In It For Life

Francesco loathed how tight his pants were getting while taking Don deep into his throat. He hated the man, but he was still getting hard. Karl was right about him being in a bitch, after all, but it was his fault, so he didn’t need to rub it in his face so often. Nah, he liked to be called a bitch too much, too.

Don held him with his throat overstuffed and forced him to look up. Francesco struggled to breathe and there were tears in his eyes already. Don took mercy, eventually, and pulled him out, holding him by the hair like he was some doll.

“Did you dress nicely because I told you to?”

He wore a suit, because that was how daddy-in-law liked it. “Do you really need to ask?”

Don laughed and pulled him to his feet only to kiss him with his muscly tongue. Francesco tried to fight a little, but he was no match for that bull of a man. Eventually, he had no choice but to allow that rough kiss that was taking away his sanity. Not even Karl kissed him like this; sure, sometimes, his husband liked to force his tongue deep inside his mouth, but it was full of passion, and just another thing that showed how much he wanted him.

In Don’s case, it wasn’t as much about want as about something else. It felt as if the man wanted to control him fully, to have him completely, and Francesco didn’t understand, which was another thing frightening him about it all. He hated Karl for making him come here, to endure all that rough fucking. He enjoyed it, and he knew, and Don knew it, too.

“There’s no one else here,” Don said when he finally let him go, dizzy and barely keeping on his feet. “So, get rid of the nice clothes. Tonight, I’d rather see the wicked boy under them in all his naked glory.”

Francesco didn’t say a word and let himself led away up the stairs and into a room that would have looked like a normal living room if this was a normal house, which it wasn’t because it basically housed the devil. Don sat in an armchair and watched him undress. He had a satisfied smirk on his face, his hard cock out of his dress pants, but he didn’t bother to undress himself. He bend one leg and rested the ankle on the other, but Francesco still had a clear view of his erection.

He was all naked and waiting now for the following order.

“Hands behind your head and kneel.”

Francesco obeyed.

“Come closer.”

He moved on his knees until he got close to the man’s shoe.

“Lick,” Don said with unhidden satisfaction.

“Do you want me to lick your shoe?” Francesco made a disgusted face.

“Do it. Come on, let me see that tongue.”

There had been other nasty things he had done before, but somehow, that order revolted him. “No,” he said stubbornly. “It’s fucking dirty.” That was just part of the reason. He just didn’t want to give the man the satisfaction of doing just anything he wanted.

Don remained silent for a while. Francesco didn’t have the nerve to look at him and anticipate what was coming to him. “All right. Since you’re so keen. Take off my shoe.”

Francesco didn’t like the sound of that, but he obeyed anyway.

“And the sock,” Don ordered.

Francesco did as told and then he pulled away. He didn’t want to be that close to that foot. “Don’t tell me you want me to lick your foot now,” he said, hoping that attacking first would save him the humiliation.

“Hands back on your head,” Don ordered. He moved his naked foot over Francesco’s cheek, then lower, moving over his torso, then his abs, and then his crotch. “Now, listen here, little whore,” he said and moved fast, pushing Francesco on his back. In a second, he was above, his naked foot on Francesco’s crotch.

Francesco began laughing. Now that brought back some memories.

“Have you gone nuts, finally?” Don asked, annoyed to have his prepared speech cut off like that.

“Karl did it to me already,” he said. “So, do your worst.” He didn’t really mean it, but he had to show that he wasn’t that easy to scare.

That appeared to convince Don because he moved his foot away. Francesco covered his groin and looked up at the man. Don seemed very much displeased with him.

But it took very little for Don’s face to turn from a frown into a smile. “Then it only means that I need to do better, right? Get up.”

Francesco stood, still holding one hand over his cock and balls. If he could help it, he didn’t want the pain.

“Let me introduce you to something that will surely impress you.” Don grabbed his arm and pulled him toward a divider that obscured one corner of the room from view.

Francesco blinked when he saw what was behind. A low stool had a horrifying looking appendix attached to it. The thing jutted out and it had to be at least the size of a grownup’s forearm. To call it a dildo would have been a mistake. It looked like it was made from thick vines twisted together. At least it was made of silicone and not some other material, but Francesco didn’t feel more assured by that. The vines ended in a bulbous head which bounced when Don gave it a small shove. “Good enough for your used up ass?”

Francesco took a step back. “I thought you wanted to fuck me.”

“Ah, well, that might be a little bit of misunderstanding on your part. I want to destroy you, and what you mean for Karl, which is nothing more but a willing hole. You should have licked that shoe, Francesco. Come on, hop on it.”

“With no lube? You’re fucking nuts,” Francesco said.

Don caught him by the arm before he even managed to turn on his heel to get away. “You have Karl’s cum inside you, didn’t you say so?”

“That thing,” Francesco stuttered, “that thing cannot fit inside me, you fucking asshole!”

“Don’t knock it until you try it, Francesco. I won’t let you leave until you take it all in. And I have plenty of time, I assure you.”

Francesco moved toward the thing and grabbed the head. Only the girth of it made him tremble. It was bigger than Karl’s fist for sure. He turned his back at Don and moved the thing to rest against his asshole. In the meantime, he began spitting in his palm to prepare himself for the ordeal.

“Face to me,” Don ordered. “I like looking at messed up bitches from up close.”

Francesco ground his teeth and turned. He made quick work of rubbing his spit against the enormous head and his ass. Now he wished Karl had come a dozen times inside him to prepare him for that thing.

Whether it was just psychological or not, his ass didn’t want to open enough to take that thing. He grunted and tried, but he was starting to sweat. Don moved and grabbed his chin. “Do you know what takes your mind off pain?”

He didn’t have time to reply as Don slapped his cock so hard that his breath caught in his chest. He heaved as he was quickly pushed into the thing, and the head was in, just like that. Since now the thing held him, he swayed and Don caught him.

“Don’t faint on me so quickly. I see it in your eyes that your whorish ass likes it already.”

“You won’t get away with this,” Francesco promised. “I won’t stop until I have you on all fours and I’m sticking a dick twice this size in your asshole, you fucker.”

Don seemed pleased with his reaction because he caressed his cheek and kissed him on the lips. “You’re so cute when you’re angry. Now, let me see. Go a little lower. I know you can.”

“No one can. This thing’s not possible.”

“You’re wrong, Francesco. There are other young men that have managed the same feat before you. Sure thing, now they cannot be satisfied by any cock unless it belongs to a bull, but hey, the things we do for pleasure, right?”

So that was his plan, Francesco thought with gritted teeth. As much as the thing in his ass felt very much real, it was all still a mind game with this asshole. He inhaled and exhaled. The human body was resilient, right? He stared right ahead as he worked the thing into his ass, ignoring Don on purpose.

“Ah, I see what you’re thinking. Go just a little deeper, Francesco. I won’t be satisfied with just the tip.”

Francesco strained himself, but as he willed his mind to focus in the many ways in which he was going to torture Don’s ass, cock and balls, to get back at him, his body seemed to get the idea. The wines twisted in such a way that as he moved his hips, they were triggering sensations all over the place.

Don assumed the thing was a tool for torture, but Francesco knew that he could turn it into something else entirely. He closed his eyes and chased the pleasure. He gasped and threw his head back as the shapes moved over his pleasure point. Oh, he could go deeper, and he would.

He began to moan loudly, and even made a show of pinching one nipple as he bent his knees so that he could go lower. All in was the end of the game right, so he went lower and lower, and faster and faster. He grabbed his cock and began pumping in while consciously forcing his ass to the limit. “Don’t you want to take a closer look, asshole?” He opened his eyes only to see the evil glint in Don’s.

He pumped his cock harder and moved his hand amply while he took in inch after inch. Don leaned closer, whether he truly wanted to see or just unconsciously.

“Take this, fucker,” he said and aimed his cock so that he spurted all over Don’s suit jacket and even further up.

He grinned as he took in the droplets of cum hanging from the guy’s chin. “You have something, um, there,” he said and gestured for it.

Don pulled him from the giant dildo with no regards for his ass, making him scream in sharp pain. He couldn’t oppose as Don threw him over one shoulder and carried him into the room, where he threw him on the carpet.

In a moment, Don was over him, pushing his cock inside his ass, which felt hollow after the vine dildo. No wonder there, it made all kinds of sounds while pushing the air out, but Don didn’t seem to mind. He was just fucking him wildly, holding him close and ramming into him.

“The best whore I’ve ever had,” he said, grunt after grunt. “You’re mine.”

What the fuck? Francesco tried to push against Don’s chest, but all his protests were silenced by the man’s mouth and tongue. He was fucked wildly at both ends, until the fucker finally found his release and filled up his ass.

***

He was tied to a chair and Don was moving his cock lazily all over his face. “I did what you said,” he mumbled. His body ached so much now. He was sitting in a pool of cum that had drained from his ass.

“Karl has to be so lucky to have found you. I’ve searched all my life for a perfect little whore.”

“You’re fucking crazy. Just let me go. Don’t you have a country to run or something?”

Don laughed. “Do you wish to get fucked by a president, too, pretty boy? I might make that happen, only because you want it.”

“I don’t want anything from you, except to leave me the fuck alone,” Francesco said through his teeth.

“You’re going to leave Karl.”

“Like hell,” Francesco protested.

Don laughed and brushed his cock against his lips. “You are, because you don’t want to make me mad.”

“I don’t think you’re going to hurt Karl. That’s just talk,” Francesco insisted.

“You’re fussy now, because you didn’t hear me out. You’ll leave Karl, and you’re going to live with me.”

Francesco didn’t know what to say. “You really lost it, didn’t you? What are you on? It must be some pretty freaky shit. How is that going to fly with your voters? Let alone that. Your wife. The people who know you. Are you going to keep me in a dungeon?”

Don slapped him over the mouth with his cock, but in a playful way. “Don’t be so overly dramatic, Francesco. I can always come out, even at my age.”

“Oh, god. You really went bonkers. You’re going to lose everything.”

“That’s where you’re wrong. Everyone’s on the homo train nowadays.”

“And? Didn’t you say you weren’t one?”

Don began laughing so loudly, Francesco was afraid the guy was going to bust a vein or something. While that didn’t particularly put him in a bad mood, he was tied to a chair and with no chances of freeing himself.

“Everyone’s going to eat out of the palm of my hand,” Don said and sighed contently. “And I’ll get to keep you, of course. Ah, I can so clearly imagine my speech. All my life, I’ve lived in denial. Until this amazing young man – that’s you – walked into my life. We both knew it was wrong, since he was my son’s husband, but I’ve lived in denial for too long, and I didn’t want the same life devoid of love and passion for Francesco.”

“Oh, god,” Francesco grunted to himself and kicked a bit to see if he could get out of his restraints. “You’ll be fucking crucified, you fucking fucker.”

“I could keep you in a dungeon, too,” Don said brightly. Francesco froze. Don laughed and smacked his lips with his cock again. “I’m just pulling your leg. No, I’ll make it all official. And then, we’ll throw the craziest parties together.”

“I don’t think I want to know what you mean by that.”

“I won’t tell you now. It’s going to be a surprise. But first, I’ll untie you, and you can go home to Karl with the big news.”

Francesco kept his mouth shut. So, he was given a way out. Don couldn’t really think he would just do that, could he?

“All I told you before about what I can do to Karl still stands. So, keep that in mind while you tell my son you don’t love him anymore.”

“And I love you, now?” Francesco said with a sneer.

“It will come to you,” Don said matter-of-factly while starting to untie him.

tbc

Author's note:

You can now download Prison Island Illustrated - Prologue - video on itch.io, completely free of charge. If you can, please leave a rating. This version contains a lot more renders than the text and images one, and it plays like a visual novel.