Boys Halfway House: Landon Matthews managed to be a halfway decent cocksucker, but damn was this teenage virgin's hole tight as could be! It took a while to crack him open. As the cock went in further, his screaming and moaning got louder.
The post Boys Halfway House #227: Cracker In Distress (with Landon Matthews) appeared first on WAYBIG.
Boys Halfway House: Mikey Allens is a skinny, but very handsome young ruffian. I wasn't too surprised that he could suck dick, and I loved every second of it.
The post Boys Halfway House #231: He Gives A Fuck Now (with Mikey Allens) appeared first on WAYBIG.
Boys Halfway House: Sometimes when you need a grudge fuck, but you don't have a grudge against anyone in particular, it's good to just shove it to the newbie.
The post Boys Halfway House, Incident 234: Like A Setting Sun (with Colin) appeared first on WAYBIG.
Boys Halfway House newcomer, Ian Odell (a.k.a. Casey Owens), is such a tweeker that he can't go 10 seconds without looking at his phone. It's a big problem, but one that we believe he is finally getting a handle on, at least after this last "corrective session."
The post Boys Halfway House, Incident 153: Hapless Teen Fucked And Seeded (with Ian Odell) appeared first on WAYBIG.
Boys Halfway House: After Malachi Rayne's umpteenth offense, opportunity knocked again, and it knocked him right upside the face with two hard dicks. He now has an opportunity to be a jizz bucket.
The post Boys Halfway House, Incident 232: Opportunity Knocks (with Malachi Rayne) appeared first on WAYBIG.
Boys Halfway House: Like anyone in his situation, this resident made himself of value, which in this case was choking on my cock and giving up his virgin pooter.
The post Boys Halfway House, Incident #237: Decisions Are Based On Value appeared first on WAYBIG.
This Boys Halfway House resident was unlike the others. He had such an innocent look about him, you'd never guess half the shit on his rap sheet. Lucky for him, that rap sheet isn't going to become public, and thus, he has a real chance to start again from scratch.
The post Boys Halfway House, Incident #236: No Walk In The Park (with Dakota) appeared first on WAYBIG.
Boys Halfway House: Even though various House Managers had been using this loser's ass as a jizz receptacle since the moment he began living here, he hadn't ever had his hole stretched to the extent it was this day.
The post Boys Halfway House, Incident #239: Jimmy That Ass Open (with Chris Colt) appeared first on WAYBIG.
Boys Halfway House: This 18 year old sure does have some anger management issues. We were pissed because rent was three days late, and here he is looking more pissed off than anyone else.
The post Boys Halfway House, Incident #238: Breeding Teenage Hole (with Cort) appeared first on WAYBIG.
Boys Halfway House: Landon Matthews' 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.
The post Boys Halfway House #243: Clay Fucks Landon Matthews in ‘Sweet Southern Comfort’ appeared first on WAYBIG.
We have a new resident who is a real peach. He has a unique look, and I'm guessing that he styles himself as quite alternative. Covered in tats. And I guess it's a look that suits him well.
The post BoysHalfwayHouse, #244: Virgin Hole Feels Damn Good (with Clay & Evan) appeared first on WAYBIG.
Some guys never learn, but here in the Boys Halfway House, I would say most of them don't ever learn. In fact, I'd say that days or weeks on end without their favorite pick-me-up might even make them regress. This is why the fail rate on tests are so low.
The post Boys Halfway House: Clay Fucks Karl in ‘Gaping Cunt Filled To The Rim’ appeared first on WAYBIG.
Boys Halfway House: For guys like Hugh Depp, the worst possible punishment is definitely appropriate, and I'm going to let this little session speak for itself. Let's just say that those weren't tears of joy streaming down the little bitch's face. Me and a junior House Manager (Mikey Allens) gave his hole a drilling that he won't soon forget, and afterward made sure that both his hole and his mouth were smeared in jizz.
The post Boys Halfway House, Incident 241: Clay and a Junior House Manger Fuck Hugh Depp in ‘Love Hurts’ appeared first on WAYBIG.
Boys Halfway House with Wade Hicks: The common goal I decided to have the residents work on was getting me a nut. It wasn't to difficult for them, either. After all, two warm mouths and two tight cunts - who could withhold for long? The ginger I'd fucked before.
The post Boys Halfway House, Incident #247: Go Along To Get Along appeared first on WAYBIG.
Boys Halfway House: Like most punks, Rocky Tate (Rocky of Corbin Fisher) is just a beta dog, and once he had someone giving him orders, he complied fairly quickly. So quickly, in fact, that he was down on my cock faster than a knife fight in a phone booth.
The post Boys Halfway House: Rocky Tate Bottoms For Clay in ‘Incident #249: Finding His Best Self’ appeared first on WAYBIG.
Boys Halfway House:This guy could take a pounding; thus, a pounding we gave him. Clay and Rocky Tate spit-roasted him, made him ride it, and generally had a great time banging him out. By the end of it, he had a load of jizz in his mouth and another load in his ass.
The post Boys Halfway House, Incident #251: Clay and Rocky Tate Fuck Jack Andram in ‘Pretty Boy Cunt Banged Out’ appeared first on WAYBIG.
Boys Halfway House: The worst part about bullies is that they seem to be trying to convince themselves that they are better than everyone else, when, in fact, they are the laziest, most good-for-nothing pieces of shit.
The post Boys Halfway House #254: Rocky Tate Fucks Bentley Layne in ‘Bully Gets Fucked’ appeared first on WAYBIG.
Boys Halfway House: This young man, even though it was his first time on a dick, was riding it very well, and I was pleased that he was trying so hard to make sure of it.
The post Boys Halfway House, Incident #256: Clay Fucks Ray G in ‘Don’t Cry, Just Try!’ appeared first on WAYBIG.
Boys Halfway House: The only thing better than getting blown by two losers at once is fucking them side by side.
The post Boys Halfway House, Incident #250: Clay Fucks Rocky Tate and Hugh Depp in ‘Dirty Nasty Delinquents’ appeared first on WAYBIG.
BoysHalfwayHouse: This little cunt-mouth had really pissed me off by coming in late repeatedly, and I decided to teach him a lesson.
The post Boys Halfway House #258: Clay Fucks Chase in ‘Deadbeat Gagged and Nailed’ appeared first on WAYBIG.