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…
As soon as Toni Ribas landed in enemy territory, he started feeling terrible. He complained to his superior officers, and they decided to use a controversial, unauthorized method to get…
Gina can’t believe how cheap Keiran is. After spending her entire night babysitting, he can only cough up 10 bucks! Gina tells him straight up it isn’t good enough, and…
The Master (Mick Blue) confronts the last slayer, Juicy Silver (Blake Blossom), taunting her with her ex, Trevor (Alex Jones) who he’s kept as a souvenir since the last time…
Pornstar hottie Amia Miley’s new PR guy Xander Corvus drafts up a solid statement, and based on the bulge in his pants, he’s also a fan. When she catches Xander…
Riley Star is washing some dishes when her friend’s brother, Chris, stops by. He’s there because his sister called him for a ride but it seems like his sister took…
Lezley was getting tired of all the same dudes showing up at the bistro and that’s when Ramon showed up to save the day. Lezley wanted to look sexy for…
Lena Paul is a smoking hot actress from Kentucky that has been in the industry for almost 4 years! This babe has the most luscious natural titties and she loves…
After breaking a professional boundary with client Devin, therapist Liz (Sophia Locke) can’t stop thinking about him and their hot sex… even in a session with other clients! Melanie (Charlie…
Being the big boss’s daughter has come with all kinds of perks for Casey Cumz. Not only does she make her assistant Bill Bailey do her dry cleaning, and slip…
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….
The hottest girl in class just walked in the bus showcasing her fat booty in short shorts! She sits next to me and things get a little out of control….
Brenna Sparks is a very bad girl that loves to be spanked! She wears seductive red lingerie that pushes up her titties and barely covers her rock hard nipples! Today…
Tatiana is in her final stages at med school, and she is about to pass a simulation with her teacher acting like a patient. This teacher has always had something…
Painting Tits and Pussy Ophelia Purr wants some extra inspiration for her art project, so her photographer friend Victor Ray takes her to his favorite spot out in nature for…
Danny D seeks Tina Kay’s trained medical opinion on whether or not he would be eligible for cock reduction surgery. Cock reduction is an invasive, dangerous procedure and it’s Tina’s…
Being left to her own devices didn’t stop Emma Mae from enjoying all the naughty pleasure she craved. Pulling her cardigan open, Emma grabbed her breasts and played with her…
Richelle Ryan just found out that her husband is cheating on her with Kyle’s wife. She’s not just going to sit there and take it though. Instead she plans on…
With five lovely ladies competing for the same title, it’s a tight race to the finish and Tiffany is off to a succulent start. She charms the judges and Scott…
All of these dudes came here so they could stick their toy in the pussy of this punk rock Asian girl with long beautiful hair. She loves lifiting up her…
Ryo Sasaki can’t keep her hands out of her pants for very long, and when her boyfriend hears her masturbating while she should be trying on clothes for the big…
Ramon and Toni have to get along living under the same roof. The one thing they DO agree is how fucking gorgeous Dhalia Sky is! Watch Dahlia Sky’s dripping wet…
Three women head to a remote country house to take part in a wellness retreat, hosted by a mysterious self-help guru who claims he can solve all their problems in…
While Giselle is pretty laid-back when it comes to most things (like living with her messy male roommate Xander), she has surprisingly high standards when it comes to lingerie –…
Super excited about her boyfriend’s championship win, this sexy shemale can’t wait to get out of her cheerleader outfit and fuck him for all she’s worth! Teasing him with her…
Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…
In the early 20th Century, suave genius scientist Victor Frankenstein works with a grown up Peter and Wendy to open a portal to another dimension. When a sexy hooked handed…
