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….

Pipe, a young delivery driver, has been in love for months with Camila Costa, a regular customer to whom he delivers food. Each delivery is an opportunity to see her,…

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…

Violet Gems is helping her best friend by spying on her dad to see if he’s hiding something on his phone. She searches the phone and finds out he’s been…

Office boss Nicole Aniston’s afternoon masturbation session is interrupted when her employees occupy the conference room and threaten to form a union unless their demands are met. Irritable and horny,…

Alexis Fawx is a sex pot with huge titties that loves to experience raging orgasms! She puts on her sexy blue one piece and slides in just the tip of…

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…

Kagney Linn Karter, tired of how America’s political parties are ruining the greatest country in the world, decides to run for Presidency in 2016—as “Deez Tits”! Watch her sexy campaign…

Kharlie can’t believe she has to share her bed with her new stepsister Piper. She loves to play with her pussy every night, but now that Piper’s here she has…

When Joanna Angel shows up late for her band practice wearing her new sexy rocks star ensemble, Abella Danger isn’t impressed with Joanna’s plan to use sex to sell records….