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….

Sara Retali is taking a shower and showing off her huge tits. She’s making so much noise touching herself that her roommates Mad Bundy and Freddy Gong becomes interested in…

Jack’s Playground 32, features Digital Playground’s contract babe, Sophia Santi, eager to make it in the music video scene. She shows her distinct talents and raw, exquisite beauty in two…

A dominant journeyman tours the country, seducing shy girls with his big cock and turning them into cum-hungry sluts. It doesn’t matter if it’s a blowjob on a rooftop, a…

Alexis has been signed up for a super secret protection program, and has been re-assigned a new identity as ‘Ethyl’. Everything is going great until she is put through the…

There’s nothing Blonde bombshell Lika Star loves more than a blind date. And by blind date, she literally means having a date while being blindfolded. This time, the lucky man…

Lela Star is a big booty slut who likes to make the workday go by a little quicker by rubbing one out during her lunch break. But when her computer…

It’s Spring Break and Angel Youngs & Jazmin Luv are chilling poolside when they notice their friend’s dad. They get so horny just checking out this DILF that they have…

Monique needs a change up from her day-to-day drudgery. So she’s set out on a spiritual journey into the desert to find herself. Preston is setting out on an adventure…