Valentina Jewels is waiting for her rideshare driving to pick her up and she happens to see a hot guy drive by and asks him for a lift! She likes…

Ryan Keely has her daughters and their respective boyfriends over for Thanksgiving dinner. Clear right away is that Ryan and one of her daughter’s boyfriends, Ricky Spanish, have messed around…

Tanaka’s in love with his friend Ikuko, but she’s head over heels for sexy MILF Dr. Shibata. When this love triangle comes to the attention of magical Lady Kaguya, she…

Ella wants to spend the day swimming and fucking her boyfriend Jordi, but her plans are ruined when she finds her dad’s girlfriend Jasmine lounging by the pool. Jasmine orders…

Beautiful blonde MILF, Nicolette Shae, is a model-turned-housewife who longs for her heyday of walking the runway. Missing the lights, cameras, and the attention, Nicolette craves the day of her…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

The Mathletes have taken over ZZ Academy and are wreaking sexy havoc on the entire school! Having successfully infiltrated the gang, undercover teacher Danny D leads the Mathletes into a…

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…