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….
Skylar Snow is a sexy cop in high speed pursuit of a suspect who has evaded capture. She finally catches the offender and wrestles her down, but her titties get…
Xander and his friend are bored and decide to check out a porno theatre. Imagine their excitement when a mysterious woman walks in, sits in the front row, and starts…
Nina Diaz likes to play croquet, but she prefers to play with her tits and pussy between strokes. Peeping Jimmy Michaels sneakily turns the sprinklers on, getting Nina’s top all…
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 Jack finds pleasure deep…
Principal Blade talks to Krystal about her unacceptable antics in a few of her classes. She is being accused of using her cell phone during lectures and even smoking in…
This horny Asian chick needs a shower and she’s thrilled when her boyfriend follows her inside. He lathers up his hands and cleans her pussy out with soap and 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…
Check out your new favorite starlet Keira Kelly as she enjoys an intimate afternoon session in the chalet. This gorgeous ginger starlet is all alone, and she just wants to…
Kendra feels guilty about cheating on her fiance with her personal trainer, but the workout was so good she comes back for more. With Keiran gone for the day she’s…
Jay Smooth has a fantasy that he’s never shared with his girlfriend, Paige Owens. Until now, that is! He’s been dreaming of Paige putting handcuffs on his wrists so she…
Evelyn Claire knows that self-love is the best love, so she takes it very seriously. For example, when she masturbates, she doesn’t just crawl into bed in her pajamas and…
Pink dildos are little Kelly Anne’s favorite toys to play with, but everything changes when she tries out this massive vibrating wand that gives her the biggest orgasm of her…
When Kazuya first got engaged to Yui, the lunchtime news anchor at their TV studio, he could never make her cum, but now that he’s learned that making her his…
Nick Ross and Stacy Cruz are stepsiblings whose family is hosting a cousin for study abroad. The cousin has noticed that there’s something going on between Nick and Stacy. Stacy,…
Joushima was so upset when he found out the girl he had a crush on, Reika Shichijou, dropped out of school to become a cum dumpster, he didn’t even fuck…
World famous diva, Nicolette, needs a new pianist to accompany her and Jade has arrived to audition. Nicolette’s been in this business for a long time and she doesn’t have…
Kiana Kumani is a Russian princess who loves to fuck. For her scene she requested her first ever threesome and although she was excited she was a bit nervous. The…
Kianna Dior looks so hot lying there with her cooch exposed, that Sunny can’t stop himself from taking a few selfies with that fine Asian ass. It’s not until he…
The Erotique series captures the fantasies of its title star, in this case, Jana Cova. The blonde babe from the Czech Re-public and her best girl friends, Digital Playground contract…
Called in to investigate the whereabouts of Yura, the blind woman he’d fallen in love with seven years earlier, Takashiro Shugo is surprised when even her own father tells him…
It’s been a long day for these Asian girls, but their still horny, and so are their boyfriends. They decide to have a big orgy together where every man gets…
Jillian is a cheerleader who has a huge crush on her landscaper–and his big cock! She teases him with her cheerleading routine, stretching out her ass cheeks and showcasing her…
The rumors say that magician Waldo Crowley is a man without country or allegiance, a practitioner of the black arts who will take any request for the right price. Ruthless…