Jack Bailey
With his sweet face and slim, sexy body, Jack Bailey is a twink who caused a stir amongst porn fans when he arrived on the scene in 2020. You can enjoy one of his earliest performances in Himeros TV’s “Good Game, Bro,” sucking and riding Andre Donovan. This interracial scene is based on the popular fantasy of two hot jocks embracing their gay desires.
Jack soon followed this up with “Meet Jack Bailey” and “Colby Chambers Fucks Jack Bailey” from Colby Knox.
| Known For | Acting |
|---|---|
| Most Rating | 0 |
| Birthday | 1997-10-29 |
| Place of Birth | Missouri, USA |
| Also Known As |
2023
Split Me Open
0/0
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 notoriousl...
Watch Now
Split Me Open
2023
Lucas Men Extravaganza
0/0
Hop in the sack with Kosta Viking, Babylon Prince, Harold Lopez, Brian Bonds, Santos, Jack Bailey, Bruno Galvez, Derek Kage, and Gustavo Cruz for the...
Watch Now
Lucas Men Extravaganza
2023
Johnny Rapid: For the Fans Vol. 4
0/0
He's one of gay porn's most-popular stars. He's always wanted to get more up-close-and-personal with his massive fanbase... and now he has his own lin...
Watch Now
Johnny Rapid: For the Fans Vol. 4
2023
My Stepbrother, My Bitch
0/0
Jack Bailey is catching up with stepbrother Jordan Starr when he finds out that Jordan is still a virgin. But when he offers to help Jordan lose his v...
Watch Now
My Stepbrother, My Bitch
2023
After School
0/0
Scott Finn, Jayden Marcos and Andrew Miller have all graduated from college and are celebrating for the weekend. When closeted Scott starts catching l...
Watch Now
After School
2023
Brother Crush 21
0/0
You won't believe how these naughty brothers fool around behind their parents' backs. You'll love watching older boys show the ropes to their innocent...
Watch Now
Brother Crush 21
2023
Loser Has To Bottom
0/0
It's Jack Bailey's first day at the new job his stepdad David Skylar got Jack at his company. Jack knows he's underqualified for the job, but it doesn...
Watch Now
Loser Has To Bottom
2023
Like Old Times
0/0
David Skylar is getting married and Alex Tanner thinks he's making a big mistake marrying his boring sister. Nonetheless, Alex decides to give David a...
Watch Now
Like Old Times
2023
Ready to Hustle
0/0
One of the most exciting things about being an old pervert who films hot young studs is having that sexy new shy guy walk through the door for the fir...
Watch Now
Ready to Hustle
2023
My Step-Brother, My Bitch
0/0
Jack Bailey is catching up with stepbrother Jordan Starr when he finds out that Jordan is still a virgin. But when he offers to help Jordan lose his v...
Watch Now
My Step-Brother, My Bitch
2023
Breeding Season
0/0
Seasons come and go, but at CockyBoys it's always Breeding Season. Watch and enjoy as these boys get lost in the pleasure of giving and receiving; tak...
Watch Now
Breeding Season
2023
Washboard Worship
0/0
Cody Viper has the shock of a lifetime when he finds out his college roommates Grey Gold and Des Irez are gay. But he's stuck with them for the rest o...
Watch Now
Washboard Worship
2021
Secret Sexcapades
0/0
Jack Bailey has it bad for Roman Todd, which is pretty bad considering Roman is Jack's stepfather. Jack wants more than a 'Stepdad With Benefits,' whi...
Watch Now
Secret Sexcapades
2023
The Code
0/0
When college morality officer George Meadows (Hans Berlin) catches wind that student Christian Grogan (Isaac Parker) has a fansite account where he se...
Watch Now
The Code
2023
Dirty Move
0/0
As best buds Tom Faulk and River Elliott sit on the couch sharing in a little boredom induced mutual masturbation session, they don't hear Tom's step-...
Watch Now
Dirty Move
2023
Twinkology 101
10/1
Evan Knoxx is loving life as a player for the Next Door Knobs. But when his teammate Nico Coopa suspects he's gay, Nico invites team captain Max Lorde...
Watch Now
Twinkology 101
2023
Twinky Twinkle
0/0
Tyler Wu takes a trip to NYC to meet up with sexy Justin Berry. Tyler tells us, 'The first thing about Justin that caught my eye was his fiery red hai...
Watch Now
Twinky Twinkle
2023
Doctor Tapes 4
5/1
There are some doctors that specialize in the care of making sure boys become healthy men and their treatment comes in many forms. Doctor Tapes is an...
Watch Now
Doctor Tapes 4
2023
Rough Enough?
0/0
There is something about Rough Sex that transforms these boys from sexy-boys-next-door into sex-crazed cum-sluts, whimpering with ecstasy as they are...
Watch Now
Rough Enough?
2023
Open Up
10/1
Is there a better feeling than the moment when a boy's wet mouth slides down a rock hard cock, or when a man's throbbing member slips into the soft sm...
Watch Now
Open Up
2023
Therapy Dick
0/0
In Therapy Dick, patients work through their problems with a kind but tough relationship expert, who uses role-play, behavioral therapy, and other met...
Watch Now
Therapy Dick
2022
Cabin Fever
0/0
Cabin Fever features eight vignettes filmed in the forests of Big Bear. The film's stellar cast invites you to connect your sexuality to your partner'...
Watch Now
Cabin Fever
2022
Break Him In Raw 2
2/1
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 p...
Watch Now
Break Him In Raw 2
2023
No More Virgin
1/1
After Toby (Jack Bailey) loses his virginity to his dad's best friend Carl (Dale Savage), Toby wants something serious with the older man. Ryder Owens...
Watch Now
No More Virgin
2022
No Step-Son of Mine
4.5/2
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 backyar...
Watch Now
No Step-Son of Mine
2022
Bond with Me Stepdaddy
0/0
Alex Turner is scrolling through an app looking for a quick hookup when he sees... his stepdad Ian Holmes? Michael Roman wants to help Jack Bailey cel...
Watch Now
Bond with Me Stepdaddy
2021
Hot Boy Summer 2
0/0
Hot Boy Summer is back and hotter than ever! These hot boys love cum and love getting fucked hard and used by Hung Daddies.
Watch Now
Hot Boy Summer 2
2024
The Recruit
0/0
Tegan Young is an army recruiter who recruits Colin Dillard to enlist. Colin is a homeless,gay, eighteen-year-old who needs a place to stay. Tegan bri...
Watch Now
The Recruit
2024
Brother Crush 23
0/0
You won't believe how these naughty brothers fool around behind their parents' backs in Brother Crush Vol. 23. You'll love watching older boys show th...
Watch Now
Brother Crush 23
2021
Inseam
0/0
Subtle glances, inviting looks, suggestive gestures, and provocative signals define the art of sensual gay seduction in Inseam. While preparing for hi...
Watch Now
Inseam
2023
Asses Topped Off with Cum
10/1
There was a time when young men were warned about the dangers of letting strangers cream your arse. That's a notion that's been completely abandoned i...
Watch Now
Asses Topped Off with Cum
2024
A Cowboy and a Gentleman
0/0
Justin O'Neal's family is sick of his spoiled and entitled behavior. They send Justin (Jack Bailey) to a remediation ranch to curb his destructive way...
Watch Now
A Cowboy and a Gentleman
2022
Back in Town
0/0
Nathaniel Arnold (Andre Donovan) is Back in Town for his father's funeral. The place is steeped in memories for him, and many of those memories includ...
Watch Now
Back in Town
2021
A Virgin No More
1/1
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...
Watch Now
A Virgin No More
2021
Too Depraved to Behave
0/0
As much as we House Managers try, sometimes we get the feeling that these young men will never shape up. It's a shame, too, because we go to extraordi...
Watch Now
Too Depraved to Behave
2024
Penetrated & Pounded
0/0
When Lucas Men of this caliber all appear within the same movie, you know you’re going to have your ass PENETRATED AND POUNDED. First up is Sir Peter,...
Watch Now
Penetrated & Pounded
2023
Bareback Auditions 24: Thrusted & Pumped
0/0
All of the Lucas Men are up for getting THRUSTED AND PLOWED in BAREBACK AUDITIONS 24. Sir Peter plows JJ George with his massive uncut cock. Jordan St...
Watch Now
Bareback Auditions 24: Thrusted & Pumped
2023
Trick or Treat Gangbang
0/0
Power bottom Jack Bailey takes the Spiderverse to a new dimension in this special RFC Halloween Gangbang. While Trick or Treating, Jack stumbles upon...
Watch Now
Trick or Treat Gangbang
2024
Camp Bareback Boys 4
0/0
Scout boy Jakeb learns all about the naughty activities scout leader Greg used to do and now he wants the full camping experience too! To Join "The Or...
Watch Now
Camp Bareback Boys 4
2024
Dig Deeper
0/0
Nico Coopa finds his stepbrother Danny Parker on the gay hookup app, Strokr. But when Nico makes a joke that they fuck, Danny starts to get flustered....
Watch Now
Dig Deeper
2024
A Brat and a Gentleman
0/0
Justin O'Neal's (Jack Bailey) stepfamily is exasperated by his behavior. They thought things would be better after he got home from Sam Gillis's progr...
Watch Now
A Brat and a Gentleman
2022
Learning His Place
0/0
Sometimes the root problem with these guys who are residents - and the cause of issues with recovery - is that they believe they are of an equal stati...
Watch Now
Learning His Place
2021
Lake Need: A Trip to Remember
0/0
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...
Watch Now
Lake Need: A Trip to Remember
2023
Butt Slut Tag Team
10/1
Whether they are straight, gay, or anything else, Clay doesn’t mind as long as they are fun and down for loads! This series of daddy/jock/twink threes...
Watch Now
Butt Slut Tag Team
2023
Slam That Twink
0/0
Some of these guys might claim to be 'straight,' but after watching them slam some twink ass or get pounded, you might wonder. Chalk it up to being yo...
Watch Now
Slam That Twink
2022
Slam-Fucked Delinquents
0/0
Some residents just need some gentle prodding to set them on the right course - a good BJ to teach them service to others, for example. Others, howeve...
Watch Now
Slam-Fucked Delinquents
2024
Lead by Example: Chapters 1-5
0/0
Carnal Network presents Lead by Example, a thrilling adventure of young scout Jack and his cute twink troop buddies. Jack Bailey, Marcus Rivers and Tr...
Watch Now
Lead by Example: Chapters 1-5
2021
White Boy Sandwich 6
0/0
Dog Fart Gay presents White Boy Sandwich 6 featuring five double cream filled white boy sandwiches, thirteen horny dudes! Horny white boys who crave t...
Watch Now
White Boy Sandwich 6
2025
Camp Bareback Boys 5
0/0
Scout boy Jakeb needs to perform a series of exercises. He's ordered to remove his clothes, and after doing a few squats, his scout masters proceed to...
Watch Now
Camp Bareback Boys 5
2024
Lessons in Discretion: Chapters 1-5
0/0
Elite Scouts are carefully chosen for their interest in learning about life in the outdoors as well as the special bonds that can form between Scouts...
Watch Now
Lessons in Discretion: Chapters 1-5
2025
Twink Swap Party 8
0/0
Gay sons look up to their dads. In fact, many fantasize about not only being the man their dad is, but also falling in love with someone who's just li...
Watch Now
Twink Swap Party 8
2025
Twink Swap Party 9
0/0
Gay sons look up to their dads; in fact, many fantasize about not only being the man their dad is, but also falling in love with someone who's just li...
Watch Now
Twink Swap Party 9
2025
Be My Bitch
0/0
When John (Pierce Paris) catches his stepson, Oliver (Jordan Lake), setting up for a pride party in the backyard, he's angry. Not because of the party...
Watch Now
Be My Bitch
2025
Scoutmaster's Discipline: Chapters 1-4
0/0
Three horny Scoutmasters have their way with four willing Scouts. Every young man needs a Daddy to teach him how men fuck. These boys are eager to lea...
Watch Now
Scoutmaster's Discipline: Chapters 1-4
2021
Can I Use Your Hole, Bro?
0/0
Raunchy Bastards presents Can I Use Your Hole, Bro?. All amateur bareback action. I knew he was gay - Real homemade Gay4Pay Raunch! "Lovin' That Stra...
Watch Now
Can I Use Your Hole, Bro?
2024
That Summer
10/1
Next Door Films presents That Summer starring Scott Finn, Jayden Marxos, Carter Woods, Ryder Owens, Nico Coopa, and Jack Bailey.Directed by Jeremy Bab...
Watch Now
That Summer
2026
Jock Breeders: Chapters 25-30
0/0
Five stud tops and five tight bottoms. Most of them are getting together for the second time. If they are coming back for more, it must have been good...
Watch Now
Jock Breeders: Chapters 25-30
2026
Hung Fuckers: Adam Snow 2
0/0
Three scenes and an orgy featuring Adam Snow, known for his legendary XXL cock that leaves every bottom’s hole twitching. Adam wrecks two twunk boys-n...
Watch Now
Hung Fuckers: Adam Snow 2
2023
Enjoying Every Second
0/0
Sometimes Daddy Clay realizes just how lucky he is to be able to find all these hot, horny, and willing young men. The guys sure do seem to enjoy it,...
Watch Now
Enjoying Every Second
2023
All in for Loads
0/0
Whether they are straight, gay, or anything else, Clay doesn't mind as long as they are fun and down for loads. This series of daddy/jock/twink threes...
Watch Now
All in for Loads
2022
Teens Destined for Loads
0/0
Clay loves his threesomes with the young men. Often these guys don't have a lot of experience under their belt, but sometimes they are experienced who...
Watch Now
Teens Destined for Loads
2022
Horny all the Time
0/0
Often I get asked by people, "How do you get straight guys to have gay sex with other dudes?" Well, the answer is simple: They are Horny all the Time....
Watch Now
Horny all the Time
2022
Straight Loads & Straight Holes
0/0
The great thing about working with younger men is a) They are still figuring out their sexuality, and they are very open to experimentation; and b) Th...
Watch Now
Straight Loads & Straight Holes
2022
Virgins, Sluts, & Straight Boys
0/0
Good ole' Clay always has a camera handy and a wad of cash, because you just never know who might text or come calling. Clay likes the younger men for...
Watch Now
Virgins, Sluts, & Straight Boys
Men POV 16
0/0
Shot in POV, you'll feel like these horny studs are sucking your cock and offering up their tight assholes just for you in Men POV 16.
Watch Now
Men POV 16
2026
Jock Breeders: Chaptners 19 - 24
0/0
Watch Now