Sex offender Caleb Colton is locked up in chastity unable to touch his own cock. Jeremy Stevens keeps watch, and is unwilling to take any shenanigans from him. When Caleb gets horny in his prison cell and starts complaining Jeremy decides to teach him a lesson. He makes Caleb suck his dick and then fucks him in the jail cell. Still not fulfilled, Caleb is strung up to the ceiling and cock teased by Jeremy. He then gets the flogging of his life while his screams fill the prison. Jeremy then ties him to a desk and fucks the hell out of him, blowing his load all over the prisoner’s face.