Zoe Doll and her boyfriend Sam Bourne were spending their weekend cuddling in bed and taking selfies. But Zoe’s stepmom Karlie Simon had other plans for the couple. Asking Sam…

When Madison Scott realized her husband wasn’t able to man up and just ask for the raise he deserves, this blonde babe decided to take matters into her own hands….

Horny nerds Tyler and Ariana can’t wait to get laid. With grad 1 month away, and top colleges on the horizon, they just have to avoid super bitch Jen and…

Xander Corvus wakes up in the morning after a rough night out. He wants nothing more than to enjoy a little peace and quiet. Kendra Lust arrives at Xander’s house,…

Jack’s Playground 33, features Digital Playground’s one and only insatiable and sexy Devon. She’s eager to make the music video cut and demonstrates her distinct talents on Scott Nails’ throbbing…

Vanessa Decker looks so cosy as she snuggles under those covers. She is a natural beauty with beautiful breasts and a great body. See her treat her boyfriend to an…

Like most girls, Blair usually showers alone… but today she wouldn’t mind some company. This cutie loves showing off her big tits almost as much as she loves getting fucked.

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….

Victoria Lawson isn’t sure if she can take the thick dick she’s being presented with. But once she wraps her big lips around it, her pussy starts to water, wanting…

Kate (Halle Hayes) and Rick (Small Hands) look like a perfectly dull married couple, but someone from Kate’s past is about to change everything. One day, Jen (Aila Donovan) shows…

Reformed bad boy Simon (Oliver Flynn) thinks he’s going on a voyage of self-discovery to become a better man, but he finds far more than he bargained for. After his…

Bonnie Rotten is relaxing at home when she receives an unexpected delivery. She opens the mysterious package and is delighted to discover a vibrator in the box. Bonnie can’t help…

After Jessy injures his leg playing soccer, he is prescribed a strict physical therapy regimen. His therapist, Audrey Bitoni, has a different interpretation of “physical therapy” than he expected, and…

Amia’s in a bit of a predicament. She managed to get her arm stuck in the kitchen sink. When she calls over plumber Keiran Lee, he can’t help but crack…

Buddy Hollywood discovers August Taylor, a busty new maid in his house. Buddy tries every way possible to get a closer look at her gorgeous bosom, so he purposely messes…

When burnout slacker Rina Ellis greens out during a 90s movie marathon, she has some seriously fucked up dreams. Santanico Pandemonium has taken over an alternative 90s dystopia and It’s…

When Ember Snow shows up late for Abella Danger’s holistic yoga class, she finds herself particularly unprepared for the intensity of Abella’s hands-on methods. However, Ember is a willing and…

Winter is cumming, and Digital Playground’s contract star Eva Lovia, patiently awaits for her powerful King. He arrives to the castle with his knight, and is asked to be alone…

How could someone possibly choose between the stunning Kristina Rose and the voluptuous Tru Kait when both are equally deserving sex goddesses. Sadly, this is Small Hands’ predicament. The man…

Only 2 more Things to do for Ashli to become a sister in her favorite sorority. First, being spanked by a paddle by her 2 older sisters. Second, being fucked…

Jay Romero is preparing food while his stepsister Theodora Day stares at her phone giggling. Jay asks what’s so funny and Theodora asks if Jay has ever taken dick pics….

Dr. Brick Danger teaches a study group at ZZ Academy, and when Summer Brielle comes in from spring break wearing a skimpy mini-skirt and causing all of the other schoolgirls…

Mary Jean has to work late at the office and is about to leave for the day when the janitor has thrown out all of her hard work! Ms. Jean…

Kylie has dragged her boyfriend to the opening of his mid-life crisis art documentary. Alex thinks of other ways he can pass the time, like having Kylie suck him off…

Kelly Diamond has been bouncing around from job to job for a while, never able to find something that holds her attention. So when a waitress at the local diner…

With six lovely ladies competing for the same title, it’s a tight race to the finish and Digital Playground contract stars, Jana Cova and Lacie Heart, are off to a…

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….