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….
This Asian hottie is outside by the pool when she pulls up her short skirt and starts fingering herself. Her man is nearby and enters the picture for her to…
Distraught over discovering that her daughter is a smoker, Blair Williams’ mother sends her boyfriend Brad Knight up to talk to her about quitting. Once they are alone, Brad opportunistically…
Delilah and Jane are training hard for an upcoming beauty pageant. The girls know they’re attractive, but they have some stiff competition, and if they’re going to win, they need…
Sally’s been pretty lonely ever since her husband passed away and she’s been thirsting for some juicy cock! Luckily, Sally’s daughter has brought her new boyfriend over for a visit…
Famous porn producer Manuel Farrara’s latest film is going to be called "100 Big Butt Sluts, 1 Lucky Bastard", but there’s only one problem: they only have 99 ladies! Two…
Aubree got dumped by her boyfriend on the phone for being too clingy. Aubree started crying after her boyfriend hung up on her. Her roommate Slim hears her crying after…
Every day since the stranger moved in to Susumu’s condo complex, life keeps getting wilder! It seems like every woman he meets is throwing herself at Susumu, starting with his…
The highlight of Codi Vore’s day is when her older lover Steve Holmes sneaks past her clueless boyfriend to give her the sexual satisfaction she craves. However, on this particular…
The morning after Abella Danger cheats on her husband with his buddy Scott Nails, they both agree to never let something like that happen again. However, when Charles Dera arrives…
Everybody knows that Abigail Mac is one of the foxiest bitches in the biz. While she may be blessed with a bountiful bosom, perky ass, and tight pussy, her true…
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…
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…
Country girl Linda Lan heard about the Cum Fiesta from a girlfriend, and since she’s always horny, she shows up in her Daisy Dukes with the password. They ask the…
When Scarlit Scandal makes a nuisance of herself in front of her roommate, Bella Rolland, and Bella’s boyfriend, Van Wylde, she’s scolded about all her shortcomings. Having captured Van’s attention…
Shot entirely on HD, Shay: Sexual Freak 3 features Digital Playground’s newest contract star, the lovely Shay Jordan, in a plethora of deviant and mischievous erotic play. Sexual Freak 3…
Jelena just caught her daughter licking Cassidy’s pussy. Cassidy’s mom deals with Jelena’s daughter in another room, leaving Cassidy all alone with her mom’s friend. Jelena doesn’t know how to…
Vivian and the gang are back together after a long semester at college. She’s returned home to celebrate her friend’s 18th birthday and they’ve decided to have a nostalgic sleepover….
