Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…
Harley Jade has a large collection of sex toys, but she thought taking some real cock up her hole might do her some good. After getting approached by a producer…
Krissy Knight gave her friend’s step-dad a huge scare. She forgot to close the front door when she came into his house to wait for her friend, so he thought…
Alana Evans gets this party started quickly. Her throating skills get put to use when the gang shows up and her other two holes are filled. It’s a lot quicker…
Kendra and Keiran aren’t sure Adriana is good enough to date their son. They’ve just met her and she seems like a nice girl, but Kendra senses she might just…
Jessy’s wife was thoughtful enough to book him a nice, relaxing massage after one too many busy weeks at work. Little did she know her high powered husband would wind…
Kinuski has a little surprise in store for her boyfriend, Josh. When he gets home, he discovers a path of roses leading to Kinuski, who waits for him in bed,…
Baby Got Boobs Vol. 20 Ashley is a wild cowgirl working the mechanical bull, but she’d rather take Robby for a ride. There’s nothing quite like getting bucked and fucked….
Hailey Rose is sitting on the bed, wearing only a light blue robe, while playing with a fidget spinner when a man walks in. The two of them chat about…
Day two of Danny and Tyler’s stay in the mysterious desert town that was once home to a psychopath named Lee Walden Griss, and Tyler is nowhere to be found….
In Part 4 of Fleeced, Investigator Emily Willis finally gets the breakthrough she needed! Beautiful Emily is hot on the tail of an infamous, all-women con gang and she won’t…
Busty blonde housewives Jenna Starr and Bridgette B are never going to get along. Jenna is a prudish mom, while Bridgette is a free spirit who loves to sunbathe nude…
Adira Allure and Ember Snow are celebrating their 1-year anniversary as roommates with a movie night. When a scene in the film leads them to ask whether they’ve ever had…
In this self-shot sex documentary series from some of the biggest names in the business, Digital Playground gets up close and personal, offering you a behind-the-scenes look at what it’s…
New Stepdaugther Juliana is anxious to get a breast reduction. Thing is she has to convince her stepdad to let her go through with it. Once she gets a chance…
Kelsi Monroe loves fitness and fucking, so it’s just her luck when an injury in the gym leads into a hot massage followed a dick in her big butt. Anal…
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…
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…
Antontio was asked if he wanted to work with Caitlin or Mira. He just smiled and raised one eyebrow. Fair enough Antonio… you want to slam both of their faces…
Julia Ann has a hot new apprentice working on her staff, whom she’ll make work overtime, just to be alone with him. Finally, she can’t take the temptation, and seduces…
Housekeeper Tiffany Watson had just finished putting a loaf of bread in the oven when she decided to find her boss Stallion for a quick flirt. She couldn’t believe her…
It’s Valentine’s Day, and Elias and Rico are again left without Valentine’s sweethearts. These nerdy dudes are never going to get laid if they don’t start making an active effort…
