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….
Bruce Venture goes over to his girlfriend’s house, expecting some sexy times, only he’s surprised to discover that she’s at work! Luckily for him, his girlfriend’s mom, Lezley Zen, is…
Danny Mountain returns as a 6-foot-tall leprechaun to dick down horny hotwife Ruby Moon in a St. Patrick’s Day scene that celebrates getting lucky! Uploaded: 2024.03.06 2024.03.06 Show more…
This John has always had a thing for bringing strong women to their knees. When he meets sexy tranny hooker Foxxy, he knows he’s met his match! She spends lots…
After escaping Teanna’s crazy father in the first episode of A Family Affair, Xander ran into the bathroom and found a hiding spot there that put him in even greater…
Yukito can’t believe his eyes when he sees his friend Reiya sucking his stepsister Otoha’s big tits by the pool, but he keeps watching from the bushes as Reiya licks…
Natasha White is such a freak she doesn’t even take off her knee-high socks and booties to get banged. In such a hurry to get her some, Natasha strips out…
If there’s one thing Cindy Starfall hates its endless conference calls at work, especially when all she can think about is where her next good fucking is going to come…
When three estranged sisters, Kimmy Granger, Ivy Lebelle and Ashley Lane, reunite at their stepmother Nancy’s funeral, they are introduced to Ella Hughes and Danny D, a mysterious duo who…
The boss’ office maid just walked in, and she’s the sexiest Latina by the name of Veronica Rodriguez. As she’s cleaning, she spots a shopping bag with a gorgeous dress…
Rissa May loves to play in the snow, but she isn’t having fun without her stepbrother Rion King paying attention to her. She dresses up in her best snow bunny…
As one of the only males in his school, this hunky stud wanted to fuck all the women in his class. When a beautiful new student with blonde hair arrived,…
Penny Pax is watching the clock tick as she prepares to head home after a long day at the office. Unfortunately, Penny’s annoying coworker decides that she wants to stick…
Using one’s body to resolve a problem is not a surprising method these days. Blondie Bombshell is appreciating the plants outside her house when Dean Van Damme gives her a…
Jess (Kira Noir) and Max (Ricky Johnson) are a young, boring couple who have never experienced great sex. They visit a therapist in hopes of fixing their sex life. Linda…
What is it that drives people, frustrated with their lives, to consider the most extreme solutions to their problems? We may never understand the darkest impulses at the heart of…
What would happen if four families each contributed one member to create a new family? In this episode of Family Swap, Angel Gostosa is dressed a bit slutty as she…
Rachel Starr is ready to work up a sweat! Decked out in a skimpy camo bodysuit and a hot pair of boots, Rachel squats, lifts and stretches, getting all hot…
Juelz Ventura is a hopeless romantic who wants to save herself for marriage. Johnny Castle is a sleazy wedding dress salesman who spends his days trying to bang brides to…
Jade Nile, the innocent flower has been lusting over the thought of experiencing a real man. She has been dreaming of the day she’ll experience her first cock and finally,…
Jessa is a sneaky little thief who loves stealing from the rich. Today’s mansion is full of jewellery, clothing, money and food! Jessa can’t believe her luck! But all that…
Awkward loser Danny D is having a day from hell. After enduring embarrassment after embarrassment he just wants to go home, but his car breaks down! Luckily for him Veruca…
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…
