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….
Megan Blue is the girl-next-door that you always suspected would be a good lay, but she was too cool to ask. Well, here’s your chance to find out that, not…
Mr. Peterson always invites his employees over for dinner, whether he wants to or not, leaving the job of entertaining to his hot wife (Satin Bloom). The small talk might…
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…
Casca Akashova is a big breasted blonde babe with a real desire for cleanliness. She’s a clean freak! She even irons her towels. When she walks in on Jimmy Michaels…
What do you get when you combine Andreina Deluxe, Vanessa Sky, Violet Starr, and Queenie Sateen into one delicious compilation from Ricky’s Room? You get some of the sauciest, spiciest,…
Jessy y su madrastra Lisa Ann están fuera de casa viendo universidades, pero cuando su cuarto de hotel les ofrece una sola cama, no tienen otra opción que compartirla. Cuando…
Seductive boss Angelica Heart has a plan for her new intern, Alex. He is seriously shy and Angelica knows how to get him to loosen up a bit. She gives…
Alexis visits reflexologist Keiran to get a nice, relaxing foot massage. After Keiran tells his new client to make herself at home while he gets set up for the massage,…
When lingerie shop owner Texas spies troublemaking teen Carmen stealing lingerie, she decides that the thief deserves to be disciplined. She has a special way of dealing with sticky fingered…
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…
This little Asian with big boobs and a hairy pussy needs cock. She likes to have her pussy played with until it’s dripping with hot cum. Then she wants her…
Ever the dutiful housewife, Misako has made her decision to end her affair with her stepson Kazuhiko and go to Sapporo with her husband, Yosuke… at least until she finds…
There’s nothing like the rush of a new relationship, and as Daisy Haze watched her new woman Aiden Ashley washing the dishes, she couldn’t help but come in for some…
Bill Bailey is the CEO of a pantyhose company, and he’s on the search for the perfect topless model for his ad campaign. He rounds up the hottest girls for…