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….
Lena Paul is a smoking hot actress from Kentucky that has been in the industry for almost 4 years! This babe has the most luscious natural titties and she loves…
With someone as sexy as Nella Jones working as his housekeeper, it’s amazing that Keiran Lee can get any work done from home on a hot Sunday afternoon. The fact…
Jon Dough is at it again, breaking in another young snatch by busting it open from underneath. With Lexi in his lap he helps her open her legs wide enough…
Having younger step siblings can be pretty annoying. They are always buzzing around and trying to tag along for events and parties. So of course Melody Marks begs her older…
Penny Pax tries on her friend’s bikinis searching for the perfect fit for her big natural tits. When her friend’s boyfriend Jessy Jones walks in on her, Penny enlists his…
Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Teagan Presley. She takes a big cock in the butt and we…
When a young hacker wins the trip of a lifetime to a secret facility owned by one of the world’s tech geniuses, he learns important lessons about his own humanity.
Italian beauty Valentina Nappi oils herself up over and under her bangin’ full bodysuit, spread out on a massage table, ready for Kyle Mason’s warm hands and hard cock to…
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…
Shougo’s life turned upside-down when he found out school beauty Ayane-sempai was his fiancee, but it turns out she’s not the only one! First, his horny maid Yoko announces that…
Gorgeous blonde Una Fairy has such a high sex drive and when she walks in on her boyfriend, she makes it crystal clear that she wants some fun. Lorenzo gives…
It’s Peta Jensen’s first day working as a maid for Monique Alexander and her family, and she has no idea what they have in store for her. First Monique’s stepson…
The sexy Cherie DeVille and Jenna Foxx have gone without sex for too long and something’s gotta give! The girls catch up with each other via video chat and their…
In a major plot twist, it is revealed that Chancellor Nye (Papi Kocic) has been faking his death all along, and the entire murder mystery was orchestrated by none other…
The absolute dream team of Madison Ivy and Jessa Rhodes are about to make your cream dreams a reality! Draped in lacy lingerie, the dynamic duo put on a show…
Refusing to get a job, Jaye continues to do chores around the house in exchange for her allowance. Jaye dreams of making enough money to one day buy a car…
I needed a maid to come over and clean. The agency brought the hottest chick with the most banging body. Pretty face, nice tits and a huge ass! She comes…
New model Alyssia can’t believe she’s landed her dream photoshoot with star photographer Dean, the man whose acclaimed photos have launched dozens of girls to overnight superstardom. The Romanian beauty…
Blacklisted by the local photographers, aspiring model Angel searches online for her next photo session fix. Responding to Danny’s ad, Angel rushes over to his house to live out her…
Dark-haired Marley Brinx is in trouble again and this time she’s really done it, she even has to wear an ankle monitor until her trail! Her lawyer, Quinton James, is…
Tyler Nixon has never gotten along with his step sister Dee Dee Lynn, and it’s driving their parents crazy. So when family friend Lezley Zen sees them bickering, she decides…
Kenzie Reeves has the hots for her new tutor, Alex Legend, and she has decided to tell him. But he denies her! Embarrassed, she gets up to leave and accidently…
