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….
Charles returns home from a long day of work and in need of some alone time. He’s shocked to discover Hadley sitting on his couch. He’s never met her before…
Ivy Lebelle is excited to move on and start dating again after breaking up with her ex. She invites her date Keiran Lee inside, but things aren’t going as well…
Jane Marie has been politely turning the dad down every time he comes home asking for sex because she’s afraid she’ll get fired when he finds out his nanny is…
Anna has a major crush on straight girl Aaliyah, who happens to be helping her out by modelling for a school photography project for Anna. Things get hot and heavy…
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…
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…
Spencer visits her son’s principal after an urgent call. It seems that Spencer’s son has been secretly stealing money from the PTA, an expulsion-worthy offense, something the proud mother just…
Kristal is always angry with Billy because he has a bad habit of coming in late. So when Billy walks in 15 minutes late, unshaven and looking unacceptable, Kristal has…
When Shalina Devine sees her petite but sexy masseuse, Alya Stark, she wonders whether Alya has what it takes to work out the kinks in her back. It turns out…
Keiran was dreading having to do yet another interview for the data entry position in his office. And guess who walked in? His ex Jaclyn Taylor, wearing a low-cut top…
Cherry Poppens can only take so much black cock before she is worn out. The question is… exactly how much? Well, it seems Billy + Domineko + Mark is still…
The lies just keep piling up after this guy told his blonde, bimbo stepsister that drinking his cum would make her smarter…and she believed him! Now she demands to suck…
