He hopped up on the island top with his left butt cheek and stretched my right leg up and behind him. He was leaning on his left arm above me. His heel of his right hand nuzzled up under my balls as it had done before, when I intended never to go this far, with his middle finger draped between my legs and at the entrance of the asshole.

"Can you get your other leg out to give your ass as full an opening as possible?" he asked. And I lifted my leg and found I could dig into the island counter edge with my heel. It was a good thing I had done flexibility exercises while I was in the gym. Clint stared intently into my eyes and I locked mine on his. He was giving me a reassuring smile. I wasn't all that reassured.

"Hands over head," he said. And I complied, stretching my torso out. His finger inched into my hole. At first I thought it was going to hurt, but it didn't. And when it didn't, my whole body relaxed. Feeling that, Clint's finger went in to the sphincter muscle, where there was an initial tightening up, but then I loosened again and it seemed that the sphincter was actually pulling the finger in until Clint could feel the hardness of my prostate. I could feel that he'd reached the goal as well, as a shiver of sensation went through my body.

"Found it," Clint said, with a grin. "First time. I'm a pro at this. It will take some time now, but you should start feeling something new. You'll feel like you have to piss at first and something will come out, but it will be semen. You've had time to build some more up, young strapping stud that you are. Just let it flow and enjoy the ride." I could feel the pressure of the pad of his finger on my prostate and then he started the massage part—a gentle rubbing, circular and up and down and back and forth, always with a pressure on the prostate. As he said, I began to feel like I needed to piss and I could feel precum dribbling out of my hole. But along with that came increasing waves of pleasure. Not quite the same sensation of pumping a woman with my cock, but somewhat the same—and perhaps even more pleasurable. And then I came again; this time quietly and in a soft flowing of cum rather than the usual fountain spurting. I felt weak and satisfied and fulfilled.

Clint removed his finger, took my leg out from behind his shoulder, and leaned over and sucked my cock dry. I let my other leg fall down over the side of the counter. Clint then stretched out beside me. His left hand went up to the arms I was holding above my head and he entwined both of my wrists in his. His other hand wandered around my torso, stroking and rubbing, while his face was buried in my arm pit. I began to doze. It had been a profitable night. I'd made, what, nearly a thousand dollars? I couldn't quite remember what the total was, because it was a little confusing now what the deal was. I was lost so deeply in thought that I didn't pick up on Clint's next move quickly enough to do anything about it. The lubricant wasn't the only thing he'd taken out of the drawer. He suddenly had some sort of leather strapping