Jack Bailey Blog

Scouts Troye Jacobs and Jack Bailey are hiking in the woods in Catching Scoutmaster at Scout Boys. They're on the lookout for a spot where they can do some dick sucking. They set their packs down by a tree and fall into a passionate kiss. 

They didn't notice Scoutmaster Charger was only a few feet away jerking his cock. He, too, was craving a bit of alone time. He quietly walks over, dick in hand, and surprises the boys. What happens next? It's probably not what you're thinking ...

Nico Nova returns from a walk when Rough Oral opens over at HIM Eros. Jack Bailey is exactly where he left him - blindfolded and lying on the couch with his hands bound behind his back. "Are you ready to show me how much you love me?" Nico asks. 

He pulls at Jack's underwear revealing the boy's soft ass cheeks, then he kisses and nibbles them. Nico orders his blindfolded boy to suck his cock. Before he lets his boy feed, Nico says, "Really slow ... I want you to take your time."

Dirty old porngrapher Clay brought gay porn regular Masym Thorne over to Raunchy Bastards for a new scene called Breeding Jack Bailey. Since Masyn hadn't filmed with the site, Clay asked if he was able to cum while fucking a guy's ass. 

Masyn said that he usually uses a video on his phone to get close. "We don't work that way here," Clay says. So Masyn took on the new challenge and after pounding the daylights out of Jack's tight hole, he delivered a beautiful creampie in the boy's ass.

In Troop Time at Scout Boys, three scouts return to camp filthy and disheveled. Their leader sends them into the tent to get out of their dirty uniforms for a lesson in hand-washing their clothes. Instead, once the boys have stripped down to their underwear, Scoutmaster Kipling encourages two of the boys to kiss. "It's just a game," he says.

Minutes later, after all the scouts have kissed one another, the leader tells Troye to put his mouth on Marcus' cock. "My mouth?" he asks. "Yes, it's just a game." Indeed, and a game Scout Jacobs excels at. Come inside and see how far this goes ...

Professor Payne ... it has a deliciously nasty ring to it, doesn't it? Twinkology 101 is a new scene from Next Door Twink featuring Carter DelRey, Jack Bailey, and Trevor Harris who are hot for their teacher, Dakota Payne.

Trevor and Jack get into an argument during class, and Trevor says, "If you want to kiss the teacher's ass so much, why don't you go pulls down his pants?" That gives the professor an idea, so he locks the classroom door.

When I saw that Greg McKeon had debuted on Disruptive Films, I wondered about his acting chops. The site doesn't just need their men to suck and fuck, but they've got to be able to improve their story lines. That's right, these compelling stories aren't scripted.

I watched McKeon latest and second scene simply called Be. He plays an English teacher reconnecting with a former student Sam Romero (Jack Bailey). The pair go to dinner, then Sam puts the moves on his teacher. Come inside for a preview of McKeon's first video.

Jack Bailey and Matt Moss have fucked before, so we witness some real sexual chemistry between them in this second Raunchy Bastards video. Not only that, but Matt gives his ass up to Jack. Until now, dirty old pornographer Clay is the only one to fuck this horny little straight boy. I guess Jack's great rim job got Matt's hole hungry for his buddy's throbbing dick.

I like the Missionary Boys scenes where they pair up a couple of companions. It's strictly forbidden for the missionaries to have any kind of sex at all, they're not even supposed to masturbate, so these are extra naughty.

Assigned Companions and Authority Granted (seen inside) is a two-part series featuring Jack Bailey and Ashton Silvers. In the first scene pictured here, Bailey puts the moves on his new companion.

Dirty Scout Jack Bailey has already got fucked by two of his Scout Leaders over at Scout Boys, and he's going for a trifecta in Lessons in Discretion. Bailey has had his eye on sexy silver daddy Korzark Kipling, so when the Scoutmaster invites him to hang out in his tent, Jack knows this is his chance to suck the man's cock. Come inside and see Bailey getting plowed by another sexy daddy.

I love watching the videos at Sketchy Sex, aside from enjoying a lot of raunchy group sex and breeding, I get ideas of new things to try at my next orgy. Like I've never thought of rimming a top's ass while he plows some helpless bottom doggy style. In White Trash Ass, this rim pig is doing exactly that and the top loves it.

But there's so much more nastiness in this video including train fucking, spit-roasting, cum guzzling, and hole breeding.

I've got a couple of scenes from Hot House's new movie called Inseam. In this second episode, groomsman Shane Cook shows up at his best man's apartment to get ready for the wedding. He catches Austin Avery jacking off in the shower.

Cook strips and steps into the shower. When Austin sees the groom's giant cock, he knows that it's his duty as best man is to take care of his buddy's dick so he's not distracted by horniness during the ceremony and banquet. Come inside and see an executive fucking his shoe-shine boy.

Romeo Davis has a huge, fat cock, so he's most often cast as the top in gay porn videos. But he's just had his first scene released on Twink Loads and he gets his hairy ass fucked by baby-faced twink Jack Bailey.

Jack fucks Romeo doggy style giving us a good view of the heavily-inked hunk really enjoying the twink's cock. Romeo's got a smile on his face and he urges Jack to fuck daddy's ass hard and deeper. If you prefer Romeo Davis as a top, come inside for a peek at another of his latest scenes.

Jax Thirio has appeared in 31 Say Uncle scenes and he's topped in all of them. But in this week's Family Dick release called Flying the Nest, Thirio bottoms for his stepson, played by Jack Bailey. Jax fucked the lad in an earlier video called Workout on the Balcony, but now the muscle dad is getting his ass stuffed.

This is Thirio's second time bottoming, is the sexy top becoming Pornland's next big bottom?

Next Door Twink is heading back into production. They just released Am I Qualified? which is their first new scene since December 2020. It stars hung sexpot David Skylar and twink Jack Bailey.

David has hired his stepson Jack for a summer job at his office. Mr. Skylar says he wants to get to know the lad now that he's married to Jack's mother. The twink isn't really qualified for the job, but Mr. Skylar is sure there are a couple of things his gay stepson can do.

Jax Thirio invites two horny twinks over to his place to film a homemade fuck video. Jack Bailey and Troye Jacobs each have a hot butt, so Jax doesn't know where to begin. It doesn't matter, he eventually fucks them both.

Did you know there are 90 Next Door Homemade videos? I didn't realize there were that many, but you get access to all these videos filmed by the performers themselves when you join Next Door Studios.