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…
Ladies and gentlemen… You’ve asked for it. You’ve begged for it. We heard you loud and clear and we’re starting off 2021 with a bang! One of the G.O.A.T. Kelsi…
Hidden away on a quiet street in a chic part of the city is an exclusive salon catering only to the sexiest women in the world. Stunning beauties from the…
Priscilla is sick and tired of fucking her husband Joe because he has a small penis. So to save there marriage, Joe phones his friend Brett and has him come…
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…
When Donna’s man got home, she was hiding out in the bedroom, waiting to spring a sexy surprise. Donna hopped out of a wooden chest wearing her most cleavage-revealing top,…
Sleek Nikubenki stops by the visitors’ check-in at the topsecret Tokyo prison, and provides a special service to the attending guard. Coaxing him to the hard prison floor and peeling…
Sexy blonde Angelique Lapiedra seductively removes her lacy red thong and touches her horny pussy. Aroused, dark-haired stud Nick Moreno approaches the Spanish beauty and tongues her lips and clit…
Lana Mars talks big game when it comes to table tennis, but her friend Damn proposes a deal to make things a little interesting – strip ping pong! Down to…
Cummy Feet & Pussy Sweet Sinatra Monroe is hanging out in the park when a horny jogger, Scott Nails, happens by. He gets and eyeful of Sinatra’s tits and trips,…
Sexy MILF Brandi Love decides she and her daughter are in need of a massage. After the masseur tries to pull a move on Brandi’s daughter, the stressed out college…
No one gets down quite like Kelsi Monroe! After spending some time twerking, shaking and bouncing her big, bountiful booty, Kelsi gets it all oiled up and ready for a…
This sexy Asian chick hops in the shower and lets her man lather her up. He’s obsessed with her hairy pussy and gets to work washing it clean. He gently…
We can all appreciate owning a sweet new ride that comes with extra trunk space, but we’re not all as fortunate as Jordan Ash, whose trunk fits two hot big…
Dr. August Taylor is a very thorough practitioner of family medicine, so when she hears that her longtime patient has a new boyfriend (Van Wylde), she calls him in to…
Sophia Leone just finished her work out when she notices a very handsome man parked next to her. She leaves him a little note with her address and this stranger…
Naked Aces 5 is the debut film for Digital Playground’s brand new, ultra-hot contract girl, Riley Steele, and she shows the world her pure star power in a passionate, almost…
Prom night may have gotten off to a rough start for prom-queen-hopeful Avi, what with her bestie being late and screwing up her perfect arrival at prom, but things definitely…
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….
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…
