Jessy is not looking forward to being dragged along to some breathing exercises with his wife. He quickly changes his mind when he sees how smoking hot the midwife, Harlow…
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….
Ramon Nomar is an undercover cop trying to bust a seedy strip club for illegal activity. Once sexy dancer Kali Roses notices him checking her out, she jumps off the…
When Elsa Jean comes home sore from after school practice, the last person she expects to run into is her mom’s creepy boyfriend Sean Lawless. What Elsa doesn’t know is…
Coach Bruce Venture is at it again when volleyball player Skyler Storm gets mouthy with him and is instructed to visit him after practice. They talk about Skyler’s comments and…
Jay Romero is minding his own business when Emily Jade comes bouncing up to play games with him. She has him pick numbers between one and ten, and each time…
Jessy is trying to show his stepsister, Jillian, some magic tricks he’s been trying to learn. She’s always thought he was a dweeb and she isn’t impressed with this new…
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…
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…
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