Jack Bailey Movies
- 2023

Split Me Open
Split Me Open02023HD
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...
![Split Me Open]()
- 2023

Lucas Men Extravaganza
Lucas Men Extravaganza02023HD
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...
![Lucas Men Extravaganza]()
- 2023

Johnny Rapid: For the Fans Vol. 4
Johnny Rapid: For the Fans Vol. 402023HD
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...
![Johnny Rapid: For the Fans Vol. 4]()
- 2023

My Stepbrother, My Bitch
My Stepbrother, My Bitch02023HD
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...
![My Stepbrother, My Bitch]()
- 2023

After School
After School02023HD
Scott Finn, Jayden Marcos and Andrew Miller have all graduated from college and are celebrating for the weekend. When closeted Scott starts catching l...
![After School]()
- 2023

Brother Crush 21
Brother Crush 2102023HD
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...
![Brother Crush 21]()
- 2023

Loser Has To Bottom
Loser Has To Bottom02023HD
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...
![Loser Has To Bottom]()
- 2023

Like Old Times
Like Old Times02023HD
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...
![Like Old Times]()
- 2023

Ready to Hustle
Ready to Hustle02023HD
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...
![Ready to Hustle]()
- 2023

My Step-Brother, My Bitch
My Step-Brother, My Bitch02023HD
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...
![My Step-Brother, My Bitch]()
- 2023

Breeding Season
Breeding Season02023HD
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...
![Breeding Season]()
- 2023

Washboard Worship
Washboard Worship02023HD
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...
![Washboard Worship]()
- 2021

Secret Sexcapades
Secret Sexcapades02021HD
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...
![Secret Sexcapades]()
- 2023

The Code
The Code02023HD
When college morality officer George Meadows (Hans Berlin) catches wind that student Christian Grogan (Isaac Parker) has a fansite account where he se...
![The Code]()
- 2023

Dirty Move
Dirty Move02023HD
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-...
![Dirty Move]()
- 2023

Twinkology 101
Twinkology 101102023HD
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...
![Twinkology 101]()
- 2023

Twinky Twinkle
Twinky Twinkle02023HD
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...
![Twinky Twinkle]()
- 2023

Doctor Tapes 4
Doctor Tapes 452023HD
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...
![Doctor Tapes 4]()
- 2023

Rough Enough?
Rough Enough?02023HD
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...
![Rough Enough?]()
- 2023

Open Up
Open Up102023HD
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...
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