Saddle Up, 2024

by Some Leech

Rockhoof and Trouble Shoes

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“I - hic - I have to - careful,” Rockhoof blurted, stumbling over and keeping his newfound, gargantuan friend from losing balance. “Thanks for inviting me.”

Getting his hooves under him, Trouble Shoes righted himself, looked over at the bearded goliath, and smiled. “A…alright.”

Rockhoof grinned, took a step back, and peered into the barn which he’d just departed. The party was done for the most part, leaving only a few ponies chatting or in one case passed out on a hay bale, and he was genuinely grateful that he’d been asked to attend. He hadn’t known what a hoedown was - in fact, he still wasn’t exactly sure what the word meant, although the drinks, good times, and fun had been a wonderful change of pace for him.

He’d met some wonderful ponies this evening, and bumped into a few he’d known for some time, but there was one in particular who’d thrown him for an absolute loop. As his eyes wandered back to Trouble Shoes, who was getting berated by his cousin for having too much cider, he bit back a chuckle. Of all the creatures he’d crossed paths with, both in the bygone era he was from and the new age in which he resided, there were few who’d genuinely impressed him as much as the brawny, soft-spoken stallion he’d quite literally bumped into.

Shifting slightly, he faced Braeburn. “I can make sure he gets to his room in one piece.”

Braeburn swung his focus from his tipsy, distant cousin over to Rockhoof. “Ah’d appreciate that. I swear, if I didn’t know better, I’d think y’all’d known each other since you was colts.”

Trouble snickered and threw a foreleg over Rockhoof’s shoulders. “Ah…Ah don’t know about that…”

“Trouble, for buck’s sake, you can’t just go gettin’ all hoofsy with him. That’s Rockhoof - the Rockhoof, hero of Equestria!” Braeburn blared.

Waving away his concern, Rockhoof shook his head. “Really, it’s fine. After all the scraps I’ve been in, I think I can handle a hug - even a hug from a big lug like this.”

He balanced on three legs to tussle Trouble’s ebony mane with a hoof. He wasn’t lying, he’d been through much worse than a bit of drunken affection from a friend, but he hadn’t been completely forthcoming. Trouble was probably - no, was the only pony who’d ever been able to give him a run for his money in regards to strength and sheer size, and he’d only grown more impressed with the hulking stud as the night had gone on.

Things had started innocently enough, knocking back cider and talking with the other partygoers, but it hadn’t taken him long to spot somepony who wasn’t like the rest. Trouble stood out like a sore thumb, standing nearly a full head taller than anypony else, and his stoic demeanor had initially set his nerves on edge - initially. After introducing himself and mentioning that he knew the giant’s cousin, hoping for nothing more than to make acquaintances, he’d found himself drawn to the behemoth.

Maybe it was because they were nearly the same size and build as one another, or perhaps it was because Trouble was so silent, only saying a few words when he chose to speak - regardless, they’d hit it off with startling speed. What began as storytelling, with him doing almost all of the talking, took an eventual and positively thrilling turn. Without saying a thing, Trouble had led him over to an emptied crate of apples, squared off, and placed his elbow on the solid wooden surface.

He’d thought that the friendly arm wrestling match would be easy, another notch on his belt of little victories between friends, but he’d been wrong - dead wrong. Trouble destroyed him in the first match, slamming his foreleg down against the crate in an instant, although he’d narrowly won the second. By the time they were ready to settle their tie, a crowd gathered to cheer them on.

The third and final bout had been herculean, with both Trouble and himself straining for all their worth, although all their effort had been for nothing. After minutes of trying to overpower one another, grunting and growing slick with sweat, the wooden box they’d been resting against shattered under their combined weight. He hadn’t been angry in the slightest, nor had Trouble, and they’d laughed it off as they went off to get a cold drink and congratulate one another.

He couldn’t say when it happened, but eventually he caught himself looking at the muscular stallion with more than just curiosity. Trouble was surprisingly graceful for a stallion of his size, the dulcet tone of his voice made his hair stand on end, and his face - his face was shockingly handsome. There weren’t many ponies who knew about it, and fewer still who he felt comfortable openly discussing it with, but he’d always had a fondness for studs - particularly big, beefy ones, ones just like…

“Trouble,” he began, catching the stallion’s eye, “c’mon, let’s get you back to the house.”

It may have been his imagination, but he could swear he’d caught Trouble eyeing him at a few points throughout the evening. He could have - would have been more direct, but a party wasn’t exactly the best place to ask somepony if they fancied him. The last thing he wanted to do was embarrass himself or Trouble, so he’d done what any reasonable stallion would do - bided his time and waited for an opportunity to present itself.

Trotting up to Trouble’s side, he nodded at the hotel in the distance. “Thanks again…”

Trouble didn’t reply, not verbally, although his reaction couldn’t have been more perfect. Leaning over and against Rockhoof, he contentedly hummed. The sight of the two of them must have been something else, two titans shuffling off, although nopony could have guessed where the one’s intention’s lay.

Rockhoof shivered and nearly stumbled, taken aback by the innocent show of affection. The heat of Trouble’s body against him, the stallionly musk filling his sinuses, and listening to the deep, sonorous hum of his friend sent blood to all the wrong places. Glancing over his shoulder, ensuring that nopony was watching them, he sensed his stallionhood slipping from its sheath.

“So,” he warily murmured, “I’m guessing a strapping stallion like you has a marefriend?”

Shaking his head, Trouble peeked up at him. “Can’t say Ah do…”

Though his heart skipped a beat, Rockhoof maintained his composure. “Coltfriend, perhaps?”

Trouble continued shaking his head and slowly righted himself. “Nope, don’t have one of those neither…”

Opening his mouth to press the subject, Rockhoof stopped himself, gave a small nod, and continued along toward the Appleloosa inn. While he could and had fought monsters, averted natural disasters, and was older than nearly everypony on the face of the planet, matters of courtship weren’t exactly his forte. He couldn’t just start putting the moves on Trouble ~ could he? It couldn’t be that easy ~ right?

As he wandered into the inn and up the stairs, his heart started to race. The cider may have played some part with his nerves, but most of his anxiety was due to just how attractive the burly stud was. Tomorrow - yeah, he could see how he felt about the issue tomorrow. Coming into the hallway of the second floor, he moved to the side as Trouble trotted ahead of him and to a door.

“I’ve g…gotta say, I’ve had a cracking good time down here in Appleloosa,” Rockhoof murmured, unable to keep a quaver from his voice. “I’ll be sure to see you tomorrow before I head out of town ~ alright?”

Trouble opened the door and slowly turned to face him. “You ain’t in a rush ~ are ya?”

“I…” Rockhoof trailed off. “No, but…”

Grabbing him by the shoulder, Trouble pulled him into the shadowy room. “There’s somethin’ I’ve been meaning to say. I - aw shucks - to Tartarus with it…”

“You can - Mmmph?!” Rockhoof gasped as he was driven back against the wall.

Taken completely off guard, he was powerless to stop the stud from leaning in and locking lips with him. His mind went blank, trying and failing to comprehend what was happening, as his stallionhood jerked upward and slapped against his belly. He’d been ambushed plenty of times, more than he could count, but not once had he been taken by surprise like this.

Trouble blindly reached over with a foreleg and slammed the door closed, giving them some modicum of privacy, before he gradually pulled back. “Don’t think I wouldn’t notice you eyeing me up…”

“W…well - uh - y…you see,” Rockhoof stammered.

Looking away, he rubbed the back of his neck. What was he supposed to say? What was he supposed to do? He’d spent the last few hours fantasizing about Trouble, thinking of all the naughty things they could do together, he now he couldn’t even think clearly! He was like an horny filly on prom night, so excited to have a passionate moment that he didn’t know what to do now that the moment had arrived!

“If’n you want a better look at it…” Trouble rumbled, backing away and easing himself down by the foot of the bed.

Lifting his head, Rockhoof looked over and went rigid in more ways than one. Trouble had made himself comfortable, very comfortable, and reclined with his loins on full display. Standing like a mighty oak at the stud’s groin, almost impossibly large, was the biggest, thickest, fattest stallionhood he’d ever laid eyes on.

“Ah…Ah hope it don’t scare ya off,” Trouble grumbled. “Most stallions get spooked when they see the size of it…”

Scared off? Spooked? What the hay was Trouble talking about? Rockhood inched closer, his mouth watering and pucker twitching anticipation, and swallowed hard. A part of him could see what the big bigger was talking about, considering the monstrous cock was bigger than the leg of an average pony, but the idea of getting to conquer such a magnificent stallion drove him wild with desire.

Coming between Trouble’s outstretched hind legs, he lowered himself to the floor and brought his face to the stallion’s groin. The smell - mother mercy, the thick musk radiating from the stud’s loins was ambrosial. With any hope of taking things slow going straight out the window, he peered past the towering, monstrous dick and licked his lips.

There were times to talk and times to act, and this was definitely one of the latter. Momentarily burying his snout in Trouble’s weighty coin purse, he dragged his tongue over the grapefruit-sized pair of meaty balls. He might not be able to get knocked up, but he had no doubt that he was going to feel pregnant if - when he took a full load from the giant’s pair of cum-tanks.

He held himself back, allowing both of them to savor the spontaneous exchange as he slowly lifted his head and licked his way up the imposing shaft’s sensitive underside. Though he’d gotten frisky with stallions on a hoofful of occasions, this was the first time in his extraordinarily long life where he may be in for a challenge - a real challenge. Reaching the bloated tip that was as large as his hoof, he opened his muzzle and dipped his head.

The feeling of something so huge filling his mouth and straining his jaw was breathtaking, and it was made all the sweeter by Trouble’s blissful expression. Closing his eyes and giving a small, the colossus gave a pleased sigh and shivered. If he’d had the slightest idea that his amorous feelings were mutual, there was a darn good chance he would have dragged Trouble away from the party hours ago!

As the blunt cock-head bumped the back of his throat, he drew a deep breath and steeled himself. It was a bit foolish to think he could handle all of Trouble’s length down his gullet, but he couldn’t bring himself not to try - after all, it wasn’t every day that he got to truly test his own limits. He closed his eyes and relaxed, knowing that to do otherwise would stymie his efforts, as he took inch after phenomenal inch of stallionhood into his snout.

Lower and lower he crept, in spite of the urge to gag, until his lips graced the thick medial ring. He could throat any regular pony with ease, hilting them in his muzzle with perilously little effort, but that was the problem - Trouble was far from a regular pony. Cracking one tear-streaked eye, he peeked up and found the giant watching him intently.

There were any number of things he could have done, from persisting with the blowjob to pulling back and worshiping the giant’s balls, but something about being watched demolished his inhibitions. Buck it - they’d both had a few drunks, they both clearly wanted to get some action, and his patience with the foreplay was quickly running out. Withdrawing and leaving saliva streaked along Trouble’s length, he freed his snout with a soft pop.

Trouble glanced over his shoulder and nodded. “There’s lube in the nightstand, but Ah -”

Not letting him finish, Rockhoof rushed over, opened the drawer, and pulled out a bottle. It was only by the grace of some higher power that Trouble had some lube laying around, because he was sure as heck going to need it. As he trotted back and stepped over the stud’s supine frame, he reached back with a forehoof and doused his ass with the slick, cool gel.

“I - heh - I’m guessing you don’t mind cowgirl,” he laughed.

The small, unintended joke of a western stallion liking the position caused Trouble to chuckle. “Ah don’t mind it one bit.”

Rockhood twisted as he emptied the bottle onto Trouble’s stallionhood. While it was a bit of a shame that there was no way he could warm himself up, that wasn’t going to stop him at this point. He might be trot away from this night with a sore ass, and be trotting trotting with a limp for a few days, but those were small prices to pay for such a rare tryst.

Lowering his waist, he touched his twitching hole to the tip of Trouble’s shaft. He could still change his mind or possibly ask for a rim-job to loosen his backside a bit - alas, he was past the point of no return. As he exhaled and eased himself down, the pressure on his hole steadily mounted. Just as he started to grapple with the absurd notion that he was too small for the stud, his wish was granted.

Trouble’s battering ram-like cock-head, as well as several inches of length, sank into him in the blink of an eye. The intrusion may have been uncomfortable, if not impossible for most ponies, yet it filled him with bliss. His tender p-spot was crushed, a small whimper crept past his lips, and his eyelids fluttered, but he only took a fleeting second to appreciate the sensation of fullness.

Continuing his downward plunge, he only slowed when Trouble’s girthy medial ring was lodged in his backside. Never before had he been full of so much cock, more than any but the most whorish or foolhardy could manage, and it sent him into a frenzy. Hilting the heroic shaft, he placed his forehooves on Trouble’s broad, powerful chest and started to move.

Buck,” he groaned, grinding his prostate to dust. “H…has anypony - Guh?!?”

Trouble seemed to be a fairly quiet stallion, the embodiment of a gentle giant, although finally having somepony take every immense inch of his endowment flipped a switch in him. Planting his hind hooves against the wooden floor, he snorted and drove his hips upward. Rockhoof wasn’t sure what was more impressive, the fact that he was nearly thrown off balance by the colossus or that he’d managed to inspire the titan into rutting his brains out - either way, he wasn’t going to complain.

Plowing into Rockhoof with all the subtlety of a freight train, Trouble grunted. “J…just - Mmmph - lemme k…know if Ah’m bein’ - Huff - t…too rough…”

Rockhoof could barely form a coherent thought, let alone speak. With ropes of drool seeping into his beard, he was fucked like a flimsy sex toy - that was until he remembered who he was. He was a living legend, the sort of pony that colts looked up to, and his pride demanded he take an active role.

Steadying himself, he got Trouble’s timing down and began hammering his ass down to meet the giant’s thrusts. He hadn’t felt this good in - well, he couldn’t say he’d ever felt this good before. Lowering his head and glancing down at himself, he watched in awe as his belly bulged from the enormous stallionhood pounding into him.

As they moaned in tandem, they shared a look and nearly ground to a halt. They were having fun, neither of them would contest that obvious fact, although their competition from before was left unsettled. If they couldn’t best one another in a contest of physical might, maybe - just maybe they could decide things amorously.

Neither Rockhoof or Trouble Shoes pulled any punches, going at one another like a pair of lecherous gladiators as they sated themselves and each other. Whenever one could grow close to the brink, the other would relent and give them a moment to breathe - if only to keep the match interesting. They went on for what felt like hours, lasting far longer than they would have normally, until things reached their inevitable conclusion.

Sensing Trouble flaring within him, Rockhoof slammed his ass down and took every magnificent inch of throbbing stallionhood into himself. For an instant, he thought he’d won, barely eking out a victory over his big-dicked rival - regrettably, his hubris was his undoing. As soon as the first shots of hot, thick foal-batter surged into his depths, he threw his head back and came.

Shot after shot of rich seed sailed from his cock. The climax was mind-bending, hooves down the strongest he’d ever had, and he nearly blacked out because of it. Only barely able to keep himself from collapsing, he struggled to catch his breath and looked down at his lover’s face.

Trouble held one jizz-covered eye shut as he heaved air into his chest. Everything from his waist up was utterly shellacked in spunk, he was covered in sweat, and his mane was an absolute mess, but he smirked all the same. Peering upward and meeting Rockhoof’s gaze, he wiped his face.

Just mah luck…” he whispered.

Rockhoof snickered and broke into laughter, with Trouble following suit seconds after. The ridiculousness of the situation was too much for either one of them to bear - plus the euphoria of a well-earned orgasm and the cider in their veins lifted their spirits immeasurably. As their giggling trailed off, they leaned toward one another and locked lips. Sometimes, life has a funny way of giving you what you need - even if that thing is a stallion as big as you are…

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