BoysHalfwayHouse.com Logo
Welcome


BoysHalfwayHouse.com Banner
1Go to page of 15
Slam Fucked and Fed
69
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
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.
Barebacking a Florida Cracker
1,524
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: 24 images for Members
BUY
I like the kind of white guys who grow up in Central Florida. However, this guy had missed his meeting with his probation officer, which really pissed me off. After all, if he goes back to jail, I won't have that hot pink asshole to admire anymore. This Cracker was just the type of new resident I needed to get a quick nut. Thankfully, he has a warm 19 year old str8 mouth, and he does what he is told. I have him kneel down in front of me and grab my cock. He strokes it while he sucks, and he does a pretty good job. I'm sure for one reason or another he has been cock sucking for some time now. I then tell him to take his hand off my dick and start shoving it deeper down his throat. I proceed to get a little more aggressive with this blondie. I spit in his mouth and make him suck on my fingers like a good little bitch. He gets throat fucked pretty good, and only gags and chokes a small amount.
After throat fucking him while he is naked and on his knees, I have him throw his legs up in the air. I finger his hole and then let him have a taste, then I just have him finger himself while I admire his supple white trash frame. He seems to be uncomfortable with all the fingering, but I don't really have time to waste, so I just lube up and go at it. Although he whines a little bit, he lets me do what I want without much fuss - and his 19 year old tight ass feels GREAT. I fuck him on the floor, and while I am sticking my dick into him completely raw, I spit on his chest to let him know his place. Shit-heads like him should learn their lessons, but they never do. After some doggie fucking, I look at his hole, and it is absolutely gaping! So, of course, I decide that I can ram him even harder now. He gets on his back on the office chair, legs up. I especially enjoy pulling my cock all the way out and then ramming it back in repeatedly. This kind of fucking gets me pretty damn close to busting my load.
As soon as I am on the verge, I tell Cracker to get down to the floor and suck my dick some more. He doesn't seem to like the taste of his own ass juice, but I definitely enjoy the effort he puts into it. I shoot a big load of cum in his mouth. He lets it ooze out a little onto his chin, but he is not finished yet. I tell him to jerk off and cum for me. As he jerks sullenly, I rub his chest and leg a bit just to creep him out even more. I let him be just enough so that he can still bust a load, but after he does, I wipe it up off of his very smooth pubic area and make him lick it off of my fingers. He winds up eating all the cum. This sexy motherfucker is certainly fun to have around!
JOIN TO WATCH ALL SCENES
Barebacking a Georgia Peach
1,100
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: 19 images for Members
BUY
Our 19 year old resident with all the tats is a misbehaving little fuck. He really gets on the house managers' nerves almost all the time. After having an unauthorized guest over the night before, we had all had enough. Fortunately, I was horny and needed to bust a load. Unfortunately, this little prick is a squirming 19 year old with an ass that's almost too tight to plow. Getting my dick inside him was harder that pouunding a fence post into granite. The video begins by us trying to put him in his place. I step on him and spit on him. Then I make him go down on my cock. His mouth is small just like him, so it felt good when he wrapped his lips around my dick. He doesn't use teeth, which is really nice. Getting my dick in his ass was another story. It took a while, and the whole time he kept resisting. I finally managed to get some good fucking in for a bit, but I had to keep yelling at him about not trying to run away. After quite a bit of trying to pry open his man-cunt, I finally just shoved my cock inside him and came in his ass. Good closeup of my jizz running out of his hole and down his gooch. He was not too happy about it, but I'm pretty sure he will need a lot more punishment before he can take a cock better.
Bareback Recovery Session
651
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 latest resident, Kip, is a handsome guy in his early 20's. He has played a ton of soccer in his life, so he is fit and limber. He also has a great attitude, and he gets along well with everyone. Unfortunately, Kip has a serious problem, and it has caused a lot of trouble for him recently. He has a persistent issue, in particular, with sneaking in contraband and trying to hide it - then gets crazy when no one is looking. After an initial reprimand that obviously didn't work, I wanted to make sure that he got the message. As Kip was washing some dishes, I confronted him. After some rather degrading treatment involving his throat, I whipped out my dick so that he really understood what would be happening if he keeps it up. I had him jerk me off and blow me for a while. Even for a straight dude, I haven't had anyone quite so reluctant to wrap those lips around my shaft in a while. No bother, he did it fairly well, and I was more interested in that sexy butt of his, anyways. Placing him up on a stool, I have him grease up my cock for me and try to stick it in himself. This young man is a small guy anyways, but getting my cock into his butthole was like shoving a grapefruit through a sink drain. I took my time, enjoying the feeling of his boy-pussy getting used to my raw dick. Once he began breathing again, i picked up the pace. I fucked him on his back, on his knees, and on his stomach. For good measure, I had him bounce up and down on my cock. It was difficult for me not to blow my load when he was riding it. I wanted to cum in his mouth, though, since I'm sure the taste of cum would be a new one for him. I made him jerk my pole himself, and with those nimble fingers he had me release a gusher all over his face and down his throat. Poor guy, if he would only shape up.
Delinquent's First Creampie
878
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
This teen got into a lot of trouble in order to be with us, and within a day of his residency, we all knew just why. He's a stellar example of a chaotic and disheveled life. It's a wonder he can dress himself, it seems. Unfortunately, this led to a lot of self-medication, and generally speaking this doesn't work well when cars and 19 year olds are involved. That said, he's one of the sexiest motherfuckers we've had the chance to rehabilitate, so each of his missteps will definitely bring about just rewards.

After humiliating him and showing this wanna be alpha male that he is just another member of the pack, he was introduced to my cock. I've never seen someone look so sad and scared at the same time. He knew what was coming his way. He took it, though, and he took it well. I was railing his asshole like it was the last party before Prohibition, and although he sure made some interesting grimaces and noises, he didn't beg me to stop. That cum dripping out of his ass at the end of the session was almost like a sacrament of his beginning on a new journey of recovery. Let's hope he makes the most of it.
No Good Prick Gets Loads On Both Ends
579
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
This 21 year old prick missed curfew one too many times. I enlisted the help of the new assistant House Manager to take care of this little fuck. With him out of his clothes and onto the bed, we both use this piece of crap for the only thing he is good for, which is to suck cock like a little bitch and get raw-dogged. To tell you the truth, he is not half bad at dick sucking, it felt fucking great. Even though he looked pissed off that his evening was being disturbed, he did his job like a good slut. After he sucks both of our cocks, I flip him over and begin sliding my bare dick in his hole. This shithead is one tight motherfucker! It took me a few minutes to get in all the way, and after I turned him onto his stomach I was able to pound him properly. When he was on his back again, the punk had a hard on and started jerking it. I guess he likes being treated like the piece of dirt he is. Long story short, he ends up nutting all over himself while my dick is in his poop-chute. I don't know if he is bi or just liked the rough treatment, and frankly I don't care. My buddy proceeds to shoot a huge fucking load of cum on his face, and I swipe most of it into his mouth. Then I nut on his beat-up asshole and shove my cock deep back inside. As he lie there covered in three loads of cum, I slapped him upside the face again. Well, we all three got our nut, but this gangsta wannabe still wasn't too happy about the whole situation. Hopefully we can get this guy on the right path on of these days.
1Go to page of 15