This resident, who happened to be on parole, was found to be harboring quite a bit of cash hidden in his shit, so we decided to make sure he got the message. We wouldn't want any of our darling young men to go astray while they are under our care. I woke him up from his nap. Well - I tried to wake him up. I wouldn't doubt that he had some help slumbering. The first thing I noticed when I pulled down the covers was how beautiful his ass was in those tight underwear. Hot damn! I gave his butt a firm squeeze and laid down next to him. After whipping my cock out and placing his hand on it, our young delinquent knew exactly what was going on, and he complied fully. After giving me a nice cock tug, I have him strip down and stick his perky ass up into the air. With a little bit of spit on my fingers, I feel his hole. It's a nice tight hole, and I'm sure it will feel good. He is a slight young man, so when I finally start squeezing my cock into him, it takes a while. But every second was pure heaven, let me tell you. His strong sphincter muscles massages my pole as I loosened him up, and before long I was getting some nice strokes in there. I wasn't too surprised that he had a raging boner, either. A lot of the dudes like him swing both ways, especially after some time in the pen. Since he was sporting a hard-on, I thought he might enjoy jerking off while he was riding my dick, so I lie on my back and have him impale himself on it. As he began to jerk off, he started jumping up and down furiously on my cock, and before long his cum was shooting everywhere. The fucker loved it!