We’ve all dreamed about this one, right? We drive alone at night and spot a young girl in a short skirt in need of assistance. That young girl also happens…
Whenever Vivian Grace has that chance, she comes to the massage parlor to relieve stress and tiredness. She doesn’t like talking or gossiping, so she gets rid of her clothes…
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…
Romi and Aubrey are a happy lesbian couple until Aubrey’s son arrives to offer up some temptation. Romi, a naturally curious person, can’t help but want to experiment when he…
Ricky Johnson lives a pretty boring existence. He flips burgers by day and watches TV at night. He has no idea a one night stand is about to change his…
Christina Shine is the sales manager of a successful business. But when her sales begin to dip, she can’t help but get off on the fact that one of her…
Valentina’s been called into her boss JMac’s office to discuss her behaviour for her yearly performance review — Valentina’s due for a promotion, but she’s been coming onto important clients…
Alice Xo and Mia Grandy are so excited! As they move into their new shared space, a cozy apartment with large windows that allow the sunlight to get in, the…
Streamer Spiraling Spirit plans on trying a new game for her fans today, but her blonde roommate Khloe Kapri has a different game in mind. Khloe distracts the purple-haired gamer…
Hot brunette Jodie Taylor is determined to fit a monstrously large dildo into her tight pussy. After all, she didn’t get dressed up in her finest fishnet stockings and stripper…
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 new POV Playground, YOU will…
Working nine to five can get exhausting, especially when you’re cooped up in a stuffy office. Luckily for Denis Reed, he works with the beautiful Antonia Sainz, who’s always down…
Sweet and sexy Skye Blue is concerned for her brother, who’s recently picked up some bad habits from his hot troublemaker of a girlfriend, Lena Paul. When the ladies meet…
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…
Filthy Moms 5 Alyssa just moved in with her new husband and his son, this sexy MILF loves cleaning naked and her husband loves it too. Her stepson Lucas is…
Nobody who knew Charlene Aspen while she was growing up would ever have expected to see her here with a tree trunk sized black dick stuffed three quarters of the…
Jenna and Olive are a sexy lesbian couple enjoying their weekend together. We catch a glimpse of their private sex life but things are not always as they seem. Sweet…
Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In the second volume, Digital Playground’s…
Blake Morgan is a married housewife with a pair of giant titties that poke out of her skin tight dress. She always goes pantiless so it was easy to give…
When Abella Danger finds a mysterious invitation to join “an elite group of people looking to make dreams come true,” her curiosity is piqued. She arrives at the appointed time…
Graduate student Abella has a problem: she’s supposed to meet with her doctoral advisor Professor Holmes every week, but she just can’t seem to focus when she’s alone with him….
Who could bail last minute on plans with the divinely beautiful Liz Ashley? Since she’s been stood up tonight, she’s just going to have to find a way to amuse…
Brandi revisits her award winning character Jen Hanlon from ‘The Candidate’, when she and Judge Beth Pellegrino (played by Julia Ann) fell in love.The scene is very tender, as Beth…
Kristy Black had a nasty surprise when she pulled her favorite jeans out of the drawer and discovered she couldn’t pull them over the juicy abundance of her big round…
