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….

Lilly’s having a bad semester at college, and her mom is convinced it’s because this slutty teen is partying way too much. After a big argument Lilly’s mom takes away…

The sexy Cherry Kiss is just about ready for her massage with Sam Bourne, but after taking her top off and exposing her tits, she climbs onto the table with…

Petite Princess Eve and Lou Lou Petite are playing bridge at a snobby friend’s house… though they’d prefer be out chasing cock. The host’s son (Jordi) lives there and gains…

Eva Lovia is horny and tired of constantly coming to these stupid county markets with her husband to sell their crops for pennies. She’d much rather be at home sucking…

She’s locked up for a few years, but these guys some have ideas that can get her time shortened, if she does everything right. They tie her arms up and…

This guy is less than happy when he finds out his regular doctor is not in and he has to do his physical with a new face, Dr.Stylez. Dr. Stylez…

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…

Carmen Caliente arrives with her dorky husband and attempts to get a little pre-dinner sex snack in his old bedroom, changing into a sexy little number, but he’s too uptight…

Uploaded: 2024.03.05 2024 Show more…

Cute Mary Moody has fallen behind on her piano lessons because she keeps getting distracted by her hot and strict piano teacher, Misty Stone. Misty is not amused and decides…

What’s the one thing a good wife does while her husband is away? Certainly not invite a stranger home to fuck on the married couple’s table! It’s a good thing…

A group of overlooked sorority girls (Abella Danger, Whitney Wright & Ana Foxxx) set out to make a name for themselves by becoming the “top anal sluts” on campus.

Some days Shae Snow just can’t help wanting to go down for hours of hot sex. She waited all day for her girlfriend Pepper Kester to get home and take…

Jordi El Nino is an ass smacking prankster. When Jordi finds himself at a house party with the irresistibly sexy Angel Wicky and Dominno, he can’t resist getting his smack…

Alena Croft enlists her friend’s help to surprise her husband Sean Lawless with a special anniversary gift. Alena’s friend films as Alena changes into a sexy surprise. When Sean gets…

Jessa Rhodes is especially horny and she’s even gone to extreme lengths to show her husband how much she wants to be fucked by dressing in sexy lingerie. Only, her…

Having a job doesn’t cramp Vanessa Decker’s style, but she draws the line at doing any actual work. When her boss Ben assigned her some jobs to do, Vanessa shrugged…

Kat Marie needs her privacy to get off but she just cant seem to get enough me time to get to the point where she can cum she gets close…

Charles Dera and his fiancée go to a strip club where they’re entertained by the talented erotic dancer, Marica Hase. Only, Mr. Dera’s the only one being entertained as his…

Mr. Janitor really needs to work on his English, so he asks a tutor girl for help. She has just enough time for a short lesson before her class. She…

Giselle is hanging out with her boyfriend, Kyle, when her hippie stepmom, Sheridan, gets home. Sheridan invites the teens to meditate with her in the “chapel” and they give her…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

After their camping reunion turns shocking, David (Alex Jones) and his cheating wife, Lisa (Aubrey Valentine), are looking for their missing friends in the woods when they unexpectedly run into…

Don’t miss Digital Playground’s Exclusive Contract Stars, Teagan Presley and Jana Cova in a very personal, off the hook sexual experience! All the screamin’ hot sex in Digital Playground’s award…

Sexy college student Cecilia Lion recently started dating an older woman, curvy redhead Lauren Phillips. After a hot make out sesh in the bedroom, Cecilia goes to the kitchen to…

Uploaded: 2024.02.24 2024.02.23 Show more…

Digital Playground presents DP Star: Season 2, hosted by last year’s DP Star winner and contract girl, Eva Lovia and judged by industry legend Nikki Benz, renowned producer/photographer Holly Randall…

A young man is seduced at home by his petite stepsister! Seeing his fat cock cum after mutual masturbation, she is overcome with lust and begs to have her wet,…

With a teacher as sexy as his, could you blame this student for dreaming about her dripping wet pussy, or feeling her Milf lips on his hard cock, then fucking…

Beautiful blonde Rossella worked hard to have a delicious hot meal on the table when her girlfriend arrives home. But when Vera walks though the door, she’s got lipstick on…

The best birthday presents are the most unexpected…and no one quite expects a used and wet pair of panties from a potential stepmom.