https://www.anarchyporn.com/models/master-oaks/ Fri 21 Aug 2026 07:13:52 +0200 https://www.anarchyporn.com/video/38441/apprentice-ryan-chapter-3-disciplinary-action/
Grandmaster Oaks sat on a large, red chair with Angus standing behind him, arms crossed and eyeing Ryan as he made his way to the seated master. Oak ordered the young man to drop his pants. Ryan did as he was told, nerves shaking his hands as he fumbled with his zipper. With his pants down at his ankles, Oaks pulled him forward and placed him face down on his lap.Oaks wasted no time. His hand slapped down on Apprentice Ryan's ass, giving him a sharp, sudden jolt of pain that worked up through his spine to the base of his skull. It was quick, but it was effective in getting Ryan's full attention. All the boy could think about was his ass being spanked, waiting for the next hand to strike and the resulting rush of pain.The spanking continued with the raps coming faster and in higher frequency. Ryan could hardly think about anything else but the pain he endured. Not even that his cock was growing hard and rigid up against the older man's thigh. Grandmaster Oaks could feel the boy's excitement growing. In fact, he counted on it.Grandmaster Oaks turned Ryan upside down, resting him on his head with his legs and hole up toward him. It was an awkward, uncomfortable position for Ryan to be in, but it gave the older man unfettered, easy access to his hole. And ultimately, that's all that mattered.Taking out some of his favorite toys, Grandmaster Oaks took pleasure in opening up the boy's hole, getting it wet with oil and sliding his phallic objects inside. As he did, Ryan's throbbing hard cock hung down towards his face like the sword of Damocles, threatening to rain down his own juices as he got more and more aroused.Ryan felt exposed and humiliated and completely out of control... and he loved every second of it. He tried to hold out as long as he could, not wanting the moment to end. He locked eyes with the older man, hearing his encouraging words and seeing his mischievous smile. It was too much for him to take, and a jet of watery white liquid sprayed out of the end of his cock and all over his face. It was wild and intense, and Grandmaster Oaks couldn't be happier to see the boy in such ecstasy... ]]> Sat 13 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38441/apprentice-ryan-chapter-3-disciplinary-action/ https://www.anarchyporn.com/video/38664/the-boy-cole-chapter-4-the-slave-boy/
Master Oaks loves seeing how Cole responds to his dominance. Seeing him locked up in his cage, waiting and eager to service him, is a thrill unlike any he's ever had. He knows the horny bottom has nothing to do but sit and wait to service him. When he takes him out of his bondage, he puts him immediately to work sucking his thick cock.Cole's skills cannot be denied, taking the powerful man deep into his throat without any struggle. Master Oaks is impressed with the boy's ferocious hunger, happy to lay back and relax as his meat is swallowed up whole.But nothing beats the feeling of sliding his bare cock between Cole's beautiful, milky cheeks. With the boy's hole wrapped tightly around his dick, he knows that he's truly his master. ]]> Mon 08 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38664/the-boy-cole-chapter-4-the-slave-boy/ https://www.anarchyporn.com/video/38674/the-boy-cole-chapter-3-the-prize/
Master Oaks relishes in seeing the boy, Cole, service him. Even simple things like removing his socks and shoes and belt give him joy. After all, he can make Cole do whatever he wants, even the things he would normally do for himself with ease.It's not about the act, for him, but about the power. Who is in control and who is controlled. And after the auction, he has complete control of his slave.Cole services him dutifully and expertly, sucking his cock just as he likes while Master Oaks sits back and relaxes. He'd happily sit there and blow his load, but he'd rather feel Cole's tight hole milk out his seed again.Cole gets up onto Master Oaks' hard, wet cock, sliding inside him so he can take the older man's deep, intense pounding. Oaks knows he can do whatever he wants with him, and that makes it all the hotter. ]]> Sat 06 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38674/the-boy-cole-chapter-3-the-prize/ https://www.anarchyporn.com/video/38653/the-boy-cole-chapter-5-auction-party-favor/
Master Oaks knows just how valuable Cole is. With his tall, toned body, round ass, and big cock, he knows that his friends would pay top dollar for the chance to breed his hole. He invites the buyers over for a relaxing night of drinks and conversation, all while being serviced by his obedient slave boy.Master Legrand can't take his eyes off of Oaks' property, coveting him and imagining all the ways he'd used him if he were his. When the bidding begins, the men all take turns feeling his body and fucking his mouth, getting a sense for what the young man is capable of.Oaks even invites them to fuck his hole raw, wanting to milk his friends for more money knowing how his tight hole feels around a bare cock. But they all know as good as it feels, only his owner can breed him... And with that incentive, the bidding takes off! ]]> Fri 05 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38653/the-boy-cole-chapter-5-auction-party-favor/ https://www.anarchyporn.com/video/38462/apprentice-ryan-chapter-2-the-calling/
Grandmaster Oaks removed Marcus' clothes, stripping him down until he was bare to his white garments. The see-through fabric revealed his arousal, as well as his lean, athletic body. The Oaks proceeded to strip Marcus of his underwear as well, leaving him completely exposed and vulnerable to the older man's designs.The handsome daddy ordered Marcus to get up on his desk on all fours. The boy did as he was told, feeling a little strange about presenting himself like a prized pony. The apprentice arched his back as instructed, putting his naked body on display for Grandmaster Oaks to enjoy.The older man explored the boy's chest and stomach, observing the way Marcus trembled in fear. Oaks knew this initiate wasn't afraid of him, but rather of his own desires. Marcus wanted to be touched, to be toyed with, and to be teased. But he wouldn't dare ask for it outright. He needed Oaks to be the one to call the shots--to command him and take him.Grandmaster Oaks took two fingers and slowly pressed them to Marcus' lips, feeling their soft, pouty fullness before penetrating deep into his mouth. Marcus wasn't sure what to do, but he split his lips and took the older man into his mouth, tasting his fingers on his tongue. It was heaven.Oaks could see that Marcus needed more than just two fingers inside him, so he ordered Marcus to kneel on the floor. Grandmaster Oaks slowly unbuckled his belt and pulled down his pants. Marcus watched like a hungry puppy waiting for a treat. Oaks paused to observe the intense desire painted on the boy's face. It was beautiful. Absolute perfection. Pushing his hips slightly forward, Oaks brought the head of his manhood to Marcus' lips and watched as the boy welcomed it in. Oaks loved watching Marcus swallow him down. He loved how passionately this boy sucked him and wanted to service him. The Grandmaster knew Marcus would make a good apprentice and a valuable member of the Order, but this leader wasn't going to end his inspection with just a blowjob.Standing Marcus up, he brought him around to the back of his desk, bending him over onto his elbows on the flat surface. Marcus had only a slight idea of what was to come, having never done this before. He braced himself as Oaks removed his pants and underwear, bringing his swinging meat out. Marcus felt as it pressed up behind him, sneaking in between his two smooth cheeks, trying to pry inside his body.The feeling started with a firm pressure on his hole, like a rod trying to puncture through. The saliva from the sucking gave it just enough slickness to pierce his sphincter, giving him a slight sting and a burn as it moved inside. He winced, trying not to disappoint his leader by showing he could take it. The boy's body shook as he struggled to open up, Grandmaster Oaks whispered encouragingly all the while, "That's it. You can do it..."Marcus wasn't sure what changed, but suddenly his body seemed ready to receive and the Grandmaster's knob broke through into the boy's hole, prying it apart until the hard shaft was almost completely engulfed in that hot ass. It was epic. Marcus hadn't felt anything like it. It was a deep feeling of submission and satisfaction that he hadn't ever known. He wanted more, so much more, and Oaks was happy to give it to him. ]]> Fri 05 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38462/apprentice-ryan-chapter-2-the-calling/ https://www.anarchyporn.com/video/38452/apprentice-blue-chapter-5-atonement/
When Blue entered the ceremony room, he was surprised to see three men sitting in rich, ornate chairs, dressed in dark, fine suits with silk ties and polished shoes. He wondered who they were or if he'd met them before; their faces were covered with strange masks that hid their identities.Beside them, placed like a coffee table, was a long piece of furniture that was too irregular to be a platform for drinks. It was covered with a dark cloth that concealed unknown objects beneath. At the head of the table alongside the others sat Grandmaster Angus, a man Blue did not recognize, despite him having inseminated the young man the night of his initiation. ]]> Fri 05 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38452/apprentice-blue-chapter-5-atonement/ https://www.anarchyporn.com/video/38681/the-boy-cole-chapter-2-the-auction/
Cole is nervous to be put up for auction, but he's also desperate to feel owned by a powerful man. It's deep in his core to be submissive and he knows that there will be no better sense of pleasure than when he's finally possessed by the top bidder. Master Felix shows off his smooth, toned body, making him irresistible to the men in the crowd.But it's Master Oaks who wins the day and lays claim to the boy's body and spirit. As is customary, he mounts the young man and breeds him in front of his fellow bidders, enjoying the privilege of his purchase as well as securing his status as owner and master. ]]> Thu 04 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38681/the-boy-cole-chapter-2-the-auction/