Eva Generosi is sitting by the pool waiting for professor Tony Rubino, who is going to help prepare her for the English exam. He brings up some questions to her…
After Chloe’s Master delivers her into the dominant hands of Mistress Vivian and her secret House of Hedonism, Chloe’s slave training plunges her deeply into a dark world where pain…
Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In the second volume, Digital Playground’s…
In this self-shot sex documentary series from some of the biggest names in the business, Digital Playground gets up close and personal, offering you a behind-the-scenes look at what it’s…
Anal sex isn’t something this tiny little Asian girl prepared for, but her owners don’t care. They’ve already stuck their dicks in her mouth and pussy, so they make her…
You have to be bold as bricks to pay for your breast implants with your corporate expense account. But that’s exactly how Sarah Vandella ended up in the CEO’s office…
Raeley Love was flown into town by her online sugar daddy. Good fortune would make her score twice in the same day. This white van stopped next to her. Must…
Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In volume 3, Digital Playground’s contract…
Celeste’s Icon features an amazingly beautiful, all-star cast in some of the hardest scenes they’ve ever shot. Digital Playground’s contract superstar, Teagan Presley leads the way, down a revealing and…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Jack finds pleasure deep…
Does Johnny really think his girlfriend Rhylee Richards is some kind of prude? That’s definitely how it came across when he gave her such a slutty piece of camo lingerie…
Uh oh! Cassidy Banks had to interrupt a steamy session of phone sex with her boyfriend to investigate a strange noise from elsewhere in her house. Looking around, Cassidy found…
As a final attempt to salvage their dysfunctional marriage, Hayley and James (Jane Wilde and Tyler Nixon) begrudgingly spend a weekend in a designated house under their therapist’s (Sovereign Syre)…
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 at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
This Asian chick likes to get off with other people watching. She’s on the couch in a communal area when her best girlfriend takes and hold her tits as a…
Maid Natasha Nice decides to get her revenge on her client’s bitchy daughter, Chloe Surreal, by flirting with her boyfriend Max Fills, then following him to the bedroom and sucking…
After sneaking around with sexy Molly Stewart, Angela White thinks about heading back to her husband to own up to what she’s done. However, Molly has other plans for Angela….
Chrissy Davis is the talk of the town following a very public mental breakdown and first-degree charge. She’s quickly alienated by her high society friends and left alone to suffer…
Aria’s been down on her luck lately. She’s homeless and hanging out on her usual block. Jasmine, a local cop, has settled on this area to bust people like Aria…
What better Father’s Day gift could any man ask for than a hot blonde teen to fulfill all his desires? Knowing that her bestie Athena has always had a major…
Hailey Star’s got a real problem. When her stress level gets high at work, she really needs to stick something in her mouth. It could be a cigarette, a pen…
Punky artist Kimber Veils isn’t interested in spending time with her dad or new stepmom, Nicolette Shea. Since Nicolette moved in a couple of months ago, she’s run the household…
This horny slutty Asian coed leans back and lets you finger her hairy hole. She squeals with delight as you plunge your fingers deeper. She can see that you’re getting…
It’s tough for an aspiring actress to make it in LA, so when Ruby (Abella Danger) hears about an audition for a new TV series called B.L.O.W., she joins ladies…
Bree loves staying in shape, but nothing gives her energy like a young cock. Luckily for her, Parker is there to fuck her hard and give her the power she…
Brunette babe Misha Maver can’t believe that her mom married a loser like her new step-dad, and that he comes as a package deal with a pesky step-brother like Jordi…
Digital Playground’s best selling Sexual Freak line is proud to offer up Audrey Bitoni in all of her gorgeous, freaky splendor. This exotic brunette delivers her best performances to date…
Megan Rain is feeling frisky, so when her stepdad dozes off during golf she decides to tie him up! Johnny is shocked to wake up and find his stepdaughter standing…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…
Natasha White is such a freak she doesn’t even take off her knee-high socks and booties to get banged. In such a hurry to get her some, Natasha strips out…
