Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 2 of this delicious show,…
With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one…
When Mei’s senpai is low on cash, he takes her to a manga cafe instead of their usual love motel, but the presence of comics and people does nothing to…
The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 5 features the amazing and oh-so-beautiful Jana Cova in two delicious scenes, plus…
The young journeyman is back, bringing his special brand of bondage and domination to horny ladies everywhere. Whether he’s tying up French maids, mounting dildo-riding sluts after-hours at the office,…
When the sexy Eva Lovia married her husband, David, their life was filled with passion and mesmerizing love-making. But through the years, their petty arguments turned violent. And when she…
Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….
Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….
Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck and some…
Unaware her stepdaughter, Arisa, is upstairs riding Atsushi’s cock, sweet housewife Aki takes a break from cooking dinner to fantasize about the hot tutor while rubbing her pussy with an…
Sometimes being a housewife is lonely, but this busty MILF has a sure fire way to get off. After her husband leaves the house, she gets submissive with a few…
In “Jesse Jane: Sexual Freak,” Jesse Jane® is at an all time high. Her insatiable lust and her pure power are exploited and showcased under Robby’s artful direction. Watch her…
“Deeper 2” is an intense sexual experience. Shot with all the magic, artistry and design of Digital Playground’s “Erotique” series while still encompassing all of the hot passion and sound…
A horny young man only loves one thing more than fucking: anime! Even when he’s ramming a hot slut with his big tool, he daydreams about super-powered adventures. One day…
Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…
“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…
Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…
All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s new POV Playground, YOU will…
This nasty fuck fest starts off with a naughty nurse swallowing hot cum, moves on to a mouth-watering lesbian scene between a dominant blonde and a cute redhead, and finishes…
“Deeper 2” is an intense sexual experience. Shot with all the magic, artistry and design of Digital Playground’s “Erotique” series while still encompassing all of the hot passion and sound…
“Deeper 2” is an intense sexual experience. Shot with all the magic, artistry and design of Digital Playground’s “Erotique” series while still encompassing all of the hot passion and sound…
“Deeper 2” is an intense sexual experience. Shot with all the magic, artistry and design of Digital Playground’s “Erotique” series while still encompassing all of the hot passion and sound…
Since busty wife Mitsuko has been living on her in-laws’ country estate, she’s been cheating with two other men…and her husband is more neglectful of her than ever! Mitsuko tries…
“Peek: Diary of a Voyeur” is a breathtaking, erotic glimpse into the sexual lives of some very pretty and very perverse players. Through the telescope, you will see the genuine…
When the sexy Eva Lovia married her husband, David, their life was filled with passion and mesmerizing love-making. But through the years, their petty arguments turned violent. And when she…
It’s innocent redhead Ella Hughes’ first day on the job and already she’s about to get fired. She just witnessed secret agent Danny D. shoot someone and if she’s about…
When the sexy Eva Lovia married her husband, David, their life was filled with passion and mesmerizing love-making. But through the years, their petty arguments turned violent. And when she…
Welcome to sexy Romi Rain’s crib! She’s a walking sex kitten who’s horny all the time. One quick tour around her home leads to a special tour of her amazing…
The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 5 features the amazing and oh-so-beautiful Jana Cova in two delicious scenes, plus…
“Deeper 2” is an intense sexual experience. Shot with all the magic, artistry and design of Digital Playground’s “Erotique” series while still encompassing all of the hot passion and sound…
All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s new POV Playground, YOU will…
In “Jesse Jane: Sexual Freak,” Jesse Jane® is at an all time high. Her insatiable lust and her pure power are exploited and showcased under Robby’s artful direction. Watch her…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 2 of this delicious show,…
Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…
