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….
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…
Johnny thinks he has it made: a hot wife with big tits and two sexy side pieces, all of whom worship his giant cock. Little does he realize the ladies…
Victoria wants to keep a secret, but she’s gonna have to work hard to accomplish that. She had fun in the process for sure. She loves them young and strong….
Dark-haired beauty Martina Smeraldi waits in her uniform for her new coworker, Xander Corvus, to pick her up for her first day at her new job. Martina is flirty with…
Jack is really busy casting for music videos and he’s scored some super fine ass for volume 38. Digital Playground’s amazing contract super stars Teagan Presley and Lacie Heart join…
Bridgette makes a great living dancing for horny men, but her mom doesn’t approve. She’s so determined to "save" her daughter from the sinful strip club she shows up one…
David Lee is chilling at his girlfriend’s sleepover, but he’s left bored and ignored, while his girlfriend chats with her BFF instead. Suddenly, the girlfriend’s stepsister, curvy and sexy Laila…
Ashley Anderson has been disruptive in her university classes, and is sent to the guidance counselor to figure out what’s going on. Robby Echo is really trying to help, but…
Arielle Faye confesses to her fantasy of working as a maid, and being caught by her boss who’s hot and horny. Arielle is more than happy to please his big…
Getting to school hours before anyone else does can get very boring, so this horny little Asian student spices things up by busting out her long pink dildo. She sucks…
Busty MILF schoolteacher Dayton Rains insisted she was innocent as she was getting arrested for stealing a watch, but the officer cuffing her was having none of it. It was…
Lily’s bratty sister steals her clothes, her car keys, and her parents’ affections – so Lily’s going to get revenge by stealing her boyfriend! Lily begins by teasing Xander with…
Aspiring artist Isiah is having a little trouble with his figure painting, so his art teacher invites life model Joseline to the studio, hoping her beautiful form can give him…
Gwen Stark wants to get her boyfriend Small Hands a job at her stepmom Darla Crane’s prestigious law firm. The only problem is that he has no experience and even…
When Darcie Dolce hired a pool-cleaner from the yellow pages, she had no idea a smoking hot babe like Abigail Mac was going to show up. And when Abigail noticed…
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…
Deeper 5 is a playfully sexual tribute to Digital Playground’s perfect, all natural Goddess, Jana Cova. She captivates the screen in a multitude of scenes including kinky anal play with…
Sherlock Holmes (Danny D), a clever and renowned London detective, uses his cunning and superior powers of deduction to investigate crimes that the local police department can’t unravel on their…
