The Many Short Stories of Equestria

Since Twilight Sparkle left the castle early to investigate some noise complaints at the School of Friendship, it seemed that her research alongside Starlight Glimmer and Sunburst was temporarily postponed. Unfortunately, since they were already in a limited window of time to do any work in the Surveillance Room, the two unicorns weren’t necessarily too keen on continuing their work without her present. Not to mention, considering how badly Discord compromised both of their mindsets through his perverted antics, neither of them would’ve been too motivated to watch candid scenes by themselves either.

However, despite the floating orb of surveillance magic remaining untouched within that hidden room, that didn’t mean that nothing interesting was occurring nearby. For example, back in the growing hamlet of Ponyville, it wouldn’t be hard to notice something peculiar going on if you knew where to look. The most obvious place to spot a unique scene would likely be Sugar Cube Corner, since Missus Cake still hasn’t returned to tend to the shop due to her… skills being needed up in Canterlot. But if somepony were to venture their way to Ponyville’s town limits, they might take notice of a small bar that was just outside of town, and one of the closest businesses to Sweet Apple Acres.

The small tavern and winery was called The Crushed Grape, and happened to be owned and managed by Ponyville’s notorious “Mixologist” Berry Punch. Despite her numerous instances of public intoxication, which were usually instances of her “taste-testing” her latest brewed concoctions, Berry was still regarded as being a likeable pony and respectful business owner. And due to how many ponies came to visit the small bar any day of the week, Berry Punch was also Ponyville’s unofficial gossip rag because to the stories she heard from her clientele. She may have not had the same level of detail as the Foal Free Press, but she was also usually more accurate than that newspaper too; but even if she knew a lot of dirt about various ponies, Berry Punch was equally skilled when it came to keeping things hidden.

Since it was still early morning, Berry Punch’s bar was completely empty while she stood behind the bar. She had just tended to the Ponyville citizens who finished their graveyard shifts, and seemed fairly content while wiping her table down with a clean rag. The mare wasn’t even a little tipsy just yet, but the waiting glass of whiskey sitting beside her was a good hint that she wouldn’t be sober by lunch. But before she could give herself a congratulatory swig, Berry heard the bell above her door ding as a familiar customer walked in.

“Oh, there you are!” chirped Berry Punch as she waved a hoof to the elderly green mare. Even though it should’ve been odd to see somepony like Granny Smith at an establishment like that, the barkeep greeted her like she was an old friend. “I’m not gonna lie, I was starting to worry you decided to stop or something~”

Granny Smith rolled her eyes with a light scoff, and seemed fairly comfortable with the mare’s remark while the bar was left empty. As the old mare took her time walking at a leisurely pace across the bar, she waved a hoof back at Berry and replied, “Oh, don’t be gettin’ any ideas like that just yet. It’s just been busier on the farm recently due to Applejack’s teachin’ job.”

“Ohhhhhhh, right!” nodded Berry with her brows raised in realization. She then sighed with a sympathetic shrug before adding, “Yeah, I guess that would make the farmwork harder, huh?”

“Well, it ain’t hard enough to keep me from comin’ here~” As she walked past Berry, Granny paused her crickety trot to give a sly-looking smirk towards the mare. The barkeep tried to give a playful smirk while rolling her eyes in dismissal, but the elderly gal was able to see a light blush at the corners of Berry’s cheeks. Nevertheless, Granny still looked around the empty bar before asking, “So… are any ponies set to come in soon?”

“Not right now,” answered Berry Punch as she tilted her head towards the restroom doors. “Buuuuuttttt, I wouldn’t be against you sticking around if you wanted to~”

With the way the two mares were smiling so sutrily at one another, it could’ve been assumed that they had some history that didn’t involve what drinks were served across the bar between them. And to further add to that mood, Granny leaned her head in to perk her brows a couple times. “Oh, really now? You mean for whoever comes in, or for you?~”

Berry Punch’s blush may have deepened quite a bit, but she still huffed with a shake of her head and said back to her, “Hey, don’t be getting any ideas. All I’m doing is taking half the cut like usual.”

“Of course, of course…” As Granny Smith made her way towards the bathroom doors, she glanced back at the barkeep while a coy smirk remained across her wrinkled muzzle. When Berry Punch looked back at her, the elderly gal gave a teasing flick of her white tail, and said with an invitingly sensual purr, “Ah’ll just say this though… If you were interested, Ah wouldn’t mind helpin’ you out too~”

Berry looked away from the mare with her muzzle tightly pursed, and tried not to look too flustered by the old mare’s remark. “J-Just go to your stall already, jeez!”

“Fine, fine…” With that, Granny Smith ventured back ahead to walk into the Stallion’s Room, which didn’t elicit any correction from the bartender. Instead, Berry Punch just sighed with a blushed smile, and turned her attention towards the rows of liquor bottles shelved across the back wall. Among one of the rows were three identical bottles of cherry-flavored vodka, which Berry actually never used to serve drinks; instead, she turned the bottles upside down, which made the cherry logo on the front look more like a mare’s rear end. It may have not been the most obvious sign, but it seemed to be one that Berry was more than familiar with presenting whenever her vintage gal made a trip to the bar.

Meanwhile inside the restroom, Granny Smith smiled as she whistled casually to herself, and walked through the sanitized space. There were three stalls past the wall of urinals, with the last one having an ‘Out of Order’ sign propped up over the door. But despite that sign, Granny just walked right in like it wasn’t a problem at all. Of course, considering how the toilet was long removed, and was replaced with a padded stool right beside the wall adjacent to the neighboring stall, it seemed that the old mare knew what she was getting into.

As she sat herself down with a light grunt, Granny Smith peeled away the freshly-laid strip of duct tape that was placed across the wall right beside her head. When she pulled it away, she smiled devilishly upon seeing that large, unobscured hole that was drilled between the two stalls a long time ago. It was surprising that Berry Punch never got in trouble for having such an obvious glory hole setup like this, but that was likely because of her business being outside of Ponyville limits. Not to mention, it was probably hard for her to complain when Granny usually made a decent amount of bits to split with her.

Before she could begin her work, Granny Smith took her time as she applied some lipstick she had in her purse, which gave her wrinkly lips a more supple look with a reddish hue. She also made sure to wear a pair of dainty white gloves, mostly for anonymity reasons. Even though she wasn’t against performing her craft out in the open, she had a feeling that most of the ponies she tended wouldn’t be as open to her services as they are now; well, aside from maybe Sunburst or Burnt Oak.

Since the bar was already empty, Granny Smith remained patient as she sat in her stool, and did some light knitting with the yarn and needles she had in her purse. It may have not been the most exciting way to anticipate for somepony coming in, but the old gal knew that the real fun was likely to come by soon enough. And after only twenty minutes or so, Granny’s ears perked up upon hearing the bathroom door opening. As she put away her knitting supplies, she failed to overhear Berry Punch trying to yell out towards the patron, “W-Wait a minute! I really don’t think you shou--”

The door closed before the bartender could finish her warning, which Granny Smith wasn’t able to hear at all. But as the sounds of trotting hooves clopped studiously across the linoleum floor, it seemed that the stallion who entered didn’t pay much heed to Berry’s words either. Instead, the pony made a beeline across the restroom, and opened up the door that went into the middle stall. Even though the glory hole was open wide as an invitation, Granny Smith kept her grinning face away from the hole in case the pony tried any peeking.

The walls to the bathroom stall were much closer to the ground than other restrooms, so Granny couldn’t see the stallion’s thick red hooves, or the heavy patches of mud that clung to his fetlocks. However, the gap between the wall and the floor was large enough for the pony to slide a small bag of bits underneath. Granny smirked to herself as she took the bag, and held it in her hoof to weigh it by memory. Since it was more than enough to warrant a proper session, the old mare placed the bag in her purse before giving a confirming knock on the wall.

“Mnnnghhhh…” The stallion shuddered with an antsy groan, which should’ve sounded familiar to Granny Smith’s ears. However, any attention the elderly mare could’ve given to the pony’s identity was immediately muted the moment she heard him stand up on his hind-legs. His front hooves grasped the top of the wall to keep himself still, but Granny didn’t look up to notice the red fur that had been dirtied from hours of farm work. Instead, her eyes widened as she caught sight of the stallion’s thick, musky cockhead that was just barely able to slip in through the hole.

Granny Smith nearly gasped out loud as she saw the massive cock that poked its way through the glory hole, and carried at least a foot across its meaty girth. The red shaft was throbbing hard, and sported a multitude of veins that made the old mare’s lips quiver in anticipation. However, before Granny could better appreciate the endowment of her client’s stallionhood, the ripe scent of his unwashed musk proved to be a little too strong for even her. Not to mention, the moment she looked at that plump and crowned cockhead, her brows raised disapprovingly upon noticing the thick remnants of yellowed smegma that clung around the underside of his meaty ridges.

“Nnnnghhh…” Granny’s face soured a bit in distaste, not expecting for somepony to be as rude as to expect a blowjob with their cock like that. The old mare may have not been one to talk while slutting herself out discreetly for bits, but she still felt she carried herself a little higher than this nasty pony. Unfortunately, since she already accepted his payment, it likely would’ve been poor taste to give it back while his cock is so hard. Plus, despite how much the pony’s heady musk was burning her nostrils, Granny couldn’t deny that his cock was beyond tantalizing at first glance. So after a quick moment of contemplation, the elderly gal shrugged her shoulders, and carefully grasped the underside of that thick cock with her wrinkly hoof.

Meanwhile on the other side of that thin wall, Big Macintosh bit his bottom lip with an eager groan he was just barely trying to break from his muzzle. His hooves gripped the top of the stall tightly enough to risk bending the metal, and his hips involuntarily thrusted against the wall to shove his cock further inside. Even though the stallion was happily committed to Sugar Belle, it was hard for a working stallion to ignore his urges while she was busy at the bakery all day. And since Burnt Oak mentioned a “prime beauty” offering blowjobs for cheap at the Crushed Grape, Mac figured that one quick nut wasn’t the worst temptation to sate.

“Ooooh!~” Speaking of nuts, Granny Smith put her other hoof over her mouth as she gasped to what her customer was carrying. Much like the stallion’s thick and rigid cock that was twitching antsily in her hoof, it seemed that his balls were equally as hefty as they draped over the bottom of the glory hole. Much to Granny’s shock, those plump orbs hung down a considerable length, and dangled a few inches below the hole for her to gawk at. Even though some mares weren’t too fond of low-hanging balls like this stallion’s, the old gal shivered with an enticed purr before deciding to go for it.

The elderly mare perched herself a little lower in her stool, but kept a firm grip on that musky cock as she began to stroke it slowly. On the other side of the wall, Big Macintosh’s legs quivered from the touch of that soft, tender hoof caressing his shaft with surprising care. His eyes rolled back while a soft moan escaped his muzzle, which was thankfully too deep for Granny to recognize right away. Plus, considering how close the old mare’s snout was to that pair of heavy balls dangling so temptingly, she likely wouldn’t have caught his voice while she closed her eyes, and took a small whiff of that overpowering scent of unwashed sweat.

“Nnnnghhhh~” The smell was only barely less ripe than the stallion’s dirtied cockhead, but it was good enough to make Granny Smith moan out with her muzzle hanging wide-open. And while her hoof continued to stroke his shaft with experienced precision, the elderly gal leaned her muzzle in so her lips could wrap around one of those hefty orbs. As soon as the strong taste of salty, bitter musk hit her taste-buds, Granny couldn’t keep her hind-legs from squirming intensely. The prime, untamed flavor of his loose and wrinkly sac was invigorating enough to immediately start suckling on it, groaning a little under her breath while she heard the stallion’s heated pants through the wall.

Big Macintosh had his lips tightly bitten shut, and his hips were writhing from the titillating strokes that vintage hoof was providing his needy cock. He may have been intimidated at first due to his unhygienic state, which was only because he had no idea how long Granny Smith would be away from the farm; but considering how eager those pillowy lips were hugging his balls and tasting them so lewdly, it seemed that his body odor wasn’t too big of a deal-breaker. And due to his unbridled horniness that was building up all morning, it wasn’t long before Mac felt his cock throbbing harder, and the first globs of his precum began to seep from the tip of his cockhead.

Granny Smith continued to moan to herself while sucking on his balls, taking turns to slather both of them equally with her hungry tongue. But when when she felt the first couple drops of precum seeping through the glove on her wrinkly hoof, her lips remained pursed around those orbs while her eyes peered up at his cock. That stallionhood may have been in need of a good washing (and maybe a smack over the head to the stallion who came here with it in that state), but she could already feel herself growing wet due to the sheer size and girth of that cock. Without even thinking, Granny’s other hoof came down to press in between her sagging legs, and she began to give herself a good rubbing to her ripe and bushy flower.

“Mmmmmm…~” Due to the gloves she still had over her hooves, Granny could feel both of them growing damper through her studious strokes. Even though there was a rather thick tuft of white hair over most of Granny’s unkempt pussy, the white glove was already growing wet enough to see the mare’s green fur through the fabric. But for the glove on her other hoof, which was stroking Big Mac’s cock at a slightly faster rate, remnants of the workpony’s lingering dirt and sweat were leaving the white fabric with garrish streaks of brown and black. Even though she was likely doing herself a favor by ‘cleaning’ that shaft with her glove, she would’ve probably been appalled at how dirtied the pony really was. However, considering how heavily blushed her cheeks were getting while her mouth was being continuously stuffed with those musky balls, perhaps Mac’s assumption about the mystery mare wasn’t too far off.

“Aaaahhh!~” Due to Mac’s enjoyment of the old mare’s mouthwork, he couldn’t immediately recognize that raspy moan that emitted from her muzzle the moment she pulled away from his balls. But after that wet pop of her supple lips, Granny Smith leaned back in to kiss his low-hanging sack a couple times, leaving imprints of her ruby-red lipstick on those heavy orbs. She also felt herself growing more enamored with the stallion’s ripe scent as she buried her muzzle between those thick balls, and sniffed them deeply enough to moan out even more. “Mnnnghhh… That’s right~” she muttered under her breath between her increasingly hefty breaths.

As much as she would’ve wanted to scold him for his hygiene, Granny Smith was guiltily starting to enjoy the rough and primal scent wafting off that dirty cock. By the time she finally pulled away from those balls with her muzzle almost drooling, her attention was brought up to her now severely dirtied glove that was still stroking his throbbing cock. Heavy smears of brown and black stained the previously white glove, and numerous blotches of yellowed pre left parts of those stains notably glossy underneath the fluorescent lights. She should’ve been disgusted by such a putrid sight, but her hind-legs clenched in to keep her other hoof busy with her dripping cunny. As she started to knead her vintage pussy more vigorously, the mare’s mind started to seep into a lustful high that kept her from thinking properly. Without even thinking, Granny Smith let go of that dirtied cock before closing her eyes, and giving a small lick to one of those glossy remnants of his precum. The taste was just as rich and salty as the sweat that was lingering on his balls, and the old mare moaned out before giving a deeper lick against another part of the glove.

“NNNGHHHH!!~” Since his cock was left untouched, Big Mac squirmed antsily against the wall while his cock was twitching hard through the glory hole. Meanwhile, the old mare was growing more enticed by the stallion’s overwhelming and dirtied flavors that were gracing her tongue. When Granny finally finished licking up the smears of precum left on her glove, her eyes veered back towards that rigid cock that was continuing to twitch and drip needily. Before Mac could think to say something, Granny grasped his shaft once more to elicit a grateful moan through the wall. And as she began to stroke that filthy shaft once again, she licked her wrinkly lips as she eyed that plump, crusty cockhead she was so apprehensive about before.

Usually when she did this kind of work, Granny Smith kept herself silent so that no ponies would recognize her voice; but even then, that was less to do with her anonymity and more about keeping clients coming back for more. However, due to how aroused she was getting by grinding her hoof against her vintage pussy, a devilish smirk crept up on her muzzle as she leaned in closer to that smegma-ridden head. She closed her eyes as she let out a small moan of pleasure, and gave a teasing lick to the underside of Mac’s cockhead. Big Mac thrusted against the wall and moaned out deeply, luckily not ringing any alarms in the old mare’s lust-clouded mind. Her muzzle wrinkled at first as she felt a hefty glob of that yellowed cum smear against her tongue, but the overripe flavor wasn’t nearly as intense as the smell wafting off of it. In fact, by the time the elderly gal closed her mouth to swallow that first taste, she shivered with a more relaxed smile upon realizing how tolerable it really was.

“Mmmmm… Heh heh heh~” Granny’s cackling chuckle wasn’t that loud, but it was still audible enough for Mac’s ears to twitch in familiarity. But while the stallion was still clinging to the stall wall, his brows furrowed confusedly before hearing the elderly mare say in a more dominant purr, “You know, you’re an awwwwwwwwfully naughty colt to come in here with your cock like this~”

Big Macintosh’s eyes shot wide-open, and his face froze to a mortified expression while turning a ghastly white. His open muzzle began to quiver, but he wasn’t able to scream before a shakily loud moan belted out of his mouth. His eyes clenched in tightly as he felt Granny Smith’s tongue drag around the outside of his crowned cockhead. The feeling of that tenacious muscle lapping across his sensitive ridges hit his senses like a brick, and Mac couldn’t pull away from the glory hole while Granny’s hoof was firmly grasping his cock to continue stroking. It should’ve been ungodly wrong for Big Mac to feel any sense of pleasure from what his own Grandmother was doing on the other side of that wall, but her tantalizing licks across his smegma-ridden head were hitting every button the stallion shamefully had. And even after hearing her voice, Mac’s massive length throbbed intensely in need for her to continue on.

“Nnnnnn…~” Granny Smith’s nostrils flared as she took deep breaths of that heady musk wafting from her Grandson’s cock, and made the fur across her back tingle from each lap she gave of his head. The taste of his thick, salty remnants were becoming more pleasurable with each taste she gave. And due to how much of that yellowed spunk that was clinging to the sides of his cockhead, Granny had to make several enthusiastic gulps to swallow down the entirety of what the stallion had. But despite how much she was enjoying the experience, the old mare wasn’t above scolding her client for his hygiene during the spectacle. “Yeaaahhhh… You’re a really dirty stallion, aincha? You really think it’s proper to leave that thing all filthy for somepony to see?~”

Given how much Granny Smith raised him as a colt, hearing her scolding words should’ve been a huge turnoff for the stallion she was fellating. Unfortunately for Mac though, his cock was still throbbing hard by the time she finished lapping off the last remnants of his bitter smegma. By the time she was finished, Granny licked her lips enticingly before she leaned in, and wrapped her mouth around the entirety of that meaty cock. Big Mac moaned out in a mixture of arousal and unrelenting shame, and his muzzle wrinkled from the confusingly hot sensations coursing through his body. He did not want to enjoy what was happening, let alone continue to cling to the wall and let the elderly mare blow him to climax; but as his breaths grew more rapid, and his hooves clung to the top of the stall even tighter, it seemed that his body was overpowering his conscience when it came to what he wanted.

“Mmmmph~” With a wet pop, Granny pulled her lips away from Mac’s cock after suckling on the head for a good minute or so. More pre was gushing from the tip, which the old mare was more than happy to lap up hungrily. And as her wrinkly hoof continued to stroke his veiny length more vigorously, his heavy balls were trying their hardest to lift up in anticipation for the load he had incoming. But for Granny herself, who couldn’t help smirking when she saw a ring of her lipstick around the top third of the stallion’s shaft, she was hoping to give this pony a little discipline before he could finish their transaction. “Heh heh heh~ Ya like that, big boy?~ Ya like showin’ your dirty stallionhood to an old mare like some pervert?~”

Big Macintosh winced strongly, and felt absolutely horrible for moaning out in response to her sultry teasing. But at the same time, the feeling of her tugging his cock even harder was throwing him into realms of pleasure he couldn’t back out of. He knew that at this rate, he was likely to either bukkake or deep-throat his own Grandmother without her even realizing it. Unfortunately, even with how terrifying that thought sounded in his head, his hips still thumped against the stall wall while the throbs of his cock grew stronger in Granny’s grasp.

“Mmmmm… C’mon, big guy~” purred Granny as she continued to stroke him closer to climax. While the poor stallion continued to squirm and moan against the stall’s wall, the old gal leaned in to give a deep and teasing lick to the underside of his shaft. Mac moaned out even harder as he felt that tongue gracing his sensitive flesh, while also picking up a good amount of grime that her glove hadn’t wiped off yet. Her lips kissed his shaft in several places, leaving red lip markings that only slightly stood out against his already red flesh. It was obvious that Granny was getting riled up herself, and she tried to stifle some moans while pressing her hoof in even tighter against her winking cunny. But since she could tell the stallion was getting close, she decided to do one last thing before letting him cum in her grip. “Ah know you wanna shoot~ Heh heh heh… You ready for that, youngin’?~”

If it wasn’t for the unfathomable idea of her finding out it was him, Mac likely would’ve said “Yes” to that question due to how close he was getting. Granny or not, the stallion knew he was far past the point of no return. His hips were writhing strongly, and his heated breaths were becoming more rapid to match his accelerating heartbeat. He wanted to cum, but also not cum at the same time. And due to that intense conflict between his head and his other head, Big Mac couldn’t control himself while hearing her add, “Hmmmm… You know what a dirty coltie like you should get for showin’ me this?~”

Before Mac could think to answer, Granny provided the appropriate response herself as she stopped her strokes, and wrapped her lips tightly around the side of his cock. Since her dentures were still in, she elicited a sharp yelp of pain from Mac the moment her artificial teeth pressed down hard on his throbbing shaft. The stinging pain of her bite made Mac shriek out while he clung to the wall, and nearly bent the thin metal due to his strain. However, despite how unpleasing that action should have felt for the stallion, it seemed that his body overrode his mind on that notion as well.

Big Macintosh’s cock throbbed hard between Granny’s teeth, and her ears flickered in delight at hearing his strained moans through the stall wall. Multiple thick, heavy strings of his load erupted from his cleaned cockhead, and shot out hard enough to actually hit the opposite wall of the stall. Granny moaned around her Grandson’s stallionhood as she grasped his balls tenderly with her dirtied hoof, and felt how much it was churning from the ropes of jizz he was able to produce. She wasn’t sure if the biting was necessary to bring him to completion, but the mare had a feeling he would start liking such a thing from then on.

“Aaaahhhh!!~ AAAHHHHH!!~” Big Macintosh thrusted against the glory hole while moaning out in a mixture of pained guilt and shameful satisfaction, shooting his load all across the neighboring stall uncontrollably. His legs were quivering by the time he finally finished, and he bit his lip with a shuddering groan the moment Granny’s teeth let go of his shaft. He wasn’t sure if he was actually finished due to how badly his cock was still throbbing, but he didn’t care to wait as he instantly pulled his cock out of the hole. While he heard his Granny’s voice make a surprised “Huh?” through the wall, Mac bolted out of the restroom with a look of pure terror and remorse on his post-coital face.

His cock was still unsheathed and flopping between his legs, and carried a multitude of lipstick marks across his shaft and head; there was also a notable row of teeth imprints that could be seen too, although it was unclear whether or not that mark would last for too long. Regardless of how he may have looked, Big Mac ran out of the bar with his dick out, not even bothering to look back at the stunned bartender. As the stallion burst through the doors to run back to Sweet Apple Acres, Berry Punch just stood in awe while her muzzle was dropped to the floor.

The mare looked between the front door and the restroom, and cringed from the heavy regret she felt from not stopping Big Mac. She wasn’t sure if Granny knew what she did, but she was willing to bet good money that he figured it out too late. Since the bar was still empty, Berry Punch groaned with a hoof over her face, and slumped her head down with a heavily remorseful sigh. She may have done a lot of regretful things while drunk, but that was likely the worst she felt in a long time from something she indirectly caused while sober.

After huffing to herself with a shake of her head, Berry emptied her glass of whiskey into the sink behind her. She then reached up for her bottle of grain alcohol, and refilled her glass to give herself something stronger. It may not have been the smartest solution to her guilt, but it was all she could think to do while muttering to herself, “Well, I’m going to Tartarus for that one…”