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…
John West is about to flunk Miss Bing’s anatomy class. This is the third time he fails a test! Miss Bing wants to help him understand the class better so…
When up-and-coming model Dakota arrived at the house of a renowned fashion photographer for a photoshoot, she did so expecting to keep her clothes on. But something overcame the gorgeous…
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 POV Playground, YOU will get…
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….
Amber Summer is a stepsister who’s just about to get spied on. Her stepbrother always wanted to see her shower, so he hid and when she came home, got a…
Abigail Mac and her husband, Mick Blue, both secretly work as assassins, and they always have to look over their shoulders. Recently, though, they’ve become suspicious of each other, and…
It’s 3pm and Karma RX is desperate for a carb loaded snack. When she hears there are donuts in the break room, Karma rushes over only to discover the box…
Gigi Allens used to date her student’s father. During a parent teacher conference, Gigi does what any rational teacher would do to get back at an ex: she fucks his…
Brunette and sexy, Alyssa Bounty has become a recent sensation on, and together with her perfect body and sensual lips, this gorgeous star has come to DP fantasies for double…
Danny D caught art thief Angelica Taylor in his gallery, stuffing her bag with priceless canvases. The only chance she had to distract Danny and get away scot-free was to…
At first Navaeh Ashton may have had a good case against Lil’ Pimp Hand because her asshole looked like a crime scene when he was done with it. However, as…
When Erik’s busty neighbor Diamond Jackson invited him over for a drink, he didn’t expect to get laid. But as soon as he walked through the door, that big-titted slut…
The Holdup – Episode 4 Santa Dennis (Scott Nails) is tied up and helpless while burglars, led by his landlady Rochelle, ransack his ex-wife’s house! His girlfriend Jen frees him…
Lena is out of options. She’s arrived at her Dr. Driller’s office, unable to take her favorite sex toy out of her pussy. When Dr. Driller tries to remove it,…
Prom night may have gotten off to a rough start for prom-queen-hopeful Avi, what with her bestie being late and screwing up her perfect arrival at prom, but things definitely…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 9 is over 2 hours and features Teagan Presley in a brand-new, amazingly…
This is Angelica’s first session for SexMexDivas, I met her two weeks ago and I made a proposal, she finally agreed. I just can’t believe it, having this amazing woman…
Elsa Violet has just returned home from shopping and she wants to show her stepbrother Jay Romero what she’s bought. As she’s rustling through her clothes, she realizes Jay isn’t…
Beautiful and busty Kylie Paige is a mathematics whiz who is a big slut underneath her nerdy demeanor. While she acts like a know-it-all, Kylie just wants to get at…
