Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…
PlayboyPlus – Barbie Ross Courtside View Pull up a seat courtside and watch Barbie Ross do her thing in this new gallery and video from the photographer, Cassandra Keyes. On…
After flunking out of school, Violet Myers has taken on a job as a masseuse in one of “those” massage parlors. One fateful afternoon, Violet’s old teacher, Diamond Foxxx, comes…
Whitney Wright lands a job interview at a recruiting firm and shows up in a sexy outfit that would seduce any hiring manager! What she doesn’t know is that the…
Giving dads the chance to fuck pornstars is our goal and that’s exactly what we did. Logan ended up choosing Nika Venom. Nika has a killer body, huge tits and…
Melissa is a fashion model who’s booked for an early shoot with famous photographer Jessy Jones. She doesn’t want to disappoint the pro, but soon learns that she must stand…
Laney Grey had problems focusing at college as she wasn’t getting enough sex. So she asked Brad Newman to help her focus by fucking her. It took her at least…
Shayla Hart kept complaining that the studio was too cold so Bakey took her outside and fucked her right on the ground in the vacant lot next to our building….
Braylin Bailey is a fresh new face on the scene and she’s got a bubbly personality and even bubblier booty to match! She gets some special gifts when her date…
Today in the always exciting Soapy Soccer League, we’ve got a match for the ages: the busty babes of the UK against buxom beauties Anissa Kate and Franceska Jaimes, representing…
It’s a rare thing, indeed, to have a sexual partner who’s open to play with any toy a woman wants to bring into the bedroom. Olivia Wilder has a whole…
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…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Robby finds pleasure deep…
Aubree Valentine, with her perky all-natural tits and perfectly round booty, is a sneaky one. And on this particularly hot day, she just wants to get wet. So, she sneaks…
When Karlie Montana orgasms at the hands of her girlfriend Lena Nicole, she sees fireworks go off in her eyes. After celebrating Independence Day in style, Karlie and Lena raced…
Kerry Louise is a busty EMT whose big tits have been getting her into trouble for her entire career. So when Dean Van Damme zips his big dick into his…
A romanian girl, Arlenne Duval has an audition with Pierre Woodman. She will answer general questions about her life and sexual fantasies and experience. Then Arlenne Duval will undress to…
Ms London’s sheer top might be covering her big tits, but it certainly isn’t hiding them! Wearing her black thong and thigh-high stockings while showing off her big booty and…
Digital Playground brings you the hottest porn stars in the industry. Go behind-the-scenes and meet some of the sexiest girls in the biz as they answer intimate personal questions and…
Young and horny freshman, Mindy, and the Professor have already had their naughty affair but this time he’s requested her to spy on their rival university, and discover their secret…
Instructor Duncan Saint must teach his boss’ teen Alina Belle how to drive, but driving isn’t the lesson the curvaceous babe is interested in. Will her dick-riding skills prove better…
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…
