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….

Gabbie Carter is a sexual blondie with perfect natural tits! She puts on her sparkly glitter bikini and does a dirty dance just for you to get you started. She…

College Girl Kenzie Reeves really wants to fuck her new boyfriend Van Wylde, but since she promised her dad that she wouldn’t lay a finger on him, she’s resorting to…

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 new POV Playground, YOU will…

Filthy slob Keiran Lee has hired French maid Anissa Kate to clean his pigsty of a home. Luckily for Keiran, Anissa is more than just an efficient maid – she’s…

While catching some rays in the hotel pool, Gina Gerson couldn’t help noticing the handsome stranger watching her swim from the balcony of his room. Kristof feasted his eyes on…

How did Tomoya Mochizuki end up here, with blonde Momoka Fujiwara and black-haired Kisara Himeno stroking his cock and licking all over his body? Well, it all started when he…