After Ron and Gary had been living downstairs and fucking the snot out of me at every occasion for several months, they came to me one day to ask a favor. Apparently, they had run into difficulties with their parole officer and wanted me to meet with him and try to smooth things over. The alternative was, they both go back to prison and I get no more cock, so it wasn't hard to agree.
The day of the meeting, I accompanied them and we waited to be called into the parole officer's office. They were both nervous and for the first time I realized how frightened they were of going back to jail.
The parole officer, Mr. Johnson, came out and told us he wanted to see Gary first for a few minutes alone, then took him back to his office. He said he'd call us over the loud speaker when he was ready for the two of us. Probably in his early 50's, Johnson was a good looking jacket and tie type guy with a full beard and I wondered what he'd look like out of his office clothes. I knew he had caught me checking out his fully packed crotch.
Ron was pacing back and forth and he said, "This is the first time I've wanted to stay outside. You've made me want to keep up our arrangement for as long as possible." I was really touched, seeing a softer side of my usually brutal fuck machine whose only goal in life seemed to be filling my holes with his cock as often as possible.
"I'll do whatever it takes to keep you out," I said.
Mr. Johnson called us just then and told us to come to his office. We entered and he was sitting pulled up tight behind a huge desk that was littered with papers.
"Lock the door so we can be undisturbed." he said. Gary was nowhere to be seen and I took that as a bad sign.
"I want you to understand that my first interest is keeping Gary and Ron out of jail." Mr. Johnson said.
"That's my goal, too," I said. "Since Ron and Gary have been living in my building, I've become quite attached to both boys. In fact, they've both demonstrated skills that I don't think I could do without." I noticed that Mr. Johnson was staring at Ron's crotch and when I glanced down, Ron's dick was hard and snaking down his jeans leg.
"I think really we're all on the same page here," Mr. Johnson said, leaning back in his seat and pushing his chair back from the desk. Ron was running his fingertips over his now fully hard cock and when I looked back at Mr. Johnson, I became aware of some kind of movement just at the desk level in front of him. I stood up to see what it was and realized that I was looking at the back of Gary's head! He turned around and smiled a big shit eating grin at me and Mr. Johnson pushed his chair all the way back from the desk. His pants were down around his ankles and poking up from his crotch was a fat seven inch cock with huge balls in a loose hairy sack that hung over the edge of his chair.
"Gary's been a bad boy," he said. "He tested positive for pot on his last drug test and he's showing me how grateful he is that I'll overlook it." Gary, on his hands and knees, buried his face in Mr. Johnson's hairy crotch and I could see him suck one of those big balls into his mouth, which made Johnson's johnson twitch and swell a little more.
"Ron has been bad, too. He's missed two of our meetings. I need to be convinced that he's taking responsibility for staying out of trouble."