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….

Nina Hartley is still one of the most wanted women in porn. She’d like to retire, but the problem is, this MILF never gets tired of sucking dick, or having…

Rory Knox is a tattoo hottie that is super kinky. She loves to play outdoors and in public, and has a secret butt plug in her when we meet up….

Trudy loves the color pink, so when her new boyfriend took her to the sex shop to pick out a new dildo, it was obvious which one she should pick….

Seductive Janice Griffith visits her boss’ mansion because he has a new career path for her. He’s willing to offer multiple sex positions that will forever change her life with…

Brooke Wylde is a hitchhiking hippie chick, and thanks to her big natural tits, it never takes her very long to find a lift. When Preston Parker sees her hanging…

Demi Sutra started porn four years ago and shot a few scenes. This ebony vixen is back and chose a wild gangbang for her ‘first ever’ time on camera. She…

Luna Legend and her husband, Ryan have been trying to get in shape for most of the year. Ryan kind of fell off as his work picked up but Luna…

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…

Nina Kayy is a blonde slut with big tits and a nice juicy booty. She’s down for all sort of fun whenever she’s around and today she’s hooking up with…