Zebra Anthology

Filthy fought the urge to recoil as the length in her gullet pulsed and flared. It was far from the first time she’d had a load pumped down her throat, and it definitely wouldn’t be the last, so she held herself steady and bided her time. As she blinked away a tear, her eyes shot up to the stallion’s grinning face.

Jek wrenched Filthy’s head back, unsheathed himself from her muzzle, and painted her face with the final shots of his essence. “What do we say…?”

“T…thank - Cough - thank you, s…sir,” Filthy murmured, her voice hoarse and jaw aching.

Sliding his hand down from her mane to her jaw, Jek lifted her head. “You can thank me by cleaning yourself up. Seriously, as much as I like the used whore look, you look like shit.”

Filthy averted her gaze, though she made no move to escape from his grasp. “I…I will.”

“Good girl,” Jek snorted. “Now quit fucking around and get going. We’re going to be having company soon, and I don’t want everypony I’m railing some washed up, would-be mare who can’t even make herself presentable.”

Pushing herself up, Filthy gave a slight bow, turned, and got a resounding smack on the ass as she trotted away. Cum seeped from her ass and between her thighs, the spunk on her face was already starting to cool, and she could tell without looking that Jek had been right - she was a total mess. While she strolled out of the den and into the hallway, toward the stairs that would lead up to the bedrooms on the second floor, she idly took stock of her surroundings.

The manor, the very one she’d bought shortly after getting married, was in shambles. Most of the artwork and fineries were gone, being either sold, seized, or given away, and all of the servants and staff members had long since resigned. In a sense, it was poetic - her abode, much like herself, had fallen to shambles after Spoiled had left her, yet neither she nor her once magnificent mansion were without use.

As she walked along, the only sound to greet her was that of the rhythmic click-clack of her heels against the marble floor. It was silent moments like these, ones where she was left to her thoughts, that tormented her. Without somepony to look after, she had no purpose - thankfully, despite her family abandoning her, she’d found a way to endure.

She halted as she came into her suite’s bathroom and gazed at her reflection. The proud business pony and father that had been Filthy Rich was dead, gutted financially, emotionally, and spiritually by the treachery of her ex and estranged daughter - in his place, stood the mockery of a stallion. Setting the hot water to run, she reached over and plucked a washcloth from a hanging rack on the wall.

To say that she’d been devastated when she walked in on Spoiled getting plowed by a zebra on their anniversary would be an understatement of astronomical proportions, although that cataclysmic blow had been the first of many. The divorce had stripped her of most of her assets, she’d been forced to shudder her Barnyard Bargains shops, and the empire she’d spent most of her life building crumbled before her very eyes. Finding out that Diamond had become an adult performer, while not entirely shocking, had ground a considerable amount of salt in an already gaping wound.

In short, over the span of several months, she’d been ruined. Her wife was gone, her daughter was making a living by fucking strangers, and her coffers had been drained considerably. She’d actually considered surrendering everything and moving on, going off to some far-flung, remote little village where nobody knew her to start fresh, but she couldn’t bring herself to do it. Wiping off her face with the dampened cloth, she peeked up at the mare in the mirror and grinned.

Maybe it had been due to a twisted psychological coping mechanism, or perhaps she’d eventually just snapped - regardless, while in a drunken, depressed stupor several months prior, she’d had a revelation. Since Spoiled and Diamond had practically devoted themselves to Zebricans, and because there were a startling number of ponies in town who’d taken striped lovers, an old proverb had come to her brandy-soaked mind - if you can’t beat them, join them.

She’d initially taken a conventional route, attempting to court zebra mares with her charm and good look, although she had no success whatsoever - worse yet, she’d been laughed at several times for her attempts. If she’d still had her wealth, businesses, and the affluence that came with them, she may have been able to attract some striped little minx - alas, between her lack of capital and the rumor mill abuzz with news of her crumbled family, she had no luck whatsoever. It wasn’t until she’d stumbled into Flim and Flam, finding the pair just as they were packing up to leave Ponyville, that things started to turn around for her.

She hadn’t seen the siblings in ages, a few years at least, and they had not been the way she remembered them. Though the repeated consumption of a mixture of potions, each working in harmony with one another, Flim had become a genuine mare, while Flam, who was still technically a stallion, had shed virtually all of his masculinity. Seeing the pair had been jarring, yet Filthy had been intrigued. If two strapping studs could change so dramatically, and find happiness as a result, why couldn’t she.

Needless to say, after a bit of bartering and begging, she’d set out on a new chapter of her life. The elixirs she’d procured from Flim and Flam, buying out nearly their entire inventory, each had a particular use. Some of the potions would affect her body, a few would impact her mind or libido, and there were a couple that could alter her erogenous zones, but they all had one thing in common - dosing. The amount of each cocktail varied, as did when she was supposed to take it, and she’d been given very strict instructions to follow for her gradual metamorphosis - regrettably, she never had been a patient pony.

There were days when she’d take two or even three times the amount of potion that was advised, spurred by a burning need to feel wanted by anypony, and her recklessness had paid off - holy hell, had it ever paid off. The aches and pains she’d suffered while her form was remade, altering from the inside out, had been a small price to pay for the final results. Over the span of a mere two months, she was hardly recognizable.

She couldn’t argue with the results of what she’d done to herself, having several young, brazen stallions openly flirt with her upon debuting her new self, and that was how she’d met Jek. Bigger, stronger, and more assertive than his friends, the mohawked stud had promised to give her a night she wouldn’t forget, and he hadn’t been bluffing. Within days, he’d moved in with her - after a month, he’d made her his house-bitch.

Flinching when she heard a commotion from the direction of the foyer, likely the friends Jek had mentioned arriving, she shook her head and hastily reapplied her makeup. There were certain expectations set upon her, ones that had taken her time and practice to acclimate to, and she wasn’t about to break them. She brushed back her mane, straightened her top, and strutted back back in the direction of the living room.

As she sauntered along, instinctively staying her hips as she went, a movement caught her eye as she passed the entryway. She stopped in her tracks, seeing herself in one of the glass windows that flanked the front door, and wearily smiled. Was she happy with what she’d become? No, not necessarily, although it beat a long, lonely life of solitude.

Her weighty breasts, broad hips, slender waist, and succulent ass had given her what she needed, even if what she needed wasn’t necessarily what she’d wanted. Jek made her feel young again, teasing her and fucking her for hours on end, and a part of her had grown to love him for it. Being with somepony so much younger than herself had been difficult at first, particularly because she hadn’t been into stallions at all, but the way he treated her, objectifying her and showing her off to his companions like a trophy, was exhilarating in ways she hadn’t thought possible.

Straightening her top, she winced. Beneath the snug, elastic covering her bust, her nipples went rigid around a pair of large, golden hoops. She had mixed opinions about ponies who had piercings, yet, given the lengths she’d gone to to alter herself, she couldn’t judge them for their decisions. She took a step closer to the den and faltered at the sound of raucous laughter.

Jek’s friends, a group of zebra stallions his age, were a rowdy bunch that were almost as chauvinistic as he was. Backing away, having some inkling of what she was in for, a small change of course was in order. She’d be catcalled and teased as soon as she made an appearance, in all likelihood due to her stud, so mollifying them would serve in her best interest.

Her trip to the kitchen was brief, just long enough to fetch a slab of chilled beer from the fridge, although she took her time returning to the living room. For all the things Jek had done for her and to her, a sliver of who she once was loathed him. She hadn’t been the best pony in the world, being unappreciative of her ex-wife and neglecting to spend much time with her daughter, yet the misogynistic stallion who’d claimed her and fucked what little dignity she had out of her, made the old Filthy Rich look like a saint.

“The fuck is that slut,” Jek openly groused, his voice making her hasten her pace. “Hey, bitch, if you can hear me, you should -”

“Bring some beers for you colts?” she chirped with feigned glee while presenting the case of cold brews.

Jek reclined and waved a hand at her. “Right on cue - see, I told you she makes a damn good house-bitch.”

“Damn man,” one of the stallions exclaimed as she walked in and sat the beers on a coffee table. “Is it me, or is she even finer than I remember?”

“You tell me,” Jek guffawed. “Thanks for the drinks, doll.”

Filthy gave a curtsy and brought her hands to her sides. “You’re quite welcome. Is there anything else I can -”

“Yeah there is,” another stallion interrupted, having reached forward and pulled a can from the case of beer. “Give us a little entertainment to go with these suds.”

Glancing over to Jek, Filthy remained motionless. She only took orders from one pony, and doing otherwise was a guaranteed way to make her life harder than it already was. Draping his arms over the sofa he was seated on, leaving his friends to sit on the floor, lean on the walls, or simply mill about, he gave a subtle, nearly imperceptible nod.

As she backed away and to the center of the room, the clearest part of the chamber, her eyes darted from one stallion to the next. She couldn’t remember their names, never having gotten a proper introduction to either of them, but each of them was watching her intently - expectantly. Bringing her arms behind her head, she cocked her hips and started to move.

She wasn’t, nor had she ever been the best dancer in the world, but she’d taken steps to fix that - mostly at Jek’s behest. According to him, mares were only good for two things - looking good and feeling better - and she’d done everything she could to make herself valuable in both regards. While she swayed and spun in place, nearly causing her tits to pop out of her laughably small tube top, the stallions snickered and grinned.

This was her time to shine, whether she’d asked for it or not. She’d learned how to suck dick, drawing from the many blowjobs she’d received before her life had fallen to shambles, and her love for cock had been beaten into through her prostate - now, with a chance to properly show herself off to a group of studs, she was going to prove herself.

She’d seen enough strippers to have some grasp on what was expected of her, gradually revealing herself throughout the impromptu routine. As she took a broad stance and bent over, tugging at her top to unveil her tits, one of the stallions in front of her unzipped his pants. Slipping the fabric from her bust, and allowing her breasts to hang freely from her chest, she giggled.

She couldn’t explain it - hell, it had taken her weeks to even begin accepting it, although there was something cathartic about displaying who and what she’d been reduced to. Jek and his friends, all of whom were less than half her age, each had noticeable, growing bulges within their pants or shorts. The stallion before her, being particularly inspired, steadily withdrew a throbbing, ebony length from his jeans while smirking at her.

“Shake that fat, fuckable ass for ‘em,” Jek urged.

Without skipping a beat, she squatted down and started to twerk. The skirt hugging her waist slid upward as she moved, revealing the neon-pink thong clinging to her nethers and hidden in the cleft of her doughy tush. The soft, rhythmic clap clap clap of her backside caused the group to murmur excitedly, and at least three of them stepped in for a closer view, while they hungrily eyed her.

A stud to her left guffawed and pointed to her swaying tush. “Shit ~ you got her spaded?”

“Damn right I did,” Jek huffed. “Even if the bitch runs off on me, everypony’ll know she’s a slut for zebra cock.”

The tattoo on her flank, completely covering the cutie mark on her right side, was an irrevocable testament to how far she’d fallen. Happy to flaunt the large, stylized spade emblazoned on her upper thigh and hip, she unzipped and allowed her skirt to fall to the floor. Considering her tits were out, and that everypony in the room could already see her all but bare ass, there was no harm in taking off the piece of clothing - or so she thought.

“Hold up,” a stallion grunted. Stomping closer and squinting at her groin, he recoiled. “The fuck is that?”

Following his gaze, Filthy felt her blood run cold. There was only a single part of her that served as a remnant of what she’d once been, and the reminder of what it was, as well as that it had been spotted, filled her with dread. Turning her head and shooting Jek an imploring look, she bit back a fearful whine.

“C’mere,” Jek commanded, spreading his legs and patting his thigh.

Filthy’s eyes sailed to the profound swell of Jek’s stallionhood while she straightened. He was the only one in the room who was aware of her secret, and she’d prefer to keep it that way. Crossing to him and seating herself on his upper thigh, she leaned back as his hands slid around her sides and to her bosoms.

“Show ‘em,” he mused. Slipping his fingers through her hooped nipple piercings, he tugged on the unyielding rings and drew a whimper from her. “Show ‘em what you’ve been hiding.”

She wanted to protest, to do anything but what he’d asked for, but she wouldn’t. Any one of the stallions could have overpowered her, she was outnumbered, and the notion of losing Jek was so terrifying that she had no choice but to oblige him. Turning her head and clamping her eyes shut, she pulled her thong to the side and exposed her loins.

“Fuckin’ hell - dude, I didn’t know you were a faggot!” the stallion closest to them cackled.

Lowering his hand, Jek tapped a finger to the chastity locked to Filthy’s diminutive package. “I ain’t a faggot, and she’s definitely not a stallion. Tell ‘em what this is, bitch.”

“M…my clit,” she mumbled, the word coming naturally.

Jek chuckled as he flicked her puny coin purse. “See, you guys just don’t get it. Bitches like this are way, way better than your everyday mare,” he remarked while he tapped a finger to the lock on her cage. “Think about it - she does anything I want, I practically own her house, and I’m the only way she can get any relief ~ isn’t that right?”

Filthy nodded, turned to face him, and gave him and planted a tender kiss on his cheek. “Y…yeah…”

She’d told him the same thing on multiple occasions, slipping further and further under his thrall, yet this was the first time she’d confessed it in front of a crowd. As he withdrew an arm and pulled at a chain hanging from around his neck, unveiling a key, a bead of pre-cum drooled from her chastity and over her marble-sized balls.

To the best of her reckoning, her stallionhood, or what was left of it, was a byproduct of her impulsive haste with taking the transformative potions she’d invested in. She had considered tracking down Flim and Flam to see if they could help her complete the process of becoming a real mare, although that issue had solved itself. After Jek had found out what she’d been hiding, and subsequently discovered he preferred her the way she was, she’d been locked in chastity.

“Maybe I should let her out,” Jek hummed. “At this point, I doubt she can even get hard anymore - not after I’ve had her wearing the thing for the last two months.”

She couldn’t have cared less about having her cage removed, but she wouldn’t deny that the notion of freedom, even if it was fleeting, was titillating. While Jek’s friends walked over, he pulled the key from around his neck, brought it to her groin, and slipped it into the lock securing her restrained package, she fought the urge to fidget. It had been so long since anything other than the cage had touched her clit that she struggled to remember what it felt like, and her mounting excitement quickly overshadowed her embarrassment.

“Just gotta…” Jek breathed.

Snap

With a violent twist of his wrist, he sheared the key off in the tumbler and tossed its broken half to the floor. Her pupils dilated then shrank to pinpricks, a cold pit formed in her stomach, and her jaw went slack as realization dawned on her. The bridge to the stallion she had been was destroyed, shattered before her very eyes, and there was no going back.

“Now get the fuck off and choke yourself on my cock, fucking sissy,” Jek growled, shoving her off and sending her toppling to the floor.

The laughter from the stallions, the humiliation, and shame of what she’d done to herself, the depths she’d sunk to, hit her with apocalyptic force. Rolling and pushing herself up, attempting to kneel, she hesitated when she saw Jek’s rigid length above her. It was at that moment, resting on the floor and surrounded by rambunctious, uncaring Zebrican studs, that all her cares evaporated.

Crawling between Jek’s legs, she clutched the base of his stallionhood, lowered it to her face, and started sucking him off. The jeers and snide remarks above her accentuated the taste of sweat and unwashed flesh on her palate, fueling her delirium and driving her wild with manic lust. There’d been a time when she would have been appalled with her actions, finding them reprehensible on every conceivable level, although that time, along with any hope of salvation, had passed.

“Look at that bucket cunt of hers,” a stud at her rear remarked.

While she widened her stance and lifted her tail, Jek burst into laughter. “Yeah, she’d got it bad. Caught the dumb slut fist-fucking herself a few times when I wouldn’t give it to her ~ didn’t I?”

“Mm-hmm,” she hummed around him while bobbing her head.

A hand caressed her backside, giving her goosebumps and stoking the fires of her maddening lust. She didn’t know who had been bold enough to touch her, and she honestly didn’t care - so long as somepony was going to do more than feel her up, they could do as they wanted with her. Sure enough, once she’d begun swabbing her throat with Jek’s cock, she felt it - what could only be the battering ram-like tip of a stallionhood kiss her entrance.

The sensation sent her into a frenzy and erased the vestiges of her self-control. Heaving her weight back, she smoothly consumed the stallion’s length within her loose, abused confines while continuing to slobber on Jek’s tool. While she rocked forward and back between the duo, milking either cocks with her lips and her loose pucker respectively, her mind went blank.

The world and everything around her became a blur of debauched indulgence. Now that she had what she craved, multiple ponies wishing to use her, she wouldn’t go without. Musing on just how much better she was than Spoiled, having successfully captivated an entire harem of studs, she shivered and came.

Clear, impotent spunk dribbled weakly from the confines of her steel chastity and to the dirty rub under her. Drowning in a sea of unrefined, decadent pleasure, she gagged and sputtered when Jek clutched the base of her skull and guided her motions. As the stud who’d mounted her fucked her as though she was a whore, things took a turn.

The instant the stallion came in her ass, he pulled his fully-flared dick from her, painted her back, and snatched her by the ankles. One moment, she’d been on all fours with Jek’s shaft plugging her gullet - the next, she was thrown supine on the coffee table. Immediately understanding what was coming, she held her arms out to her sides, draped her head off the edge of the surface, and spread her legs.

They were upon her in a flash, and she was ready for them. The distended, swollen ring of her pucker rhythmically clenched and relaxed around one stallionhood, her lips mopped another, and she squeezed and stroked another two in her hands - all while a fifth intrepid stud who’d straddled her torso fucked her tits. Many ponies, mares or otherwise, would have been mortified at giving themselves to a group of stallions that viewed them as no more than an object, but not her - on the contrary, Filthy basked in their savagery.

Each orgasm she weathered washed away the scraps of herself she’d held dear. Her family, the few friends who’d been steadily drifting away from her, what was left of her once vast fortune - they were all meaningless. What she’d gained, a true meaning, was worth more than anything she ever had or ever would possess.

It was a total mystery how long the gang took turns with her, with one stepping in and filling her muzzle or ass as soon as they were vacant, although she eventually awoke and found herself on the floor. Rolling languidly to her side and staring up at the ceiling, she cleared a combination of saliva, foal-batter, and pre-cum from her aching throat.

As she glanced down at herself, the corners of her smeared lips turned up. Somepony, though she knew not who, had taken it upon himself to give her a parting gift. An arrow had been painted on her inner thigh, pointing to her crotch with the words useless written beneath it, although it wasn’t alone. Slurs anointed her frame, going from her tits to her thighs, and that was just what she could see.

She shakily got her feet under her, stood, and stumbled to the side. Every part of her hurt, but she paid the aches and pains little regard. While she turned in place, looking for any sign of Jek or where his companions had gone, she saw herself in the window.

Though a veritable river of cum seeped from her bruised, gaped cunt, she could easily pass for an expectant mare. Her belly was bloated, rounded from Celestia knows how many loads of jizz that had been pumped down her throat or into her rear, and there were several bite marks on her tits and neck. Her snicker blossomed into a laugh, causing more spunk to leak from her ass, while the gravity of what she’d done sank in.

The absurdity of what she’d submitted to was only eclipsed by her slatternly state, yet she was overjoyed. She was free, truly free, and nopony could ever take that from her. Turning and wandering out of the chamber, kicking empty beer cans as she went, she shambled to the nearest bathroom with a shower. Jek would be back eventually, returning from wherever he’d gone off to, and she was going to be sure to thank him for everything he and his friends had done…