Jack Bailey
Join Jack Bailey and Gustavo Cruz in ‘Penetrated & Pounded, Scene 2’ on Lucas Entertainment for a thrilling encounter where Jack’s sweet, submissive side meets Gustavo’s dominant, ultra-hung presence. Starting with Jack bound and gagged, the scene escalates as Gustavo unveils his enormous uncut manhood, leading to intense oral and anal play. Witness Jack’s resilience as his pink hole undergoes incredible anal punishment in this unforgettable Lucas Entertainment scene.
Experience the gripping story of ‘A Brat & A Gentleman’ at Disruptive Films, featuring Justin O’Neal (Jack Bailey) and Brandon Partridge (Colt Spence). Watch as troubled Justin learns life lessons in Brandon’s garage, leading to unexpected changes.
Discover Lucas Entertainment’s newest star, Jack Bailey, receiving a powerful pounding from the well-endowed top, Dan Saxon. In his debut interview for “Bareback Auditions 24: Thrusted And Pumped,” Jack introduces himself to the fans, baring not only his smooth little body but also his passion for intense pleasure.
In this passionate scene from ColbyKnox, Jack Bailey catches the attention of Mickey Knox while lost in his music, wearing only a jockstrap on a bed. Mickey can’t resist and enters the room, immediately engaging in some steamy action.
Experience the return of Jack Bailey to the ColbyKnox house in this week’s update. Join him as he explores the world of yoga with Colby Chambers by the pool. Witness the temptation, pleasure, and intense connection as they indulge in passionate acts of obedience. Get ready for a journey of pleasure where yoga and desire intertwine.
Lucas Entertainment: Babylon Prince, Brian Bonds, Bruno Galvez, Derek Kage, Gustavo Cruz, Harold Lopez, Jack Bailey, Kosta Viking and Santos in ‘Lucas Men Extravaganza: Orgy’.
Jacob Acosta gets Jack Bailey alone in the woods to stretch his hole out with his ginormous cock! Jacob has cleverly camouflaged the outdoor bed at Camp CockyBoys to make sure he and Jack get it all to themselves.
Raunchy Bastards: There’s something very special about both Jack Bailey and Masyn Thorne. Sure, I know that they have done a good amount of porn, even well before I met them.
When residents don’t take their time in the Boys Halfway House seriously, it can lead to failed outcomes. Take this reject (Jack Bailey), for example: He had been a problem in the beginning, but had turned his act around.
Raunchy Bastards: Jack Bailey, of course, is one of my favorite Raunchy Bastards, 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.
NextDoorStudios: Michael Roman wants to help Jack Bailey celebrate finishing a tough semester at college, so he plans a nice dinner just the two of them.
TwinkLoads: Flame-haired, twink boy, Jack Bailey has made a beeline for the heavily-tattooed DILF, Romeo Davis, yet again. These two horny guys simply can’t stop hooking up, and they make a little bit of magic every time they meet!
![MOUTH BREEDER [feat Grey Gold, Jack Bailey, Langley Gold and More...] at SketchySex.com](https://zing.waybig.com/reviews/SketchySex/03-30-22/mouth-breeder-sketchysex-001.jpg)
Sketchy Sex: Some jealous assholes call us sloppy and call our cumdump house a “slop pad”. Lol, little do they know their guys are always stopping in to dump a few loads. Guess we can’t blame ’em for calling us sloppy sluts, probably hear us sucking dick from down the block. We know what these guys are missing and love giving them the kind of nut they need to bust.Â
![DUMB DUMPSTER [feat Ethan Steel, Grey Gold, Jack Bailey, Langley Gold and More...] at SketchySex.com](https://zing.waybig.com/reviews/SketchySex/03-16-22/dumb-dumpster-sketchysex-01.jpg)
Sketchy Sex: DUMB DUMPSTER [feat Ethan Steel, Grey Gold, Jack Bailey, Langley Gold and More.
![Dick & Dash [feat Ethan Steel, Grey Gold, Jack Bailey, Langley Gold and Tattoo Guy] at SketchySex.com](https://zing.waybig.com/reviews/SketchySex/03-02-22/dick-dash-sketchysex-01.jpg)
Sketchy Sex: Gotta love when a night just comes together. Instead of a steady stream of tops ready to unload, they all showed up at once.
![DRIPPING DUMPS [feat. Langley Gold, Grey Gold, Jack Bailey and More...] at SketchySex.com](https://zing.waybig.com/reviews/SketchySex/02-16-22/dripping-dumps-sketchysex-01.jpg)
DRIPPING DUMPS [feat. Langley Gold, Grey Gold, Jack Bailey and More…] at SketchySex.
Sketchy Sex: Langley Gold, Jack Bailey, Grey Gold, Ethan Steel and More in “Mouth Around”.
Twinkology 101 Class is in session! Carter DelRey, Jack Bailey, and Trevor Harris are hot for their teacher, Dakota Payne, as he instructs them on how to be the best twinks they can be! Enjoy this scholastic sexcapade written by our very own Dakota Payne!
Raunchy Bastards: Matt Moss and Jack Bailey meet again, and this time these two horny bastards rim, suck, and fuck their way through a hot romp!
New Talent December continues with Jack Bailey making his CockyBoys debut with Kane Fox!
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