Vanessa Sky is an anal whore who loves buttsex! She has a slew of different buttplugs that are waiting to plug and stretch her asshole! She slides it in and…
Brad Knight is waiting until marriage to fuck his wife-to-be. But when his in-laws invite their dear friend, the always down to fuck cougar Ashley Fires, over she smells fresh…
Aubrey’s looking to make a career change, so her husband brings her in to give her a taste of office life. He asks employee Keiran to show her the ropes,…
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…
The Angel of Death. A Shapeshifter. Innocent honeymooners. A receptionist with a twisted sense of humor. These are just some of the shady characters Detective Holly encounters at the Hotel…
This girl loves to swallow huge loads of cum! Brand new blonde starlet Kelly Kroft chokes down her first load of cum then exhales all over her perfect natural tits!
Keisha Grey’s fuck buddy called her over this sunny Saturday morning, she was there in a flash to take his load in her mouth, even though she spent all week…
It was Rebecca Volpetti and Vinny Star’s first New Year’s Eve together. They both wanted to make it extra special, and decided to disclose each other’s resolutions. Once Vinny heard…
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…
Nerdy university student Shoutarou can’t stop thinking about his landlady, Haruka. Not only is she kind and sweet, she’s also beautiful, and has incredibly big tits! A young window, Haruka…
When new intern Tiffany Tatum meets her boss, Jay, she can’t help but be attracted to him. Although shy, Tiffany wants to impress him so much and works hard to…
Dr. Blue has to work on his birthday, and as you might imagine, he’s not exactly thrilled. When his coworkers bring him a birthady cupcake, he blows out the candle…
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…
Mrs. Lauren has TJ in her class because she can’t figure out how he’s graduating. She refuses to believe that he actually studied and worked hard. So when TJ finally…
Tyler is waiting for his friend at his house when his friend’s MILF of a mom, Annie King, gets home and starts chatting with him. She heard a rumor that…