Teen troublemaker, Tiffany, has been sent to live with her rich sister after causing problems back home. Tiffany’s been starving for cock, locked away in a mansion, far from the…

Money Talks: Street Heat Kira Noir is dressed for the hot Miami streets in a slutty bikini and booty shorts, hoping to attract some sexy locals who are down to…

Whitney has always loved the freedom of camping alone in the wilderness, especially of getting to walk around naked in nature, but when she’s having trouble getting her campfire lit…

Paralegal Cecelia Taylor is already horny when she walks into her boss Justine Jakobs’s office and sees the hot MILF’s tits! Justine is pumping while on a call, so Cecelia…

Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In volume 3, Digital Playground’s contract…

Crystal chase and her melon titties are back at it again despite having only been in the business for 2 months she is taking her spot dick by dick and…

Uploaded: 2024.02.06 2024 Show more…

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….