Reaper76 – corporal punishment; handcuffs; dub-con – Jack and his guys routinely take time out of their day to repay themselves for a job well done. The more annoying prisoners are part of that payment.

(Jack is not as bad as he likes to think.) (Still be aware this is dub-con/non-con)

---

Jack takes his time tugging prisoner 24’s threadbare slacks down. Pulling them low enough to expose the man’s tight, big ass and the tops of his meaty thighs is close to a religious experience, and he thinks he can almost hear the groan of the guys behind the observation glass.

Prisoner 24 does not appreciate the treatment, however. There is not much he can do, chained to the table as he is, but he still tries to twist his hips away and kick out like a stubborn mule.

It is not Jack’s first rodeo, however, and Gabriel’s legs can’t go far with the ropes looped around his ankles and secured to the legs of he chair.

“You are all sick fucks,” Gabriel finally spits out as he realizes there is not much he can do to get away. His muscles are bunched beneath the fabric of his shirt. He is huge and muscular and Jack doesn’t think they’d ever had a prisoner that was so downright gorgeous.

“And you are all a pain in the ass. I think we deserve some… sugar every once in a while.”

He could worship prisoner 24’s ass for an eternity and never get tired of it. He kneads it and spreads it, staring at the tight, fleshy clench of his hole and fantasizing about how soft it would be cushioning his dick. He wants to kneel down and rim him within an inch of his life but the guys are watching and so he has to postpone that for another time.

Gabriel hisses and growls and spits, raging as much as he can with his limited options, but when Jack pushes in he arches his back and presents his ass all the same. Jack has never had a prisoner that has managed to sound like he is going to kill him the second he gets a chance while writhing on his dick like a seasoned whore, body trembling and perfect for him.

He gets a bit breathless, at least. His voice takes on a bit of a whine when Jack begins fucking him in earnest, cock pressing in deep and intrusive, lube dripping to the floor between their feet because he’s used way too much; but it’s better to use too much than too little.

He knows the others will be jerking it just about now. There’s not too much to see of the action the way Jack is bend over prisoner 24’s back and humping him like a goddamn dog, but Gabriel has been enough of a bastard to let them get off on seeing him taken down a peg anyway.

Gabriel is pushing back into him, pressing the meaty roundness of his ass into Jack’s sharp hipbones, mouth going open and eyes a bit soft and dazed as Jack manages to nail a particularly good spot over and over.

Jack wants to reach up and feed him his fingers; play with his slippery, pink tongue while he deep dicks him; but he does not trust the momentary quiet and likes his fingers to be where they are, thankyouverymuch.

He fills him up too quickly for his own liking; it feels like he is coming his goddamn brains out through his goddamn dick, Gabriel’s ass taking it all greedily – and when he steps back breathing hard and sweat pearls on his forehead, Gabriel is still rock hard and needy, his cock as massive as the rest of him, swinging heavy between his thighs while his hole is still gaping and shining with slick. Showing off those wet, warm insides Jack had messed up.

He doesn’t know if the guys are still watching, but he also just can’t let this go. He just can’t. So he falls onto his knees and pulls the prisoner’s dick back behind his thighs, awkwardly pinching his balls between the fat shaft and his taint in the process, but Gabriel’s weak question of what the fuck he is doing is drowned out by his gurgled shout when Jack noisily slurps the tip of his cock into his mouth.