Unsavory Work

“Alright, get in here.”

The instruction is not exactly a welcome, but close enough. Tyler gets up off the dusty couch he’s been sitting on and makes his way through the newly-opened door into the room beyond.

The space he enters is not particularly welcoming either. It looks like nothing so much as a cement basement, with a few high windows letting the bare minimum of dingy sunlight. A few token efforts have been made to make it a little more presentable: some hanging lights, a large rug in the center of the floor, some cheap garage shelving along the walls, and an armchair just as dusty and worn as the one in the waiting room. But the most notable feature of the room is the large wooden desk at the far end of it, behind which sits the man Tyler came here to see.

Nico is not a particularly handsome man; he has the roundness of someone too busy to keep fit, and covers for it by wearing an expensive-looking white suit and ostentatious gold jewelry. His short dark hair is slicked back to keep it out of the way, and his expression is one of boredom and skepticism.

He gestures to himself. “Nico,” he says unnecessarily, and then gestures at the man who had opened the door for Tyler. “And that’s Square Tony.”

Tyler looks over at Tony. He can see why they call him that; he’s never seen a more rectangular man in his life. He looks like a brick come to life, all square jaw, square shoulders, and too much muscle everywhere. He looks like a man not only capable of violence, but well-accustomed to it.

“What can we do you for?” asks Nico, leaning idly back in his chair.

“I’m looking for a job,” Tyler admits. “Umm. My buddy Laurence suggested I come to you. Said you’re looking for, uh...” he tries to think of a tactful way of putting it, “someone to handle imports and exports.”

Nico snorts. “You? Seriously? You’re just a kid. Go get a job at McDonalds or something.”

“I can’t,” says Tyler. “It’s not... safe for me. And I’m nineteen. I’m not a kid anymore.”

Nico frowns at that. “You in trouble with the law?”

Tyler shakes his head. “No, I just have... I’m trying not to be found. By someone who’s really persistent.”

“Ah.” Nico’s expression clears. “Stalker, eh? Well, we can get you a passport in a different name, no problem. You say Laurence sent you? Hmph. Well, he knows better than to throw us trouble I guess, if he’s vouching for you.”

He breaks into a sick grin. “So you wanna be our new mule, huh? What makes you think you got what it takes?”

“I don’t talk to cops,” Tyler says flatly. “I’m a pretty good actor. I have a clean record, and I don’t mind travel. I’m loyal; if I say I’m gonna do a job, I do it.”

“Hmph. I’m sure.” Nico does not sound convinced. But he waves a hand in the air anyway. “Alright then, we’ll audition you. Pull down your pants. Hands and knees on the floor.”

Tyler is struck dumb for a moment. “E-excuse me?” he manages to sputter eventually.

“You heard me,” Nico repeats. “Pants down. Hands and knees on the floor. If we’re gonna be using you, gotta see how much you can fit first. Decide if you’re worth it.”

Tyler gapes at him. As he does so, Square Tony passes behind him and moves over to one of the shelves against the wall, taking down a large cardboard box and bringing it to Nico’s desk, setting it down with a thump on one corner. Nico reaches in and pulls out a dildo, tilting it idly back and forth in his hands.

“We used to do baggies, you know?” he says conversationally. “But that’s dangerous stuff. It bursts inside you, we lose a whole shipment. Thousands of dollars and a decent mule, gone like that.” He snaps. “Plus it’s more exposed. Easier for dogs to sniff out. And these days it even shows up on those stupid x-ray checks they have at the airport. Now this-” he holds up the dildo. “Cops see this on the x-ray, they just think you’re a kinky little bitch, right?”

He grabs the head of the dildo in one hand and twists. To Tyler’s surprise, the thing comes apart, the head unscrewing from the base to reveal a hollow center to the toy. Nico turns it so Tyler can see the empty space inside. “You can fit around twenty five K worth of powder in even the little ones here. You get caught, all you gotta do is make up a story about how your boyfriend likes you well-stretched, you know?”

Tyler swallows.

Nico’s smile widens. “Now. Hands and knees. Don’t make me say it again.”

Tyler’s mind goes a mile a minute. It feels humiliating, and more than that: dangerous. But he knew when he came here that he was signing up to have something shoved up his ass. Having it done publicly is only slightly further than what he bargained for.

Besides, what other choice does he have at this point?

Tyler pulls off his pants and underwear, taking his shoes and socks with them, and gets on his hands and knees on the floor.

Square Tony picks up the box again, as well as a bottle of clear gel from the corner of Nico’s desk, and comes around behind him. Tyler gulps and tries his best not to tense up.

He doesn’t look behind him as he hears the squirt of gel coming out of the bottle. Instead faces the far wall next to Nico’s desk and breathes steadily in and out, in and out.

“We’ll start with the smallest one,” Nico declares, just as Tyler feels something prodding at the entrance to his ass.

He can’t help but groan as his anus is forcefully parted by the large silicone head of a dildo spreading him open. It penetrates him slowly, steadily, without stopping, widening his hole and sliding ever deeper into his rectum.

“Smallest one’s about six inches,” says Nico conversationally. “Inch and a half width. ‘Bout what’s needed to make the trip worth it. You can fit around a hundred and seventy or so grams of powder in that thing. Nice and snug.” Tony finishes pushing the toy into him and leaves it nestled within him, fully buried but for the flared base. “How’s it feel?”

Tyler makes a concerted effort to unclench his jaw. “Fine,” he mutters, unable to fully meet Nico’s eyes.

“Prove it,” the man insists. “Get up, walk around. Let me see how you’re gonna stroll onto a bus with that in your ass.”

Humiliated, Tyler stands and does as he’s told, walking a small circle on the carpet. It’s not comfortable: not by a long shot. But he does his best not to limp, to act natural. He even smiles at Nico; he told him he was an actor, and he’s eager to prove it.

Nico smiles back. “Good boy. Alright. I believe you could pull that off, ‘specially after you get used to it a little. Alright. Resume the position.”

Tyler does as he’s told, dropping back to his hands and knees and lifting his ass towards Square Tony, giving him access. He hears Nico snap his fingers. “Alright, next.”

The dildo is slowly, tortuously withdrawn from Tyler’s ass. For a few seconds his hole twitches, gaping in the open air, before a second slicked-up dildo is pressed against it and pushed inside.

“Eight inches, two point five width,” says Nico as the toy splits Tyler open, sinking into him. “Our medium size. Honestly, if you’re gonna stick around, probably wanna get used to at least this. If it helps, we own some clubs we can send you to. You let a dozen or so guys pound you a couple times a week, your ass’ll be happy to open wide in no time. What do you think, Tony?” he asks.

Tyler feels Tony’s hands come to rest on his buttocks as he pushes on the bottom of the dildo, making sure it’s fully seated inside him. He gives it a couple extra teasing pushes just to be sure, mimicking the feel of a man fucking him while balls-deep. “That’s all of it,” says Tony. “Slid right in.”

“How do you feel?” Nico asks Tyler again.

It’s a little harder to bring himself to respond this time, but he nods regardless. “Sure, yeah, fine.”

They don’t have him get up and walk around again this time. Instead, Nico just nods at Tony, who once again starts to pull the dildo out of him. Tyler squeezes his eyes shut and tries not to clench on the toy as it leaves his ass. Then, once again, after only a few seconds of emptiness, he starts to feel the next one being inserted into him, sliding right back into his hole. It doesn’t feel much bigger than the previous one, but it pushes its way into him much faster this time.

“That’s Tony’s cock,” says Nico. “This one’s just for him.”

Tyler’s eyes fly open and he snaps his head to look over his shoulder. Sure enough, Square Tony is on his knees behind Tyler, swiftly but surely shoving his cock up Tyler’s ass.

“What the fuck?” Tyler demands. He starts to struggle, trying to pull forward, but Tony grabs his hips to keep him in place as he continues his penetration. “What the fuck? I didn’t sign up for this sh- hey! Let me go! Ngh-”

“Shut the fuck up,” Nico orders, his voice suddenly not nearly as amused as it was a moment ago. “You’re here for a job? That means you do what the fuck you’re told. Boss says jump, you jump. We say spread your legs for Tony? You say, ‘How wide, Sir?’ You tell me you’re loyal? Fucking prove it.”

Tyler’s mouth shuts with a snap. What should he say to that? What can he say? And so he says nothing as Tony continues to penetrate him, seating himself fully in Tyler’s ass, and then begins to thrust. He lowers his head onto his crossed arms so he doesn’t have to see Nico’s face as Square Tony fucks him, slow and brutal, bottoming out in him at the height of each movement. He slams Tyler’s hips back to meet him every time, grinding his cock into the boy’s poor hole like he’s punishing it. The only sounds in the room are the wet squelches from Tyler’s well-lubed ass as it swallows Tony’s dick over and over, parting around the intruding member and eagerly gobbling him down each time.

Finally, after several minutes have ticked away, Tyler feels the pulsing of Square Tony’s balls against his ass as he fills him with semen. He stays buried as deep in as he can get for several long seconds as his cock twitches and unloads inside him. Then, with a satisfied grunt, he finally pulls back out.

As though nothing had ever happened, a few seconds later, Tyler feels another large pressure against his anus. His eyes widen as an enormous head parts him once more and he is positively skewered, his hole forced wide, wide open by another toy drilling its way inside him. He gulps against the pressure of it, feeling as though he can already feel the thing in the back of his throat, despite the fact that it is clearly not done entering him yet.

“The largest model we use,” Nico explains as the dildo goes deeper and deeper inside him. “Ten by three. Not quite fisting, but approaching that point. Folks that can fit that make the big bucks, let me tell you.”

It feels like the penetration continues forever. Inch after inch of the toy slides into him, on and on until he’s sure it must be fully inside him, it must be, and yet it keeps coming. By the time the inexorable push forward finally halts, Tyler is panting from the feeling of being stretched open, his muscles sore and screaming at him to push it back out, to rid himself of the enormous intruder.

“What do you think?” Nico asks, with no change in tone from last time. It’s all Tyler can do to moan in response, unable to form words.

“Got it,” says Nico. Once again he snaps his fingers.

Tyler expects to feel the dildo being drawn back out of him immediately, but instead he feels nothing for a few seconds. And then-

“No, wait, please, I can’t-” he tries as he feels the head of a second phallus starting to nudge into him alongside the toy already buried there. Tony ignores his protests, grabbing one of his buttocks in one hand to spread him as he pries open his anus and begins to force in another artificial cock.

“Not many people can take two of the big guys at once,” Nico says conversationally. “Gotta have a really well-trained ass to accommodate that much.” Once again the sick grin returns to his face. “That why your stalker looking for you? He missing that sweet, obliging little hold of yours?”

Apparently they’ve managed to stuff the head of the second dildo inside him, because Tyler feels the slow slide of penetration begin in earnest as the toy is shoved deeper and deeper into his ass. He’s practically insensate with the pain of it, unable to form clear enough words to protest. It’s all he can do to gasp and squirm as the second monstrous phallus embeds itself in his passage beside the first, forcing him open. He can’t even find the breath to cry out.

When the second beast of a cock is fully inside him, Tony backs off, stepping to one side to admire his handiwork. Tyler lies moaning piteously on the floor, chock full of dick, unable to move.

“That’s alright,” Nico says cheerfully, “take a second to get used to it. When you’re ready, stand up and walk around again. Show me how you’re gonna look when a cop’s lookin’ direct at you and you just know you’re filled to the gills with our goods.”

Tyler looks up at him incredulously; there’s no way he can stand like this, let alone walk. He feels like he’s about to black out.

Apparently Nico can see this in his expression, because he shrugs and chuckles. “Well, too much to hope for, huh? Tell you what. We’ll start you off on the small size, let you get used to carrying that around for a while, do a few jobs with it. And then we’ll slowly train your hole up to the bigger sizes, huh? Sound good?”

He doesn’t wait for a response. “Meanwhile,” he continues, “you come around the side of the desk here. Crawl if you have to.”

Slowly, arduously, Tyler forces himself from his elbows onto his hands and stumbles forward. Even crawling is a tough ask; he can barely move with how widely he is being spread open. As he slowly makes his way forward, the movement of his thighs and buttocks start to force the twin dildoes back out of him, unable to handle the squeeze.

As he moves, however, Tony follows him and every few steps reaches down to slam the bottom of the toys forward, fully embedding them in Tyler’s ass once more, like someone fucking him as he’s trying to crawl away.

Finally, tears in his eyes, Tyler makes it around the edge of the desk, only to come face-to-face with Nico’s cock. Apparently, while he was watching Tyler being violated, he’d taken it out of his fly and had been jerking himself off beneath the desk.

As soon as Tyler comes around the corner, Nico gives his meat a few last quick tugs and comes unceremoniously all over Tyler’s face, splattering him with pulse after pulse of semen until he’s emptied his entire load.

When he’s finally done coating Tyler’s face in cum he leans back in his chair, sighing with satisfaction. “Not bad,” he says. “Alright, you’ve convinced me. You’re hired.”