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….
Darcie Dolce and Jayden Cole are both vying for their Pilates instructor’s attention when things get a little too physical and catty for his liking. When the pair of Pilate…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 3 of this delicious show,…
Tanned brunette teen Darcia Lee just can’t stop peeking at her silver fox stepdad Yanick Shaft and fantasizing about feeling his strong hands on her body. Darcia’s signals grow more…
In the long run, even romantic relationships can get boring. Ebony Mistique is tired of the monotony and hatches a plan to lure in a new lover into worshipping her…
Stepsiblings Penelope and Austin are constantly playing tricks on one another, trying to one-up each other and make the other tap out. They’re both ruthless and love seeing the other…
Two beautiful passionate girls from opposite walks of life come together in a battle of lust raw emotion egos and unyielding wills to fight it out in a stealthy boxing…
Vanessa and her stepdaughter Jane arrive at the Airbnb for their fun vacation and meet Vince, their handsome host. He charged them a pretty penny for the room and he…
Coming home late, Russian blonde Lola Taylor tiptoes inside and finds her husband Kai Taylor sitting alone in the dark. He calmly explains that his wife has, once again, disrespected…
Sexy masseuse Arya always gives her clients the special treatment, AKA whatever they want. Preston’s never had an erotic massage before, but she’s sure he’ll be coming back every week…
The sweet and sexy Kenna James likes working out at home. On this day, her boyfriend Bobby is encouraging her to try out “sexual meditation” a yoga-like workout designed to…
Sienna Rae needs to make her living situation more comfortable. There’s two issues at hand here; her boyfriend’s son, Ryan, has a problem with how sexy she is and feels…
A Christmas Switcheroo: Part 1 Valerica is home for the holidays with her new boyfriend, Alex. The young couple hangs out by the Christmas tree with Valerica’s Mom, Shay. It’s…
It’s a hot day and sexy neighbor, Nicole Aria, wants a sun tan. She’s checking herself out with her phone and starts to get horny. Nicole starts masturbating, rubbing that…
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…
Mrs. Lauren has TJ in her class because she can’t figure out how he’s graduating. She refuses to believe that he actually studied and worked hard. So when TJ finally…
