Chubby nerd Satou was used to his boring, unhappy life: bullied by beautiful Nagisa and her boyfriend Akira, looked down on by snobby blonde Himeno, scolded by busty teacher Kaoruko,…

Naomi Bennet takes her time, pampering herself from head to toe before her big date with a wealthy older man. Hoping to marry up, this socialite dresses in her best…

After waking up and taking a nice long shower, Kianna Dior is shocked to discover a Jordi in her daughter’s bed! Not one to waste a perfectly good opportunity, Kianna…

In all the time Ryan’s been working in the stables, he’s never seen anything quite like what he saw today. After they were done on the track, Ava Dalush and…

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…

After Keiran walks in on his stepdaughter, Kimmy, masturbating with his electric toothbrush, he tries his best to handle the situation like a responsible adult should. Though Keiran offers Kimmy…

Ely goes to the doctor for his yearly check up, but he ends up checking out her ass when she bends over to update his file. She finally catches him…

After hurting her foot in an accident, all Janice Griffith wants Michael Vega to do is wait on her hand and foot. The sexy Janice bitches and orders Mr. Vega…

A woman like Monique Alexander needs to be fucked on a regular basis, and her husband’s libido can barely keep up. Keiran Lee has been cleaning Mrs. Alexander’s house for…

Hot waitress Mandy Waters wants to make Kai Jaxon a regular, so she offers him a special off-menu treat, flashing him her boob and then sucking his cock at his…

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…

Sammy Grand takes the hairy thing all the way. Her pits and clit are surrounded by soft, lush strands of fluff! her bush is massive, and always smells like sex,…

Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…

There’s much more than meets the eye at The Red Viper, a strip club where the sexy entertainment is as dirty as the ulterior motives of its patrons and staff.