Jack’s Playground 32, features Digital Playground’s contract babe, Sophia Santi, eager to make it in the music video scene. She shows her distinct talents and raw, exquisite beauty in two…

Today is the day of her big interview, but little does she know, she’s about to have hot sex with this younger Asian dude. After she hears the news, they…

Chubby nerd Satou was used to his boring, unhappy life: bullied by beautiful Nagisa and her boyfriend Akira, looked down on by snobby blonde Himeno, scolded by busty teacher Kaoruko,…

You can get whatever you want at the sex resort, from kinky DP and foursomes with beautiful guests, to lesbian sex that leaves you dripping wet and squirting cum all…

Destiny Dixon just broke up with her boyfriend, and she’s none too pleased about it. When her taxi shows up, it’s obvious that she’s furious at her ex, so taxi…

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….

Gia OhMy is waiting on her boyfriend when she notices her boyfriend’s friend is over. She finds out that they are going to a game and he’s not visiting his…

Tall, leggy beauty Elena has dressed herself up in lacy lingerie to look sweetly sexy for a visit from her secret lover, but when she texts him to come over,…

Jordan has always had a crush on Dr Neesa but never knew how to approached her. He pretended to be a virgin and waiting for the right girl, once she…

Miku Sakuma is busy making calls in the morning when her coworkers come over to get laid. Miku is not really in the mood, so they help her by undressing…

Digital Playground’s luscious Jana Cova plays the head mistress in this kinky, fetish, Hollywood throwback. Director Celeste has created a visual and sexual feast with a super fine cast, legs,…

when Keiran Lee caught the new girl Anya Ivy taking nude selfies in the back room when she was supposed to be working, he gave her a warning. So when…

There must be something real spicy in that book Vinna Reed is reading, because she cannot keep her hands on that book! Instead, she’s touching her beautiful body – squeezing…

Sidra Sage is a hot insatiable slut who loves to get fucked in the ass. She first takes a huge black dildo to stretch out her asshole but soon that’s…

Dana is surprised to find her maid has called out sick- only to be replaced by a hot young substitute. Cleanliness is next to godliness, so Dana makes sure to…

Milfy Julia Ann has an appointment with a new masseur, Van, who specializes in the ancient art of pressure points. By pressing various trigger areas on her body, he can…

A clever young man convinced his neighbor Devil Khloe to be an expert at hacking WhatsApp, promising to reveal juicy secrets about her boyfriend. She, intrigued, fell for the deception,…

Marilyn Mansion goes by the pool to get some sun and listen to music. Everything got interrupted as a worker was there making noise as he fixes the pool slide….

At the Measure B hearing in California, one porn star (Chanel Preston) takes it upon herself to plead the case of the industry’s professionals in trying to prevent condom requirements…

Naughty photography student Skin Diamond is about to get her up close and personal when her art teacher puts his 14 mm into her! Skin’s schoolgirl uniform tells him that…

Paige Owens has a mouthful of Isiah Maxwell’s hard cock when the doorbell rings – she forgot she scheduled 2 booty calls today! Not one to waste an opportunity to…

Macy Meadows is interviewing to become a polish citizen. She is an American that is traveling to study in Poland. It is not easy to get citizenship so she gets…

Hidden away on a quiet street in a chic part of the city is an exclusive salon catering only to the sexiest women in the world. Stunning beauties from the…

After Investigative reporter Clea discovers that the 1-800-Phone-Sex girls make house calls, she wears a wire to the office to gather more intel. Lucky for her, police officer Johnny shows…

Karma Rx has arrived for her regularly scheduled massage, to find that she’ll be helped by the new guy, Duncan Saint. This is Duncan’s first day on the job and…

The Bulldogs, a notorious football hooligan gang, is involved in some shady business. When Eva, a sexy investigative journalist, moves in from out of town, her roommate Danny tries to…

The party is hours from now, but I had to come early to take a peek at the sexy Anya Ivy. She’s so hot and wants me to play pool…

BFFs Megan and AJ love laying out in the sun and soaking up those rays. Megan’s body looks so hot and tight in the sunshine that AJ can’t help but…

Freak You’re my step brother, you have to hang out with me. We can do whatever you want, I’m just so bored.. I don’t want to hang out with him,…

The best way to wake your husband is by gently dragging the tips of your fingers down his chest and then wrapping your hands around his throbbing prick. Courtney woke…

Nobody who knew Charlene Aspen while she was growing up would ever have expected to see her here with a tree trunk sized black dick stuffed three quarters of the…

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…