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….

Connie Perignon was driving with the bus crew in that world famous white van. Today things were reversed. There was a porn star on board that would make random Miami…

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…

Destiny Cruz and Gizelle Blanco are two petite California college girls who love to play with each other’s natural breasts, scissor, eat each other’s tight pussies… you know, all that…

Jazzy Jamison gets treated to some bling when her white lover brings home a shiny new butt plug for her to wear. She won’t get to shy away, this time,…

Kissa Sins is a smoking hot woman with a sex drive that is through the roof! She wears a skimpy lacy blue teddy that shows off her amazing tits as…

From the visionary Writer/Director Joone, come the long awaited and highly anticipated sequel to Digital Playground’s “Pirates”. Superstar Jesse Jane® returns as the irresistible Jules – the seductive pirate hunter…

Arson: Domineko is a well hung black man with a bit of a pyro problem. Here comes his costar “hot fire” and he knows how to treat the lady of…

Savanah Storm meets the guy she’s renting from and invites him to hang out by the pool with her. He agrees and as they talk by the pool Savanah realizes…