Shot entirely on HD, Jack’s Teen America 21 features Digital Playground’s lovely contract star, Lacie Heart in a slam-min’ romp with Scott Nails, Poppy Morgan & Renae Cruz in decadent…
An obsessive college student is hired by her ex-lover’s oblivious wife to babysit. Once he catches the new babysitter snooping around in the home, he and his wife have no…
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….
Jamie and Kylee wanted to have some fun. They decided to find things to stick in their mouths but nothing was satisfying enough for them… That’s when Jamie’s brother’s friend,…
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….
Brave and busty Chloe Amour has run away from home and is now hitching her way across America. Unable to get a ride, she unsheathes her massive knockers and flags…
Depressed and tired, Elisa (Desiree Dulce) has found herself unable to even muster up the energy to have sex with her husband (Xander Corvus). When Elisa’s co-worker (Scott Nails) introduces…
In this self-shot sex documentary series from some of the biggest names in the business, Digital Playground gets up close and personal, offering you a behind-the-scenes look at what it’s…
Since busty wife Mitsuko has been living on her in-laws’ country estate, she’s been cheating with two other men…and her husband is more neglectful of her than ever! Mitsuko tries…
Explicit Kait spent the night at her friend’s, but when her friend goes out the next morning, Explicit Kait fakes being sick so she can stay in. The truth is…
After receiving an oily massage, the all-natural big breasted babe discovers a hidden camera! She decides to films herself masturbate, but gets caught by the masseuse and they end up…
When LaSirena69 is your bridesmaid, you should know to lock up your groom. With her big natural tits and perfectly round and deadly ass, she’s heaps of trouble. Jenna Foxx…
Regan Foxx is one hot mama who is celebrating her birthday on camera! She flashes her giant titties and luscious pussy in the hotel valet zone. She can’t resist sucking…
Two hot mommies are enjoying an afternoon in the park when their fun is suddenly brought to a halt. Pervy hobo Keiran is having the time of his life spying…
Samantha Rone has been very good this year, and there’s only one thing she’s asking Saint Nick for: a big cock of her very own to please her tight teen…
After another long night of partying during Spring Break, all she wants to do is sleep the day away! Her partying roomies, however, just wanna get their rocks off, but…
Sabrina looks great on her knees with a dick in her mouth and a bright light on her face. Like a raccoon caught going through the trash outside a fancy…
“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…
Horny and ready to use her new vibrator Renee Rose had just arrived at her friend’s house, but no one was home, so she went to the bathroom and started…
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…
This Flight Attendant Fucks: Part 2 After fucking her way through airport security, Angela White steadies herself to greet boarding passengers. However, she forgets to clean some of the cum…
Tanaka’s in love with his friend Ikuko, but she’s head over heels for sexy MILF Dr. Shibata. When this love triangle comes to the attention of magical Lady Kaguya, she…
