Jack Bailey

Jack Bailey

Birth : 1997-10-29, USA

Profile

Jack Bailey
Jack Bailey

Movies

Back in Town
A Virgin No More: Retaliation
Following the story of young Toby (Jack Bailey), who is “A Virgin No More” after paying an overnight visit to his dad’s best friend ‘Uncle’ Carl (Dale Savage), and a devious instigator for setting up unsuspecting friend Will (Scott Finn) with the older man to curry favor in “The Offering,” Toby is now looking to settle a score with the help of his roommate (Trevor Harris).
Bond With Me Stepdaddy
Break Him In Raw 2
We are excited to showcase this group of young (Cocky)boys to the studio. From Jordan Starr's massive cock to Alex Gonzalez's bubble butt, we've got plenty of young talented studs. Edward Terrant breaks in Ryan Jacob's tight hole, and Roman Todd shows Alex the ropes. Damien Grey is the raw receiver of Jordan's fat dick, while Kane Fox's cock finds a warm home in Jack Bailey's ass. These boys are definitely being invited back so we can all watch them Break Him in Raw.
Cabin Fever
No Step-Son of Mine
Toby
In No Step-Son of Mine, when John Vickman (Pierce Paris) catches his stepson, Oliver Marks (Jordan Lake) setting up for a Pride party in their backyard, he's angry. Not because of the party, but because Oliver is wearing a skimpy outfit. Since Oliver is planning to wear it out in public, John tells Oliver to get inside so he can show him exactly how he's 'asking to be treated by dressing so slutty. Toby (Jack Bailey) is staying at his 'Uncle' Carl's apartment after a concert. As Toby's dad's best friend, Carl (Dale Savage) has always been in his life and has seen him grow up, is looking forward to spending quality time with him. Carl is anticipating Toby's over as well, but for a different reason. Now that Toby's eighteen, Carl's intentions toward the younger man are less pure.
Inseam
Subtle glances, inviting looks, suggestive gestures, and provocative signals define the art of sensual gay seduction in Inseam. While preparing for his wedding, Chris Damned assembles the hottest wedding party and assistants, who help him prepare for the festivities by partaking in the silent persuasion that leads to the most intense bareback action. Director Trenton Ducati expertly orchestrates the groom's big day and the intimate moments that evolve into unrelenting hardcore encounters. Inseam will have you loosening up that collar, dropping those trousers, and letting your inhibitions fall to the floor with them.
A Virgin No More
Toby (Jack Bailey) is staying at his 'Uncle' Carl's apartment after a concert. As Toby's dad's best friend, Carl (Dale Savage) has always been in his life and has seen him grow up. He trusts Carl, and is looking forward to spending quality time with him. Carl is anticipating Toby's sleeover as well, but for a different reason. Now that Toby's eighteen, Carl's intentions toward the younger man are less pure. He sees the man Toby's became and wants to get closer to him, so he'll do what it takes to make sure that happens.
Hot Boy Summer 2
Hot Boy Summer is back and hotter than ever! These hot boys love cum and love getting fucked hard and used by Hung Daddies.
Lake Need: A Trip to Remember
Johnny Rapid rounds up all his best buds and heads to ‘Lake Need’ for a boy’s trip, but don't let the serene waters fool you, there's nonstop bareback action on deck in this sun-drenched adventure. Critically acclaimed director Edward James captains a houseboat on ‘Lake Need’ filled with a cast of horny studs getting off with their best friends. On their first day on the boat, Jack Bailey corners Johnny Rapid on the top deck and gets his ass stretched until Johnny feeds him his seed. While the rest of the boys are out fishing, Blaine Porter takes Jack Bailey back to his room to get to know him and his hole a little better. Cyrus Stark and Jesse Bolton notice Johnny putting in all the work, so they offer up their holes as a thank you. A naked hike between Jax Thirio and Nic Sahara turns into an open-air cocksucking, ass fucking session for all to see. So, come on! Grab your bags and join the boys on ‘Lake Need’ for a hot trip you’ll never forget!
Split Me Open
Big dick superstar Sean Xavier leads a stunning cast of hung studs ready to split open any bottom that crosses their path. Joining Sean are notoriously hung men such as Jacob Acosta, Leo Louis, and Manuel Skye along with talented power bottoms Evan Knoxx, Jack Bailey, Benjamin King, and Noah Foxxx. This collection of Cockyboys scenes will have bottoms all over screaming "Split Me Open". Featuring: Sean Xavier, Jacob Acosta, Benjamin King, Noah Foxxx, Manuel Skye, Jack Bailey, Leo Louis and Evan Knoxx. Studio: Cockyboys.