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….
Jun Kitano and his wife, Miyuki, have been working furiously to keep his dick hard and his pencils sharp as he draws the best porn manga collection of the century….
Charles called Brianna into his office to let her know she wasn’t wanted anymore. This seemed to infuriate Brianna, she demanded to know why she was being fired. Charles let…
Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America.” Put it in and cast your vote! Jack’s at it…
We invited Stephanie over because she has nice big tits. We played a game of pool with her, checked out her great cleavage and made her loose her clothing. We…
Cute college student Elizabeth Romanova is trying to get some studying done, but she gets distracted by her mom’s boyfriend (Pascal White) jerking off in the next room. After peeking…
Being in a relationship can be tough, as Cadence Lux and Sean Lawless know all too well. Be that as it may, whenever passions arise, so do the chances of…
Cam girl Luna Star is entertaining her online lovers with a sexy masturbation show, until she discovers a construction worker lurking in the window witnessing everything for free! She heads…
Sasha Pearl is hanging out, getting a little sun, when her boyfriend’s son stops by. Like always, he’s upset that Sasha does nothing while his dad works his ass off…
Johnny Sins is going in for surgery and being put under the gas by an insanely hot anesthesiologist, Brett Rossi. The moment Johnny is out, he fantasizes about Brett in…
Violet Starr is your favorite fuck toy! She dances in her lacy lingerie and her juicy pussy shows when she spreads her gorgeous legs! She dances for the camera and…
Miss Budoir was fired from the school because her teaching methods were unorthodox. As a final lesson, she will teach her students sexual education. In a few words, they are…
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…
Jessy Jones has completely forgotten that he’s supposed to make a presentation at the company’s next meeting—where his busty boss Juelz Ventura will be evaluating him! Jessy, visibly nervous, can…
When you see Aaliyah Love feeding her girlfriend Alyssa Reece strawberries, you’ll know the source of the passion that keeps their relationship so strong. These lusty lesbians have an untameable…
Boxer Scarlett Alexis has just finished demonstrating the results of her months of practice to Coach Bruce Venture. They sit down to talk strategy for an upcoming tournament, which leaves…
Selena Love is in the middle of her VR exercise routine, but she gets a bit too into it and starts masturbating. After a knee-buckling orgasm, Selena crumples to the…
Courtney Cummz is helping her friend, Ryan, try out some of the new sex dolls her sex boutique just received. She’s lubed up his big cock, and helps him slide…
