Kenzie Reeves is your favorite pint sized anal whore! She wears an amazing rainbow jumpsuit that gives a nice slight peek at her tight pussy underneath! She is amazingly flexible…

Professor Farrah Dahl’s colleague in the lab has never seemed to notice her interest, despite her her very thirsty ways. To make her fantasy of taking Jessy’s cock between her…

Johnny visits his doctor for a checkup and is surprised to see sexy nurse Alina assisting him. When the doctor has to leave for a consult, nurse Alina takes over….

Lily Larimar winds us all up by rubbing her petite body up and down, and showing us her extra tight pussy and rock hard nipples. She strips down her lingerie,…

Teen girls are usually experimenting with their sexuality and learning about what turns them on. This blonde teen was doing just that, and what she realized was that she didn’t…

Gina is thrilled when she hears her university is closed for a snow day and immediately leaps out of bed to take full advantage of her day! Dancing to her…

Superfans Polly and Shelena will go to crazy lengths to meet their favorite DJ, and even crazier lengths to get down on it at the afterparty.

With sorority mother Cory Chase in charge, proceed with caution! Pervy Zac Wild discovers what happens when you try to stiff a Zeta Zeta sister after Cory pays him an…

Detective Missy Martinez enters a massage parlor looking to get to the bottom of a report that the masseur, Keiran Lee, is giving his female customers a “happy ending”. Having…

Teagan Erotique is an erotic feast starring Digital Playground’s Teagan Presley with Jesse Jane and Jamie Lynn, Sativa Rose, Nautica Thorn, Jayna Oso, Sandra Shine and Keri Sable. Directed by…

Cassandra Nix and Mischa Brooks are two horny brunette sluts that stack their pussies for easier fucking in this wild threesome! They have a share and share alike attitude that…

Sexy nurse Kianna Dior has an unruly patient who lives up to his name in Van Wylde. Now Van might be a pain in the ass, but he’s also got…

Cassie fails her audition. She is the classic case of a girl who thought saying yes and showing up would be enough to get her through. Getting into the piledriver…

Sexy Angel Youngs and Xander Corvus have just done something bad and now have to hide from the police. They rent a little motel room that they can hunker down…

This young lady wants to enter the club, but she’ll have to pay her entrance fee by fucking the bouncer. She doesn’t mind, and loves being vocal about wanting a…

Big titted Kaitlyn came over for a breast exam, she tried doing it herself but did not fully understand the procedure. Doctor Jordan showed her his technique and took her…

Don’t miss Digital Playground’s Exclusive Contract Star, Stoya in her debut boy / girl scene. Jack’s POV 9 is off the hook sex! All the screamin’ hot sex in Digital…

Alex Chance’s big titties got pretty sweaty underneath when she beat her boyfriend playing tennis today. Lifting her pendulous breasts with his tennis racket, then racks up even more points…

The Ski Team is super stoked to hit the slopes – until they realize their broke ass ski coach has pawned their equipment over the summer. These ski babes will…

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….

This John has always had a thing for bringing strong women to their knees. When he meets sexy tranny hooker Foxxy, he knows he’s met his match! She spends lots…

Chad White tries to unwind before a deep tissue massage, meditating to set a positive intention. As he relaxes, Kitty Carrera creates an atmosphere of calm, lighting several sticks of…

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…