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 casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In volume 3, Digital Playground’s contract…
Kazuya can’t stop wondering whether his mom’s more and more frequent overnight trips are really for her new job like she says, or if they might be connected to the…
This week we present a nice curvy French babe know to us as Nathilda. She’s been making strangers cum for just two months. So she’s really new, a clean slate…
Yenifer Chacon comes home to her stepson Brady doing homework. She notices him doodling her with huge tits and gets curious. Brady drops his pen to take a good look…
Stepsiblings Maria Kazi and Kai Jaxon are dying Easter eggs. Maria takes a moment to get a lollipop and sucks on it as sexually as possible while eying Kai. She…
Jack’s back, and he’s on the prowl for some new slutty girls ready to get raunchy on camera. Join the adventure as he devours and conquers each one of their…
The dad that babysitter Paris works for is a real tool. But that just makes her want him even more. After getting everyone settled into bed for the night, this…
When Cherie goes to pick up her friend for brunch, her bestie winds up keeping her waiting – with her son Tyler home from college for the weekend, her schedule’s…
Julia loves all the attention her hairy bush gets her. As a result, not a night goes by that Julia doesn’t get a different cock inside her. Today she gets…
It’s April Fools and Oliver Flynn is out to prank his stepmom, Addie Andrews. After starting small with a few innocent pranks, Oliver goes for the big one; a full-on…
Red-haired Cali girl Diabeticoochie knows just what she wants when she knocks on the door and pulls out her big, pierced tits for admission to the Cum Fiesta. This hottie…
This hippichick knows what time it is. Soon as the black dick buffet begins she is down to service every hard cock she sees. Gotta love a little slut like…
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…
Musician Luke is composing his next song when beautiful blonde Cecilia arrives for her first piano lesson. Luke seats her on the bench with the proper posture: back straight, chest…
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,…
Britney Amber enjoys a good toe lick just as much as the next MILF. But she also enjoys pegging her boyfriends ass with her massive strap on! Britney takes a…
After a long, hard day at work, Charlie wants to come home to a nice meal and his beautiful girlfriend Alexis Crystal. Lucky for Charlie, blonde Alexis is feeling extra…
Aria Lee has a brand new phone! And she’s personalizing it with some photos of her perky little tits. But in the middle of her selfie session, boring Keiran Lee…
