https://www.freepornflix.com/sites/boys-halfway-house/ Sat, 25 Apr 2026 08:22:56 UTC https://www.freepornflix.com/video/371563/lost-boys-need-loads-too/
Sloth is definitely one of the worst vices. instead of becoming your best self, you remain your worst self. instead of spending time on enrichment, you scroll through your social media and neglect you duties, including getting a job. this resident, aside from his laziness, has a lot of things going for him, but he still seems so lost he can't put one foot in front of another. when i asked him what he was doing (other than looking for work), and accused him of wasting his time jerking off, he didn't disagree. in fact, when i sat down next to him he saw pretty clearly that i was intending to get a nut with him. he'd gotten so disoriented with life that he just went with the flow, even as he was getting chastised. well, i'll tell you what, once his lips were around my cock he almost seemed like a determined person. maybe being a bitch is just the trick for this guy - attainable goals, simple tasks. i'll tell you what, his bj was so good i almost busted in his mouth. i held back because i was curious about his hole. this guy's cunt didn't disappoint. it was bright pink, complementing his pale skin nicely. he rubbed his lubed up fingers around before i put my cock head up against him. and with a few plunges, i was in like flynn. i don't know what it is about this particular resident, but i just love fucking him. now that i know how easy it is, and how little resistance he puts up, i'll be making him my go to cum dump for sure. he made little noise, but i could tell by his facial expressions that i was hitting all the right spots, and when he was riding me he even got a boner. that's what i call a fun afternoon at the house. the most fun thing, though, was nutting into his mouth. the taste of cum on his tongue was about the only thing during the whole session that he seemed to truly dislike. as he grimaced and turned to spit out my jizz on the floor, i stopped him, and made him display it like a little slut, letting it drip down onto his chin. i still don't know if he'll get a useful purpose in his life, at least during his stay with us. however, at least i know that as long as he is sitting around doing nothing, i've got a nice hole to fuck. ]]> Mon, 25 Aug 2025 09:32:08 UTC https://www.freepornflix.com/video/371563/lost-boys-need-loads-too/ https://www.freepornflix.com/video/362729/sorry-only-gets-you-so-far/
Like most guys who get caught, the first thing out of their mouths is "i'm sorry." mind you, these are delinquents who have been saying sorry their entire, albeit brief, adult lives. they can tell it to the judge for all we care. sorry means jack sht, really. the sooner they get this through their thick skulls, the sooner they can get back into the real world. in the meantime, our favorite response to "sorry" is to show them exactly how sorry they really are. this guy is kind of nerdy, and kind of not at the same time. maybe it's the glasses, or the fact that he keeps fairly quiet. at any rate, he has a problem, and not a small one. failing a test, though, is pretty damn serious. we can't go around having bad tests, can we? that said, i was eager to see how he would react to my cock in his mouth, so we began his repentance session with that. hot, damn! this 20 year old can suck a cock, and i'm not sure why. i was fairly certain that he would be all teeth, since he is straight and has never given any inclination otherwise. i suppose he either has a natural ability or beginner's luck. hopefully it's the former, because i promise you i will be getting dome from this dipsht again. he almost made me cum just working the head of my cock with his mouth. i almost would have been satisfied with that, but i like those skinny with trsh boys' holes so much that i had to take his ass while i had him out of his clothes. i asked him to show me his hole. it was more pink and prettier than i ever could have imagined. it certainly looked pristine and beautiful, one of the best assholes i'd seen in months. i got very excited at the prospect of drawing the curtains open on his cunt. as a finally slid my dick into him, i was once again surprised by how good it felt, and how easily he took it. with virgins, there is usually an inverse proportion to how good their holes look and how good of a lay they actually are - not this one. i was fucking him like a common whore, and fucking him hard. because it felt so good, i fucked him more, harder, and in more positions than i do with most of the residents. it was fantastic, and for the climax, dumping a full load into his blown out hole was the icing on the cake. i'm not sure if he will fail a piss test again after this, but i'll be keeping my eye on him for sure. he's a fine little fuck hole, whether he's sorry or not. ]]> Thu, 21 Aug 2025 10:13:33 UTC https://www.freepornflix.com/video/362729/sorry-only-gets-you-so-far/ https://www.freepornflix.com/video/359906/making-the-boy-bitch-scream-house-master-s-rough-justice-fetish-throat-pummeling-hole-breeding/
Swiping stuff that's not theirs is a common thing for a portion of our residents. it's an issue we try to nip in the bud, and given out methods, usually the problems cease as the individual learns the consequences. some guys, however, just have sticky fingers, and no matter how hard you try, they just can't leave other peoples' things be. this resident is a good example of the worst type of offender. you can tell just by the look on his face that he is trouble. and i'll be the first to admit that he probably isn't very redeemable. but, nonetheless, we try. heck, the house managers have already been all over him for this or that issue. this time, though, i decided to take it up a notch since he had been taking my stuff as well. he definitely needed a lesson learnin'. after pummeling his throat with my cock and slapping him around, i made sure that his ass wouldn't feel quite the same for days. luckily for me, his hole feels great. for him, i'm not sure how it felt, but judging from the decibels of his screaming, he probably was wishing he'd kept his fingers to himself. he was screaming like a coyote, and with each thrust of my cock deep into his cunt, he let out a loud yelp. i was pretty sure that the entire neighborhood could hear it, too. oh, well. losers have to pay, and this resident definitely paid with his hole. after fucking him in missionary, i found a few other positions in order to get my dick as deep as possible. all the while this little bitch was hollering. he only quit with the noise once i dumped my load of sperm inside of him. he definitely seemed worn out, both physically and emotionally. hopefully this is one lesson that won't need repeating, at least from his perspective. me, on the other hand, any time i breed a teen is fine by me. it's losers like him that keep me going. ]]> Wed, 20 Aug 2025 09:42:06 UTC https://www.freepornflix.com/video/359906/making-the-boy-bitch-scream-house-master-s-rough-justice-fetish-throat-pummeling-hole-breeding/ https://www.freepornflix.com/video/350652/fuck-em-and-feed-em/
When two hooligans are in cahoots, it's usually something that ends up poorly for both of them here at the house. this time, we found contraband that was being hidden and consumed by two of the most problematic residents, too. i grabbed one by the hair and marched him over to his buddy, and their punishment began right then and there. once they were on their knees, taking turns with my cock, they seemed to realize the seriousness of their infraction, but i wasn't satisfied with just getting some dome from these two losers. not to say it wasn't good. i even made one of them suck off his buddy while i inspected his tight teen hole. and when i slid my cock in, i made sure his friend was holding his legs in the air for me. teamwork, right? well, straight young holes are often tight, and this one in particular was very sensitive. he groaned and whimpered and grimaced as i fucked his ass, and his friend - to my surprise - sported a boner and was even pre-cumming without touching himself! i guess maybe after this encounter, they'll cooperate on something other than breaking the rules. then again, who knows? all i know is that after fucking some fine teenage ass, i dumped my load into both of their mouths and all over one of their faces. the taste of cum didn't seem to suit one of them too much, but he'll get used to it if he keeps acting like the dipsht that he is. ]]> Sat, 16 Aug 2025 09:50:22 UTC https://www.freepornflix.com/video/350652/fuck-em-and-feed-em/ https://www.freepornflix.com/video/339206/who-s-the-bitch-now/
Any time you put a group of guys together, there's gonna be a lot of smack talk. the house is no exception, except that when a resident talks sht, he had better do it far away from the subject, if that subject is a house manager. sometimes, even when you think you are safe, someone you trust will snitch on you for brownie points. liam, unfortunately, trusted the wrong loser, because the word got around that he was heaping scorn upon the head manager. until this incident, the guy hadn't been noticed much. he is quiet and doesn't socialize too much. to tell you the truth, i was happy to have an excuse to pry his straight boy virgin ass open, and i was hoping he wouldn't enjoy his first intimate experience with another guy's cock. sure enough, he did not enjoy it one iota. i marched into the room with his accuser in hand (who should probably get a black eye at some point for this), and called him out. within a few seconds, he was down on his knees with my dick in his hand. once i had progressed to shoving it down his throat, i realized what a good cock sucker he is. never would have guessed. some guys just have innate talent, i suppose. hell, i even laid him down with his head at the edge of the bed and gave him a proper throat fucking. it did, however, take a while to crack open that ass of his. for such a jock, he whined like a little bitch at the initial pain, and didn't let up with his wincing. after trying several positions, his hole was finally loosened up enough for me to go to town on him, which i did. that virgin hole got blown up, and it looked quite red and swollen. i came all over his hole when i was ready, and then shoved my dick back in and fucked him a bit more. losers like this are good for fucking, so it was really about time that this p.o.s. got what was coming to him. ]]> Mon, 11 Aug 2025 09:21:38 UTC https://www.freepornflix.com/video/339206/who-s-the-bitch-now/ https://www.freepornflix.com/video/318426/testing-his-hole/
There comes a time in the stay of every resident where he just has to give it up. some guys are fairly well behaved and they can last months. some are just too damn easy, and they don't last a day. most, however, are just like this lazy ass resident. . . it becomes clear after a few weeks that he needs some - incentive. in this case, the incentive is a cock shoved down his throat and then a good drilling. in this guy's case, the drilling was pretty intense, because his hole felt so damn good. on top of being a good lay, he has strong legs and he was able to ride cock like the best of them. in the end, however, it was that half-sorry, half scared look on his face that really got the house manager off. the reward for his insolence and sloth was a good load of warm cream deposited deep into his anal cavity. his hole was tested, and he passed with flying colors. definitely going to be one of the go-to residents around here when one of the managers needs to get a nut. ]]> Thu, 07 Aug 2025 03:21:37 UTC https://www.freepornflix.com/video/318426/testing-his-hole/ https://www.freepornflix.com/video/318425/arranging-a-solution/
One of the major precursors to young men ending up in dire need of help is this: they know that what they are doing is wrong, but they think that it is "no big deal." you see, we're not talking about people with a good amount of foresight. they don't understand that each little "no big deal" all can add up to a very big deal. this guy broke one of the house rules, because, even though he knew it was completely against the rules, he didn't connect the dots as to why his breaking the rules might be a bad thing. well, our trusty house manager not only knew that the rules had been broken, but he immediately confronted this delinquent. after explaining that there was a zero tolerance policy, he explained that instead of kicking him out of the house, he'd rather work out an arrangement. the arrangement, of course, was one hot bareback fuck. i wish i could have been in the room when this happened, because to tell you the truth, this guy would be hella fun to tag team. but the manager in charge - well, his dick is unbelievably thick, and the resident is a small guy, so it was a great pound down. just shoving his dick into the derelict's mouth gives you a sense of the size difference here. it seemed like the resident was going to end up choking out on cock. but he's a cock-lover for sure, so even though he wasn't digging the scene, his instincts kicked in and he gave some great dome. he even compliantly hopped on the bed to show off his hole. teen hole is always fun, but this guy was even more so. the manager alternated between admiring his fuck hole and stuffing him like a grape leave in a kabob shop. with his teen hole so stretched out, and getting pounded hard, his facial expressions let the manager know that he was a bit uncomfortable, but still he did as he was told. after a good fucking in both doggie and missionary, the manager dumped his load. it was a big load, too! time will tell whether this resident will break another rule. it's a fifty fifty proposition, but all of us other managers hope that he does it on one of our watches. ]]> Thu, 07 Aug 2025 03:21:36 UTC https://www.freepornflix.com/video/318425/arranging-a-solution/ https://www.freepornflix.com/video/304369/dreams-only-work-if-you-do/
This resident has been causing so many problems since he got to the house. however, as is the case with many delinquents-turned-sluts, the managers enjoy his sexual favors so much that he has managed to stick around. the thing is, though, that even though the punishments are always enjoyable at the end, everyone is more pissed off each time. this time he missed a meeting, and with that came the obligatory fucking. i whipped my cock out and he began sucking it. his tongue moved deftly, and before long he was deep throating it. he sucked with more energy than he usually gives for anything else he does. it makes me wonder where that energy comes from. after giving me some excellent dome, he straddled me and rode my cock like a cat in heat. it's just amazing how someone with so few life skills can do just that one thing like a pro. but he is amazing at it, and his ass feels so damn good. he bounced up and down, and even though he was getting tired he didn't stop until i had deposited a massive load deep inside of him. when my cock finally out of his hole, it oozed out of him beautifully. this loser sure has the magic touch. hopefully he can transfer some of these life skills to other areas of his daily existence. ]]> Wed, 06 Aug 2025 20:55:21 UTC https://www.freepornflix.com/video/304369/dreams-only-work-if-you-do/ https://www.freepornflix.com/video/304368/bad-attitude-innoculation/
It's definitely more difficult to do intake with new residents these days. however, we've adjusted to the changing times. some things never change, however, and one example of this is the bad attitude that some brand new residents display. this guy seems like a real treat, too. given his personality issues, his complete lack of respect, and his anti-social behavior, his case is one for the books. that said, i decided to take care of him rather quickly, to avert any worsening of his issues. once that mask of his was off, the social distancing ended, and he was onto my cock like a tick in the woods. this guy sucks dick good, too. he must have had a lot of practice trying to get favors from people. his ass, though, was a different story. he didn't seem very loose at all (initially). i made sure to fuck him in a few different positions until that tiny hole of his was wide and inviting. then, after i'd fucked him enough, i dumped a load in his mouth. overall, a good initial meeting. from my perspective, at least. ]]> Wed, 06 Aug 2025 20:55:20 UTC https://www.freepornflix.com/video/304368/bad-attitude-innoculation/ https://www.freepornflix.com/video/304362/failure-is-when-you-stop-trying/
I was the lucky house manager who got to induct this piece of work to the house. he seemed quiet, almost meek. i knew, however, that he would be a big problem if we didn't show him who was boss right away. thankfully, he is just a submissive little bitch at heart, like most bad boys. latently yearning for some structure - and authority. i didn't waste anytime in introducing him to my cock, and making sure that he knew what he had to do. as he sat there stroking my dick, he looked up at me with some mighty piercing eyes. i wasn't sure if he was going to try to punch me, make a run for it, or just get on his knees like an eager cocksucker. spoiler alert: it was the latter. and does this young man know how to suck cock! he was deepthroating it before i could even ask him to do it. it felt so good, in fact, that i kicked back on the bed and let him continue to give my cock a full throat massage. sure enough, his ass felt just as good as his mouth. once his legs were up in the air, the rest was smooth sailing. he wasn't too tight, and soon enough i was pounding away at his delinquent hole. in fact, i got so worked up that after the first position his hole looked blown out as fuck. that didn't deter me, however, from keeping going. i knew i had to breed this bitch in order to keep the balance of power in this budding relationship. it felt good, too, cumming deep inside of his hole. it will be nice to know that his first night in the house, he will be feeling that slick feeling of jizz inside his little fuck cunt. ]]> Wed, 06 Aug 2025 20:55:16 UTC https://www.freepornflix.com/video/304362/failure-is-when-you-stop-trying/ https://www.freepornflix.com/video/285821/check-in-or-check-out/
Curfew breakers are common at the house, but this guy has some nerve: he just arrived as a new resident, and he doesn't seem to be able to get back to the house in a timely fashion, ever. well, this punishment should do the trick, at least for a few weeks. as the house manager on duty, i had the pleasure of ensuring he can be skull fucked. as a matter of fact, this guy's mouth and throat are something else, second to none. the ass pounding, however, was to be the best part of the admonishment session. i fucked this derelict in doggie and missionary until his hole was red and raw. as he spread his cheeks and fingered his freshly fucked hole, i could tell that he was beginning to feel sorry for his actions. however, in order to be sure, i continued fucking his ass bare until he was wincing hard, and screaming like a bitch. hell, it felt great, and i barely wanted to stop. however, i had earned that nut, which i dumped into his mouth. nothing better than a loser rule-breaker with a roughed-up hole and a mouth full of cum! he checked in to the house, and he can't check out until he's rehabilitated. poor him. ]]> Wed, 06 Aug 2025 13:35:03 UTC https://www.freepornflix.com/video/285821/check-in-or-check-out/ https://www.freepornflix.com/video/285820/not-so-sly/
Our house managers, especially the ones who are around overnight, are keenly attuned to the sounds of windows slipping open. obviously, when this dipsht thought he could evade curfew by crawling back in through the window, one of our horniest managers was ready to pounce. confronted with "getting out or putting out," the resident of course put out. it's just what they do. before long he was on his knees, and it didn't take him long to grow the managers cock into a long hard shaft, just perfect for ramming some boy ass. this manager doesn't take it easy on the resident, either. he fucks him missionary, sideways, doggie, and back again. with each change of position, his cock slides in more fully, impaling this derelict in the way he deserves for all of the trouble he causes. like a hostage in stockholm, of course the guy loved being mistreated, and soon he was pumping his cock. once the manager turns him back on his knees, he busts a load all over himself. the manager nuts, too, and leaves this sorry excuse for a citizen lying on his bed all covered in jizz. he might be pretty, but he's not so sly. ]]> Wed, 06 Aug 2025 13:34:40 UTC https://www.freepornflix.com/video/285820/not-so-sly/