Gwen Stark wants to get her boyfriend Small Hands a job at her stepmom Darla Crane’s prestigious law firm. The only problem is that he has no experience and even…
Natasha Nice and her stepdaughter, Hazel Moore, are with Vanessa Sky, a therapist they have recently been going to. As they settle in, it’s clear right from the start that…
Deeper 5 is a playfully sexual tribute to Digital Playground’s perfect, all natural Goddess, Jana Cova. She captivates the screen in a multitude of scenes including kinky anal play with…
Isabella Nice is a hot teen spinner failing her homeschooling exams, but instead of studying she follows the example of her busty MILF Step-Mom Syren de Mer, who thinks she…
Madison Ivy and Manuel Ferrara have their chauffeur take them for a late night drive while Madison searches for a young sexy woman whom they can share a passionate sexual…
As much as Julian Ann might have had a problem with her secretary flirting with the CEO Mr. Jones, she should really have known better than to start a war…
Jordi has the hots for his sexy neighbor Gia Dimarco. He excitedly watches her play with herself through the window until she catches on. Gia storms outside to give Jordi…
At a nightclub, Demi Lopez has just scored a guy’s number. Demi can’t wait until after the club, she wants his cock now! She goes to the bathroom and takes…
Tara and her stepson Danny didn’t realize they’d have to share a motel room on their road trip. With only one bed and a whole lot of sexual tension, it’s…
This Japanese teen wants to be in her first filmed sex. On the way to the beach, this cute redheaded J-girl takes off her panties to show off her hairy…
Shrooms Q was walking on the sidewalk minding her own business when this white van pulled up and the goofy dudes asked her if she could recommend some Italian restaurants…
Out for a jog, Keiran comes across a flyer for Nina’s boot camp. He decides to check it out and quickly realizes he’s taken on more than he can handle….
Kagney was rolling the dice when she tried to fuck her man without waking up her college roommate. As Jessy licked her clit, she couldn’t help from moaning super loud,…
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…
Maggie (Romi Rain) and Roger (Danny Mountain) are a sex-crazed married couple… but there is more to their marriage than what meets the eye. After a fulfilling day of separate…
Kawaii Boku, the sweet little Asian brunette, invites her boyfriend up to play with her at her parents’ house. He plays with her cunt hard and then she sucks his…
Joslyn has no problem convincing her husband that he can be just a little late for work today. It helps that she’s invited him for a little morning quickie in…
When Sean moves into his new neighborhood, it doesn’t take long for him to be welcomed by the sexy neighborhood slut Eva. She brings a whole new meaning to the…
Enjoy Digital Playground contract star Jesse Jane® in this wonderful and sexy horror spoof. Set in another era, 6 erotic stories unfold in an eerie mansion. It’s delightfully wicked and…
Banging the Roller Bae Mikey Star almost wipes out rollerblading by the beach, but luckily James Angel spots her in time to catch her! They recognize each other from the…
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….
Isabelle Deltore is the last person Keiran Lee wants to be on bad terms with; she literally just fired her brother-in-law as she undresses for a massage! This busty, Australian…
