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….

Aria and her boyfriend have been unsuspectingly targeted by a neighborhood prowler. When Aria leaves the house, she comes home to a tied up boyfriend, and a sexy female thief….

The bubbly is flowing as Blue Angel gets ready to celebrate her bachelorette. Her besties hire a hot cop for the bride-to-be, and as they browse pictures of his chiseled…

Even some of the most powerful men have their insecurities. In this series of vignettes, we follow John, Mick, James and Keiran as they explore and deal with the challenges…

Anikka Albrite is home from college, and her brother’s friend Xander was in love from the moment he saw that big round booty of hers. As soon as he had…

The always sexy Misty Stone gets a knock on her door and finds her son’s college friend (Zac Wild). Her son’s not home, but Misty refuses to turn Zac away…

Phoenix Marie is worried about her stepdaughter, Kylie Nicole, since a lot of her friends from school have been coming over to study. Phoenix soon discovers that Kylie is whoring…

Gianna Gem is a cutie that can’t wait to show off her body in public! She wears a tight maxi dress and exposes her tight titties for everyone in public!…

Horny nerd Sky Blue can’t stop thinking about cock. Walking along in a daydream, Skye stumbles upon a flyer for a social at the local church. The social even advertises…

Bianca Burke is a milf with big ass titties and she hit us up with her request. She wanted a huge dick to fuck her. Not just big, but huge….

Uploaded: 2024.02.13 2024.01.17 Show more…

Mia Martinez is a dark featured brunette who has only had anal sex on camera once before. But she begged to get ass fucked for Pretty & Raw! See her…

Jack’s Playground 32, features Digital Playground’s contract babe, Sophia Santi, eager to make it in the music video scene. She shows her distinct talents and raw, exquisite beauty in two…

If Nicole Kitt thinks she can bring her boyfriend home and have PDA all over her new stepmom Misty Stone’s house, she’s got another think coming! After getting a talking…