Boys Halfway House #431: Clay Trains Skippy Monroe in 'Yippy Skippy'

Boys Halfway House #431: Clay Trains Skippy Monroe in ‘Yippy Skippy’

Skippy’s Discipline at Boys Halfway House

Boys Halfway House brings resident Skippy Monroe back into focus as the 19-year-old slacks off again and pushes the House’s patience to its limit. He loses jobs fast, sleeps in, and dodges rent, so the lead House Manager decides it’s time for a more direct lesson. Skippy may be irresponsible, but he has a tight ass that begs for attention, and the House plans to open him up before he leaves. When he finally does, it may be with his P.O., but until then he’s learning how to take control and how to take a cock.

Training Skippy’s Mouth

First, Skippy gets called out as a loser and a user. After stroking the Manager’s cock, he wraps his mouth around it and starts improving fast. His eagerness builds, his rhythm tightens, and he shows he can follow basic instructions.

Opening Him Up

Soon the Manager pushes further. A long dildo pries Skippy open with lube and patience. Once his hole takes the toy, the Boys Halfway House Manager switches to his cock for a deeper stretch. Skippy’s tight ass grips everything, and the older man pounds him hard.

Finishing the Lesson

After the fucking, a hot load lands on Skippy Monroe’s ass. The Manager swipes it with his fingers and feeds it to the younger man to finish him off. Skippy still has a long way to go, but the House is determined to turn him into a proper butt slut.

Watch as Clay Fucks Skippy Monroe at BoysHalfwayHouse

Nick Minaj says:

November 20, 2025 at 7:43 am

This is so disgusting. A teenager in cartoon boxers on site that is a play on juvenile delinquents–juvenile=minor, delinquents=at-risk youth. The gross old fat hag is showing us directly to our faces who he is. An old ass man who actively seeks teenage boys to do porn with is massive pedo red flag. It's highly unlikely his sexual attraction to teens starts at 18. If the content he releases is this creepy, it's disturbing to think what he has/is doing in private. I think the reason many of the guys only do content on his sites then are never seen again is he targets (and probably grooms) at-risk/vulnerable youth that aren't interested in porn, but get persuaded by him because of the amount of money he offers them. Which is why they often look uncomfortable and high on drugs in the scenes. They fulfill their content obligations with the sites he controls then leave porn. I can't even imagine the regret, embarrassment, and mental struggle a lot these guys will probably experience when they get older for doing this trash. I can't see how anyone could get off to this creepy/cringe shit besides other old creepy weirdo predators.

moondoggy says:

November 20, 2025 at 3:11 pm

It's highly unlikely his sexual attraction to teens starts at 18. If the content he releases is this creepy, it's disturbing to think what he has/is doing in private.

You know I respect your opinion, we've had good-natured discussions and debates on here before. But to me, this kinda crosses a line. The use of legal taboo fantasies in porn is not evidence of a crime. Not trying to start anything, just expressing my own opinion.

Nick Minaj says:

November 20, 2025 at 7:08 pm

I couldn't care less if it crosses the line. I stand by what I said regarding it's disturbing to think about what he possibly has or is doing in private based on his actions, the content theme he does, and what has actually come out of his mouth in the write-ups. Maybe some of you on here have amnesia but many of the guys (especially in the past) he often claimed just turned 18. It's not concerning to you that an old ass man is in contact with so many teenage boys who were just minors…? Let's not sit here and play dumb like he wasn't likely in contract with them before they turned 18. There was one teen guy who he literally wrote in a write-up that the guy had just turned 18 and did underage cam content for online predators. I 1) was shocked that was even posted on here 2) given the way he put that in the write-up as if it was no big, I wouldn't at all be surprised if he was a consumer of that content and it's how he got in contact with him.

Also, sorry but I have to call out your hypocrisy. Reason being, I've seen where you have stated in past posts for his sites that you choose to ignore his write-ups because of the predatory nature of them and you'd rather not see that side of him (I might not come here and post much but I pay attention). Therefore, YOU yourself have said there is a disturbing element to the content, which you choose to ignore and turn a blind eye to. We've already discussed your flawed underage "legal taboo fantasy" does not mean crimes are being committed narrative with the whole Austin Wolf situation. Maybe crimes are not being committed in this case. However, the red flags are there and that's MY opinion.

Legal fantasy porn or not, one who gets off to the thought of sex with minors through underage fantasy porn (especially when actual teens are being used in the fantasy content) is predator. I don't give a damn who you are or where you're from. Before age of consent even comes up, let's just address it now for all those who seem to have no clue why it exists. It does not exist to say it is okay or give permission to adult predators to engage in sexual activity with minors. It exists to protect relationships between adult TEENs and minors, such as a 16 year old is involved with a 17 year old and that 17 year old turns 18. Age of consent protects the now 18 year old from facing charges.

moondoggy says:

November 21, 2025 at 12:16 pm

Also, sorry but I have to call out your hypocrisy. Reason being, I've seen where you have stated in past posts for his sites that you choose to ignore his write-ups because of the predatory nature of them and you'd rather not see that side of him (I might not come here and post much but I pay attention). Therefore, YOU yourself have said there is a disturbing element to the content, which you choose to ignore and turn a blind eye to.

I don't see where I have been hypocritical. I could explain my position, but I do see where this is more emotionally charged for you than for me, so we should let this go because we aren't going to see eye to eye. I come here to discuss, not to argue.