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….
After receiving a call to a particular house, I realized it was the brunette slut with the pierced nipples I’ve been sleeping with. Apparently her boyfriend found out about her…
Deauxma is not only the perfect definition of a milf, she is also the horniest one around! So when her computer broke down she knew it was the perfect excuse…
Naoto Rindo is not your average guy. Not only is he the scion of one of the wealthiest families in Japan, he’s afflicted by a curse: every third generation, the…
Sheila Marie was buying stuff at the grocery store and seeing all those zucchinis made her really horny. Luckily for her, Zane was around and he accepted to go home…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Jack finds pleasure deep…
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…
Luna Skye is desperate for a little relaxation… Lucky for her, there was a last minute cancellation at the ZZ spa! As soon as Luna steps into the sauna, she…
Naughty brunette Tommy King notices a masked stranger walking outside of her home while she is alone. She gives her neighbour and friend of her father, Dan a call and…
Professor Audrey Bitoni could not be more irritated – her evening plans have been dashed thanks to wise ass student Jessy Jones, whom she now has to watch during after…
Zoey Reyes and Ariel Pure Magic are two thick girls with a car problem. And a money problem. They can’t afford to fix their car but our trusty mechanic saw…
On Madoka’s first day back as a member of the Student Disciplinary Committee, she keeps interrupting a mysterious gray-haired guy as he hooks up with girls all over the school….
When politician George Steele gets caught with an escort, a fixer is sent in to manage the fallout of his election campaign, with unexpected consequences.
Happy Independence Day! It is the 4th of July and a bunch of pornstars are having a big barbeque to celebrate! Everyone is partying and drinking and having a really…
When Dolly stops outside Isiah’s house to admire the ebony stud as he takes out the trash, Isiah assumes she’s the new housekeeper he hired, and the hot blonde is…
Bridesmaid Desiree Dulce is left unsatisfied after the groomsman she fucks in the bathroom prematurely ejaculates! As he apologizes for his performance, she finds a document he dropped that reveals…
Take a peek at all-natural babe Maria undressing to show off her bronzed body outdoors in the yard. The sunlight is liquid, and a cool breeze licks at her skin,…
Blake Blossom puts on an amazing pink bikini and rubs her amazing natural titties! They bounce up and down in perfect unison! She loves to lube them up and bounce…
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…
