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….
Hot and horny milf Sheila Marie is always looking for a big cock to fuck!! So when she saw the tennis instructor’s dick almost hanging out of his shorts, she…
Jon Dough is at it again, breaking in another young snatch by busting it open from underneath. With Lexi in his lap he helps her open her legs wide enough…
When an unsuspecting MILF accidentally backs her mini-van over a grungy skateboarder, she knows EXACTLY what to do to nurture the young lad back to hearty and HARD good health…
Venus, a former assassin, awakens from a year-long coma from the loud moans of Belladonna, another assassin, screwing the security guard. Her boss and ex-lover Bill aka the Florist attempted…
A sexy divorcee yearns for love, but is looking in all the wrong places. Her ex has already moved in between the legs of a much younger busty blonde, and…
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…
When Blondie Fesser and Sofia Lee check into a hotel, they find it funny to discover that there’s an adjoining door to another room. After leaving a little gift of…
When Elsa’s friend ropes her into pool hopping at a neighbor’s house, she’s hesitant – she’s not even wearing a swimsuit! And what happens if they get caught? Elsa’s friend…
These two Japanese lesbians are horny and ready for anything to help get them off. They start by kissing and then invite a man in for some fun. They suck…
Angelina was disappointed to find out that her room mate Megan is banging the guy she used to date. She obviously still wants that cock! So when Megan left the…
After the evil Dielast’s Escalayer stole Sayuka’s power source, the Doki-Doki Dynamo, there is only one way to defeat them, but it’s dangerous: an unstable prototype version of the Doki-Doki…
The Bulldogs, a notorious football hooligan gang, is involved in some shady business. When Eva, a sexy investigative journalist, moves in from out of town, her roommate Danny tries to…
Cory Chase is straightening up in the living room when her stepson Jay Romero comes in with his schoolwork. She asks if he has something for her. Jay has a…
On this wonderful sunny day Justicia Blonde is going to go shopping with her boyfriend. When her boyfriend walks into the room and sees his girlfriend standing in a sexy…
Keiran just moved next door to a wholesome couple, Monique and her husband. As he’s unpacking, he pops over to their place to borrow a hammer, and that’s when he…
Ryan Keely has…. Cravings. She wakes up on a beautiful morning, and wants to start the day off right – with a bright smile and her clit quivering! Unfortunately, her…
Busty Sex-tor 69 officer Major Nicole Aniston, a human cyborg policewoman programmed by a tech corporation, is ordered to track down a terrorist cyber hacker known as “The Pussy Master”…
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…
