Sterling Chambers

Movie - 2016, 2h 15m • Main Cast Role

Just when these young men think their troubles are over, their problems are just beginning. Young guys from ages 18 to 25 are given choices they don't like, and many of them end up on the receiving end. House Managers make sure that their lessons are learned.

Movie - 2015, 2h 15m • Main Cast Role

Another day, another no good bastard ending up in the Halfway House for doing something stupid. As promised, we don't "Spare the rod" over here. We find that the strictest measures (or the biggest dicks) provided the best discipline.

Movie - 2014, 2h 15m • Main Cast Role

The summer is hot and the boys get rowdy in this bareback creampie fest from Raw Entry Club and director Baileey. Cleaning the pool proves to be less fun than cleaning the pipes as the boys of Southern Florida discover. Starring plenty of hung boys, smooth bodies and big dicked boys like hunky Landon aka Chris Hewitt and cute bubble butt pool boy Trevor Kesslor.

Movie - 2021, 2h 15m • Main Cast Role

At the Boys Halfway House, we don’t torment these residents for fun, we torment them in order to make them better people. Let’s face it, they fucked up, probably hurt a lot of people in their process of spiraling downward, and now we House Managers are left helping them to pick up the pieces. We have found that a good barebacking is usually the best way to focus their attention on getting better and getting the hell out of the House. None of these guys particularly like choking on dick or having their holes smashed so hard that they are gaping, but this is the price to be paid, and the House Managers are the lucky ones – because they get to enjoy the fresh virgin holes of these usually straight young men. They might be future outstanding members of society, but at this point in their lives, they are basically our whores, to use as out personal cum dumps.

Movie - 2018, 2h 15m • Main Cast Role

Now, here's the thing when it comes to virgin holes. I don't care how broke a guy is, or how straight, or whatever, there ain't no dick going in a virgin hole and it's not going to be extremely unpleasant for the guy at first. I've seen some porn sites claiming that the guys are desperate and need cash and all of that, and that they are supposedly straight. Well first of all, the friggin' waxed eyebrows should be clue number one. And clue number two is when a 7 incher is shoved up the guy's butt and he starts oohing and awwing. Give me a fucking break! A real virgin is gonna scream, moan, grit his teeth, clinch his fists, tense up and otherwise resist. Even a closet butt boy who wants it isn't gonna like it the first time. Or the second.

Movie - 2015, 2h 15m • Main Cast Role

My Daddy Always said, “When you Play, You will Pay.” Daddy was rarely wrong. Boys Halfway House Vol. 6: Shut Up & Take It! features a crop of boys that thought that they could get away with fucking around. But I’m sure you know by now that you don’t get away with anything at this halfway house. Their holes will never be the same...

Movie - 2015, 2h 15m • Main Cast Role

Just when these young men think their troubles are over, their problems are just beginning. Young vulnerable guys from ages 18 to 25 are given choices they don't like, and many of them end up on the receiving end. House Managers, who are older and more experienced, make sure that their lessons are learned. These guys are in this situation for a reason - usually fresh out of jail or a close call with the law, or some other past issues. In the Halfway House, they are sober and clean, though, and they have a bed to sleep on (or to do other things on!) But the nice thing is that they are usually straight, lean, and used to putting out. We don't feel bad at all about the fun we have with them - they put themselves in this situation to begin with. It's not our fault. And hell, if we can get away with it, get our dicks wet in the meantime, we don't care one bit.

Movie - 2017, 2h 15m • Main Cast Role

Some guys never learn. But we sure try to teach them some respect while we have them in our care. When they mess up, they know they will be in for loads of jizz - either up their asses or down their throats. Watch these delinquents get tormented bareback and treated like playthings by our House Managers. Don't feel guilty watching, either: Remember, they deserve every second of it!