Max Cameron is fresh out of jail, and through an ex-con work program, started working at an assembly line. The only problem is the constant harassment by his coworker in the paint department, Tyler Rush. Max quickly tires of Tylers condescension, so he binds Tyler with duct tape, and gives him a taste of some prison style harassment. Max starts by knocking Tyler around with a broom, and pulling out his cock while he is pushed against the ground. Tyler keeps resistant until Max wraps his face in duct tape and quiets him by thrusting his hard cock in Tylers mouth. Tyler still needs to learn to keep his teeth out of a good blowjob, so Max tapes Tylers mouth completely open and attaches him to a sawhorse. Next in Maxs prison bitch lesson plan is a good flogging. Tyler is suspended on one leg while Max unleashes the flogger across his body. Max finds good use for the paint supplies by turning his prison bitch into a brown fuck pup. Tyler is fully coated in brown paint, and given tape dog ears, and a tape pup tail. Max gives his pet the privilege of sucking on his bone, before ruthlessly cropping him. Tylers pup tail is then removed, revealing his open hole just waiting to get fucke