Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…

Uploaded: 2024.02.21 2024 Show more…

Sweet and slutty Katie Kush is excited to get beat up, push her limits and play hard. The Pope, as always, is more than up for the task and will…

Going Wild with Big-Tit Latina Kitana MontanaGoing Wild with Big-Tit Latina Kitana Montana

Get ready for a raunchy cocksucking ride with Rissa May and Harley King! Rissa is new to the dicksucking game and Harley is a veteran! They really get going once…

Angel Emily gets squeaky clean in the shower, and she’s not afraid to show off her petite features as she does. After the shower. she knows just how to enjoy…

Dr. Savannah Gold’s patient fractured his knee and even though he is starting to feel better he still asks for pain killers to ease his pain. Dr. Gold doesn’t think…

Dr. Maxwell has his hands full with a big tittied patient named Ivy. She loves getting felt up by the doc, but they’re soon interrupted by Dr. Alexander. She and…

After a daring escape from his captor, notorious psycho Lee Walden Griss, Danny D finds himself all alone with Bonnie Rotten. He’s trying to come to terms with everything that’s…

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…