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….
Office drone JMac just can’t get a break – after being snubbed by office hottie Gia Milana and getting left behind at work while his colleagues hit the town, JMac…
The boss’s daughter is a naughty little tart who’s never where she’s supposed to be, and always behaving badly. One horny employee is lucky enough to be in the right…
Sexy french maid Nikki Delano puts her ass on display for us lucky viewers, tempting and teasing the camera with her big, juicy butt before getting a good, hard fucking…
Chloe Temple is a wild and crazy nineteen year old that is down to strip and fuck pretty much anywhere! It’s a rainy day in Florida but she doesn’t let…
When Richelle Ryan got cat-called by some asshole construction workers, she decided to call their bluffs by hiking up her skirt, shaking her thick booty, and telling them to whip…
Curvy British babe Beth Bennett has a little but of fun with her husband Charles Bennett, sneaking into the bathroom and spraying him with a water pistol filled with cold…
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…
When smoking hot blonde MILF Katie Monroe suspects her husband of cheating, she goes to see an unconventional psychic reader, Alex Legend. Alex doesn’t read cards, he reads lips; Labia…
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…
Savannah Sixx is a giggly young teen that finds herself in the downtown streets flashing her titties! She wears a cute crop top sweater and flashes her perky tits for…
Cali Carter is outdoors, getting some sun, but things really start to heat up once she goes back into the house with Manuel Ferrara! Calli shares some hot 69 oral…
Nothing gets Lexi Dona hotter than fucking where she might get caught, and her man Jason just loves her sweet Euro pussy, so it isn’t hard for her to convince…
Another year, another increase in profit. Yessir! Business is booming! So much that all this xtra bread just been sittin there for too long. Mite as well put it to…
Alexis is a free spirit hippie sort who enjoys doing her housework in the nude. Johnny is her son’s pervy friend who drops by and is surprised to find Alexis…
Today was a big day for this horny little Asian girl, so she wore her pearl necklace to the interview, hoping her soon to be boss would take the hint….
When Taylor Sands learns that her husband has gone and done the unthinkable in getting a vasectomy, she’s determined to get her fix of cum some way or another. After…
Sexy Kylie Kingston has been a good little temp at her new job. Things have been perfect, except for how horny and distracted she gets whenever her stern boss Keiran…
The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…