Michael is still getting used to his new job and the perks that come along with it. Once a month, a masseuse is hired to give all employees a personal…
By day she’s a working professional, and by night she’s Number 4. Get entranced in the morphed world of DP contract star, Eva Lovia, as she conforms into nymph-like submission,…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…
Tiffany Watson is the queen of squirting but she’s so much more than that. After one of the most impressive squirts to begin with, she takes Zac Wilds huge cock…
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…
Enjoy Digital Playground contract star Jesse Jane® in this wonderful and sexy horror spoof. Set in another era, 6 erotic stories unfold in an eerie mansion. It’s delightfully wicked and…
It’s a special night for Taissia and her man Nikolas, so to celebrate, they’re trying something new. Things were heating up as they kissed, their passion coming through their lips…
Miyako wriggles and writhes in excitement as the two men flick their rough fingers across her tender nipples then swap dicks and mouths on her twitching wet snatch. Sucking and…
Jessy doesn’t want to take part in his stepfather’s stupid Easter egg hunt tradition. That is, until he sees how much his stepsister Tiffany loves to dress up for the…
When Alexis Fawx’s ungrateful son Daniel stops by for an unannounced visit, he’s shocked to find her eating dinner with his best friend Duncan Saint. Alexis pampers Duncan feeding him…
The absolute dream team of Madison Ivy and Jessa Rhodes are about to make your cream dreams a reality! Draped in lacy lingerie, the dynamic duo put on a show…
In this self-shot sex documentary series from some of the biggest names in the business, Digital Playground gets up close and personal, offering you a behind-the-scenes look at what it’s…
Riley Jenner is desperate for a job so when she walks into an office to apply for a position, she’s heartbroken when it appears the boss, Charles Dera, has no…
Selah Rain is a thick MILF that gets stuck on the side of the road when her car breaks down. Our roadside assistance agent comes to the rescue and takes…
When JMac spies his quirky step-sister Kenzie getting weird in a cat onesie, he can’t help but film her freaky behavior and share it with the world. After being alerted…
Brick Danger has a big job interview, but when his slutty stepsister Sara Luv starts stroking his cock under the table before he heads out, it leaves him feeling so…
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….
Newly stated doctor Savannah Stern is having trouble this morning with a reoccuring patient. He has griping about chest pains and has been to her office three times now and…
Ricky Spanish has signed up for a self defense class after getting mugged. His instructor, Kira Noir, is patient at first but soon can’t stand Ricky’s inability to stand up…
Anna Kovachenko is a sexy blonde girl with an appetite for big American cocks. She first teased a bit sucking on a popsicle, but we quickly changed that for a…
