Tyler is one of those residents who just can't get his shit together. No matter the circumstance, he finds himself on the other side of the rules. Thankfully, generally speaking the infractions are minor. However, if we weren't to punish him forcefully, what would the other residents think? One rotten apple can spoil the whole bunch. So, after many different lapses of judgement on his part, the House Manager decided to go harder than he had gone before. Because he is such a delinquent, even in the structured environment of the House, you can imagine that he has gotten exquisite at giving blow jobs. He's practically at fluffer level expertise. And this definitely makes the House Manager job much more of a pleasure. Tyler just goes to town on my cock, and although he doesn't seem to particularly love it, it even made me wonder. What happened next though confirmed my suspicion that he is at this point just a downtrodden whore, performing his show when he gets in trouble. I asked to see his ass as he straddle me. He spread his cheeks, revealing that beautiful boy cunt, and then shook his ass cheeks and grinded that hole on my cock like a stripper in the champagne room. Wowzers! That surely got me riled up beyond believe, and when I had him ride me the punishment session turned into one of my favorites ever. He rode my cock like an Olympic athlete, and by the time I got around to laying him on his back, that hole was already wide open and ready for a slam fuck. I fucked him harder, deeper, and longer than I've fucked a resident in a while, and it had to have been sore after a while. However, not wanting to seem like a whimp, he kept up the facade that it was no biggie. At one point he did say, "Damn, you're fucking me so hard!" And he was correct. I blew that teenage hole completely out of shape. I pulled out and told him to finger his swollen hole while I dumped my load in his mouth. There he was, mouthful of cum, spreading his cheeks to show me his now bright red pussy. It's a shame it had to come to this, really, but sometimes you gotta do what you gotta do.