Saddle Up, 2024
Pistachio, Hoity Toity, and Blue Blood
Previous ChapterNext ChapterPistachio knit his brow as he brushed a particularly rebellious lock of his mane. Adorned in a classic maid get-up, mobcap, and garter belt with leggings, he was ready for his shift. Though he considered himself inordinately lucky to have been given an apprenticeship with the Hoity Toity, a couteur of renown known throughout all of Equestria, his brief stint with the fashionista had come with a few surprises.
His trip to Canterlot had gone smoothly, Hoity had welcomed him warmly, and he’d already learned a lot about various fabrics and the latest in vogue trends. It would have been an amazing start to what he’d hoped would be an incredible summer, but there was a catch - several in fact. Turning to the side and stepping back, he inspected himself in the washroom’s mirror.
Since he’d arrived, he’d been required to wear marish outfits. While such a development may have unsettled most young stallions, being allowed to traipse about in frilly dresses, revealing skirts, and even the occasional thong was wildly thrilling. He’d actually adored embracing his feminine side, even having a small stash of negligee he kept stashed in his room back at home, but his latest piece of attire left him at an all too literal loss.
Cocking one leg, he scrunched his snout. Locked to his colthood was a chastity cage - one which only Hoity could remove. He’d known about such contraptions for ages, and he’d toyed with the idea of trying one on for quite some time, yet he’d never worked up the nerve to actually buy one for himself - fortunately or unfortunately, his newfound mentor had given him no choice in the matter. As he lowered his hind leg and reached back with a forehoof to touch the steely prison secured to his package, his thoughts wandered into lecherous waters.
In and of itself, having his colthood imprisoned wouldn’t have been much of an issue. He could do everything he ordinarily did while wearing the thing, it didn’t impede his movements, and it was actually quite comfortable - be that as it may, being denied any sexual relief had been taking a toll on him. Catering to studly stallions and pretty mares day in and day out would have been enough to frustrate anypony, although that was only the tip of the iceberg.
One of the first things he’d learned after beginning his tutelage in Canterlot was that Hoity was about as shameless as somepony could get. Things may have remained professional during business hours, but that changed as soon as the shop was closed for the evening. Shaking and clearing his head, Pistachio turned and trotted out of his bathroom.
Irrespective of Hoity’s after-hours activities, he had a job to do. Displays needed to be straightened up, complimentary tea had to be made for prospective customers, and an inventory needed to be completed. He could and inevitably would have to deal with any erotic shenanigans later - for now, he couldn’t afford to get distracted.
While he trotted out of his room and to the stairs, an all too familiar scent sailed to his sinuses. Buck - Hoity must have been entertaining again the night prior. The smell of sex was unmistakable, standing in stark contrast to that of perfumed fabric, and it did nothing to help him remain focused. The icing on the amorous cake, stoking the fires of his libido like nothing ever had, was that he shared several tastes with his mentor.
To put it bluntly, Hoity was an absolute hound for stallions - particularly big, beefy, well-hung ones. He’d been speechless when he first happened upon his boss getting railed out by a customer, a brute of a thestral who apparently was one of Princess Luna’s guards, and his shock had quickly turned into envy. It was understandable that the couture could do as he pleased in his shop, given he owned the place, but that didn’t do a gosh darn thing to help his needs.
Sensing his colthood straining against its cage, he set his jaw. He had secreted a dildo away with him for his extended trip, purely in case he was feeling in the mood, and he was immensely grateful that he had. Without the silicone sex-toy, he wouldn’t have been able to get any relief whatsoever! Approaching the bottom of the stairs, he slowed to a halt.
He thought he’d imagined it at first, but he could’ve sworn he’d heard a hushed groan. With the shop not opening for another hour, and Hoity tending to be one who was fashionably late, there shouldn’t have been anypony downstairs. Shrugging it off and continuing onward, he made his way past the register and to the workshop hidden away behind the counter.
“R…right there…”
Nearly stumbling over his hooves, Pistachio came to an abrupt stop. The guttural but refined voice sent a shiver up his spine. Intrigued and more than a little turned on by the sensual sound, he silently crept to a curtain separating the storefront from the employees only area situated in the rear of the shop.
His jaw went slack, his eyes widened, and a bead of pre-cum ran down the burnished cap of his chastity as he peered into the well-lit studio. Alongside bolts of cloth, drafting tables, and a menagerie of sewing supplies, two ponies were vehemently going at it. Well, if nothing else, he now knew why the place reeked of slatternly activities.
With his hindquarters lifted and chest pressed to the floor, appearing only the slightest bit disheveled, Hoity was getting his ass absolutely pounded by a tall, well-built, snow white stallion. It took Pistachio a moment to recognize the stud, knowing he’d seen him somewhere before, but he had to clamp a hand over his muzzle to stifle a gasp when he did. Prince Blueblood - his boss was getting railed by none other than Prince Blueblood!
The scandal of discovering the noble wasn’t as straight as ponies thought was titillating, and the taboo scene only fanned the flames of his arousal. Blueblood was an exceptionally attractive stallion, was immensely wealthy, and had no small amount of political sway, yet those paled in comparison to his largest asset. Pistachio swallowed hard as he watched the royal’s thick, slate grey length pistoning in and out of Hoity’s clinging hole.
Backing away, he closed his eyes and averted his gaze. Why Hoity and a Prince had decided to have a fling so early in the morning was a mystery, and it left him at a crossroads. A more sensible stallion in his position would have quietly excused himself and pretended like he’d never gotten such a provocative eyeful, although the ache in his loins and envy begged him to reconsider.
As he begrudgingly went back to tend to his duties, not wanting to risk his internship over a peep show, inspiration struck him. He was the very picture of a maid, having all the trimmings, so wouldn’t it be expected that he would play the part? Turning and cantering to the stairwell as silently as he could, he beamed. Buck it - he might get in trouble, but it wasn’t like he’d get fired for trying to help ~ right?
Barging into his room, he gathered up a bottle of lube, his trusty dildo, a pair of butt-plugs, a few and a few rubbers before arranging the items on a silver platter he’d used for snacks the night prior. He couldn’t explain or justify what he was doing, unsure of what he intended to achieve, but his hormonally charged brain compelled him. At best, the pair downstairs might ask him to join them - at worst, he’d probably get a scolding and stern warning about intruding on other ponies’ business.
Going to leave, he faltered and eyed the set of plugs; Hoity likely wouldn’t need either of them, and he doubted Blueblood would want one, so he set the tray down, snatched up one of the toys, and brought it to his tush. If showing up with lewd accessories wasn’t good enough to show he meant business, traipsing in with a toy in his backside most definitely would. Motivated by his wanton desires, and keenly aware that he may be on the cusp of making a terrible mistake, he trotted out of his suite after stuffing the plug in his backside.
He made his way downstairs swiftly, not wanting the duo to finish before his bombastic introduction. Was he laying a lot on the line? Absolutely. Would the risk be worth it if he got to fool around with his boss and a Prince? Without a doubt. Approaching the entryway to the workroom, he took a breath to soothe his frazzled nerves, held his head high, and donned his most becoming smile.
Hoity and Blueblood froze as he traipsed in with his platter of playthings. They’d been right where he left them, doing it doggy style on an open area of the floor, although their expressions instantaneously shifted from passionate to stunned when they saw him. It was far too late to turn back, especially because of what he was carrying, and all he could do now was pray his impulsive little scheme worked out in his favor.
Feeling his face turning beet red, he cleared his throat and tried not to stare at the spectacle of Blueblood’s meaty shaft buried in Hoity’s rear. “E…excuse me, would you like some lube, sirs?”
The silence was deafening, pushing him to the verge of panic, and it was broken by something completely out of left field. Hoity broke into a chuckle, attempting to contain himself, while Blueblood facehoofed and smiled. He hadn’t been chewed out, for which he was thankful, although the older stallions’ amusement left him at a loss for words.
“I don’t believe we need any of those goodies of yours, although your services would - Nnnph,” Hoity grunted as Blueblood started thrusting into him. “A…as I was saying, feel free to make yourself useful.”
Seconds from Pistachio asking how he could make himself useful, Blueblood nodded downward and shot him a wink. It didn’t take a genius to figure out what was expected of him. He’d never been involved in a threesome before - heck, he’d only ever gotten laid a grand total of two times before, but that wasn’t about to stop him.
Dashing over to a drafting table and setting down the platter, he hurried back to Hoity’s side and shoved his muzzle in the action. The musky bouquet filling his lungs, the sight of the two gorgeous stallions, the rhythmic plap plap plap of colliding bodies - they filled him with a determination like he’d never known. As he dipped his head and touched his tongue to Blueblood’s length, his taste buds went alight.
This was by far the kinkiest thing he’d ever done, and he’d only just gotten started! Putting his muzzle to work, he found himself torn between whom he should focus on. Blueblood definitely knew what he was doing, and was packing enough heat to make even the most experienced bottom squeal, but that didn’t mean Hoity didn’t deserve some affection.
Swiftly coming to a decision, he shifted his head to one side. Hoity was the entire reason he was in Canterlot, and he wouldn’t have been able to indulge in a ménage à trois without him - bearing that in mind, it was only fair that he service his mentor. He closed his eyes and groaned, savoring the sensation of velvety, stuffed pucker against his lips.
This was happening - this was actually happening! He’d only hoped to get some professional experience and maybe start making a name for himself in Canterlot, but he was getting much more than that. With his chastity cage leaking, he clenched and relaxed his backdoor around his butt-plug. One definite benefit of being under Hoity’s tutelage was that he’d learned he didn’t necessarily need his colthood to get off.
He’d only managed to do it once, just two nights before, but he’d successfully fucked the cum out of himself with his dildo. A combination of desperation, desire, and the nearly daily reminders that there were other ponies in the building getting some sensual satisfaction had pushed him to and beyond his limit. Milking the toy, he shuddered and bullied his tender p-spot.
There were only a hoofful of times in his life when he felt truly overwhelmed, like the time Ms. Rarity showed up at the family homestead, but his exchange trumped them all. He was younger, smaller, and less experienced than either Hoity or Blueblood, yet the duo hadn’t been upset with his intrusion - on the contrary, they’d let him participate!
Hearing a loud grunt, he peeked upward. For a Prince, the stud wasn’t holding anything back! As he watched the royal unicorn clench his teeth and falter, his bucking hips moving faster with every passing second, he came to a startling realization. Be it from luck, good timing, his inclusion, or some combination of the three, Blueblood was reaching his limit.
Pistachio reared onto his hind legs and locked lips with Blueblood. His kiss worked to startling effect in more ways than one. Not only did the Prince deeply kiss him, filling his muzzle with a thick, powerful tongue, but he could tell he’d sent the stud over the edge. Listening to blissful whimpers from Hoity, he swooned.
“Mmmmm,” Blueblood hummed into his snout before pulling away. “Hoity, you tramp, you didn’t tell me you had a new assistant.”
“H…he’s - Hnnngh,” Hoity rasped as he shakily stood and stepped forward, “he’s new and rather impetuous.” With a soft pop, he freed himself from Blueblood’s flared, slickened stallionhood. “Pistachio…”
Pistachio’s mouth instantly went dry. Hoity’s tone and demeanor had shifted and become stern - to make matters worse, judging by the stallion’s rigid cock, he hadn’t even climaxed from getting creampied. Easing himself down and onto his hooves, he timidly turned to face his mentor while keeping his eyes on the floor.
“Pistachio, let me start by saying that was excessively bold of you,” Hoity tutted, lifting and wagging one forehoof.
“S…sorry,” Pistachio muttered, unable to meet Hoity’s gaze.
Reaching out and drawing his forehoof under Pistachio’s chin, prompting the young stallion to look him in the eyes, he smirked. “I wasn’t finished, and neither are you. Be a dear and lay down on that drafting table for me. It’s time for another lesson…”
With his mouth agape, Pistachio stared at Hoity. Were his ears deceiving him? Had he just heard what he thought he heard? Blinking away his disbelief, he pursed his lips and glanced over to the table sitting just out of hooves reach against the wall. He’d just been given an order, even if it may not have meant what he presumed it meant, but he didn’t coolly trot over and do as he was told - no, he scrambled over and flung himself onto the sturdy wooden surface.
“Eager little thing,” Blueblood remarked with a snicker.
Nodding sagely, brushed himself off. “If nothing else, he certainly is that.”
Blueblood trotted around the table and loomed over Pistachio’s head. “And cute too. Was the cage -”
“My choice, yes,” Hoity huffed as he approached Pistachio’s hind legs. “I’d hoped it could curb some of his lecherous inclinations, but it seems to have backfired spectacularly.”
Bursting into laughter, Blueblood rose up and placed his forehooves to either side of Pistachio’s head. “Come now, Hoity, we both know that’s not true.”
One corner of Hoity’s lips turned up as he cleared his throat and brushed himself off. “Unfounded accusations aside, I believe we have something we should be doing…”
Pistachio looked back and forth between the two, watching the exchange in mute awe. Being talked about so casually was flattering, not for the least of which being Blueblood’s mention of him being cute, though he could scarcely pay attention to what they were saying - not because he didn’t enjoy the sweet-talk, but because of two much bigger, much more compelling issues. With a semi-rigid dick swaying just above his face, and a second, fully-erect cock beneath Hoity, it was obvious what sort of lesson he was about to be taught.
Peering down his chest as Hoity rose up and stepped between his hind legs, his eyes settled on his boss’ prolific stallionhood. Nearly as thick as his foreleg and almost as long, the couture’s endowment was anything but elegant. He suppressed a whimper as the plug was pulled from his hole. It was a darn good thing he’d used his toy last night, because it was all the warm-up he was going to get.
“Deep breath,” Hoity instructed, touching the tip of his length to the young stallion’s twitching hole.
Filling his lungs and breathing the earthy bouquet of Blueblood’s package, he whined and squirmed as the prodigious stallionhood was buried in his ass. Though he was tempted to relish the intense sensation of being penetrated, yearning to savor every glorious inch Hoity had to offer, he simply couldn’t - after all, there was another stud who’d been charitable enough to present his goods. While he lifted his head and kissed the Prince hefty, cum-filled coin purse, his head began to spin.
This was heaven, lavishing the flavors of spunk and ass off one massive dick while a second rearranged his insides, and he wouldn’t have changed a thing about it. Setting his fetlocks atop Hoity’s bucking hips, he needily milked his mentor’s shaft for all his worth. With no way of knowing if this would be the only time he got laid in Canterlot, he was going to make it count - by Celestia, he was going to make it count.
The trio were lucky that the store hadn’t opened yet, because they didn’t stay quiet for long. Hoity openly chatted about how good Pistachio felt, while Blueblood, after regaining a hard-on to swab the young stallion’s throat, did likewise. Paired with the choked gags and the table clattering against the floor, the sounds of their bliss gradually rose into a soft din.
Pistachio couldn’t tell what he must have looked like, pinned between the two charming stallions, yet the mental image of being claimed in such an obscene way hurtled him past the brink. As he quaked and sputtered around Blueblood’s dick, cum erupted from his chaste colthood. Though he’d had many orgasms before, and would likely have many in the future, the climax set a new rapturous standard.
Try as he might to bask in the pair’s vehement affection, it was impossible. He faded in and out of consciousness while he was taken from both ends. It wasn’t until he sensed an intense throbbing in his depths that he clawed his way back to the waking world. Hoity was about to cum and, if Blueblood’s pulsing length was any indication, he was going to get a creamy breakfast to top things off.
Just as he’d predicted, a split second after having the thought, Hoity and Blueblood finished. His eyes bulged and stomach gurgled as a two-fold influx of foal-batter surged into him. It was incredible, far better than anything his mind could conjure, though it came at a cost. As his vision faded and grip of reality waned, the dominant duo pulled back and unsheathed their cocks from him.
“You think we overdid it?” Blueblood mused?
Giving a small snort, Hoity trotted around and patted Pistachio’s cheek. “I don’t believe so. You alright?”
“G…guh,” Pistachio grunted.
“Once you’re tidied up, please join me in the shop. We’ve got actual work to do,” Hoity quipped, sauntering away with Blueblood at his side.
Pistachio peered up at the ceiling in a haze. He was covered in sweat and jizz, his gaped pucker was numb, and he was gonna be sore in the morning, but the euphoria of what he’d done made it all worthwhile. Languidly glancing at his distended, cum-swollen belly, he smirked. Yeah, this internship was definitely going to be very, very interesting from here on out…
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