Prison Island Illustrated - Prologue

Here's the story, my experimentation with illustrations made with the help of a 3D program and some postprocessing tools.

Prison Island Illustrated – Prologue

~Daemon D. Hart~

Copyright © 2022 Daemon D. Hart

Prison Island Illustrated - Prologue is a work of fiction. Any names, places, events, characters and everything else mentioned in the book are the result of the author’s imagination, and are purely used for fictitious purposes. Any resemblance to actual persons, living or dead, places, events and everything else is a pure coincidence.

Gay Erotica/Intended for Mature Audiences Only

This work contains graphic depictions of sexual activities between men, such as unprotected anal sex, rough handling, anal creampie, sloppy seconds, verbal humiliation, and others.

Francesco woke up to the sound of water running. It was so hard to make sense of anything. At first, he thought he couldn’t move his body. Just forcing his eyes open was a drag.

One of the first thing that registered with him was that he was completely naked. Looking around, he understood that he was inside a large shower area, big enough to serve dozens of people. How the hell had he ended up there? As much as he tried to make sense of the haze inside his mind, he came up with nothing. Except that… yeah, he had punched that asshole--

The sound of approaching footsteps startled him. He wasn’t alone.

Looking up from his kneeling position, his eyes met a man in his forties dressed in a police uniform. He was holding a black baton in his hand, swinging it dangerously, as if the man was just waiting for an occasion to take it on someone’s back.

Francesco tried to pull away as the man touched his chin with the menacing rubber stick. “Before anything crosses that pretty head of yours, I’m asking the questions here. Nod if you’re not stupid.”

His heart wanted to leap into a race, but everything felt laggy. Francesco nodded while throwing a fearful look at the guard.

“Good, good,” the guard praised him. “Now, let’s see, how good you are at sucking my stick.” He laughed at his own joke.

Francesco hesitated. Was that man for real? He tried to pull away again, but the guard just pushed his baton into his cheek. For now, it was better to go along, while his mind got back its bearings. He touched the stick, feeling its hard texture.

“Come on, come on,” the guard egged him on while holding the stick, “lick it good, use your tongue. You have to get good at sucking. You’ll need the skill where you’re going.”

“Get busy with that tongue, boy,” the guard barked at him. “You won’t like it if you don’t lick it good.”

Francesco was well aware of the obscene slurping sounds he was making while trying to get the stick wet. The guard had to be a fucking sadist, trying to push the thing to the point of making him gag. What the fuck was that guy all about? Francesco squirmed, trying to bring his thighs together. As he sucked, something strange was happening to his body.

At last, the man decided that it was enough and pulled the thing out of Francesco’s mouth. Then, he towered over him with a strange expression in his eyes.

His ass would know? The fuck was that supposed to mean. Francesco didn’t have to wait long to find out. The guard gestured for him to walk toward the wall. “Put your hands on the wall. Spread your legs. Open those ears, ‘cause I don’t like to repeat myself.”

His pulse was not yet normal, as he pressed his palms against the wet wall. The guard caressed his back with the stick, slowly, insisting on his ass. “Should I give your ass a little caning? Nah, I’m not in the mood. I’d rather do something else to you.”

Francesco wanted to know what, but he didn’t dare to speak. He trembled slightly as the man brushed his baton against his butt cheeks and then, suddenly, he pressed it against his ass. He inhaled sharply while the man pushed the thing inside. “If it’s wet enough, it’s going to work,” the guard said and laughed again. “Oh, boy, you’re taking it. Yes, like this. Fuck, you’re a good cunt, aren’t you?”

There was no way, no way could he take that, not so much. He grunted and pushed against the wall. Could he try to break free? Make a run for it? But where? There were doors left and right, but Francesco was sure he wouldn’t make it, not with how weak his knees were.

The thing moving inside his ass didn’t make things any better. Francesco squeezed his eyes shut and grunted. The guard was having a field day, torturing his ass like that. “Please, please,” he breathed out, “take it out. It hurts.”

“Come on, you’re a tough punk,” the guard teased him. He pushed a little more, and Francesco keened in distress.

That finally seemed to make the fucking asshole reconsider. Francesco heaved as the guard removed the baton from his ass. Then, the man took him by the shoulders, so gently that it would have been easy to mistake it for something else. Maybe it was over.

“I did what you ask. Now let me go,” Francesco begged.

The guard caressed his cheek. “Aww, don’t tell me you’re crying now. I’m not done with you. No, not by far. I’m doing you a service, you know?”

Francesco didn’t know. He had no idea what the fucker was talking about. What other humiliations had the guard in mind for him? He would have to endure it all, for now.

The man probably just wanted to have a laugh. Francesco placed himself on all fours, ass in the air.

“Ah, that’s nice,” the guard commented in a thick voice. “I see that you know how to present your ass for fucking. Got fucked before? Eh, punk?”

Francesco kept his mouth shut. What was the fucker going on about now? There was no way he would admit to that, to admit to how it felt to have a man’s throbbing cock up his ass, making me feel so good that it could drive him nuts.

What? Why? Francesco inhaled sharply as the man knelt between his open legs and slammed something hard and hot right on top of his crack.

As if it would have been possible not to feel that thing. Francesco could feel sweat pooling on the small of his back. The guard was either just trying to tease him, or he was going to do it. There was nowhere for him to run, no possibility. This kind of thing just kept happening to him.

“Let’s see how well you open up after trying my stick for size,” the man said and laughed. “Oh, it’s going so nicely in… Do you like it?”

It was too late. As his ass stretched to accommodate the man’s large tool, he forgot himself and let out a moan.

The guard just pushed in a little more.

If he hadn’t been so dizzy, he would have put up a fight. As he was now, it was completely useless. And his voice was betraying him, going higher with each inch the guard put inside him. It took him some time to put all that monster cock in, but eventually, he was there.

His moans and the guard’s satisfied grunts as he fucked him bounced off the walls and came back at him multiplied. It was just a matter of time until his body betrayed him completely. The guard pulled back suddenly.

“Too bad I can’t keep you here long,” the guard commented. “It’s time to get it, punk.”

The man slammed back inside him, hard and fast, making Francesco’s knees buckle under him. It didn’t matter, though. The guard held him tightly by the hips and bottomed out inside, over and over, making his entire body shake. Francesco squeezed his eyes shut and tried to bite his tongue to stop himself from making all those shameless sounds, but he couldn’t stop.

The guard’s breath above him grew more and more labored, went in and out sharply. Francesco felt his own cock, half-hard, swinging between his legs.

Thank fuck. The guard stilled and kept him close, the rough fabric of his pants rubbing against Francesco’s ass. When he moved, Francesco felt his ass pulsing at the loss, and then the gushing of something hot and liquid pouring down the inside of his thighs.

It was over. It was finally over. Francesco breathed hard, touching the cool floor with his forehead, hoping for some relief. Then, the sound of another pair of steps approaching made his ears perk up.

Oh, no, another scumbag.

“So, was he any good?” The second voice asked.

Francesco angled his head, afraid to move, all too conscious of how he looked, his ass filled with jizz, stuck in the air like that.

“One of the best pussies I’ve fucked in a long time,” the first guard commented with delight. “He’s proper lubed and ready for you. Your turn, brother.”

Oh, no, oh, no, how was he going to keep himself from cumming while getting fucked if they kept on doing that? He keened as the second guard knelt by his side and fingered his ass a little.

“Well, I can’t say that I’m not grateful. Now his boy pussy can take my gun,” the second guard said with what sounded like joy.

Was this guy even bigger? And truly, he didn’t mind his mate’s sloppy seconds? Francesco tried to wiggle away, but the second guard just pushed his finger inside him deeper. Then, he let him and helped him to his feet.

Francesco didn’t dare to look into the other man’s face. He inhaled as the second guard grabbed his dick and pulled playfully at it. “Eighteen years old, huh? That’s why you’re going to the slammer. Man, you’re going to get fucked there. But first, it’s my turn.”

Prison? Fuck, fuck, fuck. He did put that asshole in the hospital, but still, weren’t some laws or some shit to protect him? But, for that to happen, he needed to report that he had been assaulted, and that wasn’t true, was it? He had been all in, except for being called a bitch to his face.

The second guard pushed him toward one of the showers in the middle. “Stand over there. Ah, how nice your pussy leaks. Wet and ready for me?”

Francesco bit his lips hard. If he talked now, they’d just find ways to humiliate him and torture him more.

At least, he was lubed and it would be easier the second time. That thought went out of his mind when the man began pushing his tool in. Francesco couldn’t see it, but he was sure it wouldn’t go all inside him. It wasn’t possible.

“Oh, nice, nice,” the guard commented with glee. “I thought you’d be looser after my bro got you good, but you’re a good little bitch, aren’t you? Here, take it all.”

Would it help to beg? The man’s thing was going to split him in half, and yet it wasn’t pain he felt the most. No, it was something else, the same thing that made him breathe and moan like that.

“Stop acting like such a pussy. Ah, but you’re one, right? You have one hell of a boy pussy between your legs.”

Francesco braced himself as the guard continued to push. How long was this guy’s cock, anyway? He was already at his limits.

“Yes, yes,” the guard said with satisfaction, “you’re finally eating my last inches with your ass. Now it’s time for the main course.”

He wasn’t ready for it when the man moved back and slammed back again. Curses, pleas, and moans poured out of his mouth, but that only seemed to delight the asshole.

How long was it going to take? He could feel his own cock leaking and swinging and slamming against his lower belly, over and over. And the sensations in his ass kept growing, shooting shameless pleasure up his spine, making him dizzy. He had to bite his tongue not to start begging for more instead of asking the man to stop.

Oh, oh, it was over. He was breathing hard, and his eyes were closing. The guard’s cum was hot on his back.

“Well, you showed us a good time,” the guard commented. “Should we let you rest a little?” Laughter followed.

Francesco let himself slide to the ground. His legs couldn’t hold him anymore. His ass was sore, still pulsing with heat that was no longer there, empty and still wanting more of that hardness to hammer against that pleasurable bud inside. When his still half-hard cock touched the cold floor, he shivered, but he couldn’t bring himself to change his position. It would calm down, eventually.

He could hear the two guards coming near again. They crouched by his side. A hand was on his ass, feeling it slowly. Another caressed his cheek, the man’s back of the hand cool compared to Francesco’s skin that was now burning with shame. Would they fuck him again?

“Too bad we cannot keep him here,” the first guard said. “I could use a boy like this, so needy.”

Who the fuck was needy? Francesco squeezed his eyes tightly.

“Yeah,” the second added. “First class boy pussy. Fucking loved it.”

“Come now, up on your feet,” the first guard said and helped him to an upright position.

Francesco held his eyes down, but he could sense how the two guards were eyeing him. What the hell did they want now? Their silence was unnerving.

“We don’t get punks like him every day, right?” the second guard asked. “It makes me fucking wonder.”

The first guard bumped Francesco’s chin playfully.

The question made all the anger from before rush to his head. “None of your damn business,” he said through his teeth.

The guard remained silent for a moment, but his lips stretched in an all-knowing smile. “There’s some spunk left in you, huh? Ah, too damn bad we need to get you out of here. I would so have taken my time to teach your mouth a nice little lesson about respect.”

He was going to get out of there? Away from these fuckers?

Both guards started laughing.

“Damn, boy,” the second guard commented. “You’re one fine piece of work. No one would even guess you moaned like a bitch while taking one cock after another just minutes ago. That means you might be able to entertain some big kahuna down there. You know, some shot-caller might make you his private bitch.”

Francesco’s mind was reeling. The hell were they talking about? It was real, wasn’t it? He was going to jail.

If that was it, then he’d have to keep his wits about him. And make sure that no one else sniffed him for a bitch.

tbc