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….
“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…
At this years office christmas party, Jack’s boss Brittany Andrews took him into her office to exchange gifts. Jack was pretty dissapointed, however, because he didn’t have anything to give…
Akiho Nishimura is used to being in front of a camera, and poses with a practiced lusty look in her black lingerie and chains. But when asked to touch herself-…
Ricky Spanish may be an adult, but his mom doesn’t trust him home alone. The last time he was home alone, Ricky masturbated in the living room and the neighbors…
Missy Martinez is a hot Latina MILF who’s only got one man on her mind: Mark Wood. She dresses up for him in black lace lingerie, corsets that whittle her…
Amilia Onyx wakes up so horny she can’t help playing with herself. She walks into the kitchen wearing nothing but a lacy teddy and flirts with her roomate’s boyfriend Alex…
Daizy Cooper fronts as a goody-goody daughter who could do no wrong, however she’s anything but… When her dad brings home his employee, Michael Vegas, Daizy sees an opportunity to…
Lucas Frost can’t believe how hot his friend’s busty stepmom, Ryan Conner, is. She’s got curves in all the right places – unfortunately, she’s also off limits. That is until…
Megan Blue is the girl-next-door that you always suspected would be a good lay, but she was too cool to ask. Well, here’s your chance to find out that, not…
Aidra Fox, with her perfect natural tits and round ass, loves to tease in her skin-tight white top and jeggings. And when you add a generous amount of oil into…
Groovy Tiffany Tatum gives us major disco fever as she skates around in her glistening get-up under psychedelic low-lights. Blonde babe Tiffany blows more than a few bubbles after Danny…
Avery Moon has been stalking jewel dealer Van Wylde’s house for a while, and she’s determined the right night to break in. She seizes various jewels as Van Wylde sleeps…
Nestled on the remote outskirts of Prague, hidden among forests and circled by rivers, lies Czech millionaire Kristof Cale’s breathtaking mansion. This mysterious businessman rarely invites women over, preferring to…
Chessie Kay is a renowned theater starlet who’s relaxing backstage after an intense performance. For Chessie, the best way to unwind after the pressure and scrutiny of being under the…
The sexy LuxuryGirl is trying to get some exercising done at home, but her bored and annoying boyfriend won’t leave her alone. He sneaks up behind her with a water…
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…
Arya Faye got into porn because she wanted to explore her sexual creativity in the bedroom! She has sucked more than three dicks in one day and she loves to…
Nickey Huntsman and Lucas Frost are a kinky young couple with a competitive streak, and they both hate losing. After an intense masturbation race that Nickey wins by squirting on…
