Even though Dr. Vonage’s patient is making some progress on regaining his ability to walk, this doesn’t seem to cheer him up. He is being very pessimist during his treatment…

Teen slut Dakota Sky is home alone for the holidays, and there are two bumbling big-dicked burglars out to steal her anal virginity! After she teaches hapless robbers Bill Bailey…

Things between Blair and her boyfriend are just starting to get hot and heavy when she feels something in her eye. She calls a quick break to remove her contacts,…

For their anniversary, Serena Ali has something special in mind for her white hubby! He gifts her with strings of pearls, and she gives him full access to all her…

Jessica Starling is relaxing with a glass of wine in the garden when she gets distracted by the sight of hunky gardener Vince Karter, his muscles bulging from his white…

Sofie Reyez loses power in her house and she’s all home alone. The power company came to cut her power for nonpayment and she is super confused as to why…

The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…

Seth is renting out a room in his home for the summer, hoping to make some cash on the side. Imagine his surprise when his first tenant turns out to…

While strolling by the sea, Agatha Vega encounters the charming Kristof Cale. Determined to take a chance, she invites Kristof to get better acquainted in a hotel room. An offer…

Aubree got dumped by her boyfriend on the phone for being too clingy. Aubree started crying after her boyfriend hung up on her. Her roommate Slim hears her crying after…

With his fashion line’s most important photoshoot just around the corner, Bill Bailey calls in a last minute model to help showcase his collection. Unfortunately, he got more than he…

In this city, nighttime means dark deeds, and even the cops can get in on the action. After Officer Allff is abducted during a routine stakeout, the police are on…

Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Sophia Santi alongside Selina Draagen, Alyssa Chase, Carli Banks, Marlena, Christina Brooks…

Kimmy Kimm looks really cute in her cosplay costume and stockings. This brunette babe is thanking the doctor for taking care of her during her internship when she suddenly feels…

Tom is in his car, watching Claire changing through her open window, when he gets busted by Claires busty mom.

Coach Bruce Venture is at it again when volleyball player Skyler Storm gets mouthy with him and is instructed to visit him after practice. They talk about Skyler’s comments and…

Uploaded: 2024.02.23 2024.02.23 Show more…

Don’t miss Digital Playground’s Exclusive Contract Star, Stoya in her debut boy / girl scene. Jack’s POV 9 is off the hook sex! All the screamin’ hot sex in Digital…

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….

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…

Romi Rain has brought in a special “art film” for her class to watch. While some would consider said film to be pornography, all Romi knows is that she likes…

Jillian is in a loving relationship with her boyfriend. The only problem is that she likes a big cock in her ass and her boyfriend’s just doesn’t cut it. When…

Keep Your Hands (And Your Pussy) Off My Phone! Curvy roommates Abigail Morris and Jadynn Stone have a disagreement when Jadynn gets nosy over a guy Abigail is texting. Jadynn…

Sydney Cole knows she’s hot! She’s spent many years pursuing her fitness goals, and has rock hard abs and a muscular, round ass to prove it! Two tiny bowtie tattoos…

Jasmine Grey was out on a little shopping spree when we came across her and started chatting her up. We got her to whip out her titties and we knew…

Curvy cutie Layla Love shakes her stuff on a full body vibration platform, making her thick ass and juicy tits jiggle before getting oiled up and pounded by stud Scott…