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…
Everyone knows the best secrets are always the dirtiest. And this brunette bombshell had the naughtiest secret of them all! Instead of heading home like a good schoolgirl and doing…
Her boyfriend cheated, so Karlie Simon is going to take her plump ass on a shopping spree on his dime. She’s buying the most expensive items in store, but she…
This busty little brunette is new to the whole sex thing, but her helpful roommate is here to guide her. He teaches her all about the joys of oral pleasure…
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 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,…
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…
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…
Busty lesbian teacher Ayano has to keep her relationship with cute student Yui a secret. One day at school, Ayano finds a stash of pictures of women who’ve somehow grown…
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…
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…
Yuji holds a strange power over women. During a trip to a natural hot spring spa, every female guest he encountered became a lewd and lustful slut, begging to be…
League of Frankenstein – Episode 6 – Bride of Frankenstein
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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…
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 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…
“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…
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…
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 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….
