Megan was TRYING to discreetly cheat on her husband…when her husband comes home early from Vegas! With her ass hanging out the doggy door, Megan tries to suck off her…
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…
Poor Vanessa. She never could keep her mouth shut. If she hadn’t written down all her friends’ dirty, slutty secrets – maybe, she’d still be alive! But Vanessa’s friends are…
Aria is a model for famous fashion designer Keiran Lee. She’s doing her best at the photo shoot but Keiran has other ideas on how to improve her skills!
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…
Michael is single, has a shitty job, and an even shittier apartment; he would do ANYTHING to have a better life. One night, he meets a mysterious and gorgeous woman…
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…
“Jesse Jane: All-American Girl” tells the fun and provocative story of a popular girl, coming of age in prep school. She playfully embraces her sexuality in a delicious tale of…
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….
Tali Dova is cleaning herself in the shower when Charles Dera shows up ready to get dirty! The mustachioed stud fucks the brunette spinner’s mouth hard and fast, and gives…
There are few things as physically challenging as training for a marathon, but with coach Robby Echo helping her along, Maya Bijou is ready to give it her best shot!…
The Ancient Greeks were known as one of the most celebrated empires in the world history, and they were also some of the most debaucherous people around! This golden couple…
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…
Juggling two girlfriends is already difficult, and it’s even harder when Sean accidentally invites both Cali and Lily over at the same time for a booty call! So why not…
“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 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….
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…
“Jesse Jane: All-American Girl” tells the fun and provocative story of a popular girl, coming of age in prep school. She playfully embraces her sexuality in a delicious tale of…
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….
Needing a few extra dollars to make it through the month, Misha Mynx starts a cleaning service. Hired by Kyle Mason to clean his stunning abode, she’s immediately impressed with…
While Tyler Nixon is happy to finally move away from the big city for a quieter way of life, Chloe Cherry doesn’t see the appeal of a simpler lifestyle. As…
When a friend invites her to a VIP afterparty, Gia Vendetti can’t wait to rub elbows with the rich and the famous…but there’s one problem: she’s not on the list,…
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….
Charlotte is not your average college student— she’s rich, she’s popular, and she’s the hottest virgin in town! After her best friend Deeana loses her virginity though, Charlotte can’t stop…
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…
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…
Abella Danger loves to get fucked in her tight, little asshole, and Markus Dupree’s got just the tool for the job! This all-anal scene features one of porn’s hottest anal…
Things have been rocky between brunette babe Alex Blake and her partner, Brad, so he books a couples massage to heal the rift as best he can. Despite his best…
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…
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….
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….
