Kleio Valentien is the C.E.O. of her own company. Lately, she’s seen a dip in productivity at the workplace and does her best to please her employees to the best…

Lily Starfire is chillin poolside waiting on a friend to hang out. Since she’s finished with all her school work it’s time to relax. She realizes that shes all out…

The beautiful Sheila Ortega is on her honeymoon with Jordi and they’re over the moon. When Sheila disappears to change out of her dress into sexy lingerie, Jordi is jumped…

Petite Maddy May is having a bit of car trouble, and she knows just the place to get herself fixed up. She pulls up to the helpful Alexis Fawx’s place…

New step-siblings Lacy Lennon and Quinton James are so excited about their secret sexual relationship they wrote a song to sing about it! With a pair of parents as clueless…

Morgan Bailey is enjoying a break while they’re down for a nap, until dad comes out and starts rubbing her shoulders. This tranny babysitter knows what he wants, and she’s…

Serena Hill is at her friend’s house waiting for her friend to get home and boy is she is starving. She grabs some food that is clearly labeled “James” (her…

Van Wylde has stepped into Rachael Cavalli’s boudoir and is waiting for her to put on a show for him. She steps out in a sexy little ensemble, but quickly…

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…