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….
Jessy Jones is clearing out his attic and stumbles upon an old toy of his: the Jillin’ Box! Only, this isn’t an ordinary toy, it’s an actual fuck doll that…
Cece Capella watches porn from the comfort of her living room. Frustrated by being alone, she wishes that a big cock would knock at her door. Suddenly the doorbell rings—it’s…
Paisley Porter and is hanging out with her roommate, Xander Corvus channel surfing. When remote fighting turns into motorboating, September Reign catches her girlfriend breaking the one cardinal rule of…
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…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Robby finds pleasure deep…
Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…
It’s the weekend, and Teanna Trump can’t wait until Monday to see her favorite teacher: Mr. Ramon. So the sneaky slut breaks into his house and plays with her pussy…
Being a BANG! girl has always been a goal of hers, so the beautiful Ms. Trillium showed up for her audition in sexy black lace stockings, a black top, and…
Scott Nails comes home from work and thinks he’s got the house to himself, only to find his wife, Karissa Shannon, waiting for him in the bedroom, ready to fuck!…
In the early 20th Century, suave genius scientist Victor Frankenstein works with a grown up Peter and Wendy to open a portal to another dimension. When a sexy hooked handed…
Unlucky at work and love, Gary Murphy gains the ability to read people’s minds. In the process of realizing that office politics need a little cleaning up, he discovers the…
Lena Paul’s no-nonsense trainer Danny Mountain is making this voluptuous babe work up a sweat until her whole body glistens! Lena starts with some yoga on a boulder, followed by…
Digital Playground’s brand new Video Nasty Series ups the style bar, and adds harder and filthier sex to the equation. There are more bodies in every scene and the bodies…
Elizabeth Skylar is concerned about her son’s grades and needs to talk to his teacher. She wants him to maybe “fudge” his grade so he can get into college. Mr….
Mr. Cummings is in for a follow-up this morning, and much to his delight a young and sexy nurse is performing his checkup. While the sexy redhead, Nurse Stern, is…
My delightful estate in Europe was preoccupied by a woman picnicking on my grassy fields. I ran over to demand she leave my property, but I guess she didn’t understand…
Adira Allure and Ember Snow are celebrating their 1-year anniversary as roommates with a movie night. When a scene in the film leads them to ask whether they’ve ever had…
