Josh gets

This time, Josh can't afford to miss the opportunity. He stands up, picks up the harness from the ground, and puts it back on, before applying lube to his cock and slipping the blowjob machine down his shaft and clipping it into the harness. He presses the power button, and like before, it pulls the harness connections inside itself, tightening the harness around him and making itself impossible to remove.

He drops to his knees again, and another video begins, with a large-breasted woman in fishnets again sucking cocks at the gloryhole. The machine gently strokes Josh's cock in time with the woman's messy sucking, massaging his cock at the same moment that her lips slide down the larger shaft on screen. It gently massages him, like before, but doesn't bring him to orgasm. Each time one of the cocks spurts into her mouth, the machine gives a sudden burst of intense pleasure, reminding him of how much more it can do.

After a few repetitions of this, the voice speaks up again

"Well, I see you're enthusiastic. Since you're using the machine, and can't get your load out of it easily, the deal is a little different this time. I want you to suck on the dildo like before, and if you can cum at the same time as one of these beautiful porncocks, then you can show me your empty mouth, and you'll still win the prize. "

Josh is too focused to object, and picks up the dildo again from the side of his chair, before dropping to his knees and putting it in his mouth. As he does so, the blowjob machine tightens around his cockhead, and as he sucks on it, the same sensation is replicated on his own. He doesn't waste any time, and determinedly starts to slide the dildo in and out of his mouth. The sensation on his cock, in time with the blowjob on the screen, is incredible, and he quickly brings himself closer and closer to orgasm.

He isn't in time for the video's next orgasm, so he speeds up his facefucking of himself with the dildo as the next cock appears, this time big and black. Josh makes an effort with his technique, circling his tongue around the cockhead of the dildo whenever it is pulled back close to his lips, and is rewarded with some extra stimulation of his own cockhead. He comes close to the edge, but as this cock explodes, he isn't able to get himself over the line.

He relaxes again as the next cock appears, gently sliding the dildo in and out of his mouth in time with the video, trying to keep himself on the edge.

With the strong stimulation from the machine sliding over his cock, sucking as it goes, Josh now feels like he could cum at any moment. Finally, he sees the cock on screen start to cum, and he goes all out, sucking as hard as he can while pumping the dildo in and out of his mouth as fast and as deep as he can. This finally pushes him over the edge, and he feels a burst of ecstasy as he explodes into the machine. Unable to think of anything else, he keeps sucking on the dildo, **** to suck the entire load from his still-spurting cock.

Eventually the orgasm subsides, and with a sense of post-orgasm clarity and disgust, Josh takes the dildo from his mouth and places it gently on the floor. In the video, the girl still has her mouth open, showing the load to the camera.

"Open wide," the voice orders Josh. "Put your hands behind your back, smile, and show us what a cumslut you are."

Josh grimaces for a moment before doing as he's told. He looks up at the screen from his kneeling position, grabs his ankles, and tries to smile as best he can while holding his mouth fully open.

"What a natural!" says the voice, encouragingly. "You should visit a gloryhole when you get out, I think you'd love it."

Josh closes his mouth, ignoring the voice's exhortations.

"Well, fair is fair. Go and collect your prize!" she continues. From the area behind the screen, Josh again hears the sound of the hatch being slid open, an object being pushed through, and the hatch shut.

He drops to all fours and crawls beneath the screen, seeing a red box lit up in front of the hatch. He opens the box, and looks inside.