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…
YaYa did John last summer, but only vaginally. Their chemistry was great and, to be honest, she’s been dreaming about her first BBC anal experience. You’re seeing it here now…
Grind Bar is the type of establishment mothers warn their sons about. Despite its location off the beaten path, the dive bar has been drawing in young men from nearby…
Eden West was hanging out in the garden when Jay Bangher came crawling in spying on her. She caught him though. Yes they had sex before but they were step…
When cute Asian Vina Sky awakens to find that her girlfriend has already left the bed, she decides to get started playing with herself! Sultry Latina Vienna Black comes back…
When Isis invites her ex-husband over for a little make-up sex, he’s thrilled – he can’t believe she’d give him a second chance after catching him fucking his secretary! Little…
Keiran Lee is thrilled to hear his best friend has broken up with his cheating, gold digging wife Janice Griffith, but when he pays his friend a visit he realizes…
This amateur Asian has never experienced a big cock in her entire life! On Digital Playground’s set we make dreams come true, so watch her tight pussy take Danny D’s…
Before they decide to work for Sinful XXX, Ryan and Nicole want to see some of the videos that we made before. While watching it together with Dorian, they get…
Gabriela Lopez got married early and lives on a ranch with her husband. Her husband isn’t good at fixing cars so she called roadside assistance to get a jump. Our…
Jane Wilde is a sexy little cumslut that loves to get her asshole destroyed by cock. This petite babe shakes her perfect package of a booty and shows you exactly…
Danny Mountain is very shy around the ladies. When his mom invites her friend Alexis Fawx over, Danny introduces himself but is in awe of her hot body and huge…
Desiree Dulce is a substitute teacher who just wants an easy day, so she proposes that the class watch an educational movie. Once she has the class focused on the…
Alluring Kayla Paris wants to go out and have a fun night with her friends, and lucky for her, her rich, older benefactor Steve Holmes has no problem with that….
Dr. D is a Freudian psychoanalyst whose latest patient Julia is in desperate need of a cure for her anal-retentive attributes. Having studied the phenomenon extensively, Dr. D knows the…
Cruising with Cash Derek Savage and his buddy are cruising the streets of LA looking for some hotties for another exciting livestream, and they find even more than they bargained…
Power mogul Brooke Peterson (Jessica Drake) is hot, sexy and one very domineering bitch but her husband, Charles (Cheyne Collins) has had enough! After discovering a hidden world of paradise…
For the first time in Digital Playground history, we will be hosting a nationwide search to find the next DP Star. We were accepting video submissions for the entire month…
When Small Hands’ girlfriend drags him into a fortune teller’s shop, she’s hoping to hear that there are wedding bells in their future, however neither she or Small Hands were…
Olivia, a strip club cocktail waitress turned dancer, gets entangled with her married, mob-affiliated boss, Sal, after breaking up with her boyfriend. When Sal’s wife, Gia, spies the two of…
Stunning MILF, Bunny Madison, wants her wet hungry pussy filled with young cock! Get ready for the wildest older younger sex at it’s finest! Pleasing mommy has never been this…
Conor came in for a workout session with the lovely, Abella Danger. Abella was looking super hot in those tiny shorts with her juicy ass hanging out. They started out…
