Trials of Travel

by Some Leech

Chapter 1

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Anon stared out the window, losing himself to the sight of the sun dipping past the horizon. The quiet cha-chunk cha-chunk cha-chunk from all around him had gradually faded, as he gradually acclimated to the journey. It was the first time he’d ever been on a train, let alone an old-timey, steam powered one, but those were the only ones Equestria afforded.

A weight shifted on his side, bringing a smile to his face. Sky rested against him, quietly napping. He shifted and curled an arm around the comparably tiny stallion, holding the pony close, before he turned his attention back out the window. He’d visited Equestria on several occasions, yet this trip would be the longest he’d had in the land of magical, talking equines.

Several months prior, shortly after Sky had moved in with him, he’d promised to make the journey to visit Sky’s family; it was only fair, especially since he’d reluctantly introduced the stallion to his parents and sibling, although he hadn’t been looking forward to the journey - not because he didn’t want to meet his coltfriend’s folks, but because he’d never been the biggest fan of travel. As the train entered a tunnel, darkening the cabin of his car and magnifying the sound of steel wheels against iron tracks, he suppressed a shiver.

The ride wouldn’t have been as bad if he’d had someone to talk to - unfortunately, given Sky’s predominantly nocturnal nature, and since he’d been woken much earlier than usual, he’d been left with a snoozing coltfriend for the better part of two hours. He reflexively rubbed the stallion’s shoulder and looked over, comforted by the look on his lover’s face.

While he never would have thought he’d end up falling for a pony, he couldn’t be happier with Sky. The adorable little stud was soft spoken, absolutely adorable, and affectionate to a fault - that said, he wasn’t as innocent as he appeared. Prone to bouts of playfulness, occasionally at rather inappropriate times, his coltfriend had a way of keeping him on his toes. Looking away and out the window, seeing the tunnel’s end ahead, he sighed.

He wasn’t one to count his chickens before they hatched, but he really, really hoped he made an impression on Vesper and Yuzu - Sky’s father and mother respectively. The pair had apparently been a bit shocked to learn their son was not only dating but living with a human, a fact which had made him nervous for weeks on end - sure they couldn’t dictate who their child courted, seeing as he was grown and living on his own, yet Anon wanted to get along well with them. As the train car trundled along, its cabin getting bathed in the warm, afternoon light, he peeked over and saw a pair of crimson eyes peering up at him.

“‘Morning - er - evening,” he chuckled, running his hand along the pony’s back. “Have a good nap?”

Mmmmmmn,” Sky hummed, fidgeting and curling on upon himself. “Cold…”

Scrunching his nose, Anon straightened in his seat. He’d dressed a bit heavily for the trip, unsure of how well-heated the train cars would be, so he awkwardly wriggled in place and pulled his hoodie off. If he got cold later, he could always dig into his carry-on luggage to retrieve a jacket. As the article came clear of his head, he offered the sweater over to his coltfriend.

“Lift your forelegs,” he instructed.

Sky reclined and did as he was asked, yawning and revealing his fangs in the process. It was rare to see the stallion wearing much of anything, aside from a few dubious garments on special occasions, but he had no qualms about lending his hoodie to his lover - that and the pony looked adorable in the comparably oversized piece of clothing. Carefully pulling the cloth up his coltfriend’s legs, he smiled.

Having successfully pulled the hood over Sky’s head, he smiled. “Better?”

The pony turned and looked up at him, blinded by the fabric. “Still cold…”

As he rolled his eyes, Anon’s grin broadened. He knew exactly what Sky was up to, having been coerced in similar ways on more occasions than he dared to count, but he couldn’t stop himself. Reaching over and slipping one arm around the stallion’s lower back, he carefully pulled the swaddled bat-pony up and onto his lap.

Now is that better?” he murmured, trying and failing not to snicker.

Gyrating with his back against the man’s chest, Sky lifted his head and peered up at his mate. “A little bit…”

Anon folded his arms over the stallion’s shoulders, comforted by the weight and warmth of his coltfriend. He’d come a long way in life, having gone to school and gotten a decent job for himself, although he wasn’t ashamed to admit that he hadn’t been happier since Sky had come into his life. While it was true that they occasionally butted heads, having disagreements over things that were typically of little consequence, it felt like they’d been made for another.

“What’re you thinking about?” Sky softly asked, quirking a brow.

Hmm? Oh - nothing really,” Anon whispered, peering out the window as the landscape rolled by. “I’m just glad to have you.”

Same,” Sky cooed, reaching up to stroke his arm. “How’d I get this lucky?”

“As if getting lost and asking for directions is lucky,” Anon chuckled, recalling how they’d crossed paths.

Pursing his lips, the stallion stared up at him. “If I remember right, you’re the one who asked me if I wanted to get a cup of coffee.”

“And as I recall, you’re the one who offered to make me dinner at your apartment,” Anon smoothly countered, grinning from ear to ear.

The specifics of how they’d met were a small miracle in and of themselves. One afternoon, as he was leaving his office, he’d quite literally bumped into Sky on the sidewalk. It was rare enough to encounter a pony on their lonesome, especially in his relatively small town, so he’d politely excused himself and went about his business - that was until he saw the concerned look on the stallion’s face. Given that the little equine had been holding a map and seemed out of sorts, he’d stopped himself and checked to see if he could help.

What began as giving directions to the bus station had resulted in him acting as a guide, walking Sky to his destination. They’d stopped for coffee after arriving, since they had nearly an hour to kill until the bus was set to arrive, and had a chat. Their talk turned into swapping stories, swapping stories shifted into asking questions about one another, and they’d ultimately agreed to meet one another the following day for breakfast - the rest, as they say, is history.

Keeping his eyes on the horizon, he slowly exhaled. “Any advice for when we meet your parents?”

“Same as I told you last time -” Sky quietly grumbled, withdrawing his head into the hoodie, “just be yourself.”

He cocked his head and stared down at the pony. “What are you doing?”

It smells nice,” Sky breathed, his voice barely audible, “and it’s warm.”

Able to control himself no longer, Anon leaned forward and kissed what he presumed was the top of Sky’s head. “Why are you so cute?”

A snout appeared from the neck of the sweater. “I’m not cute…”

“Are too,” he asserted, pecking his coltfriend’s nose.

Attempting to get comfortable, or possibly flustered by the affection, Sky fidgeted against him. Even through the denim of his jeans, the warmth of the stallion’s tush felt amazing - so amazing that certain parts of himself began to react. Having a mind of its own, acting solely of its own volition, his manhood gradually began to swell.

“Are they going to expect us to sleep in different rooms?” Anon inquired.

Sky shrugged and continued to halfheartedly fight with the stifling garment. “Unless they ask one of us to sleep on the couch, no. My sister is still living with them, so there’s only one room, my old room, left to use.”

Ah,” Anon replied. “You don’t think - uh - they’ll give us any funny looks ~ do you?”

Twisting and glancing up at him through the neck of the sweater, Sky softly nickered. “You don’t want them to think what my big, strong boyfriend does to me between the sheets?”

“I mean, honestly…” he trailed off, his anxiety mingling with excitement.

The plump, soft tush bearing against his groin was for more than just show. While intimately breaking the interspecies barrier had been a gradual process for both of them, learning and exploring one another, it hadn’t taken them long to fully appreciate the dichotomy of their sexual dynamic. At the end of the day, their amorous activities boiled down to two fundamental facts: he was a top and Sky was a bottom - the rest didn’t require rocket science.

“Honestly what?” Sky pressed.

Anon gave himself a moment to reply, hearing the impish tone in his coltfriend’s voice. Though he couldn’t see the pony, he could practically see a toothy smirk splitting the stallion’s muzzle. Sky was normally quiet and reserved, but he had a particular predatory streak that drove him wild. Suddenly keenly aware of his growing erection, he swallowed hard.

“Worried my mom or sister would walk in on us cuddling one morning?” Sky tittered, rolling his hips forward and back.

“No,” Anon croaked, averting his gaze. “Yes…”

Unrelenting, smelling blood in the water, Sky continued his assault. “Or maybe you’re asking because you want them to know what we do,” he continued. “The walls are pretty thin, so you might need me to bite on a pillow, unless…”

Fruitlessly waiting for the pony to keep talking, knowing he was about to walk face-first into a trap, he shifted his focus down to his lover. “Unless…?”

“Unless you’d rather I bite you to keep quiet,” Sky concluded, drawing his tongue over his lips and glistening, pearly pearly fangs.

The comment sent blood to all the places Anon didn’t want them to go. It was true, he’d developed a slight masochistic appreciation for love bites while in the throes of passion. The way a slight bit of pain could elevate pleasure to an unfathomable degree was staggering, but that was only one part of the appeal. There was no way his coworkers hadn’t noticed the pinpricks on his neck, and the idea that they knew where they’d come from, realizing he’d been dating a bat-pony for some time, gave him no small amount of amusement.

Sky stiffened and went motionless, his giggling coming to an abrupt end. “So that’s what did it…”

A cold bead of sweat rolled down Anon’s temple. He’d been caught, his lover had felt the erection straining in his pants, and he was totally screwed. Lowering his hands, he attempted to lift and place Sky onto the empty cushion beside himself - sadly, he was batted away when the stallion twisted to face him. He stared down into his coltfriend’s eyes, knowing full-well that the jig was up, and he anxiously smiled.

Huh -” Sky grunted, pushing himself up and pressing a forehoof to the man’s jaw, “I might need to take care of that?”

“Take care of w…what?” Anon stammered, a cold pit forming in his stomach.

Craning his neck, his head popping out of the top of the hoodie, Sky brought his snout to his lover’s collar. “I’m sure mom and dad wouldn’t say anything if you showed up with a hickey…”

Anon watched the stallion’s jaw open, eyeing the pronounced canines and extending tongue for a split second before he leapt into action. His hands shot to Sky’s shoulders and pushed his coltfriend back down. He only had one chance to make a first impression with Vesper and Yuzu, and there was no way in hell that impression was going to involve a fresh bite mark on his neck.

Pouting to himself, Sky was undeterred. He shuffled back, bringing his tush onto Anon’s knees, and drew a forehoof down the man’s chest. “Or…”

Seeing and feeling the hoof wander down to his crotch, settling just on the button of his pants, Anon’s eyes widened. “You can’t do that,” he insisted, reflexively turning his head and scanning the train car. “What if someone sees us?”

Sky paused and awkwardly rose to his hind legs, peering out over the seats. “I don’t see anyone.”

There’s an old lady - er - mare near the front of the cabin,” Anon whispered, pointing in the direction of the sleeping, elderly pony.

With an insidious smirk creeping across his muzzle, Sky seated himself and brought a forehoof to his cheek. “Oh no -” he loudly lamented, “I hope nopony sees me pull my boyfriend’s cock out of his - Mmmmph!”

“Sssssssssssssh!” Anon hissed, clamping a hand over the pony’s muzzle. “Someone will hear you.”

Sky writhed free and relented, easing himself onto the vacant seat beside the man. “Then you better keep quiet.”

Anon could have stopped him, brought an end to the hijinks right then and there, but he hesitated. Given the late hour and their remote destination, there weren’t all that many passengers onboard - add to that the fact that they were in the rearmost section of the train, away from the more crowded cars, and they could potentially fool around without getting caught. A hoof lazily crept up his thigh and to his nethers, grabbed the zipper of his fly and began drawing it down.

On one hand, he desperately wanted it to end, fearing what may happen - on the other, he really, really wanted to see where Sky was going with all this. Considering there was an all too real chance that he’d be going through a dry spell for the better part of a week, understanding that crashing at his coltfriend’s parents’ house may not allow him to have any alone time with his lover, getting a bit of relief before they arrived wouldn’t necessarily be a bad thing. As his manhood sprang free and into the cool air, he glanced up to the far end of the carriage.

“Just tell me if somepony’s getting close,” Sky noted, his eyes never leaving the turgid length of flesh.

Giving a small nod, Anon looked down and watched the stallion. Reaching out, pressing a warm, tender frog to the base of his length, Sky steadily inched closer to his exposed goods. He’d be lying if he said his coltfriend didn’t give the best blowjobs ever, having a snout and tongue that were far more skilled than any human could ever dream to be, getting him worked up at the thought.

“Just gotta…” Sky whispered, stopping with his face just above his lover’s cock to pull the hood over his head.

As much as Anon would have liked to watch the obscenely stealthy display, there was something deliciously naughty about his mate trying to be sneaky - even if it was a bit silly. The stallion dipped his head, practically making his shaft disappear, as something exquisitely warm embraced the tip of his length. Left to envision the spectacle beneath the hood, he shuddered and put his focus back to the only other passenger.

He sure as heck hadn’t planned on doing anything even remotely naughty while onboard the train, so the unexpected and scandalous turn of events left him conflicted. The blowjob felt incredible, and the surreptitious nature of it heightened his arousal, yet his enjoyment was tinged with worry. What if they hit a bump and Sky nicked his manhood with a tooth? What if someone walked in and interrupted their spontaneous bit of fun? What if neither of them ended up satisfied with oral alone?

Before he fully realized what he was doing, he was stroking the back of his lover’s hooded head. While there was nothing wrong with letting Sky get him off, his domineering instincts begged him to up the ante. Both he and his coltfriend liked it when he got rough, so he was absolutely sure that the mischievous little stallion wouldn’t mind if he…

Ah ah -” Sky tutted, rearing back as a hand closed around the back of skull, “no touching.”

Anon knit his brow. “Why not?”

“Because I said so,” the stallion purred, pushing himself up.

At a loss, seeing his coltfriend get to his hooves, Anon understood all too late why Sky had stopped. The pony stepped over his legs and turned away, momentarily giving him a sublime view of his cushiony backside before lowering his hips. Unlike when he’d been used as a chair moments before, the sensation of his dick gliding between his mate’s buns, grinding against the silken pucker which rested there, drove him wild.

Gingerly running his hands up his mate’s waist, he leaned forward and brought his mouth to Sky’s ear. “Someone’s feeling frisky…”

Sky looked over his shoulder and flashed his fangs. “Not my fault - besides, I don’t hear you complaining any.”

The pair shifted, staring into one another’s eyes before their lips met. Though they were both sexual creatures in their own right, taking no small amount of joy with tending to one another’s more bestial needs, the affection between them was unparalleled. Sky rolled his hips, Anon lightly thrust upwards, and their tongues entwined, as the fires of their passion grew. No matter where they were, it was hard for either of them to resist the other’s advances.

Awwww - there’s no caboose,” an unfamiliar voice called, shattering the paramour’s moment.

The lovers broke their kiss and looked to the opposite end of the train car, seeing a family of ponies trot into the carriage. Just like that, all but literally in the blink of an eye, they were reminded of just how risky their teasing was - to make matters worse, a pair of foals rushed to the back of the railcar and stopped mere feet from where they sat. Unmoving, caught in a very compromising situation, the lovers shared a nervous look.

Hush,” the older stallion in the group softly admonished, “we don’t want to make a scene ~ do we?”

Looking up to what was presumably their father, the foals shook their heads before turning their attention back to the landscape they trundled past. “Sorry,” they replied in unison.

“Hope we’re not bothering you,” the stallion sighed, smiling over at the petrified couple.

“Not at all,” Sky smoothly responded.

Anon tensely nodded and forced a smile. “We were going to try and take a nap, but it’s fine.”

Though he lied through his teeth, he didn’t feel a touch of shame. He could understand that the foals probably wanted to stretch their legs and explore the train, but their timing couldn’t have been more disastrous. Trapped with his cock sandwiched between Sky’s buns, he’d be unable to move until the trio of ponies left.

One of the foals, a young colt, turned and looked up at the pair. “What’re your names?”

“I’m Sky and this,” Sky began, nodding back at Anon, “is Anon.”

The other colt, a slightly older filly, stared over at the couple. “Why’re you sitting on him?”

Making a show of getting comfortable, wiggling and rubbing himself against Anon, Sky beamed. “Because he’s warm, comfy, and my boyfriend.”

The siblings stepped back, burst into laughter, and scampered down the aisle and back to the far end of the cabin. Smiling and shaking his head, the foal’s father nodded at the couple and unhurriedly trotted after his kids. Though the entire encounter had only lasted a minute or two, Sky and Anon exhaled when the family saw themselves out.

That was too close,” Anon quietly groaned.

Sky kissed the man’s neck, tickling the flesh with his fangs, and hummed to himself. “Want me to keep going?”

Opening his mouth to reply, Anon kept silent. The thrill of nearly being caught had done nothing to address his hard-on - if anything, it had made his erection even more unruly. Without waiting for a reply, his coltfriend eased himself up and off of him, leaving his manhood to spring back into the open, relatively cool air. As he lowered a hand to stuff his dick back into his pants, a hoof shot out and caught his wrist.

“Is that a no?” Sky inquired, smirking up at his boyfriend’s face.

“I…” Anon faltered, his raging libido warring with his better judgment.

“Going once…” Sky began, sidling his lower half over and onto the vacant. “Going twice…”

As the pony counted, gradually easing himself down, Anon’s thoughts raced. It probably wouldn’t take much to push him over the edge, although even a few minutes could make the difference between a very risque climax and utter disaster. While he wasn’t sure what the penalty was for doing lewd stuff on a train, he’d bet his bottom bit that it wouldn’t be good. He trembled when a hot breath blew on the head of his cock, and came to a conclusion.

He didn’t say a word, not wanting to give Sky the satisfaction, but he did let his actions speak for himself. Reaching down, he clutched the back of his lover’s head and pushed it downward. The little stallion didn’t resist in the slightest, closing his eyes and allowing the throbbing dick into his snout.

The small bit of initiative was all the inspiration Sky needed to pick up where they’d left off, though this time was different. Unlike several minutes prior, when he’d slowly bobbed his head, he moved with a purpose. His lips mopped his lover’s manhood, his tongue bathed the fleshy length, and he moaned ever so slightly, as he rolled to his side and began bobbing his head.

Anon looked over and spotted a bulge from within his sweater, instantly comprehending that he wasn’t the only one turned on. Sky’s underbelly was relatively hidden from view, with his tush facing the aisle and belly toward the chairs, which gave him the perfect opportunity to return the favor. Releasing his lover’s head, he shifted his hand over and pulled at the hoodie.

H…hey!” Sky bleated, his face going crimson.

As his fingers curled around his coltfriend’s stallionhood, Anon started jacking the pony off. “Be quiet ~ remember?”

Sky’s eyelids fluttered and his hips twitched, before he filled his snout with cock to silence himself. While he’d never thought he’d end up dating a pony, he didn’t think he could ever go back to being with a human again. His coltfriend was downright adorable, almost always lifted his spirits, and was everything he could have asked for in a mate. Adjusting his arm and putting his fingers to work, he stroked the sensitive underside of Sky’s flare.

He couldn’t speak for every guy or stallion out there, but getting his lover off while receiving a blowjob really got him worked up. Hearing Sky’s muted groan of pleasure, feeling the cock twitch in his grasp, and seeing the little stud’s hips jerk brought a smile to his face. Heaven help him - he wasn’t sure he’d ever be able to go back to humans after dating a pony.

As he fixated on the pleasure Sky afforded him, he eventually closed his eyes. He’d always heard that muzzles were incredible for oral sex, but the tales hadn’t done them justice. Able to embrace the entirety of his length, and replete with a large, powerful tongue, a pony’s snout simply couldn’t be beat for sucking him off - at least Sky’s couldn’t. He had no way to know if other equines were as skillful as his lover, nor did he have any intention of finding out, but he was practically addicted to it.

His movements gradually slowed, unable to focus on continuing his hand-job, while his pleasure steadily mounted. Each breath came slightly harder than the last, his pulse raced, and the familiar sensation of an impending climax welled within him. If Sky didn’t stop soon, he was going to pass the point of no return.

A hushed chuckle caused him to peek downward. Sky stared up at his face while blowing him, telling him everything he needed to know. Even when they were at home, away from prying eyes or the possibility of being interrupted, their bouts of oral typically ended one particular way. His hand shot over, grasped his lover’s head, and pulled, as he bucked his hips and buried his pulsing length down the stallion's gullet.

It took everything he had to stay quiet, a task which was far, far harder than he would have presumed. He set his jaw and winced, hissing air through clenched teeth and staving off the impulse to curse or grunt. Even if there was only one other passenger in the car, he wasn’t going to risk drawing attention to himself at such an inopportune time.

Sky’s eyes rolled back, and a light gag escaped him, as wave after wave of hot, virile seed was pumped into his snout. Anon had been reluctant to do anything too rough after they’d first become intimate, but that hadn’t lasted for long. As long as he wasn’t too heavy handed, his mate loved when he was forceful.

Glancing up and seeing that the car was still relatively empty, he looked down to his coltfriend’s stallionhood. Sure enough, the dark length of pony meat was as hard as ever, leaking pre-cum while it slapped against Sky’s belly. It was a bit of a shame that they couldn’t finish together, but he knew he’d make it up to his lover.

Heaving air into his chest, he released his mate. “That was amazing,” he wheezed.

Gradually lifting his head, Sky took care to wipe every drop of spunk from his boyfriend’s shaft with his pouting lips. As the manhood exited his muzzle, he lifted his head, opened his mouth, and displayed the well-earned contents of his maw. Writhing within the small sea of creamy white, his tongue rolled through the thick spunk for a moment before he swallowed down the entire load.

“See,” he clucked, lifting and dabbing his muzzle with the borrowed hoodie, “and you were scared to do anything.”

“I was not,” Anon sulked, defiantly crossing his arms. Sky righted himself and pointed to his softening length, prompting him to stuff his cock back into his pants. “Do you want me to - um…” He let the question hang, staring over at his lover’s erection.

Sky shook his head and carefully reclaimed his perch on the man’s lap. “You can do that later.”

A bit surprised by the glib response, Anon rubbed his neck. “I mean, I wouldn’t mind,” he added, slipping a hand around the pony’s waist.

Slapping his boyfriend’s arm away, Sky snorted. “No means no - besides, it’s not often I get to hold something like this over your head.”

Anon would have argued, but he saw little point in doing so. Sky was right, it was rare to have something held over him - heck, more often than not, it went the other way around. He was usually the one who got his coltfriend all worked up, taunting him or occasionally edging him to the point of begging, so it was only fair to let the tables be turned on him. Biting back a smile, he watched the stallion hop down and onto the floor.

“I’m gonna go get something to drink. Do you want anything?” Sky asked, peering back as he trotted out and into the aisle.

While he was tempted to joke about having just given the pony something to drink, Anon bit his tongue. “A bottle of pop would be nice - oh and maybe a snack.”

“In that case…” Sky sighed. Leaning forward, practically pressing his chest to the floor, he arched his back and flagged his tail. “If you’re feeling peckish, I have something you could snack on right here.”

The sight of the pony’s immaculately presented rump, in spite of having just had a climax, caused Anon’s cock to excitedly jerk within his jeans. No matter how many times he got to look at Sky, he didn’t think it would ever get old. The dark, soft pucker, the coin purse, and the pony’s sultry smirk were beyond reproach, reigniting his passion in a heartbeat. For a moment, the briefest instant, he was tempted to get up and carry his lover off to a bathroom, somewhere they could properly get some relief, although that wouldn’t be ideal.

He was fully aware that doing anything too raunchy at Sky’s parents’ house might be a trial, but it would be far from impossible. If they were lucky, they’d get some time while his coltfriend’s folks were out - if not, they’d get to practice being stealthy about having some fun together. He waved a hand and eased himself into his chair, attempting to play off the provocative invitation.

“I’ll save that for dessert,” he mused.

With a small, petulant huff, Sky straightened up, flicked a bang of mane from his face, and strutted away. “Suit yourself, stud.”

This was how things went; it was like a game of cat and mouse, them playing off one another until someone folded, and it was his time to play it cool. As his mate disappeared through the doorway leading to the next cabin, making his way to the dining car, his thoughts wandered on what awaited him. He really did hope he’d be able to share a bed with Sky, having grown quite fond of cuddling against his lover, but he wasn’t going to hold his breath - regardless of the exact circumstances, he was looking forward to getting some shuteye.

He’d worked a full shift that morning, gotten home, and then set off for the interdimensional train station with Sky in tow. They wouldn’t reach their destination for another two hours or so, and he was sure he’d be beyond exhausted by then, but that wasn’t what concerned him. Being nocturnal, his little lover would be wide awake by the time they got where they were going and settled in, which meant one thing - in spite of having had some fun on the train, there was a very real risk that he’d end up getting more teasing before he could get any sleep…

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