said. “A limb to each bedpost.”

“Ah, the classic.” The whore matron giggled before splaying herself out on the bed as he’d commanded. “Let’s not forget the safeword.”

Gerrick snorted as he walked around the bed, cuffing her hooves to the posts and ensuring she couldn’t move. “You choose.”

“Very well. Why not keep with tradition?” She made a show of pulling against the cuffs, arching her back and flapping her leathery wings. “Red, yellow, and green.”

Gerrick nodded. In truth, he had no idea what a safeword was, or what the significance of these choices were, but it was too late for any of that to matter. The whore had let her greed blind her, and with all four legs cuffed she was entirely at his mercy.

“Well, then, Master Gerrick,” the whore matron said, fluttering her eyelashes. “What will you do with me?”

“I’m going to rape you,” Gerrick stated bluntly, stopping at the foot of the bed to admire her form. “And then I’m going to kill you.”

“Ooh.” She licked her lips. “Prey play?”

Gerrick blinked. Was she really this stupid? The maid he’d hired from Equestria had been dumb, yes, but he’d been led to believe she was somewhat of an exception. He smirked down at the whore, once again reminded of just why he’d started this little trip through the pony nation. “Yes.”

“How exciting.” The whore’s smile lingered for a moment before being replaced with a poor imitation of fear. She pulled at her restraints, letting out a pitiful whimper. “Oh, please don’t eat me, master griffon! I’ll do whatever you say!”

Gerrick cocked his head. He enjoyed the sound and smell of a mare struck with terror, and this was nothing like that. Indeed, her feigned distress and the exaggerated quiver of her voice did more to turn him off than anything. He’d have to put a stop to that.

He climbed onto the bed, crawling over to her head and turning so his cock curved down across her face, the tapered tip resting just over her plush lips. “Open, whore.”

She giggled before complying, wrapping her lips around his cock and teasing at it with her tongue. With the one eye he could still see she held his gaze, her cheeks already flushing with excitement as she moaned around him.

The moan turned to a shocked gag as Gerrick hilted himself into her throat without warning. Her eyes shot wide open and her body went rigid beneath him, but he gave her no time to adjust, pulling back and slamming into her again before settling into a hard, slow rhythm. Her wings flapped in panic and her muffled voice rose in distress, but he ignored it, instead leaning over her to get more leverage and closing his eyes, enjoying the sensation of her throat squeezing tight around his cock. His balls slapped against her nose with each thrust, her strained attempts at drawing breath serving only to tickle pleasantly against them, and he let his weight settle down on her belly, relaxing atop her to better focus on fucking her throat.

He groaned as her muffled protests grew more insistent. Would she bite him, he wondered? It would be an interesting experiment, but he doubted she’d try it. The whore clearly thought he was like the pony customers she’d dealt with previously, and he wouldn’t even be surprised if her only reaction after the rough throatfucking would be to chide him for not warning her first.

Her wings beat against his sides, and he shuddered at a particularly strong, body-shaking wretch from the whore that seemed to vibrate along his entire length. He could feel her spit welling up and slathering across his balls, turning the dull smacks of the orbs across her face into a rhythmic, wet slapping. How long could she go before passing out? He resolved himself to answer the question, hilting hard inside her throat and beginning to grind against her muzzle, giving her no room to breathe. She whined beneath him, only making him harder, and he leaned down to lick at her bouncing teats, once again having to fight the urge to draw blood.

He blinked in surprise as an unexpected taste hit his tongue—milk. Had the whore recently given birth? It would explain the size of her teats, certainly. He raised his head, mesmerized by the way her flesh rippled as he shoved her throat out with his cock. Would they be full of milk when he tore them open? A good question for later, but for now he contented himself with merely raising a claw to give them a tight squeeze. The whore jerked against her restraints as he accidentally drew blood in his heat, the thick red joined by the creamy white of the milk that dribbled from her nipples.

His tail lashed high in the air as she screamed around his cock, yet still she didn’t try to bite down. He groaned, squeezing her breast harder, pushing her further, but her struggles were beginning to fade. He turned to watch her panicked expression as her legs went limp, and the sight of her slitted, icy blue eyes losing focus and then rolling up into her skull was so hot that he almost drowned her in his cum right there.

But he restrained himself. He gave three more heavy thrusts, the wet squelch of her throat clearly audible now that she’d fallen silent, then slowly stood. He watched the bulge of his cock slide up her neck before it slipped out into the open air, drooling a thick curtain of spit down to join the mascara tears soaked into her cheeks.

He let out a satisfied sigh, his cock throbbing with his pulse. When she woke up, then he would kill her.

“Night, are you okay? I heard some banging and—o-oh!” The door to the foyer swung open without warning. Gerrick turned sharply, spotting a thick-bodied pegasus mare standing in the doorway, a hoof raised to her lips as she took the scene in with wide eyes. She had a snowy white coat and a multi-hued pink mane with green highlights, done up in a complicated bun, and though she wasn’t fat, her barrel and neck were so wide that her wings looked undersized by comparison.

Gerrick saw Mirror leaning around the mare’s shoulder. “I told you, she was tending to Master Gerrick.”

The pegasus whore pursed her lips uncertainly, gaze fixated on her unconscious matron. “She usually tells us when she’s seeing a customer. And… is that blood?”

“Close the door, Mirror,” Gerrick said with a sigh. “And lock it.”

“Wh—huh? Wait!” The pegasus eeped as the door slammed shut behind her, glowing with the faint green of Mirror’s magic. She shivered, looking away with wide eyes. “Y-you’re that griffon that Mellow left with.”

“Correct.” Gerrick nodded. “Tell me your name, whore.”

“Cherry Blossom.” The pegasus’s wings hovered an inch off her sides, as if she was considering taking flight. “What are you d-doing with Ms. Night Sabre?”

Gerrick arched a brow, looking down at the bat pony still twitching unconscious between his legs. She was breathing, albeit faintly, and her eyes were rolled back and bloodshot, fluttering reflexively as spit dripped across her lashes. A small pool of creamy red blood had collected between her teats, trailing down across her pouting cunt.

He looked back to Cherry. “I’ve purchased her.”

Cherry pursed her lips. “She, uh, d-doesn’t let customers t-treat her like that.”

“Oh?” Gerrick stepped off the bed and stalked up to the mare, towering over her. “Are you going to do something about it, whore?”

“Um.” Cherry shied away, avoiding his gaze, but Gerrick only leaned closer. Finally she cried out, running around him and disappearing through the open door of the office.

Gerrick followed at a curious walk, and was rewarded with the sight of the pegasus jumping for a window set high behind the office desk, her undersized wings flapping vainly at her sides.

He blinked. A second later he broke out into an earnest chortle, sitting and bracing himself against the doorframe.

The pegasus stiffened, rounding on him with tears in her eyes. “S-shut up! These aren’t r-real wings!”

“Is that so?” Gerrick smirked, backing the mare into a corner, and snatched her muzzle between his talons. She whimpered as he forced her to look into his eyes. “Perhaps I should rip them off and see if they bleed.”

The whore’s eyes shot wide open, and a keening whine escaped her lips as she pissed herself, making his stiff cock twitch with the scent of her fear. He released his grip, letting her speak.

“P-please. I d-don’t wanna die,” she sobbed. “I’ll d-do anything!”

Gerrick smiled. “Let’s see about that, shall we?”

He grabbed her mane, dragging her along behind him and tossing her up against the bed. Her tail clamped down tight over her cunt, still dripping with piss.

“On the bed,” he ordered. “Straddle your master’s muzzle.”

“Yes, sir!” Cherry nodded frantically, rushing to comply. After a couple clumsy attempts—no doubt she was having trouble thinking through her fear—she had her thighs wrapped around Night Sabre’s head.

“Good girl.” Gerrick slowly undid the mature thestral’s cuffs before grabbing her around her wide hips, dragging her bodily towards him until her ass was balanced right on the edge of the bed. He kept eye contact with Cherry as he grabbed his cock and lined it up with the unconscious whore’s cunt, taking advantage of her earlier arousal and pressing inside her.

Night let out a dazed moan as her marehood was filled, her wings twitching. A second later her body went rigid, and her hooves flailed with sudden alarm, forelegs reaching up to grab at Cherry’s thick thighs.

“Hold her down,” Gerrick ordered, and he was pleased to see Cherry cringe before grabbing her matron’s forelegs in her own, overpowering the older mare with her weight. Gerrick let out a satisfied sigh, using his talons to open the matron’s flanks and hamstring her.

Night shrieked into Cherry’s cunt, her pussy tightening pleasantly around her rapist’s cock from the pain. “C-Cherry! Help me!”

Gerrick stared Cherry down, his breath coming heavier as he felt his victim begin to struggle once more. “Ride her face.”

Tears streamed down Cherry’s face as she obeyed, grinding her marehood onto Night’s muzzle and muffling the mare’s protests. Satisfied that she was sufficiently cowed, Gerrick wrapped one claw around Night’s soft hips, the other kneading against her teats and squeezing fresh blood and milk out to pool around her dock. He pulled her into him, putting more force into each subsequent thrust, until soon he was slamming against her with force, making the doughy flesh of her belly and teats rock under his grip. She hiccupped and sobbed with his thrusts, mumbling incoherently into Cherry’s pussy even as her honeypot milked at Gerrick’s shaft, goading him on.

She was as soft on the inside as she was outside, and Gerrick briefly wondered how a mare could still be so firm at her age, but his curiosity was quickly overwhelmed by the lust building in his chest. Each squeeze of her cunt, each tortured jerk of her body, each ripple of meat under his talons, every pitiful wail and desperate plea for mercy only served to stoke the fire in him, sending waves of pleasure racing up his spine. He growled, tail lashing behind him as the powerful clench of the matron’s pussy resisted him on the pull out, swallowing hungrily around him as he thrust back in and drove another whimper from the struggling whore. He could feel her lustful winks around him, her body begging for more in spite of the wishes of her mind, his balls tingling with every wet kiss of her swollen clit against them.

“Oh, f-fuck, yes.”

Gerrick blinked, taken aback by an unexpected feminine moan of pleasure. He tore his eyes from Night’s bouncing teats and saw Cherry biting her lip, her eyes screwed up as she rode her matron’s muzzle with gusto.

“F-fucking dyke bitch,” Cherry breathed, cheeks flush. Her mouth hung open as she gasped for breath, and Gerrick’s brow rose as he saw her cunt wink around Night’s muzzle. “I hope you d-drown in my cum! Bet you’d g-get off on it, too!”

These whores were just full of surprises. Had the pegasus been hiding some vendetta against her employer? Just how far would she go?

Gerrick snorted, straining to keep his rhythm as the pressure built in his balls. As much as this whore was crying and struggling, her cunt certainly knew what it wanted. It convulsed and shuddered around his length, coaxing him towards orgasm, begging for his seed.

“I’m gonna cum,” he groaned, catching Cherry’s unfocused gaze. “I’m gonna fill this cunt up, impregnate her with my seed, and then kill her.”

Night screamed into Cherry’s pussy, wings flapping frantically, but all she managed to do was lift her back a few inches off the bed. Gerrick moved both talons to her hips and climbed fully onto the bed, pulling her up into him and ramming his cock into her hard enough to make her cries shake with every thrust.

“Are you gonna stop me?” he asked, his beak close enough to smell the heated breaths from Cherry’s muzzle. “This is your last chance.”

Cherry shook her head, a shrill moan escaping her. “D-do it. Dyke d-deserves it.”

Gerrick groaned as the whore’s pussy finally pulled him past the point of no return. He lost his rhythm, the wet flesh of her pussy lips meeting him with wet slaps, pulling her hips even higher off the bed even as Cherry held her head down with her thighs. Night’s screams turned to a desperate, primal shriek as her body struggled to contend with the forces assailing it, until finally, with a loud, grinding, wet crunch, her spine gave way.

Gerrick’s legs shook as he pumped a thick surge of seed into the suddenly limp mare beneath him, his vision popping as he focused on the sound of her muffled, weakening whimpers. Even with her lower half separated from the brain her pussy winked and swallowed around him, following its last orders to milk the cock inside it for every drop of cum, and soon his spunk was bubbling out past the tight seal of her marehood, dripping down to join the milk and blood already sinking into the bedsheets.

Cherry cried out as well, biting her lip in the throes of her own orgasm, and in a flash of heat Gerrick lunged forward, burying the sharp edge of his beak into her throat. Her scream of ecstasy turned into a scream of terror and then a wet gurgle, and she toppled to the side, falling off Night’s face, hooves flying up to the mortal wound even as death spasms rocked her body.

“Stop! No! Celestia, please!” Without Cherry’s weight atop her, Gerrick could finally hear Night’s begging clearly. She grunted between breaths as he continued to pack his load into her, lifting her ass up higher and pressing her head against the bed. “I’m a mother! I have—agh!—seven foals! Nngh! Please!”

He barely heard her. With one last, all out thrust, he pushed her head down into the bed until it jerked to the side with a loud snap, and Night fell silent but for the quiet rattle of her last breath.

Gerrick panted heavily as he pulled his softening cock out of the corpse, fluffing his wings and stumbling back. Night was rolled up nearly double, her hind legs up on either side of her head and her cunt dripping bloody cum into her wide eyes. Cherry was still clinging to life, twitching and gurgling beside her.

He sighed, padding over to Cherry’s head, and slipped his cock into her muzzle. She gagged around him, and he pulled her hooves away from her throat wound so he could watch the bulge of his shaft under her skin. He hilted himself once, the very tip of his cock slipping out through the gash in her throat, before squeezing her neck tight around him and pulling out, sloughing the cum, blood, and milk off his length.

Stretching his neck to either side, Gerrick walked over and opened the door to the foyer. Mirror Image looked back expectantly, meeting his gaze.

“Take care of the bodies,” he said. “I want to try that bat whore’s teats for dinner tonight, as well. And go fetch our things from the Merry Girdler. We’ll room here for now.”

“Yes, sir.” Mirror stepped into the bedroom, taking in the bloody mess with an experienced eye. One of Cherry's legs twitched as she let out her final breath. “What if somepony asks about them?”

“They’re out of town, and you’re covering,” Gerrick said. “We should be safe as long as you do your job well, and perhaps you can make up some of our bits whoring yourself out in this backwater. With the competition dead, we can dictate the prices.”

“Yes, sir.” Mirror dipped her head before closing her eyes, and with the tinkling of magic and a brief flash of light, there were two of her.

One made for the bodies immediately, while the other waited at Gerrick’s side. He beckoned her upstairs, pausing to lock the front door. He was worn out after taking three mares in one night, and he needed his rest.