Madhu is approached by a pimp with a bizarre offer — tutor his brother in computer programming in exchange for the ride of a lifetime. You see, Perry the pimp doesn’t want his brother to follow in his footsteps, meaning he is willing to give Madhu a free swing on a ho for lessons…
But when Madhu’s not interested in a ho — he prefers Perry’s studly body — Madhu is in for a topsy-turvy climax of alpha male twink on top action!
Or read the whole thing here!
Living in Philadelphia during presidential caucus season meant that Madhu Sharma was used to being harangued by ideologues of various sorts, distributing pamphlets, QR codes, rumors, surveys, social media pile-ons, revenge porn and, worst of all, merch. So when he saw a flamboyantly dressed man on his doorstep, knocking loud like a swat team, Madhu assumed it was some sort of political stunt. Gato had been calling Governor Saltieri a “pimp for ethanol” for a long time, so Madhu thought perhaps this was a Gato operative.
He opened the door with a dour frown. “I’m a registered Democrat,” he said. “Please don’t give me a sales pitch on any Republican-” He stopped talking because he realized the man in front of him was — or at least was very good at appearing like — a real pimp.
He was black as twilight, and the clothes were fine, tailored, brightly-colored, and seemingly real, not a costume. How many Republican political volunteers were black men with actual pimp clothes? Probably very few. This could only be a real pimp. He was tall, kind of lean but powerfully built, with a harsh face and a long scar from his chin to his cheek. He looked like he thought he was more handsome than he was, and he probably was very handsome as a younger man. Now he was craggy and scarred, with the despirate cast-iron look of an ex-con.
“I ain’t no Republican, motherfucker,” said the man in a hippy rhythm, like it was the opening line to a song. He put a big smile on his face. “The name’s Perry. Can I come in?”
“Uh…” Madhu didn’t answer, but Perry didn’t wait. He pushed past him into the house. He was a lot taller than Madhu, and Madhu’s face was shoved into the door by the massive man as he shoved his way in. Madhu shut the door behind him.
“Can I… uh… help you? I haven’t hired a… well, anyone. I haven’t hired anyone for anything,” Madhu said.
“I know. I gotcha, baby,” he said. “I pickin’ up what you’s puttin’ down, sweetheart. You got confusion, I got answers. Listen, cuz they is packing a wallop. Perry got answers for e’erything, man. Madhu, right? You got any questions about the universe, God, science, history, whatever you want, Perry will lay down the truth to you.” He walked into Madhu’s kitchen and opened the fridge. He snarled in frustration. “You got no beer?”
“No-“
“Liquor?”
“Uh, yeah, in the cabinet over there,” Madhu said. He pointed, and Perry found a bottle of bourbon. He poured himself a drink and added ice. As he did, he passed over his smartphone, which was open to a picture of a scantily clad girl. She looked pretty, but in a rather whoreish way. Madhu couldn’t tell if it was a photograph or a publicity still from a porno. He glanced at it. “What am I supposed to do with this?”
“Look through there for a girl you like,” he said.
Madhu did as he was told, flipping through pictures of slutty-looking women in low-cut dresses. Many of the photos seemed to have been taken in the same low-rent apartment, some ghetto-ass place, and some of the girls were wearing the same dresses. His heart pounded as he tried to figure out what was going on. He had no interest in any of these girls. Why had a pimp burst into his house like this? Should he call the police? If he had his phone nearby, he might have done it, but it was sitting on the charger in his bedroom.
“You know my brother, Jerembee.”
“No I don’t,” Madhu said. “Look, these girls are nice. They’re very pretty, but I don’t see what-“
“That wasn’t a question, bitch, shut yo’ mouth,” Perry said with a dramatic sigh. “When Perry graces you wit’ a statement, you shut yo’ fool mouth and listen.” He took a sip from his bourbon. “You hear me?”
“Yeah… I get it, I just don’t understand-“
“Shut the goddamn fuck up before I shut you up. I is in the process of explainin’, but you ain’t respondin’ right. I’s talkin’, and you’s over there flippy-flappin’ like a penguin about the phone-“
“You told me to look in the phone-!”
“You can do two things at once, dumbass!” Perry jabbed a finger in his direction. “Both look at the girlies and listen to me!”
“Fine.” Madhu flipped back through the pictures of trashy women. He’d already seen them all. When he went back to the end of the photo album, he saw a dick pic of Perry’s cock — presumably — a photo of a birthday cake and some pics of puppies doing cute puppy things. He wondered if Perry realized he was able to flip past the women.
“”You do know Jerembee. He lives next door to you. He lives right over there.”
“Who? Oh, Jay Man?”
“He calls himself Jay Man?”
“Yeah, that’s what he introduced himself as,” Madhu said, though now that he thought about it, he had received mail addressed to his neighbor, so he did know his real name was Jerembee. He just hadn’t thought of it in time. Perry’s presence and his big-chested swagger made it hard to think about anything else.
Perry chuckled. “Don’t call him that. Call him Jerembee from now on. That’s good enough for our mama, it’s good enough for him.” He took another long drink of bourbon. “Fuckin’ Jay Man.” He looked at the glass of bourbon like he had just noticed it was in his hand. “That’s good bourbon. What is it, French?” He looked at the label.
“All bourbon comes from Kentucky.”
His face screwed up tight, and he wagged a finger at Madhu. “Don’chu dare educate me ’bout liquor, you spicetip shit, I will correct you in a most unpleasant fashion, you hear?”!
“Yeah, fine, I still don’t get why you’re here,” Madhu snapped.
“Don’t get snippy wit’ me. You find a girl you like?”
“I… uh… I’m not into prostitutes,” Madhu said.
Perry cocked his head to the side and looked him up and down. “What?” he asked. His eyes cringed at the sight of Madhu’s thin twink body and girlish face. He inspected Madhu up and down. His menace made Madhu shiver with fear. He frowned and grabbed Madhu’s crotch. Madhu felt a surge of pain as Perry squeezed hard on his cock and balls through the fabric of his pants, and Madhu sucked in his breath and stood on his toes. Despite that, Madhu’s cock swelled up, both from arousal and fear. Perry frowned again.
“I’m sorry… Why are you here?” Madhu asked.
“You know my brother, right? And you a computer programmer?”
“Yeah.”
“Can you teach him?”
“Teach him what?”
“Programming, motherfucker.”
“Uh… I’m not a teacher,” Madhu said.
“I know, but he can’t afford college or nothing like that,” Perry said. “Hs gotta go clean. I ain’t gonna let him end up a thug. I know he can get a job if he programs. I read them tech firms is lookin’ for niggas, cuz they get protested all the time, for being like ninety percent white.”
Madhu scoffed. “Try ninety percent Indian.”
“Well, not ninety percent nigga, that’s for damn sure. They want niggas, and Jerembee’s gonna be one of ‘em,” he said. “I was gonna let you go to town on one of my bitches anytime you want, if you keep givin’ him lessons. I was thinkin’ computer programmers is a bunch of nerds, right? Prolly a virgin, gonna teach Jerembee all kinda shit if he get some nice pussy.”
Madhu shook his head. “That’s gross. And I’m not a virgin. You’re taking advantage of those women.”
“Shut up.”
Madhu’s heart started pounding as he wondered if this meant he was going to get a chance to handle Perry’s meat. He blushed at the thought, and his eyes were inexorably drawn to the crotch of Perry’s crimson slacks. He’d noticed when Perry moved before, Madhu caught a glimpse of a massive bulge there.
Perry put his hands on his hips. “Well, fine, you got me,” he said. He wrinkled his nose. “Whatchoo want? You want me to jerk you off?”
“What? Really?” Madhu had thought maybe he could get a chance to swing on Perry’s cock — these ubermacho thugs sometimes let that happen, on the downlow, and Madhu was all too willing to keep it as downlow as they wanted. But he never thought Perry would be willing to bottom. He wasn’t even sure he had heard that correctly. “You want to bottom?”
“No.” He scoffed. “But I will. If it gets my brother the education he needs.”
“You know how to do it?”
“I can do anything, motherfucker,” he said. “I’m a pimp. You can’t be good at this job if you don’t know e’rything about dick. You gotta be willin’ to sacrifice. And I been locked up. So I done spent my turn on bottom before. Ain’t my preference, but if you’ll give Jerembee lessons, you can stick it in any hole you want, bitch.” He got on his knees, needing to stoop to reach Madhu’s dick.
“Wow, so you’ve done this before?”
“Just twice,” he said as he pulled down Madhu’s pants. “Not by choice. But you know, sometimes in prison the shitty-shit happens, and a nigga gotta bend over.” He was quick and unceremonious, like he just wanted to get this over with, to check the boxes that he had indeed handled Madhu’s dick. He put it one hand and gave it a few rough strokes. “And you best believe, if Perry is gonna give up the booty, it is gonna be fine indeed! I will show my own bitches up, they don’t act right, Madhu, if you can believe it, they do trifle, even though I try to teach ’em. You ever try to teach a woman?”
Madhu inhaled sharply and said, “No. Haven’t. Done. That.” He was still unsure if this was a trap or a trick, though he couldn’t imagine what the point would have been. He watched his dick spring free, already half-hard as much from nervousness as actual arousal. It throbbed in Perry’s hand.
He frowned distastefully at the sight of Madhu’s cock, as though he had been hoping it’d be smaller. He gave it a few long, slow strokes, and he looked up at Madhu as though expecting a big dramatic moan of desire. But Perry’s hand was thick and callused, and Madhu was only beginning to get into.
Madhu’s knees went weak, and he almost lost his balance. He gripped Perry’s thick arm muscles for support, which Perry frowned at but didn’t complain. He got both hands on Madhu’s meat now, one hand holding the root of his cock, the other expertly working the shaft. Despite the discomfort of his rough macho-man’s skin on Madhu’s sensitive dick, he was getting hard, slowly.
“I only did it in prison, when I ain’t have a choice… Cuz that’s just the way it is in there, and when you as sexy as me, you know… prison guards wanna take a whack at’cha. They only got millimeter peters though, mosta ’em, so I don’t count it, you feel me?” He leaned in. “Don’t tell nobody that, ‘specially not my brother.”
“Okay…” Madhu bit his lip. Precum was oozing out the tip of his dick now.
“You look kinda like a girl to begin with, so I’m already likin’ you better than the last one. That was a hairy-ass Italian dude. Smelled like a loaf of bread you forgot about in the backa the pantry.”
“Oh, okay,” Madhu said, holding his breath. He couldn’t really think about what was happening right now enough to formulate a more cogent response. Maybe Perry realized that, cuz he narrowed his eyes in Madhu’s direction.
Then, still kneeling in front of him, Perry opened his mouth. Madhu’s knees went weak again as his dick slipped into Perry’s mouth. He gripped Perry’s bright red fedora for support, holding him so tightly that the fedora fell off, and Madhu clutched Perry’s tight cornrows instead.
His dick got fully hard right away, as Perry’s tongue slicked spit up and down the shaft. Madhu was so shocked by what was happening that he could only look down at it as though it was a computer program that didn’t make any sense. Perry didn’t seem into it, but he didn’t seem to hate it either. He approached it like a non-vegan might eat a vegan lasagna when there was nothing else available. He frowned at it, but he slathered spit all along the shaft, and he didn’t stop to gag once.
Looked like he had to bite back a couple gags though.
Perry didn’t take his red and violet suit off, so his back muscles rippled beneath the fine cloth. He loudly suckled, clenching his throat every few seconds and sending waves of pleasure up Madhu’s spine. This day was not turning out at all like he expected.
“Oh, fuckin’ hell, Perry… Damn,” Madhu said, blushing at how exaggerated his reaction was. He twisted and gasped for air, and he leaned on Perry’s cornrowed head for support.
Perry didn’t stop to say anything, but he murmured around the cock in his throat. Madhu didn’t know what he said, all heard was a moist explosion of syllables. Perry’s grizzled chin scratched against Madhu’s thigh as he nuzzled his nose deep into Madhu’s crotch, and he produced so much spit it dripped onto the floor beneath him. His lips caressed Madhu’s shaft, so expertly that Madhu began to doubt that Perry was as ill-experienced as he had suggested.
Precum leaked down Perry’s throat. He gurgled and made a sour face when he tasted it, but it didn’t slow him down any. Perry grabbed ahold of Madhu’s bare asscheeks, slapping them as though appreciating their plump roundness, even if he couldn’t see them from his position.
Since Perry was so tall, he had to bend way over to get his head in Madhu’s crotch. That meant his broad, strapping back was laid out in front of Madhu. He leaned forward and slipped his hands underneath Perry’s clothes, caressing the man’s smooth, ropy-muscled back.
A humming, moaning sound came from Perry’s throat. He pushed his head all the way down, until his nose was buried in Madhu’s pubic hair. His throat clenched as he gagged out loud for the first time, then pulled away and spat on the floor of Madhu’s kitchen. Madhu was too intensely horny to care about the mess on his floor.
Avoiding eye contact with Madhu, Perry pushed his head between Madhu’s legs — his head was so big it barely fit, and Madhu had to spread his feet to accommodate him. Then Perry swallowed Madhu’s entire ballsack.
The sensitive skin of Madhu’s scrotum tingled, and his knees went weak again. He murmured to himself as he slowly sank to the ground, hips mounting Perry’s face. Since Perry had to struggle to lower his head under Madhu’s crotch, it was easier for him to just lay on his back anyway.
Lifting his balls, Madhu aimed his cock back for Perry’s mouth again. He swallowed it down greedily, as though he enjoyed it even as he gagged at the onrush of salty precum hitting his tongue. Perry was tall, with a big mouth and a cavernous throat, and he swallowed Madhu’s cock easily.
Madhu leaned forward as though to start sixty-nining, but he was nowhere’s near tall enough to actually jerk Perry off. He snuck his hands beneath those violet slacks and stroked his dick, which was, much to Madhu’s surprise, already hard as stone.
They continued like that, faux sixty-nining until Perry slapped Madhu’s perky brown asscheeks. Madhu pulled away, and Perry took a deep gasping breath. He sat up and frowned at Madhu. “How was that?”
“That was… amazing…” Madhu said, looking down at his feet. He was shocked once again as he saw Perry turn around and pull his slacks down. Perry bared his asscheeks, still keeping his shirt, tie and suit jacket on, just lifting them all up enough to show off his plump brown asscheeks.
“I always tell my bitches I could handle dick better than them. Pity they’ll never know. You best not tell no one about this,” Perry said. He thought for a moment. “He gonna ask me when I tell him about this. He gonna want to know if I’m payin’ you.”
“Uh, well…”
“You like niggas? I tell him I gave you Mackdog. He got that disease that make him white, just a bit on his leg. Tell him that.”
“Vitiligo?”
“That’s it, he got that and the biggest dick you ever seen. I ain’t ashamed to admit he packin’ more meat than me. He don’t know how to use it though, and he mess around wit’ any kinda nigga on the downlow. So you tell him you rammed Mackdog. Jerembee will get a laugh outta that,” Perry said, turning his head back to see Madhu. “I’ll tell Mackdog to back it up. He don’t care, he’s a animal.”
“Okay. Mackdog, yeah.”
Madhu felt tiny behind Perry, who was broad-shouldered and wide-assed. He had big round cheeks that Madhu had to stretch on his toes to reach, even with Perry on all fours. As soon as his finger touched the rim, Perry’s hole puckered. He winced even before anything penetrated him.
“You want me to lick your ass first?” Madhu asked.
“Hell yeah, sissy,” Perry said. “If’n you eat ass, eat away. I ain’t nevuh turn down a rimjob.”
Madhu got on his knees and dove in. He loved giving rimjobs, and he especially loved smooth black assholes like Perry’s. He ran his tongue through the asscrack, collecting all the sweat that dripped there. Perry had an intensely masculine musk, with a faintly chocolate flavor which Madhu thought of as the taste of the cocoa butter lotion most black men used.
Then his tongue plunged in to that musty dark hole. Perry lifted his head up and howled, his pride returning now that he wasn’t jerking cock. His body undulated as Madhu lapped at his ass.
Perry’s back arched as he grunted. It sounded like he hadn’t really expected this to feel that good. Madhu was proud of his rimjobbery skills and he beamed, not that anyone could see it. He inhaled noisily. Perry made a proudful sort of moan, and his cock throbbed — Perry was glad to be dominant for at least part and he rubbed his asshole all over Madhu’s face.
He made sure to lick loudly and messily. Madhu loved the sight of a man with spit dripping down his ass, some of it even sliding all the way through his taint and into the messy nest of sweaty pubic hair at the base of his balls. A few drops of that assy saliva even dribbled into the seat of Perry’s nice slacks, which were around his ankles. Madhu hoped he wasn’t going to be furious about that when he saw it later — he seemed like the kind of pimp who hated getting his clothes dirty.
“Ah, damn, you sure you ain’t black, boi? Cuz you eat ass like a nigga!” Perry said loudly. He slapped his hand on the floor as he said it. “Alright then, whiteboi, time to stick it in me. You be gentle, ya hear?”
“Yeah, I will. Just tell me to stop if it hurts too much,” Madhu said.
Perry grumbled as though he didn’t want to do that. Madhu got the impression he didn’t like to show pain. But Perry got back up on all fours and spread his perfectly round asscheeks. His hole twinkled, beckoning Madhu with its temporary looseness.
Madhu stood back up on his toes, slipping the tip of his dick in before Perry’s ass had time to tighten back up after the rimjob. Perry bit his lip and grunted.
Pleasure shot through Madhu’s body like a bullet. He worked his dick in inch by inch, smiling as he saw Perry wince and try to pretend he didn’t feel any pain, or even pleasure. He stayed as stoic as he could, stone-facing there on all fours, his muscles all tensing and relaxing in sync with the thrusts of Madhu’s cock into his ass. The pleasure was even more shameful for him, it seemed, than the vulnerability he showed when he writhed in agony. Behind that agony was the bliss he didn’t dare acknowledge out loud.
But his dick couldn’t lie — or at least, it didn’t lie, as Madhu noticed when he reached around Perry’s body to his cock and stroked it, rock-hard despite the meat in his ass. Perry grunted and held his head down.
Madhu felt his orgasm grow and grow, and though he wanted to delay it, this was too arousing to stop himself. He didn’t know how long he humped there, slamming his dick in and out, smiling as Perry grimaced with every thrust of his hips. It could have lasted for a minute, it could have lasted for hours, Madhu would have had no idea.
Perry squeezed and clenched. He grunted heavily as he endured the pain, but his ass remained loose and his cock pulsated in Madhu’s fingers — it was clear that a part of Perry enjoyed this, he just didn’t want to admit it.
“Uh, god, yeah, give it to me, nigga…”
Muscles writhing beneath the colorful suit he had never taken off, Perry’s grunts of agony turned to gasps of pleasure. His dick leaked precum into Madhu’s fingers as those thick veins in the shaft throbbed with sexual desire. Madhu could feel the cum flowing before he actually shot his load.
They both came at nearly the same time, Madhu just a few seconds earlier. He sprayed his load within Perry, coating his insides in creamy goodness. It was the most intense orgasm of his life, wracking Madhu’s body with uncontrollable pleasure. He bit his lip so hard he drew blood.
Then, without taking his dick out of Perry’s ass, Madhu reached both hands around Perry’s hips. He used both hands to stroke him off, faster and faster as Perry panted heavily. He could already feel the cum flowing, and he could sense through his body when Perry’s balls crawled up in his sac.
At last Perry shot his own load, Madhu’s cock still throbbing limply in his clenched ass. Cum spurted out all over Madhu’s hands, dripping down and onto the floor. Perry writhed in that suit, which was now soaked with sweat and matted against his skin in a few spots — hopefully that meant he wouldn’t notice the stains in the crotch of his pants, Madhu thought.
He pulled out and Perry breathed a sigh of relief. Madhu had him roll over on his back, with Madhu’s cum-coated hand still elevated. Perry winced when he saw it, but he reached for it just the same. He knew exactly what Madhu wanted to do.
He and Madhu both licked it clean, Madhu enthusiastically tonguing every drop, while Perry gagged and choked it down. He sucked on Madhu’s fingers and even let Madhu’s cum-filled mouth kiss him on the lips. It was only when Madhu pushed his luck by trying to put his tongue in Perry’s mouth that Perry pulled away. His smile faded to a sneer.
“Nah, no kissing,” he said. He flopped his dick back into his underwear and pulled his pants up. He finished the last of the drink he had poured for himself, then picked up the bottle of bourbon and chugged from that.
“Thanks, Perry, that was amazing,” Madhu said, blushing. He sounded like a fanboy who finally got to be with his idol, he thought to himself. He tried to stand nonchalantly but failed and just looked awkward. “You’ve got an incredible cock and ass and body.” He thought he should try to puff up Perry’s ego a bit before he left, or who knew how he might overcompensate.
“I know, sissy. Every thing I do, no matter what, it’s always amazin’. That’s the Perry guarantee,” he said, slowly regaining his pimpy cockiness. He even danced a little on his feet. He licked his teeth. “I’m takin’ the resta this bourbon. It’s nice.”
“Oh, well, I’ll do whatever you want if you keep comin’ back,” Madhu said.
“So you’ll teach him?” Perry asked. “I’ll keep coming over every month, as long as you’re still tutorin’ him.”
“We have a deal,” Madhu said.
He smiled and put his fedora back on. “See ya next month then, sissy. Buy lube. And more bourbon.”