Masonic Boys - Disciplinary Action - Apprentice Shepard Dolph
Release Year: 2025
Studio: Masonic Boys
Cast: Dillon Stone, Serg Shepard
Genres: cum, daddy, dildo, gay, helping hands, jerk, masturbation, porn, smooth, solo
I’ve always tried so hard to behave myself. My mother always said I was a people-pleaser, and I guess she’s not wrong. I try to look smart. I try to be helpful. I try to listen and to learn. The trouble is I just can’t seem to get things right. Sometimes I feel that the harder I try, the more likely I am to end up in trouble. To make matters worse, most of the time I just don’t know what I’ve done wrong, and it’s impossible to learn from your mistakes if you don’t know what those mistakes are. I was informed yesterday evening that disciplinary action was required as a result of my recent behavior. No more information was given. I was simply told to report to Master Stone at 9pm. Of course, I spent the whole night and all of the day today worrying about what I’d done, trying to replay every darned conversation I’d ever had with Master Stone in an attempt to figure out why I’d been summoned. By the time I reached the chamber, I was a mess. Master Stone, unsurprisingly, said nothing. He just sat on a red chair in the darkened room and beckoned me over to him, deep disappointment etched all over his handsome face. He immediately told me to remove my pants and I did so, obediently, trying to control my nerves because my hands just wouldn’t stop shaking. I stood for a moment or two, rigid with fear, as the master looked up at me, assessing my punishment. Then he told me to lie across his lap. For a split second I couldn’t make myself move. I instantly realized that he was going to smack me—just like they did in the olden days. The thought of his giant hands pelting down on my body was terrifying beyond words. I took a deep breath and tentatively moved towards his lap, somewhat clumsily lying face down on top of it. I was instantly engulfed by wafts of a beautiful scent which was coming from underneath his clothes. I was so profoundly sorry that it was Master Stone whom I’d let down. I have so much respect for him. It sounds crazy because the man was about to discipline me, but there was something comforting about the prospect. He’s so tall and important and I felt so small and insignificant, I just wanted to hold him. He ran his huge hand over my ass cheeks. It felt as though he were sizing me up, trying to work out where to land his blows. My body began to tense up as I started to imagine just how painful it was going to be. He was wearing large rings on his fingers. Would they cut into me? Make me ? I felt his dick stiffening in his pants and beginning to push into my belly. It was clear that he was turned on by the thought of punishing me and I was unsure about how to process that information. He then spent what seemed like an age running his hand over my butt and down onto my thighs. His movements felt inquisitive, like he was somehow fascinated by the shape of my body. Terrified as I was, I can’t deny that the experience was also a little arousing, and that sensation brought with it a deep sense of shame. I heard myself letting out a series of groans, wishing all of this could be happening in different circumstances; but, simultaneously aware that it was the nature of this particular circumstance which was oddly fuelling my sexual excitement. I’ve seldom felt so conflicted. Every time I tried to look up, he pushed me back down. I longed to undo my tie. I felt like I was about to pass out. There was a pause. And then, thwack, his hand made contact with my ass. It wasn’t against bare flesh. Thank God I was still in my garments. But it sent a shockwave through my body. I don’t think it hurt. To be honest, too much adrenaline was surging through me to be able to tell. It certainly tingled afterwards. I tensed up waiting for another hit, but instead, he pushed his hand beneath my garments and soothingly ran it over my naked ass cheeks. The sensation was wonderful. It instantly made me feel safe, despite what had just happened. I tightly held onto Master Stone’s leg, realizing that I could neither predict what was going to happen next, nor anticipate how I would react to it. He pushed a finger hard into my hole. It made me yelp; more, I suspect, out of shock, than because it hurt. At the same time, I felt his dick twitching against my stomach again. It was large—very large—and I suddenly found myself obsessing over the thought of it entering me. If he wanted me, he could have me. I would follow a giant of a man like Master Stone to the end of the world if he asked me to. He smacked me again. Then again, harder this time. My body began to hum with anticipation. He instructed me to stand and to remove my shirt and tie. I jumped to my feet, instantly obeying his orders, aware, for the first time, that I was rock hard and tenting like crazy in my semi-see-through garments. I instantly became engulfed with shame again. Surely I wasn’t meant to be getting off on this punishment? He would be horrified to think that it had that effect on me, right? I stood in my garmets as he glanced down at my dick. I was about to apologize, when he reached out and prodded it with his finger, stating what seemed so horribly obvious, that I was getting aroused. I told him that I was sorry. He nodded, too deep in thought to reply. Then he instructed me to get back down over his lap and I did as asked. I felt him picking something up from the floor. I didn’t dare to look around to see what it was, but it felt cold as he ran it over my butt. Then he struck me with it. It must have been made from wood. It was hard and it hurt, but in a good way. Then he pushed my garments down and my blood started to run cold. The thought of whatever he was holding striking naked flesh was one I wasn’t at all sure about. I felt his dick tenting against my stomach and then the weight of the object slamming against my butt cheek. It stung. It shocked me. But as soon as the initial surprise had dissipated, I was ready for it to happen again. I did not have to wait long. He hit me harder this time, and as he struck me for a third time, I realized my dick had started to squirt pre-cum onto his suit pants. He ordered me to stand once again and to remove all of my clothes, before commanding me to lie back down on his lap. He held my neck with one of his hands and used the other to grab me by my balls. He squeezed and tugged me until I was gasping uncontrollably, my whole body writhing in intense spasms of both pain and ecstasy, my dick still twitching jets of pre-cum into his thigh. He continued to smack me with increasing intensity, but then changed his tactic and began to rub me with oil. It felt soothing as he ran it into the areas which were somewhat sore from the smacking, but then he began to push his fingers into my hole again. Master Stone then told me to sit on his lap facing him, my naked legs wrapped around his body. Then he tilted me backwards, so my head was on the floor. He carefully removed his ring before covering his hand in oil which he dripped all over my rock hard penis, absentmindedly toying with it before pushing his fat finger deep into my hole. Then he very carefully removed a clear toy from a black velvet bag. I instantly knew he was going to push it into me and he did so casually and without warning. It was thrilling. Intense. Beautiful. I submitted, entirely to him. He could do whatever he wanted to me. He jerked me off with one hand as he continued to thrust the object in and out of my twitching hole with increasing speed. I looked up at him, smart as a button in his suit and tie, barely breaking into a sweat as I writhed and snaked about underneath him. He told me that he wanted me to cum for him. I grabbed my oil-covered dick and started to tug at it, desperate to extend the feelings of deep satisfaction for as long as I could before reaching orgasm. Then, just like that, I exploded. I felt a rush of absolute bliss surging through my body as the semen shot out of me, all over my chest, my legs quivering uncontrollably. I lay on the floor, trying to comprehend what had just happened, trying to understand if I’d been punished or rewarded, trying to fathom why I was now feeling so intensely connected to Master Stone and so, so desperate to be with him again.
Format: mp4
Duration: 28:26
Video: 1920x1080, AVC (H.264), 6994kbps
Audio: 124kbps
File size: 1.4 GB
DOWNLOAD FROM FILESMONSTER: Masonic Boys - Disciplinary Action - Apprentice Shepard
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Irresistible 416p Penwell
Genres: Gay , All sex , hardcore , str8 , bareback , Anal , oral
Video language: English
Irresistible messenger jan and his boyfriend lance enjoy their day off and want to have a wild fuck jan misses the moment when he answers the phone and now he has to replace his sick colleague his pipe is full of energy so his first customer learns a lot about how messengers relax with their tools the cream he can offer is already up to his ears without mercy the attorney is pumped up to his volume and even his secretary can release some hot air all his other customers on his tour de force through berlin get a taste of jan s horny instrument each hole is been plugged till all air has gone from the pipe suddenly jan discovers his colleague laying in the sun the punishment is hard and immediately no escape is possible till he asks for mercy big mercy .
Format: avi
Duration: 2:01:09
Video: 720x416, XviD, 2008kbps
Audio: 312kbps
File size: 1.9 GB
DOWNLOAD FROM FILESMONSTER: Irresistible 416p
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Leo Vs Gerasim - Wrestling 1080p Part 3 Machala
Video language: English
Leo vs gerasim is new at and when he tries to serve pie to some customers he drops it all over the floor in front of his boss, . To teach eli a lesson to never drop his 's pies again, jaxton smashes a -worker, , wants to help train eli and joins in on the punishment. Mr. Wheeler doesn't , so he grabs a paddle off the wall and starts spanking eli's round ass. There's no reprieve for the new employee as the two diner veterans whip out their cocks to take eli's hard lesson to the next level. Jaxton shoves his big hairy cock down eli's open throat and fucks his face as lance looks on, ready to do the same. 'Go ahead and give his a try,' jaxton commands, as eli does as he's told and takes lance's throbbing dick in his mouth. The guys like the look of eli's bubble butt and as eli continues sucking lance off, the boss peels off eli's pants and lubes up his asshole with whipped cream. Jaxton slips his massive dick deep inside the new employee and pounds away as eli's massive sack flops between his legs and drips desert all over the floor. 'Get in this ass, mr. Hart,' the boss tells lance. Lance takes the order to heart and pounds away as eli sucks on jaxton's cock and makes his boss shoot a load of cream all over his already messy face. It's a good day for eli because not only did he get two nice dicks, he got to save his job
Format: mp4
Duration: 33:52
Video: 1920x1080, AVC (H.264), 3906kbps
Audio: 82kbps
File size: 990.7 MB
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AmateurSpankingBoys - Michal Hard Punishment Mackville
Release Year: 2012
Studio: AmateurSpankingBoys.com
Cast: Michal
Genres: spanking boy, straight boy, punishment, discipline, caning, whipping, riding crop, hand spanking, student, real painful
Video language: English
Michal is in trouble one again, and the master decides to punish him very severely with the cane and the riding crop, followed by an energetic hand spanking. He receives the cane first while in jeans, then in his underpants and finally on his bare ass.
Format: Windows Media
Duration: 13:23
Video: 1920x1080, Windows Media Video 9, 7812kbps
Audio: 125kbps
File size: 780.1 MB
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Fresh Brotherhood Part 2 Franconia
Genres: Gay , bareback , hardcore , anal , oral ,blowjob ,str8
Video language: English
Fresh off their newly minted brotherly hook up, but still waiting for their parents to officially tie the knot, Calvin Chambers and Paul Canon now find the annoying neighbor boy, Dakota Young knocking at their door. Paul and Calvin are quick to try and get rid of Dakota, when he suddenly asks if it's because the want to fuck again. Paul and Calvin look ghost white with embarrassment, and as Dakota holds up his phone, they realize he's suddenly holding all the cards. 'Fuck me,' Calvin exclaims, but Dakota tells him he actually had the opposite in mind, eyeballing Calvin's package through his shorts. Calvin and Paul instantly shift to punish mode, as they shove their cocks in Dakota's mouth, letting him take turns as they each choke him out with their dicks. Calvin wastes no time bending Dakota over and shoving his raw cock in Dakota's hole, fucking him as hard as he can while Paul continues to gag him with his cock. Dakota then mounts Paul as Calvin slaps Dakota with his dick. Dakota deep throats him while Paul long dicks him, and then they switch one more time as Calvin fucks the jizz out of Dakota just as Paul dumps his load on Dakota's face. Calvin follows suit and pulls out just in time to nut all over Dakota's hole, drenching him with a nice, thick batch. Seems like their little neighborhood fuck club just added a new member.Enjoy!
Format: mp4
Duration: 27:07
Video: 1280x720, AVC (H.264), 2484kbps
Audio: 187kbps
File size: 531.9 MB
DOWNLOAD FROM FILESMONSTER: Fresh Brotherhood Part 2
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Release Year: 2025
Studio: Masonic Boys
Cast: Dillon Stone, Serg Shepard
Genres: cum, daddy, dildo, gay, helping hands, jerk, masturbation, porn, smooth, solo
I’ve always tried so hard to behave myself. My mother always said I was a people-pleaser, and I guess she’s not wrong. I try to look smart. I try to be helpful. I try to listen and to learn. The trouble is I just can’t seem to get things right. Sometimes I feel that the harder I try, the more likely I am to end up in trouble. To make matters worse, most of the time I just don’t know what I’ve done wrong, and it’s impossible to learn from your mistakes if you don’t know what those mistakes are. I was informed yesterday evening that disciplinary action was required as a result of my recent behavior. No more information was given. I was simply told to report to Master Stone at 9pm. Of course, I spent the whole night and all of the day today worrying about what I’d done, trying to replay every darned conversation I’d ever had with Master Stone in an attempt to figure out why I’d been summoned. By the time I reached the chamber, I was a mess. Master Stone, unsurprisingly, said nothing. He just sat on a red chair in the darkened room and beckoned me over to him, deep disappointment etched all over his handsome face. He immediately told me to remove my pants and I did so, obediently, trying to control my nerves because my hands just wouldn’t stop shaking. I stood for a moment or two, rigid with fear, as the master looked up at me, assessing my punishment. Then he told me to lie across his lap. For a split second I couldn’t make myself move. I instantly realized that he was going to smack me—just like they did in the olden days. The thought of his giant hands pelting down on my body was terrifying beyond words. I took a deep breath and tentatively moved towards his lap, somewhat clumsily lying face down on top of it. I was instantly engulfed by wafts of a beautiful scent which was coming from underneath his clothes. I was so profoundly sorry that it was Master Stone whom I’d let down. I have so much respect for him. It sounds crazy because the man was about to discipline me, but there was something comforting about the prospect. He’s so tall and important and I felt so small and insignificant, I just wanted to hold him. He ran his huge hand over my ass cheeks. It felt as though he were sizing me up, trying to work out where to land his blows. My body began to tense up as I started to imagine just how painful it was going to be. He was wearing large rings on his fingers. Would they cut into me? Make me ? I felt his dick stiffening in his pants and beginning to push into my belly. It was clear that he was turned on by the thought of punishing me and I was unsure about how to process that information. He then spent what seemed like an age running his hand over my butt and down onto my thighs. His movements felt inquisitive, like he was somehow fascinated by the shape of my body. Terrified as I was, I can’t deny that the experience was also a little arousing, and that sensation brought with it a deep sense of shame. I heard myself letting out a series of groans, wishing all of this could be happening in different circumstances; but, simultaneously aware that it was the nature of this particular circumstance which was oddly fuelling my sexual excitement. I’ve seldom felt so conflicted. Every time I tried to look up, he pushed me back down. I longed to undo my tie. I felt like I was about to pass out. There was a pause. And then, thwack, his hand made contact with my ass. It wasn’t against bare flesh. Thank God I was still in my garments. But it sent a shockwave through my body. I don’t think it hurt. To be honest, too much adrenaline was surging through me to be able to tell. It certainly tingled afterwards. I tensed up waiting for another hit, but instead, he pushed his hand beneath my garments and soothingly ran it over my naked ass cheeks. The sensation was wonderful. It instantly made me feel safe, despite what had just happened. I tightly held onto Master Stone’s leg, realizing that I could neither predict what was going to happen next, nor anticipate how I would react to it. He pushed a finger hard into my hole. It made me yelp; more, I suspect, out of shock, than because it hurt. At the same time, I felt his dick twitching against my stomach again. It was large—very large—and I suddenly found myself obsessing over the thought of it entering me. If he wanted me, he could have me. I would follow a giant of a man like Master Stone to the end of the world if he asked me to. He smacked me again. Then again, harder this time. My body began to hum with anticipation. He instructed me to stand and to remove my shirt and tie. I jumped to my feet, instantly obeying his orders, aware, for the first time, that I was rock hard and tenting like crazy in my semi-see-through garments. I instantly became engulfed with shame again. Surely I wasn’t meant to be getting off on this punishment? He would be horrified to think that it had that effect on me, right? I stood in my garmets as he glanced down at my dick. I was about to apologize, when he reached out and prodded it with his finger, stating what seemed so horribly obvious, that I was getting aroused. I told him that I was sorry. He nodded, too deep in thought to reply. Then he instructed me to get back down over his lap and I did as asked. I felt him picking something up from the floor. I didn’t dare to look around to see what it was, but it felt cold as he ran it over my butt. Then he struck me with it. It must have been made from wood. It was hard and it hurt, but in a good way. Then he pushed my garments down and my blood started to run cold. The thought of whatever he was holding striking naked flesh was one I wasn’t at all sure about. I felt his dick tenting against my stomach and then the weight of the object slamming against my butt cheek. It stung. It shocked me. But as soon as the initial surprise had dissipated, I was ready for it to happen again. I did not have to wait long. He hit me harder this time, and as he struck me for a third time, I realized my dick had started to squirt pre-cum onto his suit pants. He ordered me to stand once again and to remove all of my clothes, before commanding me to lie back down on his lap. He held my neck with one of his hands and used the other to grab me by my balls. He squeezed and tugged me until I was gasping uncontrollably, my whole body writhing in intense spasms of both pain and ecstasy, my dick still twitching jets of pre-cum into his thigh. He continued to smack me with increasing intensity, but then changed his tactic and began to rub me with oil. It felt soothing as he ran it into the areas which were somewhat sore from the smacking, but then he began to push his fingers into my hole again. Master Stone then told me to sit on his lap facing him, my naked legs wrapped around his body. Then he tilted me backwards, so my head was on the floor. He carefully removed his ring before covering his hand in oil which he dripped all over my rock hard penis, absentmindedly toying with it before pushing his fat finger deep into my hole. Then he very carefully removed a clear toy from a black velvet bag. I instantly knew he was going to push it into me and he did so casually and without warning. It was thrilling. Intense. Beautiful. I submitted, entirely to him. He could do whatever he wanted to me. He jerked me off with one hand as he continued to thrust the object in and out of my twitching hole with increasing speed. I looked up at him, smart as a button in his suit and tie, barely breaking into a sweat as I writhed and snaked about underneath him. He told me that he wanted me to cum for him. I grabbed my oil-covered dick and started to tug at it, desperate to extend the feelings of deep satisfaction for as long as I could before reaching orgasm. Then, just like that, I exploded. I felt a rush of absolute bliss surging through my body as the semen shot out of me, all over my chest, my legs quivering uncontrollably. I lay on the floor, trying to comprehend what had just happened, trying to understand if I’d been punished or rewarded, trying to fathom why I was now feeling so intensely connected to Master Stone and so, so desperate to be with him again.
Format: mp4
Duration: 28:26
Video: 1920x1080, AVC (H.264), 6994kbps
Audio: 124kbps
File size: 1.4 GB
DOWNLOAD FROM FILESMONSTER: Masonic Boys - Disciplinary Action - Apprentice Shepard
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Irresistible 416p Penwell
Genres: Gay , All sex , hardcore , str8 , bareback , Anal , oral
Video language: English
Irresistible messenger jan and his boyfriend lance enjoy their day off and want to have a wild fuck jan misses the moment when he answers the phone and now he has to replace his sick colleague his pipe is full of energy so his first customer learns a lot about how messengers relax with their tools the cream he can offer is already up to his ears without mercy the attorney is pumped up to his volume and even his secretary can release some hot air all his other customers on his tour de force through berlin get a taste of jan s horny instrument each hole is been plugged till all air has gone from the pipe suddenly jan discovers his colleague laying in the sun the punishment is hard and immediately no escape is possible till he asks for mercy big mercy .
Format: avi
Duration: 2:01:09
Video: 720x416, XviD, 2008kbps
Audio: 312kbps
File size: 1.9 GB
DOWNLOAD FROM FILESMONSTER: Irresistible 416p
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Leo Vs Gerasim - Wrestling 1080p Part 3 Machala
Video language: English
Leo vs gerasim is new at and when he tries to serve pie to some customers he drops it all over the floor in front of his boss, . To teach eli a lesson to never drop his 's pies again, jaxton smashes a -worker, , wants to help train eli and joins in on the punishment. Mr. Wheeler doesn't , so he grabs a paddle off the wall and starts spanking eli's round ass. There's no reprieve for the new employee as the two diner veterans whip out their cocks to take eli's hard lesson to the next level. Jaxton shoves his big hairy cock down eli's open throat and fucks his face as lance looks on, ready to do the same. 'Go ahead and give his a try,' jaxton commands, as eli does as he's told and takes lance's throbbing dick in his mouth. The guys like the look of eli's bubble butt and as eli continues sucking lance off, the boss peels off eli's pants and lubes up his asshole with whipped cream. Jaxton slips his massive dick deep inside the new employee and pounds away as eli's massive sack flops between his legs and drips desert all over the floor. 'Get in this ass, mr. Hart,' the boss tells lance. Lance takes the order to heart and pounds away as eli sucks on jaxton's cock and makes his boss shoot a load of cream all over his already messy face. It's a good day for eli because not only did he get two nice dicks, he got to save his job
Format: mp4
Duration: 33:52
Video: 1920x1080, AVC (H.264), 3906kbps
Audio: 82kbps
File size: 990.7 MB
DOWNLOAD FROM FILESMONSTER: Leo Vs Gerasim - Wrestling 1080p Part 3
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AmateurSpankingBoys - Michal Hard Punishment Mackville
Release Year: 2012
Studio: AmateurSpankingBoys.com
Cast: Michal
Genres: spanking boy, straight boy, punishment, discipline, caning, whipping, riding crop, hand spanking, student, real painful
Video language: English
Michal is in trouble one again, and the master decides to punish him very severely with the cane and the riding crop, followed by an energetic hand spanking. He receives the cane first while in jeans, then in his underpants and finally on his bare ass.
Format: Windows Media
Duration: 13:23
Video: 1920x1080, Windows Media Video 9, 7812kbps
Audio: 125kbps
File size: 780.1 MB
DOWNLOAD FROM FILESMONSTER: AmateurSpankingBoys - Michal Hard Punishment
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Fresh Brotherhood Part 2 Franconia
Genres: Gay , bareback , hardcore , anal , oral ,blowjob ,str8
Video language: English
Fresh off their newly minted brotherly hook up, but still waiting for their parents to officially tie the knot, Calvin Chambers and Paul Canon now find the annoying neighbor boy, Dakota Young knocking at their door. Paul and Calvin are quick to try and get rid of Dakota, when he suddenly asks if it's because the want to fuck again. Paul and Calvin look ghost white with embarrassment, and as Dakota holds up his phone, they realize he's suddenly holding all the cards. 'Fuck me,' Calvin exclaims, but Dakota tells him he actually had the opposite in mind, eyeballing Calvin's package through his shorts. Calvin and Paul instantly shift to punish mode, as they shove their cocks in Dakota's mouth, letting him take turns as they each choke him out with their dicks. Calvin wastes no time bending Dakota over and shoving his raw cock in Dakota's hole, fucking him as hard as he can while Paul continues to gag him with his cock. Dakota then mounts Paul as Calvin slaps Dakota with his dick. Dakota deep throats him while Paul long dicks him, and then they switch one more time as Calvin fucks the jizz out of Dakota just as Paul dumps his load on Dakota's face. Calvin follows suit and pulls out just in time to nut all over Dakota's hole, drenching him with a nice, thick batch. Seems like their little neighborhood fuck club just added a new member.Enjoy!
Format: mp4
Duration: 27:07
Video: 1280x720, AVC (H.264), 2484kbps
Audio: 187kbps
File size: 531.9 MB
DOWNLOAD FROM FILESMONSTER: Fresh Brotherhood Part 2
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