Boy it Feels Good to be a Gangsta

by That_One_Brony

Rating: mature
Tags: Other, Sex, Random, Doctor Whooves, My Little Pony: Friendship is Magic
Length: 4344

A couple of gangsta ponies get into more than they expected when they tag a wall. Based on the picture by WBM from the Saddle Up art pack.

A couple of gangsta ponies get into a lot more than they expected when they tag a back-alley wall.

Based on the picture by WBM (NSFW) made for the Saddle Up ArtPack released in early July. Currently available for free.

Pure porn with little plot. Have your suspension of disbelief good and ready.

Published 2014-08-02 16:40:02 UTC
Last updated 2014-08-02 16:40:02 UTC

Gangsta HoovesxSome Pigs

With a flourish of the forelock and a wave of the hoof his masterpiece was done; a single jagged word written in black paint on a worn down wall: “RAP!”

“Take a look at that, dude.” The colt responsible for this work of art took a seat and tossed his spray-paint aside with one hoof as he pointed at the wall with another. He was a light brown colt with a darker brown mane, and at the moment he had gone to great lengths to dress as cool as possible. He had an orange baseball cap on backwards and his jeans didn’t even reach his flanks, which were only covered by a pair of polka-dot boxers. The tank-top he wore with the jeans was similarly ill-fitting, just like the kids liked. It hung so low you could see every inch of his manly chest. Finally, to complete the look, he had a single unnecessary bandage stuck to his nose. “Pretty gangsta, don’tcha think?” he said turning to his companion.

The companion in question was a yellow stallion with a spiky blue mane. He was dressed in baggy clothes to match his friend’s, but his showed no skin. They simply covered him in more cloth than would be needed to make a tent. The jacket was a gross shade of green with red trim, while the pants were grey with a yellow stripe down each hind-leg, and each part of the ensemble was easily twice his size. To top the whole thing off, he wore a red hat brim with no top. Hooves had said it was good for making his mane stand out.

He was trying significantly less hard to look cool and doing a much better job in the process; mostly because he simply shrugged off his friend’s question without answering. After his shrugging, he glanced upwards and spoke. “Do we really need to be here, Hooves? The job’s not too long from now.”

A hoof to the face brought the yellow stallion’s attention back to his friend, though not until after he’d been flattened against the nearby wall. After landing and shaking the swirls out of his eyes, he found himself nostril to nostril with his friend. “Listen, Grape dude,” Hooves said, “If we don’t take time out to really get into character, what’s the point of there even being a show.” He smiled wide and pulled away to wave his hoof at the wall again. “We need to walk a mile in their horseshoes, paint with their spray-cans. Only then can we be truly Gangsta.”

Hooves stomped a hoof against the ground to punctuate his point as he admired the tagging in front of him. Grape didn’t bother to take another look at the scribbles on the wall and did his best to ignore his friend’s motivational speech. Though, much to his chagrin, it did earn a smile and a chuckle from him. “We can get into character without committing crimes you know,” he mumbled, “Not that we really need to get in character at all for a rap number.”

Grape raised his hooves and closed his eyes in preparation for another strike to the face after his comment. The punch never connected. Though Hooves had raised a hoof in order to deliver it, he had been interrupted moments before swinging by the arrival of a new pony onto the scene.

“What in Equestria are you hooligans up to?” Hooves turned, and Grape opened his eyes in order get a look at the new arrival. While all Hooves noted about the stallion that was busily and angrily approaching them was that he was curiously handsome, his friend was immediately struck by just how much the stranger looked like Hooves. Having seen his friend out of costume, Grape fully recognized that the two were practically identical, though that may have been somewhat hard to tell at the moment. In sharp contrast to the ‘Gangsta’ outfit Hooves was wearing, the stranger wore nothing but a white collar and a green bowtie; just enough to give off a casual air of professionalism.

“This was what I was afraid of,” Grape mumbled as he lowered his hooves and forced his gaze away from the doppelganger in order to shoot his friend a disapproving glare.

The response he got when Hooves turned around was an ear to ear grin. “This is perfect,” Hooves whispered, “We get to really test our chops now.” Hooves raised a hoof to his chin, and his smile shrunk ever so slightly as he closed his mouth. “What is it the kids call authority again nowadays?”

“Are you bucking-“

“I said, ‘What are you hooligans doing?’” the stranger said again. Now he was right behind his double and his anger seemed to have steeled itself into a firmly stern expression.

“Oh yeah,” Hooves said cheerfully, stamping his hoof on the ground and planting himself firmly. He made to turn even as Grape reached out futilely to stop him. “Kiss my ass, pig.” He was smiling ear to ear again, but now with his eyes half-closed to show his contempt. In his opinion of course, the expression was perfect.

“Excuse me?” The stranger’s expression rapidly shifted from stern disapproval to blatant confusion, all with the simple lifting of one eyebrow and a slight tilt of the head. Both actors made a mental note of the motion. What both actors failed to note was a distinct lack of offense in the stallion’s tone.

Seeing that he no longer had any hope of avoiding the consequences of his friend’s bone-headed method acting, Grape lowered one foreleg in defeat. The other foreleg planted a hoof firmly against his forehead. His eyes only remained open out of a sense of bile fascination.

Hooves met all expectations by not only continuing to mock the stranger, but by adding a few obscene gestures to the mix. “I said, ‘Kiss my ass, pig.” He reached a hoof back and slapped a cheek for emphasis. Then he went right on to shaking his ass it in circles.

The shaking stopped instantly a moment later when the stranger abruptly adopted his stern expression again, lunged forward, and planted his lips on the same cheek Hooves was slapping. Other reactions included both actors’ eyes instantly widening, and Hooves leaping reflexively away from the stallion and tripping over his impossibly low hanging jeans. He ended the leap barely an inch away from the stranger with his forehooves planted on the wall he had just tagged.

“There. If that was all you wanted then I must ask you-“

“What the buck was that!?” Hooves shouted back before the stranger could finish with his request. He absentmindedly forgot to switch off his Gangsta accent as he did, and as a result even Grape noted that it sounded more like an insult than the genuine question it likely was.

The stranger’s stern expression returned instantly. “Not enough then,” he grunted, “Very well.” With another lunge, this time one that Hooves could not leap away from, he planted his lips on Hooves’ cheek again. This time he remained for a good ten seconds or so.

“D-dude.” Hooves turned, still shocked, to the friend lying against the wall beside him.

Grape didn’t notice though. Having recovered from his initial shock, he took the ten seconds to take everything that was happening in. He noticed three things. One: the back-alley they were in was completely empty apart from the three of them. Two: Hooves had a bulge in his undies that was growing larger by the second. And three: his own arousal was growing pretty much without restraint, completely unhidden by his baggy pants.

He had only one thought. ”Two of them. I’m not missing this chance.” His eyes thinned and a smirk formed on his face. “You gotta kiss it bare, man. It’s insulting to just kiss the undies.”

Hooves’ eyes widened in surprise and his mouth fell right open. He seemed ready to say something, but nothing came out. The stranger behind him pulled away, annoyed. “You’d think it would be easier to just walk around without them then,” he complained as he reached out and started pulling the undies down, clumsily ripping them along the way.

“Well we can’t just have anypony kissin’ our asses.” Grape said, now fully adapting his own gangsta tone, emulating Hooves. The stranger didn’t complain or respond, he just went in to kiss the cheek again after tossing the now thoroughly ruined underpants on the ground. “No, ya’ gotta aim for the center, pig,” Grape added, “And I’ll tell ya’ when to stop.”

“Dude!” Hooves shouted. He only managed to get that one word out before gasping. The stranger went all in and started frenching his asshole right away; pretty sloppily too, just like he liked it. Grape could tell by the way his friend’s tongue lolled out of his mouth.

At the point Grape took another look at Hooves’ groin. He was nice and fully hard now. The next look he took was at the stranger’s crotch and, as he suspected, that pony wasn’t having too bad a time himself. He wasn’t completely hard yet, unless he was less than a third Hooves’ size, but he was definitely on his way there.

Not wanting to be the only one left out, Grape reached into his pants and started stroking his own cock until he was at full mast to match his friend. Then he pulled it out and started going at it in earnest. He didn’t stroke fast but he rubbed it hard. He might’ve gone fast too but he was too focused on watching Hooves continually gasp to focus entirely on himself.

The stranger went all out for at least a couple of minutes before showing any signs of slowing. He only stopped for a couple of seconds after the first minute to pull out and take a breath. Grape nodded for him to keep going and he went back to it, getting a nice lengthy gasp out of Hooves when he did. By that point he’d clearly joined the full mast club. His cock wasn’t throbbing up and down against his stomach like Hooves’ was, but it was at least pressing against it.

After the second minute, Grape finally gave a signal for the stranger to stop. The stallion had his eyes closed, so Grape decided the best signal was one he could feel. He reached out and rested a hoof against his friend’s flank, and, sure enough, the stranger opened his eyes and pulled back. Hooves was left panting.

“Hey, pig,” Grape said, jerking his head to the side, “Suck my cock.”

“I suppose I could,” the stallion said, glancing down at the throbbing shaft Grape was still dutifully stroking with the hoof that wasn't resting on his friend’s flank. After a moment he took one step to the side in order to get to that shaft. However, he was stopped after that first step by a sudden shouting from behind.

“Hold on right there!” Hooves’ and his doppelganger’s eyes both widened and they turned back to see a pair of black stallion with white, buzzed manes looking at them from the distant end of the alley. The were instantly identifiable as police by their blue jackets decorated with pockets coupled with the gold badges on their chests.One had a perfect, angry, police officer glare on his face; the other was simply staring wide-eyed at the scene. Both of them were erect. That was why Grape’s smug expression didn’t change. “You can’t just leave him like that,” the angry cop said, stepping towards the trio.

“I suppose I did agree to kiss his ass first,” the stranger said, rather quickly regaining his composure as he turned back to Grape with the same stern expression he had worn when he’d first discovered them.

To the stranger’s surprise, when the cop actually reached them the first thing he did was shove the stranger aside and take up the position at Hooves’ behind. The stranger ended up landing on his side, conveniently right where he’d been heading, right in front of Grape’s cock.

“I may not be as skilled as brown-nose back there,” the cop said as he rested a hoof on Hooves’ unoccupied flank, “But I know a thing or two about kissing an ass. So long as you don’t mind a lot of tongue.” With that, he immediately pushed his face between Hooves’ cheeks, and the stallion who had still been wide-eyed a moment before went back to gasping with his tongue lolling out. To make things even better, his eyes had started to flutter. This cop was even more into it than the stranger had been.

To the stranger’s credit though, he went to his new task with as much fervor as he had put into his previous one. He kept up the stern look at first as he licked up the shaft. Grape moved his hoof out of the way partly in deference to that look, though his own smug smile never faded even slightly. The stern expression stayed on the way down too, and during the next five or so cycles of that. It only left when the doppelganger wrapped his lips around the head of Grape's cock on his sixth lick up. His eyes closed when he started making his way down the shaft, and at about the halfway point he really got to work on the blowjob.

It was right after that that Grape’s own expression finally changed as well. He actually started to moan when the stranger got his technique going, and for just a second a bit of shock struck his eyes. The guy even gave a blowjob just like Hooves. There was lots of tongue, not much movement, and tons of sucking; and just like Hooves, he never went deeper than two-thirds.

Meanwhile, Hooves himself was having an experience that he’d never quite felt before. The cop was licking both inside and around his asshole like it was covered in honey, and the heavy warm breath from his nostrils was almost as nice as the tongue itself. Grape could almost never keep up a rimjob for more than a few seconds at a time, but this guy was still going strong and getting stronger by the time Grape had started moaning. If it kept up for much longer, Hooves felt confident that he might actually cum from the rimming alone.

It was only around a minute later, when Grape managed to get his smug smile back, that the cop slowed at all. That slow was a complete stop, sudden enough to shock Hooves and actually leave him a little bit angry. Always the consummate actor, he managed to stop his eyes fluttering and glared at the cop. “Is that all you’ve got, pig!?” he said.

“Not by a long shot, punk!” The cop glared angrily right back at him. Then, with one powerful motion, the cop hefted himself upward and planted his hooves on Hooves’ shoulder’s and his cock in Hooves’ ass.

Hooves let out a deep shout of, “Buck!” at the moment of penetration. Then he went right in to pushing back against the guard. With how wet and ready he was back there the cop slid right in, grunting on the way, and with how primed he had been right beforehoof, it didn’t take long for Hooves to peak.

With another shout he came, splattering cum all over the pavement below him. The cop on top of him didn’t slow at all, not that he went particularly fast. He kept a slow and powerful pace with long full thrusts even as the walls of Hooves’ anus clamped around him. “Bucking tight for such a loose little punk,” he grunted as he went.

Beside that pair things were quickly reaching a matching intensity. Though he kept smiling, Grape knew he was just about to blow. The stranger had changed up his technique a little after Hooves’ most recent comment to the pig. He had started moving, only lingering with his licks and sucking right at two-thirds depth and right at the tip of the shaft.

Distracted by his efforts in resisting, Grape failed to notice the approach of the other cop, who had been busily clopping alone since his partner had approached the trio. His approach had been both gradual and quiet. Still nervous, he approached from Grape’s free side. At first he didn’t do much other than enjoy the better view. His treatment of his cock became rougher and more rapid, but he kept quiet by biting his lip.

It was when his partner finally started bucking the brown punk that he finally gave in. Specifically, it was the moment that Hooves came and the accompanying, overjoyed shout that did the trick.

Suddenly surging with confidence fueled by desire, the nervous cop moved in. He let go of his own shaft and lowered himself to the ground. Then, without warning, he lunged for the exposed bottom third of Grape’s cock, wrapping his mouth around it and licking furiously.

Within seconds, that surprise sent Grape over the edge. He shut his eyes and let out a lengthy sigh while several rapidfire spurts of cum shot into the doppelganger Hooves mouth. What little dripped out of the stranger’s mouth fell down to the cop below him, where it was eagerly lapped up.

The stranger didn’t swallow immediately. After the last spurt he pulled off, followed shortly by the cop. Clearly on the same wavelength, they went right into a nice cum-swapping kiss right above the still dripping head of Grape’s cock, swallowing every drop they could get from one another.

“Hey, pigs,” Grape complained as he started to pant. The heat was getting to him, so he slid the zipper of his jacket down and, with a shrug, slid it off his shoulders, revealing his chest. “I want a bit of that sugar too.”

“Or me- AH!” Hooves added, interrupted by a very nicely aimed push from the cop atop him.

After pulling away from the nervous cop, whose tongue was left hanging out and still lightly dripping after the kiss, the stranger adopted his stern expression for a moment to say, “Sorry. I’m afraid we finished it. Suddenly springing back to life, the cop retracted his tongue to support the other pony’s statement.

“I think you’ve got a little more,” Grape commented, glancing between the cop’s legs. He was dripping pre like crazy. The stranger’s was dripping too, but compared to him the cop was practically sopping wet.

The cop above Hooves stopped for just a moment at full depth to glare at his partner. He still wore the angry look, but now it was strained, and his mane was soaked with sweat. “You heard him pal,” he managed to say without breaking his growl for a moment, “No need to be stingy.”

There was a brief pause full of the sound of Hooves’ heavy breathing before the angry cop thrust again. Then it was filled with a shout. The other cop took the entirety of that pause to revert back to being too nervous to move. So, the stranger took the lead. “I suppose fair is fair,” he said, lifting himself onto his hind legs and resting his forehooves on the wall behind Grape. His cock was left dangling right between Grape’s head and Hooves’. The cop followed along right after, resting his cock right in front of Grape’s face.

Grape went for the one right in front of him. He left a hoof take care of the Hooves lookalike for now, mostly just playing with the upper half of the shaft. He wasted no time on the cop though, diving in full blast and sucking as hard as he could. Soon enough both stallions were thrusting, and the cop had completely lost his inhibitions. Within moments of thrusting the first time, he had reached down and grabbed Grape’s head with one hoof and started forcing him to deep throat the cock. Grape didn’t mind of course. The whole time the cop was leaking like a faucet, and his pre tasted wonderfully salty.

Hooves tried to reach out and give his doppelganger's shaft a lick, but another powerful thrust from behind forced him further against the wall. He didn’t bother trying to get closer after that. He simply enjoyed the sight and smell of it. He hadn’t gone soft yet thanks to the amazing pounding he was taking, but the mere thought of how close it was was getting him back to peak arousal quickly.

The sight of Grape helped too. He hadn’t gone soft either, no doubt thanks to the face bucking he was getting and the hoofjob he was giving. With both cocks aimed square at his friend, Hooves couldn’t help but imagine how awesome it would be to see Grape coated in cum.

The stallion above him was finally slowing down, but that thought pushed Hooves over the edge again, and he managed to splatter even more cum onto the ground below him and the wall in front of him. The accompanied clamping managed to finish off the cop as well, and soon Hooves felt the wonderful feeling of being filled with hot wet cum while the cock inside him kept thrusting.

“Ah yeah, punk, take it!” the cop shouted as he let loose inside of the stallion below him. After another shout simply of, “Buck!” he then pulled out, still spurting like crazy all over Hooves’ behind, managing to coat both cheeks and most of his back. All the while Hooves continued leaking cum of his own.

That same moment the other cop let go of Grape’s head, allowing the stallion to fall back against the wall, and started rapidly beating his meat instead. Grape followed his lead and started stroking with the zeal he had lacked when this tryst had started, his hooves working on both himself and the still thrusting stranger.

“Give it to me, pigs,” he said smugly. Hooves wanted to applaud his friend then, but he was exhausted, steadying himself against the wall with his mouth still agape and a string of semen leading from his cock to the ground.

The pigs responded to the taunting. The cop came first, shouting, “Cuffs!” loudly as he did. The shout easily beat out Hooves in terms of volume, and the orgasm didn’t disappoint either. With no less than seven bursts he managed to cover most of Grape’s face and chest. He was left panting and still jerking for half a minute after that, mumbling the same name as he did.

The stranger came while the cops still lingered in their afterglow. He didn’t shout at all, merely sighed. However, his orgasm was no less impressive than the actual Hooves. Grape let go at the last moment, and the shots went wild. The first one hit Hooves squarely in the face, no doubt purposefully, and the following five shots managed to coat a good portion of the wall in front of him; including the recently finished tag.

Within a minute, the pigs had backed off, two of them still dripping and panting, one of them dripping and simply breathing heavily. Unwilling to stop until he was finished for sure, Grape went wild on his cock. He stabilized himself as he leaned forward and opened his mouth excitedly by resting a hoof on Hooves’ flank again, and moment after the other three stallions had pulled away, he too came for the second time. This time he managed to hit himself squarely in the face and mouth.

After that he laid back, content to have gotten the sugar he wanted. Hooves similarly collapsed, his hind legs giving out and laying his crotch on the semen coated ground beneath him as the fluid inside of him started to leak out.

“Always fun to show some punks the long arm,” the angry cop said, his angry glare finally gone. He let out a derisive chuckle. “Now clean this up ya’ vandals.” With that said he chuckled again and turned to head towards the alley exit.

The other cop bounded after him, though he was still panting in the afterglow. “Um… afterparty at my place after work, Cuffs?” he asked nervously as they exited the alley together. Cuffs just smiled and nodded.

The stranger took only half a minute longer to regain his cool. He took a moment to straighten his bowtie and glance back just as the cops had trotted out of sight. “I… think I might join them,” he said to himself. However, before he actually left to catch up, he managed to put on the stern look one last time and turned to the two vandals,both of whom were still smiling and basking in the afterglow. “I trust you’ll never do this again.” He wagged a hoof at them for a second, and then rushed after the cops.

It was a good few minutes before they really got moving, but Grape and Hooves managed to get their cleaning job started before then. A lick here and a kiss there did wonders to get cum out of their fur while it was still wet.

Once they had their strength back, the pair worked their way out of the now ruined clothes. “I don’t think we’re going to be able to do that community center performance,” Hooves sighed, “But for what it’s worth you would’ve nailed it.”

Grape nodded proudly as he removed his hat. “We’ll apologize to the others later,” he said, “After we get some new gangster clothes. I don’t think these will be any good after this.”

“And it just wouldn’t do for us to apologize out of costume right. I mean, we’d be under dressed if we get there and they’re still in costume right?”

“You really don’t think they’ll have changed out of those cheap guard costumes by the time we get there?”

“Well I can hope can’t I?”