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…
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…
Everyone loves a great cosplay scene, and Digital Playground is no different! Six girls, four scenes, and all of the colorful costumes and wigs that you could ask for. Indulge…
Our male patient never goes to the dentist, he hates it! But when he’s in the chair of the smoking hot Dental Hygienist, he lets her do just about anything…
Sex Ed Jake came to pick up Veronica for a movie and her step mom, India Summer, answered the door. Mrs. Summer invited him inside and she liked what she…
After MILF Ayane Kido becomes a true nympho, she needs some special treatment for her condition, so she moves into the hospital where horny orderlies can fuck her mouth and…
Evelin Stone’s new stepmom Tucker Stevens is moving in, and the nosy teen can’t help taking a look in Tucker’s box. What she finds surprises her: a boatload of bondage…
Asian girls like Geki are always down for more dicks to slide in. Feeling all of their hands explore her body turns her on immensely, and tasting all three of…
When Carla’s friend signed her up for a blowjob class as a joke, it was all fun and games. But then Carla’s boyfriend dozed off while she was sucking him…
Harley Jade loves her job. While her ward is napping she’s lounging by the pool when her boss comes home. Harley wasn’t expecting him but she’s happy to see him…
Prescription pill pusher Reagan Foxx is one of the horniest and naughtiest nurses you’ll ever have the pleasure of meeting. But when Ms. Foxx is caught selling pills for sex…
Chris Lockwood can’t get his pants to zip. His stepsister, Scarlett Alexis, comes in to tell him they’re going to be late and winds up crouched before him to help….
Ningyou is a beautiful little Asian girl with a red lace bra. These two horny men twist her nipples to her delight before feeding her their hard cocks. Just when…
I wanted to spend a chill summer break at home, but my stepbrother Axel wouldn’t stop teasing me. He is such an asshole, and our dad won’t do anything about…
Charles is hustling in the airport lobby trying to drum up some massage business. When he sees Alix walk by, he offers her the special airline employee discount to reel…
Morgan Ray has some special requests for her contractor Danny, who her husband has working on their house. She specifically made it clear to her husband to relay the message…
Jade Nile, the innocent flower has been lusting over the thought of experiencing a real man. She has been dreaming of the day she’ll experience her first cock and finally,…
Suffering and scent of death. The prison where the crazy headmaster became a god. This place does not allow any hope, just pain and damnation. The sadistic beast of 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….
