A Peculiar Briefcase

by HaGR

Rating: mature
Tags: Other, Sex, Slice of Life, My Little Pony: Friendship is Magic, Featherweight
Length: 4320

When Featherweight brings a private collection of photos to Shady Daze's room, things get interesting.

Ever since the Featherweight became the editor-in-chief of the Foal Free Press, Shady Daze has assumed the role of the photographer.
He's also become good friends with the pegasus, with the two colts discussing photography and press whenever they could, mostly with the pegasus visiting the blue earth pony after school. This time though, Featherweight has brought with himself a small briefcase with very specific contents inside.

Warning:
Contains badly written and (very) gay foalcon. If you're not into that kind of thing, reading it is generally not advised.

Published 2015-07-20 21:20:02 UTC
Last updated 2015-07-20 21:20:02 UTC

Chapter 1

Shady Daze groaned as he pulled another book from the single bookshelf in his room. It was late afternoon and he was nowhere near the end of his school assignment. Shady hated history assignments. He’s been working on it since he came back from school and was getting nowhere. He had even borrowed a few books from the town’s library! He looked around the room, trying to find some inspiration in it. Nope, just the way it always was. A desk with a chair and a bookshelf by a wall opposite the window, a bed close to the window and a dresser. It was a small room, but also a cozy one. And it contained literally nothing to be inspired by.

He flipped through the pages, trying to find some information he could actually use. The blue colt rolled the pencil in his mouth in confusion. History really wasn’t his strong suit. Things that happened long time ago, that is. Daze was more interested in what was happening out there right now.
He really just wanted to put all of this down and take care of the photos for the Foal Free Press. They were yet to be properly sorted or labeled. He took a bunch of really nice ones that would go well with their article about the state of the main carriage road into the town, and a few he didn't really like but had to take for the gossip column.

Oh, of course, since Featherweight was in charge the column wasn’t nearly as sinister as before. It was mostly about harmless trivias concerning the town and was in fact only called ‘the gossip column’ among the editors… but it still required having photos taken of ponies going peacefully with their lives, and that was something Shady didn’t really enjoy. He didn’t even know why, he wasn’t doing anything wrong... But he guessed that’s just the way he was.

He heard a knock. It wasn’t a knock on the door, though. There wasn’t anyone else home, so no one could knock on the room’s wooden door, anyway. No, it was definitely a knock on his window. Shady turned around on his chair after putting the dreadful history book down. By his window on the outside, there was a pegasus hovering. And not just any pegasus. A familiar one. The earth pony colt smiled as he trotted to the window. He had no idea what Featherweight could want from him - they have discussed the latest batch of photos just two days before, but anything would be better than another hour of history research.

The colt opened the window, letting the pegasus in. Featherweight, as usual, didn’t wait for an invitation or a permission to come inside. He just flew in and landed near the bed, almost crashing in the process. Only now did Daze notice that the pegasus carried something with him. A small briefcase on leather straps was slung over Featherweight’s shoulder, probably offsetting his balance and being the reason the yellowish gray pony nearly fell head-first on the floor while trying to land.

“Hey Daze” he spoke with a smile as he reached with both his hoof and his mouth to remove the briefcase’s harness from his neck.
“Hey dude” the blue pony replied as he closed the window. “What do you have in there?” Shady asked, pointing a hoof at the mysterious briefcase, his voice curious. In fact, there could as well be nothing inside, it would still be infinitely better than getting back to that damn assignment.

“Oh, nothing, just some new photos I wanted to show you” Featherweight said with a mischievous smirk. Daze sighed with relief, completely missing the pegasus’ expression. Feather might have been the editor-in-chief, but he and Shady still shared a passion for photography. They could talk cameras and sceneries and photos for hours, and the fact it was time for another such conversation was the first good thing the earth pony heard that day.

“What kind of photos?” Shady asked with genuine interest. What would it be now? The city dam? The schoolhouse? Maybe a quick snapshot of one of the Elements of Harmony’ adventures?
He hopped onto his bed, the pegasus swiftly following. It was obviously way more comfortable that way than just lying on the floor. Featherweight sat down on his haunches, while Daze laid on his belly, facing the winged colt.

“Oh, just my private collection. Never showed it to anypony, but I’m sure you’re gonna like it” the brown-maned pony said, opening the briefcase in such a way only he was able to see the contents. The pegasus’ voice was a bit hesitant, but it hadn’t stopped him from continuing. Featherweight positioned himself in such a way that only the top half of his body was visible to the blue colt, the rest of it being obstructed by the backside of the open briefcase. Shady was about to protest, but the pegasus was quick to pull out one of the photos and place it just before the earth pony.

In the picture, there was a mare. One of the mares working at the florist’s, to be precise. The picture was taken from behind her as she worked on one of the bouquets destined for sale. But that wasn’t the focus of the picture. No, the focus was on her rump, and the colorful tail hanging just so slightly to the side that the photographer was able to catch a glimpse of her… mare parts.

Shady Daze looked at the picture, and then at its author, abashed.
“Feather, that’s…” he blushed deep red. Taking photos such as this one wasn’t ok… but he couldn’t deny that taking his eyes off of it was hard to achieve.
“Yeah, it’s cool, isn’t it? I keep those for… personal use. Here, have another one” the pegasus spoke as he pulled out another picture and handed it to the colt.

This one was no different than the previous. It was shot through the window. Shady recognized the inside of the town spa building. One of the twins was facing away from the camera, bending in such a way her tailhole was clearly visible. He felt dirty looking at it, but also fascinated.
The clean little puckered hole… Shady found himself visualising what would it be like to see it in person, to touch it…
The earth pony felt a familiar tingle down his spine. No, he couldn’t get hard just from looking at some photos, not in front of his friend! That would be embarrassing! Unfortunately for the colt, it was not his decision to make as he was handed another picture by the smirking pegasus.

He felt another treacherous tingle as he inspected the third photo. This was a pony he knew, even if only barely. An orange pegasus filly riding a scooter. Her tail waving wildly in the air, her private parts easily visible for a skilled photographer positioned behind her. Her athletic, healthy body, those slim, smooth flanks surrounding the wonderful treasure between them. The blue colt couldn’t control his arousal as he started feeling hot down there.

A part of the blue colt’s mind wondered - why was he so influenced by those photos? It wasn’t like he didn’t have a PlayColt or two stashed somewhere for occasional ‘stress relief’. Usually it took a lot more than a few pictures to make his imagination wander and his body that bothered… For Celestia’s sake, it wasn’t anything he couldn’t see with his own eyes on the streets if he was observant enough! And yet there was something in those static images of private parts of ponies he knew… and in browsing through them next to his best friend.

“F-feather, why did you take these? If anypony found out…” he stammered, incapable to take his eyes off the picture of Scootaloo.
“Oh relax, they’re just for personal use. It’s not like I’m about to put them in the paper or something” his friend dismissed the earth pony’s worries as he pulled out yet another photo from his private stash. “Here, this one is a bit... different” he seemed to have hesitated for a brief moment there, but he placed the next picture in front of Daze, who was finally able to take his eyes off Scootaloo’s pussy.

It was ‘different’, that was undeniable. Different in that one small detail that there wasn’t a mare to be found in the picture. Only a pegasus stallion shamelessly lying on his back on a cloud, his legs wide open. Shady recognized Rumble’s older brother, Thunderlane. The dark grey pegasus stallion was obviously asleep, probably napping on the job just like countless other weatherponies. The head of his stallionhood was poking out ever so slightly, which led the blue colt to the conclusion that the older pegasus must’ve been enjoying a nice dream when the picture was taken. Just next to the open sheath was his deep black ballsack, hanging freely.

If asked, Daze would obviously deny being gay whatsoever. Not that there was anything wrong with it, even foals knew that in Equestria. It’s just that he never liked colts the way he liked fillies, he considered himself absolutely straight. But there was something in this photo that made staring at Thunderlane’s heavy, black balls and cock on the verge of emerging in all of its glory… interesting, in a way. Something that made it difficult to turn his eyes away and that made his body tingle in a familiar way.

Over the course of the next minutes, Featherweight pulled out a few more photos from the briefcase, depicting both mares, fillies and stallions. The blue earth pony felt ashamed and a bit terrified that his best friend was turning out to be some kind of a pervert, taking such photos from hiding. And yet, as his colthood grew, the sensitive flesh being sandwiched between his belly and the soft bed, he found himself wanting to see more. Before he realized, he squirmed a bit, his body trying to find a comfortable position and simultaneously rubbing the head of his small dick on the sheets. A shot of pleasure went from between his hind legs through all of the colt’s body as he went rigid. He just hoped Feather hadn’t noticed that…

“So… um… why exactly did you take these?” he asked the pegasus hesitantly, even though he knew the answer. He just wanted to take his mind off the growing organ beneath him. And this little fact that he now couldn’t get up if he didn’t want to embarrass himself in front of Featherweight.
“Well, you know… it’s all there, so why not? There isn’t anything in here that you wouldn’t see walking down the street if you're attentive enough.” the pegasus smiled “And they’re so much better for… personal use than a random mag or two” he giggled awkwardly.

There was no point in denying it for the sake of dignity, he was right. The blue earth pony’s usual reaction to a porn mag couldn’t even compare to what he was experiencing now. Again, his eyes were drawn to the photo of a certain orange pegasus as he couldn’t keep himself from wondering what would it be like to be inside that snug, cute hole… He felt his body tremble, his dick begging for attention. If only he was alone, he would’ve taken care of it long ago. Daze never liked prolonging his state of arousal. He didn’t have enough patience in him for that. He got hard, he rubbed it off, that was it. No waiting, no delaying. But now it has been forced on the poor colt, and he was compelled to fight with his own longing for release, for that basic pleasure.

Having his colthood sandwiched below him and being stimulated with his every move wasn’t helping either. He had to stifle a groan as another electric impulse of pleasure and need went through his nervous system.
“Here’s one of my favourites” he heard Featherweight’s voice. Oh come on! He pleaded wordlessly for it to not to arouse him more.
“Perfect timing… also, you earth ponies never look up” he continued, handing him another one of those pictures.

As a photographer, he marveled at the timing. As a horny young colt, he marveled at… something else. It was another photo shot through an open window, presumably from a rooftop across the street. The main point of focus on the image was a light amber-coloured stallion, his cutie mark being three blue horseshoes, sitting on a bed. There was a colorful magazine opened before him as the pony held his cock in both his front hooves. The photo was taken just as he passed the point of no return, his wonderful orgasm starting, face locked in an expression of pure bliss. He stared at the stallion’s dark brown flared dick, which was just about to start shooting a certain white liquid at the time the photo was taken . It was just so big...

Shady felt his colthood throb at the sight. He was pretty sure taking photos such as this one was illegal… but that was only a thought passing through a part of his mind. His hindquarters squirmed around, the blue pony unable to stop them. He drawn in more air than usual, struck by a spike of pleasure. Daze barely stopped himself from whimpering.

That couldn’t escape Featherweights attention. And it didn’t.
“Oh, it seems somepony is excited” he commented teasingly. Daze’s cheeks turned an even deeper shade of red in response.
“Well… don’t pretend that you aren’t!” he said the first thing that came to his mind. Anyway, he was pretty sure he wasn’t alone in his state. How could you not be aroused by a collection like that? Only now the earth pony noticed how astutely the opened briefcase obstructed the lower half of Feather’s body. He wondered if he did that on purpose… Of course he did. Clever bastard.

The pegasus only smiled in response, to the blue pony’s surprise.
“Yeah, I am” he admitted, sounding pretty casually. That was unusual. Any colt would normally deny when asked such a question. But despite his friend’s casual voice, Shady could detect a trace of nervousness in the winged colt’s behaviour.
“So… wanna do something about it? No point in hiding it now” at the first moment, Daze was shocked by that proposition… but Feather actually had a point.

Maybe his thoughts were clouded by agonizing need. Maybe it was all gay as hell. He didn’t care. He trusted his friend, and if they were both horny and in demand of release, why shouldn’t they take care of it? Why wouldn’t they?

“Um… yeah, I think” he said, still not sure about the whole thing. The throbbing appendage below him was quickly changing his mind, though. He glanced at the pictures before him, groaning as he shifted his rear end, not even trying to stop or hide his body’s longing for stimulation anymore. Shady awaited his friend’s response, but no word came out of the pegasus’ mouth. Instead, Feather simply moved the briefcase out of the way with a hoof.
As Daze was finally able to see the lower half of his friend’s body, the blue pony’s sight instantly shifted to the brown maned colt’s privates. Shady would later try to convince himself that it was pure curiosity that had driven his mind at that moment, even though he knew that wasn’t true.

Right there, in the slim colt’s crotch, a brown shaft stared at him, drops of precum accumulating on the tip. Just beneath it, Featherweight’s small ballsack rested. He had seen it before, obviously. The two were close friends, and with ponies strolling around naked most of the time, some things were impossible to hide. But it was never in a sexual context, and he’s never seen Feather erect.

But now, from the way the pegasus’ colthood throbbed, it was clear that he was no less aroused than Shady himself. The difference was, Feather wasn’t allowing himself to moan and groan like a filly in heat. The pegasus reached down with a hoof, pumping up and down a few times. He gasped a little, clearly experiencing more pleasure from his own hoof than expected. He definitely needed that just as badly as Shady did.
To the blue colt’s surprise, Featherweight actually blushed.The way his friend acted today, he didn’t expect any sign of embarrassment from him.

“So you’re gonna just stare or what?” the pegasus asked, seemingly amused by how his best friend acted. Said best friend gulped in response as he felt his colthood twitch. Slowly and hesitantly, he got up, now sitting on his haunches just like the pony in front of him. He was painfully aware of the fact that he was now blatantly presenting his most private areas to another colt, best friend for that. Something about that felt wrong… and terrifyingly right at the same time. His small, black dick was so hard it was touching his belly. He looked down in embarrassment for a second.

Looking down caused his sight to shift to the picture of Scootaloo, the orange filly’s behind captured for eternity in that small photo. His colthood twitched, longing for stimulation. His forehooves now free to reach it, Shady didn’t waste a second as he reached down to his shaft and grabbed it, slowly moving his hoof up and down on the sensitive flesh. Pleasure rushed through his body, causing him to moan loudly.

He also heard moans that weren’t his own. The earth pony looked up, and what he saw astonished him. Featherweight was lying on his back, rear end facing Shady. Both his front hooves were on his member, pumping up and now, the pegasus’ wings spread wide behind his back.
To Daze’s surprise, Feather’s eyes were on him, and he didn’t stop when he noticed the earth pony staring at him. He just slowed down a bit.

The blue colt gazed at his friend’s privates. At the long yet slim shaft being caressed by its’ owner’s hooves, at the small ballsack bouncing up and down along with movement of his forelegs… and at the small tailhole below all that, barely visible behind the pegasus’ swishing tail. Shady gulped a little, finding himself unable to look away. The view was almost mesmerizing.

The earth pony felt his hoof continue to pump up and down his throbbing shaft, only now he wasn’t staring at a photo. His eyes were now glued to his friend. What would it be like to touch him, taste him in certain places... Daze could feel the blissful heat radiating from his crotch as he developed a rhythm, his eyes half-closed in pleasure.

“Shady” he heard the pegasus’ voice and his eyes shot wide open. Was he really clopping to the sight of his friend’s erect dick? Fantasizing about him? The almost painful throbbing of his colthood was the only response he ever got.
“Y-yeah?” he somehow managed to stammer, not taking his hoof off his shaft.
“What do you say we’ll see who’s bigger?” the blue colt turned his eyes to the pegasus’ face. Feather looked at him from behind his own throbbing cock. The winged pony was blushing deep red, but also smiling at Shady.

In all of honesty, Daze was a bit curious which one of them was bigger. That, and the thought of having a proper look at Feather’s colthood was… kind of appealing to the blue pony. Actually, it was very appealing. At this point, Shady decided to put any internal conflict off for later and just enjoy the moment. As soon as he put those thoughts behind him, another kind of problem has arisen.
“Um… I don’t really have anything to… you know, measure it” that was entirely true. He’s lost his last ruler weeks ago. The colt bit his lip, his hoof stopping pumping for a moment.
“I don’t think that’s a problem” Daze’s eyes perked. How could it not be? “We can just press them together and compare them” the fact that Feather suggested something as… lewd as that was surprising to Shady… though maybe it shouldn’t be. The slim, brown maned colt got up and sat on his haunches just like before, trying to ignore the way his dick throbbed with need. Shady caught himself staring at his friend’s cock. Again. A few seconds had passed before the earth pony realized Feather was waiting for him to say something.

“Y-yeah… sure, it’ll work. I think” He said as he laid down on his back, not unlike the pegasus lay moments before. “Go… go on” he said, hesitantly. Featherweight didn’t say a word. He just got up on all fours, his brown colthood throbbing below him and moved towards Shady, stepping over him. His best friend’s face was just inches above his own, while his tail tickled the earth pony’s balls, making his dick spurt precum and throb violently. He had to force himself not to reach down and pleasure himself as Feather lowered himself on top of him. A part of his mind told him that it was gay as hell, but the blue colt honestly didn’t care anymore.

After a moment he felt a surge of pleasure flowing through his nervous system as their dicks touched together. Daze gasped. He felt the heat radiating from his best friend’s shaft, the way it throbbed with arousal to the rhythm of his heartbeat, the way its’ flesh rubbed against his own. He couldn’t help but moan at the sensation. That obviously didn’t escape Feather’s attention. The pegasus pressed their colthoods together with more force, gritting his teeth at looking down at Shady’s face. The earth pony whimpered like a filly in heat, overwhelmed by pleasure.

“It seems somepony is enjoying this…” the pegasus said teasingly, his voice straining as he shifted his hindquarters, rubbing his own dick on Daze’s. The blue colt looked down and saw both their shafts pressed together, spewing precum and throbbing against each other. A part of his mind noted that while Feather was longer, he had way more girth.

And then he lost all coherent thought as Feather thrusted forward, rubbing himself on Shady. The brown maned colt groaned, while the blue pony below him was simply flooded by bliss. The pegasus lowered himself even more, successfully sandwiching both their dicks between their bodies, in a blissful cave of heat, sweat and arousal. He continued thrusting forward and backward, his ballsack slapping lightly against Daze’s own. Featherweight grunted, looking down to his friends face. The sight of Shady being so overwhelmed by pleasure he could only moan and groan fueled the pegasus’ need even more.

The pent-up arousal was taking a toll on both of the horny colts. The earth pony could feel his orgasm approaching rapidly as he surrendered himself to Featherweight’s doing, his whole body drowning in pleasure. He looked up, seeing his best friend’s face, the pegasus’ teeth gritted together as he thrusted again and again, faster and more forcefully, nearing his own peak.

Neither of the colts could hold it off for long. Daze could feel the tip of his cock expanding, a sign of imminent orgasm. His tongue rolled out of his mouth and eyes half-closed, the blue colt stopped trying to hold back. He stopped breathing as his flare pressed against his belly and rubbed on Feather’s cock. The pegasus went into overdrive, his own orgasm only seconds away as well.

Shady groaned, his balls twitching as he was hit by overwhelming force of primal pleasure, his body finally being relieved of the tension. A spurt of hot, white liquid shot out of his cock, trapped between the bodies of the two colts. It was swiftly followed by another one, and another, and another…
Featherweight felt the pony beneath him paint both their bellies white as he too passed the point of no return, his tip flaring and powerful wave of pleasure approaching rapidly. He continued to thrust as spurts of cum left his dick.

Both colts rode on their orgasms, their bodies quickly wearing down. Mere seconds have passed, though it felt like much more for all of the parties involved.
Feather opened his eyes, breathing heavily. He looked down at Shady, the blue pony only now regaining the ability to form coherent thoughts. Both ponies felt each other’s hot breathing on their muzzles, their eyes glued to one another, minds basking in a delightful afterglow.

“Did… did we really just do that?” Daze finally asked, and the pegasus only nodded, still not entirely able to speak.. The winged pony slowly, and a bit unwillingly, got up, revealing the sticky mess of their own doing. Cold air rushed through the soaked fur on their bellies.
It was going to take a lot of cleaning to get rid of that… but they both felt it was worth it. Shady looked at Featherweight’s limp dick swinging between the winged colt’s legs and then to his own, slowly going back to its’ sheath, surrounded by fur sticky with cum.
“I think we’re going to need a shower” he murmured as he got up. Daze looked at the lewd photos scattered around them.

“Yeah… A long one” the pegasus smiled sheepishly as he started to put the pictures back in the leather briefcase.
“Hey, Feather” Shady started, gulping a little “Bring that thing again sometime” he pointed to the briefcase and it’s contents. Featherweight only nodded, smiling at the earth pony and enjoying a feeling of satisfaction inside of him. It all worked out just like he planned.

Author's Note

Thank you for reading, all critique is apprieciated.

Well, that was my attempt at getting back to writing anything remotely decent.
Hope you liked it.