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…
Danny can’t focus on his work around his sexy co-worker, but she shuts him down, leaving him antsy and unsatisfied. Luckily, the gorgeous Alessandra is right outside, washing the windows,…
Shot entirely on HD, “Control” is harder, faster and edgier than anything Robby has directed before. Delivered on 2 Discs, with 8 full scenes and tons of tease, Volume 2…
News Anchor Johnny can’t get enough of Weather Girl Victoria’s gorgeous ass– he loves it almost as much as she does! As a prank, he puts porn on the green…
Jana Cova is “Porcelain.” This intimate and artful production shines new light on Digital Playground’s exclusive contract super star, Jana Cova. In this glamorous and smart vignette, director Celeste effortlessly…
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….
Scott Nails and his friend are looking up urban legends at home when they come across the legend of Slutty Mary. They try to summon her in the bathroom mirror…
A viral outbreak has wiped out most of humanity, leaving Nicolette Shea to roam the country on foot and fend for herself. She breaks into a house and is delighted…
Brunette babe Emily Willis has been obsessed with video games for a while now, and her boyfriend, Justin Hunt, is feeling a little neglected. Coming downstairs to see Emily once…
It’s been a while since he visited his parents, and after some pressure from the wife, they set out for their journey to the Fucker’s! This isn’t your ordinary family…
Jack’s at it again! But this time, he’s focusing in on hot babes with BIG, FUN ASSED… It’s more cushion for the pushin’…. Forget professional… this volume is all about…
“Hard Candy” is Robby D’s tribute to gorgeous, young girls and their insatiable and deliciously naughty sex drive. From playgrounds and bubble gum to punk rock and high heels, Robby…
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…
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…
Teagan Erotique is an erotic feast starring Digital Playground’s Teagan Presley with Jesse Jane and Jamie Lynn, Sativa Rose, Nautica Thorn, Jayna Oso, Sandra Shine and Keri Sable. Directed by…
The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 4 rocks the house with Scott Nails & Jasmine Byrne in a Viagra…
When Jackson breaks up with his significantly younger girlfriend Kennedy, she’s furious – what could this older woman possibly have that she doesn’t?! After looking into Laura on social media,…
Chad White tries to unwind before a deep tissue massage, meditating to set a positive intention. As he relaxes, Kitty Carrera creates an atmosphere of calm, lighting several sticks of…
When sexy spinner Kennedy Kressler’s boyfriend cancels their plans to cruise on her father’s boat, innocent bystander Alex Legend receives the ride of his life! Seeking revenge for her boyfriend’s…
After a harrowing altercation between her stepfather and stepbrother, Lily leaves home on a search to find her true self. Five years later and missing her mother, Lily decides to…
On a dark and spooky night, three unsuspecting dudes find themselves the unfortunate victims of a mysterious serial pantser. After having their genitalia embarassingly exposed by the glare of the…
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…
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…
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….
Shot entirely on HD, “Control” is harder, faster and edgier than anything Robby has directed before. Delivered on 2 Discs, with 8 full scenes and tons of tease, Volume 2…
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…
Jana Cova is “Porcelain.” This intimate and artful production shines new light on Digital Playground’s exclusive contract super star, Jana Cova. In this glamorous and smart vignette, director Celeste effortlessly…
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…
Villainous femme fetale Rharri Rhound is in big trouble, and under interrogation from Detective Oliver Flynn. Faced with a folder of evidence showing her rubbing her pink pussy and exposing…
Georgie Lyall, up-and-coming theater director, is nominated for an award for her latest production, and hires a personal tailor to assist her in finding the best dress for the soiree….
The big game is coming up, but if coach Keiran Lee wants his team to achieve victory, he’s going to have to get his star players, August Taylor and Cali…
After a harrowing altercation between her stepfather and stepbrother, Lily leaves home on a search to find her true self. Five years later and missing her mother, Lily decides to…
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….
Posh Kitten plays tribute to the days of pin-ups and high-heeled honeys. The A-list cast pours sexuality across the screen with smoldering glances and steamy seductions resulting in mind blowing,…
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…