Jack Bailey
Lucas Entertainment: Gustavo Cruz Dominates Jack Bailey in ‘Penetrated & Pounded, Scene 2’
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.
ASGmax’s Disruptive Films: Colt Spence Fucks Jack Bailey in ‘A Brat & A Gentleman’
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.
Lucas Entertainment: Jack Bailey Bottoms For Dan Saxon in ‘Bareback Auditions 24: Thrusted And Pumped, Scene 3’
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.
ColbyKnox: Jack Bailey Bottoms For Mickey Knox in ‘Head in the Clouds’
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.
ColbyKnox: Colby Chambers Fucks Jack Bailey in ‘Yoga Fun: Namaste and Play’
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’
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’.
CockyBoys: Jacob Acosta Fucks Jack Bailey at ‘Camp Cockyboys’
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 #365: Clay, Jack Bailey and Masyn Thorne in ‘Sluts On Parade’
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.
Boys Halfway House: Jack Bailey Bottoms For Clay in ‘Turn For The Worse’
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 #361: Clay Fucks Jack Bailey and Liam Addison in ‘Full-On Nympho Maniacs’
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.
NextDoorTABOO: Jack Bailey Bottoms Michael Roman in ‘Date with Step-Dad’
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.
Twink Loads: Romeo Davis Bottoms For Jack Bailey: Encounter 3
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!
Sketchy Sex: MOUTH BREEDER [feat Grey Gold, Jack Bailey, Langley Gold and More…]
![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.
Sketchy Sex: DUMB DUMPSTER [feat Ethan Steel, Grey Gold, Jack Bailey, Langley Gold and More…]
![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.
Sketchy Sex: Dick & Dash [feat Ethan Steel, Grey Gold, Jack Bailey, Langley Gold and Tattoo Guy]
![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.
Sketchy Sex: DRIPPING DUMPS [feat. Langley Gold, Grey Gold, Jack Bailey and More…]
![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”
Sketchy Sex: Langley Gold, Jack Bailey, Grey Gold, Ethan Steel and More in “Mouth Around”.
NextDoorTWINK: Dakota Payne, Jack Bailey, Carter DelRey and Trevor Harris in ‘Twinkology 101’
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 #297: Matt Moss Fucks Jack Bailey in ‘Two Horny Bastards’
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!
CockyBoys: Jack Bailey Makes His Racy Debut With Kane Fox
New Talent December continues with Jack Bailey making his CockyBoys debut with Kane Fox!
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