BoysHalfwayHouse.com Logo
Welcome


BoysHalfwayHouse.com Banner
3Go to page of 19
Old Habits Die Hard
205
WATCH
360p 480p 720p
STASH TO
CLOUD
Only 6 Credits / Members: 5 Credits
DOWNLOAD
1080p HD
Only 15 Credits / Members: 11 Credits
VIEW
/
DOWNLOAD
Gallery: 24 images for Members
We are all creatures of habit, and in some ways this a very good thing. Habits can keep us safe, sane, and healthy. Some of us, though, go astray and develop habits that are quite injurious. Case in point is this resident. He is a blowhard who has a complete disdain for authority and who also seems to have some sort of attention deficit issue. He can't stop from breaking the rules, no matter how hard we try to correct him.

After several failed attempts at rehabilitation, I gave him the full treatment. We shall see if that works. Whether it does work or not, I can definitely tell you that he is at least useful at getting my dick wet. He sucks a decent cock, and he has a nice young runner's body that makes him a pleasure to fuck. Once he was down on his knees, he paid full attention to making sure my cock was not only hard, but glimmering with his saliva. His eyes became trained on mine, and he did a fantastic job. I couldn't wait to get into his hole. To tell you the truth, it wasn't difficult to fuck him. It was fairly easy. I didn't like his attitude about it, however, and I spit on him a few times while I was fucking him just so he would dislike the situation even more. Some people, unfortunately, need to be treated like pieces of crap in order to get the message.

After fucking him on his back and doggie style, his red hole was gaping. It sure did look blown out! I loved fucking his hole because it not only felt good, but I felt that we were finally making progress. I could tell that he would probably be getting with the program in order to avoid future sessions. And just to make sure, I unloaded a huge nut directly into his mouth, where I let it simmer, in order for him to get the full taste - and aftertaste - of my jizz. Old habits do die hard, but if we try enough, and often, just sometimes we can get these guys on the right path.
A Friend In Need Is A Friend Indeed
101
WATCH
360p 480p 720p
STASH TO
CLOUD
Only 6 Credits / Members: 5 Credits
DOWNLOAD
1080p HD
Only 15 Credits / Members: 11 Credits
VIEW
/
DOWNLOAD
Gallery: 28 images for Members
Like so many other residents, this guy's actions are dictated by his worst demons rather than rational thought. You see, the guys like him, their cravings are just so strong that they can't follow the rules even when they want to follow them. I mean, by the time they get to us most of them couldn't care less about rules in general. But every so often, you can see the internal struggle going on in their little pea brains. This resident is a case in point. He obviously has tremendous drive and willpower. Otherwise, he wouldn't be able to stay so fit. Most of the guys here have definitely let themselves go after years of partying, playing video games, and mooching off of women who happen to get food stamps. This one, though, has seemed to be able to work out and stay relatively healthy, other than that occasional partying. It's the partying that has made him commit to some terrible decisions. In part, because he has skated so long and is better off than most in his situation, he isn't taking his recovery seriously enough. After this session, however, I'm guessing he's going to toe the line a little better.

When I accused him of his serious infraction, I almost thought he was going to start crying. He's definitely the sensitive type. After being confronted with the physical evidence, he broke into a nervous smile. But the smile disappeared when I moved his hand onto my cock. You play, you pay, here at the House. And he was about to learn his biggest lesson yet. I let him tug on my pole for a quite a while before getting him out of his clothes. By then, he was putty in my hands. He definitely hadn't sucked a cock before, but he sure did do a good job. Such a nice pair of lips on this guy! I had him suck me good until I couldn't bear it anymore. I almost nutted, but saved the best for last. The look on his face turned quite scared when I put his legs in the air to get a better view of his cunt. Just to draw out the suspense for him, I had him rub and finger that little pink hole for quite a while. After a minute or two of that, I think his mind started to focus on what really matters in life.

I lubed up my dick and went in slow. He was tight - tighter than most. However, I was determined to get that hole as loose as a goose. I kept picking up the pace until the feeling of his ass was just perfect. Not too loose, but tight enough to make my pole feel amazing. And after that, well I couldn't help but fuck him in several positions until I was satisfied. It's a good thing he works out his legs, too, because I had this guy riding my cock like a seasoned pro. He rode my cock both forward and backward, and when I was close, I had him hop off and immediately wrap his lips around my cock. He slurped up all that fresh jizz and ass juice like a good little boy. Now that's what I call a friend. Indeed.
JOIN TO WATCH ALL SCENES
Gagged & Shagged
454
WATCH
360p 480p 720p
STASH TO
CLOUD
Only 6 Credits / Members: 5 Credits
DOWNLOAD
1080p HD
Only 13 Credits / Members: 10 Credits
VIEW
/
DOWNLOAD
Gallery: 25 images for Members
BUY
Usually when a resident gets in a few minutes late from his authorized work release or job interviews, he gets in trouble. This dumb-ass, though, really went over the line. He waltzed in over three hours late, and acted like nothing had happened. After he went to his room, he hopped in the shower. Me and another House Manager wanted to make sure he'd get a pummeling that he'd never forget, so we grabbed the duct tape and barged in on him. Grabbing him out of the shower, the first order of business was for both me and my buddy to get our dick's wet pronto. As he knelt on the floor in front of the toilet, he took our dicks into his mouth - both individually and both at the same time. The boy gives a damn good blow job, that's for sure. But if he thought he would get away with some pole slobbing, he had another thing coming. Still on the floor, the other House Manager sits down to keep getting some fantastic head while I pry open his hole. After fucking him in doggie to get his hole ready, I have him ride my cock. As he rides my fattie, he still has a cock on both ends, until the other Manager grabs a sock and the tape. It's just as well that he gets gagged up, because this fucker whines like a little bitch when he has a dick in his ass. With only muffled cries, it became a lot easier to enjoy this fuck. The dude has a perfect butt and a nice body, so this punishment was pure pleasure for us two House Managers. We put him on his back on a small table in the bathroom doorway, and continue to alternately bareback his fresh ass. After a long fucking time of slamming his hole, we have him spread his cheeks. Damn! This dude's hole is banged the fuck up. We knew he'd have trouble sitting down the next day. I grab him by the hair and fuck him some more before taking off the tape. My buddy finished off with his head over the toilet, and I get him upside down and shoot a huge load onto both his raw hole and his face. He licks my cock clean and I give him one last good slap. I doubt this guy will be coming in late again any time soon.
My Own Private Cum Rag
1,001
WATCH
360p 480p 720p
STASH TO
CLOUD
Only 6 Credits / Members: 5 Credits
DOWNLOAD
1080p HD
Only 13 Credits / Members: 10 Credits
VIEW
/
DOWNLOAD
Gallery: 26 images for Members
BUY
Some residents are hard to read. Depending on the day, this idiot could turn out to be your best friend or your worst nightmare. One thing's for sure, though: he has some demons that are eating away at him. Unluckily for him, the House Managers are always one step ahead of even the most furtive residents. That poker face might work in Vegas, but it doesn't work on us, especially when we have the incriminating evidence in our hands.

After being confronted, this dipshit refused to 'fess up. So, of course we kept upping the ante until he finally did. By that time, however, he was already naked and vulnerable, so we decided to crack open his virgin hole anyway. When he went down on my dick, it was painfully obvious that he wasn't accustomed to it. Better to learn here than in the pen, that's what I always say! Before too long, he was opening his throat wide enough to skull fuck him, though. He seemed to think that the cock sucking might be the end of it, but we were just getting started!

His hole was as untouched as the back of his throat had been. It was a nice pink color (at first), but after a few minutes of prying it open with a thick cock, it's as if all the blood in his body rushed down to his nether region. The light pink had turned into a fiery red. Once the hole was loose enough, and some real fucking commenced, our young resident was actually quite the champ. If it was uncomfortable, he didn't make too much noise. It showed on his face, but you could tell he was doing his best to hide how distraught he was. Like every straight boy hole, it felt good. Really good. Definitely just the right amount of give, and that ass was warm like an easy bake oven. His ass will not be overlooked over the next few weeks, trust me.

As if in a complete 180, this young tormented sould seemed genuinely repentent once the pace of the punding picked up. After getting railed bareback in six positions, we almost believed him when he said that he was sorry (sorry he got caught is more like it!). With his hole properly fucked as raw as a week-old dish sponge, it only seemed right to fill it up with a big load of sperm. There was even enough cum left over to fling some jizz onto his face for good measure!

Although we're not sure if there's a lot of hope for him, at least his perky little butt might just be ready for a cell mate in the near future. Smooth sailing just doesn't seem to be in this guy's cards.
Barebacking A 19 Year Old Petty Offender
1,338
WATCH
360p 480p 720p
STASH TO
CLOUD
Only 6 Credits / Members: 5 Credits
DOWNLOAD
1080p HD
Only 13 Credits / Members: 10 Credits
VIEW
/
DOWNLOAD
Gallery: 30 images for Members
BUY
Our 19 year old blond friend thinks he is really too cool, considering his stay with us as only a temporary vacation. Although by nature he is quiet enough and not much of a bother, he also thinks that because he seems like such a goody-two-shoes that he can break the rules when he feels like it. We here at the Halfway House, however, try to enforce a strict environment. A no-tolerance policy is just what these shitheads need if they are ever going to be useful members of society.

Having given him the speech, I decided to take it up a notch so that he wouldn't mindlessly forget where he is, or who he has to answer to for his actions. After having him strip down to his wifebeater and undies, I whip my cock out and have him start stroking it. Even with that, as he is looking up at me, I can tell he is being impertinent. I was just going to have him blow me, but he really just starts to piss me off. With that, I grab him by the hair and shove him down on his knees. He takes my cock in his mouth like without saying a word. That doesn't stop those tears from flowing down his cheek, though! As a matter of fact, it feels really good. I make sure, as I begin to face fuck him, that my dick is banging against the back of his throat as much as possible. When I move him to the bed to fuck his face some more, I notice that he has a raging boner! I guess he doesn't get touched by another human that much. I wonder what his supposed girlfriend would think about him popping wood while he has a cock in his mouth?

Once I'm done with his mouth, I go for his ass. His hole is pretty and pink, and it seems fairly loose already - which surprises me a little. I'm not sure that means he was getting fucked a lot on the outside or that is just the way his asshole is (maybe both?). Well, when I see that he is nice and loose for my dick, I take it, lube it up and shove it in raw. The first sensation was that he really is tight, and he was fighting it. I put more lube on and ease him in slowly the way I would bareback any ass virgin. I fuck him missionary, and doggie. By the time I've been going at it a few minutes, I can manage to shove it in deep, and I press the base of my dick against his insides as he lets out several deep moans of agony. Flipping him over once more, I fuck him fast until I am getting close, then I move up to his mouth and instruct him to get himself off while he is sucking me off. He cums, and then I cum right into his mouth. He gags at the displeasure of tasting cum for the first time, but he swears that he will never break the rules again. Time will tell.
Cruisin' For A Bruisin'
877
WATCH
360p 480p 720p
STASH TO
CLOUD
Only 6 Credits / Members: 5 Credits
DOWNLOAD
1080p HD
Only 13 Credits / Members: 10 Credits
VIEW
/
DOWNLOAD
Gallery: 20 images for Members
BUY
This resident is fairly new, and he gets along with all the residents and House Managers fairly well. However, we always suspected that he was hiding something. He has cute blue eyes and a nice smile, but behind that innocent look is a guy with a serious problem. We imagine that he has been able to get away with a lot in the past, because of his good looks, but those days are over. Our main focus now is to get him rehabilitated and teach him a few life lessons.

Although his infraction was minor, I was eager to bust him. For one, I couldn't wait to have those baby blues staring up at me while his mouth was stuffed with cock. Secondly, I was sure that his hole would feel amazing. It turns out I was correct. After searching him and his personal belongings and confronting him with the paraphernalia, I got a denial. But after some pressure, he 'fessed up. It didn't take me long to have him tugging on my pole. At first he seemed completely shell shocked about what was happening, but it soon dawned on him the extent of his punishment. Once he slithered onto his knees, he gave some pretty good dome. It definitely seems like he hasn't sucked cock much in his life, but he has a very warm and inviting mouth, which was a huge plus. I face fucked him for a while and admired his great bubble butt, then I had him finger himself to get ready for what was about to come. Of course, you can prepare all you want, but no one is ever ready for their first bareback bruising.

I had thought he would be difficult to crack open, but in fact, my cock pretty much glided right into that beautiful boy cunt of his. I was happy about that, because I knew that I could fuck him long and hard, which was exactly what I did. I fucked him on his back, doggie, and from behind. I did not hold back. The entire time I was fucking him, I treated him like the little bitch that he is, too. Slapping him around and treating him basically like a little rag doll was a lot of fun, but I was definitely focused on the end-game: filling his young stud ass with as much cum as I could. And breeding him was not a problem at all.

As I was getting close to nutting, he just had a vacant, slightly pained look on his face. It was if he was processing everything on about a 3 minute delay. No matter, I got what I wanted and he now has a lot to think about. Namely: getting clean and realizing that he isn't the special pretty boy that everyone has always treated him like. He's just another whore until he gets his act together.
3Go to page of 19