Taken Rough on KinkMen has released another hot prison roleplay where the typical dominant and submissive roles are turned on their heads. In Caught off Gaurd, a new and very naive prison guard, Derek Kage, shows how ill-prepared he is for his job. He is already bored and tired of his new gig and it’s only been a week. Will he be able to resist the lure of a hot, muscular stud that he should be guarding?
When he is given the duty of taking the high-risk prisoners to the showers, he has no idea that his “boring” job will be transformed into a dirty BDSM fantasy. Dante Colle, one of the high-risk prisoners, catches Derek’s eye. He can’t take his eyes off Dante’s perfectly sexy, muscular body. He starts fantasizing about this bad boy giving him head, sucking him off with his greedy mouth. Will he actually live out this fantasy and fuck around with a prisoner?
Derek can’t get Dante out of his mind. His intense prison-fuck fantasy drives him to go to Dante cell, under the guise of just wanting to talk. Dante isn’t stupid. He knows why Derek is really there and uses his charismatic bad-boy ways to get him to admit that he wants to have sex. Now the kinky fun can begin!
The tables are turned and now the prison guard is the submissive! Derek is bound to a chair, stripped down, paddled, and waterboarded. He chokes and gasps for breath as Dante slaps and beats with a leather paddle. He can barely take it but his hard cock is an indication that he wants more.
Derek is then bound tightly with rope on a prison bed and Dante begins to cane his ass and thighs. Huge red welts are emerging from his delicate skin. The sadistic Dante then slides his evil tool, the cane, into Derek’s ass and fucks him with it. In an act of prisoner’s revenge, he then grabs Derek’s own billy club and anally fucks him with it, too.
After thoroughly fuck Derek’s throat, Dante mounts his submissive little prison guard and pounds his asshole with a rock-hard cock. Derek is then gagged and tied to the prison cell bars in a spread-eagle position. Dante viciously teases and torments the prison guard’s cock and balls with the paddle and the cane before fucking his ass deep. He uses Derek as his fuck toy until he cums hard. Finally, Dante jerks off his captive’s erect cock and lets him cum.
Dante makes sure to humiliate Derek by leaving the pathetic failure of a prison guard tied up and alone in the cell. He will have to wait to be found by his colleagues. What will the other prison guards think of Derek and will he be the prison bottom bitch from now on? Watch this hot, BDSM prison-themed roleplay today on KinkMen.