Lee Walden Griss’s sinister plan has almost come to fruition, and to celebrate, his lover (Bonnie Rotten) has come to please him. She gets on her knees to suck his…
Chloe goes outside where a bunch of white boyz are working on their tans and they decide to take a Sun break to work over her caramel complexion with all…
Nami Watanabe and her husband are instructed to show the pervy doctor what their regular sexual activities are, so he can determine why they have not conceived in spite of…
Melissa’s salon cancels her appointment and she’s very upset. She’s attending a big event tonight and needs to look her best. Thankfully, Melissa’s neighbor Nat is a high end hairdresser….
When Paisley Parker is told that she’s got a filthy mouth, she offers to show her friend’s dad just how nasty she can be. She uses her tongue and lips…
Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
Piper is preparing for her fitness competition with a stretching session when she pulls a muscle in her back. Luckily, she calls Dr. Turner’s office and he can squeeze her…
Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Teagan Presley. She takes a big cock in the butt and we…
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…
There’s been sexual tension in the air between Lola Taylor and Lutro for weeks now, and Lola is getting tired of waiting for him to make the move. After catching…
Much like training-wheels on a new bike, the piledriver position can be used as a teaching tool as well. Here, Bree Brooks shows she has the right kind of body…
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….
It’s not Kiara Lord’s fault her sexual appetites are in overdrive. The slightest thing, like a stiff breeze between her legs is enough to send her running to Antonio Ross…
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….
When Jenna Sativa’s shower is interrupted by her inconsiderate roommate Kandie Monae, she takes matters into her own hands. Jenna drags Kandie into the shower fully clothed and strips her…
When his client is sued for a sexual misdemeanor, Keiran Lee takes it upon himself to prove to the honorable Jessica Jaymes, a.k.a. Judge Juggy, why having sex at the…
