Cherry Poppens crouches down without kneeling. She does it that way for two reasons. One, she doesn’t want splinters in her knees… and secondly, she knows her man may want…
Redheaded stepmom Lauren Phillips and young stepdaughter Autumn Falls are chatting about Lauren’s recent honeymoon when sexy Autumn starts asking her new stepmom about her sex life. Conservative Lauren avoids…
Hard ass executive Isis Love didn’t get to where she was being a ‘nice girl’. When she and colleague Johnny make a move to leak company info Isis gets a…
“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…
Everyone wants to lube up Mona Azar’s tasty looking body. Her bouncy chest becomes irresistible when drizzled with oil and we can almost hear her wiggling butt ask for a…
The Gang’s been solving mysteries all month and there’s been some really close calls! There’s been crazy clowns, gruesome ghosts, wily witch doctors, and freaky phantoms! Fred broke his arm…
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…
Sarah keeps her butt big, round and fuckable by working it out every day in different ways. Today she’s on the bike working up a sweat as she pedals her…
Putting out is all skanky whores want to do because it gives them a chance to feel worthy and good about themselves. Watch this one get sprayed with a thick…
Jai James is a sexy realtor, showing off a house to a handsome potential buyer by the name of Luke Hardy. Unfortunately, the homeowner won’t stop tailing them, making adjustments…
Ai Mizushima had expressed a fascination with gangbangs, so her friends arranged for her to be picked up after basketball practice and given the experience she’s always wondered about. Four…
La Sirena has a pair of huge, natural tits! This babe loves to get her throat fucked by dick. She only has one perfect nipple pierced and her natural titties…
Who needs a bikini bottom when you have an ass as fine and juicy as Missy Martinez’s? This bodacious babe spent a sunny summer day catching sun on the sumptuous…
After an accident leaves her with amnesia, Jean is brought home by her husband Greg. Neighbors Calista and Jeffrey drop by to check on the poor victim, which triggers a…
Pussy wet like the ocean, nipples hard like rocks; this is the tale of the ancient fertility stone. When vigilante Kendra Spade is caught hijacking artifact collector Markus Dupree, she…
Penelope Kay and Renee Rose have a great way to make some extra Valentine’s cash. They set up a kissing booth, which they’re sure will bring in the boys. While…
Ever since she moved in next door, busty MILF Tiffany Mynx has been driving Van’s mom insane by walking around her yard in skimpy little outfits that show off 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…
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….
