Disruptive Films: Jack Bailey and Killian Knox
New on Disruptive Films: Jack Bailey and Killian Knox in ‘Out Of My Way’.
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10 Sep 22
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Jack Bailey
There are 63 posts for Jack Bailey, the oldest from November 11, 2020.
Say Uncle | Brother Crush: Taylor Reign Fucks Jack Bailey – You Missed a Spot
While spending the day out by their pool, Taylor Reign asks his stepbrother Jack Bailey to help him put on some lotion.
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17 Aug 22
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Cocky Boys: Leo Louis and Jack Bailey
Guess what Leo Louis and Jack Bailey do when it’s raining and they’re stuck indoors bored, restless and looking for relief from the monotony? Jack isn’t even excited playing with his cock, but he lights up right away when Leo joins him and reveals his jaw-dropping humongous cock. And while Jack’s mouth is hanging open, Leo feeds it to him. Jack not only takes that fat veiny dick into his throat, he can’t get enough of it–and Leo loves dominating him.
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23 Jul 22
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Raunchy Bastards: Jack Bailey
Jack Bailey just might be the most slutty slut ever. He is different from a lot of the others, though. He’s downright cheerful when you hook up with him. I love that. I love guys who smile when they are getting dicked down. I love it when the whore’s facial expression lets you know you hit the right spot. And I love it when a guy is so damn proud of his asshole – how it feels, and how it looks. Speaking of Jack’s hole, it looks damn fine. Pretty, pink, and tight. It tastes good, too. Raunchy Bastards
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20 Jul 22
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Say Uncle | Family Dick: Isaac Parker, Jack Bailey and Derek Allen
As the weekend comes to an end, Derek still wants to keep his boss, Isaac, happy. Luckily, Derek’s stepson, Jack, is willing to do whatever it takes to help. The trio goes from the pool to the bedroom to keep the good times rolling.
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17 Jul 22
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Say Uncle | Brother Crush: Taylor Reign and Jack Bailey
Jack and Taylor feel nostalgic, so they have a pool party for themselves. After a heated cannonball contest, they take their summer fun to the next level!
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09 Jul 22
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Say Uncle | Family Dick: Taylor Reign, Isaac Parker, Jack Bailey and Derek Allen
Isaac invites his employee Derek and his stepson, Jack, to his house for a backyard pool party. Derek feels this could finally be his in for that big promotion, so he wants to make a fantastic impression on Isaac. Things go better than anticipated, and before anyone knows it, Derek, Jack, Issac, and even the pool boy, Taylor, are having tons of raunchy fun by the pool.
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03 Jul 22
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Say Uncle | Family Dick: Jack Bailey and Derek Allen
Derek has been asked by his boss to bring his stepson Jack to the pool gathering they’re having. Derek begs Jack to behave because this job is very important to him, but Jack has other plans. Once they’re at the pool, Jack starts pulling his pants down and claiming he’s feeling too horny, so he begs Derek to help him cum before his boss comes back outside! Derek is unsure but decides to go for it and ravish his stepson’s asshole!
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26 Jun 22
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Raunchy Bastards: Jack Bailey and Liam Addison
Jack Bailey, of course, is one of Raunchy Bastards‘faves, and newbie Liam Addison is a perfect addition. Like Jack, Liam is a not-so-secret cock slut, and he loves fucking, getting fucked, sucking dick, getting sucked. You name it! So, I knew before we began that I would have a lot of fun with these two. Turns out, we all had a blast as both Jack and Liam got fucked, fucked, and let me have their way with them. They sure did seems to like being in a threesome, too. When you are a nymphomaniac, the more the better! Clay
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22 Jun 22
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Boys Halfway House: Jack Bailey
When residents don’t take their time in the House seriously, it can lead to failed outcomes. Take this reject, for example: He had been a problem in the beginning, but had turned his act around. Then, suddenly, he stopped going to his meetings. Well, this type of situation is not good, because it usually means that more trouble is on the way. So, of course out House Manager used an evidence-based solution that always works: fucking the living daylights out of him.
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22 Jun 22
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Raunchy Bastards: Masyn Thorne and Jack Bailey
Masyn Thorne has been doing porn for a while now, he’s a great top. It was awesome getting to see him pound down favorite bottom, Jack Bailey. It was likewise awesome to get an awesome creampie. When RB first met him, they asked him if he could cum just from fucking, and he told them that he usually uses a video on his phone to get close.
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26 May 22
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Disruptive Films: Dale Savage, Jack Bailey and Scott Finn – A Virgin No More: The Offering
After Toby (Jack Bailey) loses his virginity to his dad’s best friend Carl (Dale Savage), Toby wants something serious with the older man. Unfortunately for Toby, Carl wanted a virgin, and now that Toby isn’t one, Carl is not interested. That is, until Toby’s father calls Carl to tell him that Toby and his best friend Will (Scott Finn) will be in Carl’s town and they need a place to stay. Hearing that Will is coming with Carl gives Carl a bright idea. He opens his home to Toby and Will, and Toby will do whatever it takes to get back in Carl’s good graces.
10 May 22
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Say Uncle | Brother Crush: Max Lorde and Jack Bailey
When Max Lorde walks in on his stepbrother Jack Bailey jacking off in the living room he’s unsure what to do, but Jack immediately invites him to sit and hang out with him. Max agrees and can’t stop staring at his stepbro’s huge dick, so when Jack asks him to put it in his mouth he happily gets on his knees and opens wide!
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22 Apr 22
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Say Uncle | Brother Crush: Max Lorde and Jack Bailey
Jack is genuinely excited about prom, but as he’s getting ready, he seems to be needing help with the most basic of things: his tie. Lucky for him, Max is there to help; there, he begins to remember his big day of prom long ago, where he danced, laughed, and enjoyed the best kiss of his life, raising hot tensions with the innocent Jack. Now, what started as something simple quickly evolves into a lustful escape of bareback sex that will serve as an influential lesson for Jack.
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26 Mar 22
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Say Uncle | Doctor Tapes: Jack Bailey and Johnny Ford
When Jack Bailey visits Dr. Ford after experiencing impotence in the middle of sex, he learns about a new procedure that can help him revert his inconvenience. But when Dr. Ford shows him how this protein needs to be introduced, a leap of faith and a willing ass will be required from little Jack to begin leaving this problem in the past.
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26 Mar 22
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Disruptive Films: Jack Bailey and Greg McKeon – Be
Years after graduating, Sam Romero (Jack Bailey) gets in touch with his former English teacher, Mr. Howard Dennison (Greg McKeon). After reconnecting on social media, they decide to meet up. Sam is grateful to Howard for allowing him to be himself with him and understand that it’s okay to be who you are without apologies. Their affection and tenderness turns sexual as they realize that their growing feelings are mutual.
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18 Feb 22
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