The Gangs

Rob Winthrop invites a hundred big black thugs with big black meat to give him a big black experience! This is a once-in-a-lifetime no-holes-barred event he’ll never forget!

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Rob Winthrop started getting nervous as he always did, when the guys filed in one by one to what Rob had called a “physique appreciation event”. A raucous pit of butterflies fluttered in his belly as the convention center filled up with men. There were a hundred of them, all swaggering thugs who concealed their own anxiety as well — Rob could sense it in the way they avoided eye contact with anyone and shuffled forward in line. They each carried with them the appropriate paperwork.
101 happened to be the fire marshall’s stated capacity for the convention hall, so it was packed tight with no room to spare, especially since part of the room was set off with a large table for them place their clothes on. When Rob instructed them to remove their clothing and get ready, they grumbled.
“Yo, when we gettin’ paid?”
“You best not stiff us, whiteman!”
Rob held up his hands for silence, his heart thumping. He had specifically sought actual thugs, not just thug-acting men — everyone here had a criminal record. There were robbers, muggers, home-invaders, drug dealers, pimps and even two convicted murderers. “No worries, no worries, I will pay all of you. I’ve got the first hundred dollars right here, you can take it when you get started. You understand the rules, right?”
“Yessuh!”
“We do it, fo’ real, man, don’t worry ‘bout that. I ‘xpect to get paid, mothafuckah.” They all laughed and slapped hands with each other.
“I’mma do this propuh, nigga!”
“Wreck that whitey!”
Rob grinned. They were enthusiastic again, and they started to take off their clothes. He re-explained the rules just in case they had forgotten. They were each required to ram him, ideally in both the mouth and ass, though a few had refused that and Rob allowed it anyway. Most of them agreed to do whatever else he wanted short of him penetrating them. They got a hundred dollars no matter what. But if the whole group — which included members of several rival gangs — succeeded in remaining peaceful the entire time, they’d each be paid a thousand dollars instead.
This would not be the first time Rob had paid more than a hundred grand for one physique appreciation event. He had plenty of money from the family business and his trust fund. He couldn’t imagine anything he’d rather spend his fortune on than this. His smooth twink body gleamed in the harsh light of the hotel convention hall, and he kept his hips angled to give a feminine curve to his body.
“Yo, whiteman, we gonna destroy dat ass! You know dat, right?”
“You ain’t gonna walk fo’ a week, man!”
Rob smiled. “That’s the plan, gentlemen.” He chuckled, and they all laughed, their deep and gravelly voices ringing out in the convention hall. The smell of bare balls and even a few drops of precum filled the air — someone must have been real horny, Rob thought, or just loved gangbangs so much he was already hard. A scent of malt liquor was noticeable too, suggesting a few of them had gotten drunk before coming in.
The person who got fully naked first was named Nathaniel Simpel, but he went by the name ‘Truck’. He was eager to get naked because he felt confident that he would have the biggest dick here and, he thought to himself, being the biggest-dicked-nigga at a hundred-man gangbang was really something to be proud of.
So he made sure to get undressed first. Then Truck turned around, standing next to Rob and waving his fat cock between his fingers — that way all the other thugs could see his gigantic meat, which swung between his legs and reached almost all the way to his knees. The chains around his neck jangled like Mr. T. He stayed like that, dick out where every nigga here gotta see it, as he thwacked it back and forth between his thighs.
“Yo, fo’ a thousand dollars,” Truck said, “I can guarantee we gonna stay peaceful long enough to bust a nut.” He laughed, a deep, booming barrel laugh that forced his shoulders back and his hips forward, flapping his fourteen-inch hog towards the other thugs.
Rob handed over the initial payment of a hundred dollars before he grabbed Truck’s fat cock. He gave it a long stroke, and Truck sighed in a highly exaggerated way, prompting laughs from the other men.
“Damn, nigga…”
“He into that, Truck is like that…”
Truck bristled and sucked on his teeth. They all looked at his cock, and a lot of them were hesitant to get naked now. Truck didn’t know that Rob had ensured all one hundred men were of appropriate quality — many of them were used to being the biggest man in any room, so seeing Truck’s legendary meat made them nervous, but everyone there had at least a foot of cock. That was another of Rob’s rules.
“Smells like ballsweat in here.”
“He playin’ wit’ that nigga dick.”
“Can you back up, nigga? Yo’ dick is touchin’ my leg…” There was some grumbling from the men now that they were naked. They were crammed in so close together that they were all over each other, limp cocks and hard muscles rubbing against each other as they pushed in closer to watch the action.
“You scared of my big meat touchin’ ya, huh? Don’t worry, he don’t bite. He treat you right if you just bend over, nigguh…”
“I swear to god, nigga, if you touch my dick one more time, I will lay you out!”
“Hey! No fightin’! All you niggas shut the fuck up. We all crammed into a li’l place, we all gonna be touching each other’s dicks. We all know that was gonna happen. Just chill out. None of us here is gonna ramrod no nigga. We ain’t in prison…” There was some tittering laughter, but aside from some grumbling here and there, the arguments more or less stopped.
Opening his mouth to tease the tip, Rob started slurping on the knob of Truck’s dick. It was veiny and so thick it felt like a muscle of its own beneath Rob’s fingers. He licked it and blushed as the watchings thugs whooped and laughed.
“He doin’ it! He handles dick like a slut too…”
“Shiiiiiiit!”
“That honky do it right!”
Rob reached out for another dick, grabbing a long, uncircumcised one. That was Rupert, the only Jamaican out of the one hundred — Rob loved Jamaican mandingos, but it was rare to find one who would ram him.
“Aw, mon…”
Rupert was as reluctant as any Jamaican, but he was desperate for money. He had grown up among American black men, who frequently boasted they didn’t mind being serviced by men, especially for money. So he was possibly the most nervous person here — none of these men would lose their reputations if word got out what they were doing, but Rupert would. He needed to repay some loans, though, so he had little choice. He sneered and looked away — Rob wasn’t even jerking him off yet. He simply thwacked Rupert’s dick against his face and made him joust with Truck. He suckled on both tips, licking both piss-slits.
When Rupert felt precum slide down his cockshaft, he gagged again. His dick was getting hard, which shocked him. He had wondered if he’d be able to perform, but now he had gotten an erection without even sticking his dick in any hole — this boner came from the friction of his dickshaft rubbing against Truck’s cock.
“Yoh buddy come like a… wet sponge, mon,” Rupert said, making some of the other men laugh. It did feel like a very wet sponge, he thought, with just a little give and plenty of moisture collecting on the surface.
Rob sensed that both Rupert and Truck were nervous about jousting. They both jumped when their cocks first collided, but both bristled with machismo. Neither wanted to admit they were self-conscious about it. Rupert especially didn’t want to draw attention to the fact that Truck’s cock was bigger than his or that Truck himself was thicker-bodied and visibly more muscular than Rupert’s lean frame. He closed his eyes and crossed his arms over his chest — it was easier when he didn’t have to see Rob suck on him like a sissy boy.
As Rob moved on from playing with both of those dicks to actually sucking on each one in turn, he felt thick, callused fingers lifting his ass into the air. A few of the thugs had said they didn’t want to ram Rob in the ass — Rob normally didn’t allow that; he could find enough men willing to hit him at both ends that he didn’t need to compromise — but in the end Rob had made some exceptions.
Luckily for him, one thug in particular was Samson Miles, who loved ass no matter who he had to ram. He was a middle-aged and massive, broad-shouldered thug with dark brown skin, a thick mustache and a deep, booming voice. He was grizzled like a shaved bear, with a deep and penetrating stare. Rob had found him as he walked out of prison a few days ago.
“Gonna plow you like a fuckin’ ox,” Samson said, laughing at himself. He was one of the few men besides Rob who got that “plow” and “ox” was wordplay, as he spent his incarceration reading, instead of chasing honeybuns and twink butt. His dick — just as long as Truck but not quite as thick — was already hard, and he guided it in without compunctions. He had been eager to get started. “See, nigga? This is how you do it! This is how you do it!”
In Samson’s eyes, he directed his words at Rico, a young prettyboy who been complaining about Samson’s jacking off — he was briefly in prison alongside Samson and was released yesterday with him. Rico was too nervous to pay much attention though, so he didn’t even realize Samson directed his words Rico’s way. At the state prison, most men messed with a few times, and Rico was no exception. But most of them had the decency to be ashamed of it. They didn’t bring it up, and they didn’t do it in public. They did it in hidden shadowy corners, or they set up a sheet as a curtain in their cell before getting started.
Samson, however, had never had any reluctance at all. He loved booty, and he didn’t really care whose ass he stuck his meat in. He slammed his dick into Rob’s ass, making a game of it as he tried to thrust so hard Rob couldn’t concentrate on the cock in his mouth. All Rob could do was keep his mouth open and let each nigga take a few turns on his throat.
“You like me in yo’ ass, sissy? Huh? I bet you do. I feel you, boy. I feel you good. I know you tryin’-a get my nut. Don’t you worry, boy, I won’t deny you dat. No way. Ol’ Samson gonna fill you up like a whore. You wanna be Samson’s whore? Course you do, boy. E’ry sissy wanna be my cumdump.”
Samson also didn’t see any reason to hold back from cumming. He had barely gotten started before he felt his orgasm approaching, and he wasn’t about to slow down — after all, if he didn’t cum now, he would have to do it after some other guys did. Samson didn’t mind having sloppy-seconds, or even tenths or whatever, but he would rather be the one who makes the seconds sloppy.
“Gonna make you real sloppy, sissy. Real sloppy.”
So when he came, he grabbed ahold of Rob’s hair, lifting his head up. Rob flailed and gripped tattooed brown muscles all around him, but the sensations were too intense for him to stroke. It was all he could do to moan and groan while Samson’s thick body rippled against Rob’s smooth back.
Cum sprayed into Rob’s ass, at the same time that someone else finally finished on Rob’s face. So he savored the flavor as his mouth filled up, and cum flowed into his ass. It tasted thick and buttery, its heat seeping into his skin. Since he couldn’t concentrate, Rob didn’t swallow. Semen dripped out past his lips and coated his cheeks and chin.
“Ah, damn, now we gettin’ into it. We broke the cumdump in…”
Samson was just as nasty — he laughed as the other niggas told him to stop, to let them take a turn. Someone even tapped him lightly on the ass, his plump cheeks jiggling, like he was a tag-team wrestler whose partner wanted in.
But Samson didn’t want to give up his turn yet. He wanted to leave his mark. His deep, booming laughter echoed as he kept on humping his now-limp dick in Rob’s tender ass. That had the effect of making his load into a big frothy mess. It trickled out of Rob’s hole through the sides of Samson’s dick, and then when he finally pulled out, huge bubbling clumps of cum flowed out. It coated Rob’s asscrack in Samson’s creamy seed.
“There, niggas. Them seconds is real sloppy,” Samson said, laughing as the others groaned in disgust.
Someone else finished on Rob’s face. Now that his ass was empty again — however briefly — Rob managed to swallow it deep. He savored the cummy flavor flowing over his tongue, and he let most of it drip out past his lips to make a bigger mess on his face.
The second man in his ass must have been stroking himself off hard, Rob thought, because he came right away. Another thug pushed nakedly through the crowd, his erect cock throbbing. “Outta my way, niggas, outta my way, I’m gonna blow-” and he didn’t quite make it in time. The first wad of his nut hit another thug on the thigh, but the rest made it onto Rob’s face, where is smeared over the trio of cocks there at the moment.
“You nutted on my leg, nigga!” someone roared.
A fight nearly broke out. There was some confusion about who had cum on whom — or maybe several people had accidentally done the same thing, Rob couldn’t even tell how many loads he had taken yet.
“Yo, no fightin’!”
“If you make us lose this thousand dollars, nigga… I swear to God!”
“What?! Try somethin’, nigga!”
But the older and cooler heads among them prevailed. It helped that all of the gangs represented here had a few leaders who could provide order and ensure peace, and Rob had promised those leaders an extra thousand dollars — to be disbursed later, when no one else was around — if they made sure the gangbang went smoothly.
Rob was surprised at how quickly they reached orgasm as they went, and how many of them came mainly from masturbating. A lot of them must have been watching intently and getting hard even though there were no women around — and Rob had forbidden porn from the scene.
Two thugs came at the same time in his mouth, the salty-sweet flavor of their cum distracting him from his thoughts. Rob guzzled it all down but made sure to play with both dicks too, so a lot of that cum covered their shafts before he sucked it back into his mouth. Those two thugs were Gariah and Bammy, a pair of identical twins. They specialized in gangbanging girls, just the two of them, and cumming simultaneously — they had initially tried it on a dare (and had been unsuccessful at timing it on that first occasion), but now managed to do it with every girlfriend either one had.
“Damn, simultaneous nuts! That was impressive, niggas.”
The pain in his ass went away as another fat cock slipped in his ass. The stout, tattooed thug who did that — Uggs was what he went by — groaned in disgust as cum leaked out and coated his dick and fingers. But it didn’t slow him down at all, and the cum probably helped, Rob thought, because it was an effective lube.
As Uggs approached his own orgasm, a thug named Sharnell appeared suddenly. He tried to ram his dick in as though Rob might get double-penetrated, but both dicks were way too big for that. So he just jabbed his cock in the direction of Rob’s ass, spraying his sudden cumload onto Ham’s cock.
“Oh, nigga! Why the fuck would you do that?”
“I dunno, man,” Sharnell said with a sheepish chuckle. “I wanted to cum in his ass and… I guess I got… y’know, confused…”
“You thought my dick was his asshole?” Uggs asked to assorted laughter. It looked like he was about to add something else, but he groaned and his eyes fluttered. He sprayed his own load into Rob’s guts, pulling out and letting another thug — Delroy — plump right in before Rob’s asshole had a chance to relax.
“Ugh, sloppy fifty-thirds…?”
“Somethin’ like that, at least fifty! How’s that feel? Huh, nigga? Yo’ dick be swimmin’ in cum!”
Delroy groaned like he was disgusted, but it didn’t slow him down any. “Don’t care, nigga, I love booty!” He play-kissed the air and laughed, as he plunged his cock into Rob’s moist, meaty goodness, and he laughed nervously when a great ball of filthy cum splashed up onto his ballsack.
Then another thug got involved — at first it looked as though he and Delroy might argue over Rob’s ass. But then they decided to take turns. Delroy mounted Rob from up high, while the other thug kneeled behind him. They each pushed their dick in once, then watched the other do so, frothing up all those loads and laughing at the mess they made.
Finally the both of them finished, spraying their loads onto Rob’s asshole just as a third nigga came out of nowhere to do the same. They all clasped hands and cheered each other on, no longer bothering to try to avoid splashback from each other’s loads. The prissiest men had cum first, probably, and a handful had simply jacked themselves off and cum on Rob — disappointing, but Rob wasn’t expecting them all to actually follow through. If all one hundred men took five minutes each, Rob would have to spend more than eight hours on this, and not even Rob’s ass could take that much punishment.
“Damn, let’s make this sissy the nastiest! Lookit that! I ain’t nevuh seen no female get this nasty!”
A lot of the finished guys held their clothes in their hands. They had all wanted to get dressed, but the first few niggas to finish stayed naked, watching intently, and the others just wanted to fit in. Nobody wanted to be the one who was so self-conscious he couldn’t handle being naked among the others.
They crammed in close to watch as the last few thugs finished cumming all over Rob. Their cocks rubbed against each other, leaving behind a residue of anal juices, cum and saliva. About half of them didn’t notice the dickmeat brushing up against each other, and the other half could think of nothing else.
Rob barely even noticed the final man approach. He was Tyrell, and he went last because he had bragged that he could. He didn’t meant to actually say he wanted to — what had happened was simply that he boasted how much of a horny mandingo he was, and the others had taken that at face value. Tyrell said he would ram anyone, in any hole, anytime, because he was a “real nigga” and “real niggas blow loads!”
When the others had teased him about going last, Tyrell instinctively agreed without thinking about it. That was not the first time he had mistakenly agreed to something due to his bravado, but, he thought as he approached Rob’s ass, this might be the worst time.
“Splash in!”
“Sloppy seventy-sevenths, nigga!!”
Tyrell bit his lip and slipped his cock in. When he was in prison last year, he had ramrodded a man several times. He had sloppy seconds once, and it was revolting. The other inmates teased him when he backed out and made the bottom wash up first, so Tyrell had changed his mind and slammed his meat into Rob’s ass so quickly that a big bubble of frothy cum had come up and popped. That had covered Tyrell’s crotch in sticky-white cum. He gagged then, but the other inmates clasped him on the back and encouraged him. ‘That’s how we do in this cell, baby! We get nasty!’ Tyrell had been proud of himself then. He even bragged about it to his father when he came for a visit, though his dad had smacked Tyrell in the face and told him “real niggas get nasty behind bars, but they don’t tell no one about it. What happens in there, stays in there.”
Tyrell gagged again at the feel of sticky cum dripping over his cock like alien goop. He was half-hard, hard enough he should be able to stick it in Rob’s ass, but he was nervous about touching so much cum. He didn’t know how many niggas had cum inside Rob, but it was at least fifty, probably more.
He tried to avoid using his hands, but his dick was not hard enough to just ram it in. He gingerly touched Rob’s cum-dripping asscheeks to pull them apart. There was so much cum there it was a bubbling out, no doubt making little fart-like noises though no one could hear that over the sound of niggas cheering.
“Get nasty, Tyrell!”
He took a deep breath and used his hand to guide it in. He gagged again but covered it up with a cough so no one knew how nervous he was. He prayed that he wouldn’t lose his erection. He couldn’t believe that he had agreed to go last — why didn’t he realize how gross this would be at the time? Of course the last nigga in a hundred-man slamfest was gonna get a nasty, loose asshole.
And it was loose. If it weren’t for the clumps of cum, Tyrell might have barely even felt the sides of Rob’s asshole. But as it was, he was just horny enough to stay hard as he forced his dick in. Great gobs of cum dripped from his fingers.
“Ah, shit, nigga, that is the most disgusting thing I evuh seen!”
Tyrell cheered. He liked hearing men clap and hoot at him. He knew they were teasing him, but he had always found that the best way to get past that was to pretend you loved whatever they teased you about. He grinned and growled. He even pounded on his chest, making his muscles jiggle as his hands dripped semen all over his dark brown flesh.
Finally, when he was on the verge of cumming, Tyrell groaned. He yelped as Rob pulled away from him, and his cock was temporarily visible to everyone — he had a big, brown veiny shaft that no one could see because it was coated in santorum. Dingy white cum, its pearlescence obviated by the anal juices mixed in, dripped off and onto the ground as his dick vibrated.
“Ah, shit, lookit that nasty meat!”
“That is one slutty sissy!”
Tyrell’s dick was only bare for a half a second or so, but that was enough time for everyone to see it. Tyrell himself gagged at the sight of his own meat soaked in other niggas’s cum. Seconds later, Rob turned around and licked a clean stripe on the underside of Tyrell’s dick.
The taste of ass-and-cum overwhelmed Rob’s senses. He groaned and moaned, letting out such a cringingly potent sound that everyone fell silent as they watched. The thugs leaned in, coming closer together, so everyone’s bare crotches and sweaty, gleaming muscles rubbed against each other.
“Ah shit, a champion slut for the ages!”
“You should teach my whores how to be this nasty, boy. You could give lessons and shit…”
“Ass-to-mouth! Ass-to-mouth!”
Rob licked every inch of Tyrell’s incredible meat. It tasted so bad and so good at the same time that Rob wished he had made them all do ass-to-mouth. He deep-throated that assy cock as he felt Tyrell’s balls crawl up in his sac.
After getting ninety-nine loads all over his body, Rob wanted to swallow this one. He moaned and gripped Tyrell’s asscheeks so tightly Tyrell couldn’t pull away if he wanted to. Tyrell’s massive dick throbbing in Rob’s throat before he finally shot his load.
His dick was aimed right down Rob’s gullet, so Rob didn’t taste any of that cum at first — he still tasted all the other cum that stuck to Tyrell’s cockshaft, but the actual fresh load was spurted too deep down his throat to taste it. Instead he felt it flow into his stomach, settling into a tight, warm, savory ball of lust deep in his belly.
“Oh, yeah, whiteboy, that is the way to do it…” Tyrell said with a moan, forgetting his anxiety about getting so much cum all over his body.
He kept on spraying. He leaned his head back and smiled at his fellow thugs as he finally finished, leaving his limp dick in place until every last drop was in Rob’s stomach. Then he pulled out, and Rob gagged again as that shiny shaft plopped out of his mouth.
“Hell yeah, nigga! You got him good!”
“Where’s our money? Huh, sissy?! We ain’t fight! We did what we s’sposed to,” someone shouted indignantly. Rob couldn’t see who that was, but whoever it was sounded annoyed that Rob hadn’t already given out the thousand dollars.
“Relax, relax,” Rob said, holding hands up for silence. “I haven’t even finished swallowing yet, chill out. I’ve got a thousand dollars for each of you. Why don’t you get dressed and form a line right here?” He leaned back and sighed.
They cheered and clapped their hands, waving their bare cocks in his direction. When this began, it was obvious who was in which gang because they clustered together. But now, that was no longer the case. They had seemingly forgotten about their differences and were lining up. They didn’t even notice that Rob had told them to get dressed first. Most of them were in line already, still stark naked.
That was fine with Rob, who stretched as he stood on his sore knees. Everywhere he looked were naked thugs, and he was already wondering if he could get any more action out of them.
He decided not to do that because it would take too long. He paid them with an app, of course, as he was definitely not bringing a hundred grand in cash to this event. As his phone whirred and worked, each thug had stand there while Rob paid him using one hand, his other hand caressing their muscles and their limp dicks.
All in all, it took nearly two hours to pay them all off, and by the time he was done, Rob was just about ready to go again. He smiled and leaned back in his chair.
Maybe I’ll do rednecks next, Rob thought. He had passed a trailer park on the way into Detroit, and that had looked promising. But first he wanted to simply sit back and finish basking in his post-orgasm glow.
And then he’d head over to the trailer park to get started.