Hot DILF Jax Thirio Bangs Jack Bailey
This week from Jock Breeders, muscle, super sexy DILF Jax Thirio penetrates Jack Bailey’s ass and thrusts it hard till Jack cums with Jax’s cock in the hole. Dream twink…
Jack Bailey Gets Stretched By Romeo Davis’ XXL Cock
This week at Jock Breeders, Jack Bailey experiences a very strong anal orgasm thanks to super stud Romeo Davis and his extra hard XXL cock. Some guys just know their…
Killian Knox Takes Jack Bailey’s Twink Load
The muscle porn star Killian Knox and big-dicked twink Jack Bailey are together again at Twink Loads as Jack fucks Killian’s muscle butt once again. Is there anything better than…
JockBreeders: Jax Thirio & Jack Bailey
This week from JockBreeders, twink cutie pie Jack Bailey is craving a beefy jock hunk like Jax Thirio to fuck a massive load into his ass! Jack Bailey has got…
Virgin No More: Retaliation – Dale Savage, Jack Bailey & Trevor Harris
This week from Disruptive Films, Dale Savage, Jack Bailey & Trevor Harris act in the impressive gay porn criminal drama “Virgin No More: Retaliation”. Toby (Jack Bailey) is fed up…
Writer’s Block: Jack Bailey & Nico Coopa
Every writer has their blocks and Nico Coopa is no exception. He needs inspiration and his best friend, Jack Bailey gives it to him. Nico Coopa plays the role of…
Chock-Full Of Jocks: 5-Men Orgy
Chock-Full Of Jocks is Adult Time’s first 5-men orgy ever featuring top models Trent Marx, Amone Bane, Jack Bailey, Tony Genius & Michael Seraph. Jack Bailey, the last student to…
JockBreeders: Romeo Davis & Jack Bailey
Things are getting hotter in this week’s bareback session from Jock Breeders where tatted stud Romeo Davis breeds hot twink, Jack Bailey. The obvious aesthetic contrast between tattooed “bad boy”…
Jack Bailey & Jordan Starr – Next Door Taboo
In this fantasy by Next Door Taboo, horny bottom stud Jack Bailey plays the role of the stepbrother of Jordan Starr who’s still a virgin. Step-brothers Jordan Starr and Jack…
Colton McKeon, Greg McKeon & Jack Bailey – 3-Way By The Camp
Colton McKeon, Greg McKeon, and Jack Bailey are back at Boys At Camp. It’s time for Jack to leave but first, he wants another threesome. What better way to say…
Jack Bailey & Luke Hudson At JockPussy
Jack Bailey and FTM Luke Hudson have already been together once in Jock Pussy’s scene. Now they are back together, eager to do more hot things. Jack and Luke are…
Wow, It’s Big – Jack Bailey & Romeo Davis At RawFuckBoys
When Jack Bailey welcomes Romeo Davis to RawFuckBoys, his first thought about Romeo’s dick is: “wow, it’s big”. And yep, it’s very big! It would be difficult to imagine two…
Out Of My Way: Jack Bailey & Killian Knox
In Out Of My Way, Jack Bailey & Killian Knox show that anyone can lose their way, but it is important to have someone to forgive and help them. Jack…
Jack Bailey Gets Barebacked By Killian Knox At Jock Breeders
Killian Knox gives the best of himself to please cock-hungry bottom, Jack Bailey at Jock Breeders. The muscular stud really brings Jack to anal orgasm. How many times can one…
Jack Bailey & Taylor Reign Do It Again At Brother Crush
Jack Bailey and Taylor Reign can’t resist each other anymore. This week at Brother Crush they decide to have sex once again… for now. Jack’s thorough in making sure Taylor’s…
Family Dick: Derek Allen, Isaac Parker & Jack Bailey – Part 2
Derek Allen, Isaac Parker, and Jack Bailey get together once again to fuck hard in the third part of Family Dick’s The Perfect Pool Day. As the weekend comes to…
Boys At Camp: 4 Guys Do It
Fuck buddies Colton McKeon, Greg McKeon, Grey Gold, and Jack Bailey are back to Boys At Camp ready for their next bareback foursome. Scout leads Colton and Greg want to…
BrotherCrush: Jack Bailey & Taylor Reign
This week at BrotherCrush, horny studs Jack Bailey and Taylor Reign enjoy the sun during their pool party that ends with passionate fucking. Jack and Taylor feel nostalgic, so they…
Family Dick: Derek Allen, Isaac Parker & Jack Bailey
Derek Allen, Isaac Parker, and Jack Bailey are back to Family Dick eager to continue with more passionate bareback fucking. The fun had only just begun when we last saw…
Family Dick: Derek Allen, Isaac Parker, Jack Bailey & Taylor Reign
The bareback party by the pool continues at Family Dick with a perfect foursome featuring Derek Allen, Isaac Parker, Jack Bailey, and Taylor Reign. Isaac invites his employee Derek and…
