https://www.anarchyporn.com/models/grandmaster-wolf/ Wed 19 Aug 2026 05:41:04 +0200 https://www.anarchyporn.com/video/38463/apprentice-james-chapter-1-the-interview/
Master Legrand began to tie Oliver's hands behind the chair in which he was sitting. Oliver didn't know if this was a kind of ritual, but he patiently waited for the older man to tie the white rope around his wrists. When Master Legrand sat back down, he pulled his chair closer, bringing his long legs in on his own. The Master couldn't help but practically rest his knee on Oliver's loins, needing to get close enough to touch him.Master Legrand placed a hand on his apprentice's chest, feeling his heart beating through his new undergarments. The fabric was sheer, barely acting as a true cover. The Master ran his hand down inside it, feeling the boy's chest again. Oliver felt more uncomfortable this time. Being bound and restricted, he knew he wasn't going to be able to do anything. He watched as Master Legrand moved with long, slow caresses over his body, feeling his legs and stomach, teasing him and circling around his crotch until he couldn't take any more.Suddenly, Oliver felt the tip of his penis begin to lift up the fabric of his shorts, causing them to tent up in the most humiliating fashion. Oliver looked down, terrified. He looked back up at Master Legrand, but was surprised to see he was not at all put off. In fact, he seemed to focus his attention on his bulging member.Moving a hand inside the shorts, Master Legrand started to stroke the boy's shaft, working it gently between the tips of his fingers, exciting it but denying it the feeling of a full grip. Oliver couldn't deny that it felt good. He didn't want it to, but he couldn't fight his body's urges. He didn't know if it was simply the act of the touch that was doing it or if it was because the hand belonged to the handsome and powerful Master Legrand! Either way, he knew he was caught.The Master didn't stop, though. He seemed keen on seeing just how aroused Oliver could get. He began to tease the boy's nipples, play with his balls, even take a finger to Oliver's hole. Oliver had never been touched there before. It was tight and strong, but smooth and fleshy. Master Legrand ran his finger on the boy's sphincter in a circular motion, like he was playing with a button.Oliver felt it tickle a little then begin to slip inside him ever so delicately. He wanted to feel more. He wanted to take more. He breathlessly waited for Master Legrand to fully pierce his body and move inside him. He locked eyes with his Master, as if to beg him to push further. He couldn't bring the words to his tongue, but Master Legrand looked back, recognizing that desperation.With a slow, gentle push, the Master watched as his digit slipped inside Oliver, breaking him apart like he'd never felt before. The boy let out a gasp, in disbelief of what he was experiencing. Master Legrand took his free hand and began to stroke his apprentice's shaft, getting him worked up as he fingered his hole.Oliver began to pant, feeling himself getting close to climax as his prostate was poked. Master Legrand could see Oliver's reaction, not to mention the pulsing feeling of his heart in the tight ring around his finger. He wanted to see Oliver cum. And he knew this boy wasn't going to leave that chair until he did... ]]> Fri 12 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38463/apprentice-james-chapter-1-the-interview/ https://www.anarchyporn.com/video/38323/apprentice-ryan-chapter-7-the-sacrament/
Grandmaster Wolf was wearing the ceremonial mask when Apprentice Marcus tentatively entered the dark room. Marcus couldn't believe how tall the Grandmaster was and the power and magnetism he seemed to radiate.Wolf gently caressed Marcus' soft, trembling face before casually ripping off his shirt and tie and throwing them to the floor. A bolt of fear shot through Marcus' body.The Grandmaster stood behind Marcus and ran his large hands seductively over what felt like every inch of the boy's body. Moments later, Marcus felt himself being picked up and placed him on the ceremonial table.Marcus was not expecting him to suddenly scoop him up in his arms and kiss him passionately. The boy's beautiful cock instantly started to bulge uncontrollably. His lips melted into the Grandmaster's and he started to buzz with an almost desperate desire for the older man.Marcus was soon entirely naked and lying on the table on his back while the fully suited grandmaster carefully positioned him in readiness for penetration. Seconds later, Wolf was lining up his massive weapon with the boy's hole. And then, just like that, the Grandmaster started to push himself inside. He could tell that Marcus was nervous and tight as all hell, but, inch-by-inch, he fed his meat into the boy.Marcus groaned in deep, deep satisfaction. Wolf was far inside him, pushing his enormous meat nut-deep into the boy with increasing force and passion. An intense, orgasmic sensation suddenly roared through Marcus' body like a high speed train. Wolf immediately started to pound Marcus with brutal force before spraying a huge, wet load deep into the boy. ]]> Fri 12 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38323/apprentice-ryan-chapter-7-the-sacrament/ https://www.anarchyporn.com/video/38222/apprentice-monroe-chapter-3-disciplinary-action/
Grandmaster Legrand smiled as he noticed how the muscles of Apprentice Monroe's ass clenched as the boy handled each stage of the disciplinary board. Legrand had already put many of his young charges through this, and was happy to have another chance to enjoy this pleasure.Afterward, he thoroughly tested the cave of the boy's stretched rectum with his fingers. Satisfied, he rolled up his sleeves, unzipped his pants, then positioned himself behind his charge. ]]> Fri 12 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38222/apprentice-monroe-chapter-3-disciplinary-action/ https://www.anarchyporn.com/video/38438/apprentice-blue-chapter-6-the-covenant/
Grandmaster Angus put Blue back on his knees and presented him with a bowl of water and a cloth. He ordered Blue to take off his shoes and wash his feet.It seemed like an old-fashioned display of reverence, but the young apprentice understood and appreciated it. He liked being able to show his respect for the powerful man, and washing his feet was the least he could do. Of course, this ritual only lasted a short while.Grandmaster Angus stood up, playing with his bulge as he began to get erect. The apprentice knew this would be a moment to prove himself and stay focused on his task. Angus told him to wash the rest of him, and Apprentice Blue helped him remove his clothes.Angus was a big man. Thick and muscular and covered in a dark, masculine fur. As Blue ran a washcloth over him, he saw the hairs lay flat against his skin, making him seem even more like a beast. His heavy, full chest, prominent muscle belly, and wide thighs gave him a powerful presence that made Blue's cock stand at attention.Seeing this, Angus stood the boy up on his feet and sat down on the edge of the bed. Agnus took Blue's cock in his mouth, holding it up by the boy's balls and feeling his shaft move past his whiskered lips and deep to the back of his throat. The apprentice felt himself tremble with pleasure, surprised by the man's direct action and overcome with sexual desire.The grandmaster pulled off Blue's ceremonial gown, placing him on all fours on the bed with his ass presented up. The round, smooth, soft cushiony backside was enough to make Angus' already wet mouth flood with saliva. He could hardly contain his hunger when he leaned in and began to devour Blue's ass.Grandmaster Angus turned Blue on his back, lifting his legs up and sliding his tool deep inside. After being rimmed and teased, the apprentice took the older man like butter taking a knife. Without any resistance or tension, the young men felt the grandmaster fill his hole and begin to pound him hard and deep with his bare cock.This was what he was waiting for. This was the moment he knew that he'd prove his worth... ]]> Wed 10 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38438/apprentice-blue-chapter-6-the-covenant/ https://www.anarchyporn.com/video/38430/apprentice-young-chapter-6-the-covenant/
Angus sat on the edge of a bed draped in a red cover. It had the feeling of an altar more than a bed for sleeping, appropriate for the solemnity and ceremony of what was happening. Apprentice Young was ordered to wash the man's feet as a sign of respect and subservience. The carpeted floor hurt the boy's knees, but he was happy to do what he was told. When Angus stood up, Apprentice Young noticed just how large he loomed. The young man was used to being smaller than almost everyone he encountered, but something about Angus' size intimidated him greatly. He wasn't the tallest man, but his chest was the width of a door. Each of Angus' muscular thighs were bigger around than Young's waist.As the older man began to remove his clothing, Young followed his lead, doing what he wanted without any question or hesitation. Angus stripped him of what little covering he had, feeling his smooth backside with his big, burly hands. They were rougher than Young was used to, but no less arousing as they teased his delicate hole.Angus turned Young around, putting him on all fours with his hole in the air. The apprentice looked back, watching as the man provided him with a drop of spit as lubrication to ease the penetration. It fell from the man's mouth as a white, foamy drop, looking dramatically lighter than the dark beard from which it emerged, falling short on the young man's hole with an impressive thud. It wasn't much, but it was enough.Angus pushed his manhood between the boy's cheeks, not rushing the moment but not going too easy either. The apprentice knew why he was here, as did the older man. He put his full weight into the act of breeding, holding the boy in place with his strong, muscular arms, dominating him with his size and making quick work of overpowering his body.It scared Young, but it also shot a surge of energy to his cock. He liked it. He liked being dominated. And he didn't want it to stop. ]]> Mon 08 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38430/apprentice-young-chapter-6-the-covenant/ https://www.anarchyporn.com/video/38169/apprentice-tyler-chapter-4-atonement/
The room was oppressive and dark. Candles flickered and filled the space with ghostly shadows. Three stern-looking masters were sitting behind a long bench which was covered in a row of large, shiny pegs. Master Kamp stood, undressing me slowly and seductively. Grandmaster Legrand ordered me to sit down on the first peg. I did as instructed, willing myself to stay relaxed as I lowered myself down. It slid into me with relatively little discomfort, but as I glanced down the bench and saw how large the pegs were at the other end, my ass began to clench. I knew what was coming... ]]> Sun 07 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38169/apprentice-tyler-chapter-4-atonement/ https://www.anarchyporn.com/video/38396/apprentice-blue-chapter-8-the-sacrament/
Cole was stripped out of his shirt and tie, very similarly to how he'd been before. But as he stood in the temple room, the moment felt different. Cole had changed. He felt the weight of the ceremony deep in his gut, informing how every touch and tingle he received. He instantly began to leak precum, soaking through his underwear and catching the attention of the grandmaster. The young man knew what was coming, and his mind, body, and spirit were in total preparation for it.Taking off his mask, Grandmaster Wolf revealed his strikingly handsome face. The warm glow of the candlelight only seemed to make him more attractive. His long arms reached down to Cole's genitals, tugging at his bulge and releasing the boy's throbbing erection from his undergarments.Cole would do anything the older man asked of him. Without question or doubt. He would give of himself freely, making him perfect for the sacrament.Grandmaster Wolf removed the remainder of Cole's clothes and put him up on an altar table. Cole laid on his back, his beautiful, toned body presented in its most vulnerable state. His genitals were hard and his hole was on display, eyes locked up at the older man before him, eagerly awaiting instruction on what to do next.Grandmaster Wolf took some ceremonial oil and dripped it down on his finger. It glistened in the candlelight, reflecting back into Cole's eyes. Cole only saw it for a moment before it slipped down beneath his pelvis, finding its way between his buttocks and inside his sphincter.The oil was cool at first, not yet warmed by the head of the man's flesh. It didn't take long for Cole's body to practically melt it. He felt the firm digit work its way inside.Cole let out an excited moan. Grandmaster Wolf had yet to even remove his clothes and Cole could have cum right then and there. But seeing the rise in the older man's pants, Cole knew well what was to come. For him to receive the blessing of the sacrament, he would have to give of himself. His hole would have to endure the deep, hard, penetrating size of Wolf's cock. A simple sacrifice, but one he would gladly make again and again... ]]> Sat 06 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38396/apprentice-blue-chapter-8-the-sacrament/ https://www.anarchyporn.com/video/38406/apprentice-basinger-chapter-1-the-interview/
Apprentice Basinger sat expectantly, wondering with intense anticipation what Grandmaster Wolf would ask him. Entrance into the Masonic Order wasn't guaranteed, and Basinger knew that it would require more than just a sunny smile and a charming personality.The questions started simple at first. Information about school and sports and activities fell out of Basinger's mouth like they were pre-recorded, set to auto-response from a lifetime of regurgitating the facts and details of what made him stand out amongst his peers.Grandmaster Wolf was no fool, however. He knew that Basinger was hiding something. He could see the subtle ways in which Basinger would steal glances at his body, eyeing the space between his thighs, even parting his lips ever so slightly as if in thought about what that spot concealed.Wolf knew he had to put Basinger to the test. He told him to remove his clothes, leaving just his sheer, white underwear on. Basinger was confused and reluctant at first, but Wolf's words were delivered with such authority, Basinger was compelled to comply. And of course, Basinger was unexpectedly happy to do so.Wolf could see that Basinger was sporting a pretty substantial member beneath his sheer underwear. The thin white fabric draped delicately over an impressive size of manhood sprouting upward. Apprentice Basinger didn't know what to do, knowing that any objection could put his position in the order in jeopardy. So he went along with Grandmaster Wolf's instructions, answering his questions and sitting still in patience.When Grandmaster Wolf tied the young man's hands behind his back, Basinger knew the interview was taking a direction he had not prepared for. He'd heard rumors of the crazy various rituals and ceremonies the Masons performed, but he didn't think they were still in practice. He had imagined a number of archaic formalities would have been lost to modernization, keeping the organization more aligned with occupational pursuits and tradecraft.But as Basinger's assumptions began to shatter, he saw a dark spot appear on the cloth covering his cock. It was a small, wet droplet forming against the white material of the underwear. Precum. Basinger was leaking precum onto his shorts, stimulated and aroused by the intimate way Grandmaster Wolf tied him to the chair, keeping him in place... ]]> Fri 05 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38406/apprentice-basinger-chapter-1-the-interview/ https://www.anarchyporn.com/video/38253/apprentice-andram-chapter-3-second-anointing/
Splayed and spread across the altar, the tiny bottom pleaded for the master to take him. And not just to take his hole, or his lust, but to take his soul and lift it up. He wanted Master Legrand to fuck him so thoroughly that it would raise him higher in The Order's estimation, and rub just a bit of the master's power onto him. He wanted to be a vessel upon which The Order itself would insert itself, in any orifice it craved, with any and all meaning that came with it. ]]> Thu 04 Jun 2026 00:00:00 +0200 https://www.anarchyporn.com/video/38253/apprentice-andram-chapter-3-second-anointing/