I’m not too hard on Jack. I don’t think so, at least. But, if I am, it’s because I’m afraid I will be too soft on him. He’s a sweet boy. Honestly, he’s everything I might want in a son. He’s not, though. He’s my slave and moreover, I’m his first master, so I have an obligation to treat him like one. He needs to know what slavery means.
Jack is used to his cage. Sometimes I put him down there in the dungeon for a few hours before I fuck him. I want him to get bored, for his legs to start getting stiff and sore, to be reminded that it’s his duty to suffer for me if I choose, maybe wondering if I'm ever going to come get him. When I step out of the shadows, he is visibly glad to see me, although nervous about what might come next.
I’m not the only man to have fucked him. There were three of us at his appraisal and we all took a turn with his hole. He belongs to me now because, once I had tried him out, I had to have more. Since the auction, though, no one else has fucked him. I’ve kept him to myself. It’s time to broaden his horizons, though. I invited my friend Dillon over to use him.
Dillon was there at Jack’s appraisal, as well, and he jumped at the chance to have him again, and all to himself. He knew that I would be watching on the security camera. I wanted to see how my Boy performed. Of course, I wouldn’t dare do that without getting his permission. Dillon didn’t have a problem with it. Most of the men in the Collective have an exhibitionistic streak. Why not? We are good looking fit men, with big dicks, who know how to use a Boy. We have nothing to be ashamed of and a lot to be proud of.
I will confess that I didn’t tell him that I was recording it. I don’t know if that would occur to him or not. Maybe he just takes that as being assumed. I hadn’t really planned on it but, between the time I gave him the key and he headed downstairs, and him entering the dungeon, I hit the “record” button. This tape is strictly for my own personal use, though. Nobody else will ever see it. I couldn’t help myself, this was just going to be too hot!
I put Jack in his cage an hour before Dillon arrived, without telling him what was going to happen. He would find out soon enough. The cage always makes him horny because he knows that means he’ll get fucked. Even the few times that I’ve put him in the cage for punishment, I’ve fucked him. Seeing him kneeling there in the dark looking so contrite and submissive. Those times he gets fucked quick and hard, though.
I didn’t tell Dillon what he could or couldn’t do. He’s my friend and I trust him. Jack is my slave and it’s his duty to serve. I could tell Jack was surprised to see Dillon step out of the shadows, though. He’s met him before and knows who he is. Still, Dillon showed him the key and told him that I had given him permission to use Jack and Jack obeyed.
Dillon led him out of the cage and placed him on the platform in the middle of the dungeon. He opened his pants and pulled out his cock for Jack to suck. He was clearly pleased with Jack’s performance. Jack is a damn good cocksucker and enjoys his work. Soon, both of them were moaning.
Dillon seemed to be almost as taken with Jack as I am; stroking his soft skin, smelling his fresh young scent, fucking Jack’s mouth with his cock. Dillon is hardly long enough to really choke a boy but what he lacks in length, he makes up for in circumference. When he drives it in the root, he sure can stretch a boy’s hole and make him squeal. I was looking forward to seeing how Jack would take it.
First Dillon wanted to eat Jack’s ass, and I didn’t blame it a bit. Those beautiful melons and the sweet tight hole between them deserve to be enjoyed. I could spend all day eating out my boy, but usually my cock wont let me. Working my tongue into his hole gets me so hard it hurts. Boys’ asses are made to be fucked and a man’s dick knows what it wants.
Dillon was actually fairly gentle with Jack, more so than I usually am. Maybe because Jack doesn’t belong to him, or just because he doesn’t know what the boy can take. Jack is tougher than he looks, and his hole will open right up when a cock goes in. Dillon found that out. He slowly worked the head through the hole and then Jack’s ass sucked him in.
I almost came myself watching Dillon’s eyes roll back in his head and hearing the roar rumble out of his chest as Jack’s hot chute wrapped around his throbbing cock. Yeah, I’m sitting here jacking my own cock. You didn’t think I could watch my stud friend fuck my boy and keep my hands out of my shorts, did you? Jack was whining like I knew he would be. Dillon is a lot to take. He gave Jack a few swats on the ass. If I had been in the room, I would have told him to do it harder; leave a handprint. Voyeurs don’t get to choose, though. That’s part of the thrill.
Dillon started really giving it to him. It got really good when he flipped Jack over on his back. He told Jack to spread his legs and give him his hole. When Jack didn’t spread them wide enough, he grabbed them himself, pushed them back, stretched them as wide as they would go and started fucking the boy again. Seeing my friend spreading my boy open, one hand on his chest holding him down, groaning with every thrust into that hot boy hole, was more than I could take. I shot my load all over my chest before I even got to watch Dillon breed my boy.