Boys Halfway House | Landon Matthews: Sweet Southern Comfort

11/26/2019 Convo
Boys Halfway House | Landon Matthews: Sweet Southern Comfort
Boys Halfway House | Landon Matthews: Sweet Southern ComfortBoys Halfway House | Landon Matthews: Sweet Southern ComfortBoys Halfway House | Landon Matthews: Sweet Southern Comfort
Boys Halfway House | Landon Matthews: Sweet Southern Comfort

Although I've never been a ranch hand, I imagine trying to break a horse is a lot like trying to break this fucktard of a teenager Landon Matthews. He's been a resident long enough to know better, but he just keeps fucking up and disobeying all the rules.

Thankfully, because he messes up so often, he's not nearly as tight and difficult to fuck as he used to be. So there's that. And beyond that, he's got so many issues and is so messed up in the head, that I'm beginning to think he likes the punishment. I don't know if you'd call that Stockholm syndrome or what, but for a rather inexperienced boy he sure pops a boner pretty decent when there's a cock in his mouth.

So anyways, this time he failed a test, and all of us House Managers had pretty much had it with him. Very unruly, and now breaking a truly fundamental tenet of recovery. So I basically let him have it. Fortunately for me, he's turned into a good, albeit reluctant little cocksucker. He knows his way around my cock by now, and damned if he didn't almost get me off just with his mouth. His cunt is what I really wanted more of, though, and I took it at Boys Halfway House.

I fucked him every which way, but I was especially impressed by the way he can ride a cock now. That thick dick was stretching him out for sure, and his legs were tired, but he just kept going, even though his face was red and he was sweating like a pig in a poke. He knows he is a loser, but he's always trying to prove after the fact that he can be redeemed some day, and that's what I think keeps him going when we have our little behavioral sessions.

My goodness – his ass felt so good as it was enveloping my cock, and he was actually riding it like a good bitch should. I almost felt like he might be enjoying it, so I had him hop off and put his mouth around my dick.

I'm sure that going ass to mouth gave him a good taste of what his little boy butt tastes like, and he wasn't too keen on it. But to get that taste out of his mouth, I laid him on his back and dropped my load on his tongue. This Southern boy might not have gotten much comfort, but hopefully it prepares him even better for his life ahead, if he doesn't shape up his act.

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Boys Halfway House | Landon Matthews: Sweet Southern Comfort