Learning to Speak Up

by Some Leech

First published

Rumble, having been invited to a Nightmare Night masquerade, finds a himself exceptionally interested in one of the guests...

Every Nightmare Night, Rarity puts on a costume party, and this year, Rumble decided to go as a pirate, with just a little extra negligee hidden underneath for a bit of added fun. After meeting a fellow buccaneer, a large Zebra stud, Rumble coaxes him to a private area, where they can do what pirates do best...

Plunder booty.

Kinks include: Foalcon, Male on Male, Crossdressing, Maledom, Begging, Musk, Worship, Feminization, Oral, Rimming, Anal, Size Difference, Slight Cum Inflation

Artwork by Regolith

A Lesson in Etiquette

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Peering over at the standing mirror on the wall, Rumble inspected himself. He scrunched his nose in consternation, noting how the collar on his poet shirt wasn’t seated properly. Reaching up, and adjusting the cloth with a hoof, he checked it a second time. Nodding in approval, he turned, surveying his backside in the reflection. The shorts, as loose fitting as they were, still notably displayed the prominent curvature of his posterior. It was the night of Rarity’s annual Nightmare Night costume party, an event the denizens of Ponyville greatly looked forward to, and Rumble had decided to go as a pirate.

Clad in an appropriate pair of shorts, shirt, and with a crimson bandana about his head, he certainly looked the part. The only out of place garment was his choice of underwear. A delicate neon pink string lay nestled between the grey cheeks of his rump, leading to a snug little coin purse at his groin. Sure, it broke from his buccaneer costume but, since nopony could see it, it really didn’t matter. In truth, it was the first time he’d decided to wear the thong out in public. Seeing as how everypony at the party was going to be in one disguise or another, Rumble thought it was deliciously naughty to saunter about with something so scandalous concealed under his shorts.

Turning, the colt trotted out of his room and down the stairs. The Boutique was only a few minutes walk, so it wouldn’t take him too long to get there. His brother, Thunderlane, had decided to go out for the evening, opting to spend his time with his fellow Wonderbolts; Rumble couldn’t really blame him. Besides the costume party, and a handful of silly public games, there wasn’t all that much to do in Ponyville on Nightmare Night. As for himself, he’d outgrown the tradition of going from house to house for candy. While he’d known about the festive celebration at Rarity’s shop for years, it was his first time deciding to attend the event. Under normal circumstances, he wouldn’t have gone, but Rarity had sent him a personal invite to the masquerade.

One thing that bothered Rumble was that he still wasn’t sure about Rarity’s intentions. He’d procured a number of feminine garments from the unicorn, under the guise that they were for a non-existent cousin. After he’d left her shop, he’d discovered that the seamstress had gifted him the questionable undergarment he currently wore. While he’d pondered why she’d do such a thing, he still couldn’t puzzle it out. Regardless of what motivations she had, he was thankful; especially because wearing the clothing he’d gotten from her was quite liberating.

Some time ago, he’d happened across a muscular zebra named Zibari, Zecora’s cousin, while going off to speak with the potion maker. Rumble couldn’t say why he’d been attracted to the striped equine, but things quickly got out of hoof. After some sexual exploration with the larger stallion, a sinful desire had been kindled within him. It wasn’t that he hadn’t been attracted to males, but the event pushed him to begin acting upon his impulses, leading him to dress in mares’ clothing and abuse his backdoor with a toy the zebra had gifted him.

As he approached the Boutique, Rumble spotted a number of ponies gathered outside. At the door stood Rarity herself, greeting her guests and ushering them inside. He gulped, feeling the elastic fabric of his thong gliding between the twin globes of his tush. Even though it was impossible for anypony to know it was there, the thought of wearing such a thing outside of his house was thrilling.

“Rumble, darling, I’m so glad you could make it!” Rarity chirped, waving as she trotted over to greet him. Wrapping one hoof around the colt, she looked about expectantly. “You didn’t bring your cousin?” she asked, with the faintest grin.

“N...nah,” Rumble stammered, caught off guard by the question. Something about her tone just didn’t sit right.

“Ah, well, I’m certainly glad you decided to come! Though, I was hoping to meet the charming young mare you spoke of...” the unicorn trailed off, inspecting his outfit. Not wanting to tip her hand, she quickly changed topics. “My, you certainly look dashing in that getup. I’m sure you’ll make quite the impression,” she added, absentmindedly straightening his bandana.

“Thanks, I thought it was sort of cool,” the colt responded, sheepishly smiling up at her.

“Quite! You wouldn’t look out of place with a band of big, burly pirates on a quest to plunder booty,” Rarity chuckled, her laughter dying off, as her gaze drifted to his rear. Yes, she was sure there’d be a few guests taking a keen interest in his choice of apparel. “Well, you can see yourself inside. Do try to enjoy yourself!” she continued, giving him a second hug and waving to the door.

The notion of booty served as yet another reminder that Rarity was on to him. Simply deciding to nod, Rumble trotted away, through the doorway and into the shop. As he entered the Boutique, he paused, drawing in the sights. There were at least two dozen ponies inside, and they were wearing all manner of outfits. Vampires, timberwerewolves, witches, mummies, and various other costumes could be seen on the mix of stallions and mares present. Something seemed odd though, as he surveyed the party. Then it dawned on him; nearly everypony there was bigger than he was, and quite possibly older too. Rumble knew that the event wasn’t all that popular with fillies or colts, but he hadn’t wanted to turn down Rarity’s invitation. Still, finding himself in a crowded room of larger ponies was a bit intimidating.

Spying a table of refreshments, off to one side of the room, Rumble set his course. If nothing else, he could help himself to some punch and a few snacks before leaving. Navigating between the attendants, the colt soon made his way to the concessions. Fetching a disposable cup, he ladled himself some of the fruity beverage. Rarity really had gone all out; not only was the shop festooned with decorations, but it looked like she’d paid for some fancy catering as well. The young stallion was snapped from his reverie, at the sound of somepony clearing their throat.

“Excuse me,” a sonorous voice politely intoned, causing the lad to turn.

Rumble’s heart skipped a beat, as he turned and looked up at an imposing zebra stallion. His first thought was that Zibari had come to the party, but it wasn’t him. The striped equine wasn’t as large as Zecora’s cousin, in stature or build, and his mane was styled differently. Several dreadlocks snaked from beneath a tricorn hat, showing his hair was far longer than Zibari’s. His eyes wandered over the stud, surveying the equine’s physique. Rumble had to admit, he was certainly handsome.

“It is nice to see another pirate at the party,” the Zebra rumbled, holding out a hoof in greeting. “My name is Weka, and you are…” he let the question hang, appraising his fellow corsair.

“Rumble,” the colt replied, shaking the large stallion’s hoof. The zebra was totally decked out in regalia. The hat atop his head, a leather vest around his sculpted chest, and he even had a skull and crossbones painted on his flanks. Several golden rings hung from one ear, causing it to droop slightly. “Nice costume,” Rumble muttered, unable to pry his gaze away from the attractive stallion.

Weka cocked an eyebrow, giving the young pony a small smirk, as he lowered his head. “Who said it’s a costume,” he snickered in the colt’s ear, causing the small pegasus to nervously laugh. “I’m joking, of course, you have nothing to worry about,” he said, reassuringly giving a wink. He hadn’t meant to make the lad uncomfortable.

His face beside the zebra’s, Rumble peered down the muscular equine’s underside. Their difference in height was a bit jarring. The Weka was nearly as large as Big Macintosh, the eldest Apple sibling, and of a similar build. As such, the top of his head only just came up to the striped stallion’s chest. “Heh, yeah,” he softly laughed, reaching for his cup of punch. When he raised it to his lips, he took a breath. Even above the fruity notes of his beverage, he could detect something in the air. It only took him a second to recognize the smell, and his stallionhood twitched in affirmation, it was the zebra’s scent. It was similar to Zibari’s, but subtly different. The only way Rumble could describe it was as an earthy, masculine aroma, like if somepony had spent several hours training or doing hard manual labor.

“Are you alright?” Weka asked, noticing how his little friend had seemingly zoned out. With a gentleness belying his size, he weakly shook the colt’s shoulder.

While the zebra had only meant to shake him from his stupor, he’d inadvertently done so much more than he’d bargained for. As Weka had lifted his foreleg, Rumble noticed something gleam at the stallion’s loins. His eyes widened, and pupils dilated, at what he saw. The dark, velvety flesh of the stallion’s package sat between the zebra’s thighs. As impressive as the coal black, flaccid equipment and weighty, dark balls were, there was something else. Nestled around Weka’s sheath was a golden ring, standing in stark contrast to his obsidian shaded skin. Rumble’s mouth slowly hung open in awe, drawing in the sight, as his heart started to race. Despite himself, his pucker clenched.

Following the colt’s line of sight, Weka lowered his hoof, blocking the young pony’s view of his groin. “It is impolite to stare,” he flatly stated, glowering down at the tiny stallion.

The stern words shook Rumble from his trance, causing him to peer up at the zebra’s face. “I…I’m sorry! I really didn’t mean anything by it. It’s just that I’ve never seen any sort of jewelry like that before,” he humbly explained himself. Although he did feel bad, the hormonally driven parts of his brain were ticking on, one by one. Between the zebra’s subtle odor and the tantalizing glimpse of his stallionhood, Rumble had lost himself to his lascivious impulses.

“Regardless, the least you could do is ask. You shouldn’t just gawk at somepony,” Weka coolly tutted. He wasn’t truly offended, but he could see how others would have felt slighted. If nothing else, he was giving this little stallion a valuable lesson.

“May I get a closer look?” Rumble blurted, without even thinking. He blushed, realizing just how brazen and foolish the question must have sounded. Here he was, a colt, asking a zebra stallion to show off his package at a party. Cursing himself, a sudden movement caught his attention, as Weka hiked his hind leg.

“It’s not uncommon for stallions of my kind to adorn themselves with gold, seeing as how there are rich deposits of the metal in our rivers,” the zebra explained, prominently displaying the gold clad base of his sheath. “The only problem,” he continued, looking to his loin, “is that, at times, the fitting process can be a bit troublesome.” Smiling, he turned his attention back to Rumble, and noticed two things. Firstly, the colt’s enthralled demeanor had returned; secondly, the lad was drooling. “Perhaps,” he sighed, lowering his leg, “there would be somewhere that you could sate your curiosity…” Weka hadn’t cared about the public display, and nopony seemed to be paying attention anyways, but he suspected Rumble wasn’t satisfied with a mere visual inspection. He’d run into mares and stallions like him before, enchanted by how exotic he was in comparison to the pastel equines which were so prevalent in Equestria. If nothing else, he’d let the lad get it out of his system.

“Oh hello, boys,” Rarity interjected, appearing seemingly from nowhere. “I trust you’re enjoying the party?” she asked, looking between the zebra and Rumble while smiling congenially.

“Quite well. I was wondering if there was somewhere private I could speak with Rumble? He has a few questions about zebras and would feel more comfortable if we could speak confidentially,” Weka explained, casually giving the seamstress a hug.

“But of course, feel free to use my office in the back! Nopony will be sure to bother you there,” the unicorn answered, gesturing with a hoof towards a door at the far end of the shop. “Just be sure to let me know if you need anything,” she added, giving the colt a wink.

As Rumble went to reply, he felt a hoof tussle his head. Turning, he noticed Weka grinning down at him. “T...thanks Rarity,” he mumbled, his blush deepening. The prospect of being alone with the zebra wasn’t helping his blush in the slightest. Heck, even the thought getting a closer look at the stallion’s equipment was causing his pulse to quicken.

“Think nothing of it! You boys have fun and take all the time you need,” Rarity warmly replied, giving Rumble a little hug. Just when she started to pull away, as her muzzle passed his ear, she whispered, “There’s a lock on the door…” Standing back up, she waved and briskly trotted off, disappearing back into the crowd.

“Come,” Weka crooned, leading the way through the throng of ponies.

Rumble quietly complied, trotting behind the hulking stallion. Positioned as he was, he was treated to teasing peeks of the zebra’s heavy nuts. His colthood struggled against his panties, angrily tenting the elastic fabric, as he followed. It only took them a minute to navigate through the congregation of partygoers, quickly finding themselves at the room Rarity had pointed out. Opening the door, Weka stepped through, and Rumble hastily scampered after him.

“So,” the zebra began, wheeling about to face him, “what do you want?”

Unprepared for the question, the colt fidgeted slightly. “W...well, I…” Rumble stuttered, watching as the zebra crossed the cramped room to a trunk.

“I said, what do you want?” Weka repeated, seating himself on the chest. Easing back, he spread his hind legs, but just barely. He knew exactly what the curvy young stallion desired, but he was going to make him say it.

Rumble gawked, as the zebra’s length slid from its sheath. Like Zibari’s, it was nearly black, but not quite as big. His mouth felt dry, parched even, as he stared at the glorious tool and accompanying pair of weighty testes. He took a step closer, entranced by the magnificent package before him.

“Come now, use your words,” Weka murmured, idly stroking his semi-flaccid shaft with a hoof.

“I...I…” Rumble blubbered, his reservations crumbling in the face of the harding stallionhood before him.

“Yes?” the zebra cooed, distractedly flopping his member in the colt’s direction.

“I...I want to suck it,” the young grey stallion blurted, stepping closer and openly exclaiming his lust for the first time. Yes, he’d had a rather raunchy session with Zibari, but this was different. Now, in a room with the lone zebra pirate, he’d freely declared his craven desires, hoping to slake his thirst and drink deeply from the pools of sin. Nearly upon the striped equine’s crotch, he looked up. Weka was wearing a contented smile, almost as if he was proud.

“Good,” the zebra purred, gently patting the little pony’s head and drawing him nearer. “Now, reward yourself,” he mused.

Casting his hesitations to the wind, Rumble’s head slunk forward. Digging his snout into the base of Weka’s member, the gold ring pressed against his nose. His sinuses filled with the intoxicating and overpowering musk of the dominant male, fogging his mind and fueling his desire. Parting his lips, his tongue crept out, dragging itself over the silken skin of the zebra’s hefty balls.

“There’s a good colt,” Weka affectionately purred, stroking the lad’s face. It hadn’t taken nearly as much goading as he’d expected, a pleasant surprise, but he was far from finished. Leaning back, he watched, as the young stallion worked his way up his shaft to the blunt, fat tip.

Breathing heavily, his eyes locked on the head of the zebra’s tool, Rumble licked his lips. Opening his mouth, he kissed the end of Weka’s prick, running his tongue around the ridged edge and over the face of the mighty stallionhood he so eagerly worshipped. The salty, cloying taste of precum, oozing from the large equine’s urethra, coated his palate, spurring him onward. Sitting on his haunches, and making himself a bit more comfortable, he continued his ministrations, steadily taking more and more of Weka’s length into his greedy maw. Impulsively, one hoof crept to his shorts, pulling the garment downward to allow him access to his painfully throbbing colthood. That was, until a hoof slipped under his chin and angled his face upward.

“Now now, that won’t do. Only real stallions can pleasure themselves, and servants must ask for permission…” the zebra softly tutted. He wasn’t upset, far from it in fact, but Rumble still had many, many lessons to learn on the path he’d chosen. “Considering this is but a paltry transgression, I’ll forgive you. Actually, seeing as how enthusiastic and spirited you are, I’ll give you a reward,” Weka chuckled, patting the colt’s cheek.

Withdrawing the stallion’s member from his mouth, and taking care to mop its length of the delicious pre-cum coating its velvety flesh, Rumble looked up to the zebra, with wonder in his eyes. “Reward?” he awkwardly asked, absentmindedly stroking the meaty tool with one hoof. He was so hard it hurt, but he wasn’t going to disobey Weka, especially not after the promise of a prize.

Smoothly, Weka hopped from the chest and circled the tiny stallion. “Seduce me, and I’ll grant you the release you so desperately desire,” he teased, seating himself on a nearby chair.

An inferno of passion blazed within Rumble, clouding his judgement and driving him mad with longing. He wanted to feel every inch of that glorious cock in his backside. Simply imagining the heat of it filling him, every inch of it sliding in and out of his supple tail-hole, caused him to shiver in anticipation. Getting to his hooves, he acted on instinct. He’d never put on a show for anypony, so he was left to improvise. Turning his back to Weka, he tugged at the hem of his shorts, pulling them down with glacial speed over his tush. Once they were half way down his thighs, he squatted, carefully rolling to his side to finish the process. Hind legs in the air, he continued to remove the shorts, allowing the stallion to view the delicate string of thong between his cheeks. As the garment was removed, Rumble’s legs parted, allowing Weka to gaze upon the neon pink clad coin-purse at his groin. The very tip of his colthood peeked out from the top, a testament to his excitement, but he wasn’t finished yet. Rolling back to his side, and getting to his hooves, he sashayed back to the trunk; hopping on top of it, he reached back and pulled at the undergarment, working it over his plump thighs, until it fell to the floor. Fully mounting the chest, he spread his legs over its sides, before arching his back and grasping one cheek of his pillowy ass. Prying it open, and swinging his tail to the side, he revealed his taught and dark pucker. “Please…” he urgently breathed, peering over to the zebra.

Unseating himself, Weka strutted forward. “Please?” he sighed, hungrily eying the winking and succulent hole in the lad’s rear. He knew good and well what Rumble wanted, but he was going to make him beg for it.

Rumble fidgeted, grinding himself on the burnished wood of the clothes trunk. “I...I need it…” he whimpered, his gaze never wavering from the bobbing meaty prick below the zebra. He was already leaking pre-cum, in anticipation of feeling that fat fuck-stick in his behind.

“Need what?” Weka pressed. Dragging his muzzle up the colt’s rear, he licked the little pony’s entrance. Digging his tongue into Rumble’s ass, he hummed contentedly to himself. The way the tiny pony was squirming, soft moans passing his pouting lips, ensured Weka that the young stallion was enjoying himself. To emphasize his question, he flexed his pelvic muscles, causing his stallionhood to loudly slap against his belly.

“Please,” Rumble pleaded, dredging up the courage to give voice to what he so dearly wished for, “rut me!” He’d said it, he’d actually said it. For the first time, he’d asked somepony, and a stallion he’d just met no less, to use him. The rimming finished, and the chest groaned under a sudden weight, as the stud mounted him. He inhaled sharply, as he felt the blunt tip of Weka’s tool prod at his backdoor. Meekly, he pressed back and relaxed himself. Steadily, the stallion applied pressure, until the bloated head popped inside. Rumble gasped at the intrusion, but not from pain. He’d been scratching his sinful itch with a rather sizeable toy for weeks, so it didn’t hurt in the slightest.

At an maddeningly slow pace, Weka ground himself into the little pony, steadily driving inch after inch into the small equine, until his medial ring kissed Rumble’s stretched hole. Upon sinking nearly two thirds of his length into the colt, he started to move, pumping his hips and enjoying the sublimely warm and snug confines of the youthful stallion. To be honest, he was a bit surprised at just how accommodating the lad’s body was; he’d ruined larger and older ponies before, but Rumble seemed to be exceedingly well trained. Gradually, he picked up speed, watching the pegasus’ anus cling to his shaft with each backstroke.

Rumble was in heaven. Each plunge sent the ridged head of the zebra’s cock gliding over his prostate, but he wanted more. With each forward movement, Weka’s medial ring teased him, taunting him with the remainder of the stallion’s thick, vascular length. “D...deeper,” he pitiably urged, rocking himself backward to meet his partner’s thrusts.

Weka cocked an eyebrow, after hearing the colt’s plea. For one so small, he certainly was eager to have his ass destroyed. “As you wish,” he rumbled, more than willing to fulfill the pony’s request. As the thicker part of his dick met the lad’s entrance, he persisted, plowing forward and driving the remainder of his length into the tiny pegasus.

The sensation of the final portion of the zebra’s cock burying itself in his backside nearly caused Rumble to cum right then and there. Gnawing his lip, he fought back the urge to succumb to the pleasure. If he ever intended to conquer Zibari in a sexual manner, he’d had to learn to control himself. Each time the zebra withdrew, he clamped down, milking Weka’s length, before relaxing himself with each thrust. “You’re...Mmmph...so big,” he mewled, attempting to goad his partner towards the edge. Even though he’d never talked dirty to anypony, it seemed to work; seeing as how the stallion’s pace and forcefulness increased.

Weka was quickly losing himself to the moment. Not only was the colt handling everything he had to offer, but his feminine moans and lustful urgings were pushing him to the brink. The force of his bucking caused the chest to rock slightly, leaving the colt to cling to it while being rutted. Draping himself over the pegasus’ back, he continued, breathing hotly onto Rumble’s ear.

Rumble figured Weka had to be close, given how he was starting to pant and how his movements were losing rhythm. Turning his head to face his partner, he looked at the zebra’s sweat streaked face. Instinctively, he leaned in, deeply kissing the stallion and jamming his tongue into the striped equine’s mouth. After a passionate moment he withdrew, leaving a string of saliva connecting them. “Breed me,” he wheezed, raising his waist, determined to make Weka cum, and cum he did.

A series of stifled grunts escaped the zebra, a mere heartbeat before a scalding heat doused Rumble’s interior. The influx of Weka’s seed pushed him over the edge, leaving him to whimper like a filly in heat. His colthood weakly gushed jizz over the chest, smearing his abdomen and running down the trunk’s side. As his eyes fluttered to the back of his head, lost in ecstasy, Rumble thought he saw a snow white unicorn in the corner, partially obscured by drapery, stroking her marehood.

Laying atop the colt, Weka panted heavily. It was rare that a pony could push him to climax so quickly, and such a young one at that, but he certainly wasn’t complaining. Slowly, he pushed himself up, hauling his softening length from Rumble’s thoroughly plundered booty. Unceremoniously hopping off the crate, he took the time to appreciate his handiwork. The pegasus’ ass gaped slightly, grasping at nothing, as it leaked cum to the floor. He was sure the lad would be sore in the morning but, all things considered, Rumble probably wouldn’t mind. A series of delicate hooffalls caused Weka to turn. “Ah, Miss Rarity, I presume you enjoyed the show?” he coolly asked, strutting over to the seamstress.

“Quite,” Rarity purred, a trail of her own naughty juices trailing down her inner thigh. “I’ll help him clean up. There’s a shower in the back, if you’re so inclined,” she continued, motioning towards a door off to the side.

“Gracious, as always,” Weka sighed, trotting off to clean himself from the salacious encounter. Rarity had asked if he’d be interested in a possible raunchy moment with a feminine colt she knew, and he’d obliged her. Among his kind, it wasn’t exceptionally rare for young stallions to nurture marish desires and, as such, he’d freely offered his assistance. Judging from Rumble’s looks, and his passion for dominant stallions, he wouldn’t be surprised if the tiny pegasus made quite a name for himself.

“Splendid job, Darling. I must say, I’m profoundly impressed,” the unicorn said, noting her seed slickened trunk and the euphoric colt atop it. “But enough of that, we have much to discuss,” she added, gingerly levitating Rumble’s small frame, as she pranced towards the washroom.

Rumble, cum drunk beyond all reasoning, couldn’t respond. He was having a hard time wrapping his head around everything which had just happened, including the fact that Rarity had seemingly orchestrated his meeting with Weka. While he floated alongside her, he couldn’t help but feel a bit of pride at his performance; he’d bested a zebra stallion and was rewarded with a gut full of seething and virile spunk, for his efforts. Still, he couldn’t help but wonder what the future would hold for him…