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…
Esperanza Gomez has a really short temper with her boyfriend’s assistant and starts yelling at him so loud that Chris had to intervene to calm down his dad’s girlfriend. Esperanza…
Kai and Bianca are always arguing, he can’t take his step mom wearing revealing shirts showing all of us her cleavage. She starts to realize he’s jealous that they’re not…
Krissy is so excited to work Danny D! But she didn’t realize they’re only shooting photos, not sex. It doesn’t matter, she’s determined to get that big cock in her…
Trying out all the new sex dolls available is exciting enough, but when you get to do it with your sexy sales rep? That’s even hotter! Courtney Cummz sucks and…
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….
Jai keeps her husband happy by staying at home and doing chores while he’s at work. Her favorite task is doing the laundry – not because she loves the smell…
Eager to please, Desiree Dulce works her curves for impatient photographer Quinton James. She’ll do whatever it takes to get the perfect shot, including swallowing his thick cock. Quinton has…
After Lulu Chu escapes from prison, the only thing she has on her mind is seeing her ex-girlfriend, Nicole Kitt. Nicole, however, has moved on and is living with her…
After waxin’ the windows with her big wet booty, and stretching that asshole with a string of anal beads, Syren De Mer is ready to take Danny D’s monster of…
All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…
Aryana Adin is playing some 4D chess when it comes to cheating on her husband Justin Hunt! While she’s got her luscious blowjob lips wrapped around Small Hands’ huge cock…
High value target Brandi Love is under the watchful eye of her bodyguard, Jessy Jones, who is bringing her home after a late night of work. As Jessy sweeps the…
John wants to hire Kimber James as his babysitter, but first he needs to understand what a transsexual is. The only way Kimber knows how to explain that she’s a…
Kenzie Reeves has always had a fantasy, and she was finally able to fulfill this fantasy. All thanks to her boyfriend, Bruno. First, he stalked her and jerked off to…
Rara Knupps and Hollywood Cash work in the same restaurant. With lunchtime service about to begin, Hollywood starts flirting with Rara. Seduced by her colleague, she succumbs to the sensual…
Dark-haired beauty Martina Smeraldi waits in her uniform for her new coworker, Xander Corvus, to pick her up for her first day at her new job. Martina is flirty with…
Queenie Sateen enters the living room and sees her parent’s girlfriend, Eva Maxim, who is looking after Queenie while her parent is away on a business trip. Eva is reading…
Wax in, Wax Out Kayley has a thing for Adonis, the window washer. Her husband Mick has no idea that she is trying to get some action from this virtual…
Candy Alexa is a librarian with some pretty huge tits. It’s no surprise then that someone seeing her picked up a book at the library and jerked off to some…
When Danny D’s wife isn’t interested in getting down and dirty, she tells him to get off his ass and do some housework for a change. Danny is tasked with…
Kimmy Kimm is just relaxing and gets a visit from the pool cleaner, but it’s a new guy this time around. She cannot resist herself once his shirt comes off…
