Zebra Anthology

“We totally got this,” Diamond Tiara mused as she popped a sucker into her mouth and leaned against the street lamp.

Silver Spoon smirked and nodded over at her. “Totally…”

Shifting slightly, Diamond peeked to the dilapidated shop they were lingering in front of. Seeing two mares idling about in a seedy part of Fillydelphia wasn’t all that uncommon, given that the area had gained a reputation for questionable activities - nevertheless, they she and her friend stood out like a pair of sore, slatternly thumbs. Checking herself out in the storefront window, one of the few that wasn’t shattered, she turned to face her reflection.

Adorned in fishnets, stiletto heels, a miniskirt that failed to fully cover her tush, and a tube top, all of which being a brilliant turquoise. There was only one reason anypony would dress in such a promiscuous way, but that was by design. After Scootaloo, Apple Bloom, and Sweetie had all gained fortune and infamy from the adult entertainment industry, she had to act.

She couldn’t say what was worse, the fact that her supposed friends had become incredibly wealthy and well known for their amorous exploits or that it had taken her so long to make a name for herself - in the end, it didn’t matter too much, but it still rubbed her the wrong way. If her stupid parents hadn’t forced her to graduate, threatening to write her out of their wills if she didn’t, she would have enacted her scheme long before now - hence her seemingly spontaneous trip to Fillydelphia with her bestie. As she spun on one heel and sucked on the lollipop in her snout, her eyes drifted over to the impending partner in crime.

Silver was dressed similarly to herself, wearing high-heels, fuzzy arm and leg warmers, boy shorts, and a crop-top, every part of her ensemble was a neon-pink that clashed wondrously with her grey coat. It was a bit chilly for what they were wearing, but they wouldn’t be outdoors for long - at least they hoped they wouldn’t be. Peering down the sidewalk and spotting somepony lumbering in their direction, she softly grunted and caught her friend’s ear.

Whoring one’s self out wasn’t glorious, but it was a means to an end - in fact, it would kill several birds with one stone. She and Silver would get paid for their services, get to have a little fun, and they wouldn’t have to worry about jumping through the hoops of dating or feigning romance, although the best part was they would be laying the foundations for an empire. After they recorded and released a few videos of themselves getting plowed by a few big, ideally hunky striped studs, they’d start their own porno studio and show those insufferable cutie mark crusaders how it was really done.

She bit back a sneer as the figure came nearer. The stallion was a zebra, tall as hell and with a shaggy mop of dreadlocks falling over his face, but he was far from an adonis. Overweight and old enough to be her dad, if she had to hazard a guess, he drew from a cigarette as he trudged onward.

“Should we…” Silver began, stepping to her side.

Gripped with indecision, Diamond shrugged. On one hand, she would have liked their first prospective customer to be more attractive - on the other, as the saying goes, beggars couldn’t be choosers. Neither her nor Silver’s parents knew what they were up to, presuming they’d gone off to Manehattan for a little graduation celebration for themselves, and they’d spent most of their funds for the trip on equipment, their outfits, a hotel room, and the train tickets.

She held her breath and waited until the very last second to step in the mountainous stallion’s path. “Hey there, stranger.”

Slowing, the stallion brushed a lock of mane from his face and peeked down at her with a cerulean eye. “Yeah?”

“Nothin’,” she sighed, grinning up at him. “Was just wondering if such a big, strong stallion like you had somepony to keep them company for the night…”

Silver didn’t skip a beat, trotting over to her side. “Or two someponies to keep you company…”

His lips spit in a smirk before he took another drag from his cigarette. “How much?”

“Depends on what you’re wanting, stud,” Diamond giggled, boldly stepping to him and cocking her hip.

Mirroring her movements perfectly, Silver giggled. “There’s a discount for both of us.”

“Hmmmph,” he snorted, exhaling a plume of smoke as he looked between them. “All I got is fifty bits.”

Diamond’s brow knit, her lip curled, and her fists balled. Fifty bits? Fifty bits?! She wouldn’t give him a hand-job for fifty measly bits, let alone allow touch her in any way! Moments from giving him a piece of her mind, she felt a slender hand run up her back. As Silver gently tapped her shoulder, her ire subsided ever so slightly.

Looking over and seeing Silver looking at something lower down his body, she followed her friend’s gaze and froze. Though the stallion was fully dressed in a ratty t-shirt, boots, and a pair of ragged jeans, the imprint of something gargantuan lurked within his pants. She’d known zebras were well endowed, having lost track of how many striped studs she’d seen in Play Colt magazines, but she’d never been close enough to appreciate one in the flesh.

“Fifty bits,” she groused, foregoing a handshake and turning. “We got a room across the street.”

“Works for me, toots,” he rumbled, stooping over and smacking her ass.

Biting her tongue and sensing her marehood seize upon itself, she strutted across the street beside Silver and motioned for him to follow. While getting frisky with some impudent, out of shape stallion wasn’t exactly ideal, it was better than nothing. The stud was just a stepping stone, the first in a long line of lover’s who’d be paying out of their ears to be with her, and she was sure she’d forget all about him by the morning.

She and Silver made their way through the shabby hotel’s lobby, up the elevator, and to their room within moments - all while the stallion railed along behind her. Yeah, this wasn’t going to be that bad. The fat, ugly bastard probably would blow a load in no time, cumming seconds after seeing their nubile, gorgeous bodies, and spend the rest of his life regretting being such a cheapskate.

Opening the door and stepping in behind the John and her friend, she locked up behind herself. “Money up front…”

Chuckling to himself, the stallion shook his head. “I ain’t payin’ shit until the job’s done, doll.”

Silver nervously stepped between him and Diamond. “M…maybe we got off on the wrong foot. I’m Silver and this is Diamond,” she stammered, waving a hand over at her buddy. “We just don’t want to get ripped off, that’s all.”

“Name’s Gizufi, but you can call me Giz,” he muttered, “and I’m in the same boat as you two.”

“How?” Diamond pressed, glaring up and over at him.

Lowering a hand, he unbuttoned the front of his jeans and pulled at the fly. “‘Cause I ain’t payin’ you unless you can actually handle it.”

“The hell do you mean can ha…” The words died in Diamond’s throat as he hauled his pants downward and proved his point.

Giz’ stallionhood was a behemoth, easily one of the largest she’d ever laid her eyes on, and he wasn’t even hard. Covered in coal-black flesh and with a large, angry vein snaking along one side, the imposing length twitched and languidly swelled. She’d figured he was packing some serious heat, but this was absolutely absurd.

“Yeah,” he laughed, grabbing the base of his dick and wagging it at her, “he kinda has that effect on bitches. So are we doing this or what?”

“I…” she croaked, licking her lips and feeling her nipples go hard. “Sure, I guess.”

As she inched closer to him, unable to look away from his gargantuan endowment, he held up a hand and stopped her. “Ain’t you gonna strip first?”

Diamond swallowed hard and nodded. “R…right. Silver?”

Glancing over to the side, she realized she hadn’t needed to speak. Looking far more excited than herself, Silver peeled her clothes off and tossed them to the side. What the hay was going on? Usually she was the assertive one, taking the lead for anything and everything they did together, yet her friend had gotten naked before she’d removed even the first piece of clothing.

She scrunched her snout and unzipped the side of her skirt, annoyed but eager to get the entire affair over with. Without saying a word, she undressed and threw her attire onto the dresser. Buck it - it really didn’t matter who stripped first, and she was gonna show herself off to somepony sooner or later, so she may as well get used to being in the buff around strangers.

“Hot damn,” he mused. “I might need to ask you two for ID, because you’re looking like jail bait.”

With a scathing remark on her lips, Diamond glowered up at his face - at least she tried to glower at his face. Her irritation was instantly eclipsed by awe as she spied what the little show had done to his endowment. Nearly twice as big as it had been moments prior, his monstrous cock hung menacingly under its own weight.

He kicked his pants away as he stepped over and seated himself on the foot of the bed. “C’mon, he won’t bite.”

Diamond crossed to him and fell to her knees, moving thoughtlessly while fixating on his endowment. Was this really happening? How in the heck was she going to be able to service something so massive? What would the people who watched her think? Her eyes darted to several points in the room and cameras they’d concealed there, reminding her that everything that happened was being recorded.

Shuffling forward, she drew a breath to steady herself and almost gagged. Gaz clearly wasn’t an affluent zebra, but that was no excuse for his poor hygiene. Though the musk assailing her was overwhelming, making it hard to think and clinging to her sinuses, it wasn’t completely unpleasant - plus the view of his package made it easy to ignore the funky smell radiating from his clearly unwashed loins. She extended a hand to the tip of his length, lifted it, and shuddered feeling its weight against her palm.

Sweet, merciful Celestia, his cock weighed a ton and looked even more massive up close. Glancing up and seeing the expectantly look on his face, she leaned in. Regardless of the stink, how bad he tasted, or if she’d be able to fit him in her snout, she’d be darned if she wasn’t going to put on one heck of a show.

As she made out with his cock-head and stroked him off with both hands, a bead of nectar crept down her inner thigh. While she was anxious and slightly put-off by Gaz, she was getting more and more turned on by the second. She momentarily grappled with the choice of fondling his big, ripe balls or rubbing her aching snatch while opening her mouth as wide as she could.

To Tartarus with it - bearing in mind that the little home movie would soon find its way to the public, getting off while serving him would be prudent. Massaging her marehood, she managed to work her snout around the immense stallionhood. Flavors of sweat and pre-cum danced over her taste buds while her jaw strained. She was only able to get a few inches of his length into her muzzle, a mere fraction of what he had to offer, but that wasn’t her fault.

While she was far from a virgin, having bedded a number of her old classmates in Ponyville, Gaz was unlike any of her past partners. An actual behemoth and from a class far removed from her own, the colossus was as different from her as the night was from the day. Bobbing her head and mopping his shaft with her lips, she stiffened when he leaned over her and grabbed the base of her skull.

“I ain’t payin’ you to fuck around,” he growled.

The gruff statement was all the warning she had. In the blink of an eye, he wrenched her forward and forced the entirety of his cock down her gullet. Her eyes bulged, her throat spasmed, and a tear ran down her cheek as her nose was pressed to his crotch. One part of her was furious, incensed that he’d be so rough with a refined mare like herself, but another, far more sinful part of her was nothing short of enamored.

“Glk - Mmph - Glk…”

Quite literally choking on him, with her lungs burning and heart racing in her bosom, she played with one tit while driving three fingers into her slavering marehood. Despite her inability to breathe, the tinge of panic clawing at her mind, and his condescending expression, she couldn’t think of a time she’d been more aroused. She was his whore, just some stress relief for him, and any enjoyment she received was just a byproduct of being with him.

On and on he went, only giving her the occasional sip of air. As her anger faded, her libido raged. Nopony had ever treated her like this, and she knew she should have been angry, but the audacity of being so violently used was thrilling beyond reason. On the cusp of release that defied her discomfort, she gasped when he released her and shoved her back.

“Was wondering when you’d come join us,” he clucked, spreading his legs. “Go on, don’t be shy.”

Diamond coughed and mopped a mixture of drool and pre-cum from her face as she was gently pushed to one side. She’d expected Diamond to spectate, not for the least of which reasons being there were only fifty bits on the line, although her friend had other plans. Catching her breath, she watched as two slender, grey hands ran up and down the giant’s glistening shaft.

“Atta girl,” he whispered.

Driven by jealousy and the fact that she’d been robbed of a climax, Diamond shot forward and tongued his length. Following her lead, Silver licked and kissed the opposite side of his length. She didn’t think there was a camera that could adequately capture their actions, but she was sure that he, if nopony else, was enjoying the spectacle of two young mares practically worshiping his junk.

They were only able to venerate him for a short time, caressing and licking his tremendous length before he patted them on their heads. Reluctantly shying away, they peered up at him as he rose to his full height and loomed over them. Though he was a veritable titan, there was only so much that a pair of harlots could do for him - or so Diamond thought.

“Alright, fillies,” he murmured, motioning to the bed. “Faces down, asses up.”

Silver didn’t hesitate, scrambling onto the mattress and presenting herself like a bitch in heat, though Diamond faltered. She’d only barely been able to fit him in her gullet - even then, that had been because he’d effectively rutted her snout, so there was no way he could actually fuck her ~ could he? Unsure of what to do, she started when he loudly clapped Silver’s upturned tush.

“Guess you get seconds then - that or you can clean my dick after I’m done breeding your friend,” he snickered, getting into position behind Silver.

“W…wait!” Diamond bleated.

Crawling up beside Silver and assuming the exact same position as her friend, she peered over her shoulder and braced her knees. She hadn’t wanted to get fucked by him, but the situation had changed. With Silver ready and more than willing to get ravaged by the boorish stud, she couldn’t bring herself to sit idly.

Gaz rolled his eyes and shook his head, appearing both amused and a touch sympathetic. “Once I’m done with her, I’ll give you what you’re wanting - until then…”

Whimpering and clutching the sheets beneath her, Diamond bucked back when a pair of thick digits plunged into her. His fingers were thick and calloused, as unrefined as the rest of him, and they felt amazing. As she snaked one hand under herself to stroke her clit, her pitiful moan was eclipsed by a blissful howl from next to her.

Somehow, even though Silver wasn’t as experienced as herself, Gaz drove his prodigious stallionhood into her. She writhed and clawed at the bed while her eyes rolled to the back of her head. The sight of such a behemoth filling her was obscene in every sense of the word, yet it was overshadowed when he started to truly fuck her.

With her rapture growing by leaps and bounds, fueled by envy and a growing need to be rutted, Diamond grabbed a pillow to stifle herself. Simply getting finger banged would have gotten her off pretty darn quickly, but getting to watch Silver getting ruined, practically turned inside out while cumming over and over, was more than she could bear. Covering her face in the cushion, she trembled and gushed nectar over Gaz’ hand.

“Hot damn, a squirter,” he guffawed. “I’m gonna have fun with you, but first I gotta - Mmmph - blow a load in your friend.”

He virtually ignored and halfheartedly fingered her while he focused on Silver. Each of his thrusts was devastating, pushing the young mare’s face into the mattress while her body lurched forward, and he showed no signs of slowing. She would have given almost anything to be closer to the action, to see her friend’s cunt being utterly destroyed, but there was one thing that gave her hope, one thing she prayed would come to pass - that he’d make good on his promise and plow her next.

The sound of her pathetic whining, Silver’s screaming and mindless gibbering from the countless orgasms she was having, and the meaty Plap Plap Plap of bodies slapping against one another filled the air. Gaz’ endurance was unparalleled, far and away from any stallion’s she’d ever been with, and it seemed to go on without an end. It was only when she noticed his rhythm become frantic that she had any idea he was getting close.

Clamping his eyes shut in concentration, Gaz held himself back for as long as he could. Age and species notwithstanding, there was only so long any stallion could last - for him, his peak came after Silver had cum well over a dozen times. He briefly hilted himself, snarled, and stepped back.

The pitch of Silver’s wailing raised an octave when he withdrew his flared, throbbing stallionhood from her. She’d surely gotten at least a few shots of zebra spunk straight in her foal-factory, but the overwhelming majority of his seed was sent spattering over her rump, back, and mane. Marked inside and out by a true stud for the very first time, and she collapsed as he finished claiming her.

Nearly delirious with longing, Diamond spun around and reached for his jizz-slathered length. “W…want me to suck it clean?”

He peaked a brow as he looked down at her. “As cute as that’d be, I got something else in mind. Lay down and spread ‘em.”

Flopping to her side then rolling to her back, Diamond was dragged to the side of the mattress by an ankle. It didn’t take a genius to figure out that he was about to screw her in a missionary position, but she was taken aback when he paused and lifted Silver from the bed. Gazing up and watching as her friend was brought over her, she gulped.

“Eat my cum out of her while I knock your stupid ass up,” he instructed, releasing Silver and letting her fall on Diamond’s face.

Knocked up? He wasn’t actually going to try and put a bun in her oven ~ was he? Her parents would kill her if they found out she ended up getting pregnant, but the notion of trotting around Ponyville, gravid and carrying some bastard foal, did have some appeal. Looking into Silver’s gaped, leaking depths, she warily did as she’d been told.

Gaz wasted no time, snickering to himself as he took one of her legs in each hand and pressed the tip of his length to her entrance. Nothing could have prepared her for him, no amount of masturbation or foreplay, but that didn’t stop him from bucking his hips and impaling her. Her mouth hung open in a silent scream, allowing the spunk flowing from Silver’s marehood to flow into her maw as a mind-blowing climax overtook her.

There should have been some pain from sheathing a cock as big as her arm, yet her every sense was blinded by ecstasy. An orgasm couldn’t begin to describe the experience, so profound and intense was the sensation. Crying into her friend’s nethers, she smeared her face with a combination of marish juices and virile jizz.

This wasn’t having a quickie with some random stud, and it certainly wasn’t making love to somepony she cared about - this was visceral, she was an outlet for Gaz’ sexual frustrations, and realizing that was a transcendent experience. Her sanity and the spoiled child she’d once been was flayed away, revealing her true purpose. She’d never been a spiritual pony, yet the unfathomable understanding that this was where she belonged and that Scootaloo, Sweetie, and Apple Bloom hadn’t become porn stars for money alone rocked her to her core.

She could feel him sieging her womb, battering against her inner gate with every plunge as he steadily moved faster. Hit with wave after wave of pure pleasure, she lost herself. He may not have known who she was, where she was from, or what her ulterior motives were for luring him back to her room, but he’d done something to her that nopony ever had. Regardless of whether she was getting paid for it or not, she didn’t think she’d be able to go back to pony stallions ever again.

Each climax that struck her was more potent than the last, draining what little strength she had and making it impossible for her to focus on anything but the images being a single mother from dancing through her cock-addled mind. Marish nectar jetted from her stuffed confines, the world faded in and out of existence, and yelled until her throat was sorer than it had been after Gaz had resized it. If nothing else, should she never see him again, at least she’d have a video to commemorate the first of what would be many similar trysts.

Time lost all meaning as she weaved in and out of a rapturous coma. The only reason she didn’t succumb to the nothingness attempting to consume her was because some sliver of her higher self sensed him beginning to flare. Bolting upright without knowing where or when Silver had gotten off of her, she stared down at her bulging abdomen with a rictus grin on her snout.

“F…Fill me,” she hysterically rasped.

As she spied Silver kneeling behind him, rimming him as he came to the finish line, it dawned on her that their plan had backfired. Maybe they’d get famous for getting railed by zebras, or maybe they’d end up going back to Ponyville and starting families of their own - regardless, they were both changed mares. Leaning over and locking lips with her, Gaz drove her ankles up to either side of her head, pinned her to the mattress, and locked lips with her.

She’d often dreamt about being bred by a Zebrican, yet her imagination hadn’t done it justice. Visions of his seed surging into her, questing for a ripe, innocent egg to despoil, gave her one final, apocalyptic orgasm before he pulled away. It would have been nice if he’d stayed hilted for longer, allowing all of his cum to be deposited as deeply as possible, but he’d given her enough to satisfy her.

He straightened, gently shooed Silver away, and mopped his brow. “Not a bad lay, mares,” he huffed. Plodding over to his discarded jeans, he stooped down, retrieved a fistful of bits, and threw it onto the cum-soaked bed. “Here ya go.”

After getting his clothes back on and reaching the door, Silver stirred. “W…wait!”

“You want somethin’?” he grumbled, looking back at the mare.

Diamond shakily pushed herself up and met her friend’s gaze. Silver’s expression mirrored how she felt, desperate for more but not knowing how to proceed. Anything else they did that evening wouldn’t gain them any funds, and they’d already gotten more than enough footage for one night, although Gaz had kindled something within them.

“Free,” she wheezed. “W…we’ll give you another lay for free…”

Rubbing the back of his neck, Gaz peered up at the ceiling and shrugged. “I dunno, I got work tomorrow and -”

“Here,” Silver interjected, scooping up the golden coins and hurling them at his feet. “You can keep these if you stay.”

A wide, twisted smile split his muzzle as his hands moved to his waistband. “Since you asked so nicely, I guess I could hang out for a little longer…”

He loosened and dropped his pants, but this wasn’t like when he’d first unveiled his endowment. Diamond and Silver clambered over to him, crawling and leaving a snail’s trail of spunk in their wake as they fought to reach him and the mare-breaker he called a stallionhood. Having more than enough cock to share and leave them walking funny for the better part of a week, he tenderly caressed their heads and gave them what they desperately desired…