Sybil Stallone is the new big breasted round booty Step-MILF to lazy college student, Kyle Mason. And he’s a dirty mess. He thinks he can leave his cummed on drawers…
So, the cleaning agency sends Alyssia over to clean. She is a pretty eyed smoke house. She lets me know off rip she is married. But that has never stopped…
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…
Leigh Darby is Danny D’s busty boss, and she’s a real hard case. When she fires her assistant for spilling a drink, there’s a new job opening at the office,…
When Mei’s senpai is low on cash, he takes her to a manga cafe instead of their usual love motel, but the presence of comics and people does nothing to…
Skylar Vox has some huge natural titties, a cute face, and a WILD life. Skylar has some crazy stories about strip clubs, how much she loves working in Los Angeles…
Jack’s Playground 33, features Digital Playground’s one and only insatiable and sexy Devon. She’s eager to make the music video cut and demonstrates her distinct talents on Scott Nails’ throbbing…
Sera Ryder has a super badass style and she’s extra adorable. She’s a petite little cutie with a teeny little waist and perfect perky little tits. Her nipples are pokin’…
Digital Playground’s contract superstar, Sophia Santi is a sexual freak and she proves it in this erotic masterpiece. With new direction and casting by Celeste, the Sexual Freak series has…
Ariel can’t wait for her sleepover slumber party with her two besties – she has all kinds of fun new toys to show them! The only problem is, her stupid…
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…
Pissing into a bowl is just one of the crazy things that this little horny Chinese girl loves going through as these horny men wearing masks tie her up. Getting…
The French Secret Service has sent in their most seasoned spy, Liza Del Sierra, posing as a maid to infiltrate Danny D’s mansion. Holding on to British intelligence documents has…
India is getting ready for the honeymoon of a lifetime. She’s left Jessy and Kimberly in charge to house sit so everything goes smoothly as she’s away. They have some…
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…
