On his back, asshole exposed and vulnerable, it's time to just how well-used this prison bitch was in the slammer. Surprisingly, the boy has a tight hole, and Dire uses fingers and toys to make him squirm and yell! He might have taken several cocks up his hole before but the torment Master Callahan delivers makes this worse.
Kinky Master Callahan fucks convict Andre with the long black toy but he's not impressed with how the boy handles it. A little ball punching might work on the sub, but his big heavy boot will be even more effective. Andre is just about ready for the cops to catch him and take him back to prison after all this!
Despite the yelps and cries there's no denying that hard cock. Master Chase is curious about this sub boy, leading him naked to the whipping post and wailing on his naked body with the riding crop and flogger only seems to make his cock stiffen and drip precum! Maybe it means he just needs to work harder to make the twink submit.
Clothespins are simple devices but Master Callahan knows how effective they are when it comes to delivering pain. With his captured convict Andre strapped up and spreadeagle against the metal pole he gets to work, pinching the boy's naked body in his most tender spots, flicking the clothespins away one by one to cause maximum agony.
The boy writhes on the table, his hands and feet bound securely while devious dom boys Brad and Trevor zap him with the electrodes. He can beg and plead all he likes through the gag, they won't stop. Things get worse when he's hoisted up, his bare ass slapped and spanked, but the cock in his mouth will quieten him down a little.
Draven can't see what's coming but he knows he's in real trouble when rival biker Ricky shoves his jeans down. The pain of the boot paddle against his bare jock ass is bad enough but the riding crop slapping at his bare skin and his uncut cock might be even worse. Ricky can cry out and scream all he likes no one is coming to rescue him.
It doesn't matter how much sub boy Jaiden cries out and begs for mercy, Master Chase is going to have his way with him. Tied up to the St. Andrew's Cross the boy is soon yelping through the pain again, the flogger and riding crop slapping against his naked body, his cock swelling and softening over and over.
Jaiden has impressed Master Chase more than expected. Despite his pleading and wailing his cock is still throbbing up and desperate. Master decides it would be fun to see him cum. He releases one hand from the restraints and takes a seat to watch the inevitable happen as sub bitch Jaiden desperately makes his cock spurt hot cum.
Sub boy Zak hasn't learned his lesson, and for that Master Lukas needs to educate him further. He owes him big, and the devious dom is gonna satisfy himself claiming it. Roped down with his big cock mashed against the tarp and his peachy ass up Zak endures the pain of the flogger slapping against his bare behind, but he should know it's not the end of the matter.
Draven has been totally humiliated by rival gang member Ricky and it looks like the sadistic dom might finally have him submitting after everything he's been through. His ass gets some more treatment with Master Ricky's tools being shoved up him, but seeing Draven licking his leather boots clean is perhaps the biggest sign that he's now Ricky's bitch.
