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…
“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…
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…
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…
On the eve of her retirement, head maid Mikage delivers a final special service to her young master Shinkurou, who has always dreamed of getting a paizuri tit-fucking between her…
After receiving a call to a particular house, I realized it was the brunette slut with the pierced nipples I’ve been sleeping with. Apparently her boyfriend found out about her…
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….
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…
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…
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…
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….
“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…
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…
This one has something for everyone! As a handsome young stranger fucks his way through the local female population, he encounters sexy cosplay romps, hot public buttplug fucks, rough and…
For a business where cleaning is the name of the game, there sure are a lot of dirty deeds at this laundromat. In fact, with both hung and busty employees…
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…
Left alone with a gorgeous redhead, what young man wouldn’t be overcome with passion and lust, fucking her until she lay there covered in streaks of his cum, quivering with…
“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…
The boss got the package he needed, with the strikingly sexy Samantha Rone, before the enemy got to them first. The only problem is that the blonde beauty wants payment…
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….
“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…
League of Frankenstein – Episode 5 – Little Fairy Fucked
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In the early 20th Century, suave genius scientist Victor Frankenstein works with a grown up Peter and Wendy to open a portal to another dimension. When a sexy hooked handed…
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 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 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,…
The nurses at this hospital are used to sneaking away from their duties to masturbate in a quiet room–or even ride a patient’s cock!–so when a John Doe comes in…
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…
A handsome young husband often finds his hands full with every woman he encounters, whether it’s his hot and horny housewife, a busty size queen on a broken elevator or…
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…
Busty lesbian teacher Ayano underwent the ritual to grow a futanari-style cock so she can fuck her girlfriend Yui. However, for the magic to work she must take in her…
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…
Takashi Kagura doesn’t mind that his older brother Satoshi is smarter, more athletic, and more handsome than he is. The only thing he can’t stand is that Satoshi married Miwa,…
“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 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…
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…
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…
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…
