Category: Dream Boy Bondage

Dream Boy Bondage – Sex Slave Training Part 7 (Ian Greene)

Ian is spread-eagled on his back, his sculpted body covered with whip marks. After bullwhipping Ian, Jared shovels a steel dildo up Ian’s ass and attaches electrodes to it. “Are you ready to cum for me now, boy?” he asks. Ian’s body thrashes on the table as current flows into his rectum. Jared turns the voltage to maximum – and continues with the single-tail whipping! “You’re gonna cum for me!” Jared repeats. “OK,” The poor kid sputters, nodding, hoping he can indeed jerk off for this man. Ian pulls the steel dildo from his incredibly tight ass and works his cock. He finally cums while fucking himself with the dildo.

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Dream Boy Bondage – Sex Slave Training Part 6 (Ian Greene)

The first blow of the single-tail whip slices into his shoulder blades, leaving a deep, red welt. Fifteen minutes later, his entire back and ass are crisscrossed with more than a dozen nasty welts. His back feels like it has been sliced with a knife and burned with a torch. Then Jared shoves the tapered, rigid dildo up his ass again, then fucks Ian’s ass and his mouth simultaneously, before pumping out a huge load of cum all over the boy’s wounded back. We love how Ian instinctively takes Jared’s cock as soon as he sees it in front of his face. He knows he belongs to this man and exists to suffer for him and please him sexually.

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Dream Boy Bondage – Sex Slave Training Part 5 (Ian Greene)

Young Ian is flipped over onto his stomach, his arms wrapped around the horizontal X-cross and cuffed at the wrists, his legs spread and velcroed at the knees. Jared is warming up his new slave for another round of ass-fucking, first whipping the soles of his feet, then beating his ass until it is bright red. “All that’s left for you is sucking dick and getting fucked,” Jared adds, before shoving the tapered, rigid dildo up the kid’s well-greased ass and rhythmically fucking him for a good 45 minutes.

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Dream Boy Bondage – Sex Slave Training Part 3 (Ian Greene)

Ian has lost track of time. He thinks he has been in this dark, dank basement for days, but he’s not sure. Today, he’s flat on an X-cross, on his back, wearing the same skimpy briefs he was given on his first day and nothing else. “Suck it!” Jared says when he enters, naked, his dick half-erect, standing behind Ian’s head, bent back. Ian tries desperately to please this man, but Jared continues to whip him. Ian takes Jared’s cock even deeper and sucks with more enthusiasm, being careful to keep his lips over his teeth. His own dick is rock hard, too. He is learning. Soon his face is covered with Jared’s cum. “Clean if off!” Jared demands.

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Dream Boy Bondage – Sex Slave Training Part 2 (Ian Greene)

Ian’s training as a sex slave continues. He is strapped to a weight bench, nearly naked, his cock and balls pulled out of tiny bikini briefs. He will rarely, if ever, wear more than this for the rest of his life. “Push it!” Jared screams, whipping Ian’s abs and pecs. The boy’s beautiful torso, from cock to neck, is bright red from the whip. He tries desperately to finish the set of 10 reps, but he just can’t do it, so Jared whips him, unrelentingly. Then his trainer switches course, removing his shorts and shoving his dick in the boy’s face, then down his throat. “Lick the tip! Now suck it!” Jared screams, whipping the kid for the slightest error.

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Dream Boy Bondage – Sex Slave Training Part 1 (Ian Greene)

Ian is a 22-year-old from a working-class town in a Midwestern state. Last week he just vanished. His friends have been trying to text him. But the cops say there is little they can do. Boys his age sometimes just leave town. After all, he had a crummy job, a pregnant girlfriend and a who used to beat him. Maybe he just got fed up, they say. But that’s not what happened, not at all. Ian, like so many pretty boys from the Midwest who vanish every year, didn’t skip town. He was taken. He is a prisoner. He will spend the rest of his youth as a sex slave, used by other men. His training begins today, tied to a weight bench.

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Dream Boy Bondage – Jared Part 8

“Time to ride the dildo, stud!” Jared’s master announces, placing a steel pole with a tapered, rigid, massive dildo affixed to it, pointing right at Jared’s moist asshole. Jared has been standing, spread-eagled, for hours, his legs spread painfully wide, his arms flared out. If he steps off the boxes, he is stretched so hard he can barely breathe and his shoulders feel like they will explode, but staying spread-eagled is exhausting too. He knows he must penetrate himself with the dildo to get any relief for his arms and legs. And, maybe, his master will stop whipping him so hard. So he fucks himself on the thing.

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Dream Boy Bondage – Jared Part 7

It took Jared almost two weeks to recover from his agonizing days on the rack. But his punishment isn’t over yet. Today, he stands naked, his lean, muscular body perfectly displayed, arms chained overhead, legs spread wide, ass clenching and unclenching. He is about to be fucked. But first his fine ass and back are sliced in what is probably the most beautiful and painful whipping we have ever delivered. Jared fights the pain, his muscles flexing and tensing, holding back the screams, but eventually, even he breaks. And the whole time he can see the massive, rigid dildo he has used to fuck so many boys mounted on a steel pole in front of him.

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Dream Boy Bondage – Jared Part 6

Jared doesn’t know how long he’s been stretched on his back in agony, but it’s been several hours. He hears footsteps and looks over. It’s his master! He has a flash of hope, but then sees what’s in his master’s hand, the short, braided bullwhip, the most painful by far. “No, Jared, I am not here to loosen your bonds,” the man says, then cranks the rack even tighter. Jared screams as his spine stretches. Then the whip comes crashing down onto his lean, stretched torso. No one, and we mean no one, suffers like Jared.

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Dream Boy Bondage – Jared Part 5

After two full days being tortured, without sleep, Jared’s amazingly fit body is scarred and exhausted to the point of utter collapse. His master offers him a deal: If he can cum after all that, he’ll be released. If not, he’ll spend another eight hours stretched on the rack. Within minutes, the young stud is rock hard, wanting desperately to please his master. Minutes later his cock explodes, spewing cum all over his abs. But, as Jared must have known, his master has no intention of sparing him. He is immediately racked again, on his back, his long, lean body stretched to its breaking point.

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Dream Boy Bondage – Jared Part 4

The pain from being racked so hard for so long is clear on Jared’s face, but his master turns the crank even harder. Then he bullwhips Jared mercilessly while the stud is stretched so hard every muscle in is body is visible and his abs are almost lifted off the wood. Midway through the whipping, he switches to a short, thicker single-tail – Jared’s favorite because it is so brutal – and continues the beating. Then, before he leaves, with Jared’s back and ass cut to ribbons, glistening with sweat, he cranks the rack even harder. No one suffers like Jared.

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Dream Boy Bondage – Jared Part 3

After hours on his back, his balls stretched almost to the ripping point, with electric current running through his lean body for minutes at a time, Jared is now laid on the rack, facedown, his beautiful ass and back vulnerable and ready for the whip. He knows he will be brutally flogged. He knows he will be stretched to his breaking point. What he doesn’t know is that he will be whipped and stretched on the rack at the same time – and then left in total agony overnight!

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Dream Boy Bondage – Jared Part 2

Jared is an extraordinary specimen, muscle from head to toe, with barely 5% body fat, lithe, like a long-distance runner. His beautiful body is bent backward, chained to a torture table. Forty pounds of steel weight has been attached to a tight Velcro strap wrapped around the base of his ball sack. The pain is unbearable, even for Jared, who has endured all that weight ripping at his balls for an hour. “We are just getting started with you, Jared,” his master announces, attaching jumper cables to his ankle and to the chain attached to his wrists. The stud is repeatedly shocked – even as his balls are nearly ripped off.

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Dream Boy Bondage – Jared Part 1

Many of you have asked when cocky, arrogant Jared will be punished. The time has come. He has, once again, gone too far, scarring and damaging beautiful, young Noah to the point that he will need weeks of recovery – and will not be able to be sold to one of our favorite boy-collectors who had expressed interest in buying the boy, but now says he doesn’t want “damaged goods.” So, today, Jared sits naked on a small torture table, cocky as ever. We are going to do more than torture him. We are going to torture his balls. Do not do this at home. Jared is a special man with an extremely high pain tolerance!

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Dream Boy Bondage – Garrett The Jogger Part 8

Garrett stands naked in the cold dungeon, wrists strapped to a horizontal beam when Jared’s master returns and explains what will happen next: He will be crucified, but with a twist. The vertical beam on which his bent legs will be fastened has a narrow wooden seat he can lower himself onto, greatly reducing the strain on his arms, legs and chest, but that seat has a hard-rubber, 9-inch, thickly veined dildo mounted to it, pointing right at Garrett’s asshole. “Whether you fuck yourself or suffer the agony of the cross is up to you,” the man explains. “This is barbaric!” Garrett yells as he’s lifted off the floor.

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Dream Boy Bondage – Garrett The Jogger Part 7

Garrett is minutes away from being crucified when Jared decides he wants his cock sucked first. “Suck my cock!” Jared sneers, whipping Garrett’s abs even harder. “Yes! Yes! I’ll do anything!” Garrett replies. A minute later, he’s on his knees and Jared is ramming his hard cock down his throat. Garrett chokes and sputters, tears streaming down his face, until Jared finally pulls out and busts a massive load of cum all over the college kid’s chest. “I’d let you go,” Jared says, after making the boy lick his cock clean, “but my Master wants to see you ride the fuck cross.”

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Dream Boy Bondage – Garrett The Jogger Part 6

Our helpless college boy is now bound standing, naked and hooded, his arms stretched along a horizontal beam dangling just below his shoulders. A few strokes from his tormentor, Jared, and his big cock is rock hard, again. “I’m starting to think you like this,” Jared sneers, then tears into Garrett’s chest, abs and back with his flogger. “I’ll do anything! I’ll suck your cock!” Garrett says. Jared just laughs. “You’re gonna do that anyway, boy,” he replies.

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Dream Boy Bondage – Garrett The Jogger Part 5

College boy Garrett screams when Jared shoves a massive dildo in his face and tells him “I’m fucking you with this, right now!” Garrett has fooled around a little with guys but in his 20 years he has never been fucked. And this is no ordinary dildo. This is a hard-rubber, unbending fuck-phallus, not meant to give pleasure – at least not to the ass being fucked. Jared starts by thrusting an index finger in deep. Garrett screams; his whole body shutters with even this minor violation. “Fuck, this boy is tight!” Jared mutters. Tight, indeed. Pushing the dildo in – all the way – takes all his strength. The fucking goes on and on and on. Poor Garrett.

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Dream Boy Bondage – Garrett The Jogger Part 4

Garrett is naked and alone, spread-eagled on a table, when the young man torturing him returns and removes his left running shoe. Somehow, Garrett knows he is in for horrible pain. And he’s right. His torturer starts by stroking the soles of his foot with a riding crop and then – smack! It’s not even a particularly hard blow, but the pain is unbearable – like being slapped on the most sensitive part of your body. And it’s just the start of a very long foot whipping – sometimes rapid, sometimes intermittent, but always painful.

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Dream Boy Bondage – Garrett The Jogger Part 3

Garrett’s sexual humiliation continues. Not only is he stripped naked, totally helpless and covered with lash marks, he’s now stroked and forced to get hard – then whipped some more. He is left alone for hours, then flipped over onto his stomach. Now the older man has his way with the boy’s ass, ripping off what’s left of his tiny running shorts, then groping and flogging his muscular back and beautiful ass.

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