One day, while Macy showered upstairs, her boyfriend Mark caught a glimpse of her stepmother Cathy Heaven relaxing by the pool, rubbing oil on her big tits. The minute he…
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…
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…
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….
Aidra is hoping today’s the day she finally gets her drivers license! But first she’ll have to make a good impression on her instructor Jessy Jones. The truth is Aidra’s…
Keisha Grey was auditioning a ventriloquist for her boyfriend’s birthday party. He was super hacky. However, something strange happened after. The dummy began moving and talking on his own, he…
Megan Marx is this week’s casting interviewer, and her subject is the beautiful Sky Wonderland. The girls chat about how Sky got her name and then move on to having…
Willow Ryder is getting ready for her slumber party and she’s prepping herself in the bathroom. She’s come all the way from Tennessee and she’s about to put on her…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…
Kelsey was making plans for her approaching anniversary with Johnny. However, he had other things in mind. Johnny’s other girl, Willow, showed up unannounced. He quickly snuck her over to…
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…
When Scarlit Scandal makes a nuisance of herself in front of her roommate, Bella Rolland, and Bella’s boyfriend, Van Wylde, she’s scolded about all her shortcomings. Having captured Van’s attention…
When Anna Bell Peaks first meets Manuel, it’s instant chemistry! This pink-haired wild woman can’t wait to get it on with him, taking his impressive cock balls deep down her…
Danny D comes home only to have his suspicious girlfriend, Alice Judge, dump him on the spot and kick him out of the house. The former couple gets turned on…
Emily Addison was hoping to get a massage from a guy, so when Violet Starr shows up, she is initially disappointed. What Emily doesn’t know is that Violet is about…
Max is having trouble concentrating on his studies and his tutor, Dee Williams, thinks she knows why. Max is just too stressed out. Dee offers to help him de-stress by…
Deeper 4 is a playfully erotic and sinfully fun tribute to Digital Playground’s delightfully fresh Shay Jordan. She is showcased in a multitude of flesh fantasies and she delivers amazingly…
Marika Milani took a very long shower not only showcasing us her beautiful body and her amazing breasts but also since she was getting ready for two gentlemen with extremely…
When her usual massage therapist couldn’t make the house-call, Silvia as unsure if she could relax around the replacement Danny and trust him to work out all the kinks. But…
Moriah’s a cheating wife in a sexy red dress, ready to go out with the girls. However, her husband forbids her to leave, suspecting she’ll pick up a new side…
Have you ever wondered what Barbie Feels feels like? Well wonder no more— cuz this babe’s ready to get her holes thoroughly explored, especially her taboo backdoor! This fuck-doll puts…
Sydney Cole knows she’s hot! She’s spent many years pursuing her fitness goals, and has rock hard abs and a muscular, round ass to prove it! Two tiny bowtie tattoos…
In a downtown high rise, Nia Nacci teases her client, Isiah, with her beautiful, elegant body. Money is no object for Isiah and he uses it freely to arouse Nia….
