“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…
Katie is left all alone for the night and is feeling a little bored. So, she decides to take advantage of her free time and starts feeling a bit horny….
Timea Bela is a high powered executive that likes to hang with the guys. While away on business with two colleagues they decide to pass the time with a game…
Casey Calvert is in Las Vegas partying with her friends and being chauffeured around by a professional driver. They go through a car wash and her friends dare her to…
It’s Mother’s day and Ethan’s dad insisted he get Kiki Klout something nice for the special occasion. But Ethan could care less since Kiki is not his mom. But when…
Brandy Aniston’s weakling son is being picked on by Big Bad Bill Baily, the aggressive bully who lives across the street. One day when her boy comes home with a…
Private investigator Jessy Jones has been hired to track down runaway Abigail Mac, who is working the streets as a prostitute. He searches the streets for her and poses as…
Cherie Deville is a talented but demanding ballroom star whose dance partner recently quit due to her notorious diva behavior. She’s been unwillingly paired with Kyle Mason by her exhausted…
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….
Flower Tucci is back on the bigwetbutts scene, right where she belongs!Of course she didn’t dissapoint because she absolutely loves doing anal scenes, a gonzo scene at that where she…
Lost in the desert, Erik Everhard has almost given up all hope for survival when he comes across a tent. Not only is the comfortable tent filled with pillows, it’s…
Charles Dera and his fiancée go to a strip club where they’re entertained by the talented erotic dancer, Marica Hase. Only, Mr. Dera’s the only one being entertained as his…
Bodacious Jessa Rhodes is up working the late night hotline, which has made her craving for attention impossible to ignore. Dressed in pink stockings and beautiful, lacy lingerie – sexy…
Desiree Dulce’s concept for Project Fantasy takes her to the gynecologist’s office, where she meets Dr. Mick Blue for the first time. Desiree lies on the table and spreads her…
Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
Bailey Brooke is a waiter working one of the most posh hotels in the area. She figures she’s going to have an easy day serving kind customers in the sun……
For the first time in Digital Playground history, we will be hosting a nationwide search to find the next DP Star. We were accepting video submissions for the entire month…
Raven Lane is vacationing with her parents and hasn’t had much fun as of yet. She spots a pool cleaner and decides to spice things up and flashes him to…
Deeper 4 is a playfully erotic and sinfully fun tribute to Digital Playground’s delightfully fresh Shay Jordan. She is showcased in a multitude of flesh fantasies and she delivers amazingly…
Azul Hermosa has shown up at Luna Star’s makeshift massage studio for some much needed tension release. Luna takes good care of Azul with an oily nuru massage; rubbing her…
