Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…
Insatiable MILF Cory Chase is home alone while her husband is away on business. She lets in the handymen, Alex and Milan, and can’t believe how hot they are. She…
Jack’s Playground 33, features Digital Playground’s one and only insatiable and sexy Devon. She’s eager to make the music video cut and demonstrates her distinct talents on Scott Nails’ throbbing…
The sexy Dharma Jones is heartbroken because she broke up with her boyfriend. After all, he was not mature, so she broke off and now she will only date mature…
Jessa sure knows how to send a message. Without saying a single word, she manages to lure curious Mick to her house for a good, hard fuck. How does she…
Chloe Foster is a blonde bad girl that loves both boys and girls. She is adventurous on a scooter rental, with the wind in her hair and her tits exposed…
Rilynn Rae wants her car fixed but she’s an impatient bitch with attitude to spare. Luckily for her, mechanics Mr. Pete and Bill Bailey recognize a horny slut when they…
Margaret is a beautiful little Asian chick with long straight dark hair that she’s pulled in pigtails for today’s session. She’s pleasuring two men at once, and she loves sitting…
Sean Lawless’s car has broken down and goes to see a mechanic in the middle of the desert. Nikki Benz comes out and inspects Mr. Lawless’s car. Ms. Benz says…
Kortney Kane had just moved into the dorms at Brazzers Academy, and while she was looking through some of her new roomie’s things, she found a camera with a sex…
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…
Keiran was left alone at the office with Flower and Luscious. The problem with them is that they are slackers and like to fuck around at work. Keiran got fed…
Big titted Kaitlyn came over for a breast exam, she tried doing it herself but did not fully understand the procedure. Doctor Jordan showed her his technique and took her…
Abella is a hot and horny yoga instructor. She’s happy to share her passion with her new student Brenna. Abella leads her through a series of poses, but finds that…
Brave and busty Chloe Amour has run away from home and is now hitching her way across America. Unable to get a ride, she unsheathes her massive knockers and flags…
There’s nothing sexier than confidence, and Kimberly Kendall is self-assured, fearless, and ready for action. You can clearly see that she loves her beautiful body by the way she soaks…
20-year-old blue-eyed blond Maxsim Matotov makes his See H ️M Fuck debut today, as does curvy cutie Summer Col, in this unique update that was sent in by our West…
Giselle is close to getting kicked out of her college class once again for her disruptive behaviour. She continues to take naughty pictures of herself in class while her professor,…
The classroom is a place that has many objects for a horny lady like this Asian schoolteacher to pleasure herself. She starts by turning a desk upside down and putting…
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….
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…
Riley Momsen enjoys showing her boobies off to men, and today it works out in her favor, because the men that approached her just happen to be producers for the…
