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….

Diamond Jackson was getting ready for a relaxed night in her bedroom, when she heard a loud noise from the other room. I turns out that someone was breaking in….

Being a new student in a foreign school can be tough. So, after Carmel stopped by Johnny’s classroom because she can find her class, he takes this opportunity to welcome…

Harper Red is a gorgeous redhead with a carpet to match. She goes over to her friends house after shopping and shows him all her new outfits. Between fittings though,…

Sara Jay (or Ms. Jay as her students call her) has been teaching for some time now and its very fulfilling work for her. Helping shape young men’s lives is…

This slutty Asian chick is out and about in the city when she sets her eyes on hot stranger. She takes him home and spreads her legs wide for him…

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 the second volume, Digital Playground’s…

To work off her family’s debt, Leese is brought to the house of rich man Mr. Dred to be trained as a maid. The other maids try to teach Leese…

How can Cindy get her stepdad’s attention? She’s desperate to slip and slide on his hard shaft before her mom kicks him out for good!