Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America.” Put it in and cast your vote! Jack’s at it…
Payton Preslee’s massive tits don’t need an introduction, and neither do her pierced nipples and clit ring. She likes to play dress up too, so here this super sexy cowgirl…
Abella and Ricky have always been in love but it hasn’t been easy. Sexy Abella has recently become engaged to another man in order to please her parents –but Ricky…
Emma’s is fast asleep when her annoying step-brother waltzes into her room! He watches her sleep for a while and she wakes up totally freaked out! Pretty soon, he decides…
Tommy gets home from work and finds a note from his loving wife Phoenix: She’s left him a little gift on their bed upstairs. Tommy wonders what kind of surprise…
LaSirena keeps her ass big, juicy and fuckable by putting it to work on the regular, and what better way to stay in shape than shake up your routine? Today…
Mrs. Love has had just about enough of Small Hands’ antics. He’s been terrorizing the neighborhood and bullying her son, so Sheridan figures a bit of an intervention is in…
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….
Michele James is in town and staying at the house of her best friend and her husband, Seth Gamble. There’s some sexual chemistry evident as Seth accidentally walks in on…
After Anya and Gina discuss their boring sex lives, they decide that what they both need is to swap boyfriends, and film it to see how each other’s guys actually…
Nicolette Shea’s husband is always either at work or heading to work, but the one thing he’s never doing anymore is fucking her tight pussy. But when she accidentally sexts…
Masseuse Jane is making the perfect relaxing setting for the couple’s massage Sean Lawless and his wife booked for their anniversary, complete with candlelight, a soothing water fountain, and relaxing…
Digital Playground presents DP Star: Season 2, hosted by last year’s DP Star winner and contract girl, Eva Lovia and judged by industry legend Nikki Benz, renowned producer/photographer Holly Randall…
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…
Blonde model Aspen Celeste isn’t just smoking hot, she’s also hot while she’s smoking! Aspen gets naked by the pool and she puffs on her vape, then wraps her lips…
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…
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…
Thihiro Takizawa has a crush on a guy, but she is too inexperienced to do much about it. When he shows up in the locker room making sexual advances, Thihiro…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…
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….
When Keiran loses his job, his friend Sensi helps him find a new career… getting paid to pleasure women. When they’re sent to Paris, Keiran becomes intertwined with a criminal…
Scott Nails’ wife has just finished putting the finishing touches on a birthday present for her nephew. It’s one of those famous All Dolled Up action figures most college kids…
These horny broads, Tiny Kay and Hope Howell get home and immediately start hooking up. During their lesbian session on the couch, they discover they have a voyeur in their…
After Eva Lovia’s girlfriend Abigail Mac left her just so she could get some dick, Eva thought they were through for good. But when Abigail came crawling back, she let…
Danny D continues his epic study of human mating habits in his ongoing series, National Pornographic. The same way he’s turned his lens on hot Milfs, Danny went out into…
This lucky stud takes being a wide receiver to a whole new meaning! After every game, he gets the chance to catch some sexier action with Jesse Flores, Yasmine Lee…
