Button Takes Manehattan

by Holtinater

Rating: mature
Tags: My Little Pony: Friendship is Magic, Button Mash, Porn, Sex, Rumble
Length: 10342

Button Mash takes a trip to Manehattan to have some fun. It goes very well.

Button Mash takes a trip to Manehattan to have some fun. It goes very well.

This story includes stallion/stallion, public use, gangbang, size difference, and one very lucky guy being fucked silly all day

Huge thanks go out to Applezombi, Syke Jr, Snow Quill, and the always amazing AuroraDawn for editing. They are fantastic people and you should check out their work.

And also an extra large thanks goes to Snow Quill, who made the cover art!

Then also thanks to Snow Quill (again!), RubyDubious, SunlightRays, and Nailah for allowing me to use their OCs for this.

If you liked this, consider checking out some of my other stories! Or maybe you've got some stories of your own that need editing? Because I do that, too!

Published 2021-03-29 22:30:00 UTC
Last updated 2021-04-04 22:45:20 UTC

Chapter 1

“What… is it?”

Rumble considered the thing in front of them a moment longer. “No idea. Middle school art project?”

Button tilted his head, took a step to the left, and crouched. “But… what’s it mean? There’s soft parts over here and pointy bits over there. Is it supposed to look like a pony?”

Rumble shook his head slowly. “Nah, I think it’s one of those avant-garde things. Up to interpretation, or something.”

Button circled around it once more, then sat down. “I don’t get it.”

Rumble sighed and facehoofed. “It’s not supposed to be ‘got’, dumb-dumb. It’s art.”

“Hey, don’t call me dumb-dumb. If I was still five, I would’ve cried and made a big scene, right in the middle of this huge market.”

The pegasus looked around, confirming what he already knew. “It is a big market. Not exactly Ponyville’s dinky little street. I could definitely see myself getting lost in all this—” he caught himself mid-ramble. “Anyways, you’re not five anymore. So get up like the big grown stallion you are so we can see some actual sights around Manehattan. I’ve only got a week off from Wonderbolt training, and I’d rather not spend it on looking at…” he cast a glance once again to the object, “modern art.”

Button took one last look at it, leaning in close in an effort to make sense of it—

“Oh, please don’t touch that!”

Button recoiled, jumping up and away, looking for whoever just spoke.

A mare was walking up to them from a stall just a few meters away. “Sorry sirs, but this mount is currently broken. We’re trying to get a new one ordered right now, but due to a few complications, we may be unable to find a replacement for at least a week, maybe more. We’re looking for alternatives, but so far our search has come up empty.”

“A mount?” Button asked, inspecting it once again. He supposed it did kind of look like a mount, if one were to squint hard, take a step back, and tilt one’s head just so… “Why does it look so weird?”

The mare sighed and placed a hoof over her eyes in exasperation. “A rather large stallion with a bit too much energy to spare came in. By the time he was done it was completely wrecked.”

“I had heard that this city had a bunch of them,” Rumble started. “Part of the reason I wanted to go here instead of Fillydelphia, to be honest. Great stress relievers. Shame they haven’t come to Ponyville just yet.” He preened his feathers as he spoke, either so bothered by out-of-place feathers that it couldn’t wait or so bored by the conversation that he didn’t have anything else to do. Button couldn’t be quite sure.

“You’ve used a mount before?”

Rumble shrugged. “A few times, yeah. They have one set up in Cloudsdale. Didn’t have much time to use it though. Wonderbolt training is brutal.” He chuckled. “Kinda ironic, though. I was too stressed out to use the stress-relief. Wonder if I should talk to—”

Button had tuned him out. They were the greatest of friends, but Rumble had developed a bad habit of rambling on about not much at all for far too long a time.

Button turned to the mare. “What do you mean ‘looking for alternatives’?”

She blanched for a moment, but quickly caught herself. “Oh, we’re mostly just bouncing ideas around. Most of them are either not going to work once implemented or are too unlikely to get implemented in the first place. I mean, one of our ideas was to just put a pony out there instead! Of course, we quickly dropped that, because we figured nopony would actually volunteer for that sort of thing, as we don’t exactly have the bits to properly compensate them for their work. Kind of defeats the purpose of getting a replacement when you end up spending more bits on it than you’d make, don’t cha think?”

Rumble had stopped preening at this point. “Wait, really? You can just put a pony out there if they volunteered?”

The mare nodded. “Yep! There’d be a bit of paperwork involved, mostly just getting down contact info in case something inexplicably went wrong, but it’s perfectly legal, if that’s what you’re asking.”

“Whoa… so can I volunteer Button?” Rumble pointed to his aforementioned friend, who raised an eyebrow in response.

She smiled. “If you know someone who would actually want to volunteer, please do send them our way. But no, you can’t volunteer somepony else.”

“Then I volunteer myself.”

The two ponies turned to the brown stallion to their side, shocked.

Rumble was the first to speak. “Uh, Button… I was just joking, dude. You don’t actually have to do this if you don’t want to. We’ve got plenty of stuff to entertain ourselves with in the city.”

The mare went next. “Sir, are you sure about this?”

“Yeah, pretty sure. I think it’ll be fun,” Button reassured. “Even if I’m here all day, we’ve still got lots of time to do everything on that list of yours, Rumble. I mean, there’s only, like, four items on it.”

“Hey! I’ll have you know that there are actually six activities, and that those are very important and time consuming activities.”

Button facehoofed. “One of them is ‘Arcade’ and another is ‘Hang Out’. I think we’ll be fine.” He turned back to the mare, straightening his mane. “So… where do I sign up?”

Chapter 2

“Ah! A little looser please.”

A unicorn attendant adjusted the strap so that it fit snugly still, but wasn’t too tight. “How’s this?”

“Much better, thanks.”

They had situated Button stomach-down on a small box, which they had also assured him was sturdy enough to hold his weight throughout the day. There were little metal rings along the edges that straps had been fed through, tying him to it to prevent much movement. His butt was kind of hanging off the edge, but it wasn’t the most uncomfortable thing in the world. A soft blanket had been draped across the box, so it wasn’t hard wood but instead something warm and furry that he was laying on.

“You don’t have to do this, Butt. You can just ask them to untie you and we can be on our way.”

Button groaned. “Rumble, it’s fine. I literally asked for this. Plus, I have been made very aware of my options here. ‘I can start and stop at any time, decide who can and can’t use me’, blah, blah, blah. They’ve been rather obnoxious in their instructions.”

The same mare from before walked up, who had since introduced herself as Rosey Cheeks. “Partly so you don’t end up hurting yourself, partly so you don’t sue us because you hurt yourself. Mostly because I don’t, nor anyone else here for that matter, want to be the cause of any kind of rape. You’ve got all the control here.”

“Yeah, I know. Now can we get this show on the road? We’re burning daylight out here.”

Rumble smiled smugly, leaning down to meet Button’s eyes. “Well, someone’s eager. Didn’t know you wanted to get bucked so badly. Didn’t know you were gay either.”

Button frowned, but met his gaze. “I haven’t exactly hid it or anything. Now, do you wanna have first go here? Test out this getup they’ve got me in?” Button tested the straps out, pulling and pushing his legs to make sure everything really was secure, as well as to bring attention to what he was referring to.

Rumble blushed like an embarrassed colt, rubbing the back of his neck while averting eye contact. “U-uh, n-no thank you. Thanks for the offer, but I’d rather not. Don’t think I’d be able to get over the fact I’d be bucking my friend instead of a mount.”

Button nodded. “I get you. Your loss though. I bet my butt’s better than every mount in town.”

The stallion checking the straps looked up from his work. “Oh, uh, that’s unlikely.” He cinched one last strap, then stood up to more properly talk to the two friends. “I was working maintenance for a private mount in a penthouse suite during a party, making sure nopony was too rough with it or tried to fill it with booze or something, y’know? Well in the middle of the party they insisted I try it out, I caved, and oh boy that thing must have been enchanted! I tell you, it was hard to go back to regular sex after that.”

The stallion lost himself in the memory a moment, leaving the two of them confused and lost on what exactly to make of that little tale.

Button, being closer to the stallion, at a lower elevation, and already feeling rather exposed and vulnerable himself, was the first to notice the stallion slip out of his sheath.

Well, somepony had to be first, right?

“Would...” began Button, clearing his throat. “Would you like to go first?”

The stallion was sucked out of whatever stupor he was in, looking first at Button’s face, then at his rump, which was slowly swaying from side to side, swishing his tail lightly. He swallowed hard, and something else got harder. “You certainly know how to make yourself inviting, but I’m going to have to pass.”

Button frowned. That’s two rejections out of two now.

“I’d like to, trust me I would, but I got into enough trouble using a mount. I don’t wanna know what my boss’d do if she found out I’d used a pony under our employ.”

Button laid his head down. “Yeah, I get it. Just get me somepony. I don’t want to sit here all day doing nothing, after all.”

The stallion nodded, and started walking away. Button noticed with a small bit of amusement that his erection was definitely still there, awkwardly swinging from side to side as he walked.

Button knew that he had developed his own stiffy in the meantime, which was pressed flat against the back side of the box that was thankfully also covered by the soft blanket.

“Hey, Rumble?” he asked, pulling attention back to him. “Do you mind giving me a once-over? Just to make sure I look alright?”

He tilted his head. “But the guy just gave you a once-over. Said all the straps are secure and everything.”

Button had hoped he wouldn’t have to say it so directly, but he supposed it couldn’t be helped. “I mean… Make sure I look inviting. Buckable. I can’t exactly see back there, and I trust your opinion.”

Rumble blushed again, but shook it off much quicker this time. “Y-yeah, sure.” He circled the earth pony until he got around to his other end. “Ah! Dude, you couldn’t have warned me that your dick was out?”

Button groaned. He would have facehoofed if not for that being impossible. “I’m literally strapped up to get bucked. That stallion walked out of here with a fifth leg. Sorry if I’m a little excited. Now how does it look?” He tried to turn his head to see behind him, but he was never the most flexible of colts in gym class, and his restricted movement didn’t help.

He could hear his friend sigh, then say, “Yeah, everything looks alright back here.”

Button smiled, and seized his opportunity for teasing. He put on his sappiest voice, then asked, “Just alright?”

Rumble sighed again. “Fine. You look great back here.”

“Great? So would you say I’m buckable?”

“Yes, sure. Whatever. You’re buckable.”

“So you’d buck me?!”

“Ugh, you’re so weird sometimes.” Rumble walked back around to his front. “If that ass were on a mare, then sure.”

“One of these days you’ll listen to me, realize that us having sex wouldn’t have to change anything.”

Rumble messed up Button’s hair. “Maybe, maybe not. I like you too much to risk it. At least right now.”

Button perked up. “But… maybe later?”

“Don’t push it, Button.” He looked up from Button’s eyes, something catching his. “Looks like you might have your first customer.”

Button tried to get a look at who was coming, but couldn’t get any good details. He instead focused back on his friend. “Last chance on first dibs…”

Rumble smiled, then unfolded his wings. “Have fun, Button. I’ll be doing a bit of light shopping for this week, but then I’m going to our hotel room. If you need me, call there, alright?”

Button nodded, then watched as Rumble’s deceptively large, powerful wings launched him into the sky.

Chapter 3

He felt something touch his cutie mark. He gasped and quickly turned his head around to try and see the contact being made. Whatever it was had started making slow circles on and around his cutie mark (three different game controllers stacked on top of each other). Try as he might, he was unsuccessful in seeing who it was.

“S-stop!” he called out, a bit more loudly than he had intended. He shrank down what little he could while laying down. He looked to the unicorn mare to his right who was currently serving as his attendant. “S-sorry. Could uh… Could I get a mirror, please? I want to see who it is back there.”

The mare nodded, then lit up her horn, pointing it in front of Button. In less than a second, a full-body mirror had appeared, allowing him to see who was behind him.

A tall, strong-looking green stallion was behind him, hoof raised just above his cutie mark. Button nodded at him to go ahead, and the gentle rubbing continued, making those same small circles as before. For some light petting, it felt surprisingly good.

Button hummed happily to himself. “That feels great...” He closed his eyes, enjoying the peaceful moment.

That was, until he felt something wet and very cold on his rump.

“Ai!” he yipped, eyelids flying open again to try and get a view of what was going on back there.

“Hey now, calm down. Just putting some lube on. Don’t want me to go in dry now, do you?”

Button blinked. Right. The sex. He had almost forgotten.

“O-oh. Uh, yeah, sure. Go right ahead.” He laid back down and tried to relax again, but the massaging now being entirely focused on his backdoor kept up a bit of tension in him that refused to let go.

The hooves left him, leaving the wind open to cool his sensitive—and now wet—bits, eliciting a shiver response. He wondered when the hooves would return to him, but he got his answer soon enough when something else pressed against his ring. It wasn’t as large around as a hoof, not even close, but was way warmer. Button had a few guesses as to what it could be, but then he felt the stallion press his stomach against Button’s back. No doubt about it now. Button was about to get bucked.

The stallion spoke up, voice now much closer and clearer. “Are you ready… uh… I never got your name.”

“B-Button. Button Mash. It’s n-nice to meet you…?”

A single laugh. “Silver, and likewise.”

Button felt a slow but definite pressure building up as Silver pushed against the semi-virgin hole (Button had toys, but had never had a proper coltfriend). A spike of fear ran up his spine. What if his first time turned out to be terrible? What if he regretted it not being with somepony he knew? What if—

He took a deep breath. Everything was going to be fine and he was going to have a blast. And if he didn’t he could always just call it quits early. He released the breath, more relaxed than before.

Thanks to the massage, but mostly the lube, the penetration wasn’t all that painful. Button was mostly shocked, suddenly taking in a sharp breath as it popped in, holding it as Silver held his place.

“You good, Button?”

He nodded vigorously, then released the breath in a sigh. “Y-y-yeah, whoo. I’m good. I’m good. Still getting used to things being up there. I haven’t had a real stallion yet. It’s uh, weird feeling your pulse in my butt. Either I’m way more sensitive back there than I thought, or you’re really hard right now.” Button tried to turn around to look at Silver, but the only part he could see was his muzzle, which was plastered with a big grin.

“I am very pent up. It’s been a while since I’ve gotten any actual action besides those fake mounts. As good as they are, they can never really match a real mare.” Silver realized his mistake as soon as the words left his mouth, sitting up straight suddenly and correcting himself. “Stallion! A real stallion!”

Button had thought to forgive Silver for the mix up in wording. It happens to everypony, after all. But his brain stopped formulating thoughts when it registered that Silver sitting up straighter had incidentally pushed another few inches of his stallionhood into Button’s ass.

“Ooooh, Buh… Buck. S-s-sweet C-Celestia,” Button moaned. He shifted around slightly, trying to get used to the pole that had quickly made its way almost fully inside him. “W-wasn’t expecting that.”

“Sorry about that, bud. And sorry for calling you a mare. You don’t look like one. You’re a… very… handsome stallion?”

Button frowned. “You don’t sound very sure about that.”

Silver buried his face in Button’s shoulder and groaned. “Ugh. I’m the worst at this. Listen, I’m not gay, so this is still a little awkward for me. I’ve never called another stallion handsome before. And I definitely haven’t been balls-deep in one either.”

Button took all that in and paused for a moment. Silver was pretty far in, but Button could swear there was at least some more room back there. “You aren’t balls-deep right now, are you?”

Button heard a small huff of air come from Silver. “Not yet.” Then Silver bucked all the way forward until their hips hit each other with a loud Slap!

Button opened his mouth in a silent scream. Whether it was in pain or pleasure, he didn’t know. All he knew was that it had overloaded his senses, and he needed a minute. Or two.

“B… Bucker,” he finally got out. His body had decided that an appropriate response to getting rammed was laughter, so Button found himself alternating between moans and chuckles as he once again tried his best to adjust.

“You like that, huh? Old family recipe, that one. We like to call it “Being an Asshole”.” Despite Silver’s claims, and however much Button agreed, the nice massage he started to receive on his withers and the fact that, besides the rushed penetration, Silver still hadn’t moved at all led him to think otherwise.

Button decided to answer by grinding himself against the stallion, pushing it as deep as it would go and forcing it to scrape his insides. “Oh buck. Your cock is huge. Heh,” Button couldn’t help but laugh. “I bet you get that from mares a lot, huh?”

Silver was quiet for a moment. “I’d really rather not think of mares right now. I know I said I’m not gay, but I’d rather not think about her right now.”

Button was not in the mood for a therapy session. In any other situation, he’d be all for helping this poor guy with his woes. But, at this particular moment, Button only wanted one thing.

“How about this: I won’t mention mares and you have to buck the shit outta me. Deal?” He accentuated his point with another small grind.

“Ha! Alright Button. You’ve got yourself a deal.”

Silver slowly pulled out all the way, giving Button enough time to really savor the feeling of being emptied of the cock he had grown suddenly quite fond of, and then he slammed it in again, making Button shout in both pain and ecstasy, though with every thrust came more of the latter as his prostate started getting hit with both the tip and the medial ring.

The thrusts started slow and strong, pulling all the way out and then all the way back in, but as time went on it all grew faster and faster. Silver pulled out less and less each time, and if the extra pressure in his gut was anything to go by, Button could guess that Silver was probably flared already.

He was so distracted by all this that he didn't notice the pony directly in front of him until they spoke up.

"Button? Is that you?"

Button opened eyes he didn’t realize were shut and looked up to see Star Bolt, a lime pegasus with a bubblegum-colored mane who he remembered from grade school. "H-h-hey, B-Bolt!" he finally got out between gasps. The stallion behind him hilted and held there, and Button could vaguely feel the cock inside him twitching.

"Wow. I gotta say, I never expected you to be in this sort of position. I didn't even know you were gay."

"W-what gave it away?" Button asked slyly.

Bolt looked between Button and the stallion taking a short rest on his back, who was gently nuzzling the nape of his neck. "Just a guess. So I'm gonna be honest, I don't really know where to start here. Should I just mount up like I'd normally do, or should I wait for sleepy over here to be done, or what?"

Button looked behind him and was met with a good look at the stallion’s face. From this close up Button could see every little detail. The lines on his face were hard, the sign of a slightly older, more experienced stallion, though it was contrasted by the dumb smile on his face that made it obvious he was still lost in the bliss of the moment.

He turned back to Bolt. "I could use a bit of a break back there. Feel free to mount up on this end if you want. I can take it. Probably." Button blushed, avoiding eye contact.

Bolt gently placed his hoof on the bottom of Button’s chin, guided it back to him, and then placed a kiss square on his lips. They stayed there for a second, then separated with a desperate gasp for breath, needed more to calm their nerves than for the oxygen.

"Sorry, it just kinda felt right. You alright with this?"

Button shook his head in an attempt to clear his thoughts. "Yeah, no, it's fine. Go ahead. Just, uh, start slow, alright?"

Bolt smiled as he placed his hooves on Button’s shoulders, lifting himself up. "Go slow, got it. Thanks Button."

Star Bolt’s dick was now in plain view, positioned directly in front of his face where he could see it. Funnily enough, it looked like a mini-Star Bolt, as it was mostly green but turned to a mottled pink near the head. Suppressing the urge to laugh (nopony wants someone’s first response to their junk to be laughter), Button reached out with his neck and gave the tip one tentative lick.

It wasn’t anything special, like Button had always imagined his first blowjob would be. It just tasted like skin. It didn’t fill him with tons of hormones and make him extremely horny, nor did he retract in disgust. Not even Bolt had much of a reaction, if any at all. For a moment, Button wondered if he was just doing it wrong.

He pushed any negative thought away as he reached out again, running his tongue up from the medial ring to the tip. Once again, it didn’t do much for him, and it elicited very little reaction from Bolt. A shift in weight from the hooves on Button’s shoulders, but that was about it.

Suddenly, Button had a very different reason for wanting to suck Bolt’s cock. It wasn’t for any sort of lust, but rather to earn a reaction from him. He wasn’t expecting Bolt to be at his hooves begging for another blowjob, but he wanted more than nothing.

So for the last time, he reached out and took the whole head into his mouth, instantly filling so much more space than he thought it would.

From the brief lessons he had learned from marefriends when he had asked them how they had done it, they had said that sucking a dick had less to do with actual suction than one would think. And there was one particular trick to protect against teeth, with the tongue covering the bottom row while the upper lip covering the top.

He followed the instructions in his head, covering his teeth and making sure not to suck. Then he started working his tongue around the shaft, and every once in a while bringing it in to massage the very tip of it. Finally, when playing with the tiny hole at the front, he earned a gasp from Bolt.

“B-buck, that’s awesome.”

Button glowed with pride, almost dismounting himself to thank him for the compliment, but then thinking better of it. He was doing well. Why stop when on a roll?

He pressed himself further and further onto the cock, pushing it deeper into his mouth. Something solid met his lips, and he backed up slightly, trying to get a good look at it. The medial ring. He was only halfway. He leaned into it, pressing his lips against it like some sort of strange kiss (although, he guessed that this whole thing was a rather strange kiss), and took note of just how full his mouth was at the halfway mark. It was hard to tell exactly, but it was definitely near the back of his throat now, making him gag every now and then when he bobbed down just a bit too far, too fast.

Button decided to go for it. If he didn’t he knew he’d regret it. When mares were able to deepthroat him, it always felt amazing. He wanted to give that same feeling to Bolt.

Button opened his jaw as far as it would go and attempted to get past the large bump that was the medial ring. Bolt gasped, undoubtedly feeling the pressure of Button’s untrained maw trying to swallow something so wide. Bolt held still against the onslaught, making sure it was Button who was going forward, and that he wasn’t forcing anything on him.

But Button couldn’t do it. He pulled back until just the tip remained in his mouth, panting around the cock, refusing to let go of all of it but still needing a break. A moment later, he tried again, spearing himself on the length and desperately pushing against that barrier, trying every way he could think of to fit it in his mouth.

Bolt was surprised at his old classmate’s vigor. He held on to Button’s shoulders tighter, fighting against every instinct in his body to force the rest of it in. He didn’t want to hurt Button, nor hurt his relationship with him, but with his tip at the back of his throat and his ring being assaulted by lips and tongue, it increasingly got more difficult to hold back.

Button pulled back excruciatingly slowly, and Bolt thought that he had finally given up, resorting to giving him a blowjob on the lower half like most of his other coltfriends had done. He breathed out a sigh of relief, glad that this would be going on for several more minutes, finally able to relax his limbs and enjoy it again.

But then, without warning, Button shoved his head down again, and Bolt met him with a strong buck.

All at once, the ring made it past Button’s teeth, and Bolt’s now-flaring head had made its way into Button’s throat.

Button could dully feel a bit of pain in his teeth, and in general his entire jaw was tired of being held open all the time, but more pressing of an issue was the cock lodged in his esophagus. He gagged harshly, trying rather unsuccessfully to swallow the head and get rid of it.

Relax, he told himself. Just focus on sucking dick. Try to ignore the fact that you can’t breathe anymore. He was thankful he took a deep breath before diving in. There were enough attendants around that Button felt safe even in this predicament, but he didn’t want this fun to end so quickly.

He didn’t have much room to maneuver backwards, so he was forced to go even deeper. Before long, he had impaled himself entirely on Bolt’s cock.

Bolt let out a long, quiet moan, and started petting Button’s mane. “N-nopony’s ever taken all of me b-before…” It was obvious that he was savoring the moment, especially when his hooves stopped petting and instead held his head in place while he ground his crotch against Button’s muzzle, making sure he got every last bit of himself inside Button as possible.

Silver Wing took this as the perfect opportunity to pull his length free of Button, which made him make a noise somewhere between a yelp and a moan around the cock at the unexpected stimulus from his behind. The weight of the stallion was removed from his back, and Silver stepped away, leaving Button once again open to the elements, and for anypony else to see the evidence of what had taken place there.

“Not my best work,” Silver said, running a hoof over Button’s cutie mark once again. “You were great, though. A tight ass that I had the pleasure of stretching out.”

He walked up so that he was next to Button, watching his face closely as he struggled to focus on both Silver’s words and Bolt’s cock. By now, Bolt was slowly rocking his hips back and forth, wanting to elongate this as much as he could before he came, but also making sure to finish before Button ran out of air.

“You’re pretty cute, Button. I hope to see you around here again.” Silver set a hoof on Button’s mid-back, then turned and left. Button wanted to say goodbye or wish him well but, as he was unable to do so in his current state, returned his focus wholly on trying to give a better blowjob while also trying to ignore the slowly building burning in his lungs.

And with that extra focus, as well as the immense length that had somehow fit inside Button, Bolt was ready to blow his load in no time.

He gave a brief warning to him, “H-hey, Button. I’m gonna cum, ok?” Bolt’s back right leg was shaking slightly, and Button could feel the thrusts becoming both stronger and more erratic. There was nothing he could do with the warning, only prepare himself for the inevitable.

Instead of just waiting, Button went all out, flicking his tongue around the pulsating rod, pushing and pulling on his own, even humming, easily sending Bolt over the edge.

“B-B-Button!” he screamed as he hilted in his muzzle, pressing Button’s nose deep into his fluff and slapping his balls against his chin while Bolt’s dick reached even further down his abused neck. Button felt the tightening of Bolt’s balls first, felt the slight expansion of his dick as the cum shot through it, before finally feeling it pass through and flood into his stomach, hardly even needing to swallow it at all.

Button continued to massage the shaft with his tongue, almost trying to guide the cum along its journey into him, feeling it pulse and twitch.

Pleasure had been building inside Button, and feeling Star’s semen flood into him was just that little bit too much. His vision went blurry and his body became numb as he came for the first time that day, his balls churning and pulling into himself, shooting cum through his throbbing cock, each spurt coating the back of the box in his liquid lust.

Bolt’s orgasm eventually ended, but he stayed hilted while he slowly softened, which somehow felt weirder than anything else Button had experienced that day. He tapped Bolt on his cutie mark, to which he responded with a quick apology and quickly (perhaps too quickly) pulled himself all the way out of Button with a loud and wet Pop!

“Ghah! Bwuh… Huh…” Button was exhausted. He couldn’t quite figure out how to form words just yet, still too used to accommodating for the large cock. He worked his jaw around a few times, but nothing seemed to be helping just yet. He was gonna give it a minute or two. Or three. Or more.

“Oh gosh, I’m so sorry Button! I really should have told you to just stick with the top half earlier. Would have saved us a lot of trouble, and you a bit of pain. I mean, I couldn’t even pull out because of your teeth! I was afraid I’d rip ‘em out with my ring or something. I had thought that I would have knocked a few teeth out going in, but…” Bolt leaned down to Button and moved each of his wings’ primaries into the corners of his mouth, pulling them down and around to check for damage. “It doesn’t seem like we did anything too bad in there, which is good. If you’re gonna keep this sort of stuff up today, you should probably be careful with that sort of thing. Ok, Button?”

“Juh.”

Bolt took that as a yes. Then, while he was still on Button’s level, he kissed him once again. It was far more sloppy than the first one, as both were tired from that ordeal, but it was somehow far more passionate. Bolt noticed something peculiar, and then pulled back.

“Did you not get any cum in your mouth?”

“Nuh… Don’t… think…”

Bolt ruffled his hair. “Don’t tire yourself out, dude. Rest a bit. You’ve earned it, especially after swallowing everything. I mean... just wow. I cum a lot, you know.”

He got a look from Button that, despite everything, clearly said “No shit.”

Bolt rubbed the back of his neck as he got up. “So, uh, I guess you’ve got ponies to do, and I’ve got places to be, so I guess I’ll see you around, eh?” He waited to see if Button would respond.

“See… yuh.”

And with that final goodbye, Star Bolt took off into the sky, flying out of the Manehattan Marketplace, and leaving Button to busy himself with the rest of the city.

Chapter 4

Button had lost track of time. Judging by how bright it still was, he wouldn’t have said it was anywhere after 5pm, but other than that he had no reference point.

He had heard of the phrase “bucked their brains out” plenty of times before, but he had thought it just a figure of speech. An exaggeration.

But judging by his general lack of brainpower at this point, he thought the term rather fitting. It was like being drunk, or high.

Some part of him was scared of losing himself entirely, in a sort of blackout-drunk sort of way where he was still active, but not actually consciously doing anything.

The other part of him felt the thick warmth of another member sliding near-effortlessly into his ass. He moaned, but it was quieter than it had been whenever he started. More to himself, less dramatic.

It was impossible to ignore something ramming repeatedly against his prostate, but he’d be lying if he said he wasn’t at least a little used to it by now. Really, he was just happy that there were unicorns keeping him clean between uses.

His eyes focused on a stallion in front of him. Mostly yellow, but with an orange-ish mane, reminding him of the sun. If it were still midday, he might’ve needed sunglasses to look directly at this pony.

The stallion was looking just above Button, and his mouth was moving, which clued Button into the fact that he was actually talking. After so much chatter in the market, and so many other things to worry about, he had kind of stopped listening until now.

“—ife’s got a business trip coming up? How long is she leaving you to take care of…?”

The stallion rutting Button hilted, causing Button to gasp. Then the voice above him said, “Violet and Blue. You’ve met them before, Sunny. It’s not like they’ve got a zebra name like my dad, and you remember his name.”

“That’s ‘cause your dad’s got an actual personality, Indy.”

Button looked to his left, where a white stallion with a dark blue, almost black mane was standing.

“Your kids are just annoying,” he said.

The stallion, Indy, pulled back out again, then started getting into a steady rhythm again. “Yeah, they can be… difficult. But I still love them.”

“And your wife?” Sunny asked.

Indy stopped again. “Well, of course I love my wife. She’s my wife.”

Sunny tilted his head slightly, then shook his head. “Wait, no. That’s not what I meant. Uh, I meant to ask how long your wife was going to be out for again.”

“Oh.” Indy stayed still for a moment longer. “Two weeks.” Then he picked up the pace again, making Button squirm. This stallion was so inconsistent with his speeds, it was driving him a little batty.

“But she’s not out of town yet?” asked the white stallion.

“No. She leaves in two days, early in the morning. So we really only have one full day with her before she leaves for a while.” Indy started to really plow now, getting into the groove and starting to use Button as a mount was intended to be used: as stress relief.

“So…” Sunny began. “Why are you using a mount instead of spending time with…?”

Indy angled down and thrusted hard, directly punching Button’s prostate with the tip, and then grazing it with his medial ring. Button yelped, but it wasn’t even loud enough to interrupt the group’s conversation.

“Well, I would,” Indy started, going balls-deep on every emphasis, “but I don’t want her last memory of us to just be sex. Plus, I go too rough for her, and I’d really prefer not to sour any-y-t-thin-ng!”

On that final word, Indy stayed fully inside Button. His overused insides could still feel him twitching inside, undoubtedly filling him up with his seed.

The white stallion was the first to speak after that. “Yeah, jackhammer sex tends to be remembered quite clearly.”

Indy pulled out in one swift motion, and Button could feel fluid running down his ass and legs, dripping off his balls in a tingly sensation.

“You want a go?”

“Sure. Not like I get much tail these days anyways. Sunny, you ok with a few more minutes here?”

Sunny blushed. “Uh, yeah. Go ahead. I don’t have anywhere else to be at the moment anyways.”

The white stallion moved around behind Button, while Indy instead walked in front of him. He was different from what Button was expecting. A light purple zebra with dark blue stripes, with his mane and tail put into ponytails.

Indy stepped up to face him, and then placed his hooves on either side of his head, raising himself up so that his pony parts were in plain view.

“Clean this, please. I’d rather not go back home with jizz on my dick, y’know?”

Button swallowed, and then prepared himself to swallow some more, inviting him to take a step closer with a few licks to his tip. He could now travel the entire length with his tongue now, able to give it a proper cleaning.

And that was when something slammed into him.

He was unprepared, to say the least. His mouth opened in a shocked scream, but it caught in his throat.

“Aw, c’mon Lucky. That was just cruel. You couldn’t have warned the guy?” Indy asked from just above a still-recovering Button.

“What, you can have your fun with him, but I can’t?”

“Not if you’ve gotta be a dick about it. He may be acting as a mount here, but he’s still a pony.”

“Ugh, fine.” Lucky bent down, leaning almost into Button’s ear. “I’m sorry for bucking you like that. It was unfair of me. Can I still use you, please?”

Button looked around, suddenly realizing that he was actually being talked to now, and was expected to respond. “Uh… s-sorry. What was that?”

Lucky groaned. “I apologized for going all the way in too soon, and was asking if it’s alright to still use you.”

Button didn’t think it sounded like an apology, but he figured that it was probably alright. He had already almost forgotten about the sudden entrance, anyways. Button nodded.

Then he refocused on the zebra in front of him, and saw that he had disappeared. He looked around and found Indy over by the stand beside him. He had grabbed a towel from a stack and was cleaning himself.

Indy noticed Button’s stare. “Oh, sorry bud. It stopped being sexy and I was getting soft. Maybe next time.”

Button nodded, and then winced. Lucky had pulled out abruptly, and then thrust back in. It wasn’t as fast as he had entered the first time, but it was still surprising and it made him take shaky breaths.

Lucky had built up a rhythm, as every other stallion before him had, and started panting. Then he did something Button didn’t expect and slapped his ass hard.

“Stop! Nope. No t-thanks…” Button yelled, curling away from the smack as far as he could given the restraints.

There was a blur of faces and colors and voices, and in just a few moments Button’s butt had been vacated. In another moment, the three stallions had been led away. And in the next, one of the guards that had been standing off to the side for the majority of the time had come up to him, kneeling slightly so as to be at eye-level.

“Sorry about that, sir. Would you like to stop, or are you okay to keep going?”

Button felt a gentle coolness on and around his hole, which he recognized was him being cleaned.

“Y’know… I think I’m good. To keep going, I mean. If that’s alright, that is?”

The guard laughed a deep, hearty chuckle. “Yeah, that’s alright, son.” He stood up fully and walked behind him. “Ok!” he yelled. “Who’s next?”

Chapter 5

It had gotten late. Button would have been starting to get tired around this time even when he wasn’t getting used by dozens of stallions throughout the day.

One more. This is the last one.

Button watched the mirror in front of him to see who it was who was approaching him, and to his surprise he actually recognized this pony.

Rockhoof. One of the Pillars of Equestria. Most famous for being the strongest pony out there. And, most importantly at this particular moment, huge.

He actually walked in front of Button and started talking to him. Button didn’t understand a word he said. He had a thick accent that was hard to understand. Plus, he had a sheath that was the size of an average stallionhood, which got him thinking just how big he actually was in there.

Then he started thinking about stuffing his face in the sheath and getting lost in what must have been a musky scent that could only come from a powerful, hardworking stallion.

Button might have been a little dick-drunk.

He shook his head and looked up to the smiling face towering above him. “S-sorry, what was that?”

Rockhoof leaned down a bit. “I asked if it were alright to use ya, laddie. Though judging by the way ye were looking at the goods, I can guess the answer’s yes.”

Button looked back down to his previous distraction and saw that Rockhoof’s erection was slowly sliding out of his sheath. It was everything Button dreamed it to be; a slightly darker teal than the rest of his body, and (most importantly) monumentally girthy.

Button nodded.

Rockhoof chuckled, muttering something under his breath, and then walked back around Button. He put his hooves on the box Button lay on, which creaked under his weight.

A spike of fear traveled up Button’s spine, but he trusted the attendants’ words that it wouldn’t break. It had withstood the last… Nah, he wasn’t even going to attempt to count how many ponies had been through him.

He felt Rockhoof’s rock-hard shaft press into his back as he lowered himself down to Button’s level. It looked big, but it felt even bigger. It must have been half his size, both in length and girth. Not even worth discussing whether it could fit inside him.

Rockhoof leaned back, pressing the tip of it against Button’s thoroughly used (and without unicorn magic, completely destroyed) hole. Button sucked in a breath and tried to relax. Even as stretched as he was now, it was going to be a tight fit.

Rockhoof pressed forward, putting pressure on his ponut. The unstoppable force kept pushing, and in seconds had popped the head inside of Button.

Button’s vision went white and he closed his eyes, trying to think of anything but the tree trunk traveling through his tush. A beautiful sunset. The Manehattan skyline. A hot, thick, musky cock in his face.

It wasn’t working as well as he’d hoped.

Button heard the box creak once more and opened his eyes just in time to see Rockhoof step off it, hooves landing on the other side, beside Button’s head. He hadn’t realized just how huge this stallion was until he was completely underneath him. Looking up only netted him a view of his chest fluff, which, as he rubbed himself against it, he realized was surprisingly soft.

With a final step forward, Rockhoof’s balls slapped against Buttons, which stung more than he had expected it to. But with that slight bit of pain, he realized that he had managed to take all of him. Every last inch was inside him. And he could feel it. Never before in his life had he felt so full; he hadn’t even felt like this after cleaning up after his friends at a buffet in Canterlot (who could have guessed such small food could be so filling?).

He could feel it shift inside him with every breath he took, making a mixture of moans and sighs, his body obviously confused about how to respond to this foreign invader. Should it feel good? Or should it be painful? It settled on strange, which was a fine middle ground for the moment.

“You alright down there?” a booming voice asked from above. Button simultaneously heard it and felt it vibrate in his nethers.

This simple action pushed Button over the edge, his body deciding all at once that he should definitely be feeling pleasure. He tensed up, ultimately not making his back end any tighter than it already was for Rockhoof, and gripped the box he was on hard, letting out a feral cry as he came his brains out. Being that he was on some dozen orgasms by this point, he didn’t have much actual cum left, but that didn’t stop each one from destroying his brain.

The voice laughed from above. “That’s an “aye”, then.” With that, Rockhoof started to pull out.

Button might not have had much experience with sex until today, but he had bought plenty of magazines, and stallions talked. And, in doing so, he knew more than a little about all sorts of kinks, and the lingo associated with them.

Button had heard the term “cocksleeve” in reference to being a bottom, but it hadn’t been until Rockhoof had started to pull out that he figured out ponies could actually feel like one.

In just a few seconds, he had pulled all the way out, and just as slowly he pushed himself back in.

Button was, in the nicest way possible, nothing more than an oversized fleshlight for Rockhoof to use. And, as it pulled out once more, triggering yet another exhausted orgasm from Button, balls tiredly tensing and dick already drained, he realized that he didn’t care in the slightest.

He couldn’t really get hurt, at least not with a team of professional unicorns with everything from healing to stretchy spells on hoof. He didn’t feel in danger, either, but the security granted by magic reassured his subconscious.

Which was why he was perfectly content with being railed into oblivion by the gargantuan stallion.

Button quickly lost track of time, and before he knew it Rockhoof had hilted, his flare expanding adding just a touch more pressure inside Button. Then he came, the majority of it running right out of him and down his and Rockhoof’s legs.

And then the box broke beneath him.

Rockhoof stood steady, but Button fell with it, unimpaling himself entirely. He let out a surprised yelp, followed by a hearty wumph as he met the ground.

Rockhoof looked down, and then back to the attendants. “I’ll, uh… pay for that.”

Chapter 6

Button would have preferred a more… gracious end to the day, but he supposed this way had been rather efficient. All at once he finished up with his last… customer? It wasn’t like he was getting paid, nor was anypony else here, but he couldn’t think of a more accurate word for them than that. For the whole day he was just thinking of them as “that pony who’s bucking me”.

He rolled himself onto his back, tired of being in the same position all day. He got a much better view of what was going on around him this way. Rockhoof was dealing with the attendants, having pulled out a bits-purse. Not many others were here now, though he could imagine where the line had been during the lunch and after-work rush hours. And then he saw Rumble standing a few meters away.

“Oh, h-hey Rumble.” He was still tired after all of that, so he had to take a moment to breathe between sentences. “H-how long have you b-been here?”

Rumble trotted closer so that Button didn’t have to lift his head too much in order to talk to him. “Not long, actually. I got here just in time to see that thing break. I figure that means you’re done?”

Button laughed half-heartedly. “Y-yeah.” Then he smiled deviously at Rumble. “Unless you’d like a turn? Sloppy 150ths?”

Rumble rubbed the back of his neck and looked away. “Uh, actually, yeah, kinda. I mean, you don’t have to if you don’t want to. I’d totally understand. But, I mean, it’s been a long day for me — not that it hasn’t been for you as well — and I just w—” he shut up when he felt a set of soft lips around his half-hard shaft, not having noticed his friend pull himself under his barrel.

Button pulled off after a few seconds of swirling his tongue around the tip. “You talk too much. Just try to enjoy this, alright?” He went back and began licking it up and down the entire length, trying to get it as hard as it’d go.

“S-sure.” Rumble didn’t know where to look, but his eyes had locked onto Button’s sheath. “Should I, uh, reciprocate? I can’t imagine too many stallions have done that.”

Button spoke in-between quick pecks. “No. Thanks, but… I’ve already… cum a lot. Don’t think… I’ve got it in me.” Then, not expecting the conversation to go on much longer, he dove onto the dick again, going down to the medial ring and keeping it there.

Rumble shivered and his joints locked. “Hoo… wow. That’s awesome.” He forced himself to relax, and then giggled. “I don’t know, Butt. It kinda seems like you’ve got something in you, eh?”

Button rolled his eyes and lightly hit Rumble’s back leg with a hoof, receiving the unexpected consequence of him bucking into his mouth. A surprise, to be sure, but a welcome one.

Rumble swiftly backed up almost all the way out of Button, looking down between his legs at the back of his head. “Oh Twilight, sorry. I guess I just tensed up or something. You alright?”

Button responded by deepthroating his friend, sure that would get the message across.

Rumble moaned and let his head hang loose, focusing only on not collapsing on top of Button. How he managed to give such a great blowjob after a full day of being bucked was beyond him.

Button loved making stallions squirm. He might have been a bottom, but he had still enjoyed being the source of pleasure for everypony who’d used him. They had rutted him like he was a mare in heat, but he had brought every single one to orgasm.

And Rumble would be no different.

Though… Rumble was different. He wasn’t some random guy in a town he’d never been to just looking for something to cum in. He was his friend. He cared about him. And Rumble cared about him back.

Button didn’t just want Rumble to cum, like he had everypony else. He needed him to. Because Rumble deserved nothing less.

He brought a hoof up and started massaging Rumble’s balls, something he hadn’t been able to do with his hooves locked in place. The weight of them surprised him.

Then another surprise as he felt a hoof on his head, brushing in large circles and messing up his short mane.

Having had a dick down his throat for a while, his lungs had started to burn with a desire for air, making him slide back up so he could breathe through his nose. He audibly popped the head out of his mouth and gazed at his work. The entire length was slick with his saliva, and he could see the head was beginning to flare, leaking precum at a steady rate. Button gave it a lingering kiss, toying with the small hole with the very tip of his tongue, earning a few squeaks from Rumble.

He pulled back again. “You wanna finish in my ass?”

Rumble looked down between his legs again, and was surprised to meet Button’s eyes, though his were upside-down. “Do you want me to?”

Button sighed. “I just want to make you feel good.”

Rumble shifted his hooves a bit in thought. “Just… keep going. I’m getting pretty close already. You’re…” He looked away, but forced himself to look back when he said, “You’re really good at this, Button.”

He smiled. “Thanks!” Then we licked the tip, earning a leg twitch in response. “I guess I’ve always known how to push all your buttons.” He enveloped the rest of the head, and he felt Rumble twitch in his mouth and grow just a tad wider.

Oh, Button thought. He really is close already.

Might as well go all the way.

Button speared himself on Rumble’s meat again, hitting the back of his throat and not stopping until his nose was in Rumble’s crotch-fluff and his tongue was lapping at balls.

Rumble yelped and bucked, not accomplishing much more than moving them both forward a few inches, as there was no more room between the two. Button could feel the head fully expand in his neck, and he brought a hoof up to massage it through himself, his other hoof still working on the balls, which tensed and relaxed in conjunction with Rumble’s orgasm, sending plenty of seed on the express trip to his stomach.

All at once, Button slid off the cock until just the very head was left, and he started milking Rumble for the last bit of cum he had left to give, keeping it in his mouth, even after he had gone soft and pulled out of his mouth.

Button shakily slid out from under Rumble and got to his hooves, butt still numb from everything he had gone through that day.

Rumble couldn’t meet Button’s eyes again. “T-thanks for that. I really needed it. I…” He hesitated for a long moment. “I lied, earlier. I’ve been here the whole time, watching you have so much fun with so many stallions that I lost count. I wanted to join in, but you were my friend, and I didn’t want to make things awkward, but then you asked me and I-I-I said yes an—”

Button kissed him on his lips. Because he had been interrupted while saying something, Button could easily go Prench immediately, giving Rumble a great taste of his own jizz. His eyes went bug-eyed, but as he felt his friend’s tongue poke and prod inside his mouth, he relaxed and just decided to go with the flow.

A hoof touched Button’s shoulder, and he was forced to tear himself away from the kiss to see what was up. He swallowed the mix of fluids and wiped his face, turning to the pony who had approached them.

It was one of the attendants, a unicorn mare with a white coat and blazing blue mane. “Sorry to interrupt you two, but it’s getting late and we need to make sure you can get home alright or if you need any help.”

Button looked back to the furiously blushing grey pegasus. “I think we’ll be ok. Thanks though. And thanks a ton for your help today. Those spells were a lifesaver.”

“It was no problem, sir. Are you sure you don’t need anything? We can call you a taxi if you’d like.”

He was about to refuse out of politeness, but then figured that a taxi was exactly what he needed right now. “Actually, yeah, that sounds great. Thanks, again.”

She laughed. “I’ll get right on that. It should be here soon. You two have a wonderful night, alright?”

“Yes, ma’am!” Button said, saluting.

The mare made to leave, but stopped mid-way through and turned back to them. She lit her horn and captured Button’s body in a golden glow, which in a moment vanished and made him feel refreshed and not like he had been ravaged by a stallion twice his size mere minutes ago. He also felt considerably less sticky.

“Couldn’t have you going in a taxi in that state. We’d have had to buy them new seat covers.” Then she trotted off to begin packing everything up for the day.

Rumble sidled up to Button and put a wing around him, making him feel considerably less cold. Something he was grateful for as they waited for their ride back home.

Epilogue

“So…” Rumble began, laying on his side on the bed across from Button’s, looking over at him. “Did you have a good time?”

Button didn’t even really have to think about it. “Yeah. There were a few not great parts, but I was pretty much in my own personal heaven for ten straight hours.”

Rumble chuckled. “Absolutely nothing straight about what happened today.”

“Yeah, yeah.” Button waved him off. “And how was your day?”

Rumble rolled over onto his back, staring into the blank, beige ceiling. “Well I went shopping for food and stuff, but that was over in an hour. After that I just came right back and, uh, edged myself until you helped me out. Thanks again, by the way.”

Button shrugged. “It’s what I’m here for. And hey, if you ever need your dick sucked or an ass tapped, call me. I mean it. Absolutely no strings attached.”

Silence filled the room after he said this, and he was worried he had somehow crossed a line. He was about to take it back, say “Haha, just kidding!” when Rumble spoke up, almost too quiet to hear at first.

“What if… What if I want a few strings attached?”

Silence again, but this time the shoe was on the other hoof, and Button was struggling to come up with an appropriate response. “Are you saying what I think you’re saying?”

Rumble took a shaky breath. “I’m asking if you want to be my coltfriend, not just my best friend.”

Button was shocked. Not because he didn’t feel the same way and was surprised that Rumble had asked, but just because Rumble had been so adamantly against getting into anything more than lewd banter with him until today. He briefly considered the possibility that Rumble had been replaced by a changeling, but then figured that the chance of him being targeted by a stray love-starved drone a dozen years after that sort of thing had stopped being much of a problem was so low as to be entirely dismissed.

Then he realized that he hadn’t said anything for a while, and that Rumble was probably very quickly becoming a nervous wreck.

“Yes!” he yelled, completely accidentally. “I mean, uh, sorry. Yes, we can be coltfriends. Though on one condition.”

Rumble let out a breath that Button hoped he hadn’t been holding the whole time. “Yeah, what is it?”

“If we become coltfriends, you have to promise me that, if we break up, we are able to go back to just being friends. I don’t want any drama with exes, and I don’t want that to include my oldest friend. Got it?”

Rumble nodded. “Yeah, yes. Definitely. That sounds completely fair.”

For the fourth time in as many minutes, the room was silent, both afraid to make the first move in their new relationship.

Button decided to suck it up, getting up from his bed, turning off the lights, and hopping into Rumble’s.

“No funny business. I’m way too tired for any of that.”

Rumble nodded, too happy about the strong earth pony hooves that were now wrapped around him. “Good night, Butt.”

Button smiled wide and nuzzled into Rumble’s neck. “Night, Rumble.”

His last thought before drifting off to the dream realm was that he had a ton of stories to bring back to Ponyville already, and they were only on day one.