The Cholo

Anthony works for a cartel but only in a technical capacity. He’s not a cholo himself, but he does wind up spending the night in a hotel room with one! That means Anthony is in for a night he’ll never remember, as this alpha male ex-con craves a tender touch that Anthony is eager to provide…

Can Anthony handle his bedmate’s unbridled machismo?

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Anthony was glad to be treated like a real Latin Kings cholo now, not just a hanger-on of his brother — his brother Chuy was a high-ranking Latin King. But nowadays, he was helping the cartel’s front business with its computer system, so maybe he was a high-ranking Latin King too. Or at least a ranking one. Computer geeks weren’t really a part of the normal promotion system.
But he had a reputation as a good, loyal soldier of sorts. He was as much a bona fide cartel member as any of the other cholos and vatos could be. They showed him respect, and the lower on the totem pole they were, the more respect they showed, cuz they didn’t know who he was or how important his job was.
It was that reputation as a loyal worker that got him into the security detail for a wedding near the end of the year. Anthony didn’t know any of the people getting married — it was some bigwig señor’s daughter, who married a cholo from the cartel — but he was assigned to security for the event. Mainly, they wanted him to manage the wifi and the cybersecurity for the wedding, since they were quite sure that the law enforcement agencies of at least two countries would have undercover operatives there.
That was why Anthony was at the wedding of two strangers, dressed awkwardly in an ill-fitting suit, alongside a macho named Tejón, a muscle-bound, scar-faced cholo who made Anthony’s whole body quake with both fear and desire. Neither he nor Anthony had a tailored suit like the upper-class cartel leaders who filled the church’s pews.
Tejón was terrifying, to Anthony at least. To everybody else he was invisible. Anthony held his breath whenever Tejón was around — which was pretty much all the time, since he was guarding Anthony.
Before the actual service, Anthony did another quick last-minute review of the wifi and the server for the house.
He found an anomaly on the server. It was impossible to know for sure if it was just a faulty setting on the device, or if it was a relic of some sort of tap-and-trace software that had been installed. It was impossible to keep a wedding like this low-key — the bride’s main desire was for it to be big and public and highly visible — so the guests had all been told to use only their clean, crime-free cell phones. Most people hadn’t even brought one, which Anthony thought was probably wise.
Could have been the FBI trying to get a tracking signal from somebody’s phone. Could have bene another cartel, or the Chinese the Latin Kings did business with.
Anthony worked alongside the other security guys, all of whom were big tough ex-con cholos like Tejón. Most of them did prison time, and Anthony assumed Tejón did too. Those tattoos didn’t look professionally done. Anthony was a thin, reedy man, so he didn’t fit in with them. He looked out of place, and he felt even more out of place than he looked.
Luckily the rest of the wedding went off without a hitch. For a moment it looked like the bride might not show up, and Anthony wondered if this wedding was about to turn bloody, because the groom was getting angry.
But then at last the bride-to-be appeared. She looked radiant in her dress, which was more revealing than Anthony had thought any wedding dress could ever be. Her tits barely fit in it. She looked like the world’s most expensive prostitute, which he strongly suspected was the case. Or at least, she wanted everyone to think she was.
The wedding was over as quickly as it had begun. Anthony watched from the patio, but he couldn’t hear any of the words. It seemed like such a huge production, Anthony thought, for a ceremony that lasted about a minute. It didn’t even mean anything legally. All that mattered was the signing of the marriage certificate afterward. There was no officiant at this wedding, because they didn’t want to invite any outsiders like a priest. The bride and groom just signed the marriage certificate a couple days later with their priest. It was all just a big pointless formality, with the side benefit of it being a great way for the FBI to nab someone.
But Anthony didn’t explain his cynicism to any of the attendees, and he certainly didn’t say anything to Tejón, who glowered and flexed and scowled throughout the ceremony.
As the guests filed off for the reception, Anthony and Tejón headed for the hotel. Their shift was finally done. Anthony wasn’t too happy about sharing a hotel room with Tejón, who was a glowering, bullet-scarred, bull-faced man with a gruff demeanor and seemingly no ability to experience joy. He had shown no emotion during the ceremony. He looked like a cyborg carefully decorated to look like a cholo, Anthony thought.
But there was something alluring about him too. Anthony had changed into his suit with him in the bathroom and seen his powerhouse body then. Anthony only snuck a few peeks at him though. He’d never try anything. Who knows how a freak like Tejón would react?
Anthony was glad he had made it through without offending any of the cartel bosses or having to actually use the gun strapped to his waist. He had a lot less experience with violence than he had let on when he joined the Latin Kings, and he didn’t want that to become obvious in a firefight in front of everyone important. It wasn’t even what he had been hired for — he was just a computer guy — but they had insisted everyone on the security team be armed.
Now he had acquitted himself well, and so far as he could tell, nothing had gone wrong during the wedding. He was beginning to feel like a real gangsta, like he was just like everyone else in the organization. They had treated him like an outsider at the beginning of the day, but by the time the wedding was over, they treated him like one of their own.
The hotel was sumptuous and well-furnished, easily the fanciest hotel Anthony had ever stayed in. The Latin Kings rented rooms for the security guys, and Anthony couldn’t wait to get in the room and relax. He had been up since before dawn this morning, when he and Tejón had inspected the hall for listening devices.
He was so tired now that the adrenaline was no longer pumping through his veins that he didn’t realize until he and Tejón walked into their room that they had only been given a single one-bed hotel room. Tejón apparently saw that as normal and expected, but Anthony did not. He wasn’t sure if he should ask about it or if that would make him look weak.
“One bed,” Anthony murmured softly, to himself, not intending Tejón to hear.
Tejón nodded. “They do that, esé. They don’t think security needs separate beds,” he said, and he clucked his tongue. He shrugged. “It is like prison.” He licked his teeth.
“Oh. Yeah.” That did not make it better for Anthony.
“You scared to share a bed, hombre?” Tejón asked with a sneer. He took off his shirt and shoes, getting ready for a shower. He laughed at Anthony’s lack of comfort with the situation. “You prolly enjoy cuddlin’ wit’ me like a female. You look like the type. Flouncy.”
Anthony shrugged. “Whatever, esé. We’ll see if you can keep your hands off me.” He blushed. He was flouncy, he couldn’t be too upset that Tejón noticed it.
But he didn’t like to get called out like that. In any case, the broad, dark gold muscles of Tejón’s chest attracted Anthony’s gaze, and he didn’t think to look away Tejón saw him staring. His skin was marked with scars and those prison tats. He was what they might call a bugablack — very dark skin, but maybe not quite a full negro by Spanish-speaking standards. Too dark to be a mestizo though.
Tejón scoffed. He dropped his pants and boxers. He flopped his uncut cock between his finger and wiped sweat off his barrel-shaped chest, which was so thick that he overheated easily, especially underneath the suit he had been forced to wear all day. He sighed, glad to be naked finally, and headed into the shower. His powerful asscheeks jiggled up and down with each step.
Not wanting to look like he was scared of Tejón, Anthony hurried back to the room before Tejón was done with his shower. He got naked himself, so he could shower next, and he didn’t want to seem uncomfortable being naked in front of Tejón.
Cholos were like that. He’d seen it around the compound. Once there were no women around…
Well, as an avid admirer of the male physique, Anthony got quite an eyeful on many occasions at the compound. Sometimes a mouthful and often an assful too. He enjoyed visiting the compound.
Tejón came out of the bathroom on his cell phone, trying to convince his girlfriend to give him permission to fuck a whore — there were plenty hanging around the hotel. It did not sound like she was entertaining the possibility. He shouted at her in rapid-fire Spanish. Anthony caught just enough of it to understand the gist of the conversation.
Anthony frowned. The one exciting part of this wedding for Anthony, he thought, was that he thought he was going to get lots of hot cholo meat. It turned out that most of the guys working this wedding had duties nearly the entire weekend, so that wasn’t likely to happen. They were almost all here with their wives anyway. As Tejón finished his hushed conversation with his wife, Anthony headed into the bathroom for his own shower. It was warm and relaxing, and Anthony felt refreshed when he came out.
By the time Anthony was done showering, the sun was going down, and Tejón sat, still naked, on the edge of the bed, watching TV. He flipped aimlessly between the channels as Anthony dried off. He wanted to put shorts on, but he didn’t want to look more self-conscious than Tejón.
But then Anthony had been surprised by the cartel before. One of the other big machos he used to work with revealed that, when he and some buddies had been locked up, they drew straws to see which one of them had to be a bottom, and it had been him. He’d been rammed a couple times a day for most of a year before they were all released. It was widely considered okay or only mildly shameful, as long as he wasn’t pimped out to other prisoners. No one considered it such a big deal.
A punk is a man who gets bitched out to other prisoners. It was shameful to be a punk. Any other role was fine.
As the evening progress, Anthony noticed several times that Tejón snuck glances of Anthony’s smooth ass and pale thighs. Anthony wondered if Tejón’s penetrating glances were a prelude to something. He was so very naked, his big brutish body gleaming, exuding body heat that Anthony both craved and feared. Anthony was naked too, of course, but only because Tejón was first. Anthony was pale and small and thin, and he looked tiny next to Tejón, who took up most of the hotel room, it seemed like.
In the end, nothing happened that evening. Once they were both naked and watching TV, Anthony got less and less nervous. He began to think that Tejón must be naked by default — he was from Latin America, where it was very hot, so maybe he was used to being naked at home, Anthony thought. He and Tejón talked about the wedding, and Tejón complained about his girlfriend’s constant text-message nagging and her refusal to entertain the ‘fuck-a-whore’ proposition Tejón came up with. Tejón earnestly explained that it didn’t count if you were in a different country. Women have a different view of that kind of thing, which Anthony tried to explain. Tejón wanted a reason cheating didn’t count. Women want a man who wants to prove how expansive his definition of cheating is as proof of his devotion to her.
It was all anticlimactic, Anthony thought as he drifted off to sleep. He had been half-expecting the wedding to be interrupted by a hail of gunfire. If this was a movie, something would have happened. The Latin Kings had been dead set on the wedding would go off without a hitch, and they hired the professionals who could make it happen.
He and Tejón were both stark naked, sleeping on top of the covers at first. Anthony instinctually crawled under the blankets around midnight, where Tejón’s body heat was already warming things up. The air outside had gotten quite cold by then, and the air-conditioning was still on, so the inside of the hotel room became ice cold.
Anthony dreamed of a beautiful boy caressing his body. He spooned him from behind and nuzzled the back of his neck. He even fingered his ass and lower back. The warmth radiating off Tejón’s body was enveloping like a blanket, with a hot and spicy scent that made Anthony’s heart race even in his sleep.
In his dreams, Anthony moaned as that beautiful young man, a blond god, some sort of ski instructor, kissed a trail up his spine, fingers teasing Anthony’s sensitive asshole. Anthony squirmed and cried out with desire.
This smooth blond hunk, Anthony realized, was hairy. His chest was smooth but Anthony felt body hair. How did that happen?
He realized with a start that he wasn’t dreaming. It was Tejón’s hairy tattooed cholo body, grinding on Anthony from the side. His hot breath condensing on Anthony’s skin. His hard cock rubbed against Anthony’s thighs and asscheek. Tejón had woken up some time ago and was working himself into a full-fledged erection.
Or maybe he was not entirely awake. His voice sounded blearly, half-asleep, almost drunk, though he wasn’t drinking — the Latin Kings had forbidden it.
“Sssh, do you want it?” Tejón murmured, his voice baritone and echoing in Anthony’s ear.
“Hmmm… Yes!” Anthony whispered as loud as he could whisper.
“I knew it. You looked at me like you was hungry, but what you didn’t know is I’m hungry too. I’m just gonna put the tip in. It will not count. Do not fear, little pale one,” Tejón said in lilting Spanish. His arms were wrapped around Anthony’s body, so if he tightened his muscles, Anthony would be in a chokehold. “If it is in the dark, it does not count. You will still be a man.”
Before Anthony could say anything, Tejón’s dick pushed into his ass. Anthony gasped for air. The pain was so intense he couldn’t bring himself to speak, or even to cry out. The only sound that came from his lips was a sort of exhausted choking cough.
Bolts of pleasure shot up from behind. Anthony squirmed, trying to get in a more comfortable position, but he was trapped under Tejón’s heft.
This had all happened so fast. Anthony was, just moments ago, asleep.
Anthony let out a begging little moan and pushed his ass back, forcing more of Tejón’s dick into his tight body. That sent shivers of pleasure that wracked Anthony’s petite frame. He burst into sweat and let out a series of spine-tingling moans of desire, as Tejón’s cock rocked every inch of his insides. His rough hands roamed over Anthony’s body, while Anthony’s own hands clawed at and massaged the meaty muscles of Tejón’s body.
“Sssh, I will give you a reacharound,” Tejón said, his voice a slumberous groan, muffled because he had covered himself up from head to toe with a blanket. Anthony was buried beneath his warm muscles. That was probably why he had ruled it out when the lights were still on. He had meant it literally when he said it wouldn’t count in the dark. Tejón would do virtually anything with a man as long as no one, not even God, could see. “That means you are my pasivo, it is okay.”
Despite Tejón’s warning, Anthony was still shocked when the older cholo’s fingers wrapped around his cockshaft. Anthony’s dick was already harder than it had ever been, throbbing painfully at just the touch of Tejón’s callused fingertips.
“Tejón…”
“Ssh, you taste so good, my darling,” Tejón whispered as he kissed Anthony on th elips, his voice tremulously baritone, as though he was desperate to get his rocks off. “I will make it feel very good, yes, esé? You are in the cartel now. You are uno narco in this organization…” He said that as though it meant Anthony was supposed to let himself get rammed — did Tejón ram all the new cholos? The more he learned about Latin Kings, the less surprised Anthony would have been by that.
“I don’t…” Anthony was confused about what Tejón was doing, but the bliss that rocked Anthony’s body made it hard to think about it, and all Anthony wanted was to finish this. He cried out and bucked, sweating now beneath the confines of the blankets and Tejón’s heavy body.
His prostate sang, sending waves of sensations to rocket through Anthony’s limbs. His fingers tightened into claws, which dug into the soft mattress of the hotel bed. He buried his face in the cool sheets as Tejón’s hot chest pounded onto his back. The pleasure exploded in Anthony’s ass and ran up his spine. He arched his back, rubbing it against the corded muscles of Tejón’s broad chest.
As Tejón’s dick began sliding in and out of Anthony’s increasingly accommodating ass, the pain gradually diminished. Each thrust converted some of the agony of his huge cock stretching his bottom open to paroxysms of pleasure that made Anthony cry out and beg for more, the sound of which was muffled by the hotel mattress. Anthony’s back arched and a few twinges of pleasure rocked his body, moving from his sensitive asshole and up his spine.
That was enough to send Anthony towards his own orgasm. He grimaced from the pain and pressure as his cockshaft pulsated in Tejón’s hand, which stroked his manhood with tenderness and care, plus plenty of spit and precum as lube — Tejón must have learned well how to lube up with minimal supplies in prison.
Anthony bit his lip to suppress his moan of pleasure at feeling a few drops of precum inside his ass. Tejón’s cock filled him up, and it seemed to grow bigger with each daggering thrust into his insides. Each one raised Anthony to new heights of pleasure.
He didn’t know how long it took then. His ass burned, roiling with intense senations too poent for him to comprehend. It was unlike any ramrodding experience Anthony had ever had, and it made him dizzy with desire. All he could do was cry out and demand more.
The agonizing pleasure in his ass didn’t go away. It actually got worse and worse as Tejón’s powerful hips slammed his cock in and out of Anthony’s ass. Every time he did it hurt worse.
But it also felt good. It felt so good that Anthony began humping his ass backward, pushing onto Tejón’s dick in sync with his gyrations. They rammed there for an amount of time that could have been a minute or it could have been a week, Anthony didn’t know except that he didn’t recall seeing the sun come up.
Eventually it was over. Anthony shot his wad all over Tejón’s hand, while he felt creamy precum spurting up his ass from behind. Huge gobs of jizz sprayed onto the bed in front of Anthony, and the smell of it bloomed like a jungle in the air freshener-scented hotel room.
The orgasm that erupted in Anthony’s ass was so potent it made Anthony shout, loud enough that he wondered if it was audible in the next room — that was inhabited by two other cartel bodyguards, who, Anthony now realized, might be messing around right now just like him and Tejón were.
He hoped so. That was nice to imagine.
Spasms of bliss rocketed up and down Anthony’s spine. He shuddered and grunted into the pillow below beneath him, as his sticky cum spurted across the hotel bedspread. He even drooled onto the pillow, unable to close his mouth because of the outrageous pangs of pleasure that wracked his body.
Anthony had never felt anything like it. He’d gotten rammed in the dark by a lot of men and even a lot of cholos with huge cocks, but nothing had ever made him feel like this, like his whole body was going to rattle into a million little pieces of pure sensation. He gasped and bit the pillow under him.
“Toma mi pene, chico, necesito llenarte con mi hombría. Voy a disparar tanto que sale por tu nariz. Vas a estar oliendo mi esperma cada vez que te tiras un pedo a partir de ahora…” Tejón spoke softly, too quickly for Anthony to make out the words with his rudimentary Spanish — he was distracted by his orgasm anyway, but he could tell Tejón was saying dirty-talk, something about sperm, Anthony heard that. He assumed it was both dirty and romantic, and whatever it was, it made Anthony shudder with desire as he finished his orgasm at last.
He pushed back with his ass when he felt the first few drops of Tejón’s cumload finally hit his ass. He could tell it was going to be big, and he giggled with anticipation — he loved it when men filled his ass with cum.
Tejón grunted in his ear. His hairy chest dragged against Anthony’s back, as he filled Anthony with his frothy cum. He kept plowing even as his dick began to get limp, humping until his wad began to drip down Anthony’s thigh and stain the bedsheets.
Anthony was right — it was a huge load. It just kept on flowing, filling Anthony up, seeping into his flesh until he could virtually taste it from his nose to his toes. He felt Tejón’s manhood suffusing through his body, until it was all he could think about. Tejón gasped just like Anthony did, in plaintive, panty tone, like he was desperate for this orgasm, which went on as long as Anthony’s did.
Creamy wad after creamy wad flew up Anthony’s behind, each one leaving a warm afterglow of sensation deep in Anthony’s body. Tejón shot huge loads, like he had built it up in prison. Or maybe that girlfriend was blueballing him. She was likely provided by the Latin Kings and often found something better to do than take dick from the harsh-eyed scarface with the battering ram for a cock.
Poor guy… Anthony thought to himself.
At last they were done. Anthony fell limp on the bed, breathing a sigh of relief when Tejón finally pulled out of him. Tejón’s sweaty muscles remained curled around Anthony’s body, however, as though he intended to cuddle Anthony to sleep.
“Uh, Tejón?”
“Sssh, just go to sleep,” Tejón said. He rubbed his limp, gooey dick over Anthony’s asscheek.
“Oh… Well…”
“Ssh, baby, my little mamacito,” Tejón mumbled. He sounded like he was nearly asleep as he curled his biceps up with Anthony’s head in the crook of his elbow. He kissed Anthony on the cheek. “Just go to sleep.”
Anthony was so satisfied he couldn’t bring himself to move away, even though he was buried in Tejón’s overly hot flesh. He didn’t want to sleep on the floor either, but that was the only other option. He was just going to have to cuddle with this tattooed beast of a man. It was still cold in the hotel room anyway. Anthony felt warm, but he figured he would soon be shivering if he weren’t in Tejón’s arms tonight.
Besides that, he felt safe and secure in Tejón’s powerful muscles, so he was satisfied as he slowly drifted off to sleep.

The Tijuana Alpha

Anthony is not really a cholo, but his brothers are, and that means he needs a bodyguard, Messimo. When he finds out Messimo was a bottom in prison, Anthony realizes that means this hardcore vato is ready for a little twink on top… whether he wants it or not!

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Anthony wasn’t told about things that didn’t concern him or his life. That was almost everything that happened. As the youngest of seven brothers, Anthony was used to being the small, weak one, especially since his family ran the Latin Kings here in Tijuana. His brothers and father had built the cartel out of nothing and had created a multibillion dollar empire with operations in seven countries.
Even though Anthony had never had the machismo or the knowhow to get involved, he still lived on the cartel’s compound. Nowhere else was safe. He admitted that even if he hated it. He wanted more than anything to have a normal life. He didn’t like it here. The men here were tough, muscular cholos who never smiled or danced. Anthony was allowed to go out, as long as he went to safe places (not nightclubs) and brought his bodyguards with him. He couldn’t live like a normal person.
Anthony did not like having bodyguards or limitations on his travel. He had to admit it was justified though. The one time he ditched his bodyguards for a night of fun had ended up being disastrous — he was kidnapped and had to be rescued after being tortured for hours. The compound did get shot up, attacked by helicopter even this one time. Men who worked for the cartel were kidnapped or murdered on the street by rivals. Not the streets of Tijuana, but elsewhere in Mexico.
So he left the compound increasingly rarely.
These days, he was getting frustrated and angry, and he frequently shouted at his brothers for minor complaints. They treated him like a yapping dog they weren’t allowed to punish. He knew he was being picayune, that his world had shrunk but Anthony’s problems hadn’t. He became fixated on trivialities like the sheets on his bed being less than top notch. They could afford nice sheets, and Anthony couldn’t buy them on his own. But his brothers were slobs, they didn’t care.
“You need to get laid, hermano,” was the sum total of their response to his outbursts. They seemed to think all problems could be solved by pussy.
Since the compound was safe, Anthony’s bodyguards were not always right near him when he was home. They hung around and followed when he left the compound. So when he got a new bodyguard, he didn’t always know it right away; he just noticed a new large man hanging around and refusing to go away.
Méssimo was one such bodyguard. He’d been around for a couple days before Anthony realized he was his bodyguard.
He was tall, burly, broad-shouldered, hairy, more of a rough-and-ugly type than most of the bookish cartelistos who made it onto the compound — Anthony’s brothers only needed people at the compound for things like accounting and distribution. He didn’t want thugs.
Except for the security team, of course. For bodyguards, big and brutish were the ideal traits. Méssimo was ideal by those criteria, with plenty of swagger, a barrel-shaped chest and hair covering his body.
Anthony changed into his bathrobe in his bedroom, then sat down to pretend to read in his room. Méssimo was by the door, not technically in the room but right beside it. Anthony checked him out from behind — Méssimo was facing the window that looked out into the cartel’s courtyard and the Mexican desert beyond. His ass filled out his low-hanging khakhi pants, and it made Anthony’s mouth water. He had a meaty pair of asscheeks, cradled by tight drawers.
The male form had always intrigued and allured Anthony.
“Méssimo, did you ramrod Morales?”
Méssimo winced at the question. He turned around and made eye contact with Anthony, but he didn’t answer. His muscles roiled, and he frowned. He came closer.
Morales was a smuggler who had lost a few pounds of coke. Or maybe a lotta pounds, Anthony didn’t know, they don’t tell him those kinds of things. But he did learn through the grapevine that Morales had gotten ramrodded by “like a thousand cholos”. That was an exaggeration, obviously, but it must have been a substantial number.
And nobody thought to tell Anthony about it at the time!
Anyway, Anthony didn’t even know who Morales was. Someone said he was fat. So maybe he hadn’t missed out on much. Group ramming was how Latin Kings punished those whose incompetence harmed the entire organization. Anthony wished his brothers would tell him about it beforehand so he could join or even watch, but even though they always promised to do so, they never did. They put it in the same category as smuggling, that was why. They don’t want Anthony involved in anything unsavory, which obviously includes ramrodding.
Méssimo nodded. His tattooed face aimed down at his feet. He had tear-shaped roses tattooed leading down from his eyes, except one of the rose-tears was replaced with a red skull. Anthony was pretty sure that meant Méssimo killed a cop.
“What did you do to Morales? Did you plow him in the ass or the mouth?” Anthony asked.
“Both,” Méssimo said, his voice a low, rumbling growl. He grabbed at his crotch, then grunted. His cock was briefly outlined by the fabric.
“Come closer,” Anthony said. Méssimo did so.
Anthony unzipped Méssimo’s khakhis, giggling at his growl, which was equal parts displeased and horny. It sounded like he was glad to get some dome, and he just wanted to pretend he had to be pushed into it — not that Anthony planned on stopping there. Méssimo would do whatever he said, and Anthony intended to say a lot.
Méssimo’s hips flexed just slightly as though he fought off an instinctual urge to hump Anthony’s hand as soon as he gripped it in those sweat-jungle khakhis. He had a fat cock, limp but throbbing already and twinging with the power of an imminent erection. He pulled out Méssimo’s big uncut cock, which had a rooster tattooed on the shaft. It stuck out his fly like an oversized sausage.
“Quiquiriquí,” Anthony said with a laugh.
Méssimo was stiff and wooden, showing no reaction, even when Anthony repeated himself while clucking like a chicken. His brothers always laughed at that.
Not Méssimo, whose cock was the only part of his body that wasn’t hard like iron — he must have been nervous, Anthony decided. His biceps flexed, and his pecs rippled beneath his shirt. Anthony stroked Méssimo’s dick with both hands like a lovable length of rope.
“Are you uno pasivo, señor?” Méssimo asked with a nervous frown. He narrowed his eyes to slits as he checked out Anthony’s body.
Anthony knew what that meant. In cartel culture, men were either hombres or pasivos. An hombre like Méssimo might plow a pasivo but would never be penetrated by one willingly. Anthony was normally uno pasivo, but today, he didn’t give an answer. He wanted to leave Méssimo unsure of himself.
“Señor?”
Keeping his own face stoic, Anthony stood up. Méssimo stood next to the mattress with his hard brown cock sticking out the fly of his chinos. Anthony took his own dick out of his bathrobe and thwacked it together with Méssimo’s.
“Uh, señor, are you uno pasivo? That is okay…” He repeated himself and took a deep breath, like he desperately wanted Anthony to say yes. Méssimo’s voice trailed off as he submitted to the jousting. When he looked down and saw his dick throbbing next to Anthony’s, he winced and blanched. He straightened his shoulders and kept his hands clenched in fists at his side, as though if he moved them at all he’d be overcome by passion and start jacking Anthony off himself.
“You work for me, when you are assigned to me,” Anthony said with a smile. “So you will have to do as I say.” He stroked both dicks together, holding back a moan as his body was overcome by pleasure. He loved the feel of Méssimo’s hot, half-hard meat throbbing against his own.
Méssimo shook his head. “I work in sound of obedience, esé. I will do as I am told.”
“Good,” Anthony said. “Take off your shirt.”
Méssimo hesitated, then undid the top button (the only closed button) of his shirt. Under that he had on a wifebeater, which he also took off. He had a broad, strapping chest, lined with tattoos and scars. His chest was tight and stiff with anxiety right now, and he breathed shallowly. His dick began to get harder and harder with every motion Anthony made on his meat.
“Where did you get this one?” Anthony asked, using his precum-leaking cocktip to gesture to a broad, x-shaped scar on the side of his belly. Méssimo winced when Anthony’s dick touched his skin — Anthony had to get on his toes to reach.
“I was stabbed. When I was in the metal can,” he said.
“Ooh, did you have a bitch?” Anthony asked with a grin. “Did you have a puta?” The thought of Méssimo holding some man down as he plowed him made Anthony shudder with desire. A part of him wanted Méssimo to plow him like that, but Anthony had other plans as well. He could get Méssimo to top him pretty much any time, that was easy. He leaned against Méssimo’s chest — he was much shorter than Méssimo, but since he stood on the bed, his crotch was right between Méssimo’s mountainous pecs. He humped Méssimo’s tense, quivering muscles. “Don’t look down, look at me. Ignore what I’m doing and answer my questions.”
His pecs rippled, as Anthony’s cock left its first few drops of prejizz. It dripped down Méssimo’s tattooed chest. He ignored it even when Anthony’s dick poked him in this chin.
“Umm… I was… I had a boyfriend… I was smaller then,” Méssimo said, trying to look down without looking down.
The smell of funk filled the air. Méssimo couldn’t tear his eyes away from his own chest, where Anthony’s dick slid over a puddle of sticky precum. Méssimo kept his mouth open, either out of a shock or because a tiny corner of his mind wanted to taste Anthony’s cock.
“Smaller.”
Méssimo nodded. “I was young.” He added a sound effect suggesting he was weaker then, that he could not defend himself. He looked behind himself as though hoping for a rescue.
“Oh, you were on the bottom?”
Méssimo nodded. “I am not ashamed. I was smaller then, and I was showing respect to a cholo was bigger and tougher than me. That was… right, honorable for me. He saved my life, many times. It was right for him to be my hombre. I am not embarrassed. But do not tell anyone.”
Anthony kissed him on the lips, his tongue exploring the inside of Méssimo’s big mouth. Their tongues touched, and for a moment, Méssimo kissed him back. But that was instinctual, and it only lasted a few seconds before Méssimo’s callused fingers caressed Anthony’s smooth chest, reminding him that Anthony was not a girl. Méssimo was both surprised and repulsed by the kiss. He pulled away after a few seconds.
“Sorry,” Anthony said. “So you’ve bottomed before?”
Méssimo nodded. “Do not tell your brothers, señor. Please.”
“I won’t,” Anthony said. He kissed Méssimo, and this time, Méssimo endured it. He didn’t kiss back. His hands remained squarishly at his side. Anthony felt the heat radiating off Méssimo’s powerful chest.
“What, uh…. What do you want me to do now?” He had a resigned, hangdog look.
Anthony placed one tiny hand on Méssimo’s broad shoulders. He pushed down, keeping a sympathetic smile on his face. Méssimo didn’t resist. He lowered himself to his knees and opened his mouth. “You don’t have to do anything, Méssimo. I won’t tell my brothers anything. But I bet I look like more of a girl than your hombre was in the metal can, right?”
He nodded and trembled as he sunk to the ground. When Anthony’s dick pushed past his lips, Méssimo responded both like he wanted to vomit and like he was finally doing what he had wanted to all along. His eyes scrunched up and he gagged, but he also enthusiastically, loudly suckled on it, choking up spit that frothed up and covered his tattooed chin and neck. His tongue slathered spit on Anthony’s hard shaft.
“Don’t use your hands,” Anthony said. “Jack yourself off instead.” He pushed Méssimo’s hands away. “Look me in the eye, Méssimo.”
Méssimo winced but did as he was told. His cock was floppy now, not totally soft but having lost most of his erection now that there was a cock in his mouth. He had trouble making eye contact with Anthony, who loved the look of his frantic eyes struggling to stay put as cockmeat slid down his throat. Anthony knew cholos like Méssimo demanded their bitches (male or female) look them in the eye while swallowing their cock, so Anthony figured Méssimo expected that.
Another torrent of gagging hit Méssimo’s mouth with a full spurt of precum. Anthony shuddered and giggled as Méssimo’s big square jaw trembled, and his whole body writhed. His burly, hairy stomach roiled.
A mouthful of spit and a teaspoon of prejizz came from Méssimo, who tried to catch it with one cupped hand. That triggered a second gag, and his cupped hand overflowed.
“Oh, shit, I am sorry, esé,” Méssimo said, racing to blot the saliva up with his shirt. Anthony’s cock got him in the temple, where those tattooed roses ran down from his eyes like tears. Méssimo ignored that, but when Andrew aimed his dicktip for Méssimo’s nose, he upretched all over again. “Sorry, sorry, esé,” he said. “I will not gag-” He paused to gag again. “With my boyfriend, before, in the prison, he — he-” He held his hand over his mouth, biting back a gag. “He did teach me to not gag. I can do it.”
“Swallow the whole thing,” Andrew said as he slowly fed his hardon into Méssimo’s mouth once more. Méssimo’s hands were still trying to blot up the spit that had spilled — not that Anthony cared — even as he was still choking up more spit and trying to catch it.
Anthony thought it was cute that Méssimo was trying so hard to please him by not gagging. Did he have no idea that gagging made it feel better? The gagging was the best part, that was what Anthony always said. He liked to gag when he was on top, and he liked to gag when he was in Méssimo’s position.
Despite his apparent disgust with the flavor, Méssimo only grew more and more aroused as he got into throating Anthony to the root, until Méssimo’s nose was ensconced in Anthony’s pubes. Anthony didn’t need to direct him to deep-throat his dick; he sunk into a familiar groove as though remembering his life in prison. His head bobbed up and down on Anthony’s manhood. His free hand crept up to gently play with Anthony’s balls.
“Ay, god, Méssimo…” Anthony grunted. He had to bite his lip to avoid being too loud, because he didn’t want to attract attention from the other bodyguards and hangers-on who might be outside the room.
His brothers would tell him not to do this kind of thing. He’s allowed to, but it’d be bad for morale or something dumb like that. They’d want Anthony to fuck some trashy whore who could barely stop snorting coke long enough to swallow a dick like Méssimo was doing, and Anthony hadn’t even told him to! He’d definitely learned to serve his hombre under the sound of obedience indeed!
Taking a pause to grab a deep breath, the look on Méssimo’s face flashed between so horny he couldn’t breathe and so disgusted and ashamed he wanted to cry. Anthony humped his squarish face, leaving a trail of spit and precum on his nose and cheeks, his dick jabbing atop Méssimo’s tattoos. Méssimo gagged again even as he stuck his tongue out to lick up Anthony’s ballsweat.
Then Anthony pulled off his face, wanting to go for anal before shooting his load, which he could feel rapidly approaching. Méssimo looked with hungry eyes at Anthony’s dick as Anthony pulled out a bottle of lube. Méssimo winced and laid on his back on the bed, on those insufficently thread-counted sheets that Anthony had complained about. He lifted his trunk-like thighs up.
“I bet you didn’t use lube in prison? This’ll be nicer then.”
Méssimo shook his head. “No, no lube, just spit,” he gulped nervously. Be dulce. You are nicer than him. It is better, you are… more like a girl. Less hairy. Smaller.”
Anthony nodded. He bristled a bit, but he was used to the cholos who surrounded him in this place to think of him as a girl. He was treated as more feminine than some of the actual females who worked here. That was mostly fine with Anthony.
Anthony moaned as his dick entered Méssimo’s ass. It was so tight Anthony had to struggle to get it in, even with copious lube greasing him up. Méssimo was so much bigger than Anthony that he had enormous assflesh, which Anthony separated to bare his bootyhole. Méssimo’s ass tightened and clenched instinctively.
His asscheeks were tattooed too. Prison tats, it looked like. The thought of Méssimo being tattooed naked in prison made Anthony’s eyes bug out.
The eyeballs and bare tits tatted on his ass jiggled when Anthony’s cocktip pushed in. Méssimo grunted and sucked in his breath.
“¡Me duele el culo!” He blushed and bit his lip to keep the sound down. His eyes darted back and forth to make sure no one else had come in the room to see him take it in the culo. Méssimo stifled his moaning and writhed as pain overtook him. He clutched the bed beneath himself. His pecs flexed and stayed tight as Anthony played with his nipples.
For Anthony, it was one of the tightest, best holes he had ever had. As Méssimo adjusted to the meat in his asshole, Anthony stayed still, letting Méssimo handle all the motion. It felt like an odd position, he thought, since he was maybe a third of Méssimo’s weight. It made him feel like a little boy inexplicably plowing a giant. Méssimo gasped and threw his head back, clutching the bedspread as though it would take the pain away.
“Those tats on your ass,” Anthony said. He stopped moving with his cock all the way up Méssimo’s guts, his assflesh jiggling because of Méssimo’s staccato breathing. The tats of Méssimo’s ass included a huge pair of knockers, one on each cheek. They were crudely tatted, definitely prison tats. “Did your boyfriend put those on your ass so he could look at tits when he ramrodded you?”
Méssimo nodded, and he choked in pain or humiliation or maybe even arousal, or more likely a mixture of all three. Anthony’s cock throbbed in his ass.
Then, without Anthony’s prompting, Méssimo began stroking his own cock. He seemed to enjoy the prostate action, and his dick was leaking precum even before Anthony managed to get a smooth rhythm going. Méssimo’s ass was too tight still, but it loosened with every strugglesome pump of Anthony’s hips.
It was obvious that Méssimo was in pain, but he was also enjoying himself. He closed his eyes and grunted. It was like there were two parts of Méssimo, Anthony thought, the lower half was ready to shoot his load right now, while the upper half was humiliated and in terrible pain. Lucky for Anthony, the upper half had the upper hand right now, and Méssimo’s dick only throbbed and leaked precum into his grip.
He breathed shallowly while Anthony began plowing harder and harder, making Méssimo let out pained mewling sounds. He lowered his head to the mattress.
Anthony’s balls slapped against Méssimo’s hairy thick asscheeks. Both of his hands caressed Méssimo’s body, and his left hand slowly moved upward until he gripped Méssimo’s neck. He didn’t squeeze, but he liked to hold onto it — Méssimo was so muscular he didn’t have much of a neck, but Anthony managed to get a grip on it just the same. He didn’t squeeze, but he held on tight, tight enough to make it hard for Méssimo to take a deep breath.
The cholos like Méssimo sometimes competed over how hard they could fuck their females. The females who lived here loved it, no matter how their cholos tried to smash their pussies, or at least they pretended they did. Méssimo presumably fucked them, they all did.
But if they could fuck a woman like that, Anthony could damn well ramrod Méssimo in the same way. So Anthony decided to imitate that the best he could. Of course, since he was smaller than Méssimo, he couldn’t do much more than slam against Méssimo’s plump asscheeks. But he liked the way Méssimo’s flesh jiggled as he pumped his dick in as deep as he could manage, and he moaned when Méssimo’s mewling turned plaintive.
“Tell me you want it,” Anthony said. That was another thing the cartelistos would say when fucking their women.
Rather than answering, Méssimo grunted and sprayed cum over his tattooed torso, his words turning into an intense moan of desire. His dick spasmed in his fingers, that parlor-done rooster tattoo rippling as semen poured through it. He blushed like he hadn’t meant to blow his nut with a cock in his ass, that made him seem less like of a natural hombre.
“I said tell me you want it,” Anthony said, his own voice wavering as he reached his own climax, his dick deep in Méssimo’s ass.
“Ah, plow, damn my culo, fuckin’ puta!” His voice was tight and clipped, pinched, like he wanted to shout but couldn’t because the pressure and pain was too great. He turned his head and whispered, his underhushing too indistinct for Anthony to make out. Anthony could still tell what he was saying though: please don’t tell anyone I blew my load while getting ramrodded, because true hombres don’t do that; only pasivos get hard with a dick in their ass.
But Anthony wasn’t about to tease him for it or tell anyone — he was beginning to think this could be a regular event, since Méssimo would do anything to be sure nobody knew he came with a cock in his ass. An orgasm rolled over Anthony’s body, and a tight, clenching pleasure washed over his frame.
A fat wad of cum spurted into Méssimo’s cavernous guts, and Méssimo let out a howl, his own orgasm just now ending. Méssimo contorted when he felt it, and the writhing of his muscles made it seem like Anthony could see his cumwad spraying over Méssimo’s insides.
Méssimo gasped and hyperventilated. Anthony had never shot such a huge load, it just kept coming and coming, and Méssimo threw his head back. His eyes rolled in their sockets as cum coated Méssimo’s hot, spongy prostate.
“Ah, si, si, si,” Méssimo said, quietly, as though a little embarrassed by his own excitement, as he writhed and moaned. His limp dick and balls jiggled massively afront Anthony’s own crotch, which was daggering as Anthony turned his own cumwad into a big frothy mess.
At last Anthony pulled out. He scooped up all the cum on Méssimo’s belly, intending to swallow it himself. But when he saw Méssimo’s eyes — which he had just opened, looking on with wonder like he was shocked he had allowed this to happen — Anthony knew what to do.
He brought his hand up to Méssimo’s mouth. Méssimo opened despite his humiliation, and Anthony waited for him to take the plunge. After waiting a few seconds, Méssimo grabbed Anthony’s hand and dumped the cum into his mouth.
He gagged and spat, but licked up what coated his face, even as his whole body spasmed and his muscles contorted. Anthony caressed his belly and neck until he was still, cum-streaked face tense. Anthony climbed onto his chest and kissed him on the lips, tasting remnants of semen in his mouth.
Anthony’s limp, juice-dripping cock rested in the sweat-dappled chest hair on Méssimo’s torso, as Anthony licked every drop of cum off the big cholo’s face.
“I’m glad you’re my bodyguard, Méssimo,” he said with a giggle. “If I ever get locked up, I’m bringing you with me.”
“I can’t wait, señor…”