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….

Kelly has been going to raves for many years, so she enjoys the atmosphere achieved with glowing lights. She even puts a pink light up toy in between her awesome…

Welcome to The Sessions, a sexy series that allows you into one of the most intimate spaces known to man—the therapist’s office. Be a fly on the wall as patients…

Peta Jensen keeps her incredible body fit and fuckable with lots of exercise and sex. Levi is ready to learn at the feet of this incredible goddess. It’s time for…

Hot Japanese hooker takes off her lingerie and masturbates for you through hot panties. She rubs her clit and then sucks a guy off until jizz squirts all over her…

Sophia Leone is an exotic beauty with her dark hair and striking dark eyes. She wears a skin tight yellow dress that shows her perky underboob and she teases the…

Deeper 4 is a playfully erotic and sinfully fun tribute to Digital Playground’s delightfully fresh Shay Jordan. She is showcased in a multitude of flesh fantasies and she delivers amazingly…

Miss Sally is just stretching and doing yoga, she doesn’t know that she is being watched by Darell from behind the open doors. The more she stretches and shows off…

Uploaded: 2024.02.09 2024.02.09 Show more…

Deep in the Los Angeles outback, our big butt hunter Mr.Gunn has finally found The Devine Booty. After years of searching he can finally put his cock in this specimen….

Cheerleaders don’t go through additions because judges want to get a look at their skill levels. The real reason cheerleaders have auditions is so that team captains can get them…

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…

Abella Danger starts scheming after she wakes up and remembers she emailed her ex-boss Markus Dupree with a wedding proposal the night before. She puts on her shortest miniskirt and…